Chapter 1 - Janet's Wager

The very first feeling that popped into Janet’s mind when she woke up was how snug she was. Lying perfectly on her back, head propped up carefully against the fluffed pillow, Janet hadn’t felt this at peace since she was a child being taken care of by her mother. Even her covers, which were normally loosely thrown about on the mattress when she awoke, were still tucked in tightly as though she was staying at a hotel.




The second thing she noticed was the feeling of an incredible dampness. Like, really, everything was musty in some way. A groan escaped her as she had an inclination as to what it could be. Jason must’ve tucked her in when she knocked out last night. The gesture was sweet, unbelievably so. Literally. Janet wouldn’t have believed it if it weren’t for the fact that the fluids soaked into the linen perpetrated him. As she shuffled around in the sheets to shove their tight hold on her off, the door creaked open.




 “Jan? You awake?”




“Y-yeah!”




She got back down into the covers, heart racing. If the “inclination” she had in her head about what this wetness could be was true, and Steve found out, she’d have a lot more to worry about other than how uncomfortable she was feeling.




He walked over to sit down on the side of the mattress, clutching his head. Janet winced at the new, wet sensations pressing into her.




“Do you… remember anything about last night? I got way too tipsy. Jason got home fine, right?”




“Yeah, he did.” Janet lied through her teeth. Her main objective was to get him out of the room ASAP, and she thought that telling him what he wanted would accomplish just that. 




“Ugh, that’s good at least,” he said, still rubbing his temple, “I hope he doesn’t think I’m a loser for being a lightweight drinker.”




“C’mon, he’d never think that.”




Steve sighed and fell back perpendicular on Janet, pressing her stomach down. She silently gasped as she felt a stir in her womb. Jason’s cum wasn’t entirely gone yet. How long and hard exactly did they go?




“You want to get breakfast?”




“Sorry, I think I’m gonna sleep in today. Last night was too much.”




Steve turned over so that he was face-to-face with her. “That’s alright, I’ll order something for us then.” He smiled at her and then gave her a quick peck on her lips. Janet looked back at him with a wavering expression when he pulled away. He didn’t seem to notice. As he walked out, he shut the door softly.




“Rest up, honey.”




Her guilt was unimaginable. She pulled the sheets up to peek at the mess downstairs. “Fuck…” A groan escaped. It seemed like a morning-after pill was in order.




Date #1







“Thank you so much for the pictures!”




“No problem!” 




Steve and Janet waved off another of a large ensemble of fans. It was a common occurrence whenever they went out to a convention. They were at LA’s Comic Con for an enjoyable outing. Janet and Steve were part of the many low-tier celebrities that had received a guest invitation, and seeing how much Steve enjoyed events of this nature, they decided to go for a fun date. Attending panels, meeting other people, and seeing all of the cool cosplays, they thought it would be a nice time without much to worry about. 




After hours of non-stop perusing, Janet’s feet were feeling sore from endless walking. 




“Hey Steve, could we call it for today? I’m getting a little tired,” she asked hesitantly.




Steve was in mid-conversation with a booth owner. He turned to her with only half an ear open.




“H-huh? Sorry, could you just give me a second?” The two were haggling over a piece of merchandise that was alien to her. 




She sighed and leaned against a pillar. Just when she had gotten comfortable, her phone vibrated at her waist. A notification flashed by. 




heard u were at Comic Con. want to meet up real quick?




Her eyes instinctively rolled, but she continued to look at the notification long after she stopped. The idea was enticing.




…




for what?




Dots bubbled as a response formulated. Janet had a sneaking feeling as to what he was going to say already.




hmm… idk. maybe we could meet up and think about what we’re doing after? 




He was so full of shit, Janet thought. And yet, she couldn’t help herself from responding.




where r u.




The phone lit up as a response came back. Janet smiled briefly before guiltily wiping the joy off of her face.




“I’m gonna head to the restroom, wait for me?”




“Yup, yup.”




He didn’t even look at her as she walked away, her eyes tentatively hoping that he would give her a little more care.




—




“You look tired. Has Steve been dragging you around like he always does at these cons?”




That was the first thing Jason said to her as she walked over to the restrooms.




“Nope. I’m doing great,” she lied. She just didn’t want him knowing that he was right. He was looking sprightly and posh. A pair of pupils peered over his sunglasses to look her up and down.




“You sure? I could swear your feet are hurting, but you wouldn’t lie just to make me think I was wrong right?”




The tips of Janet’s lips tugged up as she tried to not let a smile out. She opted to ignore his inquiry. 




“So what are we doing?”




An arm wrapped around her shoulder as he approached. 




“I’ve got a remedy for you,” he breezed, “It always works for me!”




—




Janet’s feet felt the first moments of relaxation in the last couple of hours as she was hoisted off of the floor, waist to waist, on top of Jason’s cock. Her soles felt comfort as the rhythmic bouncing of her hips onto his shaft made it so that only at her lowest point, her toes were able to grace the surface of the floor. For, at every other moment, she was suspended in the air. 




“Feeling topped up again?”




Janet stifled one of many moans from the torrents of pleasure crashing into her. She was being pushed up against the bathroom stall door, legs wrapped around Jason’s waist. Each time he pressed into her, her head would go past his shoulders as her torso tried to keel over from the warm churning in her womb. 




“ ughhhhh… I’m, eughh, gonna kill you when this is over.” 




“Kill me?” He looked at her incredulously. “You’re the one who agreed. You don’t even have your excuse of placating Steve anymore.”




Janet blushed furiously as she realized that he was right. She initially thought that he was extorting her again, but this was a hook-up call, simple as that. And she went with it. Why did she go along with it?




“ OhHHH fuck !”




Jason hit one of her sensitive spots, causing her eyes to roll up. Her teeth sank down onto his shoulders, steadying herself. If he seemed to mind, he didn’t show it, as he continued to thrust forward consistently. Janet furiously tightened her grip around his neck, making sure she wouldn’t pass out like the last night they had met up. With her utter euphoria, delirious shrieks, and endless squirting, after their first fuck, she found herself randomly stumbling due to her sore legs for an entire week. Whether it was her competitive nature or brainwashed lust, she knew she had to go along with his booty call.




“F-finish up,” she whimpered, “Steve’s gonna get suspicious.”




Although it was true, she more so wanted to finish because she was feeling as though her limit was fast approaching. It would be absolutely mortifying to her if she crumpled on his dick again, especially with the quick length of this session. The position just seemed to reach all of her deepest spots, causing her to wail in the Men’s restroom. Neither of them knew how many others there were in the stalls around but, frankly, neither of them cared either.




“I’m gonna finish soon,” he stated into her ear. 




Janet shuddered at the audial intrusion, a tingle running down her back, before realizing where he was planning to finish. 




“Not there, cum in my mouth.”




Jason pulled out as Janet dropped to her knees. She stuck her tongue out while maintaining eye contact with him. 




“Mm, fuck yeah. Take it, doll.”




Small streams of semen lined themselves inside of her mouth, piling up until a goopy puddle lay heavily on her tongue. 




“If I knew you wanted it that badly, I would’ve saved some for you last time we fucked,” Jason commented.




“Shuh ih,” Janet responded with, ironically, mouth still open mid-hulp. She then obediently swallowed it with a smack of her lips, not letting a single sliver escape. “I’m not trying to stink of your cum for the rest of my date.”




Jason shrugged, as though saying “that’s fair.” He held both of her hands gently, bringing her back up to her feet. It figures her mind wasn’t on how sore her feet were feeling anymore; she was more so preoccupied with how sore all of her legs were feeling. 




“Feeling better?” Jason inquired once more. 




She was, but she wasn’t going to say it. 




The two of them snuck out of the bathroom. Janet awkwardly stood around, unsure of what to do now that their quick fuck was over. A fan popped on by, asking for a picture to which she obliged. As she deliberated as to what to do, thankfully for her, Jason seemed to read her mind.




“Go on back to your boy toy,” he laughed after the fan left, “I didn’t mean to steal you away for the rest of the night.”




“I-I wasn’t planning to go with you anyways,” Janet furiously admonished. Secretly inside, she was considering sending Steve a text saying she’d be going out early. She stormed off with a hmph! , hands balled up at her side. Against her better judgment, she glanced back just for a second. Jason was tracking her with a smile as she left, eyes not leaving her figure until she had turned the corner. She let a similar expression wash over her face once she knew that she was out of his vision. His pursuit was getting under her skin slightly, though whether for better or for worse was to be seen. 




Date #2







About a week later, Janet and Steve were coddled up on their living room couch, pulling up Netflix on their television. It wasn’t a grand set-up, but it was comfy. They had a random show playing, binging through seasons of Suits or The Crown. Janet wasn’t paying too much attention to the show to be fair. She was more so anxious about whether or not Steve wanted to use this moment to heat up things between them and how she could bear to follow through after all that she had done to him. 




After a couple of episodes, Janet couldn’t bear the guilt any longer. If this atmosphere was going to weigh down on the two of them, she thought to at least have it weigh down in a way where she was making it up to him. 




Janet put a hand on his chest and started to rub it lovingly. In the back of her mind, she couldn’t help but compare his tiny body to Jason’s muscular tones. She started to softly pecker his neck with kisses, lightly moaning to get him in the mood. As she started getting really into it, he stopped her.




“Sorry Janjan,” Steve deflected, brushing her off of him, “I’m not in the mood right now. I really want to see what happens to Louis.”




Janet initially felt relief wash over her knowing that he wasn’t expecting anything to happen tonight, but it was immediately replaced by a twinge of disappointment. In the beginning stages of their relationship, Steve made his desire for her very obvious, complimenting her and appreciating her. She wasn’t sure if it was because of time or something else, but that honeymoon period had long since sailed. Her mind trailed off to how clearly Jason wanted her for a moment before she started to beat herself up for thinking about it again. 




“Oh, it’s ok,” Janet lied, placating him. “Maybe next time?” 




Maybe next time? What, was she some whore for his wants? Steve nodded absentmindedly. Janet’s eyes went back to the show, although now she was looking past the screen toward a lustful fantasy with a certain someone that ended up being too dirty to recount in text.




—




Only one day passed before Janet and Jason found themselves on a pristine, pullout couch, Max pulled up on a screen that was much larger than the one she owned. Speakers surrounded them as ambient LED lights gave the room a smooth tone. 




Jason invited her back to his place for the first time. Janet was beginning to suspect that Steve was telling him about how all of his days went because of the timing of these dates and the specificity of their contents. If he extended the invitation the day before yesterday’s events, she would’ve (likely) declined. But something about how her exchange with Steve went irked her, and out of scorn or desperation, she accepted. 




The two of them were coddled up against the sofa separately. Now he chooses to respect my space, Janet thought, irritated. Her irritation was arrogant considering that this was exactly what she had wanted before. She had been sure that at some point in the night, Jason would’ve advanced past her boundaries and taken what she was willing to give him, but as the first movie ended and they were partway through the second one that Janet had only agreed to watch because she thought that it would lead to incredible sex, she was starting to prepare for the worst.




If her seduction of Steve was obvious, her try with Jason was practically porn-acting. She closed the distance between the two of them by scooting over before placing a hand on the hem of Jason’s pants. A short tug at them combined with her saying “Let’s turn down the volume of the movie… you called me over for this didn’t you” was all she thought was needed to start their animalistic breeding. 




Unfortunately, Janet would be receiving two losses on two separate days as Jason responded to her, amused.




“Sorry? I just thought we’d watch this movie. Steve told me you wanted to see it and he didn’t have Max so he suggested for me to bring you over.” He got up close to her face, centimeters gapping the distance between their lips. “Were you expecting something else?”




Janet was at a crossroads. She could admit the truth, succumb to temptation, and end the night blissfully, or she could deny, deny, deny, and not give him the satisfaction of playing around with her. The fact that she teetered on the edge of this decision gave insight into her state of mind, even if she ended up going with the latter.




“No, I wasn’t. I’m glad you’re done with this… whatever this is.” She moved back over to her original spot.




Jason’s eyes shimmered playfully, preventing Janet to get a read on what he was thinking. It doesn’t matter. She got out of the situation tactfully and faithfully, not cheating on Steve at all. And it would stay that way.




As the movie drew to a close and Jason ushered Janet out without a speck of his skin touching hers at any point in the night, she proudly gathered herself as she went to bed. 




A burning, lustful sensation was gradually formulating inside of her, clawing away at her sanity, but she knew she would be able to have it satiated the next time she got some action. No affair involved.




Date #3







Steve opened the door to the apartment to find a flowery scent filling his nostrils. A candlelight vigil swept around the floor in a circle, petals of a pinkish flora daintily fanned like ash over the polished wooden planks. A creeping grin spread on his face as surprise washed over him. This was certainly a step up from last week’s home date. He put his case down by the side of the door as Janet walked in from a different room. A skimpy outfit adorned her skin, straps at the hem looking as though they could be easily pulled off to reveal the luscious figure below.




“What’s this for?” Steve asked, enchanted. 




Janet walked up to him, wrapping her arms around his neck while bending a leg back cutely. She looked up, making eye contact as she spoke.




“Well… I thought you might’ve wanted something a little bit of dessert after your work dinner.”




He gazed deeply into her eyes, delightfully matching her expression. 




“Mm… what did I do to deserve you?” He placed his arms around her waist.




Janet felt another pang of guilt but quickly dismissed it. The time to worry about her feelings was to come after. Right now, she was more focused on pleasing her man.




Getting right to action, Janet pulled him into her to lock lips. She closed her eyes, sinking into him as Steve sensitively held onto her. They fussed around with each other’s clothes as they started their way to Janet’s bedroom. Fingers fiddled against a button-up, hands pulled against a pair of white sweats, and a belt became undone by the time the door to the room was shut. 




Janet was gently eased onto the bed as Steve walked over to pull open a drawer. She waited, confused for a second, before he pulled out a packaged condom. She flushed for a moment, not because of the raunchy nature of the object, but because of the fact that she had forgotten that it was etiquette to wear protection during sex after doing it bareback with Jason so many times. Jason again. It was the second time he appeared in her mind in just this one night.




Her thoughts were cleared as Steve crawled his way on top of her, kissing her once quickly. She looked down as he used his hand to guide his cock to the right spot. It was the moment she had been waiting for weeks to enjoy. Her nails nearly clawed into his back in preparation for Steve.




“ MM–phh…? ”




Janet’s initial outburst from the intrusion died down quickly. The loud, crisp moan wavered halfway through as Janet felt there was something wrong. None of her receptors flared with dopamine. As Steve, oblivious to her reaction as a boyfriend who only has sex for his own pleasure, continued jackhammering into her, all Janet felt was an uncomfortable stirring in her lower parts. Steve was smaller than most men she had been with, so most of the time she felt little to nothing each time the entirety of his length delved into her. Even more impressively, there were times when it felt painful, the rubber chafing against her skin from having been unused for so long. 




Luckily, and disappointingly, this wasn’t a problem Janet would have to worry about for much longer. Only three minutes had passed before the excruciating process terminated. Steve slumped down on her, gasping for breath, pulling out and turning over onto his back. He kissed her on the cheek.




“Mmm… I love you baby. You’re the best.”




Janet half-smiled back in response. The next minute didn’t even conclude before his soft snoring started to echo off the walls of the room. She pulled the sheets off and noticed the removed condom. A measly couple of drops crept down the inner walls of the rubber. With a quick knot, it was dispensed into the trash can. She sat back on the side of the bed and sighed.




That was it? She would’ve gotten a better time slicking herself lewdly without a care in the world, using her experiences with Jason as material. That marks the third time she thought of him. The glimmer of moonlight off of a black screen on the side drawer caught her eye. She hesitated. Then she picked it up and began dialing. 




She steeled herself, breathing slowly in and out as it continued to steadily ring. Enough was enough. She was over Jason ruining their relationship. It was time to end things once and for all.




—




A whistle sharply pierced the still air as the door gusted to a close. 




“Janet, you’ve outdone yourself. I don’t need all of this for a plain old hookup.”




“It’s not for you jackass.”




You couldn’t blame Jason for thinking it, seeing as Janet was draped with black lingerie in a living room that was still decorated like a Hallmark Valentine’s Day movie set. 




“Uh huh,” he said wryly, looking around at the half-melted candles. “So. Why’d you call me over?”




“I’m putting a stop to this,” Janet started to explain. Her hand was rubbing her other arm as she looked unsurely down at the floor. “We’ll have sex one more time. If I can pull myself off of you when I cum, you’ll stop getting in between the two of us.”




Jason stood silently listening while she proposed the absurd bet. It unnerved her so she instinctively tried to make it up to him.




“I’ll introduce you to someone else too,” she hesitated. 




His eyebrows raised. Some more moments passed and Janet thought that her idea wasn’t good enough. But what else could she give him? While she was struggling to think of something, he spoke up.




“And if you don’t?”




“Huh?”




“If you can’t. Get off of me, that is.”




Janet blushed. She had considered the possibility, but she thought that speaking it aloud would be a bad omen. 




“If I can’t… we’ll record the rest of our night and show it to Steve.”




Now the stakes were up. Janet thought that if she placed an ultimatum on herself, a situation that would surely bring ruination to her life, it would compel her to do whatever it takes to not fall into that void. 




“Well,” Jason started, taking off his coat and walking up to her. His hands wrapped around her bottom and gripped tightly. Janet felt hotter now than she did at any point when she was sleeping with Steve earlier, and all Jason had to do was place skin-to-skin contact down. “We should get started then. But I’m taking that rest of the night regardless of what happens.” 




Janet bit her lip. Things were looking shaky already.




They moved over to Steve’s bedroom, seeing as Steve was knocked out in hers. There was something to be said about Janet having an affair in her partner’s most private quarters, his sanctity, but the ends justified the means at the moment. Jason tossed Janet easily onto the bed. Even she was surprised by the airtime she got, the fall exhilarating her slightly. He self-sufficiently began to strip, prowling down on her with clothes askew but not fully off. His pursuit of her was clear, obvious, and it made her feel heated before any of the action even started. Once he took the same position she was placed in earlier, she was nearly hysterical.




He started to shower her in kisses perfectly, reigning them down exactly where she wanted them before she knew where she wanted them. Her mouth, neck, chest, all the way down to her stomach and beyond. By the time Jason had pulled his member out of his pants, Janet was naked, wet, and raring to go, her hips raised up solely to let her stomach feel the warmth of it. 




Jason didn’t bother asking about protection before inserting his cock.




“ f-FUCK!” 




Janet’s hands went above her to press against the headboard to stabilize herself. Jason immediately moved one of his hands to grab her wrists, pinning them down above her head. He continued to piston into her, ignoring her wailings and pleas. 




“Waitwaitwait, pleEEAssEE! ” 




Not even three minutes had gone by before Janet thought that she was going to spill past the edge. Jason seemed to know it as he continued to grind up against her good spots. Her walls convulsed and tightened around his cock, signaling to him that she was close to the point of no return. Janet had to do something, or else she’d be left stuck as his sex pet.




“C-change,” she stammered, her tongue hanging out of her mouth, “Let’s change posi tions!!! ”




She could hardly get through the entirety of the sentence without it being broken up by numerous pants, groans, and yelps. Jason almost laughed at how weak she was, barely being able to last a couple of minutes even with the threat of losing her precious boyfriend. He decided to give her some leeway. 




“Your wish is my command,” he eased. 




Janet squealed as the two of them traded positions, Jason flipping them over. They went from a casual missionary to an experienced straddle. 




“Here, you can control the pace.”




He was playing around with her, and Janet knew it. He had little faith that she’d be able to win the bet. She squatted down on him with irritation, poising his cock into her cunt. Her thoughts of grandeur and dreams quickly wasted away as she fell down and it straightly pierced her. An electric current ran through her stemming from her womb, lighting her dopamine sensors like fireworks. Her eyes rolled into her skull as her hands came down onto his chest to steady herself. She tried to bring herself back up to sink down again, but couldn’t, her legs ultimately failing. Not wanting to seem weak, though, she slowly started to rock back and forth, at least able to do that. This still, was almost unbearable for her.




Jason was enjoying himself, lying back to allow Janet to do all the work. He saw this as a sign of complete domination, having a woman he was interested in work their hardest to pleasure him. Janet was surprisingly very skilled in cowgirl despite never have done it for Steve. Her slutty nature knew exactly how to squeeze down on his cock in a way that was begging for him to breed her. 




With the reigns entirely in her hands, Janet was lasting longer than before. Her stuttering moans continued as she tried to wrangle control back, although the occasional gasp and stillness from her while her head fell down and her hair moved in front of her face signaled that she was one good push away from tipping past her limit. Jason decided to give her that one good push. He moved his hands from behind his head to around her waist and started pumping up. 




The sudden motion startled Janet as she shrieked, and she knew an orgasm was hitting. There was no stopping it anymore. She raced to save herself. Her first attempt to get off of him failed as, upon making it halfway off of his cock, her thighs failed her and she fell back down, the tip roughly hitting her cervix. 




“ OH, FUCKKKKKKK!”




Her eyes unfocused as her incoming orgasm fast approached. She desperately clawed her way up his torso, using her upper body to move herself off of his cock just in time, as a copious amount of squirting sprayed down on his abs. The sheets under them acted as a sponge, taking in all of the liquid. 




“Damn, you actually did it,” Jason said, genuinely surprised. 




Janet didn’t bother responding, crazily recuperating and thinking about how close she was to her life being over. 




“Well, as promised, I’ll leave you and Steve alone like you want.” Janet murmured in agreement, thankful. Then she felt his erect cock feeling up her ass. “But I still have you one more night,” he whispered. 




Janet nervously and weakly blabbered. It looked like she was in for another rough night.




—




He sat on her stomach, cock between her tits, as she lovingly wrapped her tongue around his tip, vacuuming the rest of the cum out. Her hair was sprawled messily over the sheets and her face. Sweat beads ran down her neck onto her chest. Dozens of orgasms would do that to you.




“You sure got me,”  Jason said, put his arms behind his back, resting, “I’ll stop bothering you.” 




Janet felt relieved. Exhausted, but relieved. As she focused on the weight of the glorious,spent cock laying down on her, she thought to herself: who was she to give up to his clutches?
