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The brutal humidity of midsummer hung heavily in the air. The afternoon was bearable thanks to a light breeze and the large table umbrella shielding them from the sun. Audrey and Samantha sat in the quad; a communal area for eating, breaks and company picnics. The large commons was an oasis of nature in the otherwise stifling commercial office environment. The quad was dotted with trees, benches, flower gardens, cobblestone paths and numerous tables for the employees of various companies to use.

Samantha had joined Morningstar Insurance Corp a few months ago. It was Audrey who’d vetted her in the second interview. The short blonde with perky B-cups was Vice President of the company and held veto power over all personnel decisions. She wielded that authority with an iron fist and accepted nothing but the best from anyone working below her in the hierarchy. Samantha knew they’d be fast friends after Audrey joked about “morning star” being a beautiful view of a faraway planet, but also a spiked melee weapon from medieval times. It was the perfect name for a modern insurance company.

As a tall, dark-haired Latina with massive E-cups, Sam was in many ways Audrey’s opposite. Their breast size and skin tone weren’t the only way anatomy set them apart. Samantha was a futanari and she’d made little effort to hide it on the job. Within weeks of joining the firm, nearly everyone who worked there had seen the sizable bulge in the front of Sam’s skirts and pant suits.

This had caused some to steer clear of her at the office. Most were scaredy-cat men who were intimidated by a woman with a bigger cock and bigoted women who felt futanari were betrayers to real womanhood. Not everyone was ready to accept the rapid expansion of sexual liberation that trans-humanism was unleashing on society. Luckily, Audrey had no such qualms and their friendship had flourished over many lunches and drinks after work.

Today, their conversation was cut short by a phone call. It seemed Audrey was more focused on tonight’s dinner than the lunch sitting in front of her. Samantha had coaxed precious little about Audrey’s boyfriend from the tight-lipped blonde, but it sounded like that was about to change. Sam listened to her to go back and forth with the mystery man as she stabbed her fruit salad and consumed it piece by delicious piece.

“What do you mean you don’t know how to cook a chicken?!? It’s not hard!”

Audrey was quiet for a few seconds as an annoyed voice replied. Sadly, the phone’s speaker wasn’t loud enough for Samantha to make out the replies.

“Ok, well, you have this magical device in your pocket called a PHONE and believe it or not, there are no shortage of tutorials on how to make chicken dinner on the INTERNET!”

Samantha snickered, then quickly covered her mouth with one hand. It was amusing, but she didn’t want to make light of her boss’ irritation.

“Everything you need is in the kitchen. Figure it out! Oh, and it’s Wednesday, so don’t forget to vacuum and take out the trash!”

More incoherent muttering peeped from the phone’s speaker. It sounded more mopey than annoyed this time.

“Mmmhmm, I know you will. And if you don’t, you know what’s going to happen, you little slut! Love you! Bye!!!”

Samantha’s eyebrows shot upward. Those final words provoked astonishment and curiosity in equal measure. Audrey ended the phone call and let out a frustrated groan before leaning back in her chair.

Sam put on a devilish smile and made a few ‘tsk tsk’ sounds with her tongue. “Audrey Hagen ... Do you have a kept man at home?”

“Let me tell you something. Having a younger boyfriend has its advantages, but it might just send you to the loony bin.”

“How young are we talking here?”

“Twenty two.”

“WHAT?!? HAHAHAHAHA!” Samantha doubled over in laughter, leaning against the table as Audrey smirked. “You’re practically robbing the cradle!”

The indignant blonde folded her arms under her breasts defensively. “He likes mature women and I like him.”

“Well, there’s certainly nothing wrong with that. Sorry, but you’ve kept it hidden for this long, it caught me off guard.”

“To answer your question, he’s only sort of a kept man. He didn’t finish college but he has a career he’s trying to get off the ground.”

“What career?”

“Modeling.”

“Hahahahaha!” Sam couldn’t help it. She burst into another fit of laughter.

“What? What’s so funny?!?”

After she recovered, Samantha clasped her hands together and launched into her best approximation of feminine mockery. “Oh, woe is me! I have a beautiful young man at home who cooks me dinner and does my chores! He’s such a burden! Especially when he pleasures me after a long day! Will these trials never end?!?”

Audrey sighed indignantly. “Yeah, yeah, laugh it up...”

“You know I’m just having fun. I think it’s awesome you have a boy toy! You got a picture of him?”

Audrey reached into her purse and pulled out her wallet. She flipped to the photo compartment and smiled upon seeing his picture. The pretty, middle-aged blonde held it up for Sam to see.

“That’s Casey.”

Samantha’s eyebrows rose again. Casey was a gorgeous young man. Platinum blonde pixie cut. High cheeks bones. Nice eyelashes and soft lips. Audrey liked them young and femmy. This was getting more interesting by the second.

“Mmmmm, he’s cute. I see the appeal, definitely.”

“Thanks ... He’s great, but the truth is there’s been some tension lately.”

“What kind of tension?”

“Tension in the bedroom.”

Samantha held up a single finger and her expression grew adamant. “I must insist you tell me more.”

“I don’t know if I should. This isn’t really appropriate conversation for work.”

“We’re not working, we’re on break. And no one from the firm is around.”

Audrey still looked hesitant.

“Anything you tell me stays between us. I promise” Sam said with sincerity.

“Alright...” Audrey responded, leaning in closer to her colleague. She and Samantha had shared some S&M themed jokes in the past, so she knew the buxom Latina was familiar with that world. “You may or may not have guessed from looking at his picture, but Casey is a bottom.”

“That beautiful boy? Enjoys being topped? Inconceivable!” Sam responded with a wink.

“We’ve had a lot of kinky fun together and I enjoy topping him. I really do! But it’s all he wants and I can’t do it all the time. I have enough stress at work. I can’t be a dominant every time we’re intimate.”

“Have you told him to shut the fuck up and eat your pussy?”

“Of course! He does it whenever I ask! But then I just feel worse if I can’t give him what he wants...”

“And I’m guessing you don’t like the idea of him running off with some other woman you don’t know to get his fix.”

Audrey’s gaze shifted down and her voice became sullen. “Am I that easy to read?”

“So you’re looking for a third to bring home?”

“Yes. That’s the other reason I hesitated to bring it up. I didn’t want you to think I was suggesting you be a part of this. It wouldn’t be right, especially since I’m your boss.”

“And what if I said I’m completely open to that?”

“Wh-What?”

“If you’re looking for someone to top Casey, I’m in. Sounds fucking hot.”

“Are you serious? Don’t get my hopes up...”

“Let me be clear. I’m not looking to enter some love triangle. If we do this, it’ll be no strings. And no offense, but I’m not bi. I’ll be there to fuck Casey. That said, if you’re looking for someone to dominate your man when you need a break from topping, I’d love to! I’m always on the lookout for eager little bottom boys to have fun with.”

“Oh my god ... I don’t know what to say!”

It was usually Audrey that brimmed with confidence while Sam followed her directives. Samantha was enjoying this new dynamic already. “Say yes. We can try it out. Maybe it’ll help ease the tension between you while I relieve some tension of my own. We’ll see if everyone has a good time and go from there.”

Audrey was overwhelmed. She’d been looking for the right person online for weeks. She’d considered hiring a sex worker, but with only one steady income, doing that regularly would get expensive fast. She never would’ve imagined someone she knew would be willing to step in and potentially provide the missing piece.

She suspected it was a bad idea. Bringing co-workers into your sex life usually was. But maybe they would be the exception to the rule? Casey would love a second dominant female. Audrey could enjoy the show and the thought of a hung futa taking her handsome little slut-boy was making her wet as an otter’s pocket.

Audrey swallowed, breathed deeply and looked over at Sam anxiously. “If you’re not busy tonight, would you like to come over for dinner?”

The trio sat around the kitchen table as the meal came to a close. The chicken was slightly overcooked, but it wasn’t terrible and the sides Casey prepared were tasty enough. Samantha studied him up and down as he ate the last few bites of dinner. He was still clueless to the real reason she was there as far as Sam could tell. He was so cute in his light blue apron. She couldn’t wait to tear it off him.

“Would you like some dessert?” Casey asked, looking over at Sam with a smile. “We have key lime pie in the fridge!”

“No, thank you hun! I need to get going. Other plans tonight.”

Audrey lifted her wine glass and took another sip of her Chardonnay. “Case, why don’t you clean yourself up and prepare for our after-dinner fun. I’ll clear the table and see Samantha off.”

The young man got up directly and nodded to her. “Yes Mist--”

He almost let it slip.

”--Miss Audrey.”

Casey untied his apron, set it on the counter and strode off to the bathroom. Samantha didn’t know what his preparations were, but she imagined it involved an enema, lingerie and some makeup.

“He’s a real catch” Sam said, once he was out of earshot.

“I know, right? And I don’t want to lose him, so thanks again for trying this.”

Samantha downed the rest of her wine. “No thanks required. I plan to enjoy myself thoroughly.”

Audrey got a mischievous look on her face as she gathered their plates and took them to the sink. “I’m gonna change into something silky. Why don’t you make yourself comfortable in the living room?”

“Sounds good” Sam replied before rising from her chair. As she exited the kitchen, Samantha’s heels went from clicking on porcelain tile to softly thudding on rich hardwood.

She found a tall mirror next to a broom closet just outside the living room and immediately went to work. She unzipped her dark work slacks and slid her legs out of them, leaving nothing but her panties and a massive bulge below.

Sam unbuttoned her suit jacket until her giant breasts were plainly visible, then pulled her bra down so her bare milkers were on full display. She adjusted her glasses, ran a hand through her jet-black ponytail and smiled in satisfaction. Casey had hardly taken his eyes off her all night. He would be drooling the instant he saw her like this.

Samantha stalked into the living room and tossed her pants on one of the recliners. She moved to the large leather sofa and plopped herself down, sinking into the luscious material. It wasn’t long before Audrey returned. She’d traded her work clothes for a satin one-piece. The blonde cougar had a glowing smile on her face as the anticipation built.

Audrey made a detour to the kitchen and poured herself another glass of wine before joining Sam on the sofa. They waited together for a few minutes until a confused Casey called from down the hall.

“Hello? Mistress?!?”

“I’m in the living room!” Audrey called to him.

Moments later, his boyish frame turned the corner and he walked into view. He was “prepared” alright; with rosy cheeks, dangling earrings, a girlish top, dark panties and white stockings that came up to mid-thigh. He skidded to a stop as soon as he noticed Samantha.

“OH! I didn’t know you were still--” And then her undressed state registered like a smack to the face. “Oh...”

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Getting a table at the restaurant was no problem, as it was only 5:30 p.m. local time. To James, completely befuddled by the time change, it wasn't clear what time it felt like. His stomach was full of hunger, his eyes were full of Kristy, and his mind was full of questions. The waitress had tried to show them to a table next to the window, but James had pointed instead to a booth hidden in a back corner. Kristy scooted in and James sat next to her. He eagerly opened the menu... ... and...

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Toms bondage torment

It had been a few weeks since Tom had taken the spare room in Jessica's flat. Jessica had taken on the lease for the whole flat and had been desperate for someone to take the second room. She was particularly pleased with Tom, he was tall, good looking and seemed like a fun kind of guy.Tom had also been pleased to move out from the flat he shared with his ex-girlfriend. Jessica's flat was small, but in a good part of town. Jessica herself seemed nice enough. Not what he'd call stunning,...

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Of course the barn bondage could have turned out very badly

Of course, the barn bondage could have turned out very badly  Chapter 1 meat — with a lower case ?m,? his online slave name — could not possibly know how his first encounter with Sona would turn out as his aging Maxima slalomed and side-slipped down the snow-covered one-lane road in the forests of western New Jersey to the GPS coordinates that she had provided.  The fat flakes of falling snow reduced visibility to a few dozen feet despite the metronome-like swish-swish of his wipers. He would...

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James The SlobberJobber Slut

It was an absolutely hilarious sight. sat on the ground wearing only a tiny tiger-print thong panty. Water poured from his fluttering eyes. His face blushed bright red with embarrassment. His lips were stretched around a large 10-inch Indian cock that hammered his tonsils with power. Loud slurping sounds came from his slutty mouth as James was given a brutal face-fucking. Garima and her friends sat ten feet away and giggled at a helpless and humiliated James. His mouth had guzzled down,...

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James and his tiny penis

James stood before a group of girls blushing. He was wearing a tiny pink thong panty and black lace thigh-high stockings. He had a large pink bow in his hair and black pumps on his feet. He looked so very effeminate as The group of girls included Garima, Nuzla, Racine, Hannah, and Carly. Each girl had a personal investment into wanting to see James be as embarrassed as humanly possible. They had, of course, embarrassed him thousands of times. But the girls strongly desired to keep James...

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James and Alexandra

It was just before ten o-clock on Friday evening and James Henry was sitting alone in his bedroom nursing his scotch. His usually tidy brown hair, was ruffled from him consistently running his hands through it. He had arrived at tonight’s gala event late and unaccompanied. He had stayed only an hour before heading home, alone. He was not in a good mood, and hadn’t been for the past month. He couldn’t keep his thoughts off of Alexandra Morgan. It kept him in a continuous state of anger and...

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James The Dirty Cumslut

James, the dirty cumslut, was on his knees wearing a pink stringy thong panty and thigh-high black lace stockings. Before James stood Naksh with his very masculine ten-inch cock shoved deep into James’ slurping throat. James looked up at Naksh with watering eyes and blushing cheeks. It was a brutal face-fucking. Naksh pumped his hips with undisputed authority, and James slobbered the cock passionately. The huge cock jetted back-and-forth deep into James’ throat with power. Naksh face-fucked...

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James the gobble monster

James found himself, once again, tied up and bent over a spanking bench. This time, the girls had him put on his cheerleading uniform. His skirt was so short that it revealed his butt cheeks and lacey red thong panty while he was bent over. The girls each held a ping pong paddle and stood on either side of James. They took turns swatting James’ sweet butt cheeks. First the right, then the left. They spanked him for 20 minutes non-stop until he was whimpering. He kept saying things like,...

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James and Bob

James went to school the following day as normal. He arrived to his form room. Nobody looked at him, nobody said anything about him as far as he knew. He sat down in his usual seat. James knew Bob didn't go to form, because he was highly autistic and liked to go to the school Plus club. At break, Bob wandered over to James. "That was fun," he said. "You didn't turn me in?" Replied James. "Why would we? You weren't there when I was screaming. There was no need to add you in," Said...

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James Makes A Decision About Annes Relationships

James is upset about his wife Anne's relationships with her lovers. To marry Anne he signed a prenuptial agreement to share her with other men. Anne has an overactive libido. She has had this since she was 11 years old. She is now in her early twenties and beautiful. Frequently the phone rings at home in the evening or phone messages from men for Anne are received. Anne is gone a lot. My name is Anne. My husband James and I have been married for 2 years. We are in our early twenties. We met in...

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Lets Play Bondage Baseball

Let’s Play Bondage BaseballHi, my name is Christine. During my college years, I would spend summers at home working for my grandfather’s Foundation. Virtually all of my close friends, who were home for the summer, would get together about once a month for a pool party at someone’s house.On a June afternoon, the summer between my junior and senior years in college, we were all gathered for a pool party at my best friend Lisa’s house. There were about 20 of us there, probably about 50/50 girls...

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Bondage Masters Trap

Bondage Master’s Trap It was set than. Jackson had finally done it.  It must be for real now? now that he   had actually set an actual date and time. As he sat in front of his computer in nothing more than a robe that lay wide open, he hit send on his e-mail.  He could not think of a time in recent memory that he was more sexually aroused.  Casually, as he did thousands of times before, he took a pump of the skin lotion that sat next to him into the palm of his hand and rubbed his rock hard...

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Steves Self Bondage Experiment

This is a story about my experiences in exploring self-bondage   An Experiment in Self Bondage This is a story about my experiences in exploring self-bondage.? I am normally a dominant male who enjoys placing submissive women in restrictive bondage for prolonged periods.? I had always wondered what it felt like to bound and helpless, so I began exploring self-bondage.? As you know, the trick with self-bondage is to make the release reliable and foolproof, although I would prefer to...

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A bondage weekend

"I am staying until sunday, and I know you have bondage plans so I have decided to help you out. John is coming over for the night, so you will be tied up and gagged here so that you don't disturb us. We will be using this bedroom so you will be under the bed or the basement" She said." Where do you wanna spend your night? " I was thrilled and nervous at the same time. This was going to be fun, being tied up and horny while they had their fun would arouse and humiliate me like hell. "Under the...

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It was the last day of the summer holidays and James was sitting in his social ed class. To say a little bit about James, he is a 14 year old boy, he is 5ft 9 with blonde hair and blue eyes. Plays rugby and does some boxing so he is fairly muscular and has an outstanding 7 inch cock with the diameter 2 inches. So James was sitting in his social ed class as his teacher rambles on about the summer holidays and how not to do anything stupid etc etc. But James couldn't care less of what his...

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James and Rachel Chapter 04

James knew he was asleep, but the dream was just so real. He was at Rachel's house, leaning against the bathroom counter while she was showering. Rachel was taking her time, meticulously washing every inch of her body while keeping in mind how much he loved licking her skin and eating various syrups and whipped topping off of her. She lovingly caressed her tits as she let the shower puff tickle her nipples with the silky, vanilla scented body wash she loved. Letting one hand slide down her side...

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James and Rachel Chapter 01

There she sat, waiting for herboyfriend to show up. She'd got to their regular meeting spot early so she could fix her hair and makeup before James got there. Sadly, he had texted her about ten minutes before they were to meet saying he had been stopped by some friends who tried to get him to party with them. "Well, at least he let me know he was going to be a little late," Rachel thought to herself. "Though, I do wish he was here now." With a sigh she flipped through her iPod, to the playlist...

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James Descent into Cuckoldry 2

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James the masseur

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James Gets A Ramrod Treatment

James was so very embarrassed. Garima and Nuzla had kept him sucking cocks non-stop for days. He was giving 100 blowjobs a day and was going on his 288th consecutive day of sucking 100 cocks. James had given 28,800 blowjobs and guzzled down over 600 gallons of cum. Both Garima and Nuzla found that pathetic but entertaining. The fact that James wears a thong panty every day adds to the fact that he is a sissy boi. Garima and Nuzla have had him frequently dressing as a or as a cheerleader for...

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James Bob and Abdul

"Porn?" "No," came the reply "Oh please!" "No," again "Just gimme da porn" shouted Abdul, grabbing the laptop and trawling file explorer for any sign of sex. "Pass it and I'll show you," said James. With the laptop back in his possession, he opened the folder and turned the laptop toward Abdul. "YES YES YES YES YES!" Abdul shrieked, and as James closed the window, "NO NO NO NO!" "For fuck's sake Abdul shut up," said James. "Quiet," hissed Bob. "Ok, ok," replied...

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James and his Trailer Trash Mom Part 1

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4 years ago
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All people in this story are 18 or over * James Porter was tired of being a virgin. Here he was a grown man — twenty-four — and the closest he ever got to getting laid was feeling up Valerie Martino. But Valerie came from a strict Catholic family and she was adamant that she would not have sex until she was married. She’d even signed a parish-sponsored purity pact with God, which James, who was also raised Catholic, thought was ludicrous. Valerie moved away to go to college. James never...

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