Mark to Mary Ann
by Karen Elizabeth L.
Mark was helping to organize his sister's apartment. Sheila was never known for being neat, her lifestyle could best be described as `A place for everything and everything all over the place'. Mark could never understand how his sister could live this way but she'd been doing it for years.
Fortunately for Sheila her younger brother was a compulsive neatnick and was more than happy to try to organize her life for her. It was quite fortunate for Mark too in that Sheila was willing to pay him to keep her organized since Mark needed the money.
Mark had recently been laid off from his job in fast food management after the restaurant he worked in had been closed. The restaurant was certainly the cleanest, neatest, best organized in the chain but after the chain was sold the new owners closed it down. Mark had wanted to get out of the business since he was tired of the long hours and low pay. He had however hoped to have a new job to go to but things hadn't worked out as he had planned.
Sheila was a success in sales, she had all the things Mark wanted, a new car, a beautiful apartment, more clothes than she had time to wear, and an active social life.
Mark on the other hand owned a twelve year old car that spent almost as much time in the shop as it did on the road. He lived in an efficiency apartment he could barely afford in a run down part of town. His last job required him to wear black slacks and a white shirt so he never bothered developing any more of a wardrobe. Besides, with the hours he worked he never had a social life which would have required a better wardrobe.
Mark picked up a few dollars here and there by typing papers for college students, he was an expert typist and always produced great looking reports. This and the few dollars he got for helping Sheila allowed him to survive but he a problem with his car nearly broke him.
One day while he was helping straighten out Sheila's apartment they got to talking about his problems.
"You know Mark," Sheila said thoughtfully. "We could really use you at the office. Things would certainly run so much smoother."
"I don't have any experience in office management though," Mark replied sadly. "Everywhere I go they want experience, no one's willing to take a chance."
"You're probably right." Sheila said. "But let me talk to Donna at work, it's her company and she might be willing to take a chance."
Mark and Sheila left it at, Sheila could try but Mark had his doubts.
It was a week later when Sheila called and asked Mark to stop by her apartment that evening. She said that Donna wanted to talk to him about a job. Mark thought it was odd to have an interview after hours at his sister's place but a job was a job.
Sheila and Donna seemed happy to see Mark yet there was something just a little odd about the way they were acting towards him. Something he couldn't quite define.
"Sheila tells me you're looking for a job Mark." Donna said with a smile. "She tells me that you'd be a great asset in organizing my company for me."
Sheila gestured around the apartment.
"Without him this place would look like a pigsty!"
"I'd like to be modest, but Sheila's right!" Laughed Mark. "She'd never find anything after a week or two!"
Donna smiled at Mark.
"Sheila's the best salesperson I've got and she tells me she couldn't do it without your help!"
"He keeps my appointment book organized and maintains my client list for me. All I need to do is follow his daily and weekly plans." Sheila piped in. "I can see at a glance when it's time to call a client, it amazes them that I know just when to call them!"
"I just keep you organized Sheila, you're the one who does the selling!"
"Your sister tells me you're a great typist too. I assume you could take messages and schedule appointments ?"'
"Well, I do a lot of that for Sheila now." Mark replied.
"Do you think you could do the same thing for five other people?" Donna asked looking at Mark. "If you could you'd make my job a lot easier."
"Does that mean you're offering me a job?" Mark asked hopefully.
"Well sort of ," Muttered Sheila.
"What do you mean `sort of'?" Mark asked hesitantly.
"She means that there's a condition attached to the offer Mark," Donna said. "That's why I came here to talk to you."
"What kind of condition?" Asked Mark suspiciously.
"It's like this," Donna began after a moment's hesitation. "You see I received special government funding to start my business. In order to qualify for that funding I had to be classified as a minority business. I'm in the third year of a five year plan in which I hire minorities."
"What minority group could I possibly fit into?" Mark asked feeling confused.
"Well, Sheila and I talked it over and there is no minority group you fit into." Said Donna quietly.
"Well then how did Sheila get a job?" Mark asked feeling rather confused. "If I `m not a minority then neither was she."
"She's a woman," Donna said slowly. "And I can hire women with no problem!"
Marks hopes were dashed. Just when he thought he had a chance to make use of his talents another door had been slammed in his face.
"Why did you bother to come here then? You couldn't hire me even if you wanted to."
Sheila came over and sat next to Mark.
"She came to offer you the job Mark." Sheila said taking her brother's hand in hers. "If you're willing to meet the condition."
"Wait a minute, just what is this condition you two keep mentioning?"
Donna leaned forward in her chair with an odd look on her face.
"The condition of course is that you take the job as a woman!"
Mark was on his feet in a second.
"Are you nuts! I'm a guy remember!"
"Not if you want to work for me in the next two years Mark." Donna said coolly. "I can't hire Mark for another two years. Mary Ann however could start whenever she's ready!"
Sheila pulled her brother back down to the couch.
"Please Mark, think it over. You need the job and Donna could really use the help."
"But I can't, it's just not that easy to change a persons sex you know!"
"We're not talking about changing your sex Mark," Donna said. "Just your looks for a little while."
Sheila explained to Mark that Donna had wanted to hire Mark as soon as she had heard about him. If it weren't for the minority business status he'd be working by now. They had spent the last week working out a plan to get Mark hired and this was what they'd come up with. If Mark accepted the job offer he'd report directly to Donna and be know as Sheila's younger sister. Sheila would help prepare him to pass as a woman and when he was ready he'd become Mary Ann Kodell, Donna's assistant.
"But what about clothes," Asked Mark. "I can barely afford what I have, I can't start a whole new wardrobe. And there's Mom and Dad, my landlord, along with probably a hundred other things."
"Dad thinks we're crazy but agreed with mom that it's for the best." Sheila explained. "You'll be staying here with me since where you live is not safe for a woman, you can share my clothes until you can afford some of your own, and everything will be fine if you'll just trust me."
"Do I have any say in this at all?" Mark asked incredulously. "It sounds like you two have my future all planned out."
"You don't have to take it Mark." Sheila replied sarcastically. "You could continue living in abject poverty while hoping someone will hire an inexperienced person at a salary you could only dream of."
Mark knew that he was in danger of losing his apartment and that his car was as good as dead but still, taking a job as a woman!
"I suppose you're right." He sighed. "When do I make the switch.?
"Tell your landlord you're moving out Saturday." Sheila replied with cool efficiency. "It's the end of the month and you wont have to pay another months rent. I'll help move your stuff over here and we'll get you started right away."
Mark went home that night and called his parents. They confirmed everything that Sheila had said and promised to help if they could. Mark thanked them and hung up the phone stunned at the sudden twist in his fate. That morning he was broke, and facing mounting bills for a car that wasn't worth fixing and an apartment that wasn't worth living in. Tonight he had the promise of money, a spacious apartment, and a new life. Everything seemed so simple and easy yet he couldn't remember being more afraid in his life.
Mark made the necessary notifications that he was moving and began to pack his meager possessions in anticipation of Saturday. Sleep didn't come easy for the next several nights, he kept dreaming of his new job. Actually he dreamt that he was at work but that everyone could tell that he was a man in a dress. Everyone laughed and pointed at him, called him names and generally made life hell.
Sheila showed up bright and early Saturday morning to help him move. Since it was a furnished apartment all they had to worry about were Mark's clothes, dishes, and a few odds and ends. The first thing Sheila took out were the boxes of clothes that Mark had packed. A few minutes later she was back for more and in no time at all they were packed and leaving the apartment for good.
When they arrived at Sheila's Mark was surprised to find that there was less to unpack than there had been to pack. When he asked why Sheila simply said that since he wouldn't be needing his old clothes anymore she pitched them into a dumpster behind the apartment building. She had more than enough good dishes and had no desire to bring along his mismatched plastic ones so they joined his clothes in the dumpster. The only thing she had saved were his books!
Sheila told Mark put his books on a shelf in the spare room and make himself at home. Mark had been in the room often enough to clean it for Sheila but now it was different. Looking at the cream colored wallpaper with tiny pink roses on it game him the creeps. He put his books away and curiously peered into the closet.
"I picked out a couple of outfits that I thought you'd look good in!" Sheila's cheerful voice rang out from another room. "Hope you like them!"
Mark stared at the assortment of clothes that lined the closet. Dresses, skirts, tops, blouses, shoes, and even some slacks. All very expensive, all quite stylish and pretty, and all his! He pulled open a dresser drawer that had sat empty before. Now it was filled with bras and panties. Shutting that drawer he cautiously opened another. This one contained full slips, half slips, camisoles, and slips to wear with slacks. Two larger drawers were filed with casual clothes such as jogging suits and jeans but they too were unmistakably feminine! Mark was busy looking at the assortment of clothing he'd be wearing and hadn't noticed his sister coming into the room.
"Don't just stand there gawking little sister, pick out something pretty and let's get started!"
"Started with what?" Mark asked.
"Started with becoming a woman of course!" Sheila said exasperatedly. "Honestly, men can be so dumb! Of course you'll see that for yourself soon enough."
Sheila reached past Mark and pulled a few things out to get him started.
"Here, let me help for now. I'll find something just right for you to wear."
Sheila proceeded to pick out a pair of white nylon panties, a half slip, bra, and stockings from the dresser drawer. She then went to the closet and pulled out a denim skirt and peach colored top.
"First, you need to take a shower and shave your legs and underarms. When you're done call me if you need help dressing. Oh and throw your old clothes out in the hall so I can get rid of them for you!"
Mark took the underwear and set off for his bathroom to take the first step from Mark to Mary Ann. He turned the shower on and soaped is legs from toes to thigh before taking a razor to them. His hair was always thin and very light but after an hours effort it was completely gone. Next he gently shaved his armpits until there was nothing but a slight stubble left. Satisfied that he'd done all he could he finished his shower and stepped out to dry off.
Mark reached for the panties and after a second of indecision pulled them on. He had never worn anything so soft, cool, and smooth before. Mark was amazed at how well they fit , he had always thought as himself as an average guy. Now it seemed that he was built more like an average woman!
His panties on Mark went back to his new bedroom to finish dressing. He picked up the bra and put his arms through it but no amount of struggling would permit him to fasten it in the back. Laying the bra back down on the bed he moved to his next challenge, pantyhose.
Sitting on the bed Mark figured the pantyhose would go on just as any pair of pants would. Inserting his feet he worked on one leg at a time until he was able to pull them up to his waist.
The half slip went on easily enough as did the denim skirt which had a front zipper and button. Once he had the skirt on and closed he called for Sheila.
"Problems Sis?" Sheila asked.
"I can't figure out how to get this stupid thing closed !" Mark said holding out the bra.
"Oh, sorry `bout that!" Sheila said. "I forgot it's your first time. Here let me show you a trick."
Sheila took the bra and put it against Mark's chest. Turning it around she brought the hooks to the front.
"Now try it!"
Mark fastened the hooks, then turned the bra again so that the hooks would be in the back again. He slid his arms through the thin straps then pushed them onto his shoulders. He felt awkward standing in front of his sister wearing a skirt and bra but he knew this would only be the beginning. He pulled the top over his head and stood ready for inspection.
"You're going to need a little work," His sister said thoughtfully. "But I can already see that you're going to look really nice!"
Sheila walked around Mark several times before she stopped in front of him.
"Just a few more things yet!" She said as she left the room. "Don't go away, I'll be right back!"
"Like I'm really going to leave here dressed like this!" Mark called after her. "People would think I'm crazy!"
Sheila reentered the room with several pairs of pantyhose and a girdle in her hands.
"Don't worry, when we're done you'll be just another cute babe!" she said with a laugh.
""Just what I always dreamed of!" Laughed Mark.
Sheila had Mark pull the girdle on under his skirt and slip then had him take off his top. She balled up the pantyhose and stuffed two pairs into each cup of his bra.
"This will have to do for now!" She said after Mark put his top back on.
She then took Mark to a full length mirror to see the guy with nice legs, a cute butt , very tastefully dressed in a miniskirt and top staring out at him.
"We're almost there Mary!" She exclaimed gleefully. "You're looking pretty good if I do say so myself!"
Mark really couldn't argue with her. The padding in his bra gave him a respectable bustline and the girdle lifted and shaped his small butt nicely. Even the top which extended down to his hips, seemed to flow over curves he didn't know he had!
The next stop was the kitchen where Mark had to remove his top so Sheila could place a plastic apron like thing around his shoulders. She then had him lean over the sink so she could do his hair.
She began with a sweet smelling shampoo then conditioner then put some foul smelling liquid on his hair. After she rubbed it through his hair she told him to sit by the kitchen table.
As Mark went to the table he noticed an assortment of combs, brushes, scissors, and curlers along with a hair dryer sitting there.
"What are you going to do now?" He asked, afraid of what he'd hear.
"I'm going to fix that long stringy hair of yours and make it look nice!" Sheila replied mater of factly. "Lucky for you I went to beauty school for a year!"
Mark sat there for over an hour while his sister combed, cut, rolled and dried his hair. He hadn't gotten it cut for some time preferring to think he would look like the handsome male character on the romance novels he saw in stores. Instead it seemed like he'd now look more like the female character!
Sheila removed his curlers, then brushed and dried for a few more minutes.
"Am I beautiful yet?" Joked Mark.
"One last thing yet, little sister." Sheila replied, walking away. "Just one more thing!"
Sheila was back in a moment carrying a pair of low heeled sandals and a small box. She set the sandals in front of Mark and told his to slip them on. After setting the box on the table she reached in and withdrew some cosmetics.
Sheila explained the process to Mark as she worked so he'd understand it when it was time for him to do it alone. First came the foundation which she dabbed in a few spots then spread with a small sponge. After that she used a brush to apply a coat of powder to set the foundation. Another brush was used for the blusher which would add color to his cheeks then lipstick was applied . Sheila then went to work on his eyes with an eyelash curler, mascara, and eye shadow. After doing his eyes Sheila stepped back to admire her work then gave Mark a mirror to look in.
Mark was speechless! Looking into the mirror he saw a very pretty girl with beautiful blonde hair!
Sheila allowed him a few minutes to stare at himself before interrupting him.
"I take it you think I did a good job?"
"I - I look like a girl!" Mark exclaimed in a trembling voice.
"Yes you do, don't you!" Laughed Sheila. "I thought you'd look better as a blonde, you don't mind do you?"
"Is this how I'll always look?" Stammered Mark.
"No Mary Ann, this is just a casual look. You can look a whole lot better with a little more makeup and some pretty clothes!"
"I just don't understand, I thought I was just an average guy!"
"I don't mean to hurt your feelings little sister, but you were never an average guy. Too thin, your face was too smooth, and you were a bit on the short side."
Mark didn't reply, deep inside he knew it was just a dream for him to be a macho guy but he never thought he looked anything like he did now!
"Don't let it bother you though," Sheila said trying to soothe his feelings. "If it's any consolation, you do make one heck of an attractive woman!"
Mark made no reply, he just stared at his reflection until Sheila took away the mirror.
"Come on sis, you've got a lot of work ahead of you!"
"What work?" Mark asked.
"I've got one month to make a woman out of you and that means we have to work fast!"
Sheila took Mark back to his new bedroom and began a crash course in women's clothing. The rest of the afternoon was devoted to learning what each garment was , how it was sized, along with it's purpose. Mark found himself learning everything he never wanted to know about slips, half slips, petti-pants, camisoles, push up bras, demi bras, and lord only knows what else. He couldn't imagine remembering it all but Sheila assured him that as he got used to wearing the items he'd remember them better.
While she was teaching him about clothing Sheila also lectured him on how to speak like a woman. Mark's voice was never very deep and over the phone people who didn't know him often mistook him for a woman. Mark found that all he really had to do was to stop trying so hard to sound like a guy and his voice found a range very close to Sheila's!
After several hours of clothing lessons Sheila switched to makeup and began to show Mark the different items he'd be using. This didn't seem to hard to Mark since he'd seen his mother use it and watched Sheila using it as they grew up. It did leave a sour feeling in his stomach though to think that he'd now be using it on himself!
The makeup lessons went on for several more hours with a short break for lunch then back to work. Finally Sheila decided he had enough makeup lessons for one day and they moved on to poise lessons.
Sheila was nothing if not thorough in her teaching. She ran Mark through so many tries at standing, sitting, and walking that soon Mark was doing it perfectly on the first try. When he was to sit he smoothed out his skirt, gracefully brought his legs together and sat down. Sometimes he crossed his legs, other times he brought his knees together and pulled at the hem of his skirt.
In addition to the walking, sitting, and standing, Sheila taught him how to shake hands as a woman and coached him on how to behave with a man. Mark couldn't see the point in learning how to handle men but Sheila insisted that as an attractive woman it would undoubtedly be something he needed to know! Throughout all of this Mar kept detailed notes to study later. If he was to become a woman he'd make sure he did it right!
By the time Sheila had gone over everything she wanted to teach Mark it was getting to be early evening and Mark was getting hungry.
"Do I get dinner for being a good student?"
"You certainly do Mary Ann," Sheila said. "You've been such a good girl that we're going out for dinner!"
"I'm not ready to go out in public, can't we just send out for a pizza?"
"You can't be eating pizza all the time little sister, you have to watch that cute shape of yours! Besides, mom and dad are expecting us!"
"I can't face them like this Sheila!" Mark cried. "Please, not mom and dad!"
"Calm down Mary," Sheila's voice was very soothing. "They'll see you sooner or later and this will help you get used to being a woman in public!"
Mark knew he had to go, his parents had helped him a lot since he'd been laid off and he owed them so much. Yet the idea of facing his parents while dressed and made up as a woman scared him half to death. He hoped they'd understand, he needed the job and this was the only way to get it!
Sheila handed Mark a purse filled with makeup, perfume, tissue, and a wallet.
"Welcome to the world of women little sister." Sheila smiled as she handed him the purse. "From now on wherever you go, your purse goes. You'll get used to it before long and it holds lots more than pockets can!"
Mark sighed and slung the purse over his shoulder then followed Sheila out to her car.
During the trip to their parents home Sheila kept telling Mark that everything would be fine and that he should just relax. Mark found it hard to relax though, after all he was about to meet his parents completely done up as a woman. What would they think of him?
They finally pulled into the driveway at their parent's home and after turning off the car Sheila checked her makeup in the car's mirror. Mark did the same although he wasn't really sure what he was supposed to be checking. Satisfied that she looked presentable Sheila took a moment to touch up Mark's lipstick before they left the car.
Mark felt as though every person in the neighborhood was staring out their windows at him even though he knew they weren't. He desperately wished his shoes didn't make such a loud noise as they walked to the door, it seemed as if they were announcing his arrival.
Sheila opened the door and allowed Mark to enter first. Mark had entered this door countless times in the past but this was the first time he did not feel happy. There was no chance to back out though for Sheila entered right behind him, closed the door and called out to their parents.
"Hi folks, Mary Ann and I are here!"
Their parents came out from the kitchen to greet them, smiling and opening their arms to hug them.
"Hi girls!" Mrs. Kodell exclaimed. "You're right on time for dinner!"
"Great!" Shouted Mark. "Sheila's kept me so busy that I didn't think I'd ever get a chance to eat!"
Mr. Kodell stared at his pretty son for a moment before speaking.
"I'd say she did one helluva job! You really look nice Mary Ann!"
"He's right honey," Mrs. .Kodell said as she hugged him. "You look very pretty!"
The tension broken, Mark was finally able to relax and hug his mother.
"Thanks mom and dad," He sighed. "I was afraid you'd laugh at me or something."
"It is a bit unusual," Mr. Kodell said. "But Sheila tells us that it is a good job "
"I'm sure I can handle the job, I just hope I fit in."
"Don't worry, Mary Ann," Sheila said. "When I'm done with you'll think you were born a girl!"
After dinner Mark stayed back with Sheila and his mom to help with dishes while his father went to watch television in another room. Mark had usually accompanied his father in the past but tonight he thought it would be best if he stayed with the women. He'd be doing that a lot in the future and thought it best to get used to it.
The ladies had a fun time cleaning up after dinner and soon Mark found himself laughing over his experiences trying on Sheila's clothes! Sheila and his mom shared many useful tips on makeup and clothes and Mark vowed to do his best to remember them. The dishes finally done and the kitchen cleaned the ladies sat down, enjoyed a cup of tea and talked.
The subject naturally was Mark, or rather Mary Ann, what colors would look best on her, the style of clothes she might like, fabrics, and the many fine points of being a woman. Before they knew it several hours had passed and it was time to go home. Mark kissed his mother and father good-bye and followed Sheila to the car, a huge amount of information swimming around in his brain.
Back at the apartment Mark went to find something to wear to bed after a shower. After looking through all of his new sleep wear he settled on a pink cotton nightgown with lace on the sleeves and hem. Thinking it would be a good idea to practice coordinating his clothes he chose a pair of white, nylon panties with a delicate, pink rose pattern on them and went into his shower.
Although he had shaved everywhere just that afternoon Mark used some of his sister's hair remover cream to make certain he looked just right. He followed the directions, spreading it smoothly everywhere he wanted to get rid of stubble. After a few minutes wait he rinsed it off and noticed how much smoother his body felt without the stubble. He spent extra time putting conditioner into his hair since his mom and sister said he'd need it to for pretty styles.
After going over his mental checklist Mark decided that there was no more he needed to do in the shower so he turned off the water and stepped out. Mark toweled himself dry then wrapped a towel around his head the way he'd see women do. Sheila said that this would absorb some of the extra water before he set his hair.
Mark pulled on the panties and noticed that they felt so silky against his stubble free legs. With no stubble to catch on the panties glided up to settle around his hips. Mark slipped the nightgown over his head and went to see what Sheila had in mind for his hair.
Sheila put Mark's hair in curlers again warning him that at first it would be hard to sleep until he got used to curlers. She told him that he might want to invest in hot curlers so he could set his hair while he got dressed in the morning. As Mark tossed and turned that night trying to get comfortable he decided that no matter what he'd own a set of hot rollers!
The next day was once again dedicated to learning the art of femininity with Mark trying on various outfits, practicing his walking, voice, and mannerisms until Sheila was satisfied with his progress. Mark was progressing very well and Sheila was certain he'd be ready in time. Of course walking around the apartment was one thing, being out in public was the real test of Mark's skills though.
Mark protested that he needed much more time before going out in public as a woman but Sheila promised not to go anywhere crowded. After much debate Mark finally agreed to n afternoon movie and walk in the park. As her part of the compromise Sheila agreed to let Mark wear jeans and a top instead of a skirt.
Mark insisted on dressing himself confident that he could handle a pair of jeans, a top, and a bra. Taking off his nightgown he pulled on a pair of the knee high stockings from his drawer then pulled on his jeans and top. He found the jeans were a little loose around his waist but a belt would fix that nicely. Sheila found another problem though that hadn't occurred to Mark, a bulge where no bulge should be.
"Not good Mary Ann," Sheila said shaking her head and smiling. "Women don't have that bulge in the front of their jeans. Put on a girdle and see if you can't tuck away that bulge."
Feeling silly for having overlooked such an obvious mistake Mark trudged back to his room, removed his jeans and pulled on a girdle. As he got the girdle to his hips he stopped and adjusted his genitals to keep them from showing. He then pulled the girdle up as snugly as possible and put his jeans back on. This time he made sure he looked in a mirror before leaving the room.
"How's this?" He asked thrusting forward to show off his achievement.
"Much better, I can't believe I forgot about that!"
"It never seemed like a problem before," Replied Mark sheepishly.
"That's because men's jeans are cut different to allow for bulges that women don't have. Women's jeans are meant to fit smoothly and are tighter. You'll get used to them though, you're not going to want to wear skirts and dresses all of the time."
It seemed unusual to Mark for his sister to talk to him as if he was going to be spending the rest of his life as a woman. It seemed even more unusual that he'd never bothered to ask about how long he was going to have to pretend he was a woman. Not that it mattered, Mark thought, it wasn't as if he was getting a sex change. Any time he decided to he could always change clothes and go back to being Mark again.
Mark did his own makeup this time and Sheila even complimented him on how quickly he had learned to do it. Mark felt a certain amount of pride in this accomplishment, much like a teen aged girl learning to sue cosmetics. After Sheila did his hair they gathered jackets and their purses and were off to the movie.
Mark still felt self conscious about appearing a s a woman in public but told himself that he had to master certain skills if he was to hold down a job that seemed made for him! As they drove to the theater Mark mentally rehashed all that he had been taught to avoid making any mistakes. He was determined that he'd fit in as smoothly as possible.
Once at the theater Mark got cold feet when he saw that they'd have to wait in line for the show to start. Sheila gently took his arm and kept him moving to keep him from backing out.
"Come on sis," She chided. "Don't chicken out now! Just keep telling yourself that you're an attractive woman!"
Mark looked at Sheila and then back at the line of people. By then they were at the door and Sheila wasn't about to let him back out on her.
"It's either go in or sit in the car for a couple of hours." She whispered. "You'll attract a lot more attention sitting out in the car then you will inside."
Mark took a second to realize that she was right. He'd heard that it wasn't safe for a woman to be alone like that and knew it would be tough to explain why he was dressed that way to a cop.
"Hope you're right." He whispered back as he opened the theater doors.
Inside they took their place in line with several other people, none of whom did more than smile at them. Mark felt an enormous sense of relief and a boost to his confidence. Even this close, people thought he was a woman!
After the show ended Mark and Sheila stopped at a park overlooking the city. Strolling through the park Mark noticed that many of the men they passed were giving them more than just a simple glance. Even with his very limited experience with women Mark understood what was happening, he and Sheila were being checked out very carefully! Mark was slightly upset about it until he realized that every one of the guys who checked them out was smiling! He knew they wouldn't be smiling if they didn't like what they saw and it was obvious that these guy's liked what they saw!
Back at the apartment Mark asked Sheila how she felt when guys looked at her.
"I take it as a compliment! They're actually telling me that I'm pretty and very attractive and I can't imagine a woman who doesn't like being told that she's pretty!"
"Are they always so obvious though?" Queried Mark. "It's like we were on display!"
"Some men are more obvious than others," Sheila replied. "As for being on display though, that's why we went there! I've been there before and saw lot's of cute guys so I figured it would be a great place to show off my new sister!"
"Hold on Sheila, you're acting as if I'm really a long lost sister of yours, you know, like I'm really a woman or something!"
Sheila smiled at him.
"Let me explain something to you little sister!" She said with a twinkle in her eye. "When I suggested your working for Donna it was as a guy! Donna said she couldn't hire any men then came up with the goofy idea of you pretending to be a woman. I told her that she was nuts, you'd never agree to such a thing but she insisted we ask you! I was really surprised you agreed!"
Mark was stunned. He had told himself over and over that Sheila had talked him into it, could it be that it wasn't that hard to do?
"But I thought you were all for this! I thought I was helping you and Donna!"
"You are Mary, believe me you are! It's just that you never once asked us how long you'd have to dress this way. I figured that the idea of being a woman must have appealed to you for some reason."
"Honestly, I never thought to ask! I've never even thought about trying on your clothes when I'd come over to clean up. I don't really know why I said yes, I hope you don't think there's something wrong with me?"
"No sis, I don't think there's anything wrong with you. You needed a job and were willing to meet the unusual requirements of this one that's all."
Mark was relieved to hear that his sister felt the way that she did. He had always been close to her and her opinion meant everything to him.
"Can I tell you a secret?" He asked uncertainly.
"You know you can tell me anything sis!" Sheila assured him. "What's on your mind?"
Mark shuffled his feet and stared at the ceiling for a few moments before continuing.
"This is getting to be fun." He said softly.
Sheila looked at her brother and grinned.
"I know what you mean! It's sort of like playing with my Barbie dolls all over again!"
"Then you don't mind sharing your clothes with your brother?"
"To tell you the truth, I never thought it would work out. Now though it looks like you make a great looking lady!"
"Thanks!" Mark beamed. "I'm really trying hard to get things right!"
"Mark," Sheila said with a devious smile. "Can I ask you something personal?"
"Sure, what's on your mind?"
"You're enjoying this aren't you? Tell me the truth, don't you like getting all dolled up?"
Mark thought for a moment or two.
"Yeah, you're right. I really am having a great time learning how to be a girl! Please don't tell mom and dad though okay?"
Sheila broke into wide grin.
"I knew it!" Sheila squealed with delight. "Something just told me that you were having as much fun as I was! Don't worry though, I promise not to tell a soul, it'll be a secret between sisters!
Mark threw his arms around his sister and hugged her tight. Now that that burden was off his chest he felt so much better.
"What's next though Sheila?" He asked hopefully.
"The hard part comes next little sister." Sheila said softly. "It's going to take a little work but we have to make you feel so feminine you'll forget you're a guy. Do you think you can handle forgetting you're a guy?"
Mark had to think long and hard before he could answer.
"I suppose so, but how are we going to do that?"
"Well for starters I don't think you should be wearing jeans or any other slacks very much for a while. You're going to be wearing nothing but the frilliest lingerie along with dresses and nylons. This stuff's going to make you feel unbelievably sexy and you're going to love it!"
Mark still wasn't certain that he was doing the right thing but he had given up his apartment and Sheila had gotten rid of his clothes so for the time being at least he was going to be Sheila's sister. Where it would all end he had no idea but he knew that with no way out he was going along for the ride.
As promised, the journey began that night. Instead of the shower he had been used to Sheila had him take a long, hot, bubble bath insisting that he spend time just soaking and relaxing. Mark slid into the silky water and immediately realized that he had been missing an absolute treat! The water was just warm enough, the bath oil gave it a very flowery scent, and everything seemed well with the world! Mark vowed that he'd be taking nothing but bubble baths in the future!
After his bath mark dusted himself off with a powder scented with perfume then pulled on a pair of frilly nylon panties before pulling a short, pink, silky nightgown over his head. The panties were as Sheila had promised very sexy, meant to rest on the hips instead of the waist they were nylon in the back but sheer pink lace in the front and on the sides. The lace band at the hem of his nightgown was several inches above his knee and the lace trimmed vee at the bodice was cut low enough to show the cleavage he didn't have. All in all a very pretty, sexy item designed to make the woman wearing feel sexy and desirable. Tonight Mark was to be that sexy, desirable woman!
Sheila whistled appreciatively as Mark walked into the room.
"Well, how do you feel?"
Placing one hand on his hip and the other behind his head Mark struck a seductive pose.
"Sexy, very sexy!" He laughed. "That bath was a fantastic experience, I loved it!"
"Good, I want you to enjoy feeling soft, pretty, and pampered! You'll feel more feminine and it'll be easier for you to think of yourself as a woman."
Mark went to bed that night feeling stranger than ever before in his life, the combination of the nightgown and panties excited yet scared him. He loved the soft, lightweight, feel of the panties and the silky nightgown was driving him nuts. Looking like a woman was one thing but now he was experiencing the feelings that Sheila had said would make him think of himself as a woman and he loved it!
Sheila returned to work the next morning and was gone when Mark woke up. He spent the morning puttering around the house enjoying the way it felt as his nightgown rubbed his bare legs. After having breakfast and cleaning up Mark thought it would be best for him to keep working on looking like a woman. After all, he thought, I only have two more weeks to become one of the girls at Donna's company.
Mark went back to his room and began to carefully look through his closet. Sheila had provided him with a number of outfits that she no longer cared for and some that she had said they could share. Mark decided to try on a pink blouse with a white skirt. After removing his nightgown he selected a white bra and some pantyhose from his drawer. He fastened it in front as Sheila had taught him then turned it around, put his arms through the straps and placed some pantyhose in the cups. Next came a pair of tan pantyhose for his legs and a white half slip.
Mark pulled on the skirt, buttoned , then tucked in the blouse before zipping the skirt up. He checked the mirror to make certain that his slip wasn't showing beneath his skirt then sat down to work on his makeup and hair.
The hair part was easy since he had spent another night in curlers and merely had to brush it out. Mark spent several long hours however working to get the makeup just right. First the foundation was too heavy, then too much blush, the wrong shade of lipstick for his complexion, until after half a box of tissue and a large portion of makeup removing cream Mark was satisfied.
He still thought there was room for improvement but the woman in the mirror looked no worse than many women he had seen. Back to the closet once again for shoes and Mary Ann was complete.
Mark stood in front of the full length mirror in his room and turned slowly from side to side looking for any imperfections in his outfit or makeup that might give him away as a guy. He satisfied himself that he certainly looked like a woman but there was still something missing. Finally he realized what it was,. he had no jewelry on!
He looked all through his new clothes and makeup but there was no jewelry to be found anywhere so he decided to raid Sheila's jewelry chest.
There Mark found a pretty gold locket and a gold chain he could wear as a bracelet. These things seemed to go well with his outfit and looked very nice with his complexion. His only disappointment was finding that Sheila had nothing but earrings for pierced ears. Mark had found several pairs of earrings that he thought would compliment his outfit but they were no use without pierced ears. Mark decided to talk to Sheila when she got home about having his ears pierced. It seemed like a major step, altering his body, but perhaps it was a necessary one.
Sheila was happy to see how well Mark had handled his first day alone. She noted that he had done an excellent job of putting an outfit together and accessorizing it.
"You look really cute Mary," She said as she looked him over. "No problems getting dressed I hope?"
Mark put a hand on his hip and stuck his lower lip into a pout.
"Do you realize that I don't have any jewelry? How am I supposed to look pretty if I don't have any nice accessories to wear with my outfit? Honestly, what's a girl to do!"
Sheila laughed so hard that tears came to her eyes! "Oh you poor dear!" She laughed. "Can you ever forgive me?"
"I'll try," Pouted Mark. "But it's not going to be easy!"
"Well I see you found my jewelry case soon enough."
"That brings up another, more serious problem sister dear."
Sheila noticed that Mark wasn't laughing any more and began to worry, imagining the worst had happened.
"You haven't changed your mind, have you?"
"No Sheila," He sighed. "I wouldn't be dressed like this if I had would I now?"
"No I don't suppose so, but then what else could be so serious?"
"My ears, Sheila, my ears!"
"Excuse me?" Sheila asked quite bewildered. "What's wrong with your ears?"
"They're not pierced!" Mark replied as if it were such an obvious thing. "All of your earrings are for pierced ears."
"That's easy enough to fix, get yours pierced!"
"But that's so permanent! I'm not sure I'm ready for anything permanent!" Mark wailed.
"Oh for heavens sake Mary Ann, were not talking about having sex change surgery! It's just two tiny little holes to let you wear pretty earrings!"
Mark shrugged his shoulders.
"You're right as usual, but I'm still not sure I want something that drastic."
Sheila thought for a moment.
"Tell you what, why not compare before you decide?"
"Compare what? Not having pierced ears to having them? Kind of hard to do isn't it?"
"No dummy!" Sheila was reaching the end of her patience. "Compare earrings. Go to the mall and look at both kinds. I think you'll find a better selection in the pierced kind."
"Okay, when can we go?" Mark asked.
Sheila's wicked grin returned. Mark knew he was about to be wrapped up like a Christmas present but could only wait for it to come.
"Not we, little sister. You can take a trip there tomorrow while I'm at work!"
Mark motioned to his skirt, stockings, and blouse.
"You mean alone in public, dressed like this!"
"That's right Mary Ann dear, you alone, dressed like that of course!"
"I don't know Sheila, it was one thing to go out with you for support but alone?"
Sheila held his hand and took him to the mirror.
"You're a pretty lady now Mark." She said softly. "People will take one look at you and think you're an attractive woman. Remember those guys in the park?"
Sheila saw the smile creep to her brothers pretty face. She suspected that he had enjoyed the attention from the men they passed and now she was sure!
"I guess if I have to." Mark said trying to keep from letting his excitement show.
"Take your time, try on a few outfits while you're there! Have fun!"
It was all Mark could do to keep from smiling but t it was too late. Sheila knew that for whatever reason her little brother enjoyed being a good looking woman!
Mark made dinner while Sheila changed into a jogging suit. It seemed a bit funny to her, she couldn't wait to get out of her suit, stockings, and heels while her brother was happily fixing dinner in a skirt and blouse!
That night Sheila noticed that Mark took a little extra care with his curlers and spent a long time in his closet choosing an outfit to wear to the mall. Safe in her room she found herself giggling over the change in her brother. He had gone from a guy who cared little for his personal appearance to a pretty, confident, and quite feminine young woman! She wondered what her parents would think of their little boy now!
The next morning Mark's alarm went off not long after Sheila left for work. Mark had planned on rising early but didn't want Sheila to see how excited he was. After checking to make sure she was gone Mark began to prepare for his first solo outing as Mary Ann.
Mark slipped of his nightgown after washing his face and brushing his teeth. He then put on what he felt was an especially pretty bra that he had picked out the night before. White satin with lace cups it seemed to call out to Mark as he planned his outfit. Mark had looked around to make sure his sister wasn't watching then placed the bra under a pile of other clothes. Now his hands shook as he placed it against his chest and hooked it.
He fastened a lacy white garter belt around his waist, then carefully rolled a pair of white nylons up his legs then fastened them to the garters. He felt so much different as he stepped into the half slip he had worn the day before. Next came a blue pull on top with short sleeves, a blue cotton skirt done in an Aztec pattern with a thin brown belt. The skirt buttoned down the front and could be left somewhat unbuttoned to make walking easier. Feeling especially daring Mark reached down and undid two of the bottom most buttons which allowed a little more leg to show as he walked. Mark carefully brushed out his hair, then meticulously applied makeup. As a finishing touch he added the gold necklace and bracelet. As he stepped into the white flats Mark decided to add just one more thing. On his dresser were several bottles of perfume from Sheila. A quick sniff to decide on which to wear before Mark sprayed some on his neck, legs and arms. One last dab of perfume on his chest and Mary Ann was complete. Mark picked up his purse, checked to see that the money from his bank account was there then set off for the bus to the mall.
Mark was relieved that he was the only one at the bus stop but his relief was short lived when the bus finally arrived, it was packed with people! Standing there hoping no one was looking closely at him he store glances at some of the other women trying to observe details on how they dressed and acted in order to pass better. One thing he noticed that he hadn't thought of before was that the women always set their purses on their laps even if there was room beside them. After a few minutes observation he decided that it was not just to keep their purses from being stolen but also to prevent prying eyes from looking up their dresses.
Lost in thought he hadn't noticed the passenger nearest him get up and leave the bus. He was startled when a man his age tapped him and asked if he'd like to sit down. Mark was grateful for the offer even though the seat happened to be half of a bench seat where the man was sitting. The smile on the man's face told Mark that it was not just a chivalrous gesture, the guy clearly wanted Mark's company. Not wanting to appear rude, Mark smiled as his benefactor slid over to make room then smoothed his skirt , sat down and placed his purse on his lap.
Mark tried to resume his study of the other women but found it tough to concentrate since his seat partner was stealing furtive glances at his legs. This was something very different from the walk in the park with Sheila and Mark was at a loss to handle it. He had done it many a time to other women but suddenly things were different, this time they were his nylon covered legs that were being admired and he was enjoying it as much as he had when he did the looking!
Mark thought about the situation for a few moments. It wasn't as if he were being insulted or in any type of danger. The guy was in a way paying him a compliment. Mark had worked hard to look nice so why be upset when someone seemed to appreciate his efforts? Slowly Mark inched his purse further into his lap and off his knees exposing a little more leg. The slight shifting from his seatmate told Mark that his efforts had not been in vain. The guy was maneuvering to get a better look at his legs!
Mark seemed to feel more relaxed and soon found himself looking around at the other women on the bus and wondering if any of them might also be men. As far as he could tell none were but then again no one seemed to think he was a guy either.
At the mall Mark carefully alighted from the bus. In the past he may have quickly scrambled down the first two steps and then jumped clear of the last but that kind of behavior would have been totally out of line for a young woman so Mark took small, ladylike steps feeling the gentle tug of his garters as he descended the steps.
As he walked through the mall he took a few minutes to stop here and there to window shop as he'd seen other women do. Stopping in front of one store he took notice of several very sexy gowns being displayed and wondered what it might be like to wear one. Remembering Sheila's advice to spend some time shopping he smiled and went into the store. When approached by a sales clerk he politely asked about the window display and was shown to a rack of gowns.
Mark took his time looking through the selection, he was in no hurry and Sheila had told him that women never make snap decisions about clothing. Finally he selected a red sequined gown with a plunging neckline and a white one with sheer sleeves and pearls sewn across the neckline. Taking his selections to a dressing area he found an unoccupied stall and began to change.
The neckline on the red one proved to be far too low cut for his build but the white one not only fit like a glove it brought an immediate smile to his face. He looked so good in the dress that he found himself wishing he owned it. He knew he'd never be able to wear such a beautiful dress to work and that he had no where else to wear it but he wanted that dress!
Unfortunately the price of the dress was far too high for something to wear around the apartment so Mark sadly slipped it off and placed it back on the rack. Leaving the store he found it hard to understand the excitement that women got from window shopping. Why fall in love with something you couldn't afford to buy? This whole female thing was becoming very confusing he thought to himself.
Mark continued window shopping throughout the mall occasionally stopping to take a closer look at an item or two. He made a mental note of several outfits he thought were nice, after all he couldn't keep sharing Sheila's things, sooner or later he'd need some outfits of his own.
After stopping at several stores Mark found that his sister was right about earrings. If he wanted any real selection he'd need to have pierced ears. Finally at his last stop he asked what would happen if he decided he no longer liked having pierced ears. The lady at the counter was very helpful, explaining that over a period of time the holes would close up again unless he wore earrings so Mark finally decided to have it done.
The sense of excitement building in him over making such a decidedly feminine change was temporarily displaced by the slight pain of the piercing. Moments later Mark was thrilled as he admired the pretty little gold globes inserted in his ears.
Before leaving Mark picked out several more pairs of earrings that caught his eye. He made certain to choose colors which he could wear with several different outfits along with a few dangling, hoop styles that he thought were especially pretty. As he left the store he found himself in a much more upbeat mood and couldn't wait to show Sheila his new earrings.
Later at the apartment Mark remembered the shoe stores he had passed in the mall and the wide variety of women's shoes. Looking through the closet Mark found that Sheila had provided him with several pairs of high heeled shoes. Having seen so many women wearing them Mark decided that he'd need to learn how to walk and balance in them too so he slipped out of his flats and stepped into a pair of peach colored shoes with a three inch heel.
Mark spent the rest of the day doing housework, making dinner, and relaxing in the heels much to his sister's delight. Sheila squealed happily when Mark raised his skirt high enough to show his garters.
"Don't they make you feel delightfully sexy?" She giggled. "There's nothing like putting on nylons to make you feel sensuous and alive!"
"And feminine!" Mark giggled. "I couldn't believe how sexy and feminine I felt today!" Mark and Sheila carried on laughing and giggling like two little girls sharing a special secret. Sheila told Mark all about how she loved to wear nylons instead of pantyhose for special dates and Mark told her all about the guy checking out his legs on the bus! By the end of the evening it was all Mark could do to take off his nylons, if he could have he would've worn them under his nightgown to sleep in!
The next few weeks were spent with Mark perfecting his feminine image. He wore nothing but dresses, nylons, and heels around the house and Sheila took to calling him "Donna Reed" for it. At night he wore the sheerest, frilliest nightgowns that he could find, occasionally buying a few for himself. After finishing the housework he would often hop a bus to the mall and spend the day window shopping or visit with his mom while his dad was at work. Sometimes the entire family would go out to dinner together with both parents beaming with pride over their lovely daughters.
Mark would often spend time sitting and talking with his mother. During these talks he confided in her about wearing garters, nylons, and frilly lingerie sometimes showing her a particular piece of lingerie, or a dress that he especially liked. His mother never criticized him or made him feel odd for enjoying those items, she just smiled and said she understood.
The month passed quickly enough and it was soon time for Mary Ann Kodell to start her new job and possibly her new life!
It was Monday, Mark's or rather Mary Ann's first day on the job and butterflies were filling his stomach. He'd been Mary Ann for a month now and yet there was something scary about holding a job while pretending to be a woman.
He got up extra early that morning to make sure he had enough time to get everything just right. He had spent more than an hour the night before going through his sister's closets searching for just the right outfit so that wouldn't be a problem but still there was makeup be put on and hair to be curled.
He stumbled groggily into his bathroom, removed his nightgown and panties then stepped into hot spray of the shower. He quickly ran a razor over his legs and underarms even though he had just shaved the night before. Actually he had shaved every night for the last two weeks but he didn't want any stray hairs to ruin his look! After the shower Mark slipped his nightgown back on and went to set his hair and dress.
He was grateful for a little present his parents had bought for him, a set of hot rollers. Now he didn't have to sleep in curlers or worry that in the morning his hair would look the way he hoped. Having plugged them in before he showered Mark carefully took them out and rolled his hair the way he had practiced. His hair wasn't very long but thanks to several tips from Women's magazines he'd read he was able to style it into a very becoming look for a young professional woman.
After getting his curlers in Mark began to put on the lingerie he'd set out the previous night. He pulled on a pair of light pink panties the front of which were nothing but an elastic lace in a floral pattern. He had to buy them two sizes smaller than his other panties to prevent unsightly sagging in the front. They were a little tight in the hips and backside but after tucking his genitals in they provided perfect support in the front where he needed it most. His bra was the same shade as his panties and after fastening it he added another gift from his mother, a set of realistic looking breast forms. She said that stuffing his bras with nylons just wouldn't do for a professional look so she ordered a set of breast forms for women who had mastectomies. With the forms cradled in his bra Mark sported a near perfect 34C bust line any woman would be proud of! The weight in his bra also helped him to hold the posture of a woman without trying.
Sitting on his bed he carefully pulled on a pair of Ivory colored pantyhose followed by a girdle which was designed to accentuate his backside. Mark stepped to the mirror and giggled happily noting that the young woman in the mirror had quite a nice set of boobs and buns! The cut of his dresses and suits would work with the girdle and breast forms to complete the look of a shapely young woman.
He slipped on a white silk camisole then a silky white shell top before stepping into the wine colored skirt he'd decided upon. Carefully tucking in his top Mark zipped the skirt, fastened it's single button then gently spun it around until the zipper was in the back. Another female mystery thought Mark, why not just put the zipper in the front and save all that hassle! He felt a little odd not wearing a slip under the skirt but Sheila assured him that with a lined skirt like the one he was wearing a slip just wasn't needed.
Sitting on a chair in front of his vanity Mark laid out the foundation, blush, eye shadow, mascara, and lipstick that would complete his transformation to a woman. This certainly explains why it takes women so long to dress he thought as he carefully outlined his lips with a lip pencil before filling in with lipstick. It often took more than half an hour just to do his makeup for a casual look, his practice sessions for work ran well over an hour! Once again his attention to detail paid off for once he completed his make-up it was flawless! Sheila had even asked him to give her pointers from time to time!
His makeup complete Mark removed his curlers and brushed out the tight curls until his now wavy hair feathered back from his pretty face and curled under just at the collar of his blouse.
Adding a pair of ruby earrings and necklace which matched his nail polish completed the look of a well put together woman. Mark steeped into a pair of red pumps, removed his jacket from it's hanger and went to wait for Sheila to finish dressing.
"It took you long enough!" Sheila sighed as Mark entered the room. "Honestly Mary Ann, you take longer to get ready than any woman I've ever known!"
Mark smiled, held his jacket at arms length and did a slow turn.
"Yes but I look better than most women do!" He laughed.
Sheila wasn't about to argue with him. Indeed in just one short month her geeky looking little brother had turned into one of the most attractive women she'd ever seen! No one would ever imagine that this picture of feminine charm and beauty was actually a guy. Mark had practiced his walk, speech, and mannerisms as much as he had his beauty skills and the result was astounding. He looked, sounded, and acted as feminine as she did! After the second week Sheila had begun to refer to him more and more as Mary Ann and by the end of the third week she referred to Mark only in the third person.
Sheila was slightly bothered by her brothers rapid development into a woman, occasionally wondering what was to become of the brother she once knew. She loved him just the same as she always had but still had a nagging doubt that she had done the right thing. Of course she never suspected he'd go for the idea of pretending to be a woman for a job and certainly had never dreamed that he'd immerse himself as completely as he had! Then there were their parents. At first they were a little awkward having their son wearing women's clothes but they too seemed to have made a remarkable adjustment! Her mother and Mark became closer than ever, they shopped together often and Mark would stop by just to sit and talk, something he never did before.
Mark had been close to his dad before but had become even closer as Mary Ann. Whenever they visited their dad would often compliment him on a new outfit or the way he had done his hair. Mark would give his dad a hug and kiss on the cheek when they arrived and would often snuggle up next to him as they sat together watching television. During one of their now frequent outings with their parents Mark and his dad had actually danced together!
Sheila thought it a strange sight to see her brother in a dress, stockings, and heels lean his pretty head against their father's chest while dancing. Her dad acted the part of a gentleman asking a lady for a dance pulling back Mark's chair then escorting him to the dance floor. Mark of course responded by taking his father's hand and allowing himself to be led about the dance floor. Often when the dance was over Mark would thank his father with a peck on the cheek before something out his skirt and taking the chair his father held for him.
Sheila once commented on the strange behavior to her mother who just smiled and said that they looked so sweet together! If her parents could handle their son turning into a lady why should it bother her. After all she was the one who taught him how to dress and act like a woman, she just never imagined he'd be so very good at it!
"Well?" Mark asked impatiently.
"Well what?" Sheila replied as she returned from her thoughts.
"Well, do I look nice or what?"
"You look great Mary." Sheila replied. "I couldn't have done better myself!"
Mark's face lit up with a big smile!
"Thanks! I had to get up extra early today to make sure I looked just right. I'm glad you like the way I look!"
Amazing, Sheila thought to herself. He reacted just like any woman would when complimented on her looks. She was amazed at how calmly her brother was acting. It was as if he went to work in a skirt everyday! Well, she thought, he will now!
When they pulled into the parking lot however Mark's calm exterior began to show signs of cracking. He sat in the car unmoving until Sheila came around to his side.
"What's wrong Mary Ann?" She asked helpfully. "Forget something?"
"Yeah!" Mark shot back. "My brains! I must be nuts getting a job where I have to dress like a woman. What was I thinking?"
"Probably about bills you couldn't afford to pay and possibly where your next meal was coming from!"
"I suppose you're right." Mark replied quietly. "But this is insane, I can't make people believe I'm a woman day after day!"
"Why not?" Sheila replied. "You've been doing it for a month now. You've managed to convince everyone at the apartment building, the supermarket, the mall, and the restaurants mom and dad took us too. Just relax and remember, it's a good job!"
Mark seemed to calm down considerably after that. He got out of the car and started towards the office building and his new job. Sheila noticed that several men from the building were looking at them as they approached the building. Actually she noticed them looking at Mark! She didn't say anything to him to avoid spooking him any further. After all, it was his choice to accept the job as a woman so he'd just have to get used to dealing with things as a woman and men came with the territory. She suppressed a smile thinking about ho her pretty little brother would react when a man first asks him for a date!
In the building Sheila ran into several women she worked with at the elevator and introduced Mark to everyone. The women were very friendly and offered to show him around the office after his meeting with Janice, the owner of the company. Once the elevator doors closed there was no way out for Mark so he began talking to the women hoping things would work out. By the time they reached the office Mark felt relaxed and confident that everything would be fine and followed Sheila to Janice's office.
"Mark, you're gorgeous!" Janice exclaimed. "I can't get over how pretty you look!"
"Thanks," Mark giggled. "But I have Sheila to thank for the woman I am today!"
"You're going to fit right in," Janice said as she led him to his new desk. "Have you had a chance to meet any of the other women yet?"
Mark explained meeting several women on the elevator as he followed Janice from one department to another meeting the people he'd be working with. The women greeted him warmly and made him feel welcome but several of the men seemed anxious to make him even more welcome. Mark suddenly felt as if he were standing there in just his bra and panties from the way the men were looking at him.
"Calm down, guys!" Janice laughed. "This is Sheila's little sister and the woman who's going to be getting you organized. She's not some brainless bimbo for your pleasures!"
The men all laughed but mark could see that they weren't completely convinced. It was an odd feeling, he felt very much like a woman but yet he knew just what those men were thinking! I'll show them he thought, I'll teach them that a woman can be good looking and smart! He almost laughed when he realized what he had been thinking. What a shock it would be for those guys to find that another man had taught them to see more than a woman's looks!
Mark's first day on the job passed quickly as he threw himself into the task of getting the sales force organized. He became so involved in his work that soon he forgot all about his fears of being detected. All of the time he had spent learning how to dress, walk, and talk had paid off. He was able to move about the office and deal with others confident that he was accepted as a woman by all he met.
After several days on the job Mark found himself happier than he'd ever been before. He couldn't believe that someone would actually pay him to do what he enjoyed most, bringing order to chaos! Of course he had to pretend to be a woman but as time went on he found it to be a smaller and smaller price to pay for job he had.
Sheila kept close tabs on Mark for the first few weeks but soon found that Mark would be just fine on his own. He had made friends with several of the women in the office and they often ate lunch and shopped together. By the end of the first month he had made plans to stop off at a local bar with some of the women after work. When he mentioned it to his sister one evening after work however she almost died!
"Remember your first day when you said you must have forgotten your brain? She shouted. "You were right! You can't go out with a bunch of women, especially not to a bar!"
"And why not?" Mark asked , his hands resting on his hips. "It's just a couple of us girls stopping for a drink and some gossip. What's the harm in that?"
"What do you plan to do if a guy comes on to you?" Sheila asked sarcastically. "Will you go home with him or aren't you that kind of girl?"
"I'm not about to go anywhere with any guy Sheila! I told you it's just a bunch of girls from the office, that's all!"
Sheila could see that there was no point in arguing with him. He had been accepted as one of he girls and he loved it!
"Do what you please Mary, you're a big girl now. Just be careful please?"
Mark kissed his sister on the cheek.
"Don't worry Sheila, I'm not about to go home with the first guy that asks me!"
The matter ended Mark went to his room and changed into a short denim skirt, a sleeveless top, ankle socks and sneakers. He stuffed a few dollars into one of his socks in case of an emergency then set of for his daily jogging in the park.
Sheila had begun to notice some slight changes in her brother but though it best not to say anything. Yet she found herself bothered by what appeared to be a gradual shifting of her brother's personality towards that of a woman. Before he started working he worked hard at being a woman but never forgot that it was just an act. Now he no longer seemed to have to work at it, gone were the questions about makeup and coordinating outfits. Fashion magazines addressed to Mary Ann Kodell began arriving at the apartment along with romantic novels that Mark bought from time to time.
Sheila promised Mark that he could use his first two months pay to build a wardrobe of his own and Mark had developed an extensive wardrobe of beautiful clothes in that time. He had given Sheila back the clothes she had originally lent him after going on a buying spree for himself.
Sheila had to admit that her brother had great taste in women's fashions and was thrilled that Mark allowed he to wear anything of his she wanted. It was never an easy choice either since Mark must have had about thirty different suits, dresses, skirt, and jackets along with shoes and purses to match! If she happened to need lingerie she knew that Mark had some of the prettiest lingerie sold in any stores. No doubt about it her little brother had spared no expense on his wardrobe.
Sheila thought that perhaps she should say something to Mark about how feminine he'd become but wasn't that the object of the game, to make him look, think, and feel like a woman? Besides, between the two of them they had a wardrobe most women would kill for!
Mark came back from jogging after an hour or so and went straight to his room where he quickly undressed and prepared for a bath. Mark generally showered every morning but once or twice a week he treated himself to a long, hot, bubble bath complete with scented bath oil. Tomorrow evening he was going to the bar with the other women from work and tonight he wanted to pamper himself. He laid back in the tub of hot water an stared at his painted toenails. It had taken him several days to master the art of applying polish to his toenails but now he felt the time had been well spent. Just as soon as the weather got warm enough he planned on wearing some of the open toed heels to work with some of his summer outfits. He couldn't wait to be able to wear one outfit. It had a lime green pleated skirt, with a tunic style top that ended at his hips. He fell in love with the outfit from the instant he spotted it at the store and had even bought himself a full slip in the same color to wear under it. He had a pare of jade green earrings and a ring that would set the outfit off perfectly along with a pearl necklace.
After relaxing for some time Mark set about making sure his legs and underarms were as smooth as could be. He jogged every night along with other exercises and he surely didn't want to have any hairs detract from the great looking legs he'd developed! He'd noticed a number of men staring at him as he walked in the office and shopped and at first it bothered him. After a month or so of work though he began to like having men look at him. It was like the guy on the bus a long time back, he had worked hard to look pretty and the guys were just saying thanks!
Two months ago he would have been highly offended if anyone had told him that he'd enjoy having other men look at him. Now though they weren't other men but just men. He had to be a woman so he figured he'd enjoy himself and become a woman men liked looking at!
After his shower Mark went to his closet and picked out an outfit he had selected to wear that day. He set out a pair of cream colored slacks, a pale yellow shell top, and a pair of bone colored pumps to match his slacks. Next came some lingerie. He chose a pair of white nylon panties that wouldn't show under his slacks, a figure flattering panty girdle, white lace cupped bra and a pretty white camisole. He didn't want to hassle with pantyhose and the slacks were too tight for a garter belt and nylons so he pulled on a pair of cream colored petti pants which would act as a sort of slip under his slacks. After the panties, bra, and petti pants he gently eased on a pair of white knee high stockings to prevent snagging them on his now inch long nails.
Satisfied that his bottom half was perfect Mark pulled on the shell and tucked it into his slacks before fastening them and doing his belt. The shell was sheer enough to allow some of the lacy trim on his camisole to show through but that was okay with Mark. In fact he planned on it, it seemed to add a touch of sexiness to his usual proper attire.
Once he was dressed Mark took out his curlers and brushed the curls in his now past the collar hair. He had studied his fashion magazines to find a style that would look nice in the office yet could be brushed out for a less conservative evening style. After fixing his hair and makeup Mark slipped on his heels and went to meet Sheila. As usual she was ready and waiting for him.
"Sheila, I've been thinking about tonight and I could really use some help."
"Help?" asked Sheila curiously. "Help with what?"
"There's liable to be guys around tonight and I have no idea how to handle them." Mark said in a low voice. "What if they want to take me home or something?"
Sheila tried to explain to Mark all that girls learn from dating but she knew that he'd simply have to experience dating as a woman to truly understand. She just hoped she'd helped him enough for when that time came!
Mark couldn't wait to get away from the office with the other women at the end of the day. He made a quick stop to the Ladies room to freshen his makeup and redo his hair. The other women with him thought he looked better with a sexier hairstyle and kept teasing him about "getting lucky" at the bar. Mark took it well even joining in the fun about what he hoped to find in his dream guy but secretly found himself wondering how he'd react to another man's advances. He couldn't very well put up a fuss and deck the guy, it certainly wouldn't be ladylike. He found out early that men would be attracted to him, all he could do was to hope for the best, whatever that might be He was grateful that he had the little talk with Sheila, she always seemed to know how to calm his fears!
It was far too early to go directly to the bar so Mark and the other women stopped off for dinner to kill some time. As they ate they amused themselves by checking out the men at the bar. Mark was surprised to find that women enjoyed looking at men as much as his friends did. He had always assumed that only guys did that sort of thing but now a whole new world was opening up to him. He quickly joined in the fun directing the women towards certain men who appealed to him.
The bar was already busy when Mark and his friends got there, they found a table, ordered some drinks and checked out the guys. It wasn't long before men began to drift their way tin search of a dance partner and before he finished his first drink Mark found himself being asked to dance.
That night at home Mark spent hours sitting up with Sheila telling her about the fun he'd had and how anxious he was to do it again. To her amazement she found herself telling her brother that he should consider accepting some of the requests for dates that he'd had. After all, it wasn't as if he was going to bed with the guys or anything like that, and who knows how long he'd be spending as Mary Ann. Might as well enjoy his new life for now!
Mark took his sister's advice and soon found himself with a busy social calendar. His limited experience dating as a male had nothing to compare to what he was experiencing as a woman.
Men were only to happy to have his companionship at the latest hit movies or whatever else they thought he might enjoy. He was extremely careful to keep things light to keep from having any sexual problems and the men didn't seem to mind. They were happy just to have such an attractive, intelligent woman as their date for an evening.
He found it difficult at first to give his dates goodnight kisses but realized that it was not sexual, just a woman's way of saying thanks to the man. He was somewhat surprised to find that even an occasional kiss during the evening didn't bother him and that there were certain men he wanted to see more than others. He couldn't explain it, he just felt better when he was around these men, they had a way of making him feel special!
Sheila noticed increasing signs of Mark's developing femininity and wondered where it was leading. Her brother had seemed a pretty much normal young guy before but now that seemed light years away. He seemed to have adopted a completely new, feminine personality to fit his new identity. She couldn't be positive but it even seemed as though he looked softer and prettier as time went on.
One weekend Mark invited Sheila along on one of his frequent shopping trips. He had seen some shorts on sale and wanted to pick up a few pairs for summer. The women had a great time looking at all the new summer fashions that were filing the stores and soon mark found several pairs of shorts he wanted to try on for size. Sheila thought that he was looking at the wrong size, she knew that Mark normally wore a size 11 slacks to give him a little more room in the crotch but today he was going to try on some shorts that were only a 9.
Mark walked out of the dressing room a few moments later wearing a pair of cream colored shorts in a green and red floral pattern. The matching top was a midriff style and Mark had tied the ends together just beneath his bra line.
Mark grinned from ear to ear as Sheila gaped at shorts that fit like a glove with absolutely no bulges! As he slowly turned around she noticed that his butt looked exactly the way it did when he wore his girdle but she knew for a fact that he wasn't wearing one that day! Moving upward on his body she was stunned to see that her brother now appeared to have delightfully feminine curves and hips!
"What do you think of your little sister now?" Mark asked with a devilish smile on his face.
"You're gorgeous!" Sheila blurted out. "Gorgeous... but how?"
"In a minute Sheila. But first I want to try on one more thing."
With that
Mark disappeared into the dressing room again leaving a stunned Sheila staring at the curtain. Before she could react though Mark called for her to come into the dressing room with him. She stepped forward, cautiously pushed back the curtain and stepped inside. She turned to pull back the curtain then looked at Mark and gasped. Her brother was standing there wearing a blue one piece woman's bathing suit and looking fabulous in it!
Once again Mark smiled and did a little turn to show of the entire suit. The front of the suit was cut low enough to show off the tops of his breast forms which he'd begun gluing on and the back had straps which crossed just above his well rounded butt! He as holding a sheer, dark blue, cover up over his shoulder with one hand looking like a swim suit model in a popular magazine.
"Like it?"
"It and you're beautiful!" Sheila said in a hushed voice to avoid drawing unwanted attention. "But you know that. What I want to know is how you've managed to make yourself look so much like a woman?"
Pointing to his crotch Mark smiled.
"It's called a Gaff, a very tight panty designed for women like me. It holds everything in place when you can't or don't want to wear a girdle!"
"Amazing!" Sheila replied. "But what about you're breasts, won't they come unglued if you go swimming?"
Mark smiled at Sheila for a moment then undid the top of his bathing suit.
"Not a chance, these are for real!"
Sheila almost fell over when he pulled his bathing suit off. She could barely make out the flesh colored garment he wore to hide his genitals but when she looked at his chest there was no doubt left, her brother now had breasts and a woman's figure!
When the shock finally wore of Mark explained that he had decide not to go back to being a man ever again, he planned on living out the rest of his life as Mary Ann Kodell. Their mother had found a doctor willing to prescribe female hormones which gave him the softer, more feminine appearance Sheila had been noticing. After several months on the hormones he had breast enlargement surgery to complete his new look. He had no plans for surgery to change his sex, he'd rely on the hormones to make him look and feel as much like a woman as possible.
Sheila knew there would be no going back for Mark now, from this time on she'd have to accept the fact that Mark was gone forever replaced by a beautiful woman named Mary Ann that she helped to create. She hadn't thought of him as a male for such a long time so this wasn't going to be that hard to accept.
"Welcome to the family lady!" She said as she wrapped her arms around her new sister. "I can't wait for summer at the beach!"
The End
(c) Copyright by Karen Elizabeth L. 1995