A Sissy and Ginger Story:#22, Brenda's Sexual Adventures Part II (Bisexual,Interracial, Relationships, High School)
Brenda's Sexual Adventures, Part II
by
Larry Marian
Flamingo Beach
Brenda O'Sullivan lay nude on her stomach in a king sized bed of the Baltimore airport Hilton as day broke. In her mouth stood the seven inch hard cock of her boss and darling, Fred Astor."God, Brenda, you are so good. But suck my balls, sweetie.Please."
"Sure, darling.One at a time.I can't get them both in. You know that." She shifted her mouth's target to the closest ball while she started to jack his cock. "Warn me before you cum.No time to wash cum out of my hair before we get to the plane."
"Oh, God yes. You're the best mistress a darling ever had."
She went to switch balls. "I'm the only mistress you've ever had, darling," as she resumed her attention on the other ball.
Fred laughed."True. But I'm close. Save your beautiful hair, get your mouth back on my cock, please. "She did, just in time."Oh, shit.So good.So fucking good," she heard as his still copious cum shot into her waiting mouth. Brenda swallowed and then they kissed, long, hard, and deep. "We're going to have to wait for the Renaissance Island Marriot to make love, Fred.It's getting late. We have a plane to catch"
"We do.Get your shower, then I will.We'll make it fast."
Brenda rolled out of bed to dash to the shower and a quickie before turning it over to Fred.She put on a thong - they were going to a large business meeting, after all, one of the lacy bras, a gift from Fred, a short but full skirt, and a comfortable blouse, suitable for the plane and the 1800 mixer/social.She was dressed and read to go as he was buttoning his shirt.
They got through all the preboarding drill and into their first class seats, with their carry on and Brenda's briefcase above them.Once in the air and headed south on the non-stop flight Brenda said, "Fred, darling, hand me down my brief case please.I want to review my presentation one more time. "
"Sure, dear," Fred said and did as asked.She took her notes and presentation manuscript out and began to read while Fred played video games.An hour went by, refreshments got served and Brenda took out her notebook,her secret sex diary she would not let Fred see.She had now been Fred's mistress for seven months.In those seven months, son James had turned five and daughter Ginger made it to two.Fred had sent presents to both kids and an anniversary present toHarold and Brenda and a secret one to Brenda at six months.In those seven months she had been on three trips, ranging from three full days to a week.In addition, there had been ten away from home, either one or two nights. She had slept with Fred on all three long trips and three of the short ones. Billy had been with her on two.Twice she'd met a guy from another company and once a fellow worker at their company.Two trips were solo for her.In total over those seven months she'd had some form of sex with five different men, three of them new, for a total of 50 times getting laid, 16 blow jobs, and 12 times getting her pussy eaten.That didn't count her sex with Harold.She smiled.
Fred got up to use the rest room and she followed him, Fred going first. When she got in and peed, she removed her thong, putting it in her purse.She returned to her seat and asked the cabin attendant for a blanket, citing a bit of chill in the cabin.She got it promptly and arranged it over her lap.
Fred slid his hand under the blanket. She did too, taking his hand to slide it up her skirt as she spread her knees.She smiled as his hand played with her snatch.This went on for some ten minutes as they whispered to each other.
A new round of snacks arrived and after that, Brenda returned to the rest room to don her thong again.Soon Aruba came into view and they landed to gothrough Aruban customs.
Through customs and carrying their small amount of luggage Fred and Brenda walked out to hail a taxi to the ferry to Renaissance Island."Where are we?This looks like a desert," Brenda said."And lizards all over the place."
"It is a desert. It also has the most modern water distillation plant in the world. The lizards are iguana and they are all over.Now, we grab the cab, and go to our room at the Marriott.We should have three hours on our own before getting ready for the introduction, then the meet and greet, or cocktail hour and informal dinner.There's an enormous grocery store across from the hotel. We can walk across the street, get some wine and snacks, then get back to our room,get in the Jacuzzi for awhile with our own wine and then get on the bed.
"As your vice president and not your darling, I'd like you especially to get a good night's sleep.You have one hell of a presentation to make tomorrow.I know you will do well, but I want the best going for you."
"Thank you darling. Your support for this report is important to me.Now,let's get to the hotel. I've never made love outside the US of A."
"I'm glad to be of service. "
Their room was not quite a suite, but with a balcony overlookingthe ocean and the beach below them, the two person Jacuzzi, the separate bedroom, and better than average dorm fridge, Brenda nodded her approval.
With more than two hours before the official start, both stripped off their outer clothes, then while one sat on the sofa the other went to the bedroom and called their respective spouse to check in.Brenda got the important message of the day from Ginger. "Mommy I pooped in potty by myself.I cleaned.I big girlnow. "Brenda agreed, hiding her laughter.
But they met in the bedroom, falling on it together, together stripping, together joining together in love.While it was not the most lavish love making either had ever known, both knew there would be a better session later that night.
They took a quick shower, the stall being big enough for both, then toweled each other off, then dressed for the evening opening.The two of them learned early on, Fred being an experienced instructor, to play the role of two professionals attending a professional event where the spouse was not really welcomed.So they entered, not as lovers or mistress and darling, but two professionals in a professional setting, one a v-p, the other giving her first professional presentation to other professionals.
As they entered the large room with three bar stations, three hors d'oeuvres tables, and plenty of tables for groups to gather, both standing and seated."Chardonnay, Ms. O'Sullivan?" Fred asked with a wink.
"Would you?Thanks. I've heard you are partial to Pinot Noir."
"So I am.Let me get us a glass of each."They smiled at each other, then Brenda turned to survey the crowd.Her eyes fixed on an early thirties man hurrying towards her,Jimmy Jameson, one of the two from another company that she had slept with some five months ago.
"Brenda.So nice to see you."
"Hi, Jimmy.I'm here with my boss.I'm giving the second presentation tomorrowmorning.Be glad to introduce you to Mr. Astor,but I think he wants me to duck out early and do the presentation for him one last time.I understand the existence of the entire galaxy depends on me doing well."They both laughed at that.
"Maybe another time?"
"If the timing is correct.Probably see you tomorrow, Jimmy."
"I'm sure."He turned and left with Brenda sure Jimmy's pussy radar searched far and near.Fred came up with the two glasses, which they clinked.
"You just chased away a shark?" Fred smiled.
"I told him the net couldn't hold him this time. He got the hint. "
"Good. The intro is going to be in some fifteen minutes.It's not going to last ten.There are already take out boxes on the tables.We listen, we learn, we graze then go back to our room.We eat, we drink, we get in the tub, we dry off, we make love.We go to sleep. The next morning I listen to the comments onMs. Brenda O'Sullivan's initial presentation,Then we vanish.
"Sound okay?"
"Sounds wonderful.Unless I fuck up."
"You won't dear.You won't."
So it happened.The two listened to the introduction and Brenda stood up as one of the presenters, then they grabbed food and headed for the elevator and their food and wine.They stripped then sat on the couch to nibble - rather heartily of what they had collected.
The Jacuzzi followed.Most of the food gone, they still had the Pinot Noir as the bubbles relaxed them. It was still, a bit after ten when Darling strongly suggested that a heavy cuddle would be a good way to end the day.
All the lights other than the bedroom got extinguished, thealarm got set three ways, then the two joined themselvesin both passion and what they knewwas some form of love.
They slept together in each other's bare arms, Brenda waking first to forget the nude darling beside her as she got out of bed to get ready. There was no thought of making lovenow - hopefully after her presentation.
She gently shook him awake,which brought him to instant awareness.They quickly showered , Brenda first, then Fred. They dressed, Brenda in a business suit suitable for the tropics, and Fred one stop lower.
They had breakfast at a detached restaurant, but the room key paid for the breakfast. Then on to where the conference took place.
Brenda took her place on the stage, second to speak.
Then it was her turn as she rose while the actual company president did the honors.
Her presentation lasted thirty five minutes, with ten for questions.The questions lasted another ten, all seeking to expand what Brenda discussed. Finally she was left to join the others with more applause.She happened to have Billy next to her, Fred being on the stage.
"Damn. You knocked them dead," he said.
"Thanks," she said and kissed him. "Whoops."
"Yeah. I don't think darling saw that.Slip out. Go join Fred. You're good, girl."
Later that early afternoon , she lay on a bamboo mat on the area of Flamingo Beach that allowed topless bathing.Fred was off buying a couple of glasses of wine when she saw a shadow fall over her."Ms. O'Sullivan?" she heard a resonate voice ask.Without thinking, she turned over to see, not Fred, but the president, Fred's boss looking at her bare boobs.
She gulped."Yes, sir," she responded, refusing to cover her nipples.They were what they were.
"Mighty fine presentation, Ms. O'Sullivan.May I call you Brenda? For right now, I'm Teddy."
"Okay.. Teddy.Thank you."
"I don't want to insult, but how much of that presentation was yours?"
"No insult.That started as part of my MBa thesis. I just added to it from what I've learned in the time I've been here."She smiled."Fred says I'm excellent at two things."
"What are they?"
"Designing and giving presentations is one. " She smiled again."Giving blow jobs is the other."
The company's president smiled back."I think Fred returns." He held up his hand."Live long and prosper."
She smiled in return."I hope I can say, I hope we will."
The Jackson Twins
Two months later and two week end meetings later, one with Fred and one with Billy, Brenda was in the Hilton bar alone, sipping her first glass of Chardonnay.Two handsome men in their late thirties came along side her."We see you have a vacant seat on either side of you.May we join you?"She looked from one to the other.
"Are you identical twins?" Brenda asked.
"Yes.Arnie and Clarence Jackson.We're in the Finance Department of ABC Mutual.You're Brenda O'Sullivan, also in finance."
"That's me.Pleased to meet you."
"That presentation you made in Aruba - sorry we missed it, but we've heard lots of talk about it.Sounds like you're on the way up," one said.
"So where's Fred Astor?"
"Mr. Astor?He's letting me try to fly on my own this trip.I'm by myself."
"That's a shame.As intelligent and attractive as you are there should be a dozen men around you."
"Uh.Maybe you two need larger name tags.I have no idea who is Arnie and who is Clarence."
"Okay, I'm Clarence on your left."
"I'm Arnie on your right."
"Thanks, Clarence on my left and Arnie on my right."She smiled."Now I just bet that you two managed to chase those dozen men away and now you are attempting to pick me up."She put a hand on each knee."Now, what would you two like for a drink?The mixer isn't for an hour and a half."
"Well, we have some drinkables in our room.We share one with two queens."
"Well.I have some wine and a king in my room."She raised her glass, then finished the little bit left. Arnie andBart looked at each other.
Arnie on the right put his hand on her knee.He smiled."What do you say to an Arnie, Brenda, and Clarence sandwich?Maybe light on the dressing."
"This is a two night affair.We can go see what happens.But I need to warn you.I have a 10mm Colt in my purse. Let me lead you to my room."With that she took Arnie and Clarence by the hand to lead them to the elevator and then up to her room with a kingsize bed.Once inside and the door locked, they stood beside her facing her, looking very friendly. She turned to face one."Arnie?"
"Clarence," he said as he puthis arms around her to draw her into a kiss.It was not a chaste, friendly one, but a passionate one causing a duel to occur at once Arnie stepped behind her to cup her breasts and nibble her ear.She broke the kiss.
"Guys, I need to hit the bathroom for a minute.Why don't you to get comfortable and Ill be right out."
"Sure, Brenda," Clarence said as he loosened his tie.
In the bathroom Brenda pulled her notebook out - Jackson twins - "friendly, mildly aggressive, love double penetration, any form, blow jobs.Safe."With that Brenda shed her shoes, top, and slacks, leaving her with her red thong and a white mesh bra clearly showing her nipples."Let the games begin," she said to herself as she put away the notebook and placed her purse on the counter.She opened the door to see the Jackson brothers wearing only underpants, one a pair of jockies and the other boxers.
The one wearing the jockies said, "I'm Clarence."
"I'm Arnie, said the boxers.
"I'm Brenda.I have on a bra.And you two have hard ons."
Again the brothers sandwichedBrenda in between them, this time with Arnie in front and Clarence behind.Arnie and Brenda kissed.Clarence briefly cupped Brenda's breasts, then unhooked and slipped offher bra to cup her bare breasts.Brenda broke the kiss then slid down to her knees, dragging down Arnie's boxers, exposing his rigid six inch long and thick cock."Oh, that's nice," she said.
"We've heard you like to suck cock," Arnie said.
"And I'm good at it," she said as she licked the tip.Then she slowly took the hard cock into her mouth, her tongue working its magic as she began to bob.
"Oh, that is nice," Arnie moaned.Clarence began to play with her nipples.Brenda flashed a `thumbs up as she bobbed back and forth."God.When did you start giving head?" Arnie asked.Brenda held up one finger, then four. "Fourteen?" Brenda nodded. She began to bob faster.Arnie started to gently face fuck her.
"We going to switch?" Clarence asked.
"After I cum.You have to enjoy the whole thing. She's fantastic!Sweetie, all good things come to an end.I'm getting close. Yeah.Hold on. CUMMING! "Brenda took his load, swallowing as his shots filled her mouth."God yes," Arnie moaned.Finally he finished and she stood up.
"Okay?" she asked with a smile.Arnie put his arms around her, kissed her fully, then dropped his hug. She gave him a light kiss, then turned around to faceClarence, once more dropping to her knees to pull his jockies down, revealing that the brothers were identical twins.She began to suck Clarence at once, with Arnie playing with her titties.
"You're right.This girl has a Hoover for a mouth.Fantastic. Love it. "
"Don't forget her boobs.Small, but wonderful. And cute. I like small, hard nipples and God she's got them."Brenda gave a thumbs up as she continued to minister to Clarence's cock.She felt Clarence's cock get ready to cum."Oh, shit.Here it cums. "
And it did. As she took the warm, thick cum flood her mouth she swallowed and then swallowed again "Shit.The girl takes cum like she's starving or something."Finally he finished and she again stood up.Clarence acted like his brother and kissed her.She kissed him back.
"Let's the three of us sit on the couch.I have some suggestions for what happens next."At once she went and sat on the middle cushion, Clarence (?) taking the right handside and Arnie the left. Clarence's arm went around Brenda's shoulder and dropped down to her nipple tipped breast. Arnie slid his right hand onto Brenda's left thigh, which quickly parted, to allow the hand to hit pink pay dirt.
"So we are all together.Here's what I see, guys. The first thing is that we all had a good time and that's it. You enjoyed getting sucked and I enjoyed sucking.We see each other a few more times over the week end and go your separate ways,No hard feelings.The second thing is that we've enjoyed ourselves and we want to party some more.Second thing A is you two see if you can check out of yours two queen room and we take over the king in my room.As you said, aAB&C sandwich. We do what the three of us want to do. Second Thingis I sleep in my king and one of you joins me tonight and the other tomorrow night.The non sleeper with me sleeps in your room.
"Which makes the most sense?"
The twins looked at each other."It's a big bed. Brenda is a small woman and we aren't giants. Brenda, we love to double penetrate in either form."
"I have a butt plug and lube.It can get lubed and inserted, especially if one of you knows how to do it in just a bit. So what do you think?In any event, I'm going to take a shower.I know I smell of sex and cum.I want to smell clean for you guys or somebody else. That, by the way means, if you want either form ofnumber Two, I am not walking out on you.You would have to walk out on me."
"We're not walking. You are sweet and good looking. "
"Great.I'm going to shower.I can insert the plug myself.I'm going to brush and gargle and get dressed for the introduction and the social.Howlong we stay is up to you guys.But I don't normally group party long if I'm with a great guy - or guys. "
"We'll see you at the intro and reception."
The Jackson twins left and Brenda called home to find out that everything was fine.She said good bye wondering if Dwayne was part of everything being fine. She got dressed in the same thong and bra but with easy to remove slacks and a translucent white blouse which faintly revealed the bra but not the nipples.
She applied some light make up and lipstick before going down to the reception hall.There she found it filling with almost equal men and women.Three bars, four appetizer tables.She looked around for the Jackson twins, but who she saw was one of the one night stand guys.She turned to walk away only to see the Jackson twins approach her, one with a bright red shirt and the other with a green one.The three gave each other hugs and cheek pecks."Shirts?" She asked watching the one night stand turn and walk away.They grinned.
"Arnie - A - apple - red."Brenda smiled."So?Green?"
"Cucumber. "Brenda shook her head.
"Before it's peeled, it's green."
"Chardonnay.White.What do you guys want?" They both mouthed "you," but they got Chardonnay.
The three did some mingling, then listened to the program for Saturday and Sunday morning, then did some nibbling before some collecting before heading to Brenda's room. On the way,Arnie stopped by on the way for a bottle of California Bordeaux blend to join what Brenda already had.
Once in Brenda's room the three looked at each other."I think we need to set the alarm at zero six and ask for a wake up at zero six thirty,"Clarence said . Brenda nodded in agreement as all thee began to undress.
Lights out or dimmed the three began to cuddle. That led to Arnie sucking on Brenda's breasts while Clarences feasted on her pussy. "Fuck me," Brenda moaned beckoning Clarence to enter her.
Arnie also entered her before the three fell asleep, Arnie turning off the last light .
The alarm went off at 0600, waking the three.Brenda's butt was towards Arnie so she knew that he was the one gently removing the butt plug.Clarence turned to lie on his back.Brenda's hand felt his hard cock as her ass felt freedom from the butt plug. She climbed on top of him to place her pussy over his cock."Nice way to wake up," he said.
"We're half way there," Brenda breathed as she felt him enter her.
"Lubing you now," Arnie said.
"Yeah.I feel it.Go slow."
"Always.Know what I'm doing."
"Good.Ah, yes," she moaned as she felt the second cock enter her.The two brothers began to move, their cocks just millimeters away from each other."Okay.I'm feeling good. "Reaching between them she felt Arnie begin to play with one breast while Clarance did the other."Yes," she moaned.She began to feel the rise of a cum."I'm getting there.Two cocks do something.Fuck me, brothers.Fuck me faster.Make me cum.Make me cum.OH!Fuck yeah!YESS11" She felt two cocks twitch in her pussy and her ass. "You're cumming in me!"
"Shit yeah, Brenda.Here's my morning load for you," Arnie said.
"Up your ass, Brenda.Yeah,"Clarance said.
They lay in bed, limbs entwined."One of you put my butt plug in for tonight.Clarence, you get my backdoor tonight, okay?"
"Can't wait."
"Well, blow jobs for lunch if you want.One of you can go down on me now and the other at lunch."
"Good.I'll take a shower now," Arnie said. "Go ahead and get her plug in when she's ready.Then you shower and then Brenda."
"I'll use the toilet while you shower,Arnie. Make sure you wash your cock well,I know where it's been. I won't flush until you get out."
The three appeared bright and chipper when they went down for breakfast and the meetings to follow.It was a good meeting.
Teddy
Brenda sat in the hotel lob by before checking out.She had her suitcase and briefcase with her as she took down notes from her weekend with the Jackson twins.She smiled. She'd had a very good time with them.One last thing Clarence had done was to gently insert the butt plug in her."Harold likes that when either of us come home from a business affair," she said.
Two men, two identical twin men.Wow, yeah, eight blow jobs.Yeah, they liked blow jobs.Four screws, two Friday night, two Saturday night.Twodouble penetration - butt, one each Arnie and Clarence... missed a fuck and suck.Oh, well.Four eat out, one for each fuck.Now to put this in my brief case, check out and get home.
"Well, Ms. O'Sullivan.I see you're still here.May I sit down for a minute?Waiting for the shuttle to take you to the airport?"
"Ohh.Mr. Jones.Good morning, sir. No, just doing some notes from the weekend.I'm, two hours from home.I'll drive.I was about to check out. "
"I've checked out, but I have two hours before I need to be at the airport.It's nice to kill a bit talking to a bright and attractive, multi-talentedyoung lady."He patted her hand which rested on her knee.He smiled."By the way, for now, may I call you Brenda while you call me Teddy?"
"Sure, Teddy. You know, I haven't checked out yet.I could ask the desk to watch them and we could go where it's more private."
"A great idea.Here, I'll take your bags."
Brenda approached the desk."I haven't checked out yet.May I leave my suitcase here.?Mr. Jones has asked me about a presentation I recently made. "
"Of course, ma'am.I'll give you two hours until you check out."He smiled and she recognized the smile. Teddy handed him the suitcase, holding on to the briefcase.Side by side, but not touching the couple headed for the elevators and the fourth floor. She got to the room, opened the door and walked in, Teddy behind her. He took the "Do Not Disturb" sign, hung it on the outside knob, closed and locked the door,then held out his arms.
"Seems we have a bit more time than we thought. "She came to his arms.The first kiss was long and wet; their hands roamed.As the kiss broke, he guided her to the dresser."We don't want wrinkled clothes," he said, as he began to unbutton her blouse.
"That would never do," she replied."I never suck a dick with a top or bra on."She pulled his shirt from his pants and began to unbutton his shirt. Hers blouse got put on the dresser, then his hands went behind her and her bra came loose and then off.
"You have nice looking breasts," he said, then leaned down to kiss each one.
"Thank you,They're small, but even back in high school boys liked them."As they spoke, both began to undo the other's pants. Brenda's sandals came off easily, but Teddy had to stop, sit on the bed and remove his lace ups, leaving his socks on.Brenda pulled her slacks off and placed them on the dresser, then took Teddy's pants and began to tug them off as he raised his butt off the bed to make it easier for them to come off.
Then the two were on the bed, one arm around the others body as the other hand began to explore between legs."You're quite nice," Brenda breathed, rubbing his hard cock."Thick."
His hand slid under her thong."You are nice and damp."
"Uh huh," she said seconds before they kissed again.When it broke she said, "Teddy, I want your cock in my mouth.You want me to take off your shorts or shall I?"Teddy pulled his shorts down to his knees, then Brenda took over pulling them totally off.She looked at the cock, standing straight up with a spear point bright red cock head."You're uncut," she said.
"Yeah.Not many of us."
"I like variety.Yours looks yummy," and with that she gave it a lick, a kiss, then began to slowly work her way downthe about six inch dick.
"Oh," he moaned."You do have experience.So good.Not even thirty.Oh, yes. Oh, wow.You're going to make me cum too soon.She took her mouth off to begin using her lips down the shaft from the tip to his balls.
"I was thirteen," she said in a moment of separation from his cock."You're going to cum soon." She went back to sucking the cock.She felt the twitch.
"Ah, Christ.Cumming, " Teddy moaned, and he did.She took him and swallowed.It took two more before he finally stopped and she lay beside him, head on his shoulder, rubbing his man boob. "Damn that was good. Really good.Thirteen, eh?"
"Yep.Bobby Jones.He got under my t-shirt when I was seventh grade, twelve and he was fourteen, freshman.He got to feel my nipple.By the time I was almost thirteen I had boobs.I sucked him after everybody else left my birthday party. "
"Wow."He put his arms around Brenda, "That has got to have been one of the best blow jobs I have had in my life.What's your secret?"
"What my mom and my grandma told me. `If you want to make a guy happy, you must first like to suck dicks. If you don't like doing it, find something else to make your guy happy.When Ginger hits puberty, I'm going to tell her the same thing."
"You know, Brenda, I came up here sort of expecting a joke.Nope.This was real. You're nude.I'm nude.I'm getting hard again.My finger just noticed you are at least damp.What might you like to do next?"
"I think I'd like to ask you to get on your back and hold your cock straight up."
He smiled and gave her a kiss."Why don't you do that?"
"Teddy, please get on your back so I can sit on your cock and make love."
Teddy smiled, rolled onto his back and held his cock straight up. As Brenda slid down his hard cock she smiled back. "This is going to be good," she said.
"If yourmouth is as good as your snatch, it's going to be great."
Dressing after a hasty shower together, they agreed it had been.
This is an offshoot of my TALES OF JONES LAB SCHOOL found in Bisexual High School. You may enjoy the background of this adult interracial story