#simpbur x reader

you didn't even really consider him a friend, sure you guys shared a class but you hadn't exactly hung out. you never saw him at parties or school events, just occasionally at the library or walking down the halls. despite being so unsocial he stood out since he was so tall and thin, more than a head above the crowds even though he slouched.

he seemed pleasant enough though, if a little quiet. he never spoke to anyone in class, and only answered questions when prompted by the teacher. his grades were the highest in the class but he looked like he could faint when anyone attempted to talk to him.

but when you posted in the university community page about wanting to move out of the dorms and into an apartment, he was somehow the best applicant. he had plenty of money, his grades were impeccable and he promised not to throw parties or bring anyone around. he already lived off campus in a modest two bedroom apartment and explained that his previous roommate had moved out to take care of a sick family member in another state.

so you moved in, and he was happy to help carry boxes and help you settle in. it didn't seem like a bad deal, maybe even perfect. living with someone quiet who keeps to themselves so you could focus on your classes instead of arguing with your old dormmates that were slowly driving you crazy.

you didn't think he would make any effort to spend time with you or even be friends, but he found a excuses to be close to you almost immediately. you knew he wasn't used to talking to girls (or anyone really), he told you about how every other girl at school avoided him like the plague. you don't really blame them, he stares a little too long and sits a little too close. he doesn't blink enough, fingers twitching like he's holding himself back from touching.

his bedroom wall is next to your own, and whoever designed the cheap apartment must have been an exhibitionist because you could hear everything. his fingers on the keyboard, how he'd mutter and giggle to himself while he was alone. worst of all was how often he would masturbate, it would have been impressive if it wasn't so sad.

at least four times a day you would hear it, the faint squeak of his bed as he whimpered and cried pathetically. it almost sounded like he was in pain, breathing heavily like he had just run a marathon. sometimes you could hear him whine your name, muffled as though he had his face buried in the pillows so you wouldn't hear him.

outside of that wil was a fine roommate. never late on chores, didn't complain when you came home late, spent majority of his time locked up in his room. you had started to notice some things when you'd come home, though. your bed made when you swear you didn't when you left, or those earrings you complained about losing finding their way onto your bedside table by morning.

after one of his late night self-love sessions woke you up again, it pushed you over. you'd been so busy with school and your job there was no time for dating, even going out to a bar for a hook up was too much work. so you told him you'd take his virginity to take the edge off, help him relax.

you'd hoped it would fix him, satisfy that desperate urge inside and make him man up a bit. of course, it wasn't that simple. if anything it was worse. no girl had shown him anything close to positive attention, and now he was needing your help to cum because his right had didn't feel the same

and it wasn't like the sex was bad it was just... a lot. he went a little too fast, fingers pressed into your hips until it bruised because he just had no self control. moaning loudly, telling you how thankful he was and how much he needed you. even when you reminded him you weren't his girlfriend and to stop calling you pet names and professing his undying love, he would just smile innocently then pout until you let him touch you again.

now you're lying in bed looking at the sorry excuse for a man who woke up with morning wood he was desperate to have you fix.

"fuck off, i haven't even woken up yet." you said dismissively, glancing up at him before returning to scrolling your phone.

he whines, taking a few steps inside and kneeling beside your bed like a puppy. he was trying desperately to look at your face, but his eyes kept darting down to your bare legs, you were still wearing the oversized shirt and panties you'd slept in.

"it's ok, i'll do all the work darling! you don't have to raise a finger, you'll feel so relaxed afterwards you can go right back to sleep." he said with a smile, running his tongue across his teeth.

you scoff. "i'm not your cumdump, wil. what's in it for me? because based on your track record, it isn't orgasms." you say in a flat tone, smirking at his defeated expression and blush.

he had been very embarrassed by his stamina and inability to last with you, always saying it was just too good. and he'd managed to give you a few orgasms, but his lack of experience was evident in his technique.

"i'll vacuum the whole house- and mop! then order take out for lunch, from that burger place you like." he said quickly, gripping the edge of your bed as he subtly leaned further onto the mattress.

you chuckle, using your foot to push at his forehead to get him off. instead he grabbed your ankle, holding you in place as he licked at the sole of your foot causing you to squeal.

"ew! that tickles you freak!" you say between laughs but he just continued to press a few kisses along your foot. he looked at you with such adoration you swore his pupils were turning into hearts.

"please, pretty? can't help myself, you're so perfect down to your toes. wanna worship my queen, my girl, my gorgeous amazing beatiful-" he's rambling now, mumbling praise between wet kisses to your foot.

with a dejected sigh you pull your leg away and roll onto your belly, continuing to scroll your phone as you hide your grin. "fine, but i'm not moving from this spot. and if you take too long or say anymore of that romantic crap i'm kicking you out."

you've barely gotten the words out before wilbur's scrambling up onto the bed and pressing your body into the bed with his much larger one. his impressive height, all long legs and skinny arms as he nuzzles into the back of your head.

"thank you! i promise you won't regret it." he said with a big grin, inhaling deeply. "can't help praising you, you are just so perfect." he murmured, his knees on either side of your hips. you could feel the outline of his dick through his sweatpants, already leaking and staining the fabric.

"so f-fuckin' pretty.. smell so good." he's grinning as he nuzzles at your neck and shoulder, inhaling deeply and tugging down your underwear until it bunched around your knees.

his hands are shaking and he's still stuttering compliments as he manages to get his sweatpants low enough to free his cock. long and curved upward, you don't even have to look back to imagine the tip flushed an adorable pink and already dripping pre in anticipation.

"i'll be quick, b-but you'll still have fun!" he assures you, one hand gripping the fat of your ass to hold you open so he can spit messily on your slit. you're regrettably already wet, finding his pathetic desperation for you annoyingly arousing and flattering. not that you'd ever say anything because if he got any type of ego he would be even more obsessive.

"heh.. such a pretty kitty. s-so wet f' me... you n-needed this too?" wil giggles, a long finger sliding up and down your cunt before pressing inside with little resistance. "fuck.. always so damn tight- p-perfect fuckhole."

you groan, more of irritation at his cringe dirty talk than arousal as he began to finger you at a quick and messy pace. his eyes glued to your spread cheeks and pussy, drool pooling in his mouth as he used his legs to keep yours open and pinned to the bed even though you were making no effort to move away.

a second finger slides in and he remembers your regular reminders of the importance of clitoral stimulation so he manoeuvre his wrist so he can clumsily rub your clit.

the buzz of pleasure is by no means unpleasant, but it isn't nearly enough to start working you towards an orgasm. "shit, such a messy girl. l-leaking everywhere, c-can you hear y' kitty purrin' f' me?" he says proudly in response to the wet sounds of his long fingers probing your insides.

"you're disgusting, wil." you scoff, still scrolling your phone despite his best efforts to draw your attention and bring you to bliss. "stop referring to my body parts as animals, it's weird."

he whines, hips rutting against the back of your thighs and his hand gripping your ass massaging and squeezing the plump flesh. his fingers dig into your skin roughly, blunt nails jiggling the cheeks so he can watch it jiggle and bounce against his fast moving hand.

"b-but it's so cute like a kitten! don't even mind when its a lil' furry, s-so adorable." he pouts, hand speeding up in an attempt to impress you. "always w-wants pats 'n kisses from me like a n-needy pet."

without looking back you reach behind to grab his arm, digging your nails in and pulling his hand off you. the pain and surprise makes him yelp but he gets the message and moves up your body to straddle the back of your hips.

"s-sorry, baby. just can't help myself heh... c-could play with this gorgeous body aaalllll day~" he draws out the last words as he grips the base of his cock and gives himself a few long strokes, whimpering at the feeling of his own hand.

"just fuck me already, you're lucky i'm giving you a few minutes considering your current behaviour." you scold him, replying to a text message from a friend as he lines himself up and shoves inside.

the surprise penetration causes you to let out a small moan which doesn't go unnoticed by wil, who cages your smaller body with his own and starts fucking you hard and fast like he always does. one hand gripping your hip and the other pressing down between your shoulder blades, his eyes not moving from the sight of his bare cock sliding in and out of you.

"fuck, i told you to wear condoms. you never pull out and leave a huge mess for me to deal with." you complain, fingers pausing on your phone screen as his length manages to grind against your sweet spot with each forward thrust.

"s-sorry pretty, was just- uuugh, god- rushin' too m-much. it's y-your fault, told me to be q-quick." he says between loud moans and desperate whines. his blunt nails dig into you, the room filling with the sound of skin slapping as he gets harder and faster.

the rest of your complaints die in your throat as he lies down on your back completely, subtle chest muscles pressing into your back as he buries his face into the crook of your neck. his breath hot against your skin, even his quietest whimpers audible due to the close proximity.

"so good f'me, p-pretty girl... love m' cock, dontcha baby?" he moans, jaw hanging open and panting against your skin as he ruts into you like an animal. his enthusiasm and size means his dripping cockhead his repeatedly bumping against your g-spot with every slam of his hips, your vision blurring and fingers fumbling on your phone screen as you admit defeat and close the app since you wouldn't be able to manage a voice note in this state.

a large hand slides under your arm and around your ribs, groping your tit while his weight keeps your chest pinned to the bedsheets. you can feel wil drooling, as though he can't even close his mouth due to the overwhelming sensations.

"f-fuck, stop drooling." you whine, turning your head to the side to dodge his attempts to kiss your flushed cheeks. "gonna have to change the sheets again, you prick."

the side of your face presses into the bed, eyes squeezed shut and biting back moans while his fingers clumsily tweak your nipple. the angle is awkward and he can hardly move his wrist because of how you're lying, and his inability to restrain himself has him tugging almost painfully on the sensitive bud.

"s-sorry m' love- change it- i can change it later." he can barely string together a full sentence with all his brain power being focused on you. you. you.

the feeling of your sweaty skin sliding and sticking to his own. the smell of your body odour since you haven't showered today mixing with sweat and arousal that's just pouring from your pussy. the sound of his bony hips meeting your ass and his dick spreading your folds with every thrust.

wil audibly slurps and manages some self preservation to sit up so he can take his hand off of you and wipe at his mouth and chin that is currently dripping with his own drool. his mouth is still full of saliva, a hunger that isn't satiated even while he's inside you.

"m' sorry, s-so sorry. nnngh lemme jus' make it up to y'." stumbling through his words he sits back on his knees, straightening up and using his grip on your breast as leverage to pull you from prone bone into doggy style.

you can't pretend the change in angle and depth isn't satisfying, a low moan rolling off your tongue. despite his slim build, his strength constantly surprised you. for someone who's diet consisted of toast and coffee without a workout routine, he still managed to move your body with ease. not that you ever really gave him the opportunity to show it off considering you chastised him when he was too rough.

except for now, your usual brattiness is humbled by his grip on the front of your thighs as he pulls you onto his shaft with every deep thrust.

his rhythm is steadier now, but harder and purposeful. each press forward has his engorged cockhead grinding against your sweet spot before slamming into your cervix. clearly he's trying to prove something and impress you. to your disappointment, it's working.

"y' like that, huh? p-pretty girl lovin' how i fuck her?" he whines, searching for your praise and reassurance even as your inner walls clench and quiver around him. "n-not mad at me any more, yeah?"

you whimper, a sound he's already memorising and saving in the back of his mind for the next time he jerks off, shifting your weight to your elbows so you can arch your back and bounce your hips back. he lets out a sound somewhere between a whine and a sob, watching as your ass jiggles with the impact.

"f-fuck yeah... such hahh a g-good ass, holy shit. p-perfect.." he keeps a hand gripping your thigh open but the other slides up to pull your cheeks apart once more so he can get that fraction deeper inside. the thick base of his cock hitting your sensitive folds that are reddening due to the rough fucking you're enduring.

"pretty girl, you love my cock b-baby? please, mmnph- tell me y' love it. p-please-" he whimpered, begging desperately for your praise. just to hear you say something nice to him, something kind compared to the insults and bullying you directed at him regularly.

not willing to give him the satisfaction despite his objectively good performance, you instead brace your hands on the mattress and press back fully to mess up his rhythm. the change in position leaves him unable to pull out more than an inch or two, forcing him to rut quickly and pathetically into you.

he cries out, leaning forward to arch over your back and wrap an arm around your waist. rocking his hips deeply and sliding his hand down your stomach until his fingers find your swollen clit.

"puh-lease, p-pretty girl. why y' hate me s' much?" he sobbed, clumsily rubbing your clit and pressing wet kisses up your spine. "pussy so fuckin' wet, so messy f'me... you know is f'me, baby. jus' tell me y' lovin' how i'm fuckin' ya."

your juices are dribbling down his balls, both your thighs slick with arousal as he continued begging and circling your clit with an annoyingly addictive rhythm. you feel incredible, the deep grinds of his dick stretching you out and reaching deeper than your toys or any previous partners have. you swear you can feel his tip leaking copious amounts of pre and stuffing you fuller.

in all honestly he is fucking you perfectly, white hot pleasure bubbling under your skin and racing down your veins as the orgasm that has been building grows closer and closer. you hate to admit it, give the perverted bastard the satisfaction, but fuck. he's good. and you really do love his cock.

"s' good, wil." you say, gritting your teeth so your words aren't a garbled moan. giving him a tiny bit of reassurance, even though he arguably deserves you screaming his name and begging him to make you cum. "love your cock, s-so deep. feels good."

your words barely leave your lips before he is practically squealing with joy, shifting his legs so his knees press on the inside of your own and spreading you wider. he keeps that same repetitive and rough rhythm with his hips and his hand which is now dripping with your slick to slide lower on where you are connected. he makes a v with his fingers to prop your folds open, the movements of his hips and wrist mirroring each other so his palm can grind against your swollen nub.

you have no idea where he learned that technique, briefly imagining him watching porn and hentai for tips, before the mounting pleasure drives any thoughts out of your mind other than him. him. him.

"fuck y-yes, knew it! you l-love my cock, baby. thas' why you take m' so well. ughh- perfect kitty, need me to keep her purrin' and soaked." wil groaned, voice lowering an octave. as though a switch had been flipped from your brief words of encouragement, he's suddenly much rougher and meaner as he pounds your tight hole.

some part of you wants to shout some snarky remark, tell him to pull out, so you can get on top, slap him across the face and degrade him to remind him of his place. how such a pathetic, perverted fucking loser he is.

he doesn't deserve your attention; let alone the privilege to fuck you raw. realistically, he should be thanking the heavens for the fact you let him share a room with you.

considering the morning after moving in he'd already taken the used panties and leggings you'd worn while unpacking from your laundry hamper within the hour of you setting it up in your new room. later after some probing questions (with your hand gripping his collar as he whimpered and fell to his knees in the kitchen) he admitted between sniffles they were stuffed in his pillowcase so he could smell you while he slept.

maybe you should have called your mum and asked to sleep on her couch for the rest of the semester or crawled back to that ex with a nice apartment so you didn't have to spend anymore time with such a freak.

and yet, you chose to stay with him- after you'd grabbed him by his brown curls and pinned the back of his head against the lower kitchen cabinets, pressing your panty-clad cunt against his nose and let him enjoy the fresh scent of your cunt from the source all the while begging for forgiveness.

and then by the second week and you walked by his open bedroom door and smelt yourself, after some investigating (which definitely wasn't you shoving him onto the carpet and digging your food into his balls until he confessed) you realised he had been using your beauty products religiously so his skin, hair and clothes carried your scent. he'd even went out of his way to buy a copy of your signature perfume so he could spray himself and his bed whenever he wanted.

and of course after that first month with nights (and mornings, afternoons, evenings...) hearing him lewdly moan your name as he wanked multiple times a day, and you practically kicked down his door to shut him up. by sitting on his face until you came twice. then his cock for a third and fourth. he was quiet by the end of that, considering he was drooling and couldn't keep his eyes open as he fell asleep sitting upright.

so maybe if you took a moment to self reflect on your recent behaviour and continued involvement in his life you would realise you were just as much of a perverted freak as wil was.

but with his nine inch dick deep in your pussy as he rearranged your insides, you weren't thinking much of anything.

"p-pretty girl, my pretty fuckin' girl. all mine, jus' me, yeah? no one fucks this kitty better than me." wilbur smirked, motivated by your encouragement he used his size and strength to overpower your body and treated you like a sex doll.

"never see ya bring no one a-around our place, n-not even -unghh, shit- your lil' friends. not ashamed 'f me, are you? jus' love my big dick so m-much you gotta keep us a secret." he laughed, the sound strained in his throat as he let his possessive thoughts spill out of his mouth. "don't want no one else to f-feel this good, that r-right baby? you're so cute when you're jealous."

"not one fuckin' boyfriend visitin' ya since moving, no stupid jocks or frat boys touchin' ya kitty. ya don't talk to them, r-right? n-no other boys ya seein' behind my back, y' promise?" his hand holding your hip somehow tightened its impossibly firm grip even harder, no doubt leaving bruises for him to fawn over tomorrow. "i'll fuckin' kill em, any guy lookin' at my girl. s'all mine, my girlfriend."

"it's 'cause i'm all you need, yeah? jus' me n' you pretty girl. i keep my gorgeous- f-fuck, mmphh, goddamn- gorgeous girlfriend happy with my big fuckin' cock. fill up her n-needy kitty, make her purr 'n lovin' on her just how she likes." as wil spoke, his hips didn't slow for a moment. dick harder than steel, thick globs of pre finding a home inside you with every deep thrust as he got closer to his own orgasm.

you were approaching your own without any choice, thighs quivering and clit hardening as it throbbed against his palm. every movement grinded the hypersensitive nub against his hand, each pounding thrust of his length pressing into your g spot perfectly.

"s-so tight, my love. such a perfect kitty, made f'me, only me. ya took my virginity, 'n my heart baby. all yours, love makin' you happy. jus' like how- s-shit you keep me happy." he lets out a breathless laugh, body almost working on auto pilot. as though having sex with you was as easy as breathing.

your body on the other hand doesn't even feel like your own, it's his. the way he keeps the perfect amount of pressure on your clit and pulls you onto his member every time he slams his hips forward. the pleasure is mind numbing. your limbs have practically gone limp, eyes rolling back as you force your lips to move and throat to do anything but moan.

"g-gonna cum." you stutter, the whimpering tone feels foreign on your tongue but its the best you can do as your tummy muscles tighten in preparation of your climax. "wil- ughhh, please"

even though your voice is so strained and barely audible over the schlick schlick schlick from your hole being reshaped to the size of his girth and applause of skin meeting skin, he hears you. he feels you. he has you.

there's no hesitation when your pleading inspires some inhuman strength and stamina within his thin body as he finds a way to fuck you harder, his check practically glued to your spine. keeping his talented fingers right where you need them, rubbing dreamy circles so quickly against your sensitive clit.

"yes yes yes- good girl, m-my pretty girl. cum, gonna cum? f-fuck, tightening up on me! god, mmnnggh- cum, p-please. cum f'me, pretty girl." he's pleading now, mouth open against your shoulder blade. his dick throbbing, on the edge of his own orgasm but he would rather never cum again than mess up this orgasm for you.

as your pleasure reaches the top, crashing down and through your body like a waterfall- overwhelming and all encompassing. every muscle pulls in tight for a few long seconds, eyes crossing and mouth agape as you cum.

"f-fuck baby- god, y-yes! thas' it, p-pretty girl, cum f'me, make a mess of my cock." before his own orgasm has it, he is already experiencing bliss at the feeling of your impossibly wet and tight pussy convulsing around him along with the knowledge that he is the one who's brought you this pleasure.

his hips stutter but continue to to move. while fingers clumsily sliding back and fourth quickly over your folds as your juices begin to dribble down his wrist, then your squirting.

you are barely aware of the fact because of the mind-numbing orgasm itself, but seeing and feeling it wil's balls drawing up in anticipation of his own climax. he cries out your name, tears bubbling in the corners of his eyes. pressing himself as deep as he can in your cunt as clear sprays from you in messy streams.

the same moment thick ropes of potent seed shoot into your cervix, he bites down on the back of your neck hard. his teeth digging into the skin, any other time would have made you cry out in pain but in the throes of passion it only heightens the pleasure and makes you sob and squirt even harder.

his long arms are locked around your middle, hand still sliding across your cunt with an open palm to force out every spurt of your cum. his own is flooding your quivering hole in violet pulses, cock throbbing in time with his rapid heartbeat which is matched with each ejaculation.

its hot, viscous and unmistakably virile. his earlier promise to pull out is forgotten along with your birth control which he keeps 'misplacing' while cleaning.

"l-love you, mummy. m' pretty girl, love you s' much. take all 'f that cum, thas' it... gonna stick this time..." he mumbled, words slurred against your skin as he lazily licks across the indents from his teeth. "t-took me so well, y' so full of me, huh? such a messy girl, mmmnng, love you... gonna make such a g-good mama"

your limbs have long since gone limp and find yourself lying flat on your bed with wil lying across your back, still mumbling about his love for you while his eyes are already closing. he hadn't even attempted to pull out, his pelvis practically glued to your ass as he continued to cum. its slower now, but his dick seems adamant to pump as much sperm inside you as possible even as he is half asleep.

your own orgasm has settled into a comfortable hum, aftershocks causing you to tighten around his throbbing length causing him to whine and momentarily tighten his grip on your waist.

in what could have been minutes or hours, your mind clears the orgasmic fog and brings you back to reality; wil is draped across your back and keeping you pinned to the bed with his entire body weight, your womb practically plump with his load since he was still half hard inside you, your entire body is covered with sweat and aches.

the sudden silence in the room is jarring, the earlier sounds of sex now the faint hum of your computer which is still running on sleep mode at your desk and wil breathing heavily with his face pressed into the back of your neck.

"wil?"

no response, he doesn't even twitch.

"wilbur?"

still nothing, his body is entirely limp and breathing steady.

".... pretty boy?"

"yes, my love?"

you can feel him grinning as he nuzzles deeper into the space between your shoulder and neck, hands trailing up and down your sides. he seems content to stay inside and on top of you forever.

"get off, i can barely breath." you groan, shifting underneath him as he giggles at your predicament. he is in no rush as he pushes himself up with his arms, looking down at where you are still connected.

he doesn't move further, so you pull yourself forward on the bed so he slips out of you well used hole, rolling your eyes at his pathetic whining behind you.

wincing slightly you move to sit with your back against the headboard, stretching your legs out and cracking the joints in your neck with a satisfied groan. his eyes are on the puddle of juices on the sheets, trailing across the fabric and up your thighs to where you are still leaking.

"you're cleaning my bed, i hope you know." you sigh, reaching for your phone to see if your friend had responded to your earlier message. post nut clarity is a powerful thing, and now you're needing space from the manchild that just put his heart and sole into loving you.

he's pouting. you don't have to look up from your screen to know, you can basically hear the puppy dog eyes he's burning into your still very naked body only a few feet away from him.

not giving him the satisfaction of even a teasing comment you swing your legs over the side of the bed and stand up, shaking slightly as you feel another wave of spunk dribble down the inside of your thighs and stain your skin. you grimace at the sight and feeling, especially knowing you've missed taking your birth control the last week since you couldn't find the container- and now looking at the seemingly endless amount still leaking and no doubt settling inside you, you you're regretting not organising that doctor's appointment for a new prescription.

if you gave it any thought when you weren't in a post-orgasm haze, you'd put together the fact that wilbur was always making excuses and 'accidentally' forgetting to buy condoms or 'failing' to pull out (or in one recent case when you'd only let him straddle your legs and jerk himself off to the sight of your naked body- only to shove the tip of his dick inside your hole right as he came) in time.

maybe you would have actually paid his dirty talk any mind, noticing how often he'd call you 'mama' or 'mummy' as he finished, even if he was wearing a condom or spilling down your throat.

or perhaps you'd find his ever growing collection of your birth control pills he had been taking from the bathroom and your bedside table when you weren't home. you blamed your messy room and disorganisation as the boxes grew dust in a shoebox at the back of his wardrobe.

instead your mind is currently preoccupied with your friend texting you about a classmate who's apparently sleeping with the professor to get a higher grade while cheating on her boyfriend who's been seen snogging his cousin at a party last night, along with washing off the sweat and spunk of your roommate that still clings to you.

"i'm gonna go shower, these sheets better be in the laundry and fresh ones put back on when i get back." you say in a firm tone, eyes finally meeting his for the first time since before he slid inside you from behind which felt like a lifetime ago.

"b-but pretty girl, d-don't you wanna snuggle a bit first?" he gives you a hopeful smile, already reaching across the mattress to try and grab your hand and pull you back to bed. "you smell so good after we fuck, all sweaty and l-like me. then your awesome boyfriend can join you in the shower for round two-"

you slap him across the face before walking out of the room.

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“So good baby- fuck you’re so tight around me, what a good little slut.” Wilbur groans out as he grips your hips in his hands, squeezing them tightly as he sinks deeper into you.

Your back archers further for him, face against the pillows as his pelvis meets your ass, his cock resting heavily inside of you. He was big, no point in lying about that. But when you’re lying on your stomach, weightless for him to use anyway he wanted, he felt huge inside you, and you loved it.

Which that seemed to be why you chose the position for the current moment. As he sat there, legs straddling your hips as he waited for your go ahead, you reached your hand down underneath you, resting it on your stomach where you found a decent sized bulge. Pressing down on it, you and Wilbur moaned out in unison, his tip pushing against your cervix as you tightened around him even more.

Wilbur braced himself against the headboard, pushing himself somewhat deeper into you, if it was possible. It was all too much, you needed more. Both of you did.

“I swear Wilbur, if you don’t move right now, I’m not helping you get you- oh fuck!” You screamed out into the pillow as he brought his cock all the way out and slammed it back into you, grabbing the back of your head and lifting it up as he did.

“Huh? What was that? Was the little slut trying to tell me what to do? You’re so cute-“ Wilbur leant down, lips brushing against yours as your eyes closing, awaiting for his warm lips on yours.

Not even a second later, the man thrusted hard inside of you, hitting your g-spot with his tip as your eyes opened in shock, only to roll back into your head. You let out a pornagraphic moan as Wilbur laughed at you, and continued his thrust, his pace slow yet thrust deep.

“That’s it baby, be a good slut and take all I give yo- holy fuck!” Wilbur’s cocky attitude tumbling in seconds as you met his thrust and tightened around his cock.

“Aw did big, strong Wilbur fall for my little game?! Maybe you’re not as good at this that you claim to be! Maybe you’re just as pathetic as D-“ Wilbur placed his hand on your head, shoving your face in the pillow as he thrusted faster inside of you.

“Shut the fuck up. You do not get to compare me to that fucked up asshole! And we both know I’m as good as I claim to be. Hell- you admitted it to Q the other day!” Your eyes widened up at Wilbur as he laughed manically at your expression.

How the fuck did he know about that?!

“Aw don’t look so scared baby, I’m not mad! I’m actually quite flattered, talking to other guys about how good I am to you, how I can make you cum just from my words, how my fingers work magical things on you. How my cock makes you go dumb after one thrust. Fuck- I knew you loved this, but not that much.” Wilbur said to you as you adjusted himself.

He lied his upper body down on top of your back, kicking his legs out from beside you, putting his full weight on you as he did. “You doing ok, my love?” He whispered in your ear, the words soft and caring, a complete turn around from his previous words.

Wilbur always made sure you were doing ok when things got a bit rough or a sudden shift had changed. You guys might not be on the best of terms, but hell, if you weren’t enjoying any of this… there’s no benefit for him either.

He gains pleasure from your pleasure.

You nodded your head at him, hands squeezing the pillow beneath you as you did. Apparently that wasn’t enough for Wilbur, earning a hum of disapproval as he lifted up off of you, bringing his cock out of you, yet leaving the tip. The sudden sensation earned a whine from him, making him softly laugh.

“Words. Are you ok?” Wilbur sternly asked you, his words still soft.

“Yes. I’m ok. Brillant. Amazing even!” You got out softly, a smile coming over your face as Wilbur placed himself back on top of you, his tip still teasing you. “Please. Please Wilbur.”

“I know, darling. Doing so good for me..” Wilbur whispered to you, his arm coming around your neck to hold you in a headlock sort of position, while his hand grabbed yours in his own, squeezing the limb as you reciprocated the affection.

“Now be a good slut and let me ruin you-“ Wilbur’s sweet attitude quickly being shoved out the window as he thrusted inside you quickly, his pace going as fast as he could in this position.

His arm around your neck held your face up from the pillow, holding onto the limb with your free hand as empty screams left your mouth. Your nails clawing and scratching at his skin as he continuously hit your cervix head on, broken cries leaving your mouth as he whispered small comments about you, degrading or praise.

“So good for me baby, taking me so well.”

“Such a slutty hole, always wants more- fucking greedy.”

“Come on baby, just a little more- you can take it, I know you can. Good girl!”

“Leaking all over the place baby, so messy for me-“

Every comment led to another moan or cry of pleasure.

And Wilbur took them all in with delight.

“Wil! Wil please- I’m gonna cum, please let me cum!” You whined out to the man, hips meeting his thrust, hand squeezing his more tightly than before.

Wilbur could feel your orgasm approaching, your hole tightening around his member in a tight grip, making him moan in your ear.

“I know baby, hold on.” Wilbur spread your legs a bit wider, bringing your hips up with him as he knelt behind you. Your back arched deep, the bulge stretching your stomach out even more than before, making you moan at the feeling. “So good for me, feel how deep I am inside baby, I’m the only one allowed to make you feel this way, got that? I’m the only one allowed to stretch this hole to its limit, the only one allowed to make you go dumb from my cock, the only name you scream. You’re my slut to use, and my baby to hold when needed, ok?” Wilbur whispered into your ear, earning a whine from you as you nodded.

“Yes yes. All yours. Always have been, Wil… please use me, please please-“ your words were cut off by his thrust, your mouth agape as he thrusted hard and fast into you.

“Fuck- you drive me crazy, you know that? You have me wrapped around your finger and I love it.” Wilbur groaned out as you squeezed once more around him, your nails digging into his arms once more.

“gon’ cum! Let me cum! Please- baby please!” You begged the man above you as his thrust became sloppy and miscalculated.

Slipping his free hand underneath you, his fingers met your clit, rubbing small, tight circles around your bud. “C’mon baby, cum for me. Cum for me and show me how good I make you feel.”

You were gone after the first sentence. His sweet voice melting your body as you let go of the pressure in your stomach. Your hips met his once more as your back arched deeper into the mattress, a delayed scream making its way out of your mouth as his thrust continued, riding out your high.

Your body shook as his thrust got faster and faster, not caring about precision or anything else besides the way your walls squeeze around him.

“Cum inside me… please! Please I’m begging you-“ you whimpered to him as his thrust slowed inside of you.

Your words made him cum on the spot, never imagining them to come out of your mouth but nevertheless happy about it.

Wilbur groaned out in your ear, as he fell on top of you, hips still stuttering inside of you as his orgasm hit him and he filled you up. He hid his face in your neck, mind still reeling from the orgasm, holding you tightly against him.

“Did so good for me, so good for me my angel…” Wilbur whispered out to you as he started to get off of you.

Before he could pull out, you quickly grabbed the back of his leg, stopping him from making any more advances.

“Stay inside me, please. Wanna feel you still.” You muttered out, sleep creeping up on you as you lied there, the weight of his cock inside you making it even harder to stay awake.

Wilbur could feel his dick stir again from they request but didn’t do anything about it, just wanting to lay with you for as long as he can before you both would go back to your ordinary ways and pretend there was nothing going on between you two.

Rolling over, Wilbur’s chest was pressed against your back as he shuffled closer to you, pressing himself deeper inside of you while he did. You both hummed at the sensation, the warmth and the first at he fit inside you as asking you both into an easy rest.

“Hmm I love you..” you whispered to the man behind you, falling asleep after the words were uttered, leaving the man shocked behind you.

The words struck him with hope and fear. What if you didn’t mean it? But why would say it if you didn’t? He had so many questions that would have to wait, but with you, he could wait a lifetime and be alright.

Simpbur who is rutting into you as you lie on your back. He just using you. The wet sounds between your connected bodies urging him to move at a brutal messy pace. His thumbs digging into your hips, you’re so sure they will be bruised tomorrow.

Your fingers comb through his damp curls from sweat as you kiss any skin you can reach on him. Neck, cheek, jaw, throat, anywhere. You’ve been here for what felt like hours as you continued to let him fuck your tight cunt as much as he wanted. You were laying in bed only in one of his t-shirts and lacy panties and be had come to you, with a pained desperate look in his eyes as he begged to let him pull your panties to the side and fuck you senseless. How could you possibly say no to his adorable pouting?

He was so determined to keep filling you up until his come was oozing out of your hole. Until he couldn’t cum anymore. The more he lazily thrusted he was hitting that sweet spot inside you that made your toes curl and the tighter it made your cunt squeeze around him. Causing his eyes to screw shut and mouth to drop open in a silent cry, his hips stutter for a moment before getting more sloppy.

“you’re doing so good for me baby, you needed this huh?” you praise him.

“y-yes, feels s’good” he stuttered. “you feel so good mummy.”

You hum and bring him down for a kiss that has your toungs colliding as he whines into your mouth. Hes hands begin to slide up to your breasts. pinching your nipples between his thumb and index fingers. Then alternating to just squeezing your whole breasts. You moan at the sudden attention and buck your hips to meet his thrusts. You can tell he’s getting close, because he always got more handys when he was.

“are you close baby?” you ask.

All he can do is moan and nod hastily.

You giggle.

Then Wilbur is stilling inside you letting out a long groan, cumming in long ropes as you coo and kiss the side of his head when he rests his face in the crook of your neck.

Skin sticks together between you as panting fills the space.

“such a good boy,” you hum. “now, why don’t you clean up your mess and make mummy feel good?”

Your phone's notification interrupted your reading. You grabbed the phone lying next to you and unlocked it.

Wilbur: the picture you posted??? Wilbur: god damn Wilbur: made my dick hard frfr

you rolled your eyes at the last message because you knew that he knew you hated when he talked like that. He purposely put frfr after almost every message he ever sent because he liked playing with you.

You: omg shut up, I'm busy Wilbur: thinking about my fingers curling inside that pretty little pussy of yours?

You quickly put down the phone and stared in front of you. You took a deep breath and grabbed your phone again.

Simpbur didn't even know who you were until he watched your stream and when he saw you, lets just say you had him hooked

It started off slow, watching every single stream and video you ever posted, liking them and following your socials, donating on your streams, simple things

However, it gets worse as time goes on as all obsessions do

Simpbur found himself constantly thinking about you, creating all kinds of scenarios in his head between the two of you.

If you have merch expect him to buy every single piece of merch you have, if you don't, that's fine, he'll just make his own

Oh, and expect all of his clothes to now be your merch, handmade or not he wears it all the time

And I mean all the time

He becomes so infatuated with you, its not even a joke

His new favorite everything becomes you

He stops going places, hanging out with friends, hell he even starts to neglect his health, why would he ever want to shower when you're streaming? And why would he need to sleep when he can just listen to your voice and write creepy fanfiction about you and him?

He also taught himself to draw and he draws all KINDS of situations between you and him, and it can range anywhere from drawings of you with hearts around to what could only be described as him 'indulging on his fantasies' (of which he has MANY)

Lets just hope he doesn't act on any of them..for your sake

********

Another draft down, I think I had a lot more fun writing this when I first came up with the idea (probably because I was in a worse headspace than I am now) but its done now

After this I have one more planned draft to drop and then many another we'll see. this is also the most I've posted in literally forever, I'm finally feeding my followers-