Patreon Exclusive: "Sharing is Caring"

Good Evening!

I am still finishing up drafting on commission three, but am hoping, with good luck, to be finished with the rough draft some time this week.

For now, I'm proud to present "Sharing is Caring", my story for the tag "Roommate". This one ended up getting longer and more complex than I expected, and maybe strains the definition of "short story" at this point.

Anyway, I hope you enjoy it! Leave a comment and/or a like if you liked it!

For next time's short story, I thought I would experiment and try something a little different. It might not work, in which case I will put up an alternate poll soon.

I thought it sounded fun to request story pitches from you all! Do you have an idea for a story that could be told in 8-15 pages? Comment below! Maybe you have a vague scenario. Comment that too! Maybe you just have a particular topic or type of character you think it would be fun for me to write about. I would love to hear it! After a few days, I will take all the suggestions commented below and make a poll from them and let all of my patrons decide which idea would be the most fun. Think of it as getting a free mini-commission from me for the winner!

Like I said, maybe I won't get enough pitches for a poll, in which case I will go with another plan. Let's see what happens.

In the meantime, enjoy "Sharing is Caring"!

...

Jerry Hoskins closed his eyes and counted to ten, cursing for the hundredth time that he had ever accepted the fucking Craigslist ad looking for a roommate

He picked up the gallon of milk with a baleful look in his eyes and shook it, watching the half-inch of milk left in the bottom slosh back and forth, growing frothy.

Written in bold, optimistic sharpie across the side of the jug were the words “JERRY’S MILK! BUY YOUR OWN!” As if that had ever fucking worked on Chris. For a second Jerry weighed just letting it go. The lease was almost up. In a month he would never have to see Chris Denson ever again.

But the principle of the thing was what mattered to Jerry. The principle was why he still marked all of his things in sharpie, even though it had never given Chris pause. And it was why he was going to march over to Chris’s room like he always did, even though he knew that it wouldn’t accomplish anything.

Jerry closed the fridge door with his hip and made his way over to Chris’s room, seething with resentment. Jerry didn’t see himself as a picky person. Disciplined maybe. Strict with himself and others perhaps. But picky? Never. He wouldn’t have minded if Chris helped himself to an occasional glass of milk, or a roll of toilet paper, or a frozen pizza Jerry had bought.

But it wasn’t just once in a while. The casual “borrowing” was fucking constant. Chris wouldn’t buy anything if he could mooch it off of his roommate. And that wasn’t the worst part.

The worst part was his fucking attitude…

When Jerry swung open the door to Chris’s room, his huge, handsome roommate was lounging back on his bed as usual. The bastard had a huge bowl of fucking cereal in front of him, happily munching away, milk fucking dripping down his chin.

But he wasn’t alone tonight.

Seeing Kelly took a little of the wind out of Jerry’s self-righteous sails. Kelly North was Chris’s girlfriend, and she was the sort of girl that made Jerry feel a little awkward and tongue-tied. She was a cute little firecracker of a woman. A petite, spunky girl who was the head of the college dance team, and had the lean, tight little body to prove it. She had thick, natural blonde hair perpetually pulled up into a casual ponytail, a sprinkling of freckles over her cute features, and playful brown eyes that always made you feel like you were either in on the joke, or the butt of the joke, depending on her mood.

Jerry usually felt like the butt of the joke. Kelly was the sort of girl who had been able to get the most popular guys in high school, and never considered looking further down the dating pool than that. Why would she when she had the hottest, richest, coolest guys drooling for her?

The fact that this impossibly gorgeous girl was dating his asshole roommate was enough to make Jerry feel awkward around her by itself. But on top of that, the incident that happened a few months back had completely destroyed any sense of dignity he had around Kelly.

“J-man!” said Chris, around a mouthful of cereal. “Ever heard of knocking? What if me and Kelly had been getting busy in here?” His voice was joking, but cold and cruel. Chris was a mean, spiteful meathead who had taken one look at Jerry on move-in day and instantly classified his new short, thin roommate as beneath him in every way. He had treated Jerry with casual disrespect ever since.

Chris raised a thick eyebrow at Jerry. “Well anyway. What can I do for you?” he asked, conspicuously taking another big bite of breakfast cereal. Kelly suppressed a giggle, looking away from the sight of Jerry standing flustered in the doorway with his empty jug of milk.

“Chris…” said Jerry vaguely, trying to fight through the sudden awkwardness of seeing Kelly unexpectedly. He raised the empty milk jug and sloshed its pitiful remaining milk around. “You can’t just take my stuff. You need to buy your own shit.” He had planned to come in with guns blazing, but his voice sounded weak and whiny even to his ears. Kelly snorted another giggle, her hand covering her mouth.

Chris grinned and held up a finger, raising the bowl to his lips and gulping down the remaining milk, making Jerry wait as he downed the last of it. He let out a loud “Ahhhh!” much to his girlfriend’s amusement.

Jerry could see it in Chris’s shit-eating grin. He was about to say it. That same old fucking phrase that he used every time. The one that made Jerry’s blood boil.

“Jesus, J-man, didn’t they ever teach you anything in kindergarten?” asked Chris with nasty fake-friendliness, “Sharing is caring!”

Jerry felt his pulse rev up. This time he wasn’t going to let it pass. He had heard enough of that fucking phrase. He was really going to let Chris have it. It didn’t matter that Kelly was here. She could listen too. Maybe then she would stop looking at him that way.

But as he opened his mouth, Chris bulldozed over him with his booming, confident voice. “Now get the fuck out of my room, Jerry. Me and Kelly need some private time, and we don’t want a little perv like you sniffing around. Right, babe?”

Then Jerry turned and saw the amused disgust in Kelly’s deep brown eyes. The same expression she always wore when looking at him ever since that day a few months ago. And he caved. Jerry turned his tail and retreated from the room.

There was just no way he could face a beautiful girl like Kelly now that she knew all his deepest darkest secrets.

…

Kelly North stared up at the ceiling, listening to her boyfriend snore in a heap next to her. It was a bad habit of his: Kelly could never count on pillow talk or cuddling from her big lug of a man. After every session, he would roll over and be out like a light within minutes, no matter what time of day.

Kelly sighed and shook her head a little. She was being unfair. In a lot of ways, Chris was talented in bed. His size was perfect: big but not painfully so. He had stamina and power, which was a must for Kelly: she loved a man who could take charge and throw her around a little.

It wasn’t his fault that Kelly’s mind had been… focused on other things lately.

No, it wasn’t Chris’s fault. It was that little nerd that Chris had been forced to room with.

Jerry gave Kelly the creeps. Even from day one, he always seemed to be sneakily checking her out. As if a little dork like him could have a chance with someone like her. So, while she recognized that Chris was being an asshole when he messed with Jerry, she couldn’t really fault him. Jerry was the kind of creepy loser whose baseline existence was just a little annoying, and it was sort of satisfying to see a superior guy like Chris put him in his place.

But if Jerry used to creep her out, he just flat-out disgusted her after what she and Chris found out a few months ago.

Chris, unsurprisingly, had broken his laptop again, and the new one his dad bought for him hadn’t come in the mail yet. So, one day, when Jerry was off doing whatever nerds do, Chris thought he would just borrow his roomie’s laptop to get some homework done.

It was the whole “sharing is caring” thing that Chris thought was so funny. A petty little power play that her boyfriend knew Jerry was too much of a pussy to put a stop to. Regardless, this time it was easy, Jerry had forgotten to lock his laptop, leaving it open on his desk for Chris to borrow.

That was how they found the pictures.

An entire album of some of the most filthy, erotic images Kelly had ever seen. A pale, curvaceous woman bound with ropes. With leather straps. Blindfolded. Gagged. Ass spanked red. An entire bondage photoshoot. Kelly and Chris spent an hour flipping through them with fascinated horror. Then they found another album. And another.

All of them were filled with photos of gorgeous, naked women. All of them were bound at the mercy of the photographer, and all of them were in a state of wild arousal.

Kelly had laughed along with Chris as he mockingly paged through his roommate’s “spankbank”, but, despite her disgust, she couldn’t help but feel a certain… fascination. Kelly had always enjoyed rough stuff in bed, and a strict, no-nonsense attitude was usually the fastest way to get her hot and bothered.

Once, on Valentine’s Day, a previous boyfriend had brought along a pair of fuzzy pink handcuffs, and Kelly had cum her brains out. She had been too embarrassed about it afterward to request that they become a regular bedroom fixture, but the idea had always kicked around the back of her head. And these pornographic images were bringing those thoughts back in a major way.

So by the time Jerry came back to the apartment to find Chris hooting and hollering at the private pictures on his laptop, was Kelly feeling the tiniest bit horny? Sure. I mean, that was only natural when you had just spent an hour looking at porn, right? It didn’t mean anything.

Kelly had never seen Jerry get so angry. Chris just kept repeating his mocking “Sharing is Caring” line, but this time Jerry wasn’t having any of it. Jerry had started saying something about how those photos were private, and Chris looking at them was a complete breach of the women’s privacy. He continued to say that those women had trusted Jerry to keep the photos a secret when they agreed to let Jerry take them.

It took a second for what Jerry was saying to sink in. Unbelievably, Jerry was claiming he had taken those photos himself. They weren’t downloaded porn at all.

Obviously, Chris had called bullshit. There was no way Jerry was getting any pussy at all, let alone the total babes in these photos. The confrontation had ended with a mocking sneer from Chris, and some condescending advice for Jerry to not leave his porn open on his laptop, and to think up some better lies to cover if someone found it.

At the time, Kelly had been just as sure as Chris. There was no way a weedy little creep like Jerry Hoskins could ever be in a position to take red-hot sex photos like the ones they had found on his computer. But as the weeks went by, Kelly found that her certainty slipped little by little.

The photos had looked good, but not, like, ‘professional porn shoot’ good. And if he had just downloaded them from a website, why would he have so many duplicate shots of similar angles, like he was trying to get the shot exactly right? Also, Kelly couldn’t help but notice that, despite his introverted vibe, Jerry wasn’t exactly a homebody. Whenever she happened to be over at her boyfriend’s place on Friday night, Jerry would be “out somewhere doing nerd shit” in Chris’s words.

But was he? Or was he out there tying up gorgeous women until they begged for more?

The idea was ludicrous! Even if a woman wanted to be tied up and spanked and played with in this disgusting, fascinating way, why would they pick a weedy little loser like Jerry to do it with? The idea of Jerry dominating and controlling a woman much hotter than himself stuck in Kelly’s craw. For some reason, the idea of any woman submitting to a loser perv like Jerry was obnoxious to her.

She couldn’t stop thinking about it.

After obsessing over the strange photos for a week or two, Kelly had decided to do a little research of her own. She started secretly looking up BDSM porn. Just to see how she felt about it. Well, that was the plan at first. Before long, Kelly found herself masturbating to bondage porn on a daily basis.

And the worst part was that sometimes, when her orgasm was gripping her, she would picture Jerry doing the things she saw in the video to her. It wasn’t that she was attracted to the little runt. Far from it! That was sort of the point in fact. The idea of submitting to a man so far beneath her was so humiliating it felt filthy and taboo in the kinkiest possible way.

Eventually, Kelly decided that she had to try it.

Not sex with Jerry. God no. She wasn’t that horny or dumb. But she had to get a taste of the bondage she was seeing on her screen every night. Kelly had always been a lot smarter than Chris. That was the way she preferred her men: big, handsome, and dumb. So it wasn’t exactly hard to subtly bring him around to the idea of trying some kinky bondage sex with her.

But frustratingly, Chris just wasn’t good at it. He didn’t have the patience. Kelly would try to coach him through tying her up with some basic knots and teasing her, but every time he would get horny, lose patience, and just end up fucking her before they had gotten to any of the bondage play she craved.

Kelly smiled to herself and hummed a little tune as one hand idly traced circles of her snoring boyfriend’s back. Luckily, she had a foolproof plan. She had thought up a way that she could get exactly what she wanted from Chris without him getting frustrated. Just in time for their one-year anniversary, too! It would be a sweet little celebration for both of them.

And hopefully, when she got the satisfying taste of the domination she craved, she would stop having her humiliating little fantasies about her boyfriend’s loser roommate.

…

Three weeks later, Kelly grunted, straining awkwardly to position the mini-whiteboard just right: propped up against her tits so that the message was perfectly legible.

“Happy Anniversary, Baby! Enjoy!” Surrounded by cute red hearts.

There, now she just had to get everything else into place. Kelly was giddy with excitement. She could already feel her pussy moistening with anticipation for the night to come, and her nipples had been hard as a rock for hours. She slipped the blindfold into place and tightened her ball gag. Then she slipped her right arm into the waiting loop and tugged the binding tight.

A slight thrill of anxiety suddenly washed over her. Shit. She really was helpless like this. She couldn’t get out even if she tried. But she told herself she was being silly. She had timed it perfectly. Jerry hadn’t been home until late all week long, and Chris would be home in five minutes or so. When he got there, he would find his horny girlfriend tied up on his bed: arms bound, legs splayed and tied, blindfolded, gagged, and soaking wet. Pre-wrapped and ready to fuck, no boring knotwork required on his part.

It was the perfect setup for them to both get what they wanted.

She just needed to wait until he walked through that door.

Any minute now.

…

“Come on, man,” said Kyle, jerking his head to the side to indicate Chris should join them. “We’re going to head down to the Smokehouse and have a few.”

Chris hesitated for a second. “Uhhhh, not sure I can,” he said. His voice was gruff, trying to cover up his embarrassment. “It’s… well, it’s me and Kelly’s anniversary today.”

The group of guys burst into incredulous laughter. “Are you fucking serious dude?” crowed Kyle as Chris looked on with a scowl. “You guys aren’t married! You can do whatever you fucking want. Come have a few beers with us, then go home to your girl.”

Chris reddened as the laughter died down. Kelly had told him that he should hurry home today, but there was no way he was going to look pussy-whipped in front of his friends. Kelly would understand. His reputation as a man was at stake here.

“One beer,” he grunted irritably, raising cheers from his buddies as they slapped him on the back.

“Yeah, yeah,” said Kyle, “One beer, buddy. That’s all.”

…

Jerry returned from the club in a foul mood. His meetup canceled on him at the last minute, and now he had no plans at all for the evening.

He wasn’t used to getting blue balled nowadays. Because, surprisingly even to himself, Jerry had sort of become a hot commodity at the club, and was usually booked straight.

When Jerry had first worked up the nerve to go to one of the city’s BDSM clubs as a freshman, he had basically expected to be kicked out immediately. But somehow that hadn’t happened. The older woman who ran the place decided he was cute, and took Jerry under her wing.

And, shockingly to anyone who met him, it turned out that Jerry Hoskins was sort of savant at domination. When he had finally convinced (begged more accurately) one of the club’s regular submissives to give him a shot, he had gotten good reviews. After he got more practice and experience, good reviews turned into rave reviews. It happened over and over again. A submissive would categorically reject the idea of submitting to a weedy little nerd like him, then would get persuaded to try it out based on the buzz around the club, and then would beg him for another session after having their mind blown.

It wasn’t really a compliment. These women weren’t exactly lining up to date Jerry. He was well aware that part of the effectiveness of his sessions was the humiliation of submitting to someone like him. But Jerry didn’t care. How could he when gorgeous women were lining up to have sex with him? It was like he had somehow won the lonely nerd jackpot.

Well except for tonight. Tonight he would be the lonely little jackoff that Chris and his stupid hot girlfriend thought he was. Speaking of Chris, Jerry hoped that his roommate would be gone, but he could hear noises from Chris’s room, so no such luck. Fuck. Jerry decided that what he needed right now was a nice, hot, relaxing shower.

He was halfway through, and starting to feel a little better, when he lifted his suspiciously light bottle of shampoo (marked in sharpie, of course) and realized that his fucking roommate had used it up. Ok, that fucking did it. Jerry was in no mood. With fierce, jerking movements, he turned off the shower, snatched his towel off the rack, and stormed over to Chris’s bedroom to give that fucking asshole a piece of his mind.

He swung the door open, ready to let out an angry tirade, then stopped dead. His eyes widened and he unconsciously held his breath, still-warm droplets of shower water sliding down his towel-clad body.

Kelly’s North’s tight, petite little body was bound and displayed, totally naked on his roommate’s bed. The shiny remnants of her arousal shone on her inner thighs, framing her perfect, juicy little pussy. The soft dormancy of her nipples indicated that, at this point, the fun of self-bondage had worn off a little, but her shapely tits, jiggling slightly with the heaving of her chest, were still a sight to behold.

“MMmmmfff!” grunted Kelly through the gag. She strained futilely against the self-bondage she had put herself in. Jerry knew what the right thing to do was. He should close the door and forget he ever saw this, as hard as that might be. Maybe even call Chris and tell him to get his ass home.

But Jerry was still thinking about the empty shampoo bottle. And the empty milk jug. And how he had been cock-blocked tonight. He thought about Kelly’s mocking, disgusted expression she had shown to him ever since she had gone snooping through her private pictures with her boyfriend.

She acted like Jerry’s sex life was so embarrassing and perverted. But look at her now. Not so high and mighty anymore, was she? With halting, hesitant steps, Jerry entered his roommate’s bedroom, feeling his cock swell, tenting out the towel loosely wrapped around his waist. There was no harm in getting a closer look, was there? Kelly was blindfolded. She would never even know it was him.

…

Kelly panicked after about a half-hour had gone by, although, in her blind, bound state, it felt like a few hours. She heard her phone buzz on the nightstand at some point, which maybe would explain why her boyfriend wasn’t here fucking her right now, but her phone might as well have been on the moon for how easily she could answer it.

After another half hour, the panic had ebbed away, replaced by an emotion that Kelly was much more familiar with. Anger. Trust her useless fucking boyfriend to change plans all of a sudden on the one day when it was important that he stick to his usual schedule. When he got home, Kelly was going to tear him a new one.

Finally, Kelly’s straining ears heard the apartment door open. Fucking finally. But to her dismay, she then heard the shower turn on. Seriously? She stewed in impotent rage. Why, today of all days, did Chris think it was a good idea to hit the shower before even checking his bedroom?

After what felt like an eternity, the water shut off. She heard footsteps approaching and even felt the breath of air on her sensitive naked skin as the door flew open.

“Untie me, you asshole!” shouted Kelly. Or, at least, she tried to. It came out instead as a muffled grunt and a thin stream of saliva that dripped down her chin onto her heaving chest. Chris was weirdly silent, just standing in the doorway apparently, because Kelly hadn’t heard him move.

He must be admiring the view. Despite Kelly’s frustration… the thought was a little hot. That was part of the appeal of this whole setup, after all. Being totally exposed and displayed for her boyfriend’s viewing pleasure.

For just a split second, the image of Jerry standing there in the doorway, leering at her flashed through her mind, tinged with white-hot, taboo eroticism. She clamped down on that thought immediately. That was the whole reason why she was doing this: to banish those inappropriate thoughts.

Finally, Chris was on the move, approaching the bed with an uncharacteristically slow, measured pace. The tension made Kelly’s pulse quicken. She expected Chris’s low, enthusiastic voice to say something at any second about how “fuckin hot” she was. But he said nothing. Chris was silent, now standing still just above her.

A minute ago, Kelly would have sworn that sex was utterly off the table tonight, but now she wasn’t so sure. Now that her boyfriend was in the room with her, just staring at her silently, she felt warmth flaring up in her belly again. Maybe Chris was finally getting into the spirit of this whole domination thing and taking his time. Teasing her a little.

Kelly felt her boyfriend reach down and pick up the mini whiteboard, pausing for a moment to read it. Suddenly, Chris leaned forward, grabbed the wrist restraints on her left arm and… adjusted them? Suddenly the rope didn’t chafe quite as much and felt more secure. What the fuck? When had Chris become an expert in…

Oh no.

No no no no.

Kelly felt the man above her lean way down until his mouth was right next to her ear.

“Well… it looks like someone has been a very naughty girl.”

It was fucking Jerry.

…

Jerry moved closer, clutching the towel around his waist to keep his growing cock from dislodging it.

Jerry saw the small whiteboard lying propped up on Kelly’s torso. “Happy Anniversary, Baby! Enjoy!” Jerry smirked, then looked back at Kelly’s bound body with a heated gaze. Well, he had to admit that it was a beautiful gift.

Kelly strained and twitched her tight little body, making muffled sounds of frustration that, as a dom, were music to Jerry’s ears. Jesus Christ, she was hot. Even now, when she was clearly turned off by her extended captivity. Jerry couldn’t keep his eyes off her tight pink pussy, topped with a thin strip of trimmed blonde public hair and the matching bubble-gum pink nipples sitting atop her luscious D-cups.

Jerry looked back toward the door. As fun as it was to take this sneaky little peek at this snooty bitch’s naked body, he was probably dead if Chris walked through that door. He looked over to the bedside table, where a message from Chris was displayed on the lock screen:

“Went to the bar to have a few with the boys. Be back soon, Babe.”

Jerry’s face split into a wide, evil grin. If he knew Chris, his roommate wouldn’t be coming home anytime soon.

Which gave him all the time he needed for whatever he wanted with Kelly.

Now that he was closer to the petite woman tied up on the bed, Jerry could see that the bindings were fairly sloppy. The work was amateur, but clearly done by someone who had been… doing their homework. Maybe by someone who had felt a little inspired by seeing his pictures?

With a sharp grin, Jerry reached down and readjusted the sloppy binding on Kelly’s left wrist, making her grunt in surprise. Then he leaned down until his face was right next to Kelly’s. Whispering always felt more intense than talking when the sub had their sight taken away, and Jerry wanted to make sure, at this crucial point, that his words had the maximum impact.

“Well… it looks like someone has been a very naughty girl,” he said in a low, amused voice. He was already slipping into his well-practiced role as Dom instinctively, helped by the sight of a beautiful woman at his mercy.

Jerry watched avidly as Kelly’s body stiffened in shock, tensing against the sloppy bindings holding it in place. Surprisingly, two parts of her body stiffened even more dramatically: her nipples rapidly rose into lustful peaks on her chest even as the rest of Kelly’s body broke into goosebumps.

Well… that was certainly an interesting reaction to hearing Jerry’s voice. A reaction that he was curious to explore.

“Mmmmfff! Mrrgghh!!” grunted Kelly through her ball gag, suddenly fighting and straining against the ropes holding her. Even though they were a bit sloppy, the ropes held tight, and before long, Kelly was forced to slump back in defeat, her breasts jiggling a little as her chest heaved from the effort.

“Ok, ok, hold your horses,” said Jerry nonchalantly, reaching over and removing the ball gag with unhurried, deliberate movements. “Now, what was it you were saying?”

“Get the fuck out, you fucking pervert!” screeched Kelly, her voice raw with panicked humiliation.

“Wow,” said Jerry with a chuckle, reaching over and checking the binding on Kelly’s other wrist while she ineffectively tried to squirm away from him, “That’s pretty harsh coming from you. In fact, wasn’t the only reason you thought I was a pervert the whole bondage thing? I guess that makes you a nasty pervert too, doesn’t it, little miss perfect?”

“Are you fucking stupid?” growled Kelly, a hot blush staining her freckled face from her continued mortifying exposure to her boyfriend’s nerdy roommate. “Get the fuck out! I’m naked, dumbass!”

“I noticed. One second, sweetheart,” said Jerry condescendingly. The towel was getting in his way and annoying him, so he tossed it aside, letting his hard cock bob and bounce as he moved to adjust the bindings on Kelly’s legs. “Let me just check your knots here. I’m the expert, remember? If you do this sort of thing wrong, you can cut off circulation.” Jerry’s eyes lit up with wicked delight as he saw that Kelly’s perfect pussy was sending fresh trickles of lubrication down her thighs. Bingo. Bratty, superior Kelly was a lot hornier than she was letting on. “Besides, despite what your mouth says, it seems like your body is very happy to have me here.”

“Eww,” said Kelly with flat disgust, despite her leaking pussy and nipples that could cut glass. “Not if you were the last man on earth, loser. Now fucking leave, or I’ll tell my boyfriend about this.”

Jerry smirked. Tough talk for a visibly horny woman who was tied up, naked, and still blindfolded. He could never understand where some people got so much confidence. Time to introduce a little more uncertainty into Kelly’s self-centered worldview.

“Alright, alright, you win,” said Jerry mockingly. “I’ve done my duty by making sure that you won’t lose a hand. Hopefully, Chris will be back soon and didn’t decide to go on one of his all-night ragers. But he wouldn’t do that to you on your anniversary… would he?”

Jerry turned and walked slowly toward the door. He didn’t even bother to grab his towel. He knew he wouldn’t be leaving. Sure enough, just as his hand turned the doorknob, Kelly called out behind him.

“W-wait,” she said, her voice cracking a little. Just as Jerry had planned, the thought of being forced to wait for Chris all night in bondage was weighing on her. “Could you… I mean, would you mind untying me?” she asked in a voice of grudging civility.

“I don’t know…” said Jerry, relishing his power in the situation. “I’m not sure how charitable I’m feeling toward a woman who yelled at me and called me a pervert just a few seconds ago. Maybe you’re right. I shouldn’t be in the same room as my roommate’s naked girlfriend. It’s not right.”

Kelly squirmed and bucked in impotent frustration, fighting against the degrading feeling of being completely powerless in front of a man she had no respect for. Her flushed skin and labored breathing told Jerry all he needed to know, even apart from her oozing pussy and hard nipples. He had seen this dozens of times before in women he had tied up. Kelly had a submission kink a mile wide. And unfortunately for her, Jerry knew exactly how to put naughty girls like her in their place.

 “Jesus Christ,” Kelly huffed. “What do you want from me you little prick?” The raspy edge on her voice told Jerry that Kelly’s imagination was running wild over what things Jerry might demand from her. But there was no need to rush. Things would be so much sweeter if he took his time a little.

“Let’s make a bet,” said Jerry firmly, crossing the room again and sitting on the edge of his roommate’s bed. “I have to admit that my pride is a little wounded. You and your boyfriend treat me like a total loser. Even now, you’re pretending that I’m not turning you on, despite the obvious evidence to the contrary.”

“That’s because you aren’t turning me on,” said Kelly with swift heat, interrupting Jerry. “I’m turned on for my fucking boyfriend, idiot. The person that I set this all up for.”

“Then prove it,” said Jerry, his voice growing a little harder. “If you really find me completely disgusting, then it should be impossible for me to make you cum. That’s the bet. If I can’t make you cum, I untie you. If I can, I leave you there for your boyfriend to find.”

Kelly laughed bitterly. “Oh, of course. I’ll just let you fuck me to win a bet. Do you think all women are that stupid, or just me? Keep that little dick to yourself Cassanova. No deal.”

“I thought you would say that,” said Jerry with a grin. “So let me make the deal a little sweeter…”

…

Kelly’s heart felt like it was going to beat out of her chest. She felt hot, and sweaty, and massively, embarrassingly exposed.

And worst of all were her stupid fucking nipples and her traitorous pussy. Jerry was wrong of course. That little loser didn’t have the ability to turn her on, and never would. But something about the situation was weirdly compelling. Being totally helpless and humiliatingly exposed in front of a worthless little runt like Jerry. At his mercy… it pushed buttons in Kelly’s brain that she didn’t know existed.

But even though the circumstances (NOT Jerry himself, she insisted) turned her on, there was no way she would accept Jerry's stupid bet. She wasn’t some dumb bimbo: she recognized the thinly veiled excuse to fuck her.

“So let me make it a little sweeter,” said Jerry, in the stupid, deep, smug voice he had adopted now that he had Kelly at his mercy. “I’ll only touch parts of your body that you agree to. If I can’t make you cum with just that, then I lose.”

Kelly’s acidic retort died on her tongue. What a second… If Jerry was saying what she thought he was saying… Then there was no fucking way he could win that bet. “Only parts of my body that I agree to?” she repeated suspiciously.

“That’s right,” said Jerry. “Of course, I would expect you to automatically agree to any non-sexual body parts. Otherwise, you could just say I don’t have permission to touch anything, and that wouldn’t be very fair.”

Damn. Well, that closed one loophole. Kelly thought carefully. The idea of Jerry sitting there desperately rubbing her nose or some shit to try to make her cum was pretty hilarious, and it would be an excellent opportunity to put the little nerd in his place and prove to him and herself that he didn’t make her horny.

“What’s the time limit?” Kelly asked, licking her lips nervously. It felt twisted and surreal to be talking with Jerry while bound and stark naked. She couldn’t believe she was even entertaining this bet, but she didn’t think Jerry was bluffing: he would probably leave her tied up if she just flat-out refused, and who knew how many hours it would be until Chris finally got back. “I don’t want you rubbing my fucking elbows for hours on end.”

“An hour,” said Jerry.

“You wish. Fifteen minutes.”

“Forty-five.”

“Thirty.”

Jerry sighed. “Well, you drive a hard bargain. Deal. I’ll make you cum in a half-hour, touching only the parts of your body that you agree to.”

“No you fucking won’t,” said Kelly, with rock-solid certainty, despite the incessant, needy throbbing of her pussy.

Kelly half expected Jerry to attack her body with swift, reckless abandon, desperately trying to win the bet. But strangely, he did nothing. Said nothing. With her hyper-aware sense of hearing, Kelly could hear his deep, slow confident breaths still sitting on the bed next to her, but he made no move.

The tension and anticipation grew in Kelly’s core, winding tighter and tighter. What the fuck was that perv doing? Was he just taking the opportunity to stare at her tits and pussy now that she had given him an excuse to remain in the room?

Just when she was about to snap and ask Jerry what he was waiting for, she felt him shift. Kelly yelped and squirmed as the ghost of a touch slid across the naked sole of her foot. “F-fuck! You scared me!” she gasped, making a noise of discomfort as another light touch traced the curve of her arch. “Foot shit, huh?” she asked in a voice that was meant to be mocking but ended up to shaky to give the proper effect. “I should have known. You know, I should disqualify you right now. Feet are definitely a sexual part of the body for some people.”

“Are they sexual for you?” asked Jerry in a warm, confident voice, completely in control.

“N-no,” snapped Kelly hotly as Jerry’s firm fingers suddenly began massaging and kneading every inch of her exposed dangling feet. But even as the words left her lips, she suddenly wasn’t so sure. She had never considered foot rubs to be sexual before, but something about the way that Jerry’s hands slid over her helpless feet was… having a certain effect. She had to calm down. This was crazy. Jerry couldn’t turn her on. And he certainly couldn’t make her cum. She was just getting caught up in the moment.

Suddenly, Jerry shifted again, and Kelly felt his warm naked hip brush against her arm with a crackle of sexual energy. “What the fuck!” she gasped. “Jerry, are you fucking naked?”

Jerry just chuckled in response. “Why, is that against the rules? I came here straight from my shower. Don’t worry, I won’t touch you with anything below my belt. Not unless you ask me to.”

“A-as if,” huffed Kelly. But the knowledge echoed through her mind, unable to be ignored. Jerry was sitting there naked, inches away, his hands all over her body, sliding up now to cup and knead her bound calves while staying below the knees. A man beside her boyfriend had his hands on her naked body, in her boyfriend's bed.

Shit. It was kinky. Too kinky to be safe to think about. Kelly tried hard to suppress the image of what they must look like right now. A woman, bound and trembling from a man’s touch, her pussy leaking and her tits heaving. The man, grinning widely as he trailed his fingers up and down the woman’s tied-up arms. His cock throbbing…

Suddenly Jerry leaned forward, his lips almost up against Kelly’s ear.

“What do you think Chris would say if he walked in right now and saw us? His girlfriend… completely at my mercy.” His words were deep and slow, his breath hot on her attentive ear.

Kelly drew in a gasping, shuddering breath. “I’m not,” she whined unconvincingly. “I’m n-not at your mercy, idiot! It’s just a g-game.”

“No, Kelly,” said Jerry in a hard voice, “You’re forgetting. I tame girls stronger than you as a hobby. You were mine the second I knew how perverted you really were.” His hand withdrew from trailing around the curve of her chin, and for a moment he left Kelly alone, aching for the touch of his hands despite herself.

“Right now, you’re under my control.”

Then, Jerry did two things at once, overloading Kelly’s horny mixed-up brain with overwhelming stimulus. His warm, firm hand slid across her tender belly at the same moment his tongue licked around the delicate shell of her ear.

Kelly let out a low moan as her body responded with deep, primal approval to the dominant male attention, bypassing her common sense and pride. Her hips involuntarily shift before she could stop herself, trying to bring the hand on her belly closer to her pussy.

Then Kelly’s ego reestablished control, if only barely. “F-fuck you, perv!” she hissed between gritted teeth, flinching away from the warm, wet tongue on her ear. “That’s out of fucking bounds and you know it!” Her voice didn’t have nearly the strength or confidence she wanted. Jerry’s fingers continued to rub possessively over her toned belly, sending little sparks of erotic sensation tingling through Kelly’s body.

“What, the ear?” asked Jerry mockingly. “I think we can agree that ears aren’t a sexual body part. And I never promised that I wouldn’t use my tongue to touch you. As for the stomach…” Jerry placed his whole palm over her naked belly, rubbing slowly back and forth, directly between her aching tits and throbbing pussy. “... Yeah, that can be sexual, I’ll admit it. Especially a fucking sexy flat belly like this. What, do you want me to stop?”

Kelly moaned in indecisive frustration. She should tell Jerry to get his hands off her stomach, but it felt so fucking good. How did a loser like Jerry get so talented with his hands? In that moment, Kelly messed up. She had been doing well, considering the experience of her opponent, but now she took a fateful step down a slippery path. “N-no,” she said in a shameful whisper. “It’s.. it’s fine.”

Jerry’s hands roamed further and faster. Always with that infuriating, captivating confidence. His tongue occasionally returned to her ear. Not constantly or predictably: he struck when Kelly least expected it. Kelly found herself leaning into Jerry’s mouth, listening to the constant stream of filthy dirty talk and shuddering at the occasional licks.

He was doing it. Somehow, this little nerd was turning her on. Making her hornier and hornier by the minute. It was humiliating, allowing a loser like Jerry to toy with her like this. But the embarrassment of the situation just made Kelly more aroused.

Kelly began to notice that Jerry’s hands were focusing on her… upper half. They would slide up her ribs, over the top part of her belly, around the base of her neck. Circling her aching, exposed tits like a wolf. God, if Jerry’s hands felt this fucking good on her arms and feet, what would they be able to do to her diamond-hard nipples. The thought was disgusting. And fascinating. And unstoppable.

Jerry didn’t say anything about her tits. Didn’t request her permission. His hands did the talking for him, always moving, just inches away from the tender skin of her breasts, but never quite touching. Kelly’s breath was hot and ragged in her throat. Would it really be so fucking bad if she allowed it? It would feel so fucking good, and it wasn’t like the little freak would be able to make her cum with just her nipples anyway.

“Do it,” she whispered, biting her lip hard.

“Do what?” asked Jerry with false innocence.

“Touch them! Touch my fucking tits, asshole,” growled Kelly. “I know you…”

And then her sentence dissolved into an incoherent moan as Jerry’s magic hands closed over her breasts, expertly trapping her stiff, swollen nipples between his fingers. Kelly was wrong. It wasn’t just a good feeling. It was fucking amazing.

Chris loved her tits as much as any boyfriend she had ever had and was happy to pinch and suck and rub them all over during sex. But nothing Chris had done ever felt like this. After being teased and rubbed everywhere else for minutes on end, her tits’ sensitivity was through the roof, and Jerry knew exactly how to exploit their longing for touch.

“Fuuuuck,” moaned Kelly, thrusting her chest upward as far as the bonds would allow her. Jerry’s firm fingers cupped and rubbed, teased and pinched, playing her body like an instrument as she abandoned herself to the pleasure of submission. She had submitted and willingly allowed this little nobody to touch her perfect tits as much as he wanted, and it was the hottest fucking thing she had ever experienced.

Suddenly one of Jerry’s hands was on her belly again, swirling back and forth just a fraction of an inch above her pubic hair. Jerry’s deep voice was in her ear. She listened eagerly, even as she dreaded what he would say. “It feels good. Doesn’t it?” he asked. His arm was over her shoulder, cupping her breast and pulling himself tight against her naked body. Their warm flesh made contact, arm to shoulder, leg to hip. His thumb and forefinger squeezed her nipple with firm, even pressure. His other hand continued its slow, back-and-forth journey across her belly. “Mmmmhmmm,” moaned Kelly while biting her lip. She was trying to hold back, but Jerry’s hands just felt too fucking good. She couldn’t concentrate.

“It will feel even better when you let me touch everywhere,” said Jerry. Kelly felt the hair stand up on the back of her neck. The idea was perverse. Filthy. Wrong. And, more importantly, self-defeating. She needed to win this bet in order to get free of her self-bondage. But Kelly found it hard to concentrate. The pleasure from Jerry’s hands on her breast and stomach filled her head with a warm pink haze.

Godddd, it really would feel good to have Jerry’s experienced hands on her pussy. She just knew that he would be more talented with his fingers than any man she had ever been with.

And honestly, after being teased for so long, cumming all over this loser’s fingers would be so deeply satisfying she might be willing to pay the price of waiting in bondage for Chris to get back.

“Do it!” she moaned, “Touch me! Touch me anywhere! No more limits!”

Jerry needed no further invitation. His hand slid down, slipping easily between the puffy, soaking-wet lips of Kelly’s pussy. And Kelly was in heaven. As Jerry’s expert fingers parted her folds, rubbing with a careful mix of firmness and tenderness, she forgot all about her pride, and her boyfriend, and the stupid bet she was trying to win, and let her brain melt into a puddle of happy chemicals as powerful waves of pleasure pulsed through her tight young body.

“Fuck!” she gasped. Her body tensed and writhed against the ropes, her hips humping up into Jerry’s working fingers as much as they could. “Yes! Right there. Right fucking there! Don’t stop!”

She whined in frustration as the fingers slowed and stopped. Jerry chuckled in her ear. “No no no, sorry Kelly, but you don’t call the shots around here right now. If you want something, you have to ask nicely.”

Kelly whined again, bucking her hips desperately. It was so fucking humiliating to be under Jerry's control like this, and debasing herself by begging him for more would be even worse. But she had no choice. Her need for his fingers bordered on an addiction.

“Please,” she whimpered, feeling her face grow hotter with shame. “Please touch me, Jerry. I need it.”

“Good girl.”

Now the sensations roaring upward from Kelly’s pussy were even more intense. She wasn't sure if Jerry’s fingers were working harder on her overheated pussy, or if the very act of submitting to a man she hated had unlocked a new level of pleasure in her brain, but Kelly lost herself to the white-hot, shameful pleasure of Jerry’s domination, whimpering, moaning, and pathetically humping the hand of the man she had looked at with pity and disgust for months.

Kelly could feel it coming. Her orgasm. What she had been avoiding this whole time. The symbol of Jerry’s victory. She couldn’t stop it. Didn’t want to stop it.

Jerry’s hand withdrew. He was moving, Climbing over her. She could feel his body above her. An explosion of fireworks seemed to fill her body as she felt the stiff hardness of his cock graze the hot wet lips of her pussy. She couldn’t breathe. Couldn’t think. She hated the thought of Jerry’s cock inside her. She loved the idea. She needed it.

‘You said no limits,” said Jerry above her. For a moment, his smugness and gloating were gone. “You said I can touch you however I want.” His cock pushed forward, just barely parting the soft lips of her pussy.

“Are you sure?” he asked. The question was genuine. She could say ‘no’ if she wanted.

But Jerry knew what answer she would give.

“Fuck me,” she said in a broken whisper.

Jerry’s cock slid home, pushing deep inside the wet, welcoming pussy of his enemy’s girlfriend, wrenching a deep, passionate moan from her throat. Kelly’s legs trembled and her pussy spasmed at the first thrust.

She lost. Lost to a man she had never before had an ounce of respect for. Lost to a man she had smugly told an hour before he could never turn her on. She lost to him in the most humiliating way possible: screaming his name as her adoring cunt writhed and clenched around his cock, desperately trying to pull the man who had so thoroughly conquered her deeper inside.

Defeat had never tasted so sweet.

…

Jerry wasn’t ready to end things after just one thrust of course. Just after the main waves of Kelly’s climax, he began fucking the arrogant young woman beneath him. He started off Slow and tender, maintaining the warm liquid pleasure of Kelly’s post-orgasm blissful with long, smooth strokes before building back up slowly.

Jerry had to admit that Kelly, as rotten as her personality was, had a fucking amazing pussy. It was tight and wet, and her hip movements left nothing to be desired, even constrained as she was by the ropes binding her. They were actually pretty compatible, physically at least. Kelly clearly had a deep submissive streak, and it woke up the hungry dom inside Jerry. Before long, his hips were moving with piston-like speed and intensity, pushing Kelly’s petite body back against her bindings.

Her adorable squeaks and moans of orgasmic submission were music to Jerry’s ears.

Jerry had long experience with fucking bound women, and he made sure to make the brand-new submissive beneath him feel his strength, power, and dominant control with every thrust. The eager brat squirming on his cock soaked up his energy with eager desperation, and it wasn’t long before Kelly was howling and moaning his name again.

And again.

In the end, before Jerry finally decided to end things, Kelly North had lost to his cock four times over, and her bratty little brain had been temporarily melted into giggly pink mush.

“I’m about to cum, Kelly,” grunted Jerry, smiling down at the giggling, grinning submissively still eagerly bucking her hips up into his beneath him. “Are you ready?”

“Yeeeesss,” moaned Kelly, her drooling tongue lolling out in the depths of her pleasure. “Cum! Cum for me Jerry! I want it!”

Jerry thrust forward one last time, closing his eyes in ecstasy as he left his roommate and his girlfriend an anniversary present of his own deep inside Kelly’s warm, well-fucked pussy.

Then he rolled off, breathing heavily and staring up at the ceiling.

“That…” said Kelly breathlessly, beginning to compose herself a little now that the sex was finally over, “That was fucking incredible.”

Jerry smiled. “I know it was.”

Then he slapped his hands together and got up. He had work to do, and he needed to be quick. There were technically two weeks left on the lease, but fuck it, Jerry could move out a little early and couch surf with friends.

He didn’t want Chris to be able to easily find him after he saw his surprise anniversary present tonight. That meant he was going to have to pack up his stuff, hopefully within the next hour or two.

But before that, he had something even more important to take care of. Jerry grabbed the mini whiteboard and a marker from Chris’s desk and set to work.

“Ummm, Jerry?” said Kelly, weakly struggling against her bonds. “Are you g-going to untie me?” Now that she was coming down from her chain of orgasms, Kelly was starting to realize the new predicament she was in.

A thick line of cum oozed from her well-fucked pussy down her inner thigh…

“I’m afraid not, Kelly,” said Jerry with a smirk, looking up from putting the finishing touches on his message. “You lost the bet, remember? That means that I leave you tied up until Chris gets back.”

“What?” said Kelly stupidly, with a look of shock on her blindfolded face, “But, what if he sees…”

Jerry slipped the ballgag back into Kelly’s mouth and tightened it. He could guess how the rest of the conversation would have gone anyway.

Now for the finishing touch. Jerry placed the mini whiteboard on Kelly’s torso, stood back, and smiled at his work. Perfect.

Then he hurried out of the room, already contacting his friends for his hurried, last-minute move.

…

Chris opened the door to his bedroom, his head pleasantly warm and fuzzy with beer.

The sight that greeted him shocked him sober.

Kelly, tied up, blindfolded, gagged, and shining with a sheen of nervous sweat.

Thick, gooey, partially dried cum ran down her inner thighs from her creampied pussy.

And on her torso, propped up against her heaving, naked tits, a mini-whiteboard with a message for Chris.

“Sharing is Caring!”