Preview: Left alone during the summer between high school and college, John finds himself with nothing to do. An ex-girlfriend fills the time. With sex. Lots of sex. Lots of explicit sex. Though the sex isn't between-- Romance, too.
This is my first story. Author's Pen Name: RJMcD
The main theme is Forced Feminization, Authoritarian, Blackmailed
Lady Jane is copyrighted (c) 2000 by RJMcD. Permission is granted to publish this story on any web site as long as the following conditions are met:
- The story must clearly be identified as being for adults only. 2) The title, copyright, author's name, and text may not be altered in any way. NOTE: In some paragraphs the gender of the person speaking or thinking switches from "he" to "she" or "his" to "her", etc. Sometimes a couple times within a sentence. This was carefully done at very exact times and is not an error. No changes in the text are permitted. 3) It is not to be printed or published anywhere but on the web. 4) It may not be placed on any web site which charges, directly or indirectly, for access 5) It may not be placed on any web site which uses a secret, invisible "web bug" such as doubleclick.com.
LADY JANE (c) 2000 by RJMcD
John felt a sense of loneliness after seeing his sister and boyfriend off to a vacation in the Swiss Alps. As the airplane climbed into the sky he turned from the observation window and wondered what he would do with himself for the three months of summer vacation. His parents were away at their Canadian lodge, a trip they took every year. This year for some reason he didn't feel like going. That was something he did as a child and he wasn't a child anymore. But that may have been a mistake. He had absolutely nothing to do for the next three months and going to the lodge, even though it was with his parents, might be better than sitting around watching television.
He thought about his sister Debbie and Debbie's boyfriend Sean and how they were going to enjoy Europe all summer. He obviously couldn't tag along. There was no other option really but to stay home by himself.
John had broken up with his long legged girlfriend Heather at the end of the school year and now he thought briefly about calling her, but the breakup had been especially bitter. Not at first, though he ended up saying a lot of hurtful things in the heat of the moment that he now regretted.
The truth of the matter was that he had no longer found Heather arousing or very interesting. She looked on his lack of interest as a personal rejection and lit into him, defensive all the way. He had tried to be nice, saying the standard things like they had just grown apart, but she wasn't having any of that. Weren't there a dozen other guys who wanted her? Of course, but... Wasn't she pretty, she demanded. Sure, he told her, but... Wasn't she good in bed, she hollered. Yes, but... What was he, some kind of fag? That's when John lost it and started slamming her back with cruel things he now wished he had never said. She retorted with things just as cruel, even threatening to get her jock brother to beat him up. It got so bad that she slapped him it was all over and he walked out as fast as he could, his anger so high that he was afraid he was going to hit her back.
So calling Heather was obviously out. Even if she had calmed down in the last two weeks it was doubtful she'd talk to him. He wasn't even sure he was that lonely yet. Heck, he'd only been by himself for a few hours! There must be other ways to occupy the time.
John wasn't interested in doing anything much outdoors, having been born with a small frame that didn't fit with the rough sports like soccer and football, and he was too short for basketball. He did a little running but not enough to even call it a hobby. He had been on the school track team one year but the demanding hours of practice went beyond the small amount of joy he took from being on the team and he hadn't signed up the following year.
He drove back to the empty house, turned the television on to provide some noise and some company, and puttered around until bedtime.
The next day John got up early, skipped breakfast, and wandered around the house. Again he turned the television on for company but paid it little attention.
The following day was pretty much the same, the monotony broken only by a trip to the mall and a short run in the afternoon. He rented two movies and watched them both that evening. Wonderful, he thought, I've got the entire house to myself all summer and I can do anything I want whenever I want and I sit around twenty four hours a day and do nothing.
On the fourth day he went exploring. His sister Debbie was three years older than he was and he decided to explore her room, something he would not normally have done. He found her diary in a drawer but it was locked and he placed it back in the drawer. There were no love letters or anything interesting in the papers in her desk and he was about to leave when he decided to open the closet.
Why would any girl have so many shoes, he wondered, looking at the floor of the closet which was covered with everything from sandals and sneakers to boots and even two pair of high heels. He remembered seeing Debbie in the various pairs of boots during the winter but in the high heels only when their cousin got married and she participated in the ceremony. She wore one of the three pair of sandals a lot during the summer, but there were a couple dozen pairs of shoes and sneakers he didn't recall ever seeing her wear. Then again, it wasn't something a brother would notice.
On the top shelf there were at least two dozen shoe boxes and John opened a few out of curiosity. Another pair of heels, this time really fancy with clear bottoms and black straps, more boots, and many more casual shoes.
The shoes were kind of interesting, especially the high heels because they were so strictly feminine. The casual shoes could almost be worn by either sex. Maybe they would still look like girls shoes but with the high heel shoes there would be absolutely no doubt. That, he figured, is why he looked at them a little longer and why he noticed that they were probably close to the right size for him. Wouldn't it be funny to try them on, he thought. No way. He put the heels back in the box and placed the box in the proper place. No sense letting Debbie know he'd gone through her things while she was away.
His sister had a lot of casual clothes including jeans and blouses, and not too much in the way of dress up clothes. There were a couple nice dresses and silky blouses and mini skirts, the kind of thing you wear on a dinner date or to a nice party. John took the hangers out and held them up, again thinking how the casual stuff could almost be worn by either a guy or a girl but not the dressy stuff. As a joke he held a couple dresses up to himself and looked into the full length mirror, just to see how they'd look. His own jeans extending out the bottom made the dress look wrong and for a second he considered taking the jeans off and holding the dress up again. But that was too far out.
It was in the fanciest dress, the one Debbie had worn to the wedding, that he found the key. At first he hadn't even seen the pocket. It was no bigger than a folded dollar bill and the opening was in the folds of the dress. But when he straightened the front of the dress against himself he felt the hardness of the key through the fabric.
It was a small key attached to a red ribbon, the same kind of red ribbon that was sticking out of the bottom of Debbie's locked diary to be used as a book marker.
He didn't want to mess up the bed so he sat in the hard desk chair and took the diary out of the drawer. The key fit perfectly.
It was a one year diary which immediately made him wonder if there were other years hidden somewhere. If this one was interesting enough he decided he would look for others. Besides, this started with January 1 so there were only five months filled out. Not much.
The first entry was on January 2nd and it said that the writer had never kept a diary before but thought it might be fun and was glad that her aunt had given it to her for Christmas. That answered one of John's questions. This was the only diary around.
The first few weeks of entries were pretty boring. Debbie had used the first initial of everyone's name and he found a few references to himself but nothing revealing. Then in early February Debbie had met Sean. She seemed crazy about him from the first in a typical girlish crush. Quickly though, the relationship seemed to get more and more serious and by the end of the month she was writing that she had gone to bed with him. That made John sit up. He couldn't imagine his sister having sex with anyone.
The writing in March became more detailed and hotter as Debbie gained confidence in writing and confidence that the diary was locked and private. She described the first time she gave Sean head and how he taught her the techniques he liked. She described the different positions they used when having sex and which felt the best. In fact as the weekends piled up the book turned hotter and hotter and John found himself getting an erection as he read.
He snapped the book shut and let out a breath. This is none of my business, he thought. He felt guilty and weird about getting an erection. He sure had no sexual interest in his sister and it was just the actions she described that had given him the erection. It was as if it was some other girl. But it wasn't some other girl it was Debbie, so he locked the diary and put the key back in the dress. By the time he got turned on the television half his erection was gone and he was able to put his mind on other things.
Part Two
My first Saturday and I've got nothing planned for tonight, John thought. This is not turning into a great summer.
He was checking the newspaper to see if anything was happening in town when the door bell rang.
Opening the door he was startled and alarmed to see it was Heather and Bill, her jock brother.
"Can we come in for a second, John?" she asked sweetly.
Stunned, he didn't answer and the big guy pushed by him with a, "Thanks", followed by Heather.
John automatically closed the door and turned to face them.
"What...uh...How..."
"Well," said Heather, "I guess you're speechless. You didn't expect to see me again did you?"
"No, I...Well it's good to see you," John said, as his mind raced, trying to figure out if he was in a dangerous situation or if she just wanted to talk and brought her big brother along to make sure he'd listen.
"Yeah, I'll bet," she said. She turned to her brother. "Go ahead," she said.
Her brother sighed. He hesitated for a minute, looked at her, seemed to decide something, and said, "You know, having a kid sister isn't all that great."
"Just go ahead," she said firmly. "You promised."
"Right, right," he said. He turned to John and held out his hand as if to shake. John, still confused by what was happening, held out his hand. Bill grabbed it, jerked John forward, and landed a solid punch to his gut. John doubled over and on the way was met with Bill's knee catching his square in the chest. That straightened him up and he felt a hard fist land in the dead center of his chest. It knocked what little wind that remained right out of him and caused terrible pain. He was totally defenseless at that point and Bill began punching him at random, keeping almost all the blows away from his face where the marks would have shown.
When John went down Bill moved around his writhing body, kicking him over and over again. The last shot was right between the legs and a painful jolt of electricity seemed to fly through John's body just before he passed out.
When he awoke every muscle in his body screamed at him with pain. The most irritating thing was that someone was tapping him on the face and telling him to wake up. He opened his eyes and saw it was Heather, and almost at the same time he realized he was sitting on the couch, that he was bare chested and that his wrists were tied behind his back.
"What the h..." he started but before he could finish the question his ex-girlfriend slapped him so hard across the mouth that he fell over on the couch, his head spinning.
"Let's get this done," he heard her say through a fog.
"Heather..." Bill started.
"You promised!" she said.
There was a slight pause during which John started to regain his senses only to be roughly grabbed by the shoulders and pulled forward. Unable to catch himself because of his tied wrists his knees hit the floor with a bang. Bill held him in place until he got his balance.
"Open your mouth," the jock said.
John turned his head and was met with a shock. He had been stripped to the waist, and Bill had stripped in the opposite way. He was naked from the waist down. With one hand the boy was pulling John's head toward his naked member.
"No...no..." John mumbled.
Bill held him in place and delivered a sharp blow to John's neck. John instinctively screamed and pulled back but the grip on his head was too strong and he stayed in place.
"This is what you get for raping my sister," Bill said.
"Raping?--I never..."
Another blow cut him off.
"We figured you'd lie you bastard," Bill said. "Now open your mouth."
"Nooooo," John moaned.
"Make him," Heather said urgently.
"Just wait a minute," Bill said. "Shit I wish you had some other ideas on getting back at him."
"You promised," she said in a demanding tone.
"Right," Bill said. "Shit."
He pulled John's face back in line with his limp member and said, "There's no getting out of this, John. Heather's going to get her picture or well, what we decided is if you refused I'd beat you up some more and if you still refuse we'd cut off your pecker and nuts. So you got no choice. I don't care for this any more than you do, believe me, but after what you did to my sister I figure I've got to defend her and go along with whatever it is she wants to even the score and make her feel decent again. I told her I'd go along with whatever she wanted and go as far as necessary."
Picture? John still wasn't thinking clearly and the last part of what Bill said hadn't sunk in yet, but somewhere in the first part there had been something said about Heather getting a picture. He turned his head slightly before Bill's powerful grip stopped him, then tried to focus out of the corner of his eye. There was Heather with a camera in her hands.
Bill jerked his face back forward. "You don't have any choices so open your mouth and let's get this damn thing over with," he said.
The last part of Bill's speech was now sinking in. They were going to cut off his private parts if he didn't do what they said. Something too about being beaten up more. He didn't think he could stand that. They had him. He was in pain, weak, and defenseless. He opened his mouth.
Bill lifted his limp organ and placed it between John's lips.
"Geez," he said. "Shoot your damn picture, Heather."
"Close his lips," she said.
Bill looked down. "You heard what she said. Let's get this over with."
John numbly did as he was told.
They heard a click.
"Did the flash go off?" Heather asked.
"No the flash didn't go off!" Bill said. "C'mon, will ya!"
Heather fiddled with the camera controls and tried again. This time the flash went off. Bill immediately withdrew.
"I'm glad that's over," he said.
"Wait, wait, wait," Heather said excitedly. "Look, you're starting to get stiff."
"I am not!" her brother said. He looked down and saw he was lying. Not by much, but he was lying.
"Make him suck it!" she said.
"Damn it, Heather, I will not. You got a picture. That's enough," Bill said.
"Bill, pleeeeze. After he forced me to do that to him I want to make sure I have a really good picture. We've come this far," she pleaded. "Just a second more."
"I'm not that way," Bill said. "You know that!"
"I knoooow," Heather pleaded. "You're not even in the picture. But make him pay for what he did. I want to see him punished good. It's the only way it will make things right. It's the only way I can go on with my life, Bill. You're supposed to protect me. You didn't protect me when he raped me and make me do that with my mouth. Make it right for me, Bill. Please, please, please."
"It won't work anyway," Bill said.
"Try! Pretend it's Susie. Close your eyes," Heather begged. "You're not even in the picture, anyway. Please help me, Bill."
Her pleadings were so persuasive that even John might have been convinced had he not known that it was all a lie from the very beginning. For Heather it was just a matter of getting back at him for dumping her and saying some cruel things to her when she attacked him. He opened his mouth and tried to tell Bill that, but nothing came out but a groan and a mutter.
"Heather, damn it..." Bill started. "Alright, alright, but don't you ever tell a damn soul about this as long as you live."
"I won't, I promise,' she said with obvious delight.
John, who was still trying to form a protest, felt the almost limp organ slide between his lips. He tried to pull away but Bill's strong grip on the back of his head prevented it.
"Make him suck it," Heather directed.
"You heard her," Bill said. "And I'm not any more crazy about this any than you are, but if it makes things right for what you did than that's the way it is."
John remained still.
"He's not doing it," Heather complained.
"I know it!" Bill said. He looked down at his dick. "I can't say I feel right about you seeing my dick," he told his sister.
John remained still. He had the urge to swallow but didn't. He wanted to breath through his mouth but was both afraid to open wide enough and afraid the movement would excite the organ.
"Look man," Bill said. "She's already got the first picture. This one won't matter any more or any less. But if you don't do what my sister wants you're going to get your pecker cut off so you better start suc--well, you know...doing what she wants."
It was true. The first picture would wreck him so what difference did it really make? John didn't like the idea of sucking on the thing in his mouth but how much worse was that really?
"He's doing it," Heather said.
"Don't you think I know that?" her brother said. "Enough for you?"
"It's growing," she said.
Bill didn't say anything at first, then muttered, "I'm imagining it's Susie."
Heather watched her ex-boyfriend hesitantly suck on her brother sex organ and she watched the organ grow.
"I want to get two or three good ones," she said, moving a little closer.
"Heather!" Bill protested.
"Just two or three," she said and snapped off a shot. The flash worked fine.
John had no idea what he was doing. His brain was still in a semi-fog. Too much craziness had happened too fast, along with too much pain. The only clue he had about what he was doing was his memory of one girl who had done it to him. Even then his movements were hesitant and reluctant and clumsy. But no matter how little he did it seemed to be having a huge effect as the dick in his mouth quickly stiffened to its maximum size. He felt as if he couldn't breath and as if his lips were stretched wide.
The flash went off again. Suddenly the pole was pulled from his mouth.
"Bill!" Heather protested.
"You said a couple pictures," her brother said, reaching for his shorts. "You got your pictures."
"I want to see you come in his mouth," she said.
"No fucking way!" Bill said. "I don't care if you're satisfied or not, this is as far as it goes." He pulled on his shorts and reached for his jeans.
Heather was about to continue her protesting but saw that her brother had had enough. It had taken her more than a week or crying and lying and manipulating to get him to finally agree to her plan and she had to admit that she would have been happy with just the first picture. Now she had two more both with her bastard ex-boyfriend's mouth wrapped around a fully stiff dick. Secretly she counted herself lucky.
Bill, now fully dressed, told the still kneeling John, "You can work those wrists loose in a little while. Anybody finds out about this and those pictures get mailed all over town with a nice set of 8 x 10s to your parents. Understand?"
When John didn't answer Bill slapped him on the head. "Understand?"
John nodded.
Bill headed for the door and Heather went up to John. "You don't break up with me," she whispered. "I break up with you."
She followed her brother out the door.
It took John nearly half an hour to work free of the cords around his wrists. The first thing he did was brush his teeth and gargle twice. That was followed by a long, hot shower. Even though it was the afternoon he went immediately to bed. Too sore and too drained to think about what had just happened to him he fell instantly asleep and didn't wake for fifteen hours.
Part Three
He was stiff and sore for the better part of the following week. He rarely left the house and spent some time thinking about what had happened to him. Heather was a bitch, of course, and he should have seen that all along. That she would go as far as she went was a complete surprise, however. He half expected to hear from her about the photos but the phone didn't ring.
By Friday he was feeling pretty good. Bill had been careful, almost professional, in hitting him in such a way that it didn't leave any marks. He went for a long drive, just to have something to do, and stopped by a park downtown to walk out a few kinks.
Friday night he was back to his normal six hours of sleep and Saturday he woke up with no soreness at all. In the morning he went back to his sister's bedroom and read more of her diary. As soon as he started getting another erection he put it away, feeling strange about getting excited over descriptions of his sister having sex. He was drawn to her closet again, and this time he stripped to his underwear and put on one her fancy dresses. It wouldn't zip up the back and when he looked in the mirror he saw his hairy legs and male face. It looked stupid and he felt stupid and he immediately took off the dress and hung it back up. He read a few more pages of the diary but when he found himself aroused again after reading her description of swallowing come for the first time he quickly slapped it shut and put it in the drawer.
He watched an early tennis match on television, then changed into a bathing suit and went out and washed and waxed his car. The sky changed from cloudy to sunny and he worked up a sweat so when he finished he showered and changed into fresh clothing. At 3:00 the phone rang.
"Hello."
There was silence at the other end, followed by a click.
Wrong numbers were just the worst. They bugged him and he thought of something to say if the phone rang again. It didn't. He went back to the television and found a pre-game program for a college football game. Thirty minutes later the door bell rang.
He couldn't have been more surprised when he opened the door and saw Heather.
"Hi, asshole," she said and brushed past him into the house.
He turned and watched her make herself at home on the couch. She put a brown envelope was on the coffee table and said, "Close the door, asshole."
John closed the door and said, "What do you want?"
"Come over here," she said.
He stood still.
"Come over here," she said sternly.
Not wanting to start trouble he walked over to the couch, feeling very much like a school boy standing in front of the principal's desk.
"Surprised to see me?" she asked with a slight smile.
"Yes."
"I've got something to show you," she said. She glanced at her watch, then picked up the brown envelope. She opened the clasp and looked inside. Carefully, she slid an 8 x 10 color photograph from the envelope and handed it to him.
John looked at the picture and his knees went weak and his hand shook. It was a picture of Bill and himself. It only showed Bill from the waist down and John from the waist up so they both appeared completely naked. Bill's face was not in the picture, of course. But his limp dick was and it was in John's mouth.
"Thought you'd like it," Heather said. "Imagine how all your friends and neighbors and family and classmates would like it."
Terrified, John said, "You wouldn't."
"I might," Heather said. "I've got more, and the negatives to make as many as I want." She reached in the envelope and took out a second photograph. "But I think this one would cause more of a stir, don't you?"
She held out the second picture and John reached blindly for it. His head was spinning and his whole body trembled. The picture was similar to the first, but this time the camera had moved closer and the cock in John's mouth was stiff. You couldn't tell from his expression that he was doing this against his will and there were no marks visible on his face or body. For all anyone would know it was completely voluntary.
He dropped the photos, unable to hold them in his trembling hands.
"But this is really the best," Heather said, ignoring the dropped pictures. She handed him the third photo.
This was taken at an even closer distance and the cock was now clearly fully hard and halfway in John's mouth.
"Oh no," he moaned.
"Oh yes, asshole," Heather said, her voice hardening. "Don't you ever think you can drop me and get away with it. I remember every single thing you said to me that day and I swore I'd figure out a way to make you pay for it. Well I did, and you will."
"Y-Y-your not going to show these to anyone..." he began to plead.
"That's up to you," she said. She picked the pictures off the table and picked the others from the floor, sliding all of them back into the envelope.
"What do you want?"
"Ah, that's the question isn't it?" she said. "What I want is to humiliate you and teach you a lesson. But the real question is What will you do to stop those pictures from being sent all over town. Which they will be if anything happens to me, by the way, so forget that. So the question is what will you do to get the pictures and the negatives back?"
"Anything," John said immediately.
"Anything? That's a lot," Heather said. "Think about that before you promise it."
John thought. "I won't kill anybody or anything like that," he said.
"Duh," Heather said. "Of course not. Let's put it this way. I want you to be my slave, and I intend to humiliate and degrade you. I'm really going to make you pay. Not in public. We'll do it right here. But you'll have to do things that you'll hate doing, that's the whole point. The more disgusting things I can think of the better, and I have a wicked imagination. And you'll have to obey me totally no matter how much you hate what I tell you to do."
John didn't say anything. He was still shaking from the shock.
"That," she said, "or I get the printing presses going."
"Here in the house?" he asked to confirm what she said. "Not in public? There's no sense..."
"Here in the house," she said. "Behind closed doors."
"No more pictures," he said.
"I don't need any more, do I?" she said with a wicked grin.
"No more pictures," he said again.
"No more pictures," she agreed. "And when I'm done with you you can have all the pictures and negatives. But remember, to get them back you'll have to be so humiliated you'll never be able to look me in the eye again. You'll remember this and fear me the rest of your life."
John looked at her. Despite her cuteness, despite her usually charming personality, he realize he had flipped a switch in her somehow and that he would be in for a very rough time. She was making it plain that she wasn't going to go easy on him.
"When does this start?" he asked.
"As soon as we agree," she said, "although agree isn't exactly the right word. See, I planned to do this even before I convinced my brother that you had raped me and forced me to have oral sex with you. And I did it in such a way that it would be impossible for you to refuse. You don't have any choice but to do as I say and you know it, so agree isn't the right word. Understand might be better. It starts as soon as you understand that you have no choice."
John was getting his trembles under control but the fear inside him was turning into a sense of total and utter defeat. Just as his knees had turned to rubber when he saw the first picture his will was doing the same. How could this insanity have happened? Why had he been so thoughtless cruel when they argued about splitting up? How had he not recognized that Heather had such a cruel streak? How had things gotten so far so fast?
But it was all true. He had no choice. For all practical purposes Heather owned him.
"So if you understand that you will be my total and complete slave for the next two weeks we can get started," she said.
"Two weeks!" he blurted.
"That's what I demand," she said. "Of course I won't be over here every night...or maybe I will. I don't think so but it doesn't matter because whatever I decide is what will happen. For two weeks you will forget your mind even exists. It will be my mind controlling your body and brain. You will do every disgusting and humiliating thing I want you do for the next two weeks and then you'll get your pictures and negatives and no one else will ever see them. Two weeks and things will be set right in our relationship to each other." She paused and looked directly into his eyes. "Do you understand?"
He didn't want to answer, didn't want to face the inevitable.
"Do you understand?" she said firmly.
John nodded.
"Never nod to me," she said. "When I ask you something you answer out loud, understand?"
"Yes," he said.
"Yes to which question, asshole?"
"Yes to both," he said.
She stared at him for a moment more then seemed to relax. "Good. There's a large brown suitcase in the trunk of my case. Here are the keys. Bring it in."
John took the keys from her hand and turned toward the door.
"Stop!"
He froze, then turned back to her.
"You will always show deference to me," Heather said. "When I gave you the keys you should have said thank you."
"Thank you," John said.
"Come to think of it, you should call me Ma'am," she said. "No. Mistress. You will call me Mistress from now on. Understand slave boy?"
After just the slightest hesitation John said, "Yes Mistress" and he was totally broken.
"Now hurry up with the suitcase."
"Yes Mistress."
Saying that the second time was easier. The first time, and the reason for the hesitation, was that by using the phrase he was acknowledging he was totally beaten. It also seemed unnatural to be so subservient to a girl that was not only a year younger than he was but five inches shorter as well. But he'd done it and he would continue to do it because he had no other choice.
The suitcase wasn't especially heavy though it was obviously nearly full. He brought it into the front room and put it down next to the coffee table.
"Unzip your fly," Heather said.
"What?"
"NEVER question me!" she shouted at him. "NEVER hesitate when I tell you to do something! You will obey me immediately or you'll be very, very sorry. Is that clear?"
"I'm sorry," he said quickly. "I was just surp..."
"I don't want any excuses," she said, still angry. "And you forgot to call me Mistress! Shall I just take the negatives and have a hundred prints made of each?"
"No, no Mistress. I'm sorry. Please forgive me. I was surprised, Mistress. Please don't. I'll be okay. I'm really sorry, Mistress," he blurted.
"It will not happen again," she said.
He stared at her for a moment, then seemed to regain control of himself.
"I told you to unzip your fly," she said.
"Yes Mistress," he said and unzipped his fly.
"Take it out," she said.
He did.
"Now play with it," she said.
He realized she was establishing their positions right from the start but had absolutely no way to resist her. Even when he tried to think of their relationship before the breakup and how she had been eager to please him during their months of dating it all seemed a blur.
"Not getting anywhere are we?" she said mockingly.
"No Mistress," he said as he flipped his limp member around.
"Come here."
He walked over to her. Still seated on the couch she reached out and grabbed his organ, rubbing here thumb over the head and gently stroking the shaft. It immediately come to life, stiffening under her manipulations.
"That's better," she said. "Okay, clear everything off the coffee table."
John did as he was told, his stiff cock still protruding from his open fly.
"Now take off all your clothes," she commanded.
John followed her instructions. By this time he had lost some of his stiffness.
"Stand at the end of the coffee table," she said.
"Yes Mistress."
"Good. Now masturbate for me. I want to watch you jerk yourself off."
John began stroking his shaft and thought about what he was in for. Masturbating in front of a girl because she owned you was humiliating enough, but he had the feeling it was frightening to think this was the first thing he was having her do. It could only get worse.
He got a good grip on his hard shaft and pumped his fist up and down. She was going to get what she wanted, no doubt about that. He could feel the excitement building. His climax was coming closer and closer. Did she want him to just shoot off like this? It would go all over the coffee table for sure.
"Pump it faster," Heather said.
"Yes Mistress."
John did as he was told, increasing the tempo of his strokes and feeling the pressure build in his balls.
"Faster!" she ordered.
"Yes Mistress."
He pumped faster and faster.
"Tell me just before you shoot your stuff," she said.
"Yes Mistress. I'm close."
He stroked his rod with just the right pressure and speed, rubbing the head with his thumb as often as possible.
"Now, Mistress," he groaned.
"You have my permission to come," she said.
John exploded, the white cum flying out of his cock and landing in a wide pattern all over the dark coffee table. He continued to pump and a second and third load jumped into the air. He felt exhilaration, relief and humiliation all at the same time. This girl that he used to date had made him get naked and jerk off in front of her while she remained fully clothed and in command. It was one of the strangest experiences of his life but judging by the force of his explosion and the amount of thick liquid on the shiny surface of the coffee table it was one that was sexually stimulating.
"You can clean that up later," Heather said. "Take my suitcase to your bedroom."
"Yes Mistress."
She stood up, making sure to get in the lead while he got the suitcase, and they walked to his room.
Part Four
John guessed that Heather was planning to spend the weekend, judging by the amount of clothing in the big suitcase. She had him take out three satchels, two small and one large but very light, and follow her to the master bathroom. She waved at the small chair in front of the mirror and told him to sit.
"Turn this way," she said.
She felt his smooth face and at first he thought she was going to lean forward and kiss him, but she pulled away.
As she opened the two smaller satchels and starting taking out the various bottles she said, "In thinking about how to get back at you I considered a lot of different things I could have made you do as my slave. They were all pretty cool, but they didn't hang together if you know what I mean. Then I got this great idea. What would be more humiliating for a guy than to have to dress up like a girl and act like a girl for two weeks? Once I got that idea all the rest of it fell into place."
She began applying a flesh toned liquid to his face.
John was trying to understand what you was saying. Dress up like a girl? Act like a girl? Sure, that was no picnic but didn't guys sometimes do that for those funny plays at different universities. That was funny. Of course if she meant he had to stay dressed as a girl for two whole weeks it wouldn't be funny, and that's probably what she meant. Still, he would be in the house and no one would see him. Kinky. Uncomfortable. Awkward. And yes humiliating, but not the end of the world.
The make up was more than he expected. She really seemed to be taking her time with that, using all kinds of different products. There were creams that went all over his face, three or four different things around his eyes, more cream on his cheeks, brushes all over the place, and finally lipstick. It all felt funny. He caught a quick glimpse of himself out of the corner of his eye when she had him turn his head but it was too quick to see anything. She was taking her time, that's for sure. She worked on him for an hour or more, pausing to give him a critical examination four or five times and then adding or subtracting something here and there.
"Not bad," she said when she was done.
John started to turn toward the mirror.
"Look at me!"
His head whipped back.
"Do not do anything without permission," she said. "Do you understand that? I don't want to have to tell you again."
"Yes Mistress."
"Now go fill the tub halfway up with warm water, not hot," she said.
"Yes Mistress."
He did as he was told and got into the tub as instructed. Following the girl's directions he sat there, lathering his body from the next down, then rinsing off.
"Here," she said, handing him a can of shaving cream. "Let the water out of the tub and put this everywhere you have hair, from the neck down."
"Yes Mistress."
She had him shave every part of his body below the neck that he could reach and she shaved the rest for him.
He rinsed off and toweled dry.
"Now we're getting somewhere," she said with a smile. "Come with me."
He followed her out of the room, stealing a glance in the big mirror and being shocked by what he saw. She had done a magical job with the make up, making him look almost totally like a girl. His smooth body added a lot to the effect and his lack of pubic hair made him look younger. Of course the short hair on his head and the male equipment in the middle of his body eliminated any thought of who he really was.
If Heather was out to humiliate him by making him look like a girl she was having an effect. It wasn't so much the make up or even the shaving as it was the fact that she was doing to him whatever she wanted to do and he was obeying. That in fact was almost all of it. The girl thing was really kind of fun in an odd way. He felt less stressed rather than more stressed which surprised him. He had never realized it before but being manly was apparently stressful in some way. Naked, shaved, and in full make up he felt very self-conscious but also a little relaxed. Following orders wasn't actually all that bad. At least not yet. Who knows what little Heather had in store for him?
In his bedroom she had him sit on the bed. She opened the large satchel and took out a blond wig and some bobby pins.
"I think I'd like to see you as a blonde bimbo," she said as she centered the wig on his head. She brushed any stray hairs under the wig and used the bobby pins to hold it in place.
Standing back she looked at him, then smiled.
"Amazing," she said, and checked her watch. "Good."
For the next couple minutes John watched her unpack selected items from the suitcase.
"I'll have you put everything away later," she said. "Do you know what size shoes you wear?"
"Size 8 Mistress."
"Umm. Well, we'll see." She tossed him a flat package. "Open that. I'll show you how to put them on."
John looked at the package and discovered it contained a pair of black stockings. Things were beginning to get out of hand.
During the next thirty minutes Heather presented John with black satin thong panties, a stuffed black lace bra, a black silk blouse and black mini skirt. The shoes were less of a problem than she thought they might be. The fact that the black high heels were simply a platform with straps that wrapped around the feet and ankles made them adjustable to slightly different size feet.
Heather helped John stand up. He was shaky standing on his toes and the heels seemed to wobble on their own.
"Stand still," Heather commanded.
"Yes Mistress."
He finally managed to bring his shaky ankles under control though he was afraid that if he moved he would end up on the floor.
Heather looked him up and down. "Not bad, not bad," she mused. "In fact, very damn good. With your slim frame and those cheekbones you had all the natural makings of a good looking girl. And those legs are fabulous! Half the girls in the world would kill to look that sexy in a mini skirt. You are one pretty thing, let me tell you that."
"Thank you Mistress," John said, though considering the compliment it wasn't easy to say.
"We have to do something about your name," Heather said. "We can't keep calling you John can we, dear? How 'bout--Jo? No, too much like a guy's name and you're not a guy any more are you?"
He hesitated, unsure for a second what to say, then answered, "No Mistress."
"Right. You're a girl from this moment on and you're going to get to know how a girl feels," Heather said. "Let's see--. JoAnna? No. I don't like it. Of course we don't have to stick to J names... How 'bout Jane? Jane. Yeah, I like that. Cute, all girl, short. Jane. It fits. From now on that's your name. Do you like your new name, Jane?"
"Yes Mistress."
"Oh, and when you talk try to do it in a sexy whisper, but loud enough so I can hear you. I don't want to have to be bothered by a man's voice coming out of a woman's body. Think you can do that?
"Yes Mistress."
"Mmmmm. Not too bad, I guess. Just don't do any more talking than is absolutely necessary."
"Yes Mistress."
"A little better," Heather said. "Damn, you really are pretty as hell. I've amazed myself. We could probably go to the mall right now and I'm not sure anybody would notice as long as you kept quiet. Except for walking in heels. We've got to do something about that."
She checked her watch again. "We can spend a few minutes on that. This is very basic but I want you to pay very close attention. When a girl has a dress or skirt on...and that's all you're going to be wearing for the next two weeks..she always keeps her legs together when she's seated. And when she sits down or stands up she keeps her legs together. That means from the ankles to the...well, all the way up. If you can't get the angle to get up then scoot toward the edge of the seat with your shoes against the bottom of the chair and twist your knees to one side. Sometimes you have to put your hands on your knees for pressure to help you get up. When you sit down you cross your legs one over the other, not an ankle on a knee like a guy. Do you understand?
"Yes Mistress."
"You're a girl now," Heather said, "and you have to do everything right or I'm going to be very pissed. You do not want me pissed at you, do you Jane?"
"No Mistress."
"Not unless you want it to be photo day for everybody you know and lots of people you don't know."
John shuddered.
For the next forty five minutes she had John practice moving while wearing high heels. First one foot forward, shift weight, back, then to the sides, then backward, then two tiny steps forward, and on and on until he though his calves were going to explode.
"Let's try a walk," Heather said, leading him out of the bedroom, down the hall and into the front room. He was far behind her because of the tiny steps he had to take so he could retain his balance. Even then he had to catch the wall two or three times to keep from falling over.
"Walk to the couch and sit down," Heather said.
John did, remembering to keep his legs together as he sat and crossing them once he was settled.
"You're a natural girl," Heather said. "That explains why my charms didn't keep working on you. It will never excuse the things you said to me but I'm evening that score in the next two weeks. Okay, now stand up, and remember to keep your legs together."
As John went through the practice he couldn't help thinking about the dig that Heather had thrown him. A natural girl? No doubt she said that just to humiliate him a little more and justify her own failure in being able to keep him attracted. Still, he had seen himself in the mirror and if he didn't know he was he there's no doubt he would have found the girl, Jane, reflected back at him very beautiful and very sexy. Almost any girl was helped by high heels, black stockings and a mini skirt, but the girl in the reflection appeared to have the natural figure that made the attire spectacular. Heather was right about the make up, too. He didn't know anything about cheekbones and all the stuff she talked about but he had to admit that the girl in the reflection was hot. He would have made a pass at her in any club and anywhere else. It was hard to remember that she was he. But then of course Heather, Mistress Heather that is, wanted him to be a girl for two weeks and it was in his own best interests to try to think and behave that way just as thoroughly as he could. The clothes helped a lot. The silky panties and the thong riding between his cheeks sure gave his smooth skin a feminine feel. Shaving his body had a big effect, not only in his appearance but in the way he felt. Then there was the wig and make up. The blonde wig was a full, wavy thing and although it felt a little bit artificial there were plenty of girls who wore wigs and must have felt the same way. All in all he had to admit that looking and feeling like a girl, especially a slim, hot, good looking girl, wasn't the worst feeling in the world. If Heather knew his real reaction and was out to humiliate him by creating this transformation she would be disappointed. This was going to be two weeks of fun play acting that he would never have had the balls to try without being forced to do it.
He was still practicing his sitting and standing when the door bell rang. A panic came over his face and he looked to Heather. She smiled and checked her watch. "Sit down," she told him.
"But..."
"I said, sit down," she repeated firmly.
He sat down, remembering to keep his legs together in the process and crossing them when he was seated.
Heather started for the door.
"Wait!" he blurted.
She whipped around and said, "That's it! You're history!"
"NO!" he said, real panic in his voice. "Please, Mistress! I'm sorry! Please don't! Mistress! You're my Mistress and I'm your slave and I'm sorry. Pleeeeze forgive me! It was a surprise. I panicked! Please forgive me! Please! I will never, never, never, never question anything you say ever again! I swear!"
Heather looked at him and the door bell rang again.
"I own you for the next two weeks," she said. "You don't seem to understand that. If I can't get back at you this way then there's no other way than to send everyone copies of these photographs."
"I know, Mistress, I know. I understand. It was panic. Surprise! I'm sorry. It will never happen again. For the next two weeks I will never let surprise get the best of me like that. You own me. I understand that. I have no choice. I understand that. You're the boss. More. You own me, like you said. It was a stupid thing for me to do. I'm a dummy. An asshole. Please forgive me. Give me another chance, Mistress. Please--please."
Heather stared at him. The door bell rang a third time but she didn't appear to hear it. She had a lot of humiliation in store for him, just as much humiliation as he had given her for breaking up with her and saying those horrible things to her. He deserved everything he was going to get. Spreading the pictures around would finish him, but it wasn't direct and personal like the plans she had for him for the next two weeks. Mailing the pictures would be like getting back at him in a remote way. She wanted it personal and direct.
"Last time," she said. "I'm going to pass this because this is new to you and I know you would honestly rather spend the next two weeks taking my humiliation than have me mail these pictures. So I don't think you were disobeying me and I think you did panic. But it can't happen again. Surprise or no surprise you've got to be a good little girl and take whatever shit I dish out to you. I'm going to enjoy watching you crawl and that's the only reason I'm going to give you another chance. But let me make one thing perfectly clear. If it happens again no amount of begging will change my mind. You will be history."
She stared at him until he said, "Yes Mistress."
"I should have you answer the door," she said, "but I won't." And with that she went to the door and peeped through the circular lens. Finding that it was who she thought it was going to be she opened the door and stepped aside.
The guy who walked in was of medium height and build and seemed to know Heather for he kissed her briefly on the lips before turning into the room and discovering John/Jane.
"Whoa, what's this?" he said.
Heather smiled and took him by the arm. As they stepped toward the couch she said, "This is the girl I was telling you about this afternoon. Her name is Jane."
"Hello Jane," he said with a smile.
Before John could answer Heather cut in. "Jane doesn't talk much," she said. "Jane, this is Bobby. Bobby and I have known each other for a couple months but just started dating last week. We've been out twice so far and I felt I could confide in him. I told him you were a very special girl and suggested he come over and meet you tonight."
John was flustered, unable to say anything and not sure what was going on but suspecting this was going to be a far different evening than he had anticipated. Practicing walking and sitting were no longer in the cards.
"Outside of telling Bobby you were a special girl and that you were under my control I didn't really say much more. I thought I'd wait until I saw how you turned out and how Bobby reacted to you. I'm pleased with both." She turned to the guy, "Why don't we sit down?"
She steered Bobby to the center of the couch and took a seat at the other end.
"Bobby's a pretty fast mover," Heather said. "On our first date he got me to go to bed with him. Not that there's anything serious between us. We just seemed to have a lot in common and hit it off real good. We think we'll be more friends than lovers."
"Right," Bobby said. "Not that I'm not going to take your beautiful body to bed from time to time..."
"MMMmmmm," she said with a smile.
"But," he continued, "we figure we're going to be more like friends who fuck."
"Exactly," Heather said. "And friends who share."
Bobby turned and smiled at Jane. "If Heather hadn't told me I would have never guessed," he said.
"Would you like to see the proof?" Heather suggested.
Bobby hesitated. "No thanks. I believe you. Right now let's keep the illusion if you know what I mean." He slowly looked Jane up and down, from the crown of her blonde hair to the tips of her black strap on high heels. "Amazing," he said, almost to himself. He turned back to Heather. "I really can't believe it. I mean I can, I don't doubt you, but--" He laughed. "What can I say?"
"Well, since you know we're friends and I invited you over here tonight and that I won't be jealous why don't you kiss the new girl--" She leaned around Bobby and looked directly into Jane's eyes, "--and I'm sure she'll kiss you back. Let me know just how good a kisser she is. As I told you she's completely under my control and I'm instructing her now to do whatever you want."
Bobby raised his eyebrows at hearing this and turned back to Jane who looked shyly downward.
The idea of kissing a guy was somehow more frightening than what she had had to do with Bill. That had been mechanical and motionless and passive for the most part, Kissing on the other hand was intimate and personal and active. She didn't know if she could do it and at the same time knew she had to. Heather was leaving her no choice and she even wanted a report on how good a kisser she was. No matter how weird it was she was being forced to perform as good as she possibly could.
Bobby put his arm around her shoulders and smiled at her. She gave him a weak smile back. "This is a new one for me," he said, again mainly to himself, "but you are a beauty."
With that he leaned forward and kissed Jane.
Backing away wasn't an option and Jane sat motionless at first. Having a guy kiss her was very strange, though if she put her mind to it it wasn't really all that different from being kissed by a girl. Heather wanted a report on her cooperation so she better try and do what she could to respond. She moved her head and lips.
When Bobby slipped his tongue into her mouth she froze. His soft wet tongue explored the insides of her mouth, finding her own tongue. She wiggled it a little and his tongue responded. The tongues caressed each other inside her mouth, then his withdrew slightly and he kissed her open mouthed. She knew it was time to slide her tongue into his mouth and she steeled herself for it. When she did extend her tongue, sliding between his lips, he moaned slightly. This is what Heather wanted, no doubt. Jane increased her efforts and soon the couple was indulged in a wet, hot make out session. Bobby's strong hands gripped her shoulders and waist and pulled her to him while their tongues played with each other.
When Bobby broke the kiss Jane was surprised to find herself breathing heavily, and more surprised to find she had the beginnings of an erection.
"Well?" Heather asked.
"She kisses good," Bobby said with a smile. "She gives good tongue."
"Well it's about time to find out if she gives good head, too," Heather said.
Jane wasn't as shocked as she could have been. Ever since Bobby walked in the front door she had a suspicion that she would be made to perform like a real girl. The thought had gradually settled in her brain, giving her a little time to get used to it without actually facing it straight on. Still, it would take all the will power she had to actually do something so foreign.
"I want to see her undressed first," Bobby said, "if that's okay with you."
"She'll take off her skirt and blouse but she leaves the rest on," Heather said.
"Keep the illusion going," Bobby said, again sounding like he was talking to himself more than Heather.
"Jane, stand up and take off your skirt and blouse," Heather said.
Jane moved awkwardly to her feet, remembering to keep her legs together. Once she was standing she took a moment to gain her balance in the high heels. The silky blouse unbuttoned down the front and it was only her trembling fingers that made it take so long to get undone. The silky material slid down her smooth arms and she tossed the garment on a chair. The mini skirt unzipped down the side and she suddenly realized that when she took that off her semi-erection would show through the front of the black satin french cut thong. Unfortunately like so much of her life now there wasn't any other option. She had to do what she was told.
Jane unzipped the mini skirt, held it a moment, then let it drop to the floor. Quickly she turned around and sat down on the couch. If either Heather or Bobby saw the bulge in her panties neither one said anything.
Now wearing nothing but a black bra, black satin panties cut so high on the sides that they covered almost nothing, stockings and high heels Jane was as self-conscious as she'd ever been in her life.
"Very pretty," Bobby said admiringly. "Very, very pretty, and very sexy, too. Hell you are one hot young thing let me tell you." He turned his head the other way, "Heather you sure know how to pick 'em."
Heather liked the compliments on Jane's girlishness because she knew how embarrassing that was, but she was less sure about Bobby getting hot over Jane. The object was to humiliate Jane, not make her feel good, so Heather determined to keep a close eye on her slave to see whether the compliments were making her feel good or bad. In the meantime she supposed that it would help Bobby get aroused, something she had had her doubts about when she first told him about her plan. But then that was before he saw what a pretty girl John was. She slid her hand over Bobby's lap and could feel the beginnings of his erection. Well, making him physically able to participate in John's humiliation didn't look it was going to be any problem at all.
"Ohhhhh, Heather, you want some of that?" Bobby asked as he felt the girl's hand on his crotch.
"I want the new girl to satisfy you first," Heather said. "Why don't you stand up and I'll have Jane undress you. She's never taken a guy's pants off before and of course never touched a guy's cock."
"Sounds like a plan to me," Bobby said. He stood up, directly facing the couch so he was turned toward neither Heather on one side or Jane on the other.
"Undress him, Jane," Heather ordered.
"Yes Mistress."
Jane reached up with both hands and undid Bobby's belt buckle. The button at the top was next, and then she pulled down his zipper. With little effort she wiggled his pants down his hips to the floor and he stepped out of them. He lifted one foot and Jane removed his shoe and sock, doing the same with the other foot. She put a pretty manicured hand on each side of his briefs and pulled them all the way down to the floor.
Jane had been going on automatic to that point. She was used to taking off a man's pants, shoes, socks and shorts, just not the same items on another man. The automatic ended at this point as she looked straight ahead and found her vision filled with naked hips, a hairy set of men's balls, and a cock that was half-way on its way to an erection.
Jane subconsciously compared the organ to her own and decided that Bobby had her beat by an inch. But it wasn't size that occupied her at the moment. It was what she had to do next.
"Take it in your hand and stroke it," Heather commanded.
Jane was actually glad to hear the instructions. She would much rather move by command that to act in what would appear to be a voluntary way. If Heather hadn't said anything but "Start, Jane" or something like that then each action have been her decision. That would have been far worse than to simply do what she was told.
She wrapped her soft fingers around the organ and it immediately jerked to life, hardening slightly. It felt really weird to have a cock in her hand. Her hand even looked strange. The red nail polish and ring that Heather had supplied somehow made her fingers look longer, softer and smoother. It had to be an illusion and maybe it was just the nail polish that triggered the idea that her hand was a lady's hand and therefore should appear soft and smooth. Whatever the reason it sure was effective.
She started to slowly stroke the cock as Heather had told her to do. The meat grew just as slowly, gradually getting firmer and firmer until it was rock solid. She gave it a quick stroke and Bobby moaned.
"Use your other hand to play with his balls," Heather said.
Jane moved her other hand and gentled cupped Bobby's balls in her fingers. They bounced as she stroked his cock and she was careful not to squeeze the hairy sack. For a second the thought that she was actually caressing a man's balls and pumping his stiff cock passed through her head. Somehow, probably because she was obediently following orders, the whole thing seemed unreal to her. The hands she saw were gentle and graceful and didn't look like the hands she was familiar with.
No doubt it was real to Bobby. His cock was stretched to the max and became as hard as could be. He was watching Jane play with him and occasionally throwing his head back, moaning quietly. Few girls in his experience had ever fondled his cock and balls as skillfully as this hot blonde.
"I don't want you going off in the air," Heather told him. "I think it's about time our new girl got her oral cherry popped by finding out what its like to have a man's hard cock in her mouth. Jane, I want you to suck his cock. And suck it good, with lots of passion. Let him know that you're just wild about sucking on his hot pole. I want to see one very hot, very enthusiastic blowjob. I want to see you swallow it all, lick it while you suck it, and really put your heart into it. Drive him up a wall with your eagerness to please him. Make him come big and hard, and when he does I want you to just keep sucking his stick and swallowing his come until you've totally drained his balls dry. Now go ahead."
Jane thought she was going to die. That was just the kind of command she hoped she would never hear Heather issue. She was hoping for slow, step by step instructions. Do this, now do this, now do that, now the other way. She could have withstood that and told herself she was just doing what she was told at every step of the way. But now her Mistress had issued her a broad but very specific command and the order insisted that she be a very active participant in the act. Every movement from beginning to end would be her decision, at her initiative, and it all had to be enthusiastic and from the heart, to use Heather's words.
As much as she understood what was at stake she wasn't sure she could do this. Bobby seemed like a nice guy but he was still a guy and the idea of putting his cock in her mouth was alien enough. To be commanded to be enthusiastic and passionate required all the will power in the world plus a good measure of forgetfulness. She would have to forget she was a guy and that all this was Heather's way of humiliating her. She would think of herself as a girl. That might help, if she could bring off such a far out bit of mental juggling. But even with that she was overwhelmed by Heather's command to show Bobby she was "wild about sucking on his hot pole."
If that wasn't enough to put her head into a spin the final command was the most humiliating of all. Jane was supposed to let Bobby shoot his come into her mouth and swallow it all. That was the most astounding thing she'd ever been told to do in her entire life. Let a man have his orgasm inside her mouth. How could she do that? Her mouth was so personal and private, and now she was supposed to not only let a stiff cock enter there but when that cock got super aroused and reached a sexual climax she was supposed to let it ejaculate onto her tongue, against the insides of her cheeks, on the roof of her mouth, and then let the warm sperm trickle down her throat. And do it "enthusiastically"! The wildness of the thought left her dazed.
Heather insisted the blowjob be good, be more than good, but she had no idea in this world how to do that. She had zero experience, had never even thought about the idea, and now it was demanded of her that she be both enthusiastic and skillful. She knew better than to disappoint Heather, but she wasn't sure exactly how to go about pleasing her. The only thing she could hope for was that maybe Bobby would let her know what to do. Not that she could envision herself doing it right or fooling him into believing that she was enjoying what she was doing and eager to please him. Then again Bobby probably didn't care if she was sucking him with honest enthusiasm or faked and forced enthusiasm. No doubt the only thing that concerned him was whether or not it felt good.
"No more stalling, Jane," Heather said. "Do it."
Jane scooted forward to the edge of the couch. Her hands and his organ were now within inches of her face and she let out a sigh, surprised that she'd been tensely holding her breath. She closed her eyes for a moment to gather her will power.
"Wet your lips, baby," Bobby said.
She slid her tongue out and did as she was told. It delayed the inevitable for a moment. She tried to think of something else to stall with but quickly realize that stalling too much would probably displease Heather. Trying not to think of what she was actually doing she lowered Bobby's firm cock to a horizontal position and moved forward slightly. Her soft, red lips touched the tip of his cock and she pushed herself to begin. Her lips parted, sliding around the rounded wedge formed by the head of the cock. She stopped before the head was inside. The reality of what she was doing suddenly hit her and she couldn't go on, but she couldn't withdraw either so she just stopped.
In a moment she got control of herself. She also got over some of her fears. This, she thought, is humiliating but not as bad as I thought it would be. After all, it's only a part of the human body. I have to do this and I can do this.
She leaned forward slowly and her lips slipped off the widest part of the cock head and wrapped around the shaft. Bobby's erection felt larger than it looked.
"I don't want to feel your teeth," Bobby said, "just your lips and tongue."
She gave a brief nod to acknowledge the directions and was surprised to hear him moan. She just learned something.
Jane took another inch of cock into her mouth and paused again. Her breath, out of a combination of fear of the unknown and nervousness, was coming in harder and harder pants. With the organ in her mouth she was forced to breath through her nose and her nostrils flared in and out as her heartbeat increased.
She moved forward again and now had half the organ inside her mouth. It felt so much more huge than it looked that it amazed her. And warmer. She didn't recall it feeling so warm in her hand.
Heather had said to lick it when it was in her mouth so she lifted her wet tongue and slid it across the underside of Bobby's erection. That made him moan again. She tried to slide her tongue up the sides of his cock with the goal of licking it all over but only got partway up. It didn't seem to matter to him because it was clear he was enjoying everything she was doing.
After a minute she stopped licking him and moved back, letting the cock slowly slip free. She was out of breath and had to get her breathing under control. There was a slight urge to gag but nothing severe and it disappeared as soon as the organ was out of her mouth.
Well, she thought, it could be worse. In fact, it's not really all that bad. Not, she realized, exactly passionate but Bobby seemed to like it. Still, Bobby wasn't the one she had to please, Heather was. Or rather she had to please both of them.
She wet her lips again, kissed the tip of the cock, and slid her lips over the head and down the shaft. She knew that a blowjob was an in and out sort of thing and she began doing that. Her red lips formed a tight circle as they slid from the tip to half way down the pole and back again. After a minute of this action she was actually getting used to having the aroused cock in her mouth.
Without knowing why, other than that she had to add something interesting to the blowjob, she turned her head to the side and let the head of Bobby's cock slide along the inside of her cheek as she continued with the in and out sucking. After half a dozen strokes she turned and let the head slide along the inside of her other cheek.
She returned to the direct in and out, holding on to the base of his erection with a circle of her thumb and first finger. His balls bounced against the palm of her hand. It was obvious that he was trying to stand still and let her provide all the motion and all the stimulation, but it was equally obvious that at times she was getting to him so intensely that he couldn't help but react with very short thrusts of his hips.
She was still breathing strongly through her nose and needed to break away and get some air. Her panting was caused less by fear and nervousness now and more by what could only be described as enthusiasm. She wasn't excited, but she was starting to suck with some of the eagerness that Heather wanted. The better she performed the sooner it would be over and that was the reason she gave herself. Deep inside was the small seed of a thought that she was beginning to enjoy herself a little. Exactly why she wasn't sure. The truth was that she was beginning to think of herself more and more as a girl who was pleasing a man. In her clearest moments she knew that wasn't true, but she also knew that the fantasy was coming closer and closer to becoming a reality.
She let Bobby's cock slip from her lips again and took in a deep breath. Now what? She couldn't just sit there on the edge of the couch and make the two of them wait until she started breathing normally. To keep him aroused and to keep Heather happy she wet her tongue and began licking the organ. At first she twirled her tongue around the head of the cock, tracing the curves, leaving it shiny and wet, then she pushed the pole against his belly and began long, slow licks from the base of the cock all the way to the head. As with almost everything else she'd done it caused a positive reaction in the guy standing in front of her and she again heard him moan. She smiled slightly, a little amused at how her actions brought such a powerful reaction.
By then her breathing was perfectly normal even though she felt a little positive tension. She hesitated to call it excitement but reluctantly admitted to herself that that's probably what is was. She didn't want to think about it and in fact had no time to think about it. She had to increase the pleasure Bobby was feeling if she wanted to pull this off successfully.
Jane wet her lips and slipped the throbbing cock back into her mouth. She forced herself to let it go deeper than it had before, and fully three quarters of the stiff member was in her mouth before she had to stop. She sucked him without moving in and out, creating suction then letting it go, over and over. From time to time she whipped the cock with her warm tongue. Then she suddenly changed to a medium rapid in and out movement, running her soft red lips up and down the length of the cock. Bobby's hips started to tremble and he started moaning again.
She was pleased with her success. From starting out thinking the whole thing was insanely impossible she had brought herself to the point where she felt almost as if she was in control. If he got too aroused she could back off and that would make him back off. If her mouth started going wild on his dick he instantly reacted with shudders and moans. She began to enjoy playing him, running him up and down the sexual tension ladder.
After a few minutes of truly enthusiastic sucking she knew she had to come up with some other variation. She didn't have a clue as to what until she realized his balls were still bouncing again the palm of her hand. Should she stop and lick his balls? Could she bring herself to tongue the hairy sack? The thought wasn't appealing and she didn't know for sure if Bobby would like it. Well, that wasn't exactly true either. She knew he would. It was just an excuse because she didn't want to do it. Sucking on his cock was turning out not to be such a hard thing after all. She had even surprised herself by enjoying parts of it, especially the reactions she got from her every new move. Truthfully, the whole thing wasn't bad. Being dressed up and made up as a pretty girl was sort of like playing a role in a movie and she was beginning to pride herself on how well she was doing. At least judging by the cock in her mouth. It was swelling to the bursting point and was harder than she ever imagined it would get. It kept getting hotter, too, and Bobby's hips were now twitching almost constantly.
She slid her left hand up his naked thigh and touched his balls.
"Oh, baby," he moaned.
His reaction delighted her and she began lightly caressing his balls as she sucked on his pole.
"Baby! Oh damn!" he groaned.
Suddenly it hit her that she was driving him toward his climax. Everything she had done was getting him more and more aroused and she could feel how tightly wound up he was. She had avoided thinking about what it was all leading up to but now it stared her boldly in the face. He was going to come soon. If she continued sucking and caressing his cock with her tongue, if she kept fondling his balls, he was going to reach a point where nothing could hold him back. She had let herself get lost in the fun of role playing, of being a pretty girl getting her boyfriend all excited, and forgotten the reality of where it all would lead.
Jane slowed her in and out sucking and let her tongue settle to the bottom on her mouth. Her fingers stopped moving on his balls.
"Don't stop!" Heather yelped. "Get him off, damn it!"
Jane felt a rush of anxiety. Her stockinged legs pressed together as a way to channel some of the tension from her head. This is it, she thought. I made him this excited so what did I expect?
She resumed sucking and started moving her tongue over the straining cock. Realizing that she was still in control in some way she dove into finishing what she'd started. Her slim fingers began to again fondle his balls. She drove her lips farther down the shaft, rapidly bouncing her head up and down and keeping her lips firmly circling the cock.
"Yeah!" Bobby shouted. "Oh, yeah! Yes, yes yes!"
His hips jerked and twitched. Jane passionately sucked, excited by all the pleasure she was creating. She was causing it all. Bobby was going out of his mind and all because she was exciting him with her mouth. She bounced faster and faster, always keeping the expanding cock in a tight grip with her lips and trying to move her tongue against the throbbing organ.
"YES!" Bobby yelped.
The first jet of come came as she had most of the cock in her mouth and it hit the back of her mouth with a force that shocked her. She opened her mouth but instinctively knew that she had to continue and immediately wrapped her lips around him again. The come had pooled in the back of her mouth and she was trying not to swallow it when the second spurt erupted. The cock jumped in her mouth and she felt the warm come hit her tongue and slide to the back of her mouth. That was too much to contain and she opened her throat and swallowed the liquid.
Bobby's hips were now jerking uncontrollably. He pumped forward and shot off again. His cock had been aimed a little sideways and the jet hit the inside of Jane's cheek. She backed off until only the head of Bobby's cock was in her mouth and managed to swallow quickly. She had no idea how much more man juice he was going to deliver but she knew she better keep going if she was going to please him completely.
She continued to suck and was rewarded with a small shot of sperm. By now her neck was sore with the effort and she felt it safe to slow her movements a little. Bobby's cock still jumped whenever she touched it with her tongue but his body movements were beginning to settle down. The cock in her mouth twitched and she tasted a final couple drops of the pearly white liquid. She swallowed, then washed the remaining man juice off his cock.
Gradually the organ began to shrink and Jane was surprised to find that she was reluctant to leave it. After all the excitement, all the passion, and all the tension it was difficult to believe it was over. Bobby had obviously been more than satisfied. The big question was whether or not Heather was pleased.
When the organ had shrunk to its unaroused state she let it slip from her lips.
Bobby reached down and lifted her chin. She looked at him and turned a scarlet red with embarrassment. He knew everything about her. He obviously knew of Heather's control, though he just as obviously didn't know what that was all about. He also knew what was in Jane's panties. And he saw how she had turned from reluctant and fearful to enthusiastic. He had watched her blow him and even swallow his come. She tried to turn away in shame but his strong hand held her in place. He bent down close to her and said, "That was fantastic." He kissed her lightly on the lips. She was too stunned and confused to respond, but when he kissed her a second time, sliding his tongue into her mouth, she opened her lips and slid her own tongue forward.
Bobby stood up. "Fantastic, doll," he said. He turned to Heather. "In fact after I rest up a little I think I could go for round two."
"Not a chance," Heather said. "Pull your pants up, you're going home. My new slave has got a lot of learning to do. I want to make her into a complete girl and that means teaching her how to walk properly in heels and a whole bunch of other stuff. I'll see you tomorrow. You can take me to lunch."
That obviously didn't please Bobby but he didn't argue. Heather apparently wore the pants in their relationship, at lest to some extent. Jane wondered if there was something going on there that she didn't know about. Bobby wasn't being bossed around like she was but it was apparent he didn't want to piss Heather off. Then again, Jane thought, why should he when Heather could provide him with a treat like Jane. She blushed again at the thought of how she'd been made to perform with a stranger.
Bobby dressed slowly but once he was ready he didn't linger. He asked Heather where she wanted to go for lunch and Heather said she'd call him and let him know. Then Bobby kissed her, turned and winked at Jane and was out the door.
"Well," Heather said, "you're quite the little slut, aren't you?" She waited for a reply.
"Yes Mistress," Jane said.
Heather smiled. "I thought he was going to shake right out of his skin, especially there at the end when he was coming in your mouth." She again paused for a reply.
"Yes Mistress."
"I never let boys come in my mouth," Heather said. "It's so degrading. But you seemed really eager to taste his stuff. You were going at it there at the end like you could have swallowed a gallon of that goo."
The pause told Jane that she was being commanded to respond and she did. "Yes Mistress."
"If I let boys come in my mouth like that I'd feel I'd gone as low as I could go," Heather said, trying to drive home the humiliation. "And to swallow that slime? No way! If a boy came in my mouth I'd spit it in his face and he could finish off in the air for all I cared. It's so cheap and slutty. But you...I never saw anyone suck on a cock so enthusiastically. You weren't faking it, either. I could tell. You really, really loved it. I think you're just a natural born slut." She turned away without waiting for a reply. "Come with me," she said.
Jane got up from the couch, remembering to keep her stockings legs together as she did, and unsteadily followed Heather to the other side of the room.
"You've got a long way to go before I'm going to be happy with you," Heather said. "I have to admit that you pass the appearance test a lot better than I ever imagined, but appearance is only a small part of what I want to accomplish. I want you transformed totally into a girl before I'm through with you and that means being able to walk normally in heels. Of course that's just the beginning. I'm going to teach you how to give me a pedicure and apply make up and a whole bunch of other stuff. But you look like an asshole trying to walk in heels so we'll start with that. Go back to the couch and get your skirt and blouse and put them on...and you better not fall."
Jane was still coming down from the confusion of her encounter with Bobby. Some of the things Heather had said to her were obviously just meant to make her feel bad, part of her getting back for the cruel things that had been said when they broke up. But there were other things that had sliced right through her because there was a substantial element of truth in them. She had lost it. At moments when she was servicing Bobby she had forgotten that she was being forced to do it and had actually gotten involved in pleasuring him, in turning him on. At times she had felt proud of the effect her actions were having, and considering that it was her first time giving oral sex, and considering what she had in her panties, she was stunned to remember that after she'd resigned herself to the task and gotten over her fears and reluctance that she had enjoyed giving the guy pleasure. It was especially unnerving to think of the cock exploding in her mouth. Though it was true that Heather had unbelievable power over her she was now sure that if she had gagged and spit out the white liquid that even Heather would have cut her some slack. But she hadn't gagged and she hadn't spit and she hadn't really disliked it. It was strange and new but it was a reward of sorts and the most positive sign possible that she had been successful in arousing the organ to the highest point possible.
All of which was totally confusing and disorienting. Heather had watched her every move and had zeroed in on the truth in order to humiliate her with it. It was working. She knew she shouldn't have reacted like she did, but she also knew she wasn't sure exactly how she felt about that. Heather wasn't going to give her time to think about it and resolve that confusion and those doubts. She was going to keep pushing, and Jane had no choice but to go along with it. She headed toward her blouse and mini skirt on the couch, trying to keep her ankles stiff by taking small, mincing steps.
Part Five
Jane awoke when the alarm went off at noon. Heather had kept her practicing her walk for hours, then decided to teach her make up, followed by another session of walking in high heels. Then she had Jane unpack the rest of the suitcase, hang up appropriate items, and put the rest away. After that Heather had her sit and stand, sit and stand, until she thought her legs would give out from under her. Heather even gave her instructions in how to stand so her legs and body would look their best. The lessons went on until after midnight.
Sometime during the early part of the evening Heather stopped calling Jane "asshole" and started calling her "slut". She also never missed an opportunity to make her do something extremely female, such as taking a whiz by hiking up her skirt, lowering her panties, and sitting on the seat. But all in all it was more physically exhausting than humiliating. Not that Heather didn't get her digs in any time she could. It was just that her emphasis seemed to be more on forcing Jane into feminization than anything else. For a guy that was supposed to be the worst thing possible, but Jane discovered that she didn't feel very bad about it. Some of the things were surprisingly interesting, and walking in heels she took as a challenge.
As she rolled out of bed she realized she still wore the pink nightie that Heather had made her don before she left. Her Mistress had instructed her that she should continue with the female charade twenty four hours a day, whether Heather was there or not, and the lace nightie was part of that.
So were the pink high heeled slippers with the ruffles at the toe. Jane considered pushing them aside but thought better of it. Suppose Heather popped in unexpectedly. She had demanded a key and Jane had given her one so it was likely she would try to surprise her. Better to wear them then be caught in another room without time to run and get them if Heather showed up. She slipped them on and stood up.
The pain shot through her calves and into her knees and she fell back on the bed. The hours of walking on her toes last night were showing up. She swung her legs onto the bed, leaving the high heeled slippers on the floor, and began massaging her silken calves. She watched herself, seeing her slim fingers with the red nail polish rubbing the smooth, hairless skin of her legs. How girlish looking, she thought, reacting neither positively or negatively to the thought.
She did the stretching exercises Heather had told her to do and followed that with a hot shower. By then her legs were feeling much better and she was able to wear the pink high heeled slippers without any trouble.
After breakfast, if that's what a 1 o'clock p.m. meal can be called, she stretched some more and then went into the main bathroom. There she found all of the bottles and jars Heather had used on her the night before and later had taught her how to use. She busied herself with her make up.
When Heather unlocked the door and walked in a few hours later Jane had just stood up and was starting to again practice walking in high heels.
"Good girl," Heather said when she saw what Jane was doing. "Come with me." With no more greeting than that Heather turned and headed down the hall.
In the main bathroom Heather touched up some of Jane's make up. Except for the odd cutting comment about Jane's ineptitude in applying certain parts of the make up she worked in silence and Jane knew better than to speak without being spoken to. She wondered what was in store for her on this, the second day of her two week sentence. And that's what it was, a sentence. She had been sentenced to two weeks as a slave. Two weeks acting the role of a girl and doing everything Heather commanded. She was sure Heather would keep her playing the girl role for all that time. She had been as much as told that and she'd resigned herself to the fact. There was no escaping this sentence.
Last night she had been so exhausted that she'd fallen asleep as soon as her head hit the pillow. But this morning she had had time to think. The previous night began to look like a strange, remote dream to her. When she thought about her actions she almost believed she had been drugged or something. It was complicated and confusing. In the light of morning she couldn't understand her behavior and almost convinced itself that the events with Heather's friend Bobby hadn't happened. Or at least hadn't happened the way they had happened. Or that they had happened the way she knew they had happened but it was only because he had temporarily lost his mind. How could he have behaved so completely like a girl? It didn't make any sense. How could she have been forced to perform oral sex on a guy? That was amazing. How could she have liked it? That was the most confusing part of all. She hadn't liked it, not at first. She hadn't liked getting dressed in the sexy stockings and all the rest, though he did remember that it at one time seemed kind of fun. She hadn't liked having to wear make up and a wig. It did complete the look and the role she was playing and he remembered seeing herself in the mirror and thinking that that was one hot babe reflected back at him. It was all so confusing. She got mixed up trying to understand her feelings.
Heather finished touching up Jane's make up and said, "Come on. And don't forget to call me Mistress. I want you to do that all the time for two weeks."
"Yes Mistress," Jane said.
Heather led her to the bedroom and instructed her to take out certain items of clothing. "This is what I want you to wear today," she said.
It wasn't very different from what she had been forced to wear the day before. Heather made her stand naked and put on a thin red lace garter belt, cinching it tight around her waist. The next items, not surprisingly, were a new pair of red stockings. That was followed by another pair of satin thong panties, also in red, which she slipped on over the garter belt, and a matching stuffed lace bra. Except for the color it was an almost identical match to the day before.
"Red undies are a good color for a slut," Heather said.
Instead of a mini skirt and blouse however Heather wanted the slight variation of a long silky black dress. Only when Jane had slipped it on did she realize that the dress had a long slit up one leg that came all the way up to the belt at her waist. Standing still the slit was unnoticeable but when she made the slightest movement it parted and revealed some of her leg. How much was revealed was determined by how she moved and at one point when she stepped aside to let Heather pass she exposed the entire length of her stocking and some bare flesh above it.
The high heels Heather had picked out were black strap ons and when Jane stood up after putting them on she saw that the silky dress covered her ankles, leaving only the front of her feet and the shoes exposed. The thought passed through Jane's mind that it was a pretty dressy outfit for 5:00 o'clock in the afternoon. Then again, if the idea was to feminize ize him, and that was Heather's idea of punishment, it was far more effective than any casual clothes could ever be.
Heather opened the closet door, revealing the full length mirror on the back. "Stand over here and look at yourself," she said.
"Yes Mistress." Jane walked to the spot Heather had indicated, careful not to wobble on the high heels.
The elegant girl that looked back at him was truly a sight to behold. She was beautiful, slim, curvy, and gave off a sexual glow. Her face was pretty, her hair fixed more stylishly than yesterday, and the soft fabric of her dress clung to her body. Even her smooth, hairless arms and slender hands projected a femininity that was inviting.
Since the alarm had gone off that morning Jane had been mixed up, trying to deal with the events of the night before and her troubling actions and reactions. Nothing seemed to fall logically in place no matter how hard she thought about it. Yet somehow since Heather had arrived and she had been preoccupied with being fixed up and fixing herself up the confusion had settled into a remote part of her brain. She still knew her real name but at the same time found herself settling almost completely into the role that Heather had commanded that she play. The look in the mirror finished the job. It was a girl that looked back at her, and a beautiful girl at that. She wasn't divorced from reality, it was just that reality didn't seem to fit in the picture. She hadn't flipped out. She knew what she had between her legs and knew what was going on. But at the same time she discovered that she was stepping in to the Heather created role more willingly than she had yesterday. It was no longer a new and strange role for one thing. She knew the part. And now that she could walk gracefully in high heels, stand and sit like a girl did, and move around without fear of falling on her face, it was easier to feel comfortable in stockings, a bra and all the rest. Even the wig didn't seem as heavy or awkward as it had yesterday.
"Don't fall in love with yourself, slut," Heather said, breaking Jane's concentration on the lovely girl in the mirror.
"Yes Mistress. I mean no Mistress," Jane stammered.
Heather was about to say something else when the doorbell rang.
Jane froze. She had figured that she hadn't seen the last of Bobby, not with the fun he'd had at her expense last night, but she had expected that Heather would invite him over during the coming weekend, not the very next day after their first embarrassing encounter. It was plain that Heather was going to give him a very bad time for much of the two weeks that she owned him. It looked like Bobby would be visiting them frequently during that time and that her humiliation would come often. That frightened her. One experience had been difficult enough to deal with. Three or four times in two weeks would have an accumulated effect that she wasn't sure she could handle. If once had mixed her up so badly what would happen if it was repeated three or four times in the remaining 13 days?
But it didn't have to be Bobby at the door. It could be a salesman or somebody looking for directions. It could be anybody. If they saw her, and weren't expecting John to be home, she knew she could pass as a girl. From what she'd seen in the mirror she wouldn't have any problems there. That is, as long as it was a stranger. Even if she passed in front of a neighbor or someone she knew slightly how would Heather explain her? How fast could she get rid of them?
She nervously obeyed Heather's instructions and followed her to the door, standing to the side as Heather looked through the small round peep lens.
Heather came away from the peep and smiled harshly at Jane. Then she opened the door.
Jane quickly stepped behind the door but wasn't at all surprised to see Bobby step inside. What did surprise and scare her was that he was followed by another guy.
Bobby kissed Heather and said hello then turned to Jane and held out his arms. "No kiss for me?" he asked with a grin.
Highly aware that the other guy was intently staring at her she nervously leaned toward Bobby and kissed him on the lips.
Bobby turned to his buddy and asked, "Didn't I tell you?"
The second guy, who was the same height as Bobby but a few pounds lighter, continued to stare at Jane. She self-consciously drew into herself, glancing at Heather for some kind of direction. Heather ignored her.
Bobby's friend was now staring so piercingly that he squinted.
"Well?" Bobby said.
The guy straightened up. "Bullshit," he said.
Bobby and Heather both laughed.
"Nope," Heather said, "no bullshit. You'll find out. Kevin, meet my slut Jane."
Kevin held out his hand and Jane placed hers daintily in his grasp. Kevin held it longer than normal but finally released it. "Bullshit," he said again and again Heather and Bobby laughed.
"Alright, everybody to the couch," Heather said, taking the commanding role right away.
Jane was very nervous and hesitantly brought up the rear as the foursome went to the couch. When Heather and Bobby took one end and Kevin found himself in the middle of the couch she had no choice but to sit next to him. She crossed her legs and the slit in the dress slid open, revealing her entire leg and a bit of flesh above her stockings.
"Whew!" Kevin said, glancing at the beautiful curves she exposed.
"Kevin is a friend of Bobby's," Heather explained, "a trusted friend. I decided we'd have a double date today and we told Kevin about you at lunch. He has some serious reservations but I said once he got a look at you they would all disappear." She turned to the new guy. "Well Kevin, have they?'
"You're conning me," Kevin said. "No way. I don't get the joke but what you said about...her...can't be true."
"Don't you trust me?" Heather asked.
"Truthfully? No." Kevin said.
"Okay, then why don't you satisfy yourself?"
Kevin didn't say anything. He turned and looked at Jane again, squinting his eyes as if he was trying to see through her.
"I don't understand the joke," he said finally. "I'd find out eventually if what you said was true, but I don't think it is. I can't believe that."
"See for yourself," Heather said.
Kevin hesitated before reaching out and placing a hand on Jane's beautiful thigh. She could feel the nervousness in his fingers and wondered if he could feel the nervousness she was experiencing in her entire body. A strange guy that she'd just met moments ago was putting a hand on her stockinged leg and one glance at Heather told her she wasn't going to do anything about it.
Kevin's hand moved slightly over the silk covered flesh.
"Spread your legs, slut," Heather said.
Jane took a breath and did what she was told. The slit in the gown revealed her entire leg and part of her hip now, but covered the most important area.
Kevin slipped his hand under the dress and felt bare thigh above the stocking tops. He turned around to look at Bobby and Heather and both of them were grinning at him. He turned to look at Jane but her expression was frozen. She knew the look was the result of fear at what might happen but he took it to be challenging and slid his hand further under her dress. His fingers stopped at the edge of the satin panties but finding them seemed to give him the courage to go on and his hand went down and covered her crotch. The bulge in the panties was immediately obvious but Kevin moved his fingers around longer than necessary before withdrawing his hand.
"Un-fucking-believable," he finally said.
He looked at Jane who was now flushed and shook his head. Turning to the others on the couch he said, "You weren't kidding. I never would have believed it but she's a he."
"Think of her as a she," Bobby said. "A beautiful girl, that's all."
"I'm not sure I can," Kevin said.
"Yes you can," Heather said with a tone that said it was settled. "Last night my slut gave Bobby one hell of a blowjob..."
"Absolutely," Bobby chimed in.
Heather gave him the evil eye, not liking to be interrupted. He seemed to shrink back into the couch.
"As I was saying," Heather said, "last night she blew Bobby for my entertainment, but tonight I want him. That's why I asked him if he had any friends he could trust and why he invited you to lunch with us."
"You're not going to have a problem with this are you buddy?" Bobby asked, seeing that his friend was staying quiet.
Kevin took a long time before answering. "I'm not sure. I guess if she did you... I don't know. This is pretty weird. She's beautiful all right...Do I call her she?"
Bobby laughed, "Sure."
"Okay, she's beautiful, like I said. But I'm not sure anything will happen, if you know what I mean," Kevin said.
"To be honest, I wasn't either," Bobby said. "Heather said wait until I see her and I did. That did it for me. Plus she gives really great head."
Jane, whose blushing had subsided, how lit up again, her face red enough to match her bra and panties. How could he say she gave great head? That was horrible. She didn't. She didn't even know what she was doing. Heather made her do those things. She was offended by the two guys sitting there discussing her oral skills as if she wasn't even there. Besides she had no oral skills. This whole thing was completely new to her and she had just done what she had to do.
"I could try it," Kevin said, and the other three all realized at the same time that his protests were less than sincere.
Bobby and Heather both sat back, as if the convincing was all over. Kevin, they were sure, just wanted to protest a little so they didn't get "the wrong idea" about him.
"Sure, try it," Bobby said, not even making the effort to pretend to have to make Kevin change his mind.
"You ought to see her naked," Heather said, knowing that the guy needed some more face saving gestures.
"No way!" Kevin said quickly and Heather realized she'd said the wrong thing.
"Not naked," she corrected. "Just in her panties, bra and stockings like she was for Bobby."
"That's the way she was for you, buddy?" Kevin asked.
"Yep."
Kevin pretended to think about it for a minute. "I guess if she leaves her bra and panties on... I don't want to see anything."
"You won't see anything but a very pretty girl on her knees sucking you off," Heather said. "Agreed?"
"Well, I'll give it a try," Kevin said.
"Good!" Heather said, clapping her hands together. She turned to Bobby and wrapped her arms around him. "Tonight you're mine." Bobby worked his arms around her and they began making out.
Kevin just sat there watching them out of the corner of his eye. Jane didn't know what to do. There was no secret now as to what Heather expected of her and Kevin was a nice looking guy. The only thing she had against him was his hypocrisy and really that wasn't so objectionable. He probably honestly was at least a little hesitant and he hadn't pushed his protests to an irritating level. It was just kind of an ego guy thing. Then again, maybe he really didn't find her attractive. No, not the way he had acted earlier and the compliments he paid her appearance. Maybe it was the confusion. It was a new situation for him, just as it was almost new to Jane.
She waited but he still didn't move. Maybe she should make the first move. Heather would we mad if things didn't get rolling and she sure didn't want that. Not knowing what else to do she put a hand on his shoulder. He jumped so violently that Bobby and Heather broke off kissing. Jane noticed that Heather already had Bobby's shirt undone and her blouse was off.
"What are you waiting for, an invitation?" Bobby asked his friend.
Kevin shook his head and turned around to face Jane. Bobby and Heather went back at it.
Kevin put his arm around Jane and pulled her to him. Their lips met, but instead of the wet, open mouthed kiss she expect he remained still and cold. They broke and he pulled her back, kissing her again. It was an improvement but he still held back. While they kissed Jane slipped her hand up his thigh and found his crotch. She felt him stiffen slightly and she massaged the bump between his legs until it began to increase in size. That seemed to improve his attitude because he now pressed his lips against hers and slid his tongue into her mouth. She continued to massage his crotch while they made out. Once his hand started up her side toward her bra, stopped, and retreated.
Jane broke away from him and whispered, "Wait." She stood up and unzipped her dress. If Heather wanted her to be the entertainment she would have to get the show going on her own. It was clear that Kevin was still unsure of the situation and having trouble getting over the hump. She let the silky gown fall to her feet.
Kevin's reaction was all she could have wanted. His eyes opened wide and he smiled as he looked her up and down. Her long legs were the center of his attention and the red stockings, garter belt, high heels and satin thong panties held his eyes. He reached out but his hand stopped inches from her thigh. He looked up at her.
She smiled and nodded and felt his firm hand begin caressing her legs. He put a little pressure on her hip and she turned obediently. He used both hands to feel the firm balls of her bottom, her naked hips, and the back of her legs.
Jane turned back to him and held out her hands. He held them and stood next to her. This time when they kissed it was with feeling. Kevin pulled her tightly against him and ran his hands over her naked skin. His tongue darted around her in mouth and played with hers when she entered his mouth.
"Much better!" Heather called out to them.
The standing couple stopped kissing and turned to see a naked Heather leaning over an equally naked Bobby, her head bouncing up and down in his lap. The sight of the other couple seemed to push Kevin over the edge and he rapidly stripped out of his clothes. When he pushed down his shorts Jane saw that his cock was standing stiffly to attention. It was obvious, no matter how he tried to hide it or how little he would admit it to himself, that he found her extremely sexy and arousing.
Jane slipped to her knees in front of him and captured his bobbing penis between her wet lips. He was a little smaller than Bobby's but not by much. More in circumference than length. Her lips tightly gripped the rod and slid three quarters of the way down it. She was amazed at herself for being so bold. She hadn't even waited for Heather to command she perform oral sex on Kevin, though of course it was plain what was expected of her.
With the cock still in her mouth she rocked her tongue back and forth along the underside, pleased when she felt him shudder. She continued using her tongue to turn him on, turning her head sideways so she could get her tongue to lick the top side of the organ. It seemed to swell in her mouth. And this was the guy who wasn't sure anything would happen. If she was learning anything it was that a hot wet mouth would produce a very sure result.
"See, I told you she was a slut," Heather said. "I want a full report from you when she's done. I've told her to be eager and passionate. You'll report to me after she's blown you. And don't worry about coming. She loves getting guys to go off in her mouth, and she swallows every drop. If she doesn't, she'll have to answer to...AHHHH!"
As aroused as Kevin was even he turned to see what had happened. Bobby was kneeling in front of the couch, his stiff tool embedded in Heather's hot pussy. Her beautiful body was twisting and turning as Bobby put it to her, her breasts bouncing with the rhythm of his thrusts. Heather noticed the motion of the other couple and caught Jane watching them fuck. "None of this for you, slut, even if you could," Heather said. "My plans call for you to give Bobby's friend the blowjob of his life and that's all."
Jane was more than relieved. She obviously knew that she couldn't satisfy Kevin the same way Heather was pleasing Bobby, but she also knew there was another way, though the thought had never entered her mind until Heather's statement. That would be way, way too much. She was surprised to discover that she wasn't very upset about having to perform a second blowjob, but the thought of having sex the other way was too scary and too repulsive to even think about. She needed to focus on what was in front of her, especially since she was finding it wasn't all that unpleasant. When Kevin turned back to her she eagerly drew his cock back into her mouth and resumed sucking and licking.
Kevin was also considering what Heather had said. As the beautiful slim blonde that knelt before him eagerly sucked his hard on he couldn't help but think about Heather saying that the girl was going to let him shoot off in her mouth and then swallow his come. He'd had two girlfriends who had given him blowjobs but neither one had allowed him to go off in their mouths. One tried once but said she didn't like it. The other never would try. Now this hot looking chick, and that's how he thought of Jane, was going to not only let him do it but she was going to swallow his come. The thought made him more excited than he'd ever been in his life.
Jane felt Kevin shake and she lowered his hands from his hips to his knees to steady him. Still sucking on his stiff cock she gripped his knees with all her strength.
"Wait a second," Kevin said.
She backed off the cock and looked up at him. He smiled and sat down on the couch, his legs spread. "Okay, go ahead," he said.
Instead of taking the pole back into her mouth Jane grabbed the head and held it against his body. She began licking the cock, left to right, top to bottom, up one side and down the other. Every variation seemed to turn him on more than the last.
"Lick my balls, baby," he moaned.
That was something she hadn't wanted to hear. She looked at the hairy sack and wondered how to get out of the request. Unfortunately Heather seemed to be paying as much attention to her as she was to the guy who had his dick in her pussy and she called over, "Do it, slut."
Now she had no choice. She probably would have done it anyway, knowing that Heather had told Kevin he would have to report on Jane's attitude and ability later. But even the possibility of distracting Kevin with some other thrill was lost to her now.
Jane bent lower as Kevin spread his legs wide to give her easy access. Her tongue tentatively pressed against his balls. No response from the guy. She tried again, dragging her wet tongue across one ball and to the other.
"Mmmmmmmm."
She tried again, thinking that this was something she hadn't had to do with Bobby and something she hoped she would never have to do again. She wet her lips and pressed her mouth against Kevin's balls. Her tongue slid around the sack, bringing more quiet moans from above. After three or four more swipes she didn't mind the act any longer. Anything, it seemed, turned out to be at least okay and sometimes downright enjoyable after she got over the fear of the unknown.
She continued licking his balls, finding out what moves and what pressure seemed to get him the most aroused. She delighted in each discovery and was delighted again as her actions brought more and more intense reactions.
"Come up here and finish," Kevin finally said.
Jane took his pulsating cock into her mouth and started sucking him with long, slow, wet movements.
This was it, she realized. The fun of sucking, the thrill of feeling a hot, hard cock in her mouth and knowing it was that way because she made it that way, would all come to an end when this virtual stranger reached his climax. And he would have that climax in her mouth. Her memories of Bobby's orgasm were vague and mixed up. She was sure she couldn't have liked letting him shoot off in her mouth, but on the other hand she sometimes thought that she had enjoyed it. Enjoyed it? A guy coming in her mouth? No way. She was troubled by the fact that she didn't remember it more clearly.
Kevin's cock twitched and for a second she thought he was going to go off right away, but it was only a single twitch and she kept sucking. Long, deep, slow movements of her mouth seemed to get the most reaction from him and she repeatedly slid her soft lips down the length of his dick. At one point she realized that she was actually getting the whole thing in her mouth, the head bumping against her throat. Her natural gag reflex kicked in the first few times the head of his cock touched her throat but she exercised some will power and made the reflex disappear. She was astounded that she could do that and kept pushing her lips down to his pubic hair and getting the entire cock into her mouth. Of course the head of his cock blocked off her air every time it pushed into the opening of her throat, but she quickly learned how to time the deep sucking with her breathing. Kevin seemed to love that more than anything she'd done. He came unglued the first time she sucked the entire length of his cock into her mouth and he stayed unglued as long as she kept doing it.
She vaguely heard passionate yelps and exclamations off to the side and knew it was Heather and Bobby reaching their orgasms. But the other couple meant nothing to her at the moment. Her entire focus was on the throbbing cock in her mouth and she was alert to each bit of swelling and twitching. Kevin started moving his hips around, never thrusting forward to drive his cock into her mouth but instead grinding in a small side to side motion.
Jane guessed that he had to be close to coming. The idea didn't displease her at all. Getting him to come was the goal of all she'd been doing. Now she thought she remembered that she had enjoyed Bobby's orgasm for the same reason. It was the ultimate proof that she was successful. By making him come she had shown that she was sexy, and that she knew how to please her man. Making Kevin come would show the same thing. She redoubled her efforts.
Kevin wasn't loud during sex but he kept up an almost continuous moaning and Jane could tell by the change in tone and time between moans just how far along she had brought him. She remembered Bobby telling her to fondle his balls toward the end of his blowjob and she now did the same for Kevin. It was just what he needed. His hips lifted off the couch, burying his entire cock in Jane's mouth, and the pole pumped out a giant shot of thick, white come. Jane swallowed frantically, trying to run her mouth up and down his cock at the same time. At that point she felt she was in complete control, milking the staff with her lips and taking a second large spurt of Kevin's come.
Kevin collapsed on the couch and she followed him down, unwilling to let the twitching cock out of her mouth. She squeezed the organ with her lips, starting at the base and pulling all the way to the head and was rewarded with a final bit of liquid. She continued a gentle sucking but could draw nothing else.
"My slut comes through again," Heather said. "And Kevin, you said nothing would happen..."
Kevin was too drained and exhausted to even try to reply. He lifted his head a little and looked down at the pretty blonde girl. His now shriveling cock was still in her mouth and though it was difficult to tell for sure it looked like she had a smile on her face.
Bobby got up off his knees, his equally limp dick slipping out of Heather's soaking pussy. It was plain that he, too, was exhausted. Heather, still full of energy, swung her legs around and reached for her panties.
"Wait a minute, Heather," Bobby said. "As soon as us guys rest up a little you're only going to have to take those off again."
"Not hardly," Heather said. "The party's over. Jane has a lot more training to go through. You and Kevin get dressed and hit the road."
"Wham, bam and thank you Sir?"
"You got it," Heather said.
"I don't think so," Bobby said.
"I SAY so," Heather said firmly. "And you know you'll do what I tell you to do or you'll be jerking off in your bathroom every night. And I'll pull the plug on the deal we've got and you'll never get what you want."
Bobby frowned but started getting dressed.
"And you," Heather said, turning to Kevin. "I told you I wanted a report on Jane's blowjob. Well, report."
Kevin let out a breath and gathered enough strength to get to a sitting position. When he did so he pulled his dick out of Jane's mouth and it flopped against the couch.
"The best I've ever had," he said simply.
"That can't be saying much," Heather said.
"Hey, you don't have to say that," Kevin said, obviously hurt. "I've had my share and...she..." he stumbled on the word "...Jane here gives great head."
"I saw you when you shot off. She must have swallowed your stuff," Heather said.
"Like it was ice cream," he said. "Two big shots. I think I came more than I ever did in my life. She really worked me up, and she gulped it down as quick as can be."
Heather seemed to dislike the compliments Kevin was paying to Jane's abilities but be pleased that the girl had followed her orders so thoroughly. "Okay," she said. "You can go now. Hurry up and get dressed and get out of here."
Jane, still on her knees in front of the couch, had equally mixed feelings about what Kevin had said. She was hurt by the way they talked about her as if she had no feelings at all, but she was also proud that Kevin was obviously wildly happy with the way she had performed.
She was less divided about the subject they were actually talking about. A guy had had his orgasm in her mouth again. A different guy from the one yesterday and equally a stranger. She had let him...no, made him...shoot off his come while his hard cock was in her mouth. As she remembered the same thing with Bobby she wasn't at all sure whether she had liked it or disliked it. That part of her memory was still confused. But there was no doubt she had been thrilled the second time. When she felt Kevin explode she distinctly recalled a wave of pleasure sweeping over her body. He may have been a reluctant participant at first, but she had won him over and given him what he told Heather was the best blowjob he'd ever had. The proof was in the coming. The two giant spurts of liquid couldn't be disguised as anything other than a massive release of very intense sexual pleasure. Where he had started out feeling negative about her she had made him enjoy her more than he had enjoyed anyone else. There was definitely a strong sense of victory and success in having him reach his climax in her sucking mouth.
The guys both dressed quickly and Heather pushed them out the door. Bobby tried to make a date with her for lunch the next day but she put him off. When she'd closed the door behind them she turned to Jane and said, "Time to clean up."
Jane started to get up off her knees but Heather stopped her with a command to stay where she was. The long legged brunette walked over to the couch and sat in front of Jane exactly where Kevin had been sitting.
"Time for you to clean me up," Heather said. "Bobby shot a load of come in my pussy and I'm all sticky down there. I want a little lesbian action from my slut. Lick me clean."
The gender twists befuddled Jane for a moment. What made her dive in to the wet and shiny slit in front of her was her now automatic response to any command from Heather. She simply obeyed. Besides, she was getting a bonus. Heather said that her pussy was full of Bobby's come and she thought Bobby was a really nice guy.
Part Six
The third day of her two week sentence started late again. Heather had kept her up until well past midnight, forcing her to walk, sit, bend and stand in an increasingly feminine style. She even made her slow dance all by herself, wearing high heels, though Jane wasn't able to pull that off without repeatedly tripping. There was another make up lesson, and some instructions on styling the wig. At one point Heather made her hold a couple dozen shirts and blouses up to her chest, one at a time, to see what color complimented her complexion. She made Jane try on casual clothing like jeans, toreador pants and girls' slacks. After the fourth pair she said, "No pants for you. Your legs just too good to cover up. I'm going to make you wear mini skirts and dresses only."
Jane simply did whatever Heather told her to do. At times she felt like a mannequin, at other times she felt as if they were just two girlfriends sharing make up secrets, and at still other times she felt like a slave who was being bossed around.
Heather, for her part, had started out being bossy and each day seemed to take her ownership of Jane more and more for granted, sure that Jane would do exactly what she was told, in exactly the manner she was told. They had unconsciously moved past the point where even a token rebellion was possible. Jane was completely in her clutches, mind, soul and body, and both of them sensed it without having to say so.
The last thing Heather made her do was change the sheets on her bed. Heather brought two large department store bags from her car and gave them to Jane. Inside were a set of hot pink sheets and pillow cases, a matching pink flowery ruffled thing that fit around the lower half of the bed, and a pretty pink flowered quilt.
"Now you can sleep in a girl's bed like you should," the brunette said.
Heather had left without saying when she'd be back, and whether or not she would be bringing Bobby or Kevin with her. Jane spent a little time before falling asleep thinking about what might be in store for her the next day. She pretty much expected that one of the guys would show up with Heather but she couldn't be sure. Heather was full of surprises. That crack about Jane being her "lesbian slut" and making her tongue out her come filled pussy might have had more meaning that the briefness of the act indicated. And Heather had avoided Bobby's request for a lunch date. What that all meant, if anything, was impossible to guess.
Jane didn't like surprises and she had very much disliked the particular surprises Heather had pulled on her. When Bobby first walked through her door she'd been very distraught, and when Bobby and Kevin both showed up with Heather yesterday she had been both scared and upset. Yet both those negative beginnings had turned out to be more enjoyable that she could have suspected. It still amazed her that the things she had been forced to do really didn't repulse her once she got started. That they actually became enjoyable was something she still hadn't resolved in her mind. To be honest with herself, saying they had become enjoyable was an understatement. The acts became downright thrilling and she felt proud of her performances. What really bothered her was the feeling that she shouldn't have been enjoying them so much. That was the logical, conventional thought, anyway. On the other hand the reality was that being a girl and doing girl things and being complimented on those things was kind of nice.
That was the last thought on her mind as Jane had drifted to sleep the previous night.
In the morning some of the doubts returned. She felt a little ashamed at her behavior, a little self-conscious having to wash her smooth body and apply make up, and a little uncomfortable in the short skirt and blouse Heather had left out for her to wear.
The bouncing back and forth created some stress. After breakfast she strolled around the house, practicing walking in high heels as Heather had instructed. Her steps were becoming more graceful now and she rarely lost her balance.
As she walked she thought about her back and forth feelings and the uncertainty they created. It was obvious that the bounces were no longer as extreme as they had been the first day. She was now only slightly embarrassed to be such an attractive girl. She boldly faced the fact that she had enjoyed performing oral sex on guys and that it wasn't all due to Heather's demands that she show enthusiasm. It was what girls did to please their guys and she was playing the role of a girl.
I must have a lot of girl in me, she thought. There's no other explanation that covers the fact that I've come to enjoy giving head. If I was scared and nervous and even a little repulsed by the idea at first that was really no different from what any girl who'd never given head would feel. And it was giving head to a stranger, too. That would make any girl extra nervous and probably feeling a little guilty the next day. Those were normal and natural reactions.
She stood up a little straighter as she practiced her walking and her stride lengthened. And maybe, she thought, just maybe I do have a little bit of slut in me as Heather says. Every girl has some element of wildness in her even if we never get the chance to let it out. Heather put me in a position where I had to let go. I didn't have any choice but to drop my inhibitions. Most other girls are never in that position so what do they know.
Her strides became long and sure as she walked down the long hallway. There's no reason I should be so confused or feel bad, she thought. I just reacted the way any girl would react in the same situation. Once I got used to it, once I got over my fears, I enjoyed it and I wasn't afraid to show it. Why should I be? No reason at all. I was a scared little virgin, that's all. I don't feel very worldly yet, but there's no reason to be upset. I did what I did and I liked what I did. That's all that really matters.
Feeling as if she'd resolved the mixed feelings that had been plaguing her, her attitude brightened. She turned the CD player on and found some discs that contained slow, light music. It would please her Mistress to see that she had learned to dance in high heels and she looked forward to showing off. Unfortunately she lost her balance, stumbled and moved awkwardly for three songs in a row. When a heel caught in the carpet and almost sent her tumbling to the floor she realized what the problem was. How could anybody dance on carpet, she thought. Turning up the music she went to the kitchen and tried again. Far from graceful at least she was able to keep her balance on the hard flooring.
Heather hadn't shown up or called by late afternoon and that caused Jane to wonder what was going on. Certainly the brunette beauty wouldn't waste a day of slave ownership by doing something else. Then again it would be just like Heather to leave her up in the air and show Jane how little she mattered by ignoring her existence for a day. Or two. Or three. Jane knew that in that length of time she'd become as nervous as a cat, prowling the empty house, listening for a key in the lock or the jingle of a phone.
When the sun descended below the horizon Jane again wondered about Heather. Maybe she was off arranging something really humiliating for Jane and would show up in the morning to spring it on her. Maybe she was trying to buy some kinky outfit for Jane. A maid's uniform or something like that. That would be Heather's style.
Maybe Heather would show up tomorrow with one of those weird black leather hoods with the gags in them and want to tie her up in some wild, uncomfortable position. She could imagine Heather coming up with that kind of humiliating idea, too.
Jane shook her head to clear it. There was no sense thinking up weird stuff and letting her imagination get her all upset. Not having anything to do was the problem. She needed to occupy her mind and keep the far out stuff out of her head.
She'd eaten a light breakfast and really had no appetite during the day. She tried going through the refrigerator and pantry but couldn't work up an interest in food. Maybe she was more apprehensive than she realized. She did get something to drink. After a sip she put the glass on the counter and started dancing again. At least it gave her something to do and the more she moved around in the high heels the smoother her body moved to the rhythms.
Just like everything else in the last two and a half days, she thought, pleased with herself. At first I don't think I can do it and almost fall on my face, but with a little practice I discover it's not so bad after all.
"So my slut has natural rhythm," Heather said.
Jane yelped and swung around. The pretty brunette was standing in the kitchen doorway, dressed in jeans and a designer blouse, with her hands on her hips. The remark had sounded light but there was no smile on Heather's face.
"Well?" Heather demanded.
"I didn't hear you come in, Mistress," Jane said.
"Because I didn't want you to," Heather said. "Get me something to drink."
Maybe it was going to be a maid's uniform after all, she thought as she filled a glass and handed it to Heather.
"And get another one for Bobby," Heather said.
"Oh!" Jane said. When she'd seen Heather alone in the kitchen doorway she had just assumed she had come alone. "Yes Mistress," she said.
Heather turned and left the kitchen. Jane didn't know if she should bring her own drink or not. Maybe heather wanted her to serve them like a maid and a maid sure wouldn't have a drink of her own. But that's silly, she thought. The maid thing was all my idea. Still, she took a sip out of her glass and decided to leave it on the counter.
Bobby was already sitting on the couch next to Heather when Jane walked in. He smiled at her and held his hand out for the drink. Not being told what to do Jane simply stood there and waited.
Bobby put his drink of the end table and looked up at Jane. She couldn't help but smile at him.
"Bobby has some very strict instructions for tonight, slut," Heather said, "so you just follow his lead. I'm going to watch and judge how well you perform for me. C'mon you two, let's go in the bedroom where the mood is a little sexier."
The couple followed Heather down the hall, holding hands as they walked.
Bobby sat on the bed and Jane stood before him, arranged just as they had been in the front room.
Bobby reached out and placed a strong hand on the inside on Jane's stockinged knee. "Spread your legs a little bit," he said.
Jane did as she was told and she felt his hand slide slowly up and down the inside of her thigh. The one hand was joined by the other and he caressed her calves and thighs, going up under her skirt but stopping when he felt the bare flesh at the tops of stockings.
"After your pretty face, your legs are your best feature," he said.
"You mean after her slut mouth," Heather corrected.
Bobby frowned but nodded. He moved his hands to the outside of her skirt and ran them over the curve of her hips.
He stood up and pulled her close to him. His lips found hers and he kissed her passionately. In a moment their tongues were sliding against each other.
Jane had never known such instant pleasure. Bobby's strong arms were pulling her tightly against him, his hands were running up and down her back as they kissed. She realized she hardly knew him and was responding to his masculinity and attitude. He seemed like a nice guy and he had treated her well on their first meeting. Considering that Heather had made it clear that Jane was is no position object to anything he hadn't treated her roughly or spoken badly to her or any of the other things he could have done and gotten away with.
She felt him tug her mini skirt, pulling the back side up to her waist and baring her firm bottom. The thong panties she wore didn't hide anything but the cleft between her cheeks and he freely caressed the naked balls of her butt.
This was the first time a guy had ever touched her smooth ass and she found it thrilling. Apparently he did, too, because she could feel his cock growing against her flat belly. Even his kissing took on a new ardor and his warm tongue slipped deeper into her mouth.
Heather was watching everything with a critical eye. She'd known exactly what she wanted to see tonight and had drilled it into Bobby during a long drive around town. She kept making him repeat the steps until she was sure he had her plan memorized.
Bobby broke the kiss and whispered, "I want to see more of you." He started unbuttoning her blouse.
Jane watched happily as he nervously undid the buttons and pushed the material from her shoulder. She was obviously getting to him and she hadn't even done anything yet. If he was this excited already what would he be like when she gave him head? And certainly that's what this was all leading up to. She didn't fool herself into thinking she was going to get out of performing oral sex on him again, and she'd known that as soon as she saw him with Heather. The memory of her first blowjob must have been a good one for him because he was certainly more nervous and anxious than he had on the first night.
Bobby unzipped Jane's skirt and let it fall to the floor. Now she wasn't wearing anything but a bra, garter belt, thong panties, stockings and heels. He marveled at how pretty she looked.
Jane suddenly was afraid that Bobby wouldn't stop undressing her at that point. He was getting more heated up every minute and she hoped he had the good sense to stop. She didn't know what she'd do if he tried to take off here bra, or even worse, her panties.
Bobby looked her up and down and smiled at her. He took her in his arms and began kissing her again. This time his roaming hands found lots of silky smooth skin available to his touch. As they kissed his fingers glided over her naked back and down to her firm bottom. They lingered there, then moved to her bare hips.
Jane responded just as passionately, pushing herself into him and rubbing her stomach against his thick organ. She wanted to feel his naked body as much as he wanted to feel hers, but she didn't know if she should take any kind of initiative or not. Did Heather want her to express her lust for Bobby or let Bobby take command. Heather had said she had a plan she wanted to see enacted and that Bobby knew what to do so maybe she better just let him lead.
When they had kissed for a few minutes more and Bobby still hadn't made a move to undress Jane decided to take a chance. She would make a small gesture toward getting him undressed and see if Heather objected. She ran one hand up Bobby's chest and fooled with the buttons on his shirt. Heather didn't say anything so she experimentally unbuttoned one. Still no comment, which she took as an okay, and she openly began undoing the buttons.
Bobby broke the kissing again and stepped back a little. "I'll do that," he said. "You take off my pants and shorts."
He stepped out of his shoes as she knelt down before him. After quickly stripping off his socks she pulled his belt loose, undid the snap, and slid his zipper down. Even with a snug pair of white shorts beneath she saw his stiff cock pressing the fabric outward when she opened his pants and pulled them down. She wanted to quickly yank down his shorts and plant her lips on that swollen organ now hidden beneath but she instinctively knew it would turn him on even more if she teased him a little.
Jane put her fingers on the bulge and slid them up and down the white cloth.
"Oh, baby," he said.
She placed a hand on each hip and pulled the shorts down just enough so the head of cock peeked out the top. First making sure that her tongue was wet she rubbed it over the cockhead.
"Oh, man, oh man," he groaned.
She smiled at his reaction and pulled the shorts down another couple inches. Her warm tongue coated the cock with her saliva.
Teasing was fine but she wanted to really pleasure him deeply and couldn't wait any more than he could. She pulled his shorts off and grabbed the stiff cock in one hand. She was about to put it into her mouth when she felt his hands on her shoulders.
"Come up here and kiss me first," he said. "Then you can do that."
Jane was delighted. It was almost romantic to hear him say he wanted her lips against his before she gave him head. She stood and kissed him, his now naked body pressing against her. Running her hands over his warm skin the same way he was running his hands over her while they kissed was just about the hottest thing she'd ever experienced.
When Bobby broke the kissing this time she was flushed and excited. He turned away from her, pulled the quilt down to the foot of the bed and told her to get in. She bent down to take off her shoes.
"Leave them on," Heather said.
Jane was so enraptured by the kissing and touching that she had virtually forgotten Heather was there.
Bobby followed her on to the bed, laying next to her and putting an arm around her neck. He leaned over and starting kissing her with renewed passion. She eagerly responded, loving the touch of his naked chest.
When they were both almost out of breath their lips separated and Bobby laid his head back on the pillow. With a gentle touch he indicated for her to lift her head and shoulder. She did and she could then see his cock. It was standing at an angle above his stomach, as stiff as a board.
There was no doubt what he wanted, and there was no hesitation on her part. She'd been looking forward to this since he had first put his hand on her stocking covered leg. The first time she'd given him a blowjob it had been the first blowjob of her life and she'd been terrified. By the time she'd gotten over the fear the blowjob was half over. This time she didn't feel any fear. She only felt the desire to pleasure and please him and she would be able to concentrate on doing that from the very first moment.
Jane moved her hips away from him, allowing her to turn and get her head down to his midsection. She kissed his chest and wiggled her tongue down his body to his cock. She licked the head, paused, then licked again.
Oh, baby," he moaned.
She captured the head of the staff between her wet lips and gently squeezed. His hand moved to her firm bottom and held her. She repeated the squeeze, then slowly took another two inches of cock into her mouth. Sucking on just that much was enough to start him moaning and she was thrilled that she was getting him this hot this fast.
Bobby lightly squeezed her bare ass. As she did something that felt extraordinarily hot he squeezed to let her know.
Jane was sensitive to his every reaction and caught on right away. She got a long firm squeeze when she took his entire cock into her mouth and sucked. She hadn't done that to him the first time. It was only when blowing Kevin that she had experimented and realize it was possible. Kevin had sure liked it and she was happy to be able to do it for Bobby.
With his entire cock in her mouth she twisted her head from side to side, sliding her lips around the base of the pole. The long squeeze of her bottom told her she was having a powerful effect. Not that she needed the grip of his hand. His cock was swelling to an unbelievable stiffness and she could actually feel it getting hotter in her mouth.
She started bobbing her head up and down, letting her soft red lips slide over the full length of the aroused organ. Moving slowly she could feel every rise and fall as it slightly changed in thickness from behind the head to the root. She was learning everything she could about his cock and about what turned him on. No doubt she'd have the chance to suck him off again before her two weeks were up and she wanted every blowjob to be better than the one before.
What surprised her was that just a simple up and down movement of her head, provided the down went down far enough, seemed to be one of the things he responded to most passionately. His hand gripped her cheek for as long as she did it, and when she pressed her tongue against the shaft while she slid it in and out of her mouth his fingers tightened just enough to let her know that he liked that even better. It was true, she thought, guys were easy.
She was surprised when he slid his hand over her bare bottom, across her back and to her shoulder. He exerted just enough pressure to let her know that he wanted her to pull away.
"Come kiss me," he said breathlessly.
Jane straightened her body, her bra against his chest and enthusiastically began pressing long, wet kisses on his willing lips. He wrapped his arms around her and pulled her down against him. She pressed equally hard, pushing his head back into the pillow with the fierceness of her kisses.
It thrilled her to know that once again he was willing to interrupt what she hoped was a very hot session of oral sex to feel the intimacy of her lips against his. Of course he knew that she would eagerly go back to his cock and bring him off, but it made her feel very special to know that he would actually stop her from sucking his cock to kiss her. And he kept kissing her, wildly driving his tongue over the insides of her mouth and tangling with her tongue in a wet, warm dance.
His hands moved faster over her naked back and as far down as he could reach. As they kissed she felt his fingers travel down her spine and rise over the abrupt hills of her cheeks. He could feel all of her back there. The thong panties she wore weren't more than half an inch wide and the waistband in back no more than twice that width. Bobby took advantage of her near nakedness and ran his hands over every bare inch of skin.
He finally broke from kissing her and looked her in the eyes. "Wow," he said. He gently pushed her off and sat up.
As she twisted back to her side she became aware that Heather was standing by the side of the bed, holding something in her hands, but before she could focus Bobby's body blocked her view.
"Roll over, baby," he said softly, guiding her to lay on her stomach. He ran his hands over her virtually nude body, starting with her back, over the hills of her bottom, and over her upper thighs and the tops of her stockings.
"Get up on your elbows and knees," he said gently and she obeyed him without thinking. When he knelt next to her and put his hand on the waistband of her panties she froze in sheer panic. What was he doing! Didn't he know that under the feminine satin material there was something he didn't want to see? She turned to look at him but he was too close to her for her to be able to see his face. She could see his cock, however, and it looked different somehow. Before she had time to get a better look she felt her panties sliding down her thighs to her knees.
"Lift up, honey," he urged.
She twisted her upper body in a frantic attempt to catch his eye. She didn't dare to say anything out loud, not with Heather right there, but she was terrified at what he was doing. With great reluctance, and still trying to twist around to see his face, she lifted one knee and then the other. He slipped the panties past her high heels and off.
In her panic state she didn't know what to think. Maybe he's going to lick me, she thought. He wants to please me!
Heather's voice said, "Here," and as Bobby turned and reached for the tube that Heather held out to him his cock whipped in front of Jane's face. It was covered with a thin coat of lotion or liquid of some kind. The stiff organ quickly went out of her view as Bobby turned back to her. She felt his hand on her hip.
"Hold still, baby," he said easily.
A wet, cool substance touched her hole and she jumped.
"HOLD STILL, SLUT!" Heather commanded.
Shivering with fear, Jane felt the wet substance again and very slowly Bobby's lubricated finger slid into her asshole.
No! No! No! She silently screamed. Not that! I'm not ready for that. Oh let this be something else.
But Bobby's finger was working its way in and out, stopping a couple times for more lubricant and then sliding back in.
Now Jane knew what the shine was on Bobby's swollen cock was. While they were passionately locked in a kissing embrace Heather must have used some of the lubricant to coat Bobby's aroused cock. In her mind Jane could see Heather clutching Bobby's organ and rubbing her hand up and down, lubricating the pole and getting him more aroused at the same time.
Heather. That evil bitch. She's going waaay too far. This is totally impossible, physically impossible. Bobby was average in cock size, at least as far as Jane imagined, but she knew she had gotten him aroused to the max with her enthusiastic sucking and licking. His cock was swollen and as hard as steel. And there was no way that big thing could possibly fit back there. He'd split her wide open if he even tried.
Bobby finished with the lube and dropped the tube next to him on the bed. Still on his knees he moved around behind Jane's slim hips. He grabbed one of her ankles just above the straps of the high heels and said, "Spread your legs, Jane."
It was the most terrifying commanded she'd ever heard in her life. She was trembling so hard she couldn't get her muscles under control. Surely Bobby wouldn't try to do something like this to her. He had to know that she was totally a virgin. More than a virgin. Even Heather, as cruel as she was revealing herself to be with her awful use of those pictures and the things she was making Jane do, couldn't really be thinking that they could do this.
Bobby firmly but gently pushed Jane's legs apart.
Even if I wanted to, Jane thought, it well never work. She turned her head frantically as if looking for a way to escape. Still, her body stayed in place, unable to disobey Heather.
She felt Bobby moving up between her legs, his hands on her naked hips.
"You're too high," Bobby said. "Spread your legs a little more, honey," he said, applying a light pressure to her thighs.
Jane was physically unable to move. She was so scared she was frozen in place. Even her mind was flooded with terror instead of thoughts. If she couldn't move, she couldn't think either.
Bobby finally had to push her knees apart until she was wide open. Her hips lowered as her legs spread and he soon had her at the right height.
Bobby looked at Heather. The brunette nodded and smiled thinly.
He turned back to the smooth, naked ass in front of him. It was so easy to forget what he knew about Jane whenever he looked at her, and from this angle she was still beautiful. The lines of her slender back tapered to a trim waistline, then flared to the rounded fullness of her heart shaped hips and ass. He could see the slit of her bottom but nothing below, which was fine with him. He was thoroughly loving the illusion and didn't want to be jarred back to reality.
He ran his hand over her hips and silky smooth bottom. Jane's body was too firm, fresh and inviting to pass up. Though it had been all Heather's idea and one that he had to be argued into, the truth was that he had been both curious and excited at the idea of taking Jane's cherry. Her beauty and manner had made it really easy to accept her femininity, and her obvious eagerness to turn him on and bring him pleasure made him secretly look forward to this evening. It sure was a lot more involved than a simple blowjob and he had to commit more to it, and to Jane, than he had during their first encounter, but once he'd started it didn't bother him at all. If anything, there was an added thrill and heightened arousal in the uniqueness of his date.
He placed a hand flat in the middle of her hips and took his swollen cock in the other.
"Try and relax, Jane," he said softly. "It will be a little uncomfortable at first, but if you stay so tense it may hurt for a while."
He moved the tip of his cock against her hole.
"Oh!" jane exclaimed and jerked forward slightly.
"Hold still, darling," Bobby said, "and try to relax. Don't hold your breath like that."
He reposition his cock. It might be better to simply ram it all the way home and get it over with, like ripping a bandage off real fast. But it wasn't likely that Jane would feel that was the best way to do things and he wanted very much to consider her feelings.
He touched his cock to her entrance and stopped. He knew she would want it slow and easy, as gentle as possible, with pauses to allow her to get used to it. He didn't know if he could do that. Once he got inside, even partly inside, he would very likely want to start pumping long, deep and fast. He wasn't sure he could hold back. But for her sake he knew he would give it all the effort he had.
He slid the well lubricated cockhead into her hole.
"AHHH!" Jane screamed and jerked away.
Bobby grabbed her hips and forcefully pulled her back into place. She was breathing heavily, as if she'd just been scared out of her wits.
"You've got to relax," Bobby counseled. "This is going to happen, and I want to make it as easy on you as I can, but you've got to co-operate. Take some deep breaths--good--easy now. I can still feel that the muscles in your thighs and hips are as tight as a drum. Try and relax them--easy now--"
He massaged her thighs for a minute until he felt the tension slipping away.
"That's good, baby," he whispered. "I'm going to put my finger inside you and I want you to stay relaxed. Just get used to it."
Bobby slipped the still lubricated finger into her. He felt her tighten up instantly, her hole gripping his digit in a death grip. He massaged her cheeks and felt the grip gradually loosen to the point when he could slip the entire finger inside her without any violent reaction.
She was tight. Even something as slim as his finger was wrapped snugly. Of course she was a virgin so he expected her to be tight, but even at that he was surprised at how small she seemed to be.
After a couple dozen in and out movements Bobby figured he'd better move on. He didn't want to rush Jane, and he was sure in no danger of losing his raging erection, but he didn't want Heather to issue a command and break the mood and intimacy he had with Jane.
He started moving his finger gently from side to side, urging Jane to stretch and relax as he did so. Her fearsome huffing and puffing had calmed down to pretty normal breathing and he hoped she was getting past being so afraid. With his other hand he caressed her naked hips and bottom. Though he might have told himself that the caresses were simply to reassure her and calm her, the truth was that it aroused him to slid his hands over her naked, silky flesh.
He slid his finger out of her body and added a second digit, pushing them part way into her. She tensed at the first contact, but realizing she could trust him not to shove the pair into her all at once she soon relaxed. He slid them in a little further, then withdrew, then slid them in again, a little further still. After three or four times both fingers were almost totally buried inside her and he resumed the in and out rhythm.
That afternoon, when Heather had first told him what she had in mind for Jane he had thrown up his hands and laughed. "No way on earth!" he said. "A blowjob was one thing. I mean, hell, she's one of prettiest girls I've ever met. If I hadn't known better I would have never guessed a thing, and that's even after she took off her skirt and blouse. Especially after she took off her skirt and blouse."
"But you knew," Heather had said.
"Well, I did... But I figured I'd just go along until I met her and then let you know that our deal was off," Bobby had told her. "Okay, I knew, but it was easy to forget it let me tell you. She not only looks pretty but she behaves pretty, if you understand what I'm saying. I wish some of the girls I've dated behaved so feminine. They all want to treated like guys today. For what reason I can't imagine..."
"Because we could never get out of the box we were in before," Heather interrupted.
"Well, whatever the reason that's neither here nor there. The point is Jane. I could go along with the first time because she is so totally convincing. Plus, she's a nice person. She's just really likeable. I don't know how else to say it."
"She has a very cruel mouth sometimes," Heather said, recalling the breakup.
"If you say so," Bobby responded. "I personally can't imagine that, but I'd not questioning you. All I'm saying is that I was figuring to laugh it all off and make it a short night until I saw her. To tell the truth I wasn't even so sure I was going to stay almost from moment to moment. I just kind of went along and never ran into anything that I couldn't handle. She made it easy for me."
"Handle? You did more than handle it, Bobby. Your thing got stiff faster than I ever saw it do."
"We've only been to bed twice, not counting last night, of course," Bobby said. "But what I wanted to make clear was that she really knows how to turn a guy on, and she didn't pull any crap about not coming in her mouth. In fact, it looked like she really enjoyed it. I still can't believe it when you say that that was her first blowjob in life."
"I don't need to keep hearing how great a cock sucker she is," Heather said. "What I want to hear is that you've agreed to what I offered and that you'll be over tonight to do what I want you to do."
"What I'm explaining," he said, "is that there's a whole lot of difference between getting a blowjob from Jane, even if it was her first time, and what you're talking about for tonight. That's a line I don't think I can cross."
"I don't understand you," Heather said. "It's still Jane."
"Oh, it's still Jane, all right, but it's Jane without any panties on," he said, "and we're getting into a whole different thing at that point."
Heather sat back and went silent. This, she thought, shouldn't be an insurmountable problem. She could come up with a solution. She just had to think about it. Five minutes later she had it. Bobby was worried about seeing something that would bust the illusion for him. Well, she could tell him how to do what she wanted him to do and not see a thing he didn't want to see. It was just a matter of timing and position.
Bobby said he wasn't so sure, that somewhere along the line, even doing it the way Heather was suggesting, he would see more than he wanted to see.
Heather argued back that that wasn't true, not if he followed her ideas step by step and was just a little careful. After a few minutes of give and take she realized that his continued protests were weaker and weaker, and she suspected that there was a part of him, maybe a good part, that really truly had no objections at all. Like Kevin the night before, it looked to her as if some of his protests had been mostly for show.
She remembered their discussion as she watched Bobby pull two fingers out of Jane's bottom and reposition himself behind her. His cock was in full rut as it had been from before Jane had even touched it with her lips. Bobby, she decided, had been conning her today and probably conning her the day before. Judging by the state of his thing he was very hot for Jane, and judging by the gentle, almost loving way he was treating her, there may even have been even more to it than simply male lust.
Bobby touched the head of his cock against the well lubricated entrance to Jane's gorgeous ass. She flinched, but didn't move away.
"I'm just going to put the head in again," he said.
A moment passed and then she nodded.
Bobby slowly slid the rounded wedge of flesh into her.
"Oh!" she exclaimed.
"Easy," he coaxed, remaining as still as possible.
"Oh," she said quietly.
"Good, darling. Now just a little more..."
He slowly slid another inch of cock inside her. Her muscles tensed reflexively but again she didn't pull away. He felt the end of his cock being squeezed by the tight circle of her opening.
Jane had kept her eyes shut while Bobby had shoved the head of his cock into her, but she found that focused her attention too much on the pain it had caused and she kept them open after that. All she could see was the pillow, headboard and part of the bed. If she had dropped her head and really tried she knew she could have looked down the length of her body, but that was the last thing in the world she wanted to do.
There was no avoiding the fact that she was going to lose her other virginity. If it had to happen she was glad it was to Bobby and not some uncaring punk who would have shoved into her and carried on without regard to the pain he was causing her. Bobby seemed to really care. There was no avoiding the pain but he was being as gentle as he could.
After the head of his cock slipped through her entrance she felt herself contract on the shaft side. This didn't stretch her as much and was far less painful. Given a choice, which she knew she didn't have, she would have been anywhere other than in bed with no panties on and her legs spread. Even if it was Bobby she was still going to be fucked by a guy and she hated the idea. Heather was really getting back at her tonight.
Bobby felt he had waited long enough for her to get used to him and slowly slid more of his slick pole into her opening. He kept his hands on her hips, using his thumbs to spread her firm cheeks. By keeping his head up he limited his range of vision to an area from her waist to her head.
Jane reacted to the additional length of cock sliding into her by lifting up on her hands.
"Easy, honey," he urged. "I'll stop here for a second."
She nodded, but he could hear her breathing had again become more rapid.
After a moment he put a little pressure on his thumbs to let her know he was going to shove more of his rod up her bottom. Her head dropped as she waited.
He tensed his hips and pushed. He could feel more of his cock being gripped tightly and since she hadn't jerked or yelped he continued slowly thrusting forward until the entire length of his cock was buried inside her cute bubble butt.
"It's all in," he whispered.
Jane was relieved. It hurt, there was no doubt of that. A continuous dull pain came from her bottom, but it was more endurable than the sharp, almost ripping feeling that his initial entrance had generated.
I'm no longer a virgin, she thought. A guy has his rock hard cock stuck all the way inside me for the first time in my life. I suppose that means that I'm a woman now, not a girl any longer.
While Jane regarded his penetration as something that was the end of a big step, for Bobby the same penetration was only a little part of the beginning. Maybe there was some kind of psychological hump that he'd crossed, something about whether or not he would want to, or actually could, get aroused enough to want to spread Jane's legs and put it to her, but if that was the case the hump hadn't been as big a deal as he might have thought it would be. Jane's beauty, her body, the sexy as hell things she was wearing, her attitude and eagerness, and her personality all made it the easiest barrier he'd ever run into.
When he drew back Jane let out a little yelp and stiffened. The movement increased the pain a little but not having time to get ready for it was what really made it hurt.
"Sorry," he whispered. He had stopped when she yelped and now told her he was going to pull out some more. She nodded, still unable to speak.
Bobby gave her warnings as, step by step, he drew back until only the head of his cock was in her, and then inserted the hard pole again until his public hairs pressed against her cheeks.
When he pulled back again he told her that he was taking it all the way out. Jane's tight entrance followed the contours of his cock as the shaft and then the head were withdrawn.
"I'm going to lube up some more," he said. "I think that'll make it easier."
When he pressed the head of his relubricated cock against her hole for the second time he was met with much less resistance. Now that she knew what to expect she seemed to be able to relax herself a little better. He slowly pushed forward, eventually burying all of his shaft inside her.
The presence of the male organ was still very uncomfortable for Jane but there were no more sharp pains and even the dull pain was less pronounced. When Bobby started his very, very slow in and out movements she found it bearable but hardly pleasant.
Her position was odd. She couldn't recall ever having been on her hands and knees with her legs spread so wide. Of course the added fact that she was naked from her bra to the tops of her stockings made it all the more unusual.
But if the position she was in made her feel weird that was nothing compared to the fact that a guy had slid his erection into her bottom. Now that was weird.
All of that, coupled with the discomfort, gave her an awful lot to deal with at one time. Again she was glad it was Bobby who was taking her virginity. It wouldn't have ever happened with anyone if she'd had a choice, but since she didn't have a choice she was glad it was such a nice, good looking guy. And one who had a nice looking rod as well.
"I'm going to move a little faster now," Bobby said and very gradually built up the speed of his thrusts. His hips began making slapping sounds against her firm cheeks. He moved his hands from the cheeks to her waist, holding her by her hips to get leverage.
Jane didn't know how to react. His thrusts didn't make her more uncomfortable. If anything she was getting used to having his hot cock inside her and was no longer tense with the fear of the unknown. Physically there wasn't much feeling of pleasure, but more and more she was experiencing a sense that she was being fulfilled as a female. Having a guy fuck her was the ultimate in womanhood, and even if there was little physical pleasure she was beginning to feel more and more emotional pleasure.
Bobby did his best to restrain himself. He didn't want to fuck too fast, both because it would probably cause Jane pain and because it would drive him over the edge quicker than he wanted to go. There had been some thrill in knowing that his cock was going where no other cock had ever been. Virgin or not, there was also a thrill in spreading a pair of gorgeous legs and feeling his cock slip between such a perky pair of girlish cheeks. But there was also a deep pleasure in knowing that it was Jane who was receiving his thrusts, rather than some insignificant one night stand who just wanted a hump.
When Jane had first seen Bobby's cock in full erection she had assumed he was of average size. The first time she took it into her mouth she was surprised that it felt so much bigger than it had looked. The difference between the impressions was substantial, but not half as severe as the difference between the visual image of his size and the feeling of him inside her. It may have been that she was just tight and new but she felt that his cock was huge. It stretched her and seemed to go on forever when he thrust forward.
When the first tiny thrill shot through her Jane closed her eyes. Bobby's cock was still somewhat uncomfortable and up to that moment she hadn't expected any positive physical reactions. She was getting some joy out of her passage into womanhood, and emotional pleasure from knowing that she was pleasing Bobby, and there was something about feeling his arousal in her, but after the initial pain she hadn't expected her body to react in any sexual way.
The second thrill was more like a small wave that rushed from her hips and covered her body.
"Mmmmmmmm..." she moaned softly.
Bobby was keenly aware of her every movement, alert in case he accidently hurt her, and he heard the moan. He thought that having a cherry busted, and sometimes the second time a girl received a cock there, were mostly painful and uncomfortable for her. To hear an erotic moan, no matter how tiny, from Jane was surprising and pleasing. He held on to her bare hips and continued thrusting his cock in and out of her receptive channel.
Another wave of pleasure rolled over Jane as Bobby continued to fuck her. She wished she could see him, could watch his naked body jerking back and forth. Twisting her head didn't help at all. At the most all she could see was a blur out of the corner of her eye. The slapping sounds of his bare and sweaty hips against her bottom increased in speed.
Bobby felt himself getting more and more excited. He let his eyes wander lower than he had up to that point, taking in all of Jane's well shaped ass. He watched his pole disappear inside her, then pull out until only the head was inside, then enter again. He wanted to go faster and faster but he knew he was pretty far along and that kind of movement would end things quickly. Fucking her felt so good he wanted it to last forever.
When Jane felt the movements of the cock slowing she wondered if she had done something to turn him off, then understood that he was slowing down to extend the fuck. She smiled, pleased that he was enjoying her so much. The evidence of his excitement was inside her and his steady rhythms exclaimed arousal. It couldn't get more personal than this. They were joined together physically, and they were joined together as his ardor spread into her. She had an overpowering urge to kiss him and again tried to twist her head and shoulders enough so she could see his face and body. She wanted to be on her back, her legs spread, while he fucked her so she could kiss his mouth and feel his naked body pressed against her. That was impossible though. Turning on her back and spreading her legs would shock him so badly that he'd probably lose his erection. She couldn't help noticing that he had always either had her keep her panties and bra on or had her in such a position that even with her panties off all he could see was her naked butt. She, too, didn't want it any other way. Not that that lessened her desire to be able to kiss him while he fucked her.
Bobby was more worked up than he had ever been. The tight hole was clinging to every curve of his cock and there wasn't an inch of skin that didn't feel the excitement. It had been stupid to avoid looking at Jane below the waist. Her hips and butt and legs were wonderfully hot. Her stockings and garter belt added an element of glamour, and the sight of his own staff sliding into her triggered the intense emotions that the sexual visual have on a man.
Not only was Jane beautiful but she was more exciting than any girl he'd ever dated. She turned him on in ways he hadn't experienced before and he reached a higher level of sexual intensity with her than even with the sexually talented Heather. With Heather it was good, but it somehow didn't seem as real. Heather was always proud of her technique, not the satisfaction he received from that technique. With Jane it was just the opposite.
He leaned forward and kissed her shoulder. She seemed to want to kiss him, too, because she twisted her head and shoulder toward him, but there was no way they could manage more than a strained sideways peck.
He was straightened up and looked down again. The pink sheet appeared and disappeared as he thrust his hips forward and back. Knowing that he'd go off soon if he didn't slow down he slipped all the way into her and stopped. She moaned and he thought it might have been in disappointment.
As Bobby knelt there, his hips pushed against her, Jane thought about how good it felt having him inside her. His hands traced an aimless pattern over the curves of her waist, starting at the garter belt and working to each side, then down over her hips to her thighs. Jane moaned again.
The feeling of Bobby's hands caressing her naked body sent sexual shivers up her spine. He was firm but gentle, the exact combination she wanted in the first guy to ever make love to her. And the second and the third. Heather's blackmail had almost ten days left and Jane was sure that now that she'd had her cherry busted there would be repeat bedroom visits from Bobby. And probably Kevin. Still, Bobby was the first and the most special. She squirmed as his hands left her thighs and ran over her spread bottom cheeks.
Bobby abruptly patted her on the butt. "Roll over," he said. "Quick! Pull your knees up to your shoulders. Hurry!"
Without thinking Jane moved forward, felt his hard organ withdraw, and flipped onto her back, pulling her knees up to her shoulders. When Bobby got between her legs and planted his hands near her shoulders she instinctively reached down and guided the head of his cock against her opening.
Without entering her he bent down and kissed her passionately on the mouth, twisting his lips against hers and slipping his tongue between her lips. Her heart fluttered as she welcomed his lips and tongue, kissing his back with as much passion as she was receiving.
When Bobby finally lifted his head a few inches she looked him directly in the eyes and whispered, "Please fuck me."
Like an arrow out of a bow he shot forward, driving his pole all the way into her and began thrusting against her. She cried out in pleasure and wrapped her arms around his back. He pumped wildly, breaking into a sweat as his entire body strained in pure joy. Jane pressed wet kisses on his chest as she moaned rhythmically with the thrusts of his cock.
He kissed her again and again, stopping only to catch his breath. His naked hips pushed against Jane's pantyless crotch and within minutes he felt a growing bulge beneath him. Jane let out a loud moan and hunched her hips up to meet his thrusting cock. His bare hips grinding against her stomach had given her a surprising erection and she wiggled beneath him.
Bobby was out of it by then. Sweating and panting, totally lost in the throes of passion, he couldn't even begin to comprehend what was happening. He kissed Jane wetly and hugged her to him, holding on for dear life as he got closer and closer to his climax.
The sexual tension that had been building in Jane, subtly for weeks and more intensely for the last three days, was suddenly blossoming in a raging hard on. Bobby's cock plunged into her faster and faster, and for the first time she thought about him coming inside her. A guy was fucking her and was going to come inside her. No, not a guy. Bobby. Bobby was going to come inside her. She pulled his head down next to hers, their sweaty cheeks sliding off each other.
"Fuck me, Bobby. Fuck me," she whispered into his ear.
He reacted like a bolt of lightening had shot through him. His cock hammered into her, faster and faster.
"Come in me," she whispered passionately.
"Ahhhh!" he cried and increased the wild speed of his thrusts.
Jane met every thrust of his hips with one of her own, making sure his cock went totally inside her and that she could rub her erection again his sweaty, squirming stomach.
"Oh, Jane! Oh!" Bobby cried.
She felt his cock suddenly swell inside her. He thrust into her in short, fast strokes.
"Come in me, Bobby," she whispered again.
"Ah! Ah!"
Suddenly his body shuddered and Jane felt the shots of hot come fly out of the end of his cock and settle deep inside her. Bobby shuddered again and a second load popped from his cock.
The feel of his cock going off inside her triggered Jane's own orgasm and she shot a delicate load between their sweaty stomachs. The climax made her entire body tremble again and the movement made Bobby send a small, final spurt of come up her ass.
Jane hooked her ankles around the back of Bobby's knees and they collapsed in each other's arms.
In an almost dream state Jane caressed the body of the guy who laid between her spread legs. Bobby seemed to have almost passed out. He didn't move and didn't seem to have the strength to even lift himself up and take his weight off her. Not that she minded. In fact she loved feeling him collapse in her arms. His cock was still inside her and her own erection was subsiding.
When Bobby had regained a little strength he lifted himself up on his elbows and looked at her. They both smiled and he kissed her.
"That was one hell of a show," Heather said.
Bobby and Jane both snapped out of the moment.
"You're both sluts," Heather said. "I expected to see a little pain but not the passion. I liked it." She clapped her hands together. "Bravo! Well. I must say this is moving along faster than I expected but that's okay with me. Bobby, you get dressed and get the fuck out of here. Jane's got to take a shower and get cleaned up. If I saw what I think I saw she's going to be a little sticky around the tummy. And she's got some more lessons tonight. C'mon! Get out! Now!"
Bobby kissed Jane quickly and sat up, his limp cock sliding out of her. He was aware of the stickiness on his stomach and realized what had happened. It embarrassed him and momentarily confused him.
"Out! Out!" Heather commanded. "I'm not kidding!"
Bobby quickly put on his clothes. He looked at Jane who was sitting up in the bed, the pink sheet pulled up to her chin and covering her body. He smiled weakly and left without a word. Jane had a dreamy expression on her face as she watched him go. How many girls, she wondered, were so lucky that they had been able to give their virginity to a caring, passionate guy like Bobby. How many had been so lucky that during their very first time at love making, their very first time at feeling a hard, warm cock slide into their bodies, their very first time at spreading their legs for a man with a raging erection, that they had reached their own orgasm along with their man.
This night would be one that she would never forget. As many times as she would open her legs for Bobby in the nest ten days, this would be the night that would forever appear in her dreams. She smiled to herself, already reliving the moment when Bobby's cock had exploded inside her and she had wrapped her legs around his and cried out in pure pleasure.
It took Heather's voice, and her snide command that Jane "wipe that silly expression" off her face, to bring Jane back down to earth.
The lessons Heather had talked about were voice lessons. She thought Jane still "had some guy" left in her voice, and told her that her two week sentence was a complete transformation, temporary though it may be. If it wasn't complete in all aspects, voice included, then she would regard the deal as broken by Jane so Jane had better do as total a job as possible.
The abrupt change of mood took a while for Jane to adjust to. She wished Bobby hadn't run off so fast. She would have liked to have cuddled in his arms for a while. But Heather, damn her, pushed hard and before she knew it Jane was being hustled into the shower, out again, and being forced to listen to a lecture on what words and phrases to use from now on, how to express herself, and how to feminize the pitch of her voice.
Heather didn't missed a chance to dig Jane for getting so turned on by having intercourse with a guy, either. As to Jane's climax, that topic came in for special digs.
By the time Heather left Jane's throat was sore from repeatedly trying to speak in a more girlish tone.
The last thing that Heather said before going out the door hurt the most, though Jane tried not to reveal that.
"In the morning I'm going to tell Bobby to stay away from you for a few days. You two really got closer tonight than I had anticipated, so let's see if absence really does make the heart grow fonder. Bye-bye, slut."
Part Seven
Jane kept herself busy all during the following day with housecleaning. She dusted everything in sight, vacuumed every carpet in the house, and did the few dirty dishes in the sink. When she finished that she hand washed her undies, as Heather had shown her how to do, and hung them in the bathroom to dry.
There was a lot to learn, but it was coming naturally to her. From time to time she messed up but so what. She would shrug off any signs of masculinity with the not unreasonable argument that those things were all programmed behavior that she had been exhibiting for a long time, and that those little traits weren't really traits at all but just stuff she'd learned before. One by one they were disappearing and her true personality was coming out. It was amazing how easy and delightful it was to let that personality have full reign. She liked being pretty. She liked being graceful and smooth in her movements. She liked handling things in a more careful and delicate way. How she'd ever done things roughly and crudely before was beyond her. Roughness and toughness and all that stuff was work. It caused tension. Being smooth and graceful was really just being coordinated, and being coordinated made life so much more pleasant.
Silk and lace or burlap and cords? No contest. And damn didn't her legs look super in high heels and stockings!
Heather had left her a stack of magazines that had just a whole bunch of stories with make up tips and hair-dos and all kinds of neat stuff. She couldn't wait until her own hair grew longer and she could experiment with it instead of having to depend on a wig. But wigs were handy, no doubt about it. Heather said she was going to bring her another one, maybe two, just to give her a different look. That would be fun.
Of course Heather was still giving her a hard time. That's what it was all about for her, as far as Jane could see. Okay, that was fine. She didn't particularly care for playing the role of slut but you had to take a little good with the bad. The sex sure had been fun. Since she discovered she had true feelings for Bobby and that just maybe he had some feelings for her, having sex with other guys wasn't something she was looking forward to. But what the heck, a stiff cock was a stiff cock. Besides, she didn't know how Bobby really felt. Last night he probably had just been carried away in the passion of their love making. And as far as his gentleness with her, maybe that was just his nature with girls. He was just a nice guy. It could have nothing to do with her specifically.
Oh face facts, she thought. To him I'm just a hot looking piece of ass who likes to suck his cock and spread her legs. I haven't exchanged more than a few sentences with him since I've known him, and I've only known him three days. Three days? Even that's a fantasy. A few hours all together. Thinking that we have a thing between us is the silliest kind of wishful thinking.
Then again, Heather had also had the impression that Bobby and I had at least the start of feelings for each other, she thought. Why else was she keeping him away from me? Didn't Heather say it was to see if absence makes the heart grown fonder? She sure did.
But that's ridiculous. My feelings, maybe, but Heather wasn't necessarily talking about any feelings Bobby might have. A few minutes of lust. We were just feeling each other's arousal and heat. Heather was probably just teasing us with that. I don't even know Bobby, and he doesn't really know me. We've been intimate but we haven't had a chance to talk to each other and find out about each other so how could either of us possibly have any real feelings for the other.
Jane slipped through the magazines, looking for something to take her mind off her wild speculating. In a minute she was lost in a quiz that asked "Do You Know How To Please Your Man? See How Good You Score!" She scored a 95.
It was about time Heather arrived. Heather and whoever the brunette decided to bring with her tonight. Jane couldn't help thinking that it might be Kevin but it also might be somebody totally new. That made her a little nervous. Now that she knew Kevin, or at least sort of knew him, she wouldn't mind having sex with him again, but the idea that Heather might keep expanding her little universe and invite another stranger was a little upsetting. She wasn't comfortable with having a lot of people know about her, nor was she happy with the idea of having sex with strangers. Heather would know that, of course, and Jane sighed, realizing that because Heather knew she'd be uncomfortable that's probably exactly what she'd do. She'd find one new guy after another to come and be serviced by her new slave girl. Well, on the positive side at least she'd get to fool around with some different cocks. There was a little something to be said for variety and she was, she had to admit, kind of curious about what different shapes and sizes and reactions were out there in the world around her.
But I miss him. I really do miss Bobby. It was so cruel of Heather to banish him.
Jane shook her head and tossed the magazines to the couch. It was making her confused to think all the contradictory thoughts about Bobby and last night. It was just a stupid girlish fantasy to think that Bobby cared for her personally. Better to just put it out of her pretty little head and let things sort themselves out without building up a lot of false hopes.
No, what she really needed to do was work on her voice some more so that when Heather did allow Bobby back she would be able to talk to him and get to know him, and he could get to know her better.
With that goal in mind she worked with Heather's notes and her tape recorder for the next two hours.
Heather walked through the door late in the evening and without even saying hello wiggled her finger at Jane to follow her and trotted off to the master bathroom.
Jane was seated in the chair in front of the mirror and instead of touching up Jane's make up as she'd done the last time she made Jane follow her instructions and do it herself.
Jane noticed that Heather had spent a little time making herself look really nice, too. Instead of the designer jeans and blouses she usually wore this evening she had on a short skirt, stockings, high stiletto heels and a dressy top. Her hair was fixed up, too. Apparently they were in for a fancy evening.
But instead of ordering Jane to change into something sexier Heather told her she was going to stay in the rather simple outfit she had had her wear all day. She even made her take off her stockings and change into lower heeled shoes, subtracting a little sexiness and femininity. Jane didn't dare question Heather but she couldn't understand what was going on.
After Heather had Jane fixed the way she wanted she sat down and touched up her own make up.
"You probably don't need it yet but when you take a bath tomorrow I want you to shave your legs and underarms again," Heather said. "And any place else you feel hair growing back. Keep your body smooth at all times. As a matter of fact I want you to do that every four days."
"Yes Mistress."
"Oooooh, say that again."
"Yes Mistress."
"Well, well, well," Heather said. "Talk some more."
"What do you want me to say, Mistress?"
"I don't care. Describe my outfit or something."
Jane did as she was told.
"That's amazing," Heather said. "You've really been practicing your voice, haven't you?"
"Yes Mistress."
"Big improvement. I'm pleased. Very big improvement."
"Thank you, Mistress," Jane said.
"I want you to try it out on my date tonight," Heather said. "By the way, you're not getting any tonight. I have a date and I decided to bring him here. You'll just be my little slave girl all night. My maid. But I want you to talk a little, too, just to see what happens. No more of this 'Yes, Mistress' and 'No, Mistress' stuff. You still have to call me Mistress but I want you to talk, too. Understand?"
"Yes, Mi...I mean, Yes, I understand, Mistress."
"Yes you understand and you'll do some talking," Heather corrected.
"Yes, Mistress, I understand what you said and I'll talk this evening."
Heather smiled in that condescending way she always used with Jane.
When the doorbell rang they were expecting it and Heather made Jane accompany her, though she permitted Jane to stand to the side, out of sight, while she greeted her date.
The guy who entered was tall and thin and didn't seem surprised to see that Heather was with someone.
"Danny, this is Jane, the girl I told you about" Heather said. "She's going to be here tonight but you can forget about her."
The guy looked down at Jane and smiled a greeting. To Heather he said, some amusement in his voice, "Just a spectator?"
"Think of her as my invisible maid," Heather said. "You don't even see her but if I want something she'll go get it for us."
"Heather, when you said this was going to be an unusual date you weren't kidding, were you? Well, I guess I get to see if there's any exhibitionist in me."
Heather wrapped her arms around his skinny chest and tilted her head back. She very effectively had taken the attention off of Jane and Danny responded on cue by kissing her.
Heather led him to the couch, her walk much saucier than usual, and sat next to him. Danny put his arms around her and they began making out.
Jane was completely ignored. She had looked for an opportunity to say something, following Heather's instructions to talk more, but neither of them gave her any chance to join in. While Heather and her date kissed and grabbed at each other she just stood there watching. Their clothes started coming off and their breathing got more passionate and they behaved like Jane didn't even exist.
After a while Jane sat down. She couldn't figure out why she was there. Heather obviously had no use for her. Maybe Heather was just using the house as a place to go and have sex, and Jane's presence was incidental. Or maybe she thought she was getting to Jane somehow by making out in front of her. Or maybe Heather was an exhibitionist, like the guy had joked about himself. For Jane there just didn't seem to be any point in the whole thing.
She watched the couple grope each other's bodies. Danny took off Heather's bra and fondled her good sized breasts. Not, Jane thought, much different from the way I did many times up to a few short weeks ago before I broke up with Heather.
Ah! A light bulb went on in her head. Heather was probably trying to make him jealous by having sex with somebody else in front of him. She was trying to say, "See, this is what you had and lost, and now I'm doing things I did with you with somebody else, right in front of you."
Well if that was the point, Jane thought, it was wasted. He had no desire for Heather whatsoever. In fact, when Danny shoved down his pants and she saw the swelling under his shorts she had to suppress the urge to go over to the couch and pull down his shorts herself.
Heather and Danny were working each other up to a fevered pitch. Both were down to one garment and from the looks of things even that wouldn't last for long.
As Jane watched them she identified with Heather's position, imagining herself being kissed, caressed and undressed by Danny. His hands were as thin as the rest of him and he used them well, running them over Heather's breasts and legs with teasing touches and manly squeezes. Jane saw Heather's nipples hardening.
Heather pushed the guy off her and quickly reached down and jerked off Danny's shorts. The pole that sprang out was the largest Jane had ever seen. Sticking up from such a narrow set of hips made it look even larger than it was and she involuntarily gasped.
Neither Heather or Danny heard her, or if they did they ignored her. Heather dropped her head to the guy's lap and captured the monster in her mouth. Danny just smiled and leaned his head back, letting her go to work on his instrument.
Jane watched in amazement as Heather worked half of the giant thing into her mouth and began sucking. Danny may have been a little taller than normal but that didn't account for the length of the weapon, and as thin as he was Jane had expected him to have a thin dick. If anything, though, it was thicker than normal.
Heather lifted away from the pole long enough to give Jane an order. "Get my pussy ready, slut. Lick me," she commanded, then put the meat back into her mouth.
Danny lifted his head and smiled at Jane, then closed his eyes and dropped his head back to the couch. His hands continued to caress Heather's naked back and hips as she stimulated him with her mouth.
"Yes Mistress, I'll be glad to get your pussy ready," Jane said.
Heather's command jerked Jane out of her reverie. She knelt between Heather's legs and slipped her tongue into the girl's already wet pussy. Heather was already hot, Jane thought, as she slid her tongue around between Heather's hairy pussy lips. She found the clit, which had escaped its hood and was already hardening. Running her tongue over the little bump caused Heather to jerk her hips and Jane had to hold on to retain contact.
Heather let her keep at it for a couple minutes before, without warning, she moved away and swung a leg over Danny's hip. She reached down and grabbed his cock, centering on her wet slit, and lowered her hips enough so half of the big pole slid inside her.
Heather and Danny moaned in unison. Jane wiped the moisture off her mouth and watched the couple.
Heather lifted up and virtually all the way off, reached down and held the pole upright and settled back down, this time letting her hips down until all of Danny's substantial member was inside her.
"Oh boy," Heather exclaimed, sounding more like she'd just been presented with a surprise banana split than like she had received a cock into her body.
She wiggled her ass on his pole, then began hunching him, never letting an inch of his cock appear outside her pussy.
Jane had never seen a couple fucking before. Of course she'd seen pictures and some adult video tapes that were good enough to make you feel like you were there, but she realized that the sight of real flesh hunching and twisting was very, very different. This was authentic lust, not the sometimes mechanical stuff of videos. Heather and Danny wanted each other and were fucking like rabbits right in front of her. Their moans and groans weren't part of a movie script, they were inspired by the arousal each was feeling.
Heather stopped hunching and started moving her hips up and down. She placed her hands on Danny's shoulders for leverage and slid her hot pussy up and down the entire length of his pole. Both of them had broken out in a little sweat and Heather's ass and thighs slapped against Danny's bare body with ever louder sounds.
Heather's breasts bounced in front of his face and Danny grabbed one and sucked a hard nipple into his mouth. That forced Heather to the edge and she moved her hips even faster.
"On yeah!" Danny moaned.
"Lick his balls, slut! Now! Do it!" Heather hollered.
Jane, still on her knees from when she licked Heather, scooted over and quickly ran her tongue over the stranger's hairy sack.
"Ahhhhhh!" he cried.
Jane didn't have time to think. Danny's balls were bouncing as Heather drove her body up and down his thick shaft. It was difficult to keep her wet tongue flickering over his balls and more difficult still to apply long licks. Difficult, but not impossible and she went at it with an eagerness that matched the emotions of the couple thrashing around above her.
Danny's legs suddenly stiffened and his hips thrust upward, driving his cock deep into Heather. He hollered and erupted inside her. Heather keep pounding him with her hips, reaching a climax of her own. After a bunch of jerks and twists she quietly settled down on the guy's hips.
Jane, not having been told to stop, continued licking the now still balls in front of her face. The smell of the couples' sweat filled her nostrils.
Heather swung her leg over Jane's head, dismounting, and Danny's still half hard meat flopped against Jane's forehead.
"Get over here and lick me clean, slut," Heather commanded.
Jane left the balls in front of her and scooted past Danny and Heather's legs to plant her tongue on the brunette's come filled pussy.
"Did you come, baby?" Danny asked.
"On that big thing of yours?" Heather said. "Of course. I know how to ride."
Jane, busily sticking her tongue as far up Heather's slit as she could, almost recoiled at Danny's stupid question. It was something she had asked girls dozens of times, but from her new perspective the question sounded dumb and made Danny's look foolish. That, she thought, was something a guy should never say to a girl. It sure took any romance out of the sex. Heather hadn't seemed to mind, she noticed. She had answered him, even though it had been a self-centered answer, full of vanity. Typical of Heather, she thought.
"That's good enough," Heather told her. "Now go clean the come and pussy juice off Danny's thing."
Jane scooted back between the guy's legs. His dick was lying heavily against his nuts and was shiny with moisture. She gingerly picked it up with a finger and thumb and put it in her mouth.
There was little pleasure in mouthing the cock. Jane knew she wasn't going to get him erect this soon after he had climaxed and she wasn't so sure she wanted him stiff. The dick was huge in its erect state and would have filled her mouth to the point where she couldn't have done much but simply run her lips up and down the top part. It's size made it ultra-masculine in a way, but too difficult to work with. Then there was the terrible possibility that if she did get him hard Heather might decide she wanted to see Danny fuck her. A dick like Danny's surely would split her open and be a totally painful experience.
So Jane didn't really suck on the dick and she avoided doing anything that might stimulate Danny. Instead, she simply went about the physical job of licking the mingled come and pussy juice from the limp member. Any time it showed any sign of life she backed off until it settled down.
"That's enough," Heather said. "Don't get to liking that, slut. Danny's my date and you remember that."
"Yes Mistress, I understand and I promise not to do anything you don't want me to do," Jane said, remembering to lengthen her answers as Heather had told her to do.
"See that you do," Heather said. "Now go get us something to drink."
Jane stood up, remembering to keep her legs together as she did so, and retreated into the kitchen.
There were a lot of choices and it took Jane a minute to decide what the couple might want. She puttered around, finally pulling a soda from the refrigerator, getting out a matched set of glasses, filling them with ice and then pouring the liquid. She thought about serving the drinks on a tray and looked for one, but couldn't find anything. She did find some napkins in a cabinet and took two of them out.
Danny and Heather were just finishing dressing when she came back into the front room.
"I changed our minds," Heather said. "We're going out to a movie. Here, gimme a sip of that."
She and Danny both took sips from a single glass and then headed to the door.
"Practice your voice," Heather said, "and do those workouts to keep your waist as small as you can get it."
"Yes, Mistress, I'll be practicing until you come back," Jane said.
"IF we come back," Heather said, and turned to the door Danny held open for her.
The guy looked at Jane, made a goofy expression, and followed his date out the door.
Chapter Eight
Heather never had come back from her date. Jane had spent the rest of the night reading women's magazines out loud. It allowed her to practice her voice, learn female phrasing, and learn the information in the stories all at the same time. By bedtime she thought of it as just about one of her most productive evenings ever.
Jane had figured that after the movie and maybe a drink Heather and Danny would have for sure come back, but by 1:00 o'clock in the morning she hadn't heard from her Mistress and decided to go to bed. It was a definite relief not to face the possibility of having to deal with Danny's huge thing. That wasn't to say, she realized, that Heather might not bring Danny over some other time. But the more she thought about it the more she came to believe that Heather was possessive of Danny and intended to keep him strictly to herself. Perhaps, like tonight, she might have to serve as a weird kind of maid to their lovemaking, but Jane guessed that would be the extent of it.
She slept soundly and hadn't bothered setting an alarm. She woke in the morning with an erection pressing against the silk panties of her nighty and almost dealt with it. But she hesitated and finally let it go down on its own. There was still a chance Heather might bring Bobby over today or tonight, even though she'd said she was going to keep them apart for "a few days", and she didn't want to lose any of her sexual anxiety on a handjob.
She shaved her legs, arms, pubic area and underarms in the bath as Heather had instructed, refilling the tub with hot water and a bubble bath/ bath oil potion she found in her sister's bedroom. It felt wonderful to just relax in the soothing water, the bubbles forming a soft white foam above her and the bath oils softening her smooth skin.
After getting dressed in a cute pale and dark purple skirt and blouse set she had a small breakfast. She hadn't eaten much in the last three and half days because she simply been very hungry. A girl has to watch her weight, of course, but she thought her lessened appetite probably had more to do with her activities than any desire to shed pounds off her already willowy body.
Reading out loud from the magazine's had proven so successful the night before that she indulged in a couple more long sessions of it throughout the day. She also experimented with some of the make up tips, grooming tips and other things. The women's magazines were turning out to be a treasure chest of new and useful things. She made a mental note to ask Heather if she would bring her more.
When the phone rang in the early afternoon she went over to it and waited for the answering machine to kick in. If it was someone else she would ignore it, but it might be Heather and she knew the girl would be pissed if she didn't pick up after finding out it was her calling.
After the clicks that activated the screening process a male voice said, "Hello?"
She waited, not recognizing the caller.
"Jane?" the voice asked.
Who would know her name?
"Jane? Pick up," the voice said again.
She did.
"Bobby?" she asked.
"Is that you?" he asked.
"Yes, it's me. I'm so happy you called," she gushed.
"It doesn't sound like you," he said hesitantly.
She giggled. "It is," she said. "I was hoping you'd call."
"You sound so different."
"Thank you," she said with a smile. "Where are you?"
"I'm home," he said. "I just wanted to say hello. How are you?"
"Good. Great, now that I've heard your voice." Ooops. Was she pushing too fast?
"Yeah, me, too," he said. "So how are you?"
"I'm fine. I wish you could come over," she said.
"Yeah, me, too," he said again, "but Heather won't let me. I haven't talked to her today, though. I'm going to see about tonight."
"I'd like that," she said.
"Yeah, well--" he said, a little embarrassment in his voice. "Did Heather come over last night?"
"Yes."
There was a silence from his end. Finally he asked, "Did she bring a guy with her?"
"Someone named Danny," Jane said.
This time the silence was even longer. When he finally did speak it was in a quieter, more serious tone. "Did you have to...you know. Did anything--uh..."
"Nothing happened!" she reassured him. "Danny was Heather's date and all she wanted me to do was just be some kind of a maid for them."
"Really?"
"Really," she said.
"That's good," he said, obvious relief in his voice. "I've been thinking a lot about our two--dates, or whatever you want to call them. I mean actually I thought Heather and I were going to be the date the first time and I...well, I mean it turned out...I didn't really know you and it was so strange and...hell, I'm messing this all up."
"I think I know what you mean," Jane said.
"I don't think you do," he said. "It's all coming out wrong. Like I said, I've been thinking a lot about this and it's confusing. I mean you're--well, you are but you aren't. And I'm not, that's for sure. I just can't get a handle on it. Logically it doesn't work out. You're so pretty, but... I don't want to hurt your feelings. I don't want to hurt you in any way. It's just that it doesn't make sense for me."
"Bobby," she interrupted. "Just go with your feelings. Don't try to work it out logically. Go with what you feel."
"I can't," he said. "It doesn't make sense to me. I've got to have some time to work it out."
"Bobby," she said soothingly, "Why did you call me?"
"Why did I call you? I don't know. I wanted to talk to you. I wanted to find out about last night. I wanted...damn, I don't know what I wanted."
"But you went with your feelings and did call," she said.
"Right, I did, but I'm not any less confused."
"What I'm saying is that if you don't worry about figuring it out and just go with what you feel then you'll find out I feel the same way. All the other stuff will work out one way or the other. You don't have to fret about it. Just go with your feelings."
There was a silence again. "Maybe," he said finally. "Okay. My feelings? My feelings are that I want to see you again, as crazy as that sounds. My feelings are that I want to take you to bed again. That's also crazy but you said go with my feelings so I'm telling you want they are. They don't make any sense but what the hell that's what I feel. I want to get you naked again. I want to find out more about you, what you like and what you don't like. I want to take you out on a date. Wow! I don't believe I said that. Damn. Yeah, but I do. I want to take you out on a date. Crazy, stupid, illogical, and just plain nuts but that's the way I feel."
This time the long pause in the conversation was from Jane's side. She was so happy she was almost in tears.
"Bobby," she said. "I want all the same things. I want to pleasure you and please you and know all about you just as much as you want those things. Those are my feelings, too. Oh, I'm so glad you called."
He gave a little laugh of relief. "You know, outside of wrestling with all the--well, all the unusual aspects of...of us. Or the single unusual aspect, I guess. But forget that. The other thing that I was really afraid of was that you wouldn't be thinking this way at all. I mean, if it wasn't for Heather forcing you to be with me you never would have been there. I know it was your first time for...you know, for things, for both nights, for both, you know, uh..."
"I know what you mean," she said.
"Okay. But it wasn't voluntary," he said. "Heather was making you perform and I was, you know, worried that you would just tell me to, like, hit the road or hang up on me."
"You couldn't have been more wrong," she said, a smile in her voice.
"Good. Good. Really good. I'm really happy this phone call is turning out like this. This is good. I had no idea what I was going to say or how you would react or anything."
"Glad you went with your feelings?" she asked.
"Oh yeah. It may not work all the time but it sure gave me the best results I could have possibly asked for this time," he said.
They talked for almost two hours.
Jane was sitting on the couch, absorbed in her magazines, when Heather walked in the front door just before 6:00 o'clock that evening.
"Hello, Mistress," Jane said.
"I've just spent the last two hours with Bobby," Heather said without preliminaries. "He had quite a story to tell me."
Heather didn't know what to say.
"Bobby and I had a deal, a kind of trade thing," Heather said. "He has something I want and I have something he wants. He threatened to call the whole thing off if I didn't agree to what he had to say."
Again Jane was at a loss as to how to respond.
Heather smiled. "So we came to an agreement."
Jane waited for the rest of it.
"I wanted to punish you," she said, "to humiliate you for the things you said to me when we broke up. This is the plan I came up with. My brother, the pictures, that was all Step One. Step Two was to make you behave like a girl, make you dress like a girl, and even have sex with guys. I thought it was going to be just about the most humiliating thing that could ever happen to you. I figured two weeks of that and you'd crawl into the basement and never show your face again. And maybe in two weeks time I could even plant so many feminine behaviors in you that some of them would stay with you, and that would constantly remind you of how much I'd humiliated you."
Jane watched Heather, afraid to interrupt.
"Well, it worked and it didn't work. You became more of a girl than I ever figured you would--and it took about a day and a half instead of two weeks. You must have more girl in you than guy, that's the only thing I can figure out because you're a natural. I don't think I made you be a girl, I think I let the girl in you out. You're more believable now than you ever were the other way. You're a girl. Period. I probably sensed that and didn't even know it. You're Jane. So my plan to make you behave like a girl worked a hell of a lot better than I ever imaged, but my plan to humiliate you didn't work so good. Having sex with strangers was the only part that was humiliating for you, I think. I'm not even too sure of that. Come to think of it, I think you liked that part, too.
"Anyway, this changes the whole deal. Here's your lousy pictures..." She tossed an envelope to Jane. "The negatives are in there, too. Forget about the rest of the two weeks. I can't make you any more of a girl than you are right now. You're as much female as any girl I know. Bobby sure thinks so. He put on quite a show this afternoon. I finally got what I wanted from him and I don't have to give up what I've got so I got the best of him. All he wanted in exchange was for me to end the arrangement you and I had, and because of the way that was working out I was going to do that anyway. So I got what I wanted from him and didn't give up anything."
Jane's head was reeling. There was so much to take in. No more sentence, no more pictures in Heather's hands. What did that mean for her? Could she start putting on her old clothes and wash off the make up? Should she? Did she even want to?
And what about Bobby? It sounded like he'd given up a lot to get her out of her fix. What did that mean? That he cared for her that much? Or that he wanted to free her so she didn't have to wear dresses anymore?
Did she want to be free like that? Didn't free mean you could do what you want and be who you wanted to be?
"So it's all over," Heather said. "Bobby said he was going to come over tonight at 8:00 o'clock..."
Jane looked at Heather for help.
For the first time in a long time Heather's expression softened. "Yeah, okay... I know how you feel. C'mon and I'll help you get ready..."
Chapter Nine
The girls went to extra lengths to make Jane as pretty and sexy as she'd ever been. Heather, clever girl that she was, had the foresight to ask Bobby what he wanted Jane to wear.
"He told me what you had on when you first met," Heather said. "What a romantic bum," she teased.
Jane giggled. This was first date, prom night, and wedding day all rolled up into one. She didn't want to romanticize it past reality. Bobby, after all, was a guy and the amount of specialness and romance he would be attaching to their date was probably close to zero. But she knew how special it was from her point of view. Her sentence with Heather had ended and that was cause alone for celebration. But this also meant that this was Jane's first totally voluntary date with a guy. She was getting herself all fixed up because she wanted to, not because she'd been ordered to.
Heather had reverted to her normal personality. Still self-centered, still vain, still a little bossy, but at least she was being as much help and offering as much encouragement as she could.
Nothing could have marred Jane's joyful anticipation. There were so many ways the evening could be ruined. Bobby might arrive and have changed his mind. His "not logical" stuff might have come up, or maybe some guy thing had caused him to have second thoughts. Maybe he'd be crude and not understand the importance of the evening to her. A million different things could happen to ruin the evening.
Somehow, though, she didn't think they would. She would make it a perfect evening, erasing any lingering doubts that he might still have. She felt she had the magic to wipe away any negatives and make this a time they'd both remember forever.
Jane was almost giddy with excitement and Heather caught the mood.
"You're a knockout," Heather said when Jane stood before her, her make up and hair absolutely perfect. Jane had on a black lace bra, black satin thong panties, a black lace garter belt, black stockings and strap on high heeled shoes.
"Thanks," Jane grinned.
"Now for the skirt and blouse and you'll be a little sex princess," Heather said.
They finished with ten minutes to spare.
"Listen, Jane, I'm going to go," Heather said. "I think you should be here by yourself when Bobby arrives."
"Thanks for all your help," Jane said and held out her hands.
Heather grasped her hands and squeezed. "Good luck, though I don't think you'll need it."
Jane grinned. "Neither do I, but thanks anyway."
"Oh, before I forget," Heather said. "Put the tube of lubricant out on the bed where he can find it easily. Guys go a little mental when they get excited. You might even use some it now so you'll be ready."
"I think I'll let him do it," Jane said. "It was kind of nice feeling."
Heather laughed. "Well I've got a date with Danny so I better get out of here. Call me tomorrow and we'll talk about the boys behind their backs."
"Why don't you call here. If somebody else answers your phone my voice..."
"You can tell them your name is Jane. They'd believe that voice," Heather said. "But I'll call you in the afternoon. Bye..."
Bobby was just five minutes late and for some reason he knocked instead of using the bell. Jane used the peep hole to make sure it was him. She took a deep breath and opened the door half way, using it to block a look at her by anyone passing by.
He smiled at her and kissed her.
"I didn't know what kind of flowers you liked but long stem roses seemed like a good idea," he said, presenting her with a wrapped bouquet.
It wa so corny it was perfect. Red roses on her first real date. She laughed and hugged him.
"I'll put these in water," she said. "Have a seat."
"I'll come with you," he said and followed her to the kitchen.
"If you don't like the flowers..." he said shyly. "It seemed kind of old fashioned and everything...
"No, they're perfect," she reassured him, "They really are." He seemed a little unsure of himself and she kissed him to let him know she appreciated the gift.
He watched her move about the kitchen. She was graceful in the heels, with the sure footedness of a dancer, and with a dancer's legs. Her body seemed to slide around the room as she searched for a vase and, after finding one the right size, filling it with water at the sink and carrying it back to the counter. Her short skirt bounced on her pert little ass as she walked and her hips had the subtle sway of someone with a natural sexiness.
"I have an idea," Bobby said. "If you don't like it, just say so. No big deal. It's just an idea and I don't how you'd feel about it."
"What is it?"
"Well, I thought we'd go for a drive. I know you'd been inside for almost four days and I thought you'd like to get outside for a little. We don't have to stop anywhere. Just drive around."
Venturing out was something that had crossed Jane's mind during the day. It was scary, that's for sure, but she was going to have to do it sooner or later. She wanted to go but it was an awful big step.
"We won't stop anywhere?" she asked tentatively.
"Not unless you want to. I thought we'd maybe just drive around the neighborhood or something."
"Not around the neighborhood!" she said.
"Okay," he said quickly. "Honey, we don't have to go unless you want to."
He had called her honey, she thought. Just like it was the most natural thing in the world. Like they belonged together.
"We can take the road toward downtown and turn off at that new subdivision they're finishing up over by the golf course," he said. "Anywhere you want."
"I want to, but..."
"No pressure," he reassured her. "I just thought it would be nice for you after being inside for so long. We can do it another time."
"No, let's go," she said with determination.
Jane made sure the porch light was off and that she locked the side door behind her. Bobby's car was pulled up far enough in the driveway so the distance from the door to the car wasn't far. She walked quickly and he hurried ahead just enough to be able to open the car door for her. She slid into the seat and the overhead light went off. Much to her relief.
She kept her head down as they pulled out onto the residential street and didn't feel safe enough to look up until he had driven a few blocks.
"Not so bad, was it?" he asked.
"My heart's pounding at ninety miles an hour," she said.
He laughed. "It's pretty dark. The sun went down half an hour ago. Not like winter when it gets dark at 4:30."
"It's still hot out," she said.
Alert to anything that might be a hint he reached over and turned the air conditioning up.
Jane felt the cool breezes over her legs and up her skirt. This, she thought, is a much neater way to cool off than wearing pants would be. The cold air quickly cooled her silk blouse and in a minute she shivered. Bobby's hand dashed out and lowered the A/C.
Jane grinned. I could get used to this kind of attention, she thought.
It may have been sort of silly to be so excited about a short ride in the car but both of them had started with some anxiety and it took a little while for that to wind down into simple enjoyment.
"Scoot over here," Bobby said, patting the seat beside him.
Jane slide across the seat, trying to keep her short skirt beneath and over her. Bobby put his arm around her and she cuddled against him.
"Comfortable?" he asked.
"Ummmmmm," she answered.
They drove in silence for almost half an hour, communicating that they were thinking of each other with little squeezes and caresses.
At one point Jane shifted a little in the seat and a puff of air conditioning caught her skirt and pushed it slightly up her thighs. It wasn't too far up, she saw, not even to the bare skin above her stocking tops. She kept an eye on it, ready to push it back down if the breeze pushed it any higher. She didn't want to be so exposed in case someone pulled up to them at a stoplight and looked inside the car. She couldn't handle that kind of scrutiny yet.
I wonder if Bobby notices, she thought.
"Damn, I missed the turn," he said suddenly. "I was...I guess I wasn't paying attention. That's okay, we'll go around."
She grinned.
When Bobby pulled back into her driveway she turned to him and said, in a playful voice, "Would you like to come in? And don't you dare say no!'
Bobby laughed and kissed her.
She waited while he went around the car and opened the door for her. They held hands on the way in.
"Do you want something drink?" she asked.
"No, thanks," he said. "Jane."
She went quiet at his suddenly serious tone.
"I...uh...Well I thought if you liked the flowers and didn't think they...that I was too much of a jerk..."
"Noooooo, Bobby. They're beautiful."
"Well, I figured if everything went well I...uh...well, I wanted to give you something nice and..." He stumbled over the words and groped in his pants pocket, coming out with a small, slender box. "I hope you like it."
Jane took the suede box and opened it. Inside was a short, delicate gold chain with two hearts in the center. One had the initial J and the other B.
"It's an ankle bracelet," Bobby said. "I always thought they were real sexy, and you've got the best legs I've ever seen so I wanted you to have this."
Compliments, gifts, attention, joined hearts..it was enough to set a girl's head spinning, Jane thought.
She sat on the couch and fitted the intricate gold chain to her right ankle.
"Is it okay to wear it over my stockings?" she asked.
"I like it either way," he said. "That looks really hot. Do you like it?"
She stood and embraced him. "I love it," she said. "It's the prettiest thing I've ever seen and it's just perfect. I'll never take it off."
As his arms wrapped around her waist her hands slid over his shoulders. Their lips met and they kissed passionately. Jane ran her fingers through Bobby's hair and pressed her lithe body against him.
As their open mouths twisted hotly against each other Bobby's hands pressed against Jane's back, then moved down to cup the rounded globes of her ass and pull her hips against his.
Both were surprised as how fast their emotions had boiled over. There had apparently been more sexual tension in the air than either had shown. The brief conversation in the kitchen and the ride must have suppressed those feelings, and when they did let them free it was as if they had been making out for an hour, building to that point.
Bobby's warm tongue slid into Jane's mouth and she swirled her own tongue around it, eagerly accepting, even seeking, the intimate contact. His open mouth devoured her soft, red lips and his hands worked their way up and down her firm body.
For Jane the evening was perfect. First the very different Bobby, brimming with romance and the first uncertainties of love, followed by the thrill of going outside as Jane for the very first time. Then the beautiful chain she now wore around her ankle, and now the passion and sex that she so wanted. Bobby was her guy. The idea sent shivers up her spine. Bobby was her guy, and he had done everything just right to make this evening special for her. Now she was going to make sure it was equally special for him.
She broke from their kisses and took his hand, leading him to the bedroom.
In front of the bed she whirled back around, her short skirt spinning up, showing her slim, curvy legs all the way to her stocking tops. Her mouth sought his but she kept her hips back and reached down for his belt.
"I want y..." they both said at once.
Jane laughed and Bobby smiled.
"Looks like we want each other," she said with a smile.
"Oh yeah--" he said and pressed his lips against hers.
Their hands were a flurry of activity. Bobby tried to focus on unbuttoning his shirt as a beautiful girl undid the snap on his pants and pulled his zipper down. It wasn't easy.
Jane finally slipped to her knees and tugged his pants down and off. He was wearing loafers without socks and stepped out of them quickly. By then his struggles in getting his shirt undone and off were successful and he tossed it on a chair by the nightstand.
Jane tilted her head back and looked up into Bobby's eyes.
"I am going to make you so happy," she said and pulled down his shorts.
Bobby had gotten hard in the front room when they'd started making out. Even before that, in the car when she had snuggled up against him and he'd had his arm around her he had gotten the beginnings of an erection. Now his member was in full bloom. When Jane pulled down his shorts it flopped out, heavy and hard.
Jane took it in her delicate hands, wrapping his soft fingers around the shaft. She lifted it to the side and buried her face against his balls, licking them firmly with the flat of her wet tongue. Half a dozen long, full tongued caresses were just the preliminary. She knelt up and moved his stiff cock toward her mouth. After wetting her lips she pressed them against the head of his pole and squeezed tightly, her mouth forming a widening circle as it seductively slipped over the head and down the shaft.
Bobby watched the beautiful blonde kneeling before him. She was still fully dressed but she looked gorgeous. Her spread thighs stretched her skirt seductively. When he saw and felt his cock slipping into her snug mouth he gasped.
Jane heard his response to her tight lipped slide down his cock and took a quick mental note to remember the technique. Where, she thought, is this stuff coming from? How did I know that would feel so good to him. I've never seen or heard about it in my life. Well, instinctive or not, she was glad she was able to pleasure her man.
She stopped the tight slide halfway down the erection and bounced her head, repeatedly traveling from the middle of the shaft to the head and back. Both her hands were on his naked hips and he grabbed her right hand and squeezed, letting her know he was loving the movements of her mouth.
Jane was getting a thrill out of trying new things and seeing whether or not they brought a lusty reaction. She decided to experiment with speed and see how Bobby liked that. When she had just the head of his erection between her lips she moved forward very, very slowly. It was difficult holding herself back. She wanted to suck all of Bobby's manhood into her mouth, capturing him completely, and flail his organ with her tongue, but she forced herself to hold back, inching her way to her goal by the tiniest of steps. Bobby's tight grasp on her hand told her he liked what he was feeling.
She keep moving until her nose was pressed into his belly and she had his entire cock in her mouth. Finding it impossible to use her tongue or hold her breath for very long she backed off, opened her mouth and caught a gulp of air. Even that practical maneuver had an erotic effect on her guy.
Suddenly she jerked her head in rapid bobbing motions and Bobby came unhinged. His hips jerked as if he was nearing his orgasm and Jane didn't dare keep up the motion for very long.
Finally she backed off the member, kissing the head before she stood up.
Bobby immediately wrapped his arms around her and kissed her.
When they separated she said, "Why don't you get in bed and I'll undress for you."
He smiled and jumped into the bed, making the whole thing shake.
Once he was propped against the headboard she moved to the side of the bed, where he'd have a good view, and began taking off her clothes. The only guide to a good strip that she had was things she'd seen in movies and she started to imitate them.
She unbuttoned the first two buttons of her silk blouse, her head tilted down as if she was watching herself. She stopped there and looked at him without lifting her head much. It was, she hoped, a sexy look. She finished with the buttons and turned her back to him. Slowly baring one soft shoulder, then the other, she let the slick material slowly slide down her back. Missing seeing his reaction she twisted her head and looked back. He was smiling like crazy and his boner has lifting up off her stomach.
Jane slowly unzipped her black shirt. One day, she thought, I'm going to be able to strip off my bra, too, and have something underneath to show him. She didn't want anything huge but she did want breasts, and she was sure Bobby would enjoy them as much as she would.
She lowered her skirt halfway down her ass and twisted to look at him again. He hadn't moved a muscle. No, that wasn't true. His eyes were no longer on her bare back. They had followed the skirt down. Jane lowered the garment the rest of the way over her bottom and dropped it to the floor.
'You want me to take off my heels or keep them on?" she asked.
"Oh, leave them on. No doubt," he said.
Guys were just so visual, she thought.
She let his eyes run up and down the back of her shapely legs and over her slender, nicely formed hips and bottom for a minute. He paused at the delicate bracelet on her ankle, at her calves, her thighs, and her butt. She had the feeling she could have stood there for five minutes and he wouldn't have grown tired of looking at her body.
"What is that thing you have protruding from between your legs?" she asked as she turned around. "I think I'm going to have to get a closer look...if you don't mind?"
She crawled onto the bed and stretched out crossways, her head at his hips.
"Be my guest," he said. "I don't know where it came from myself. It just appeared, like magic."
She wiggled closer, careful to keep her head on the far side of his cock so she wouldn't block his view. She touched him with a red fingernail.
"Hard," she said.
"Yep."
She held it upright in her hand.
"Warm, too," she said.
"And getting warmer," he said.
"Really? And what do you suppose could be making it do that?" She licked the shaft.
"I--oh, man," he muttered.
Jane took the cock into her mouth and gently began sucking him.
Bobby watched her. It was incredibly hot to be able to see the beautiful blonde bring him such intimate pleasure. He saw the circle of her red lips change shape as they followed the contours from the head of his cock all the way to the base. Her jaw and throat moved when she started licking him while he was still in her mouth. Once she stuck out her tongue, sliding it between the bottom of the shaft and her lips and he almost gasped. The things she was doing crested the most intense pleasure he'd ever felt. His eyes trailed down her body, over the curves of her shoulders and back to her small waist pressed into the mattress. Being on her stomach made the curve between her waist and ass far more pronounced. Her long legs extended off the bed, much of her calves, ankles and heels suspended in space. He couldn't get over how beautiful she was.
Jane truly loved sucking Bobby's aroused organ. It was a joy to be pleasing him so voluntarily, to not have Heather standing over them and watching their every move. Her actions were now very private, just between Bobby and her, and she felt she really had the chance to show him just how happy she could make him.
She took all of the cock into her mouth, nipping at the base of the shaft with quick little lips squeezes. He loved it. In fact there didn't seem to be anything she could do that he didn't find absolutely thrilling.
Bobby watched Jane use her mouth and tongue to bring him to a higher and higher degree of arousal. His eyes flickered to her near naked body stretched out at a right angle to him and the sight made his organ swell.
"Come up here and let me get your panties off," he said.
Jane looked up at him. "Don't you want to come in my mouth?"
"Sure, but I also want to make love to you," he said.
"Okay!" she said with a smile. "I'd really like to feel you shooting off while I suck you, though. Can you come twice?"
"Oh baby, I feel like I could come a hundred times with you," he said with conviction.
"Mmmmmm, you say the sweetest things," Jane said. "Now just lay back and let me finish what I started."
She slid her lips over the head of his cock and massaged it with her lips.
"Ohhh," Bobby moaned. His head settled back against the headboard of the bed but not far enough where he would lose sight of what she was doing to him.
Jane worked on just the head, sucking so hard her cheeks caved in. Then suddenly she slid her lips all the way down his cock.
Bobby yelped and lurched forward, doubling at the waist.
Jane kept all the cock in her mouth for a moment, then slid back and resumed sucking just the head. Bobby settled back on the bed.
A moment later jane quickly slid halfway down the cock then back to the head. It happened so fast that when Bobby jerked upright again the thrill was over before he was even upright. He caught himself and started to settle back but before he could even complete the movement Jane moved quickly to slide her lips all the way down his cock and back again.
"Ahhh! Ah! Oh damn!" Bobby panted. His body was tightly wound up, caught between laying flat and sitting upright.
Jane put all her attention on the sensitive head of his cock again and kept at it long enough for him to finally settle back with his head propped against the headboard.
She teased him a couple times by seeming to quickly dart forward as if she was going to slid her mouth down the length of his cock but just as quickly pulling back after just an inch or two of the shaft entered her mouth. The teasing had a wild effect on Bobby. The tensed muscles of his stomach started twitching in a rhythmic jerk.
It was plain that she couldn't keep this up much longer. He was so aroused that he was going to explode in a minute whether she did anything or not. This, she thought, was going to be a good one. Her lips flew down his cock until the entire length of his hot pole was in her mouth. Just as quickly she moved back to the head and then repeated the action a second time. By this time Bobby was out of his mind. He thighs were now twitching to the same beat at his belly and he was moaning constantly.
Jane was anxious to bring him off and she rapidly ran through a series of teases and plunges. A sudden swelling of the organ tipped her off that the moment had arrived. Forgetting the teasing sucking of his cock head she quickly sucked him in full length strokes. Her hand went to his balls and she gently bounced them on her finger tips.
Bobby groaned, "Now, now!" and exploded in her mouth.
Jane continued to suck as fast and as deeply as she could. Bobby's hips were straining upward as he let go. His orgasm raced from his balls, through his cock and into her mouth so fast she could barely deal with it all. His hot come shot out of the end of his cock and into her mouth with surprising force. A second huge spurt followed on the heels of the first and then a third popped out with as much energy as the first. After the third spurt she had to swallow it or lose some of it from the corners of her mouth. She devoured the white honey in a single gulp and continued sucking the pumping organ.
Bobby watched her swallow and the sight was so erotic and so intimate for him that he came again, oozing all his remaining juices into her wet and eager mouth. As much as he wanted to watch her suck his cock he was totally unable to keep his head raised and he fell back with a groan.
Jane swirled the final drops of sperm around inside her mouth. It was wonderful evidence of her ability to drive a man up the wall, of Bobby's ardor for her, and of how close she felt to him. It was with real reluctance that she swallowed and eased up on her sucking.
When she let the shrinking cock fall from her lips she looked up Bobby's naked body and found he was looking down at her. She smiled innocently and licked his belly.
"Oh, honey, get up here," he said,
She quickly shimmied up his body and they exchanged a deep, warm kiss.
"Guess you kinda liked it," she teased.
"You turn me on like no other girl has ever done," he said. "Kiss me!"
They made out, exchanging passionate, exhausted kisses and tender hugs.
After a few moments she turned and he automatically put his arm around her. Her head settled on his chest and they both gradually returned to breathing normally.
This is so wonderful, she thought. It's exactly where I was always meant to be, in the arms of the man I love. For years I was playing a role, but now I know who I truly am and I'm never going back to that role again. I've always been Jane, I just never knew it. This is so completely natural feeling.
She snuggled against him and he responded by squeezing her. It was apparent that he was still too drained to try and talk.
I've got to get my own apartment, she thought. That's first on the list. Then a complete wardrobe, or at least enough to get me through the summer. Shorts and blouses. Sandals and shoes without heels whatever those flat ones are called. Some fancy clothes, too, for dinner dates. Real dress up girly stuff. And a bikini, a thong bikini. Yes! I'll need a winter wardrobe this Fall, too. Oh, so much shopping to do! And oh is that going to be fun!
She caressed Bobby's chest as she thought about going shopping with him. Would he like that or not? But where would they go? Not to the mall. She wasn't ready for that and besides all she had was the dressy skirt, blouse and slit dress that Heather had brought over for her and they were pretty fancy for the mall. Heather. She wondered if Heather would buy some clothes for her and bring them over. Or what about buying them on the internet, then she wouldn't have to leave the house. She'd never spent any time on the web but she'd heard it had everything. She'd look into that, though she was doubtful that that there would be anything on the net for girls like her. She was special and she couldn't imagine there would be any others as unique as she was. Still, she decided she would at least check it out.
She also wanted to find out how she went about getting breast implants. Should she get her driver's license changed? Could she? Oh, there was just so much to find out.
Bobby stirred and she lifted her head. They looked into each other's eyes and he smiled. "You're beautiful," he whispered.
She felt herself blush and she hugged his neck. He laughed and tried to break free so he could sit up but she jokingly hung on until he wrestled them up to a sitting position.
"I didn't think I was every going to be able to move again," he said. He kissed her in what started out as a playful peck on the lips and quickly turned into passionate open mouthed kisses. As they kissed her hands ran over his naked body and eventually came to his warm genitals. She played with the small, limp member and felt little signs of life.
"Not yet," Bobby moaned when he was able to free his mouth from hers. "Give me some more time and I'll make it really good for you."
Jane didn't want to let go but figured he knew himself better than she did. That was something she was going to even out just as fast as she could. Her body and the things that appealed to him sexually were easy to discover and even if that was an on going process it was a really enjoyable one. And he sure was a good kisser. She pressed her hungry mouth against him.
Bobby ran his hands over Jane's almost naked back. The bra strap bugged him a little but he was careful not to disturb it. He wished she had breasts that he could caress. Nothing big, just firm little mounds that would add to her curves. It was possible and he considered mentioning it. Now obviously wasn't the time but... Then again, how would you say something like that to your girlfriend? Girlfriend. The thought hit him in the face. Jane was his girlfriend. Two days ago that would have been a totally alien thought. But their phone conversation had made him realize how strongly he felt about her. When he'd driven around to various jewelry stores looking for just the right bracelet he had been happy at the idea of making her happy. Not for a second had he thought about what he was going to get out of their relationship. It was all to please her.
So sure, maybe the flowers hadn't been so super cool. He'd been a little doubtful about them, anyway. But she had liked them, he was sure of that. Maybe not the most original gesture in the world but it hadn't been a bomb either. And the bracelet... He knew she had loved the bracelet. Her eyes popped open real wide when she saw the initials on the hearts and she'd kissed him so hard she'd almost split his lip. She really, really liked the bracelet. He was happy to have pleased her.
Bobby slid his hands down Jane's bare hips and caressed her flesh as they kissed.
The ride had been good, he thought. She had been nervous and he was sure she had almost turned down the idea. But she finally said yes and it turned out great. He felt protective of her as they drove around, his arm around her shoulders. She hadn't noticed but there was one time when his eye had been caught by the movement of her skirt. She had shifted slightly in the seat and the air conditioning fan caught the material and made it slide up her thighs. The skirt was short already and after the breeze from the fan moved it a lot more leg was exposed. He had stared at her thighs and calves and had driven right past where he said they would turn. She sure looked sexy in a mini skirt.
She couldn't have many clothes, he thought. I'd like to buy her some if I can get her to give me her sizes without making it obvious. Can I take her to the mall? No, she probably wouldn't like that and I'm not ready for that either. But there are malls all over. We could drive fifty or a hundred miles, even two hundred miles if we wanted. I could buy her short skirts and short dresses and dresses with slits up the side. I could buy her lingerie. Short lingerie. Or longer gowns. Gowns with slits up the side, of course. I wonder if she'll let me.
Jane didn't know how long Bobby wanted to wait but she knew she was getting hotter and hotter and could have taken him inside her at that very second. As they continued to kiss she again let her hand roam over his hips and found his organ. She clasped it gently in the palm of her hand, wrapping her fingers around him.
Bobby figured he needed to rest a little longer but Jane's soft hand seemed to have other ideas. It made him feel fantastic to know that she was anxious to have sex with him. Apparently his cock was thrilled, too, because it began to come to life in her hand.
Jane felt the organ grow and started gently tugging it. The response was all she could have wanted.
Bobby was amazed that he was getting so hard so fast right after the most powerful orgasm he'd ever had. He had felt so drained and so exhausted after that sweet blowjob that breathing seemed to be the only thing he had enough energy to do. Now he was getting stiff again and instead of his organ coming reluctantly back to life it was surging toward full potency.
"Lay down, Bobby," Jane coaxed softly. He stretched out on the bed.
Jane knelt next to him, moving both hands to fondle his cock and balls.
"I think he likes this," she said.
Bobby smiled, "Oh yeah."
"And this," she said, leaning forward and taking the tip of his cock into her mouth.
"Mmmmmmm. Yeah, even more," he responded.
Jane sucked slowly on the now stiff cock. She wanted to make sure Bobby was totally hard, but she didn't want to make him so excited that he'd go off quickly once he was inside her. It was a delicate balance to maintain and she was very sensitive to every movement of Bobby's body and every moan that passed his lips.
She lightly fondled his balls as she sucked on his cock. Occasionally she'd try and do something special but when she did he seemed to get too hot too fast and she backed off to a simple up and down motion.
When she was sure he was as stiff as possible she sat up and got the tube of lubricant from the nightstand where she'd put it. She handed it to Bobby and said. "I want to feel your finger inside of me." As he busied himself with sitting up, taking the top off the tube, getting into a position where he could move around easier, and spreading the liquid down the length of one finger, Jane was occupied with slipping her thong panties off.
Bobby used one hand to spread the smooth, firm cheeks of her bottom, then slowly inserted a finger into her tight hole. Even the practical process of getting ready was turning into an erotic adventure as he finger fucked her, spreading the liquid as he moved.
"Now you, honey" Jane said, squeezing a pool of lube into her palm. Bobby stretched out on his back again. She wrapped her hand around his stiff member just as she'd done earlier and slowly pumped up and down. The lube was thick enough to spread evenly. A final dab on the tip of his cock and he was ready.
Bobby started to get up but she placed her fingers on his chest.
"Wait," she whispered.
She threw a stockinged leg over him and straddled his hips, facing the end of the bed. She looked over her shoulder and smiled at him. "Cowgirl style," she said.
Jane lifted off of him and moved forward, her calves on either side of his thighs. Once she felt she was close to the right place she reached down and took his hard cock in one hand. With a little bit of wiggling she got into place and lowered her hips just enough so his cockhead slid between her cheeks.
Bobby didn't mind the wiggling at all. In fact, even though her back was turned toward him he didn't even mind the view. Jane's back was smooth and graceful, and her hips and ass were fantastic. He marveled at the beauty of her skin and the curves of her body. Seeing his cock slide between her silky cheeks was the hottest thing of all.
Jane concentrated on getting his cock exactly in place, then lowered her ass slightly. She felt the wet cockhead slide into her. There were no sharp pains like the first time but it still took her breath away. More than painful it felt oddly uncomfortable. Remembering how it had lessened the pain the first time when he had pushed more than the head of his cock into her she tried the same thing by lowering her hips just a bit more. The wedge shaped head slipped all the way in and she contracted around the shaft.
Ah, she thought, much better.
Realizing that her entire body was tense she willed herself to gradually relax. When she relaxed her hips and thighs the discomfort between her legs virtually disappeared.
Much, much better, she thought.
She slowly lowered her hips and more and more of the hard male member slid into her. This was getting to feel very nice, she thought. She lowered her bottom further until she felt herself settle down on his bare hips and realized that all of him was inside her.
She twisted and looked at him. "Good?"
"Oh yeah," he grinned.
She smiled back at him then started moving her hips in a gentle, slow circular motion.
Bobby watched the beautiful girl wiggle on his pole and thought it was about the most erotic sight he'd every seen. Her slender but curvy body was moving in a sensual dance on his stiff cock, and even without any in and out movements Jane was managing to turn him on to a higher level of excitement.
Jane paused in her movements and squeezed Bobby's cock, bringing a sharp "Ah!" from him. She smiled and squeezed again, bringing another yelp. This could get to be fun, she thought.
As much as Bobby was enjoying watching her wiggle on his cock, and as surprising and arousing as the sudden squeezes had been, he was still captured by a sudden desire to be the one doing the thrusting. Jane's ass was as sexy as hell and he really loved looking down his body and watching his cock appear and disappear between the two firm balls of her bottom. But he wanted to be able to kiss and caress her while they had sex. He reached down and placed his hands on her ass, caressing the smooth, silky flesh.
He likes this, Jane thought as she rode his stiff organ, and it feels really good but I want to spread my legs for him and feel him thrusting against me.
"Get on your back, honey," Bobby said, "and spread your legs. I want to fuck you."
His words sent a shiver up her spine and she quickly rolled off him onto her back, opening her legs for her man.
Bobby followed her over in one smooth movement and felt her grab his erection and guide it to her opening. He kissed her deeply, then slowly thrust his hips forward and felt the tight ring of her opening slide down the length of his hot cock.
"Oh, Bobby," she cried.
He reveled in the feeling of her stockinged thighs against his chest and when she wrapped her legs around him and crossed her ankles behind him he thought he was going to come. He even stopped moving for a moment to get control of himself before resuming his deep thrusts into her.
"Fuck me, Bobby," she breathed heavily in his ear.
"Oh yes, darling, yes," he answered, the movement of his hips getting faster as his straining erection slid in and out of her. She was so beautiful, so passionate, and so wonderful in every way that he felt as if he was on another plane, in another universe. It was so perfect that it almost couldn't be real. He pumped faster.
Bobby's obviously peaking passion made Jane's organ rapidly grow and stiffen. The sexual pleasure of having her man's aroused cock madly sliding in and out of her made her head spin. It was heaven to be loved and so passionately fucked.
"Yes--yes--yes--" she moaned into his ear.
Bobby lifted his head and pressed his wet lips against hers as his hips continued to slam against her. His tongue entered her mouth and sought hers. She gave it to him and their tongues twirled together even as their bodies were joined.
Jane pushed her hips rhythmically against Bobby's thrusts and his cock went completely in her each time their hips met. He was moving faster and faster and their slippery bodies were wet with hot perspiration.
"Oh Jane! Oh! Oh!"
"Come inside me, Bobby!" she cried.
His hips move amazingly fast until suddenly he froze. His cock exploded and he pumped his come into the beautiful girl under him.
Jane came at the same time and clung tightly to the man between her legs as her body twitched.
In a moment Bobby resumed his thrusts, but they were no longer frenzied. Instead he slowly slid his still stiff cock in and out of the still tight hole.
"Oh Bobby," Jane moaned. She was so emotionally rung out that she thought she was going to cry with happiness.
Bobby kissed her neck, ran his tongue into her ear, then moved his lips across her wet, hot face and kissed her lips. She returned the kisses and opened her mouth to him.
His hips started moving a little faster and their kisses became more passionate. He began thrusting faster and he held her tight.
"Oh no, oh no," she moaned. "Too much--oh yes--too much--oh fuck me...oh yes, Bobby...fuck me...fuck me..."
He was pumping wildly again,
"Too much," she moaned as they held each other tightly, their perspiration drenched bodies slapping against each other.
Bobby's thrusts got faster and faster and they held each other as if their lives depended on it.
"I'm coming again," he groaned. "Oh Jane--Oh--Jane"
She felt his stiff cock twitch inside her and felt his warm come shoot into her for a second time. She almost fainted with the raw emotion of the moment. Bobby, too, seemed beyond passion. Every ounce of energy drained from his body and he collapsed on top of her. She tried to hold him tightly but found she had no strength left.
They lay together like that for some time, gradually returning to reality and gradually regaining a little energy. Bobby started to lift up, move his hips away and pull his now soft cock from her but she gripped him suddenly.
"No," she whispered, "not yet. I want to feel you in me."
"Am I too heavy?" he whispered back.
"No, Bobby, just don't move for a minute...okay?"
By way of an answer he kissed her, then put his head next to hers.
In the next few minutes she relaxed, enjoying the feel of his body between her open legs. This is how I was meant to be, she thought. This feels so right.
Bobby was still lost in the remains of his powerful double orgasm and was barely thinking at all.
She ran her hands up and down his back. How could it have taken me so long to understand myself, she wondered. Now I feel complete and comfortable with who I am. It was so hard to understand at first but now it seems to be so clear.
She pulled him closer, listening to his now regular and increasingly shallow breathing.
She ran one hand through his hair and a gentle smile appeared on her lips.