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aetherwontshutup · 8 months ago

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Tempted — (SDV) Sebastian

Pairing: Sebastian / Reader Genre: Smut 18+ WC: 9,457 Warnings: Heavy foreplay, cheating, virgin reader, manipulative sebastian, dubcon, creampie, brothers best friend, praise, cunnilingus Synopsis: All Sebastian has ever wanted is to fuck his best friends little sister. And tonight, you offer him the opportunity. Even if unknowingly.

A/N: Crossposting this from my AO3. I wont be reposting every fic, but the most “recent” that seem to be popular. For my full catalogue then find my AO3 account in my pinned.

It’s too good an opportunity to pass up. You, sat trembling on his lap while his warm hands rest gently against your exposed thighs, the skirt you had decided to wear today riding up just a little as he lightly strokes his thumbs up and down against the edges of it. There’s just something so… dirty about the whole situation, y’know? Which makes it all the more exciting, his heart positively fit to burst out of his chest at the shy look you give him, the small shake of your thighs every time his thumb swipes against you. If he didn’t know any better, he’d think that just maybe… This is where you’ve wanted to be all along, rather than the excuse you gave upon entering his room.

“You gotta start out slow, okay?” He sighs fondly, resolved in his decision to indulge in just a little bit of fantasy before you prance out of his room and back into the hands of your boyfriend. Even just thinking the word makes him feel sick, wishing deep down that it was him instead— but you’re off limits. Always have been, probably always will be. You know, being Sam’s younger sister and all that: he’s always been forced to swallow his ever growing feelings for you in the name of the bro code. Silly fucking code in his opinion, and yet alas, he’s remained faithful to it. At least up until today, until you timidly entered his room and graced him with your presence to ask one question and one question only.

How does sex work?

It’s obvious that you couldn’t have asked your brother such an embarrassing thing, and upon further questioning it seems you were too scared to admit your virginity to your current boyfriend too. And so here he is, sitting up with his back against his bed headboard with you placed dangerously snug on his lap. He promised himself he wouldn’t let things get too far, after all, you are taken. Like, ignoring the morality of fucking your best friends sister, he also has to account for the ethics of cheating with you, of which he’d like to avoid. Besides, you’re a good girl— evident from the fact that you’re still a virgin, so he can’t imagine you’d be up for more than just a few tips. Even if his cock stirs awake in an effort to convince him otherwise, exhaling a shaky breath before you to try and calm himself down enough to remain level headed about things. That skirt is so cute though, and the way you’re sitting has the backside of it flipped up, meaning that your ass is currently sitting directly against his—

“A-And, don’t let him pressure you into anything you don’t want, ‘kay? If he knows what he’s got, he’ll take it slow with you. But don’t be afraid to say stop.” His voice is low, almost whispered as a distraction against the demure eyes you look at him with. It doesn’t help that you’re so soft under his touch, your inexperience showing clearly from the way you don’t seem to know what to do with your hands, the slight squeeze of your thighs against his own as you effectively straddle his lap. He has to fight with himself not to lean further back against his bed and fuck his hips right up into your clothed cunt, swallowing thickly instead to remain on track. Right. Helping. “Start slow, yeah? You gotta build some tension, make him really want it, okay?” He smiles softly, waiting for you to nod down at him. “Watch, I’ll show you what I mean.”

It’s a selfish action, his words hiding behind faux innocence of just wanting to help, and yet still he allows his hands to wander. Just helping, he’s just answering your question, he tries to convince himself, ignoring the obvious nagging at the back of his mind over just how long he’s waited for this exact situation. Just. Helping. Starting with slow movements up and down the length of your thighs, both hands leaving a finger trail of goosebumps on your skin as you shake on his lap. Has to bite his lip in response to how responsive you are, watching your reactions through hooded lids. You’re so cute, you know that? So pretty as you avoid his gaze, letting your head hang just a little low while he stares you down, tickling his way up to the border of your skirt before placing both hands on your equally as exposed arms. You jump in response to the sudden change, but he hushes you softly. “Just relax into it, yeah? Feels good, doesn’t it?” He coaxes, still smiling casually, as if this were a normal thing for friends to do. Because first and foremost, you are his friend, and he’d hate to ruin things with you because of his barely contained lust. Focusing on running his palms over your shoulders instead of his thoughts, begging to turn his brain off and to just enjoy this moment with you, circling his hands over your skin, up and down your arms with intent on warming you up. Your breaths come out in gasped trembles and it’s how he knows he’s doing a good job, smirking more now at how receptive you’re being. “See? Just a little petting and it already feels good, right?” His cock certainly agrees, twitching at the meek nod you offer in return. He really didn’t need your confirmation, the state of you noticeable from the deep blush you wear all the way to how your hands have finally found home on his chest. The feeling of which causes his back to straighten up more, inadvertently pushing himself further into your touch, not that he thinks you’ve noticed thanks to his wandering hands. And how could you, since it seems this is your first time being touched at all, his fingers creeping under the sleeve of your shirt to thumb at your bra step, digging under it gently just to hear you choke on a gasp. Oh, and you sound so pretty too… Much better than how he’s always dreamed of. He’d like to hear more.

Plus, he thinks you’d like to give more seeing as how you pout down at his feather light touches, the cute look you wear drawing a low laugh from him. “What is it, sweetheart?” He affectionately calls to you, letting one of his hands drop to your hip while the other tilts your chin up, the sight of your cute furrowed brows causing him to sharply inhale air through his otherwise gritted teeth. He’s playing a dangerous game here, he knows, but with a gulp of confidence and a quirk of his brow he continues the private lesson. Just giving you some assistance for your boyfriend, just helping you learn how to act when the time comes.

He’s patient to wait for you to reply, but it seems you aren’t even aware of what it is you’re seeking. It’s cute just how needy you are regardless, fidgeting around on his lap in a quest for what he can only assume is more, but your virgin brain struggles to find the correct words for it. It’s all right, he knows how to help, looking over you once to double check that you still want to continue the lesson. Cautiously, the hand under your chin dips to poke lightly at your neck, right at the thin skin under your ear. “Y’see right here? It’s sensitive. I’m sure your boyfriend would like it if you kiss here.” He whispers, naturally allowing his head to follow his touch as he ducks down to press the smallest of kisses there— completely intending on leaving it at that, but the sweet sound you make in response convinces him to continue. He swallows a deep groan of his own before planting a few more faint kisses down your neck, doing his best to savor your taste when you inevitably have to leave his hold once the lesson is over. It’s not entirely self indulgent, anyone (including your boyfriend) would enjoy such soft and tender touches, and really when he thinks about it— that’s what he’s here to teach you. Though he can scarcely deny the butterflies that fill his lungs as you tilt your neck for more kissable surface area. Blessed with the small squeaks and sighs you let out, your sheer unfamiliarity with the situation stroking his ego so well as he grows more confident in his actions. Slowly rubbing soothing circles against your hip while he lines your neck with kisses, traveling his way across your jaw until he almost makes it to your lips. Though here, he stops. Allows a knowing smirk to tug at his lips at the way you shudder from feeling his breath ghost over your face before laughing a little breathlessly. Not at you, but rather one filled with love and awe. You’re so cute, it’s impossible to control his cock brained actions.

“Your turn.”

Not that he expected much else from you, but the soft shy reaction you give at his two words still sends a chill down his spine and a throb in his cock as he watches your eyes narrow, feeling the weight of your determination as you almost immediately start to mimic his actions by placing your curious hands against his bare arms. It’s a gentle action, one that proves endearing enough through how new you are at it, but he appreciates it nonetheless. He’s honestly a little surprised at how self-assured you are to be able to dive right in, but you won’t find him complaining. Shivering into the light playful rubbing you do up and down his forearms, letting his head lean back a little once you reach up to his biceps. “That’s it, just like that.” He quietly encourages you, letting you explore his body on your own terms without providing much more guidance. It’s more fun to learn hands on anyway, isn’t it? And you’re doing such a good job, too. For a virgin, anyway, but because it’s you he feels you carry this certain charm with you. Your actions send a pleasurable chill down his spine.

“Is this okay?” You suddenly speak, and he’s a little taken aback from how winded you sound from just a little foreplay. Oh, he can’t rightly leave you in the incapable hands of your boyfriend now, can he? He doesn’t trust him to look after you properly, to take his time with you like how he is right now. His mind clouded with you and your touch, ignoring the annoying reminder that you’re off limits— for now, at least.

“Mhm.” He nods, wanting to reassure you as much as possible so that you don’t stop touching him, his body hot with the thought of you feeling his hard cock beneath you. Been hard since you popped the question, if he’s honest. “Jus’ keep going. Remember what I taught you.” He hopes his words are convincing enough, allowing you a moments breather before tapping your thigh for attention. “You can do it. Felt nice, promise.”

And with that encouragement you start once more, letting your fingers linger on his arm before giving him a bashful look. He’s just about to ask you whats wrong but you cut him off completely as you promptly lean down, the feeling of your wet lips attaching to his neck causing him to bite down on his lip to swallow a moan. Thankful that your face is hidden so that you can’t see the way his eyes roll back at such a minor thing, though his hands unfortunately give him away as he accidentally squeezes your hips a little too hard as a way to calm himself down. It’s embarrassing for him to admit, but you truly have him feeling like a virgin again. The way his body reacts to you so easily, slipping down the bed just a little to subconsciously get closer. A small reward for your efforts, wanting to show you just how much you affect him by letting his sneaky hands play with the waistband of your skirt. A small ping here, a gentle tug there, all while you adorn his neck with increasingly confident kisses— just as he did to you. He makes a mental note that you’re a quick learner, a loving smile plastered on his face by the time you manage to kiss along his jaw, his cheeks warm at the sight of your fluttering lashes before him. Here, you also stop. Faces mere inches from each other as you pant against him. Not that he’s doing much better, mind you. His own lungs struggle to keep up with how his night has turned, squeezing once more at your hips as thanks. “Exactly.” He hums, all soft and low so as to not frighten you. “Don’t worry, we’re not actually doing anything…” He trails off upon seeing your wandering eyes, watching closely as they travel down to his lips and then back to his eyes, noticing how your lips part slightly at the minimal amount of petting you’ve endured thus far. And he’s not sure who he’s trying to convince more with his words, your pretty face or his cock— so rock hard just from your close proximity to him. But he leans forward anyway, lets his lips meet yours in just the softest kiss ever, and one he’s overjoyed to feel you immediately reciprocate. “Just practicing.” He whispers against your lips, smiling into the forbidden kiss before he has to pull away lest his tongue slips down your throat in horny eagerness.

He pulls back, takes in the sight of you looking so needy. The harsh heave of your chest, the pink of your cheeks and his saliva coating your lips. Must be your first kiss, huh? Ah, he laughs internally. You sure are a sight to see, and his crush is in full effect as you await further instructions after your stolen first. Your cautious hands taking root in his shirt, fisting it into a tight hold as if you were struggling to keep yourself steady— and all of that from just a small kiss. You’ve got to know just how intoxicating you are, right? How he’s beyond love drunk, smiling down at you with this dumb expression he can only put down to infatuation. “See, doesn’t that feel nice?” He coughs, trying to distract himself from the lewd look you stare back at him with, an attempt to hold onto the last shred of responsibility he has left. “Make sure you go slow with him before moving on to anything else.”

“What’s next?” You quickly ask as soon as he’s done speaking, and he swears you know just what your innocence is doing to him. Though that much is immediately known false, his cock can’t seem to agree. Straining hard against his gray sweats with greedy insistence, begging for you despite the fact that you’re off limits. “What about this?” You ask shyly, dropping your gaze to the fat bulge in his pants.

Well, a little more tutoring wouldn’t be so bad, would it? Especially since you’re asking for it.

“Hm…” He pretends to think, casting his gaze to the side in faux thought while you eagerly tug at his shirt. There’s so much he wants to do with you, filtering through all of his nasty late night fantasies before settling on a tame enough one for your experience difference. He can’t go too far, remember. “Wanna know how to really get your boyfriend going?” He cocks his head to the side to question you, sighing deeply to restrain himself when you reply that yes, you’d like to.

He’s kind enough to at least guide your hand, helping you hop off his lap momentarily to let you sit between his legs now. “Here.” He holds your hand gently, dragging it closer and closer to his cock until you can feel the heat of his arousal directly under your palm. A soft curse escapes his lips, a strained fuck as he feels your fingers twitch against him, the smallest gasp exiting your own lungs as his cock jerks in return. The corruption he’s putting you through only fueling his lust, feeling it pool in the pit of his stomach when you go wide eyed staring at the way his cock trembles for you. How long has he been waiting for this, for you to hold his perverted cock in your tiny hands? Too long, it seems, for the moment you eventually do wrap your hand around it he can’t seem to help but let a growled moan sound. He knows he’s going too far, but he’s wholly incapable of slowing down. Who would, when their dreams are coming true right before their very eyes? Surely your boyfriend wouldn’t blame him for that, right?

“Sebastian?”

“Don’t worry about it. It’s only natural, yeah? Of course I’d get hard, we aren’t gonna actually do anything. Promise. Just— Just bend down for me a little, okay?”

You seem confused at his instructions, and so he tries again. Applying a little pressure to the nape of your neck so that your head lowers, helping you situate your mouth right above his cock while your hand instinctively squeezes around the fat of his length. Oh, you’re such a good learner, aren’t you?

“Like this, okay? There you go.” He smiles wide, laughing lightheartedly at the strain in his voice. He’s got it so bad for you, and it seems you’ve got no idea. Expectantly looking up at him as you stay seated in the position he so kindly manhandled you into. Doggy style, though with your face almost pressed right against his leaking cock. Fuck, shit— maybe this was a bad idea after all, a fat bead of precum dribbling from his tip just from looking at you in such a lewd position. “Fuck— okay, just— Stick your tongue out.” He all but begs, quickly flustering to correct himself with: “Just pretend, remember? Practice.” He inhales sharply when you immediately follow suit, tongue out and pressed against his fat cock just like that. It’s all too easy for him, there’s no way he can hide a moan, looking down at you with such need that he’s sure even your virgin ass could pick up on it, though you’re quick to correct him when you don’t do much more than what he’s asked.

And while he loves the sight of your tongue flat against his hard and hot cock, he’s sure your boyfriend would want more. And by boyfriend, he means himself. “Lick it.” He gasps. And when you send him a questioning expression in return he sighs. “Just trust me, lick it. He’d love that—” his lies are cut off by your followed instructions, the feeling of your tongue gliding up and down over his still clothed cock causing his hips to buck up, voice caught in his throat. He’d apologize if he meant it, but God he doesn’t, not when you look so pretty like this. All eager to please and avoiding his gaze, the small wet spot from his leaking precum soon swallowed up by your cute tongue and leaving his front soaked in your saliva as you busy yourself with following his help until he says otherwise. You’re almost hypnotizing to him, his thumb coming down to stroke kindly at your cheek for your efforts. “Yeah, fuck, he’d like that a lot— I think.” He swallows thickly, his mouth hanging slightly agape as he watches you tongue at his hard on, the dirty nature of getting off without direct content to his cock causing his tummy to tighten. And he’s so desperate too, fuck, has been ever since he can remember. Can’t quite believe his luck knowing now that you’re still a virgin, happily accepting your clumsy experience with open arms. He deserves to be your first, doesn’t he? Been waiting long enough anyway, and as he buries a hand in your hair to help guide your mouth up and down his cock more to his liking he grows more convinced that you are his for the taking. Why else would you allow him to touch you like this? Be your first cock sucked, yeah? Even if it’s only over clothes, he has to take things slow with you. Has to, even if he doesn’t want to. Thing is, his resolve has never been the strongest with you. And his moral compass ever gray. So it’s no surprise that when you decide to look right up at him while licking him through his sweats he chokes. His eyes rolling back into his skull unashamedly while his grip tightens in your hair, fisting at the strands for some sort of stability in the face of your obscene purity. “Mhm—” his tone is almost smug, pouting back down at you as you flick your tongue directly over his sensitive tip. “God— Your— Your boyfriend is so lucky—” He laughs, releasing your hair to instead pet the crown of your head, cooing sweetly when you beam at the praise. Anyone would be lucky to have you it’s true, it just so happens that he’s decided you’re his now. “Sure this is your first time?” He teases, smirking wide at your sudden stop to defend yourself. You’re so easy, though he’s really got no leg to stand on with how hard his cock throbs for you too.

“It is! C’mon, you said you wouldn’t make fun of me…” You huff, pulling off of him and sitting up straight to reprimand him properly. Even like this, he thinks you’re cute. Even when whining he wants to fuck you senseless. Even when you’re clearly embarrassed and acting all shy he thinks you’re the hottest thing he’s ever seen. He’s fucking desperate.

“Oh, I wouldn’t dream of it baby.” He tuts, leaning over to caress your exposed skin some more now that you’re off him. “Besides. I was being honest. You’re really good at it. I really liked it…” He whispers his last words, hoping you don’t hear him before coughing to further obscure his true intentions. “Your boyfriend will really appreciate all your practice, I mean.”

His words seem to sate you for now, though he’s not quite done with you yet, placing both hands on your hips to drag you closer to him while keeping you sat neatly between his legs. “I can show you something else, if you want?” This is a bad idea. This is a really bad idea, but he can’t seem to help himself when you look so wanting before him.

You’re all too keen to nod too, happy with the praise he’s offered you thus far as you plead with your eyes for a little more help.

And he’s only too happy to give.

He’s cautious to remain calming, doing his utmost to care gently for your naive attitude. Because while you are such a good learner, he can still pick up on the slight hesitance on your face. The leftover worries regarding such a new experience— and he’d hate to ruin all that he’s built up tonight. Would never forgive himself if you walked out of his room worse for wear than when you came in, and so he’s soft with it as he taps on your shoulder. “Lay back, trust me.” Tenderly murmuring instructions so as to not overwhelm you too much. Even if his cock is practically ready to burst just from watching you do just that: lay back. The sight of you under him is one he’s only ever fucked his fist imagining, and so now that you’re actually on your back for him like this it takes him a second or two to catch up to reality. His vision hazy and his cock twitching, pointed directly at you and easily seen through to egregious wet patch you’ve not only left yourself but also drawn out from his dribbling tip. More than anything, he’s thankful you decided to wear a skirt today. It makes this private lesson a whole lot easier as he situates himself to hover above you, his pesky pervert hands finding their way to your inner thigh to pinch and hold while the other stabilizes himself by planting down on the bed next to your hip.

“Like this?” You seek his reassurance, and he sucks on his teeth from how small you not only look but also sound.

“Uh-huh, just like that baby.” His hand rubs your thigh up and down, his eyes unfocused and attempting to take in the whole view of you so submissive for him but he’s struggling. Never in his life did he think he’d actually pin you down like this. Fuck. The taboo nature of touching your best friends little sister gets to his head, his heart racing as he inches his fingers up, up, further until he reaches the hem of your hidden panties. His cock throbs at the little gasp you let out when he does so, knowing full well that you’ve no idea why you’re making those sounds and only that it feels right to make them. Exactly, he thinks to himself. If it feels so right, then surely it can’t be that wrong to help you so candidly. It’s all he need to tell himself anyway as he swallows thickly to instruct you some more, bunching up his bedsheets in a fist for some semblance of control. “So pretty like this baby. If you just lay back like this for your boyfriend then— Oh.” His fingers graze against your panties, thumb pressing gently against the wet patch over your hole as he seeks to please you instinctively. For a moment, it feels like he can’t breathe. All time stopped as he watches your reaction intently, more precum leaking from his tip when you scrunch up your face in interest. Has to stall himself abruptly and momentarily else he’s liable to just shove his cock in right there and then, face flushed and fingers twitchy. He wants to makes you feel so good that you forget all about your boyfriend, internally telling himself that to do just that, he has to remain patient. “He should— If he’s a good boyfriend then he should take his time with you, okay? I’ll show you what I mean.”

You tense up a little as he shuffles closer, bending down to mimic the position he had you in earlier. Both hands come under your ass to lift you up, meeting his face half way before you scurry to pull your skirt down over yourself. “S-Sebastian, wait—!” You panic, and his heart stutters at how cute you sound all confused.

“It’s okay, shh.” He coos at you, nevertheless not stopping despite your hesitance. “We’re not gonna do anything. Jus’ wanna show you what your boyfriend should be doing. So you know what to expect, remember?” He lies through his teeth, fully intending on doing that which he’s just promised not to. It’s just— he can treat you so much better, y’know? Has to take this chance while he’s got you literally in the palm of his hands, squeezing at your ass just to hear you gasp some more. There isn’t a prettier sound in the world if you asked him than you needy embarrassed whines while his breath fans over your thighs, his nose nudging knowingly at your skirt until he flips it up with his face in one swift motion— his hands too busy cupping your ass cheeks to do the job themselves. Besides, the squeak you let out at his flirty advance is more than worth it with how hard his cock jerks to fuck another one out of you. “You gotta make sure he does this with you. Otherwise, he’s not worth it sweetheart.” He confidently asserts, peeking out from between your thighs just to watch your eyes widen in surprise. Sure, you’ve no idea what he’s talking about, but thats why he’s doing this. To show you exactly what he means, wolf whistling once his eyes cast back down towards your plain panties. Even here looks pure, so innocent are your white panties that he can barely stand the sight of them. Not as a turn off, but because he adores them, loves you so much that even this small symbol of your innocence is enough to rile him up. Who was he kidding, there’s no way he was ever going to be able to last the moment you walked into his room. No chance in hell at keeping himself composed as you sit there obediently, his fingers itching to stretch you out properly already. But they’re too occupied absentmindedly squeezing your ass, keeping him calm and collected enough to at least still communicate his desires with you, his sweatpants growing insufferably tight with how hard his cock aches for you. Not a single thought given to the ethics of touching your best friends taken little sister any more now that he’s face to face with your virgin cunt. Unable to stop himself from sniffing at it like a dog, his cock drooling to the humiliated whines you let out. “Fuck—” he quickly shoves out his mouth, shuddering from your mere scent alone. While you may not know it personally, your body sure seems to want him.

And so he gives in to you once again, repeating the previous actions he had you endure by letting his tongue lay flat against your wet spot and sucking hard. Far harder than you deserve for your first time, but he can’t stop himself. Just one little taste through your wet little panties alone and he’s hooked, grabbing at the fat of your ass with much more urgency as he immediately flattens his tongue in an attempt to swallow you whole, running it up and down your hidden slit before placing a greedy kiss right over where your clit is. It's stupid how erotic things feel despite still remaining fully clothed, his cock harder than it’s ever been just from lapping away at your panties, huffing harshly at the primitive urge he feels to put you in your place. “Taste so good, yeah?” He pants, too deep into his delusions now as your cunt rests against his face to keep up the facade of just helping. “Jus’ a little more, okay? Jus’ need to— need t’move these.” He whispers against your underwear, his breath doing little to cool you down with the heated kisses he presses against you in between his gasped words. And he doesn’t even wait for your consent, dropping you down with an urgency that he’ll apologize for later before peeling your sticky panties off your cunt and down your legs, the shocked whine you let you and the immediate closing of your legs causing a growl to rise to his lips. He’s quick to move though, digging his fingers into your thighs to pry them open again and humming deeply at the sight that greets him. A wet and ready cunt. “Pretty.” He seethes, jaw tight and tummy tense with just how much he wants you, how eager he is to prove his worth to you. That, and the fact that you have the cutest little cunt he’s ever seen, salivating over you as you attempt to hide those adorable expressions he so badly wants to enjoy. It’s fine, he’ll see them soon enough, smiling away to himself when he lets go of your legs and you keep them open. Such a good girl, aren’t you? And for your first time too! He’s so proud of you, making sure you know just how much by trailing soft kisses down your open thigh. Murmuring sweet nothings on his way down to his goal, a trail of saliva in his wake until he once against meets your cunt with a grunt.

Not much else is said for a few long seconds, his own words lost on him at just how good your cunt smells, too focused on making sure he doesn’t bust a load before he has a chance to satisfy you to adequately voice his love for you, and he assumes you’re quiet out of sheer anticipation for what he’s about to do next. You’ve no idea, and that excites him to no end. Has his cock all twitchy, one of his hands lowering to palm over the too sensitive tip to release some of the built up tensions he holds for you. He’s got no time to tend to himself fully though, merely content to just palming at his cock while his free hand spreads your pussy lips apart. To any normal person, maybe even including your boyfriend, they might get embarrassed if they were acting as fraught with need as he is right now— but it’s hard to care about such things when his tongue rolls up your slit, openly drooling down it with a shuddered moan exhaled right against your puffy clit. Virgin cunt tastes so good, and he lets you know just how much he’s enjoying himself by lowering his head to make out with your hole. All messy and sloppy, he simply can’t afford to act any other way with you right now. Not when you make just the prettiest little whimpers, his efforts doubling the moment he feels your hand fist at his hair for stability. So good, such a good baby, doing exactly what he wants without prompting— this is why you should be with him and not your lame ass boyfriend. Look at how much you squirm on his tongue, the way your legs shake as he fucks it in and out of your untouched little hole, squeezing his cock hard at the thought of adding that to the list of firsts he’s taking from you. Getting off himself from getting you off, adding in the pressure of his thumb to your clit as he laps up everything your hole offers him, his head spinning with the sounds of your enjoyment while you claw at his scalp for any sort of purchase— but it’s no use. Hearing you cry out for him to stop, hold on a second! And feels funny, Seb—! only encourages him to keep going, the wisdom of previous sexual encounters he has over you looming between your legs as he sucks at your slick faster, incentivised to stroke the whole length of his cock over his (for all intents and purposes, see through) sweatpants when your legs clamp down over his head. Best earmuffs he’s ever worn, honestly. Though he can still hear the loud sob of his name loud and clear falling from your pretty lips as you very quickly, and easily, cum on his tongue. Not that he’d expected much else from a virgin, but still the speed at which you moan for him strokes his ego about as well as he imagines your cunt will in a minute, your back arching so nicely off his sheets as you ride his face to completion. He only comes up for air once he’s absolutely sure he’s drank every last drop of cum you offer him, and also because you start to push him away from overstimulation. You can’t rightly blame him for wanting to remain tongue pressed between your sticky thighs, you taste so fucking good, and now that he’s had that taste— he’s never gonna let you go. Big brother Sam and your boyfriend be dammed, he’ll brand your insides as his by the end of the night.

He’s gasping as he comes up, suddenly aware of his frenzied state as he has a chance to look you up and down. But oh, what a mistake that is. Your messy hair, body all blushed and shaking, a mess of fluids painting your legs pretty. He could cum right there and then if he’d allow himself too, stopping the shameful inevitable with a rough fist firmly choking the base of his cock. Something within him snaps when you reach out for him, all teary eyed and practically begging for more with the cute pout you wear. It’s enough to have him crawling up you, tugging his sweats down just enough to have his cock hang out before placing both hands at either side of your head. It’s difficult to focus on the task at hand rather than his selfish objectives when you offer yourself up on a silver platter like this, but he does his best anyway. “Make sure he makes you cum first, just like that, okay? He has to get you prepped enough for— Ah, fuck.” His exposed cock grazes against your slippery cunt and disrupts his teaching, instantly his hips buck into the warm heat and slip up to knock against your clit. And upon hearing your muted moan he reflexively repeats the action, humping his precum up your slit with infuriating precision. Can’t quite believe how close he is already, having to mentally remind himself to slow down, all the way until he’s eventually strong enough to stop. Difficult as it is, he still cares about you enough to give you a small breather before taking what was always his. “Oh, you feel so good. Just… Just the tip won’t hurt, okay? Only the tip, I promise.” He hushes your high pitched whines, tenderly brushing his open palm against your shaking shoulder for reassurance. “Promise, baby. It’s not cheating if it’s just the tip, okay? Just so you can see how it feels.” He hides behind a smile while whispering falsehoods down your ear, almost completely bent over you and pressing you further into the mattress below with no intention on keeping his word. Not that you realize, of course. A weak little nod as consent and he’s pouncing on you.

Sure he can’t just thrust it into you, but fuck if he doesn’t want to more than anything he’s ever wanted in his life. Wanting to go the same speed he usually fucks his fist to when thinking about his best friends little sister, all those festivals and band sessions you were present at while he was too busy petting his pervert cock— he wants to shove it into you so bad. But he’s nicer than that, or perhaps more cunning is the right word. If he’s slow with it now, letting his fat cock catch on gently to your dripping hole and stroking himself against it slowly, making sure you’re comfortable and happy enough for him to continue by rubbing smooth circles against your hips and praising you from his higher position, then maybe you’ll see just how much of a better option he is. “Look at you.” He mocks, though it’s said only with adoration, as if he can’t quite believe just how naughty you manage to look while taking cock for the first time. Your enjoyment apparent as he jerks off against you by your open mouthed mewls, your unfocused eyes attempting to beg for more from him, and he’ll give you it. Don’t worry, he doesn’t think he could stop even if he wanted to— and he certainly doesn’t want to do that. ��You want it? Oh, your body wants it so bad— Can you feel that? Hear how wet you are? Ah, promise. Promise just the tip, okay? It’s only fair. It’s only fair since I made you cum first, kay?” He laughs lovingly, giving you only a second more to catch up to the situation before gently, far too gently for his tastes, pushing his tip further into you. A collective sigh shared upon his intrusion, his heart beating so hard in overwhelming pleasure from how tight your virgin hole is. So warm and wet, welcoming his leaking tip so well after he tongue fucked one orgasm out of you already. Still, he notices the pain wash over your face, his head lowering to meet your level with a hushed tone. “Oh, baby... I know it hurts, I know.” He sucks on his teeth, trying to bear himself to how snug this fit is, stretching your never fucked before cunt out with his fat cock, thankful for the copious amounts of precum he’s dribbling inside of you mixing with the slick you gush out each time he shifts a little closer, pushes his cock more in the smallest amount. He’d never want to hurt you, but he knows that if you put up with him for just a bit longer, he’ll have you crying from pleasure instead. Softly wiping your tear stained cheeks with another muted whisper. “It's all right, just breathe for me. It’ll real feel good real soon, and then— Fuck, and then what you gotta do to impress your boyfriend is— is wrap your legs around my back, yeah? C’mon, look at me.” He ends up begging, his brows knitted and thighs shaking as he takes you for the very first time. Patiently waiting for your eyes to open and rest on his, a small smile breaking out on his face when you finally manage it. “There ya go. Pretty girl…” He pauses, allowing you a moment to just breathe with his cock tip sitting nicely inside your cunt. And then: “My pretty girl.” As soon as you follow through with his instructions, keeping him pressed against you missionary style with your legs locked around him. He wishes he had taken the time to undress you, to love on your whole body as well as showcase his own, because he knows you’d love the skin on skin contact— but he’s not got the time nor the patience to go through that process right now. The heart wants what his cock needs, and right now that means being buried so deep in your cunt immediately so that all you can feel is him.

He moves without warning. Not that it was his intention, but the pitiful whine you let out at his words causes his cock to take control. A small hump, but it’s enough to knock the wind out of him with how ruined you sound immediately following. A matched cry from the way he splits you in two, despite his minimal movements, he knows this must be scary for you. “Just a bit more, okay? Promise, only a little more. You’re so close to taking it all, yeah?” He misleads you, his cock throbbing at the mere mention of fucking more into your poor little cunt. But still, you nod up at him. Even through babbles of pain and shaky breaths of uncertainty you trust him enough to keep going, and it proves fatal to his self control. Restraint forgotten about the moment you whisper his name. A soft, broken sound spilling from such pretty lips. There’s no way, no fucking way, he could hold back after that. And he’ll apologize to you later for his rashness, sure, but in this moment he’s absolutely powerless to stopping his hips from bucking into you. Pushing the rest of his cock into your warm hole until his balls finally rest against your ass, your skirt bunched up in your own small hands for some sort of comfort, but fuck it’s the cutest thing he’s ever seen. The oppositional sight of his cock stuffed fully inside your tight little cunt and the innocent action of tugging on your skirt goes straight to his balls, all tight and taut and want to mark you from the inside out— but he stalls. Lets his cock rest inside of you for now, taken to doting on you from above to distract himself enough to not cum already.

“That’s it— Look!” He breaks into a kind laugh. “You took it all in. Took me all in, yeah? Told ya, a natural. Fuck, you feel so good—” His cock throbs some more, thick beads of precum spilling out inside for your comfort, his eyes briefly rolling back from the way your walls choke his length at his words. “Promise to make you feel good too, okay? Show you how your boyfriend should be doing it.” He continues to lie, bending down to press a barely there kiss to your sweaty forehead only to pull back up. He wants to watch you fall apart. Needs to see the moment you realize that after all this time, he’s been right here, waiting, patiently, for you to realize his presence. That he could be everything you could ever want for and more. Gradually drawing his hips back and his cock with him, choking at the sight of your silent moan from the feeling, and then calmly pushing back in. The confused stare you regard him with makes him dizzy, working on autopilot as his hands come down to hold on to the back of your knees and gently pushes them down while he starts a lazy pace into you, biting down on his lip from his front row seating as your expression slowly turns into one of pleasure with the slow in and out he forces you to endure. He feels as though he’s melting into you, the stupidly lewd squelch of his cock steadily fucking into your hole, the wet pap! of his balls every time he fully sheathes inside of you, God, he’s so fucking in love. Simply mesmerized to the sight of you taking cock so well, and for your first time too! And the sweet sounds you make every time he forces his way back inside, molding your insides to the shape of his cock— he never wants to hear anything else again. Cursing lowly to himself at the realization of just how badly he wants— no, he needs you to be his. “Feelin’ good, pretty?” He asks you, a cocky smirk spreading on his lips when you mumble a subdued yes. “Told ya— Ah, told ya it’d feel good.”

This is just the start though, his hips experimentally fucking just that little bit faster into you to satisfy his forever urges, though your reaction is instantaneous. A quick breathy intake of air as you attempt to pull your skirt closer to your face, inadvertently flashing him more of your body despite your want to hide. Cute soft tummy that one of his hands immediately presses into, forcing a laugh out of his struggling lungs at your adorable display. And then it fully hits him. He’s fucking his best friends little sister, finally, after all those years— His pace snapping into a more brutal one at the thought, far too quick for your first time and only made more evident from the surprised wail you let you as he begins fucking into you like you deserve. Short snappy thrusts into your tight cunt, a resounding smack of his balls hitting against you filling the space left between his grunts and your moans, harsh huffs for air fanning over you as he adds a little more pressure to your spread legs. “O-Oh my God.” He manages to stutter out, unable to take his eyes off you as they flit between your puffy cunt and your pretty fucked out expression. He’s practically drooling over your reactions. “Jus’ for practice. It’s just practice—” he reassures you, filling your hole up so full, much fuller than you’ve ever experienced before with his quick fucks. Fucking so fast that his head goes empty, a babbled “Good girl, good girl—” over and over again down at you at the feeling of your walls squeezing him, your soft little mewls turning more high pitched and cracked with each eager drag of his cock. Can’t help but dig his fingers into your thighs, his head hanging low while he sits up a little off the back of his heels to fuck into you at a deeper angle. It’s obviously too much for you, the seemingly tell-tale shake in your legs letting him know that you’re close again, and he can’t fucking stop himself. “You gave me your virginity. You gave it to me.” He growls, a playful lilt to his tone at the embarrassment present on your face, the way you pull him closer at his dirty words like just hearing them was shameful, though he easily gives you the contact you’re seeking until his chest is pushed right against your own and his mouth latches on to your neck to suck just a little. A small reminder of your lesson, if you will. “You gonna remember everything that I’ve taught you?” He whispers down your ear, and he’s sure you can hear the smirk through his voice with how tight you clench around his speedy thrusts. Running his mouth more than he’d like just simply because your cunt feels that good, has him in a choke hold. “Maybe you don’t need him. Maybe you should just be with me instead, huh? Mhm. I think you should just be my girl.” His confession emphasized with slower but deeper thrusts into you. Really taking his time to fuck his full length into you, breathing deeply to continue his long awaited admission by way of letting his lips connect with your own. A messy kiss, more tongue than anything as he shoves it down your throat to drip saliva for you to drink up, openly moaning into your mouth just as much as he swallows your own for himself.

It feels too good, your little virgin cunt sucking him off better than anyone else has, persuading himself that this must mean that you’re his, right? “Only do this with me, okay?” He whispers in between sloppy sucks of your tongue. “If it feels so good with me, why would you wanna do it with anyone else? You should just be mine instead.” He all but groans, his tone throaty and dry despite the clumsy kisses, voice fucked out of him by how well your cunt takes him. And it’s clear you aren’t doing much better, able only to nod back at him with a cute dumb look on your face, his mind reeling with sadistic want to fuck it off of you. Grinding his fat cock into you with his hips flush against your ass, his rough thumb coming down to swipe over your abused clit only for a few seconds before he can feel you cream his cock. And fuck if it isn’t the best feeling he’s ever experienced, mind completely blank with the show you put on for him. One of his hands remains on your knee, pushing it down further so he has a better view of your cunt convulsing around his cock, his tip dribbling so much for you at the feeling of your slick trickling out at every small hump he offers you. It feels better than he could have ever imagined, your cute cunt already promising to ruin his every future experience unless it’s with you, and so he lets your ride your orgasm out with the addition of light flicks to your clit. A gentle push of his cock as he rests flush against you, at least until you’ve finally stopped shaking so much and your breathing is more stabilized from your first fucked orgasm.

“Look so pretty when cumming, angel.” He praises you, a sneaky smile on his lips as he once again returns his hand to your other knee, pushing your legs down as far as you’ll allow him while he completely rises off his heels now. His stance looming over you as he tenderly gazes at your barely open eyes, the dopey smile you wear telling him all he needs to know as he pulls his hips back hopefully for the last time tonight— and then fucks back into you as hard as he can. Practically bouncing you up his sheets from how powerful his thrusts are, his words gasped and trembling from the amount of weight he throws behind each thrust. Not that he hears you complaining, instead a stream of broken moans and half started cries of his name spill from your lips. Pretty. “Want me to cum inside? It’s only fair. I’m gonna be all your firsts.” He utters, voice all strained and forced as if it pains him to talk right now. And it does, your cunt wrapped so nice and tight around his cock that it’s difficult to make any sound besides moans, so warm and wet with your two orgasm that it’s a struggle to even think anything coherent. Though it doesn’t take him long to give you what you want seeing as he’s been hard practically since you showed up in his room in that cute outfit. At the very least he’s happy to have made you cum twice, and for truly being your every first. First kiss, first oral, first orgasm, first fuck. And now, your first creampie. Your name falling from his lips in a hushed gasp almost as quickly as you plead for him to finish inside, all breathy and barely there from how powerful his orgasm is when spilling his seed deep into your tiny cunt. His best friends sister, tainting you forever with his cum as he continues to fuck himself into your tight hole, fucking his cum deeper against your womb in a primal effort to mark your insides. The grip he has of your thighs tightens as he milks himself inside of you, nails digging into your skin with a soft apology, barely conscious of what it is he’s doing until it’s already done. And even as he’s running empty and satisfied with how stuffed you are, even then his hips won’t stop, continuing to stroke himself lazily into your overfilled with cum cunt until you whine for him to stop. “Sorry— fuck, I’m sorry—” he uselessly rambles, wincing as he pulls out of you only to stare down at your used hole. Shocked at the amount of cum that spills out of you, looking up at you apologetically until you smile wide back at him.

“Thanks, Seb.” You whisper, all cute and silly. It causes him to mirror your grin regardless though, tucking his spent cock away and shuffling to lay beside you rather than forcing your surely exhausted body into any further movement. You’re so attractive all the time, it’s no wonder he was unable to treat you any differently tonight.

“My pleasure.” He hums, laying an arm over your tummy and resting his chin atop your head. He’s so happy. So completely overjoyed with being able to be your first everything and managing to confess his love for you in one go. It’s a little dizzying if he’s honest, but he can’t help but be hopeful at the way you snuggle back in against him, turning to your side to nuzzle your face against his chest. Even the sound of your deep breathes is alluring to him, so obsessed with all that you are that he pulls you even closer, his softening cock slowly but surely growing harder at your soft affections. “I was being serious, you know.” He suddenly says, though there’s a hint of hesitance in his voice.

“About what?” You sleepily yawn, taking hold of his shirt once more. A comfort thing, he’s sure, but he’s still so in love with the feeling that it coaxes the words right out of his mouth.

“About you… Being with me. I’d like that. Makes sense, too. Since y’know…”

You don’t say anything back, and he thinks that’s fine. A lot has happened tonight, and he’s willing to wait for your eventual answer. Though he worries he’s maybe ruined the mood just a little with his heartfelt emotions, and so he flusters to fix the apparent issue with a breathless laugh. “Just… Y’can’t tell Sam, okay?”

“Promise.” You reply, and given the amount of promises he’s told you tonight, he’s not sure if you’re telling the truth or not. Swallowing the mounting fear of Sam finding out he’s messed with his beloved baby sister by kissing the top of your head a few times. Though he did thoroughly enjoy fucking you for the first time, he’d like to share more soft moment like these with you too. Delicate and giggly, the hand he has over your tummy drawing a hidden I love you against your skin while you cuddle into him. He’ll clean you up later, like the gentleman he is. But for now, he’s happy to simply exist beside you and praise you for how well you did for your first time. Sweet reassurances and smiled fondness. He loves you, and despite his less than kind actions tonight, he thinks you might just love him back.

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