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silliestbillyinsillytown · 2 months

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whiny!stephen glass x fem reader

warnings; sexual content, needy stephen, no clear sub/dom dynamics, nipple play, creampie, size!kink if u squint, hickeys, slightly subby stephen, teasing, overstimulation,

”hey y/n? if i invited you over and all we did was okay monopoly would you come?” he spoke in your doorway right after getting up to leave your office, he was just asking you to check up on his work before he submitted it. “oh, um i would really like that stephen.” you flashed him a shy smile before quickly looking back at your papers scattered across your desk, trying not to make eye contact for too long, you were scared he would notice how hard you were trying to keep your voice steady. stephen was always such a sweet guy. he made you very a little nervous, the way you could ever so slightly feel his warm breath against your neck when he peered over at your computer, or the way he was constantly complimenting you and praising you for your ‘captivating’ writing, or the way he stared a little too hard at you during meetings.

“well.. are you free tonight?” he spoke staring at his notepad, unintentionally mirroring you. you wondered for a short second if you made him nervous too.. “oh yeah, i am actually.” “great wanna come over maybe around 6? oh that’s around dinner time isn’t it.. i could make dinner for us as well?” he spoke in an shy tone, like he had thought out every word down to the syllable. “oh yeah that would be great steve!” “i was thinking i’d maybe make creamy pesto pasta, or um if you don’t like pasta i could make something else! anything you want..” oh god he’d really fucked up this time he knows it! you probably hate pasta that was such a stu-“no no, i would love pasta.” your sweet tone melted away his worried instantly, leaving a warm feeling behind in his chest.

i could hardly wait for work to end today, although i felt i could probably keel over and die from how nervous i was. i felt like a teenager again waiting for my first date with a cute boy i had a crush on. i spent all the couple hours i had before going to stephens taking my time getting ready, showering, reapplying my makeup, straightening my hair, picking out an outfit. usually i pass out as soon as i get home from work, getting some much needed rest but i was wide awake with anticipation today.

i walked up the steps to stephens door, taking a deep breath to attempt to calm myself down, it worked, kind of.. i wrang the doorbell and stephen answered very quickly, i smiled at the thought of him waiting like a puppy by the window waiting for my car to pull in.

“hey y/n! come on in!” he said stepping out of the way for you to come inside, the smell hit you as soon as he opened the door, an amazing smell, enough to make you starved instantly. “stephen that smells amazing.” “oh yeah the foods nearly ready, i really hope you like it it’s my moms recipe.” he spoke leading you into the kitchen.

your nervousness had melted away after dinner with stephen. he was just so perfect, he was so intently listening to every word you said, it felt like you had an endless amount of things to talk about when you were with stephen, endless laughs. you just loved seeing his wide smile and the way his eyes scrunched up while he looked you at you, just a simple smile was enough to make you squirm. he was just so gorgeous.

he led you into his well furnished living room. family photos, candles, his endless amount of books, his home had such a safe aura that really reminded you of your childhood home. he pulled out monopoly from under his coffee table, you shuddered a bit as his hand brush led against your thigh as he sat up. you really felt embarrassed at the warm feeling something so small and unnoticed gave you. “i wanna be the little shoe!” you yelled as soon as you saw it, picking it up immediately. “geez, okay.” he laughed at your reaction. god you were so beautiful he couldn’t help thinking as he stared a little too long at your face, your shiny hair that just smelled so good, your gorgeous eyes and lips, and he could see the tinniest but of clevage in your shirt but trust me it was enough to make him feel something.

you noticed his staring after a second and it instantly embarrassed you, had you done something stupid? did you have food on ur face??

he leaned in before you could even process it, lifting your chin up with his thumb and index finger before planting a soft kiss against your lips. you thought your head might actually explode, barely processing what had happened before he pulled away. “i’m really sorry i just did that without thinking oh god you can leave if you want i didn’t-“ before he could finish you pulled him back in for another kiss, instantly silencing him, warmth spread through your whole body making you feel a light headed. he snaked his hand around to the back of your neck, lightly slipped his tongue into your mouth begging to taste you as he pulled you flush against his chest, he could feel your tits pressed up against him and he groaned ever so slightly into your mouth at the feeling of his dick throbbing in his pants begging to feel you around him.

your kisses became more intense and passionate gripping his soft hair in your manicured fingers. he started to lean back onto you trapping you between his body and the couch, gently reaching his hand up to rest on your waist. heat pulsed from your core all the way through your body as you felt his bulge press against your stomach, you broke the kiss for only a moment when you started to lift up your shirt discarding it on the ground, leaving you in only your skirt and bra. he reconnected the kiss before starting to run his hand over your stomach and up up up until he reached your boob, gently pulling the fabric down just enough for your breast to pop out.

he broke the kiss again as he started peppering kisses down your neck before he finally reached you exposed breast, gently sucking and kissing at your nipple before tugging the other side of your bra down. “fuck stephen.” you whimper gasping as he nips at your other nipple. “oh i’m sorry i’m sorry did i hurt you?!” he spoke instantly pulling his mouth away from your chest with a guilty look in his face. “no baby.. it felt good” you smiled at his reaction, he sighed in relief before attaching himself back onto your chest, instead focusing on peppering your tits and collarbone with hickeys. he loved seeing you all marked up.. something about it made his dick throb, just knowing he was the one to leave them on your perfect skin.

“could i please touch you? please?” he nearly begged (as if you would ever refuse him) as he started to run his hand down your stomach nearing the waistband of your skirt, toying with the little bow right below your belly button. “of course stephen..” you smiled at the dazed look in his eyes. he kissed you again as he gently slipped his hand into your skirt.. then into your panties. you whimper into his mouth as he brushes a finger against your clit, barely touching it. heat pulsed through your whole body as your felt your tummy flutter, dizzy and fucked out as you started to beg into his mouth for more clawing at his clothed back with one hand and gripping his hair with the other. stephen thought he could actually be dreaming at this point, you were just so so perfect, absolutely made for him in every way. he could cum in his pants just by hearing your small whimpers and the way you beg for him to touch you and the way you writhe underneath his broad body.

“please stephen stop teasing me.. just touch me” he replayed your words in his head as he gave in, slipping a finger down to feel just how wet you are. fucking soaked. slipping his finger into his mouth as he stood up and ripped your panties off, discarding them on the floor just as he had done for the rest of your clothes. he was tired of waiting, he needed to taste you right. now.

as he sat between your legs before he spoke, “can i taste you princess? please” “yeah.. i need it stephen” you said mindlessly, you weren’t lying either, you thought you might cry if he didn’t touch you already. he gently began kissing and sucking marks all over your thighs before wrapping his arms around you thighs to keep you still. he licked a stripe up your pussy, before planting a kiss right on your clit. “fuck stephen!” you moaned out as he started to lick and suck your sensitive clit, rubbing his finger against your tight entrance. he started to rub against the couch trying to seek any relief, he was so hard it hurt. he moaned into your pussy as he continued his assault on your clit gently pushing a finger into your hole. “stephen please stop teasing me i need you.. please.” you begged as you dug your nails into his scalp, pushing his head deeper into your cunt. he didn’t mean to tease you he just loved hearing you beg.. he knows you needed it so he gave it to you, even if he would like to hear you beg all night.

he pushed his finger all the way into your cunt, continuing to suck and kiss your clit. god they were just so much bigger then your own fingers, curling his finger upwards to his that spot that makes you cry out, and oh it did. you couldn’t keep yourself quiet as he added another finger, as soon as he did that you knew you wouldn’t last long, the hand in his hair had become a death grip, unable to hold back your loud moans you felt that familiar feeling come back to you quickly. “stephen.. i’m gonna come” you said in a pained voice as tears welled in your eyes. “oh fuck oh fuck!” your body began to writhe as he continued to pump his fingers in and out quickly, making sure you ride out your orgasm. or at least you thought.. but even as you stilled and the overwhelming pleasure went away it was quickly replaced with pain as he continued even as you had finished your orgasm, “stephen stop it hurts.” you whimpered out, but no. he wouldn’t. he needed you to cum again. “please just one more.. you can do that for me can’t you?” he spoke into your pussy quickly before returning the same pace as before, holding you down as you writhe.

but the pain was slowly dissolved as the pleasure returned, your moans had turned into whimpers and cries as you felt yourself getting close again, fucking music to his ears. ”i’m gonna cum again stephen” you said in a quiet tone just above a whisper, barely able to make any noise other then a whimper. “cmon sweetheart you can do it” he mumbled into your pussy as your second orgasm took over your whole body, all you could think about was the pleasure in between your legs and him.

he licked up your release from his fingers, savouring the taste of *you* on his tongue. he returned above you, placing a deep kiss on your lips as you still recover from your intense orgasm panting and shaking trying to catch your breath. “please stephen i want you inside me” you begged as he smiled against your lips, his painful erection still evident in his pants. “are you sure sweetheart? you still seem like you need some time to recover” he asked in a genuine voice, you can’t get over how sweet this man was in front of you, where has he been all your life? you had never had a man eat you out so well, give you such a mind numbing orgasm. but stephen was a ladies man, always so focused on your happiness, and pleasure.

“please stephen.. i need it” you said as you began unbuttoning his shirt working your was down down down, revealing his skinny and broad frame, and his cute little happy trail that went down to his.. there’s no need to imagine it anymore, you finally get to see it, touch it, feel it, have it. you slipped his shirt off his shoulders, planting kisses on his collarbone and chest, running your tongue over his nipple lightly, stephen sucked in a harsh breath at this a dazed expression on his gorgeous face. their sensitive i’ll remember that. you thought to yourself before making you way down, you undid his belt, then the button on his pants. bulge so evident in his loose pants, the size surprised you just from looking at it through his clothes, he stopped you and pulled his pants down leaving him in just his boxers before sitting back between your legs, you could hardly breath from anticipation.

he rested both your legs to rest against his shoulder, giving him access to finally remove your small pleated skirt. he soaked in the beautiful sight of your fully naked body, from the expression on his face you would’ve thought he was looking at a beautiful piece of art in a museum, you felt slightly embarrassed by his staring but you resisted your urge to cover up. “your so so beautiful. every part of you if just perfect.” he said shyly, you can’t believe he would still avoid eye contact even after giving you the best head of your life but he couldn’t help it.. you made him nervous and he was always so unsure of himself, scared of saying the wrong thing and making you hate him forever.

he started to pull his boxers down feeling bad that he wasn’t fully naked yet, you heart dropped as you saw it.. you’d never ever guess a shy guy like stephen to be so big, it was maybe 7.5 inches? and so so thick. he bashfully stroked it once before returning above you to plant more kisses on your lips and neck, your head was spinning feeling it press against your thigh. it twitched slightly as it touched your leg, he whimpered like a girl feeling his dick pulse. “could i please?” he said this in such a whiny voice, how could you refuse him?

“of course baby go ahead.” you said reaching your hands to touch his stomach as he eased the tip in. a look of pain covered his face, his eyebrows knitting together and his mouth slightly agape. he slides in inch by inch, groaning as he works his way in. the sting sets in immediately, it’s been a while since you’ve had sex, and you’ve never had anyone as big as him.. “fuck your so big stephen” you cry as you claw at his arms that are rested comfortably on the curve of your waist. “i’m so sorry baby i know it hurts, do you want me to stop?” he strokes your hair as he stills inside you waiting for your response. “no no please i just.. take it slow okay?” he nods as he continues to ease in. the look of pain returns to his face as he tried to keep going slow, resisting the urge to push ur legs up to ur ears and fuck you senseless.

he looked so gorgeous like this, his adams apple bobbing slightly and he swallowed. “your so beautiful steve.” you think aloud and a look of surprise then a boyish smile covered his face looking down at where your bodies meet, he’s beautiful? there’s no way you really though that.. no, you were the beautiful one.

“really?” stephen said a bit above a whisper, hardly heard over small pants as he continued to work his way in and out of you. “of course sweet boy.” he whimpered at this small comment his head falling down to the crook of your neck, hands finding a spot to rest along the curves of your body. he continues to thrust into you, taking his time to feel you.

“fuck..-princess” he groaned out speeding up slightly, unable to hold back any longer. digging his fingernails into the dip in your waist, forcefully holding you still. planting open mouth kisses all over your neck, sucking hickeys and leaving gentle bites all over your chest. he rested his hand right down on top of your stomach pushing down slightly. “do you fucking feel that? can you feel me in your stomach?” his dirty talk stung your ears, such an unfamiliar sound coming from stephens mouth.

but oh fuck. yeah you could. whimpers and words of encouragement keep spilling from your mouth, you can’t help but clench around him every single time he moves inside you. “your such a good boy for me, aren’t you steve?” your are babbling at this point, slurring your words, do fucked out you can barely think. but that’s okay, because when your with stephen you don’t have to think. he’ll take care of you.

“yeah-fuck.. y/n” he almost sounds like he’s crying when he says this, fingers finding your clit as he starts going faster, pushing your legs over his shoulders as he pounds you. your legs begin to shake as you hold onto him desperately, that warm ache returning back to your stomach. “steve.-fuck im gonna cum” you cried out into his ear. “can i please please cum inside you princess? please you’ll let me right?” he perks right up as soon as he hears you say this, looking you right in the eyes while he begs.

“i..yeah steve yeah go ahead..” his whimpers turn into cries at this point, his thrusts become sloppy and random, but that feeling in your stomach only becomes stronger, gradually building to your climax.

you can’t help but shake and hold onto steve desperately, legs and arms desperately wrapping around him, needing him as humanly close as possible. you wished you could just merge into one being right now. stephen continues to whimper and cry into your neck as he finally came, a warm feeling floods your inside. feeling so full and content.

a/n: kinda hate this wow.. i haven’t written anything in a long time so i’m sorry if this is bad LOLLL but i hope you enjoyed regardless. lemme know what else you would like to see for stephen glass or any other of hayden christensens characters!

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