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Fedora² Sex

Summary:

gay nerds fucking

now a request book. chap 3 is the request chapter. if you come back and see more tags but no new chapter, that means someone has made a new request and im working on it

each day this fic climbs another 1.5k hits im honored but scared also 😭

note: i tested positive for covid so we're taking a little bit of a break

Chapter 1: it sure is hot in here

Chapter Text

" Open up, gambler. "

" Ohhh shit. " Chance whimpered, dreading this particular interaction with Mafioso even more than he usually did. Now was a worse time than ever. " Y- you don't wanna jump me right now- "

" Oh yeah? " Mafioso kicked the door in anyways, the men following right behind him. He used his keen sense of smell to find the gambler. But, oddly, their scent was sweeter than usual.

" I'm warning you, PLEASE! " Chance called from his bathroom.

" Ya think pissin's gonna save ya? Hell no. Get 'im. "

The men busted down the bathroom door as well. Chance hadn't even been by the toilet, they were just hiding, tail between their legs. They weren't even in their usual suit, wearing a pajama set with different kinds of money - but still had their sunglasses on.

" Noooo nonononooooo... " they whimpered.

Mafioso stomped over and leaned over them. " Now, where's the damn money, gambler? "

They shook their head, more desparate than usual. Flinching, they braced themself as Mafioso grabbed him by the hand and yanked. Involuntarily, they let out a wanton moan. Each of the goons stopped in their tracks, staring. 

" ...told you... " Chance had a prevalent problem. They were in heat, thanks to their dog blood, and were hypersensitive. Mafioso had never dropped a target faster. 

" ...what the fuck... " 

" ...Boss. Maybe we should let them deal with this. Ah, situation, and come back later... " Caporegime suggested, the other goons nodding. They were uncomfortable and he could see that. 

" You all can stay outside. I'll deal with the gambler myself. " Immediately, they all scrambled away. The boss himself looked down at the aforementioned gambler, who was sweating profusely and nervous. 

" ...um- " Chance was interrupted when their aggressor shoved his boot in between their legs, making them yelp. 

" I've got an offer for ya. " He leaned down a little, the pressure making them whine. " I feel sorry for ya, squirmin down there, and I've been lonely. "

" ... you don't mean- " They let out a high pitched squeal when Mafioso grabbed their arm to hoist them up. 

" I might cut some'a what ya owe us out. " 

" I mean I was gonna say yes anyways but- AYEAYE! " They were dragged to their own bed and thrown onto it. 

" Okay. Let's get one thing straight- I'm in charge. Ya not askin for anything. Well, if you beg, maybe I'll comply. " he chuckled, teasing them by taking his belt off. 

Chance's chest burned. They were scared, really. They weren't exactly a virgin but Mafioso was a much larger man than any they'd been with. And what would he say once they took their boxers off? They panicked, and he could see that. 

" Condoms? "

" ...ah. Bottom drawer on the left nightstand. " 

As he grabbed them, he noticed some toys and lube next to the box. " ...got a lotta girls over? " 

Chance fell silent, face burning alongside their pounding chest. 

" ...they belong to someone else maybe? " He pushed them onto the bed, being met with a slight huff but not much else. " Ya gonna be this difficult the whole time? " 

" ...i'mscared. Of you. " 

He smiled. " While that's a good thing usually, it's not right now. Ya gotta relax or it's not gonna feel good and yer gonna be left unsatisfied. That's why ya agreed, hm? " 

" That... " It didn't help. But knowing he was right, they squeezed their eyes shut and tried to pretend Mafioso was someone else - anyone else. Little by little they relaxed their body, mind still alive with panic. ' He's still gonna kill me, ' they thought, ' I can feel it. Gonna choke me and pretend we just took it too far. Or snap my neck... '

They flinched when they felt him push his hands beneath their shirt. Embarrassingly, their body arched up into his touch and moaned softly, and at this he giggled. 

" So desparate... " he muttered, his voice not far off from thunderclouds. 

" Whh- what? " 

" Just some foreplay, gambler. I don't care how ready you think you are, it's still important. " Saying this, he lifted Chance's shirt entirely - then freezing, seeing their scars. 

" ...um. " 

" Ohh. That's why- ooooooh. " He facepalmed, chuckling to himself. " I might be a little dumb. " He faced Chance again, who was a bit nervous. " Eh, doesn't scare me off. " 

They let out a breath of relief, a huge part of their panic dropping away. Still, their mind raced like a motorcycle - they wanted release so badly, but was putting themself in a vulnerable position with such an enemy worth it? 

Mafioso took his coat off, leaving nothing to Chance's imagination as his muscles popped out of his dress shirt regardless. He tossed his tie to the floor and smirked at them. " Yer starin'. " 

" ...well I've... got a lot to stare at... " Stuttering? ' Come on, ' they thought. They were the smooth-talking con boy, the lucky ladies' man, the slippery motormouth. 

And Mafioso reduced them to a twitchy, desperate bundle of nerves without even touching them that much. 

" Alright. " He scoffed, removing his pants and discarding them. " Then I may as well let ya see what yer up against. " 

" hholy shit. " For someone in his weight bracket, he was average sized. But Chance was a bracket down, and definitely not as much of a whore as they'd need to be to easily take that.

Mafioso slipped the condom on, frowning at the slight squeeze, but accepting it since he was under NO circumstances going to get Chance pregnant. 

Again, they shut their eyes to try and calm down. It seemed he really wasn't going to kill them just yet. Could they really lower their guard? 

He took their body in his hands again, caressing their sides. " Yer skin is so soft... " 

" How... how can you feel that... through the gloves...? " Admittedly, the touch felt nice, but they had to ask. 

" They're thinner than you'd expect, " he muttered as he lowered his head to plant kisses on their navel. They squirmed underneath him feeling his warm breath against their heated body. 

Eventually, his mouth worked its way to Chance's chest, taking one of their nipples into his mouth as his hands spread their legs. They bit their lip, breathing heavy as he licked and nipped at it. 

Cursing under their breath, they wrapped their arms around his neck, gently grabbing his rabbit ears. They could feel his erection against their thigh as it throbbed. " ...haaa... " 

" Let me go, " he whispered, and they listened. Just to be sure they were ready he took a glove off, then sticking his hand in their pants. 

" Damn, you're soaked. " He then teased their pussy with his finger. 

" Ohh- " they shuddered, bucking their hips forward in a plea for more touch. Mafioso smiled and slipped his finger in rather easily. " p-please- take them off... " 

Confused for a bit, the larger soon realized they meant their pants. " Well... since you asked nicely... " He removed them and their boxers in one swift motion, seeing the slick from their sensitive vagina - practically begging to be destroyed - drip onto the bedsheet as he slowly pumped both his ring and middle fingers into it. 

Chance gave him some rather lewd breaths, beginning to drool. " fffuck- pleaseee, I need more... " They gasped when he shoved his fingers as far as he could get them and rammed them repeatedly into their g-spot, making them curse loudly. 

Mafioso smiled feeling them clench around his fingers. Using his teeth, he removed the other glove and squeezed their thigh. 

" Ohh G-OD, dontstop- " He did exactly the opposite, pulling both fingers out completely. They whined, panting as they looked at him.

" I told you, " he growled, " You don't get to make demands. " 

They nodded, face hot enough to cook on. He licked his fingers clean, making them whimper. 

" For being a filthy, filthy thief... ya sure taste good. " 

" pl... ease, take me... It hurts... " Chance could barely get the words out through their whimpering. Their legs were quaking, fists clenched around their sheets. 

" Ohh, poor thing~ " Mafioso teased, gently grinding against them. Their hips rocked back and forth in a sorry attempt to recieve more friction. Seeing how starved for sexual attention they were, he wondered how long it'd been since they went whoring around... or if their heat cycles were that much suffering. 

They whispered under their breath, high pitched groans coming from their throat. " nnnghhh- pleasepleasepleaseplease... " 

" I'm not gonna go sweet on ya, Chance. " 

" I DON'T CAAA-HA-HAAAARE! " Their scream surprised him enough to stop. Their face was soaked in tears, contorted in pain. " PleaseputitinpleaseputitinpleaASE- " 

Once he did so, they wrapped their legs around his waist to make sure he stayed. And true to his word, he gripped their hips hard enough to bruise and didn't hold back at all. They, too, stopped holding back... from being quiet. They've had to deal with it by themself for a while, and despite the pain from his size it felt so good.

" HAAA! " All they could say was garbled gibberish and half-swears as the sound of their skin meeting over and over again filled the rest of any silence that could've possibly existed. Each thrust had Chance moaning like this was the last time they'd be fucked. 

Mafioso groaned a bit, ears pinned back as far as they could go. " Huh... feels... good... " 

" hhhaaa... ohh, pl-ease... " they managed through the lewdest noises they ever thought they could hear.

Every so often, he would pinch their thigh, making them scream. Nothing mattered to them right now - not the man who could just kill them in a matter of seconds. Not the " prize " his family wanted back. All their mind could manage was half of a few words excepting please. Even if they would want to stop (highly unlikely), they couldn't convey that. 

" Goddamn, gambler- " Mafioso grunted, beginning to let a few soft moans slip. Chance began to clench around his dick, a wordless tell that they were close. 

Their legs suddenly clamped hard around his waist, their loud scream dying halfway through thanks to their vocal chords being strung raw. The orgasm hit them hard, harder than they were being pounded into. Mafioso, however, continued as he was not done.

Their legs dropped, their whole body limp. All they were able to do was keep their eyes shut and breathe as they were used like a toy. 

" Ff-uck... " His orgasm was much gentler, but it was enough. He rolled his hips a few more times to ride it out, then pulled out. " AGH! " 

He was caught off guard when they apparently had a little more in them - that little more being squirt. They gasped as they felt it, whole body twitching as Mafioso's legs were watered like plants. 

" ...goddamnit. " he groaned, standing up. He went quickly to the bathroom and grabbed a towel, drying himself off. Realizing he stunk, he grabbed a rag to wet it and clean himself. He glanced at the gambler, barely moving except for their chest rising and falling and their legs uncontrollably quaking. He eventually went to their side, lifting certain parts of their bodies to clean them. 

They whined with each touch, body now sensitive in a bad way. Their vision was blurry, but they could see how gentle he was being with their racked legs, their aching sides and their arms which felt heavier than lead. Wiping their face, aching from sobbing. Why? Why was he so gentle? 

Believing they were asleep, Mafioso then took their sunglasses off and folded them, setting them on the nightstand. He put his clothes back on, then stopped in the doorway. 

He sighed, circling back to lift Chance up on his shoulders and take the soaked sheets off, gently setting them back down and grabbing the blanket from the floor. 

" ...hopefully this little shit doesn't remember this in the morning... " 

That was the last Chance heard before drifting off to sleep, dreading the body ache they would be awarded for their rough night.

Chapter 2: part two electric boogaloo

Summary:

basically part 2 to chap 1

Chapter Text

Chance couldn't stop thinking about their previous encounter with Mafioso. For a week afterwards, they were able to get off on the thought of him fucking them again, whereas normally it was difficult to stave off their horniness.

Each night, they also had to face a difficult decision. They wanted him increasingly more with the passing days, so should they pay off the prize money so he doesn't want to kill them anymore? But if that happened, he wouldn't come around anymore.

Little did they know, Mafioso had the same issue. Every time he had a free period, he was thinking about the noises coming from their mouth, the feeling of their legs around his waist, the taste of their slick... oh, god, it was heavenly.

Secretly, he hoped they wouldn't pay off their little debt so he could continue chasing them. Eventually, though, the family may find out - so maybe they had to.

He also missed the time when they were a friend of the family. When it wasn't taboo to be seen with them. Chance's pussy was much better than any fleshlight, hand, or mouth he'd ever tried. That was what he had convinced himself this was - just an affair of lust.

But Chance themself had wondered if they were really catching feelings, or just wanted his body.

Regardless, Mafioso thought hard and remembered there was always a period of time where Chance had stopped visiting. It lasted three weeks each time. So, theoretically, they still needed help...

Suddenly, he was back at their house, looking in each window for them. Their scent was still fresh, so they were still home. Eventually, he found them - laying on their couch in nothing but boxers. Not even their glasses were on their head, and their hair was down. The large half-rabbit was stunned - their eyes were a deep shade of blue. Almost like river water.

They were so pretty.

He remembered, though, that they hated their eyes being seen, so he looped around to the door and banged on it. " GAMBLER! " He heard them scramble around. " Open the door. It's me. "

They cracked the door open, having put their sunglasses back on. " ...h-here to... about the money? "

He shoved the door open, grabbing them and diving to kiss their neck.

" hhh... nnnope- " They held his shoulders as he closed the door, picking them up and pinning them to their couch with his body. They bit their lip, whimpering softly.

" mmm... " Mafioso had Chance on their back, feeling their tail wag beneath them. He thumbed at their waistband, and once they nodded he took their boxers off. " Still so wet? "

" Well... what we did that night... never left my mind... "

He grinned. " Good. " He gently moved them upwards, he himself getting closer to their pussy. Their scent still had the sweet undertones he noticed a week ago. It was even sweeter at this part of them.

They went unshaved during this time, so they were a bit hairy. " ...sorry for the- "

" The what? The hair? " He laughed, making Chance squirm a little since his breath tickled their clit. " I don't care. I just want a taste. "

And a taste he had, licking at their folds like this was the only fluid he drank in the week since their last meeting, making them gasp. He held their quivering thighs open, massaging them roughly.

" My god- " They nearly bit their tongue when he nipped their clit. " FFFUCK that hurt so good- "

" Hmm. " He began to suck it, taking a glove off so he could tease their entrance. They let out some sloppy moans, breathing like a marathon runner.

" Ohh... more, please more... AH! " They drooled, Mafioso having slipped a finger in. Chance bit their lip again, his facial hair adding extra stimulation to their already sensitive weak spot. " feels so good... "

" Oh, keep talkin' like that, gambler, " he muttered as he swirled his finger around, just loud enough for them to hear. " Tell me how good 'm doin'... "

" F-eels- NNGH! " Another finger inserted. " Ooohhh, keepgoing... " Chance gasped as he continued to lick their clit and bite their lips. It hurt, but it felt amazing.

They kept murmuring praise, whimpering between words as their hips rocked forward with each lick. Mafioso was making it impossible for them to keep their thoughts straight. They gripped the couch cushion with their left hand and Mafioso's hair with their right.

" Adorable~ " he cooed, hitting Chance's g-spot and massaging it as they yelped.

" Oo-ooohh... " Their head fell back and so did their sunglasses, but they didn't care since Mafioso's face was currently buried somewhere else. " gunnacum- mm- "

Lewd moans spilled from their mouth as Mafioso encouraged their orgasm, popping his fingers out and catching their squirt in his mouth. He couldn't catch it all, but he didn't care about his face being soaked as long as he could hear Chance's beautiful, beautiful sounds.

" hhuuhhh... ngh- " they shivered as he licked them clean.

" Mmm... so tasty. " He leaned his head on their thigh, drinking up their scent again. They gently began to let go of his hair.

" yhh- you good? Need... need me to... "

" Nope. I'll be fine. Just let me admire the view. "

They turned away, face aglow after hearing that. They slipped their glasses back on, wiping their forehead. After a few minutes of " admiring ", he stood up and picked them up.

" Whoah- where- where are we going? "

" You're takin' a bath. You smell like sex. "

" ...I do? "

" Have you bathed since we first had sex? "

They fell silent, making Mafioso sigh.

" Well, you're doin' that now. "

" Okay. " They rested their head against his chest, tail wagging, taking deep breaths while he carried them to the bathroom. He set them on the toilet while he ran them a bath. " ...why are you being so... gentle? "

" Hm? Ah... " He adjusted his fedora, using some of the hot water to wash his face. " Just treatin' ya better so you want me again later, that's all. "

" oh. " They tried their best not to sound heartbroken, but their tail sagging made that clear. ' Calm down, Chance. He'd probably still kill you. '

" ...but I do have an offer. If ya pay off what ya owe us, I'll keep comin back for ya. "

" ...will you still treat me nicely...? "

" Yes. "

" I'll do it. B-but. I don't have a lot... "

" I told ya I might cut off what ya owe. So I'll keep my promise. "

Chance sighed in relief, then yelped as they were lifted into the warm water.

" ...can I take the glasses? I'll need ta wash ya hair. "

" ...I really don't want you to... "

" ...why? "

" I don't. Like. The way my eyes look... "

He couldn't tell them he'd seen their eyes. How beautiful they were. He simply responded with a huff and began to wash their body.

Later, Chance ended up taking them off, but kept their eyes closed the whole time. Mafioso had to help them out of the tub and help them dry off so they didn't hurt themself.

" ...thank you... " they murmured. " This is... nicer than anyone's ever treated me... "

" ...that's odd. Aren't ya treated nice by the ladies? "

" Not typically. I have to treat them nice. "

Once he was done drying their hair, Chance put their glasses back on and opened their eyes. Mafioso gathered their pajamas and let them dress.

" I hope ya find someone who treats ya better. "

" ...yeah. " 

When he left, they sat on the lid of the toilet for a while. Then, they began to cry.

Chapter 3: the request chapter

Chapter Text

if you wanna see dem get down and dirtay leave a comment.

i dont do rape/non-con, necrophilia, ageplay, zoophilia or any paraphilia really. im actually a law abiding citizen. that said consenual somnophilia is experimental

aside from that i do anything else including headcanons so lmk whats up and ill do it

other characters can be added but the main focus is doublefedora okay? okay BTW I MEANT THIS AS IN. IN ADDITION TO CHANCE AND MAFI FUCKING IM SORRY GUYS

pls only request here so i can keep my shit straight

Chapter 4: [req] chance saves a horse

Notes:

requested by madcaleb

Chapter Text

Chance and Mafioso were never close - that is, until the morning before Chance " cheated ". After that, their bond severed and they were now enemies.

Recently, Mafioso had been spying on them for a chance (haha) to see a weakness. But he found instead his own. He had a soft spot for the gambler.

Since then, he was less aggressive, and this approach actually coaxed them to pay off the prize money. He never thought that would work... Due to past relationships, though, Chance expected him to leave them alone entirely after that.

The big, scary, mafia boss though, had visited a lot afterwards.

" Why? " Chance eventually got the courage to ask.

" ...why what? " His brooding, usually scary voice sent a shiver through their tail.

" Why are you... putting so much time into me. "

Mafioso turned, pulling his fedora over his face. " That's an odd question. "

" Tell me, though. The only other people that did this were my PARENTS, and boy were they controlling, and... s-someone who just wanted my money. You got what you wanted from me. So what's the issue? "

Again, silence.

Chance yanked him by the tie, surprisingly easily. " ANSWER ME! "

Mafioso's ears stuck up (as much as lop ears could), his blush betraying the demeanor he wanted to put up. " ...u-um. "

" Tell. Meeeeeeuh. "

" I... am in love with you. "

That made them choke on their own spit, and let him go. " F-fuck, that is NOT what I thought you'd say at all... "

When they got their lungs to work again, they noticed the bigger man had turned away.

" ...what? What's- why are you turned away? "

" ...hmph. " He refused to answer.

" ...I'll- I- will admit, I always. Thought about. if we were together when we first met, so... I'm willing to try it out... if you tell me why you turned away from me. "

He readjusted his tie, then turned a little. Chance nearly choked again seeing the tent in his pants.

" WH- THAT- " They lowered their voice. " That turned you on????? "

" ...maybe. "

" What part...??? "

" ...happened when you started tellin' me to answer ya. "

They were stunned. " So. You... like being commanded? "

Mafioso shook his head. Chance still grinned like an idiot, making him nervous.

" Well... I can't just leave ya to suffer now can I? " they teased, stepping closer. " After all, you love me and I can love you right back~ "

" It's too soon, ya think?- " He was quieted by another tug of the tie, letting Chance crash into his lips and shut him up.

" Hh. I don't care about how soon it is. " They kissed him again. Slowly, they began to lead him to a more comfortable place. Every few steps, they would separate to breathe before going back again. They ended up in a very plush bed.

Once there, Mafioso felt Chance's tongue slither over his lips. He parted them, letting them take control of his mouth. Eventually, they straddled him and began to grind on him through their clothes.

" Mm. " Mafioso felt himself begin to unravel in his now partner's touch, making noises he didn't know he could even make. He wrapped his arms around their waist, wanting this to last as long as possible.

Eventually, they pulled away, a thin string of saliva being the only proof of contact. " Geez, you're so easy. Now, strip for me. "

They scooted off of him and watched as he did exactly what he was told.

" Like a good boy. " They rewarded him when he got to his pants with a kiss to the neck.

" HAA- " Mafioso bit his lip, shuddering. Chance grinned, realizing his neck was sensitive. They gave it more attention as he struggled with his now shaking hands.

Eventually, they had to undress as well. But they didn't undress fully - they just kept their shirt, their shades, and their boxers on.

" ...aren't you goin to- "

" I'm not the one with a hard-on here. " Mafioso noted how they deflected the topic, changing the focus to him as they thumbed his waistband down. He was a bit larger than expected, pre-cum already leaking from it. " I've got condoms, so you just hang tight, okay? " they teased.

" O-okay. " He fought the urge to touch himself as they pulled out a few condoms from their nightstand drawer. They knelt in front of him, fitting one on and then standing up.

" ...so, what's your favorite position? " they asked, smirking.

" Don't got one. " He dismissed the question.

" Okay, then. " They gulped before taking their boxers off, revealing none other than a glistening pussy.

" Oh, wow... " Mafioso drooled. He almost pinched himself to make sure this wasn't a dream as Chance came over.

" Don't move a muscle... except your mouth. I wanna hear you. " They took some lube from the same drawer, coating their palm with it and slicking up their partner's dick.

" Ooohh... " His breathing became shallow under their touch, and he didn't even notice they sat facing him in his lap.

" We're starting slow, since you've got a fucking monster penis. Okay? "

" Ss.. sure. " He bit his lip as they did just that, for now only indulging in the tip.

" Ohh, fuck, you're so wide too- " They winced as they slowly moved down, aiming to at least take half of it.

" Don't- hh- don't hurt yourself for me... " Mafioso pleaded, making them slow their roll and just breathe for a minute.

" Kinda... hhurts... in a good way. " They rolled their hips, getting some stimulation from what they have. The bunny tilted his head back, letting them attack his neck with licks and sloppy, wet kisses.

" Nn-nnghh... ohh, Chance... " he huffed, getting the aforementioned even more eager.

" Say that again for me. " they whispered.

" Chaaance- " He flinched feeling their teeth scrape his skin, not even realizing they'd bottomed out. 

" Fuck, you're d-doing so good, listening sss... soo well... hha- " They panted, their breath against his wet neck making Mafioso's cock throb.

He whimpered, setting his hands on their shoulders to ground himself. This is when they started to bob their hips up and down, rather easily with how wet they were and how much lube they used. " ...tight... " he moaned.

" Yeah, cuz you're- hhhuge- " they began to moan softly, leaning against Mafioso to stabilize themself.

The bunny was louder, whimpers being thrown into the mix when Chance went back to his neck. He was fighting every urge to move with them, since he was told not to move.

" ff... faster, please... " He choked a little when his request was heard, his partner treating his lap now like a bouncy house.

" So- fuckin- goodforme- " they cried out, squeezing his sides, cursing over and over again with the exception of Mafioso's name.

" Ohh- oohh gooood!- " He whined loudly. " So- c-lose... "

" Don't- hhold back for me- " they whimpered, bounces getting sloppier. That was all he needed to unload, letting out a whorish moan while squeezing their shoulders.

" Hhhuh... hooh, fuuuuck... " He slumped over a bit, prompting them to slowly stop and eventually pull off. " ...wait... what abou- "

" I got it, " they said, " if you'll help a little. " They turned to lean their back against his chest, bringing his hand to their pussy. From there, he rubbed their clit. " Ooh- right there right there- "

They began to moan again, sounding similar to a porno, as he went quicker and quicker. Eventually, their hips thrusted forward and they squirted. Thankfully they were at the right angle to miss the bed and make a mess on the floor. 

Mafioso kissed their cheek, and together they laid on the bed. Cleanup could wait - they had a long nap ahead.

Chapter 5: [req] the one exception

Notes:

requested by Starc1es. sorry for not making the rule clearer bud

Chapter Text

" AGH! "

Chance was thrown to the floor in his manor, a black Darkheart sword held to their neck as their " friend " loomed over them.

" W-wait- iTrapped- "

" What. What do you have to say. Even while fighting for your life, you never shut the hell up. " he growled, threatening to easily cleave off their head.

" What is it you want? I- I can give it to you tenfold! Hundredfold! THOUSANDFOLD? "

" Money. I. Want. Your. Money. That's all I ever wanted from you. You, are INSUFFERABLE. "

The words echoed through the hall, practically killing Chance anyway. They took deep breaths, gathering their thoughts before they spoke again.

" ...well. If that's the case, you can at least earn itLETME FINISH TALKING PLEASE " They spat the words out as he prepared to slice their neck with the darkest of blades.

" ...fine... what do you- " He stared in disbelief as they put a hand to their belt, indicating a lewd act usually spared for lovers.

" At least get a little more use out of me before you kill me. "

iTrapped laughed, making Chance's heart drop. It didn't work?

No, he lifted the sword away. " Oh, you're hilarious, Chancey. I'll humor your pathetic attempt at sparing your life. But you're gonna get ruined. "

" That's fine, I just wanna liVe- " iTrapped dived down, pinning them beneath his hips.

" You will. Not for much longer, but I'll send you off with shaking legs. " He took off their tie, using it to bind their hands together above their head before standing to flip them onto their stomach.

" r-Right here? On- on the floor? "

" If you complain any longer, I'll strip you entirely and leave your dead body like that. "

" okay, " they whimpered, " imsorry. "

" Good. "

He undid their belt, dropping it nearby in case he needed it, and wasted no time slipping them to their knees.

" Look at that. Already wet at the thought of being used? How pathetic. "

They whimpered, face burning hot. Really, the thrill of being caught is what had them dripping already. Of course, the gambler was horny for the thought of even losing.

" That's a good thing anyways. " He dropped his pants too, keeping mostly clothed as not to let them get any kind of other joy from this. This was purely sexual and very much manipulative.

To make himself hard, he lifted their hips and stuck his dick between Chance's thighs, squishing them, rocking his hips. He could've just used his hand, or had Chance do it, but teasing them is better.

They panted a little, feeling iTrapped's length intimidated them a little. They've had bigger, but it was a dildo they'd been trying out, not someone who was using this as an excuse to mess with them.

" Hmm. Not bad, for someone so gullible. " Once he was prepared, he lined himself up with their pussy.

" Wh-wait- no protection? "

" What? Scared I'll get you pregnant? If that happens, I'll get your money anyways. It works out for me. " He chuckled, teasing their hole.

' Please, whatever god is out there, do not let him get me pregnant, please... ' they begged internally. They gasped feeling him immediately shove halfway into them. " Ohhh god... "

" I've been so, so lonely for so long, Chancey... you're helping me out sooo much! " iTrapped sneered, laughing because he knew they would've believed him had he not threatened them. While it was true that he'd been pent up for a while, he didn't like that Chance was his outlet. He hated them, found them annoying.

" mmnh... " They began to whine when he started thrusting. It hurt a little, seeing as he didn't prep them at all, but they were slick enough for it not to matter to him. They let themself moan a little when he bottomed out inside them, sitting for a few seconds.

" With how many times you sleep around, you sure are tight, gambler... " he chimed, gripping their hips so they didn't move at all. They whimpered, knowing he'd be mad if they tried to speak.

He pulled out almost completely, before slamming right back in, making Chance scream. " sssshit... " They huffed loudly, panicking a little. If this was the way it would go the whole time, they could get hurt.

" Quiet down. " He moved with intent, squeezing their hips and not letting them get comfortable. Every time he saw them relax, he got faster, and when they felt relaxed at that speed, he slowed down.

Chance was losing their mind, whimpering and silently begging to just enjoy themself for even a moment. Eventually, he changed angles, leaning downwards and whispering things in their sensitive ears.

" You're coming undone so easily beneath me. Such a slut you are. Yeah, a filthy little slut. " iTrapped bucked harder into them, making them yelp. He decided to stop holding back on them, treating their pussy like a toy with no feelings. " Just a- plaything! "

" HAA! " They got louder, the brutal slaps of skin against skin and their moans echoing through the hall as their backstabber bit their neck viciously. " OHHMYGOD! "

" God won't save you, " he muttered through their skin. He bit enough to bleed, licking the bite mark as they wailed lewdly.

Eventually, they cried out, nearing an orgasm. " Ff-ucking- close- haaa-aaaghh... "

" Already? So fucking weak. " He sucked on the mark, letting them know he wouldn't let them forget this. Forget who brought them so low as to being fucked on their own floor. Moaning like a breeding bitch. Screaming like a porn star.

It crashed over them like a tsunami, their eyes rolling back beneath their shades. Though torturous, he hit all the right spots inside them.

" I'm not done yet. " He didn't let his pace go for even a second, even grabbing their neck and bringing them even closer. " You're just a hole for me to ruin. "

Chance's moans rose in pitch, sounding almost feminine, as he found their g-spot and hit it again and again. Soon, the dry skin meeting was replaced with wet squelches. They couldn't stay quiet anymore, attempting to plead with iTrapped - but only being able to mumble and mix up their words.

" plehss... slw... sto-.. ahh... "

" Awww, how pathetic. Can't even speak up. Reduced to a whorish bitch~ " He bit their neck again, squeezing their throat. They choked, shivering before he let go. They squirmed a little, letting him know not to do that.

He may have hated Chance, but he didn't want to hurt them sexually. He sucked the blood from the wound, giving it his all for the last few thrusts before he pulled out, just in time to spill his seed on the floor beneath them. Their own cream spilled onto the floor as their second orgasm hit them.

" Damn... not bad... " iTrapped panted, wiping sweat from his forehead. " I suppose we should clean up. "

And by we, he meant himself. He dragged Chance by the bound hands to the bathroom, setting them in the tub to gather themself. He left with a towel to clean the floor, and when he came back they were half asleep.

" You don't get to rest yet. " He reached into the tub, rubbing their clit. They mewled, still high pitched, legs clamping around iTrapped's arm. It didn't take long for them to cum a third time, panting like - well - a dog.

" Your refractory is almost non existent, ha. "

" mmgh... "

He began to undress them, only untying their wrists when it came to their shirt. He held them as he ran a bath, setting their naked body back down as the water filled so he could undress as well.

" That was fun, " he giggled as he took their glasses to wash their hair. " I'll keep you around for a bit longer, as long as you pay me for our little game. " 

Chance nodded slowly, blue eyes empty with a hint of sadness. Knowing this was it for their friendship. Now they were only a hookup for him.

Chapter 6: sorry. update

Chapter Text

yes this changed

isolating myself for a little while. ill still write because im a filthy being but dont expect updates for at least two days