She Kept Him

 

An Erotic Male Chastity Novel

Elliot Silvestri

 

This is a work of fiction. All of the characters, organizations, and events portrayed in this work are either products of the author’s imagination or used fictitiously. Any similarity to real persons, living or dead, is coincidental and not intended by the author.

She Kept Him

Copyright © 2024 Green Bush Publishing

First Edition

All rights reserved. No part of this work may be reproduced or transmitted in any form or by any electronic or mechanical means, including photocopying, recording, or by any information storage or retrieval system, without the written permission of the publisher.

 

A Green Bush Publishing Book

The characters and events portrayed in this work are fictitious. Any similarity to real persons, living or dead, is coincidental and not intended by the author. Contains adult material that might not be suitable for all audiences. This work is a fantasy; in your own life be sure to follow safer sex practices.

All characters depicted in this work of fiction are 18 years of age or older.

 

Contents

Chapter 1

Chapter 2

Chapter 3

Chapter 4

Chapter 5

Chapter 6

Chapter 7

Chapter 8

Chapter 9

Chapter 10

Chapter 11

Chapter 12

Chapter 13

Chapter 14

Chapter 15

Chapter 16

Chapter 17

 

Preview

About the Author

 

Chapter 1

 

“What IT person are they going to send today?”

Mary and Ellen were sitting at their desks doing exactly nothing. Their small office was set up for four people, but they were the only ones working currently. Technically working. They weren’t doing anything else other than drinking coffee and gossip because their computers were down. They could have gone to a different location in the building and worked there, but that would mean actually working. It was just easier to wait for IT.

“I hope the cute one,” said Mary.

Ellen eyed her work friend. “Which one is the cute one?” she asked. Ellen was a few years older than Mary, maybe a little more worldly. 

Mary gave her a happy smile and rocked back and forth a bit. “The guy who always wears that stupid baseball hat with no logo and has all those tattoos on his forearms. The young cute one.”

“Not old fat Phil?”

“No!”

“Lesbian Lynn?”

“Don’t be stupid.”

“You really think that Andrew is cute?”

“Yes. Why not?”

Ellen considered her words. “He never makes eye contact. He mumbles his words half the time. He’s too short.”

“How could you know he’s too short? He’s like six feet tall.”

“If he’s five foot eleven, he’s adding an inch.”

“Besides, I’m only five two. He’s plenty tall for me.”

Ellen smiled. “Andrew is supposed to be fixing the computers. You don’t need to fix his floppy disk.”

“What’s a floppy disk?” asked Mary.

Ellen sighed. “You’re so young and innocent.”

“I know what a floppy disk is. I just think that your joke is terrible and outdated.”

“If it is Andrew, you should totally ask him out on a date.”

Mary turned bright red. “No! I couldn’t do that!”

“But you’ll fantasize and daydream about him?” Ellen asked, slightly annoyed. “If you’re interested in the boy, ask him. How do you think I wound up with Erik?”

Mary’s eyes went wide. “You made the first move?”

“Yes. Of course.”

Before Mary could reply, there was a knock on the door frame. “You two offline?”

The women exchanged a glance. It was Andrew.

“Yes,” Ellen said quickly. “You need to get us up and running. Right away.” She said the words without enthusiasm. “I mean, we hate getting paid to do nothing but gossip and speculate as to the charms of our co-workers.”

Andrew just nodded and headed to the first computer, getting right to work.

Ellen frowned. “You’re interested in this?” she softly asked her friend so Andrew wouldn’t hear. “He’s…dull.”

Almost immediately Andrew pushed back the desk chair and crawled underneath the desk, fiddling with some component hidden against the wall.

“He’s got a cute butt,” Mary observed. 

Ellen rolled her eyes. “Oh good lord…”

“Found it,” Andrew announced from under the desk.

“The clit, I hope,” Ellen mumbled.

“Shh!” Mary hushed her. “Found what?” she asked Andrew as he crawled out from under the desk. 

“Router got kicked,” he said, looking down at the component in his hand, not making eye contact with either woman. “Stupid putting them where everyone’s feet are. I’ll swap this one out for a new one. Should only be a minute.” 

He tossed the router into trash and opened up the tool box he had brought with him. A second later he was back under the desk.

“You’d better ask him quick if you want to see him again,” Ellen advised her friend.

“I’ll see him again,” Mary promised.

Things clicked into place for Ellen. “You broke that thing, didn’t you?” she accused.

Mary was silent. Andrew came from underneath the desk and tapped on the keyboard. The computer came to life and immediately connected to the company’s intranet.

“All fixed,” he announced, facing the wall. 

“Thanks,” Ellen said dryly.

When Andrew started to snap shut the latches on his tool box, Ellen shouldered Mary forward so that she bumped into the tech. He was startled and took a step back.

“Sorry,” Mary apologized. “Clumsy. Thank you for fixing the computer.”

“Swapped the router,” he said.

“Right. Is there any way I can…thank you again?”

He pulled his clipboard from the pocket on the side of the toolbox. “You can sign the work order that I fixed it.”

“Sure.” She grabbed a pen. “But I meant some other sort of thank you.” She smiled at him. He was staring at the clipboard.

“No. It’s cool. It’s all covered by the internal contract.”

“I was thinking Ellen and I would take you to lunch or out for a drink after work,” Mary blurted, seeing that he was getting ready to leave and her opportunity was fading away. Her toe still hurt from repeatedly kicking the router. She was glad she knew what it was now, in case she needed to call him back.

“That’s…not really necessary,” he said. 

He was trying to use the visor of his baseball cap to avoid making eye contact, but she was almost a foot shorter than him and it was easy to look up and see his face. 

“I know it’s not necessary, but you have to eat, right?”

“Yeah, but usually I bring a lunch. I brought lunch today.”

Ellen rolled her eyes and sat down at her desk. “The human race is going to forget how to reproduce,” she muttered under her breath.

“Then let’s go out for a drink tonight,” Mary said brightly. She had heard her friend and hoped that Andrew hadn’t. If she was willing to humiliate herself right now, the pain would be over and maybe something positive would come out of this.

“I have plans tonight.” Andrew was standing awkwardly. Mary was blocking his direct access to the door.

“How about tomorrow night?” she asked. “I won’t take no for an answer. You guys in IT never get enough credit for how hard you work.”

Ellen rolled her eyes.

“Uh. Sure. Yeah. But I don’t really drink much.”

“Coffee then?” Mary said.

“Uh…I like smoothies.”

“A smoothie it is,” she promised and then stepped aside. 

Andrew made a hasty retreat.

“Smooth,” Ellen commented wryly when he was gone.

“You should be proud of me for not saying ‘Coffee? Tea? Me?’”

“Sure. Proud. You’re wasting your time on him. He’s obviously asexual.”

“I’ll tell you after our date.”

Ellen snorted.

 

Mary waited anxiously at the smoothie bar. It was one of those terrible cafés that had popped up offering healthy drinks and food. She really wanted a blueberry muffin to go with the drink she had ordered, but she didn’t trust the vegan options on the menu.

“Hey.” 

Mary looked up from her phone to see that a rather attractive man had slid into the seat across the table. He had dark curly hair and striking blue eyes. He was clean shaven and a little on the thin side. After a moment of panic where she wondered how she was going to explain to Andrew who this man was, she realized she was looking at Andrew. She glanced down at his arms to check his tattoos and realized she could only see a few bits of ink peeking out from his sleeves.

“Oh! Andrew. Hi! I…you surprised me,” she managed to stutter out.

“Were you expecting someone else?” He grinned at her with a casual confidence before sipping at the dark green drink he had put on the table. “Double booking your dates?”

She giggled and hated herself for sounding like a schoolgirl. “No. Uh…I’ve never seen you without your hat.” She glanced at his shirt and realized it was a blue and white striped Oxford. The only thing she had ever seen him wear at work was the standard navy blue shirt of the IT department. 

“I changed before coming here.”

“You look nice.”

“Thank you. So do you.” He stared pointedly at her chest.

Mary knew he was looking down her shirt. She had purposely unfastened one extra button before she entered the café. While she didn’t have the biggest tits on the block, she had worn the right bra with the right blouse to show off the goods. 

At first she liked the attention he was giving her. Then his stare became a little too long to be comfortable. She wasn’t showing off inappropriate amounts of cleavage, but it started to feel that way. Abruptly his eyes shot back up to her face and he gave her a confident smile. “I have to say I’m surprised that you asked me out,” he said.

At this point Mary was surprised as well. This was not the same man she knew from work. He looked sort of the same, but the way he held himself and the way he talked, was completely different.

She thought about the saying that everyone had three faces: the face they showed the public, the face they showed their closest friends and family, and the face they only showed to themselves.

It made her wonder if she was seeing Andrew’s second face.

It was an abrupt change from the person he was at work.

“Why?”

He shrugged. “Usually men are the ones to ask out women. Plus, no one has ever asked me out on a date of any sort. I’m the one who has to do that.”

“Are you dating anyone now?” she asked. “I just want to be clear on that. If you were nervous or confused before because you’re seeing someone else, we can keep this casual.”

Andrew shook his head and sipped from his drink, giving himself time to answer her. “No. I’m not seeing anyone. Not in any relationship. We don’t have to keep this casual, if you know what I mean.” He didn’t give her a wink, but Mary thought that would have been the perfect punctuation.

“I’m looking for something casual,” she said, “or perhaps more intense. It depends on the person.”

“What are you looking for in a partner?” he asked her boldly.

“I like men with tattoos,” she said, looking at his covered arms.

Andrew took the hint. He rolled up his sleeves. The inside of his right forearm was covered with an elaborate tattoo that took up almost all his skin on that limb. It took her a moment, but she recognized the Star Wars-style lightsaber inked on his arm. The hilt was near the elbow and a blue blade surrounded by crackling energy reached all the way to his wrist. It wasn’t some cheap effort; it had been inked by a professional artist. She wondered how much it had cost him.

On his left forearm was just a series of simple, Spartan lines. It took her a moment to understand what she was looking at. 

“Are those space ships?” she asked.

“It’s a minimalist version of X-wings and TIE fighters,” he explained. “Not any particular battle from a movie or video game or book, but just a design my artist worked up.” He pointed at a larger collection of lines near his elbow. “When this part is done it’ll be a Star Destroyer. There’s some Y-wings mixed in as well.” He pointed to a couple of line collections. It was a useless gesture; while Mary was aware of Star Wars, she knew very little of it.

“Are those the only tattoos you have?” she asked him.

“Uh…no. I have some others.”

“Can I see them?” she asked eagerly.

His confident smile didn’t move from his face. “Not here.”

“Why not?” she asked without thinking.

“Because I’d have to take off my shirt,” he said while rolling his shirtsleeves back down.

“I want to see them anyway.”

He looked her straight in the eyes. She felt like he was looking into her soul. The shiver that went down her spine stopped at her pussy.

 

 

Chapter 2

 

Mary was nervous about going to his place, but it was closer and she didn’t want to wait. She wondered exactly what she was getting herself into.

The apartment building was nice. It even had a security foyer. Apparently IT positions at the company paid better than her processing job. He was on the third floor and made pleasant small talk on the short elevator ride up. The place had an atmosphere similar to that of a hotel: quiet and well-maintained. 

The moment she stepped inside Andrew’s pleasant but confident demeanor disappeared. She was grateful for that. He pressed her up against the door that had just closed, pinning her there so that he could kiss her aggressively. Mary couldn’t remember the last time she had kissed someone she barely knew.

It made her go weak in the knees. 

She liked his tongue in her mouth. She liked his body pressing against hers, holding her in place. He might have been thin, but she could still feel his muscles. He wore loose fitting clothing that effectively hid his physique. What she really wanted was to feel his cock but she couldn’t make that request with her mouth full of his tongue.

Abruptly he pulled back. “Is this okay?” he asked.

“Is what okay?” she replied breathlessly.

“Kissing you.”

“Yeah. It’s great. We’re not going to stop are we?”

“No.” He kissed her again, but this time he pulled her away from the door and moved her through the apartment. She half wanted to see what the place was like, but she was more interested in what he was going to do with her next. 

It had been too long since she had hooked up with a guy. She just wanted to suck his cock for a bit and then he could fuck her good and hard. If he didn’t have condoms in his bedroom she had several in her purse. She came prepared. And she had come prepared to cum.

They banged through a partially open door and he all but threw her backwards onto a bed. It wasn’t huge but it was firm. That was good. She propped herself up on her elbows while he paused to unbutton his shirt and pull it off.

He didn’t wear an undershirt. She liked that. For such a quiet, reserved guy at work, she was frankly shocked at the elaborate tattoos he had on his chest. Either he shaved his chest or was naturally hairless which only served to make the colorful tattoos stand out. 

Other men that Mary had been with who had been inked tended to have simple black line drawings. Most of the tattoos she had seen in person were either terrible or clichéd or much less impressive than she wanted them to be. 

Andrew had an obsession and it was Star Wars. She didn’t recognize all the colorful characters on his body, but enough had entered pop culture for her to know he wasn’t into barbed wire and black line. 

“Wow,” she breathed.

Andrew looked down at himself. “You like the artwork?”

“Yeah. I mean, it’s unique and full of color. You’d be amazed at how many guys just want to get black lines all over their bodies. They look like middle school detention room desks.”

That made him laugh. “The last woman I was with…she didn’t like Star Wars.”

“I’m not a huge fan, but you’ve put a lot of money and time into these, haven’t you?”

“I’ve got a friend who’s an artist.”

Mary nodded in approval. “Do you have anything on your back?”

He turned around briefly to show it was bare. “I’m planning something elaborate,” he said. 

“Do you have any more?” she asked, looking down at his legs. He was still wearing dark blue pants.

“Yes.”

“Take off your pants,” she said eagerly, all but licking her lips.

He shook his head. “What about you? Do you have any tattoos?”

She shook her head. “No. I’m afraid of needles.”

“Take off your clothes and show me.” 

It wasn’t an order, but she wanted to obey.

Mary hesitated only a moment before she wiggled down to the foot of his bed. She quickly undid the couple of buttons holding in her blouse closed and pulled it off. He had already gotten a hint of her tits, but his eyes went wider when she proudly showed off her chest. She wasn’t huge, but neither was she small.

“Bigger than I would have guessed,” he said, eyeing her tits barely contained by the lace bra doing its all to keep her flesh under control.

“Thanks.”

She quickly unbuttoned and unzipped her pants, kicking them off to the side along with her shoes. She stood unashamed in front of Andrew, her hip cocked to one side, a smile playing on her lips. “Like what you see?”

Andrew nodded. “Very much. I want to see more.”

Instead of taking off her lingerie, Mary instead stepped up to him for another kiss, pressing her body to his. He let his hands slide down her back to her ass. She wasn’t wearing a thong, but a generous portion of her skin was exposed by the tiny panties. 

“Want to fuck me?” she asked him.

“I want to taste your pussy first,” he said and then pushed her back down to the bed.

She was taken unawares by his sudden move but was happy to fall back on the soft mattress. Before he even started to climb onto the bed with her, she hooked her thumbs into the sides of her panties and pulled them down, bringing her knees up to her chest to facilitate the panties’ removal. 

Andrew was treated to a view of her swollen labia as she curled up and then relaxed, tossing aside her underwear before opening up her legs to him. 

From the quick glimpse he had of her pussy, his first impression excited him. When he had the full view of her sex, he was thrilled. Mary had brown hair cut into short, practical style. This was mirrored on her pussy, except she went all the way. He didn’t see a single hair between her legs or decorating her lips. He wondered if she shaved or waxed. Was her asshole well-attended and hairless as well?

He didn’t voice any of these thoughts and instead pulled her body down to the edge of the mattress so he could kneel on the floor and bury his face in her snatch.

The scent that filled his nostrils was the familiar one of a woman in heat. His tongue parted her labia, finding them already slippery from her amrita. He thrust it as deeply as possible into her pussy, knowing it couldn’t compare to a cock, but they’d get to that eventually.

She half-sighed and half-groaned as he started exploring her. Andrew wasted no time in seeking out her little clit. It wasn’t so little. It was already swollen with anticipation and when he dragged his tongue over the pleasure bud she shivered in delight. He went further and sucked on the tiny organ.

Her fingers grabbed at his head. Andrew’s hair was short enough that she couldn’t get a purchase on his dome. The best she could do was spread out her fingers and try to guide him where she wanted Andrew to focus his attention. That was on her clit. That was where he already was. 

It had been a long time since Mary had had a sexual encounter like this. Going from a casual date to bed in less than an hour…she knew Andrew, sure, but that didn’t make her feel any less like a slut. She liked feeling like a slut. 

“Oh…fuck,” she moaned.

“Problem?” asked Andrew, picking his head up from her pussy.

She shoved him back where he had been. “Don’t stop,” she begged. “Don’t fucking stop until I cum.”

He had been sucking her clit and slowly pumping a pair of fingers in and out of her. He could keep doing that.

It took some effort, and it took longer than it should have because he had broken her rhythm and concentration, but eventually he made her orgasm. 

Her thighs pressed on the sides of his head. Her body shook and a pleasant warmness traveled through her body.

“I needed that,” she sighed when the moment of crisis had passed and she allowed him to pick up his face from her pussy. 

“My pleasure,” he said, wiping her amrita from his chin and lips.

“No…mine,” she laughed and reached for him, pulling him up to her for a kiss. She tasted herself on his lips. She had forgotten how much she loved the taste of her pussy when she was turned on. Now she just wanted his cock in her mouth and then to taste his cum. Could he get it up a second time and fuck her right away? Mary was determined to find out.

Her hand ran down his chest and started groping for his cock. 

Abruptly he pulled back. “I want to make you cum again.”

“No, I want to suck your cock. I want to, really,” she assured him.

Andrew didn’t listen and continued to kiss her, moving his body alongside hers, his hand going between her legs. He wasn’t a big guy, but he was surprisingly strong. Then again, it wasn’t like Mary was a bodybuilder. 

His fingers went into her pussy. She was more than primed to be used and fucked. As much as she wanted his cock, she was okay with his fingers for the moment. He knew how to finger bang her and there was no reason to fight him.

She moaned loudly. “Holy fuck. Can you go faster? Harder?”

“Like this?” Before he was almost gentle, trying to get the measure of her sex, but now he started slamming his fingers into her, letting his palm slap against her hairless labia. Each time he impacted on her, it sounded like he was clapping his hands for a furious standing ovation at the opera. 

It should have hurt her. It didn’t. She loved it. Her body responded quickly. Mary was going to cum again and quickly and she didn’t have the least little regret about hopping into bed with this soft-spoken man.

“Fuck! Fuck! Fuck!” she screamed as she arched her back, a second orgasm washing over her body. She twisted her hips and Andrew’s fingers slipped free. Mary wasn’t a squirter, but she lubricated easily when she was turned on. This had resulted in her forming a rather impressive wet spot on Andrew’s bed. She hoped he didn’t mind. In truth, she didn’t care if he minded. If he didn’t want her leaving her juices behind, he shouldn’t have finger blasted her. She couldn’t even partly blame his cum on the wet spot; his pants hadn’t come off yet.

Mary rolled to her side, her back to Andrew, as she continued to spasm from the orgasm. She liked how the electrical thrills of climax made her shake. She needed a moment’s rest before she could do anything else with him. 

But then Andrew’s hand was back between her thighs, this time from behind, curling up into her. His middle and ring finger penetrated her and she quivered at the unexpected penetration but she didn’t protest. A moment later his fingers were gone.

She turned her head to see him shoving his fingers into his mouth.

“I love how you taste,” he said before delving back into her pussy.

This time when he went to taste them a second time, she grabbed his wrist and pulled his hand to her mouth, happily sucking her juices.

“You are a slut,” he complimented her.

“I know what I like,” she said.

“And what do you like?” he asked, teasing.

“I like cock,” she said, turning abruptly and reaching for his crotch. This time she made contact exactly where she wanted and felt his hardness through his pants. Something was wrong. He was too hard and too small. She’d been with enough men to know what a good, hard cock felt like. 

Her brow furrowed. “What’s going on?” she asked him.

He winced. “I can explain…”

Mary sat bolt upright. “I fucking hope so! It feels like you’ve got a stone in there.” She paused and narrowed her eyes. “You aren’t actually a girl with a fake dick, are you?”

“No!”

“Well then…care to explain?” She pointed to his crotch.

“I was going to! You cut me off.”

Things had taken a strange turn. She had been so eager to get laid and now everything had gone sideways, and not in a good way.

Andrew was standing in front of her with his shirt off; Mary was wearing only her bra but didn’t feel exposed or vulnerable in front of Andrew. For some reason she felt like she was in charge. 

“Well?” she prompted him.

“I…uh…I never thought things would get this far tonight,” he said by way of explanation as he unzipped his pants.

Mary was intensely curious and wanted to reach out and yank down his black underwear, but she restrained herself. The bulge of his cock was noticeable, but hardly remarkable.

“I’ve never done this before,” he said, hesitating.

Mary wanted to ask him what exactly he hadn’t done before, but instead just said, “Get on with it.”

Pulling down his underwear, he exposed himself.

Sort of.

Mary blinked and took a moment to understand what she was seeing. 

Andrew’s cock was encased in plastic. Mary wasn’t stupid, she knew what it was. She just had never seen one in the wild before. 

“Why the fuck are you wearing a cock cage?” she asked.

“It’s a chastity cage,” he corrected her.

“Yeah. Sure. Why are you wearing it?” She wanted to reach out and touch it. The plastic was hard and clear. She could see his pink flesh through the material. There was a ring that went behind his balls and this was held to the slightly curved shaft of the cage by a brass lock wrapped in, of all things, a rubber band. Andrew didn’t have much hair on his chest and that translated to his crotch as well. Even so, she noted that he removed most of his pubic hair; she was fine with that, but it was unusual in men in her experience. Then again, she shaved her pussy every day, regardless if she had a date lined up or not.

“To give me confidence,” he answered after a moment.

Mary looked up at him. She had been certain he was going to say something like My girlfriend makes me wear it because I cheat on her all the time. See. I’m cheating on her right now. It’s all your fault!

“To give you confidence?” she questioned him. To say she was skeptical was a massive understatement, sort of like saying a nuclear bomb could be harmful. 

“I’ve got society anxiety,” he said, sounding nothing like someone who had social anxiety, especially because his pants were around his thighs.

“Okay. Fine. But why wear this?” 

Once more Mary wanted to reach out and touch it. Her curiosity needed to be satisfied. She was tempted to at least flick it with her finger just to see his reaction. It was easier to talk to Andrew while she was staring at his cock instead of looking him in the face. His cock filled up all the available space inside the cage. That wasn’t impressive. At most the plastic shaft was two inches long. It had to be painful to wear. But he had apparently put it on himself.

It was fucked up.

Mary was intrigued.

“When I wear it I have confidence,” he told her.

She looked up at him skeptically. “Sounds more like you are a serious pervert and want me—or whoever—to unwrap your little present.” Unable to help herself now, she did flick his cage with her finger, letting her fingernail clack against the plastic. She noted there was a slit on the end, presumably so he could pee while wearing the thing. Interesting.

“No, no!” he reassured her. It took Mary a moment to understand that he wasn’t protesting her flick. “It’s so I’m not focused on getting you into bed.”

“And yet here we are,” she said expansively.

“Uh…yeah. It worked a little too well.”

“Uh-huh. You didn’t have to bring me back to your apartment.”

“Things were going well and moved a little too quickly,” he admitted. “I thought I’d get a chance to take it off before we got this far.”

“So take it off now.” This was hardly the weirdest sexual encounter that Mary had had. It wasn’t her kink, but she was nearly desperate for dick and was willing to go along with Andrew’s proclivities to get laid.

“That’s the other problem…”

She groaned in frustration. “You’ve been lying to me and you do have a girlfriend and she has the key and—”

“No, no, no,” he reassured her. “I don’t have a girlfriend.”

“You don’t have the key, then?”

“I have the key!” He pulled up his underwear and pants, half-shuffled over to the nightstand next to his bed and opened the drawer to remove a small key on a keyring decorated, of all things, by a toy version of Bart Simpson. “I can unlock it! It’s just that…”

“Yes?” she prompted him.

“I guess it’s better that I show you,” he muttered and shoved the key in the lock.

She lost track of what he was doing, but a few seconds later he placed the cage and lock on the nightstand and turned around to face her.

Andrew must have been in an excited state because of all this. Even so, his excitement didn’t translate to a huge battering ram. 

Mary had been with a variety of men and found that she liked men of average endowment. Big was fine, but it could be uncomfortable bordering on painful. 

Without a doubt, Andrew had the smallest penis she had ever seen in person. If he was fully erect now he was sporting, at best, a four inch long cock and the circumference wasn’t impressive either.

“Oh,” she said as neutrally as possible.

“You aren’t the first woman to be disappointed.”

She reached out and caressed him. His cock was hot and hard. The skin was smooth. She could feel a vague throbbing under the skin. He inhaled sharply when she touched him. 

“At least you’re good and hard. Does it work?”

His eyes went wide. “Does my cock work?”

“Yes. You hear the question correctly.”

“Uh…yeah.”

“Great. Let’s fuck and I’ll tell you if we’re going to have a second date.” She moved back on the bed and spread her legs, displaying her pussy to him.

This was not the reaction that Andrew was expecting. It was welcome, but unexpected. He quickly got his pants all the way off and climbed onto the bed with Mary. As he did so, she pulled off her bra, unwilling to have sex while constrained. Andrew admired how her tits stood up proudly on her chest but didn’t let it distract him as he crawled onto her.

Mary reached down and found his erection. It was small in her hand, but not disappointingly so. It just wasn’t what she was hoping for. Still, she was going to make the best of the situation. 

On the positive side, Andrew glided easily into her ready pussy and he went all the way in without a problem. She wrapped her legs around his waist and pulled him hard against her body. “I like it when a man goes balls deep in me,” she told him.

“Uh-huh.” Andrew was focusing. Mary had seen that look on a man’s face too many times; he was trying not to cum.

“Fuck me hard,” she told him. “Slam that little cock into me.”

Andrew nodded and started doing exactly that once she unlocked her ankles from behind his ass. To his credit, he did fuck her hard. It was right on the cusp between joy and pain. Every impact of Andrew’s body, irrespective of his small cock, slammed against her waiting pussy, sending sharp impacts of pleasure through her body, focused on her pussy and especially her clit. It was enough to cause her to gasp. She wanted him to fuck her like that forever. She could barely feel his cock inside her pussy, but it didn’t matter.

He came. He slammed one last time against her and grunted and spewed his cum inside her pussy. That was more than good enough for Mary. She locked her legs around his and kept him buried as deeply as possible in her pussy. Her climax was briefly intense. It was the best she could hope for.

“Oh fuck, oh shit, I’m sorry,” Andrew babbled. “I didn’t mean to cum so fast.”

Mary allowed the last few quivers of her orgasm to pass before she spoke. “It’s fine. I wouldn’t have expected anything less from a man with a little dick.” It was an unnecessary insult considering that the sex with him had been more than satisfactory, but she couldn’t help herself. If he even just had an average sized cock she wouldn’t have been the least bit put off by his need to wear a chastity cage on their date. She felt he deserved it.

“Ow. That hurts. Emotionally, that is.”

To make up for her insult, she gave him a kiss on the cheek. “The sex was fine,” she said.

“Great.”

“No. Not great. Just fine.”

He chuckled and rolled off her. She barely felt his cock slip out of her pussy.

“I probably should have warned you ahead of time,” he said.

“Actually, it was probably best that you didn’t. I probably would have said no at seeing the cage and your little cock if you gave me warning.”

“Huh. That’s good to know.”

“You’re the smallest I’ve ever been with,” she told him.

“You wouldn’t believe how many times I’ve heard that before.”

She laughed. “Really! How many?”

“I’ve never counted, but probably every woman I’ve been with, including the girl who took my virginity.”

Mary was confused. “How would she know…?”

“She wasn’t a virgin,” he pointed out.

“Oh.”

“She also said I was half the size of the last guy she had been with and I was a disappointment.”

“Ouch.” Mary felt a glimmer of sympathy for him.

“Yeah. She then told everyone in our high school that I had a baby penis. My nickname the rest of senior year was BP.”

“She sounds like a bitch.”

“Lori was a bitch,” he agreed. “But she liked me for some reason and that’s why we had sex. Then she made fun of me and…well, that was the end of that.”

Mary glanced down and saw that, even though it was small, Andrew’s cock was fully erect. Unable to help herself, she reached down and caressed him. He shivered at her touch.

“You’re ready to go again?” she asked him.

“Yeah…”

“Wasn’t I good enough for you the first time?”

“You were…you were great. Really great! But I’m turned on so much right now…”

She giggled a little despite herself. “Really? Why are you turned on?” Mary turned her face to look at him and saw him staring at the ceiling. In the room’s weak light she saw that he was blushing. 

“I just am…”

“Bullshit,” she said as she slowly started pumping his cock. Maybe big cocks were nice, but his small one was a perfect handful. She didn’t feel overwhelmed by it. “What’s turning you on?” She’d never had a guy get hard again so quickly after cumming.

“You are,” he admitted, trying to relax and enjoy the attention of her hand.

“What about me?”

Andrew was silent.

“What about me?” she pressed him. “My tits? My pussy? The fact that I’m giving you a handy right now? That I want to give you a blowjob?”

“Uh…”

“Just tell me,” she begged him. “Tell me what it is and I’ll do it more.”

“I’m turned on,” he said and took a breath. “I’m turned on because you’re making fun of my cock.”

She stopped moving her hand and everything clicked into place. “You’re turned on because I’m making fun of your little cock?” she said softly.

“Uh-huh…”

She wanted to laugh in his face, but realized that he might like that even more. She’d never met someone with a humiliation kink before; she could get to like this.

Abruptly Mary let go of his cock and rolled over, getting on her hands and knees. She felt his cum slowly leaking out of her pussy, but she was certain that wouldn’t be a turnoff to him at all. “Fuck me,” she told him. “Fuck me from behind. Like an animal. Use that little dick on me. If you can’t fuck me around my fat ass, I don’t want to fuck you,” she told him.

Andrew looked at her in alarm and then quickly scrambled to his knees and got behind her. 

“You don’t have a fat ass,” he said, looking down at the broad expanse of her bottom.

“I’m not interested in a conversation. Either fuck me or I’m leaving.”

He didn’t need to be told a third time. Andrew moved in close behind her and probed at the apex of her legs, searching for the entrance to her pussy. She had to reach down between her thighs and guide him in. He was small, but he made up for that by immediately starting to fuck her as hard as he could. 

She liked the roughness. He didn’t penetrate her deeply and he didn’t stretch her. His enthusiasm made the difference, as did her hand rubbing her clit while he fucked her. Normally when she tried something like that during sex, the guy’s cock was in the way, stretching and moving her around. She didn’t have that problem with Andrew. Getting stimulated by his cock and her hand at the same time was a game changer.

She came much more quickly than she would have guessed. Her cry was louder than she intended and she shivered with delight at Andrew’s pounding. She wanted it to keep going forever. Nothing was forever, but between his busy cock and her fully-engaged fingers, she came twice more before Andrew managed to cum a second time, his low groan and hard grip on her hips with his fingers announcing his orgasm.

He collapsed back onto his heels, and she slowly slid forward, all her energy depleted. Once again she barely felt his cock slide free of her pussy, but she could feel his cum start to leak out almost right away. 

“It’s been a while since I’ve had a guy cum twice so quickly,” she complimented him. “Maybe small cocks aren’t completely useless.”

She thought about the condoms in her purse and was happy she had forgone them.

 

 

Chapter 3

 

“So how was the date?” Ellen asked eagerly the next morning when Mary walked into the office.

“A lady never kisses and tells,” Mary replied.

Ellen snorted. “Like you’ve ever been a lady. Dish,” she ordered.

Mary carefully considered her words. She didn’t want to be a bitch like Lori and tell too much. “The date was nice. He was very polite. Self-assured, completely unlike he is at work.”

“He wasn’t an asshole, was he?”

“Not at all! He was just a different person outside the office. I liked it.”

“You fucked him, didn’t you?” Ellen fixed her coworker with a look that was impossible to avoid even as Mary sat down at her computer and tried to hide behind the screen.

“I told you that—”

“Yeah, yeah, a lady never kisses and tells. Except you’re a slut. We both know that. Spill it.” 

Mary blushed. She had already told Ellen about too many of her dates. She didn’t know why she was trying to protect Andrew’s privacy.

“Yes, we did have sex—”

“I knew it!”

“He was very good in bed,” Mary said, almost primly.

“I bet he was. The quiet ones are the dangerous ones. Tell me everything!”

“Don’t you have work to do?” Mary asked as she logged into her computer.

“Yeah, yeah, so do you, but you want to tell me everything first.”

Mary couldn't believe she was blushing. Hiding her embarrassment behind a swig of her too hot coffee she relented a little. 

“We had a very nice conversation at the smoothie bar and one thing led to another—”

“I bet it did,” Ellen all but moaned.

“—and we wound up back at his place.”

“Does he have a pierced dick? With those tattoos on his arms I bet he’s the type.”

“No!”

“What about his tattoos? He’s covered, right?”

“You sure have a prurient interest in my sex life.”

“I’m married with two kids. This is as good as it gets for me.”

“Well, he does have a bunch of Star Wars tattoos on his chest. Different characters. I didn’t know many of them beyond Yoda.”

“Uh-huh. Weird but not unexpected. Tell me about his cock.”

“Wow. Ellen, sometimes I wonder about you.”

“Just tell me.”

Mary was trying to avoid the subject. She didn’t want to tell how small Andrew was. She half-dodged the question. “It was very nice. Yes I sucked it, before you ask. Slightly curved. And he knows how to use it…” She smiled dreamily, half-remembering the experience and half-performing for Ellen. 

“Did he make you cum?” Ellen almost whispered the question.

“Repeatedly.”

“Fuck…”

“Yes, we did fuck. Eventually.” She didn’t mean to say the last word and tried to cover it up with a quick sip of her coffee.

Nothing slipped by Ellen. “Eventually? He couldn’t get it up right away?” She grinned. 

“No. Not really.” Mary knew she wasn’t going to be able to avoid this part of the conversation.

“Tell me. I know he went down on you. He’s the type. You can tell just by looking at him. He probably would have been happy to worship at the temple of Venus all night, right?”

“Sure…”

“Tell me. You’re holding something back and you want to tell me,” Ellen teased.

Mary sighed. “Okay. Fine. He has a kink.”

“Every man does,” Ellen said wisely. “Some have more than one. What’s his?”

Mary paused before answering. “He wore a chastity cage on his cock to our date.”

Ellen looked at her blankly. “I was not expecting to hear that. That’s just…weird.”

“It is a kink.”

“I mean, chastity cages are usually worn by men because their wives don’t trust them or they’re into cuckolding or he likes watching his partner get fucked by someone else while he can’t.”

Mary looked at her friend in surprise.

“What?” Ellen asked innocently. “I’m married, not dead. I know things.”

Mary just shook her head and said, “Okay, none of those things. He doesn’t even have a girlfriend. It’s a confidence thing.”

“Confidence?”

“He’s more confident when he’s wearing it,” she said. “Says it helps him deal with his social anxiety.”

Ellen considered her for a long moment. “Yeah. That’s weird.”

“It was kind of fun,” Mary relented. “It was different, I’ll give you that.”

“We need to have him come in and fix our computers while he’s wearing it. I want to see what he’s like when he’s not uptight.”

“Ellen! He’s not going to whip out his dick and show you!”

“I don’t want to see his cage,” Ellen quickly corrected her. “Although…it sounds interesting. I wouldn’t say no.”

“Ellen!”

Her friend started laughing. “Just kidding. Just kidding. I’ve never seen anyone wearing one though. Gives me ideas for Jim…”

“I don’t want to know,” Mary cut her off.

“Are you going to see him again?” Ellen wanted to know.

“Probably.”

“Maybe he’ll give you the key to his cage and you’ll be in charge of his cock,” the older woman speculated.

“Ha! Don’t be ridiculous.”

“He seems to be the sort to have social anxiety. Most people would just use medication to get over it.” 

“It’s just a coping mechanism.”

“Maybe you can make it a groping mechanism.”

Mary rolled her eyes.

 

As pleasant as her date and roll in bed with Andrew had been, something had been missing. Mary didn’t need to speculate as to what that was. It was a cock. A nice, big, thick, hard cock.

Still, she texted back and forth with Andrew. She was intrigued by him and a second date was in order. She didn’t tell him that maybe next time she’d bring along the bigger vibrator she liked to use.

She certainly didn’t tell him that she was texting Zach as well.

Zach had never been her boyfriend. He had never even been her um-friend. He had barely qualified as her friend with benefits. They had hooked up at a bar once and made it an occasional thing to have sex together.

The sex with Zach was amazing. 

She tried to tell herself it wasn’t only because he had the biggest cock she had ever had inside her pussy or mouth.

He was good in bed…when he wanted to be. At best, he was a selfish lover, but he knew how to use his cock. When he wanted to make her cum again and again and again, he could easily do that.

Whenever she was horny and had no other options, Zach was her best option. The thing about Zach was he never had a girlfriend. She knew that more than once she had fucked him when the night before he had fucked someone else. That was fine. That was their relationship. She just wished he wasn’t such an arrogant asshole, because not only did he have a beautiful cock, but he had a wonderful body and a handsome face as well.

She steeled herself and sent him a text message.

Hey. Are you busy tonight?

She didn’t need to specify anything else beyond that. Zach would know.

Mary didn’t have to wait long for his answer. 

No. Looking to bump uglies?

Rolling her eyes, Mary sighed. I’m in the mood, she texted back.

My place or yours?

She answered quickly and tried not to think of Andrew. Yours. I’ll be there at 7.

 

Zach answered the door wearing just his bathrobe. She wasn’t sure if she caught him getting ready for a shower or if he was just changing his clothes or if he had undressed because he wanted to fuck. She didn’t care and she didn’t ask. 

“Hey,” he greeted her.

“Hey,” she replied and pushed him back from the apartment’s door, her hand on his chest. She didn’t need to push hard. They knew why she was there. 

She closed the door behind her, slung her purse to the floor along with her jacket, and went down on her knees in front of him right there in the living room two steps in from the door. Zach didn’t object when she opened up his bathrobe. He wasn’t wearing anything underneath it. She had anticipated that.

He wasn’t hard, but it was easy to fix that. His cock, as always, was beautiful. She didn’t want to but couldn’t help comparing his manhood to Andrew’s. Even soft, Zach was already bigger than Andrew. 

Holding the base with one hand and cradling his balls with the other, Mary put him in her mouth and sucked on him. 

“You really know how to give head,” Zach complimented her.

She didn’t reply. She couldn’t. He already filled her mouth and was growing by the second. Mary focused on making his cock as big as possible. She didn’t want him to pop off in her mouth; she wanted him to fuck her into oblivion.

As she sucked him, Zach allowed his robe to slip off his shoulders so that he was standing in front of her fully naked. He wasn’t the least bit uncomfortable. He was used to women wanting to please him.

The moment he was fully erect—and it was an impressive erection, as always—Zach said to Mary, “You’re early.”

“I’m early?” She was surprised at his statement, but replied after removing his large organ from between her lips and kissing his shaft.

“Usually you call me every six weeks. It hasn’t even been a month since we last fucked.”

She paused. Did he really keep track like that? Had it been less than a month since she had been in his bed? Was this the sluttiest thing she had ever done, fucking Andrew on Wednesday and then Zach on Thursday?

“It seems like longer,” she hedged and licked the underside of his cock, teasing her tongue around the ridge of his corona.

“Did you get dumped?” he asked her. 

Mary sat back on her heels. “That’s a rude question.” It was rude, but she didn’t leave and she didn’t release her grip on his always impressive erection.

“Some girls come running back to me after they get dumped. They want to prove to themselves that a real man still wants them.” He grinned at her. “I only fuck hot ladies, so it’s always an ego boost to them.”

Mary wanted to walk out because he was such an ass, but his cock was right there…and her panties were unaccountably wet.

“I didn’t get dumped. I’m just horny and want to fuck.” It was half the truth.

Zach grinned down at her. “Just tell me the truth: did you hook up with another lady and you want to make sure you aren’t a lesbian?”

“Excuse me…but what the fuck are you talking about?”

He thrust his hips forward, making his cock rub along her cheek, making his territory as it were. “Lots of women hook up with other women because…I don’t know. I love fucking women so they figure that sex with other women must be great, right? Anyway, they start thinking too much about it afterwards and aren’t sure if they’re still straight or not. Bi, maybe. But they don’t want to be a lesbian, so they come back to me.” He ran the head of his cock over her forehead and down her other cheek, offering it to her lips, encouraging her to suck him some more.

“I’m not a lesbian. I didn’t fuck some random woman,” she replied flatly. 

“Of course you’re not a lesbo. You’re here sucking my cock, right?” He grinned. “Let’s go to my bed.”

He turned and walked away. His ass was as perfect as the rest of him. He was a perfect ass. Mary hated herself for getting off the floor and not walking out of his apartment, but instead followed him to his bed.

“So why did you want to jump on my dick?” he asked as he lay down on the bed, his cock pointed upward at an angle. “Take off your clothes,” he told her.

Mary hated herself even more as she started stripping. “I told you, I’m just horny.”

He shook his head, watching as she undressed. “That’s not it. It’s something else, isn’t it? Did you hit on a guy and he said no? Did he tell you that your ass is too fat?”

She had been in the process of pushing off her pants and had turned sideways to Zach. He was looking at the side of her ass. “I don’t have a fat ass!” she insisted though it was the part of her body she worried about the most. She thought it was too big.

“Yeah, you do,” he said, as he tugged on his cock. “Don’t get me wrong. I love it. A nice big ass on a woman is a plus. I love hitting you from behind and seeing your ass shake.”

Mary wanted to put her clothes back on and walk away.

She knew she wasn’t going to.

“Do you talk like this to all the women you fuck?”

He looked at her innocently. “Yeah. Why?”

She shook her head. “No reason. It’s a good thing you’re pretty,” she said as she finished undressing, briefly cupping her breasts as she approached the bed. She focused on Zach’s cock and the way he was stroking it. First she was going to suck it and then she was going to ride on it until she came. 

Zach’s brow furrowed in anger and confusion. “I’m not pretty. Girls are pretty. I’m handsome.” His lopsided grin returned. “Every girl I fuck tells that that.”

“I’m sure,” Mary agreed and bent over him, taking his big cock into her mouth. She reached down with one hand and rubbed at her pussy, impressed at how wet she already was. She considered sitting her pussy on his face so Zach could eat her out, but he wasn’t one for cunnilingus. Was she wet because she knew sex with Zach was always good…or was she wet because she wanted to fuck Andrew and she was keeping this from him. Maybe she liked jumping from one man to the next. Maybe she wanted a boyfriend and a piece on the side.

“You give great head,” he complimented her.

The moment he did, she backed off. “I don’t want you to cum in my mouth.”

“Eager to ride this cock?” he asked, his lop-sided grin still plastered across his face.

She sighed in annoyance. “Yes.”

“Hop on,” he encouraged her.

She wanted to say no, but of course she climbed on top of his body, held the base of his cock, and lowered herself down onto his hard flesh. It took her a minute. Zach wasn’t huge, but he was big. She had to ease herself onto him. She had to take several attempts to get him all the way inside. She hated herself for being so wet and ready for him; the good part was that it eased his passage into her.

“Nice tight pussy,” he grunted as she started rocking her hips, taking pleasure in his body.

Mary tried to ignore his words. Zach would be a great fuck if he didn’t talk, if he didn’t have a personality other than a smile and a cock. She leaned forward, putting her hands on his chest, letting her weight rest on him. He didn’t mind. He was big and strong and except for her ass, Mary wasn’t a large woman.

“Great tits too,” he said, reaching up for her nipples. He pinched both of them. It didn’t hurt. It turned her on more than she wanted to admit to herself. She felt the thrill run right down to her pussy. She didn’t want to cum too soon, though. She didn’t want to give Zach that satisfaction and she didn’t want to hear him crowing about what a good lay he was and how he could make women cum just by looking at them.

She slowed her movements. She could see he was trying to catch her eye and she studiously looked to the side, half closing her eyes, pretending she was focusing on his cock and the sensations it was generating inside her. Except that she wasn’t pretending. It felt really good.

“Turn around,” he ordered her abruptly.

She was confused. “You want to fuck me doggy?”

“Nah. Reverse cowgirl. I want to watch your ass while you work my cock.”

She knew she should have said no, except she loved everything that Zach suggested and everything they did together in bed always made her cum. 

It was necessary for her to sit all the way up to disengage from his cock; it plopped wetly back onto his stomach. As she turned her body around, Mary thought about the story her college roommate had told her about kicking a guy in the face. They had been fucking and went to change positions. That had ended the night’s fun.

Mary considered accidentally but not really kicking Zach in the face while she turned around. She didn’t actually do it, but she realized how fucked up her relationship with Zach was.

If she was a better woman, she would have left his apartment right then and there. 

Instead, she angled his still hard cock between her legs and once more lowered herself down on him.

“Fuck yeah,” he said as she slid down on him. “You’ve got a great ass!”

“You said it was fat,” she told him as she started riding up and down on his cock, hating herself but loving the sensations. 

“It’s great because it’s fat,” he told her. “Ride that thing!” He palmed her ass cheeks as she worked her hips. When he did that she felt her ass was fat. She didn’t stop, though.

“Keep going.”

“Uh-huh.”

He spread her buttocks apart. She knew he was looking at her asshole but didn’t say anything. Many times before he had asked to fuck her ass and she had always refused. There was no way she was going to take his huge cock up her ass. She did have some self-respect and a sense of self-preservation; she wasn’t going to be ripped in half just to please him.

His finger probed at her back entrance. 

“Don’t,” she warned.

“You’ve got a cute asshole.”

“No.” 

Even as they argued, she kept moving her hips. His cock felt so good in her pussy.

He wiggled his finger against her puckered opening. Even though she tensed up, she was wet even back there, her pussy having leaked all over the place, and he managed to get his finger inside her up to the first joint.

She moaned despite herself.

“Yeah, you like that, don’t you?”

Mary refused to answer him, but kept pumping her hips up and down. 

Abruptly he withdrew his finger. “Keep going,” he told her. “Work that ass.”

She wanted to tell him no. She didn’t. 

Her speed increased and she could feel her fleshy ass shaking as she went up and down on him. That must have caught Zach’s interest because he was silent for a moment, taking his hands away, but then she was surprised by a smart smack to her ass.

“Fuck yeah! Your fat ass is shaking all over the place!” he exclaimed delightedly. “Fuck that cock! Use that ass!” Mary felt herself already close to the edge. She knew she was going to cum and just needed to keep going. At this point, Zach was more of a distraction than anything else. 

He continued to smack her ass each time she came down on his cock. She hated and loved it at the same time.

Finally—finally!—she came and moaned loudly as she shook while perched on Zach’s hips and cock.

“Good girl, good girl,” he complimented her over and over. She was leaning forward, his cock filling her up, her arms braced on the bed to keep from falling on her face. “I didn’t cum yet. Keep going.”

Despite everything else, she kept going. She was tired and needed a minute to breath, but she got her ass going again and Zach continued to slap her. It started to hurt, but she didn’t stop. She didn’t tell him to stop. She liked it more than she was ever going to admit to herself let alone Zach.

Mary came three more times—or, more accurately, she made herself cum three more times while Zach spanked her—before she finally got her lover over the edge and made him cum.

He flooded her pussy. She kept her ass bouncing on his cock as he came, not to heighten his orgasm but to maybe make it a little painful because he got so sensitive when he came. His cum only added to her wetness and after a few seconds she could feel him dripping down out of her and onto her inner thighs and his legs.

After Zach was finally done groaning and his orgasm had fully passed, he grabbed her hips and held her in place for a moment before pushing her off him. His cock had started to deflate and the separation was welcome to the both of them.

“So…did I keep you from becoming a full-time lesbian?” he asked her, barely containing his chuckle.

Mary shook her head in annoyance. “You really are an asshole sometimes, you know that?”

“Nah. I just want to fuck your asshole.”

It was all she could do to not turn around and slap him in the face. He might have considered it foreplay, except they had already fucked.

“Never going to happen,” she said as she climbed off the bed and headed to his bathroom. 

“You should be thanking me for fucking you,” he called after her. “You don’t want to be a lesbian, do you? And you’re still a hot piece of ass, even if your boyfriend did dump you!”

 

Chapter 4

 

If we go out dancing, are you going to wear your cage? Mary asked, texting the message to Andrew. 

He answered fairly quickly, which impressed her because he was supposed to be working, fixing the various computer problems in the office. 

I would have to.

Why? She wanted to know. 

I couldn’t deal with that many people around me. Soc Anx. I don’t want to go to a dance club. 

Mary had to give him credit for being honest.

What if I just came over to your place and fucked you silly?

 

They compromised on going to Bard and Board instead of a dance club. Mary thought she was in for a night of Monopoly or maybe chess. Instead she wound up losing terribly at a game called Tiny Towns but doing decently well at Ticket to Ride. She sat next to Andrew the entire time, occasionally reaching down under the table to first rest her hand on his thigh, and then move it upward to make sure he was still wearing his chastity cage.