with friends like these... (18+)
kinks. virginity loss, corruption, unprotected sex
synopsis. he’s known you since you were kids and uses the “we’re going to different places, let’s just do it once” excuse. after all, you owe it to him, don’t you? he’s had your back for so many years…
part of my kinktober series!
deciding to move so far away from the place and people you've known your whole life wasn't easy at all. that was the truth. what was harder to leave behind though, was your best friend.
the two of you had been a pair longer than you could remember. you've watched each other go through every stage of life so far, through every shitty haircut and awkward stage of puberty. he's the one who always waited outside your house when you were running late to give you a ride to wherever you needed to be. the one who held you after a bad day or a horrible breakup.
he's stuck with you through it all.
as you now lie in his bed on your side with your limbs slotted through his, you take in the way his room looks the same as it always does. you want to remember it, as you know you won't be seeing it in a long time. it's like him. an organized mess, easy to navigate if you know it. the smell of clean linens and heady cologne are so familiar that it makes you ache at the thought of leaving it behind. that, and you're so used to the hum of his ceiling fan and the faint whirring noise of the monitor.
"can't believe you're actually doing it," he says quietly, his voice not teasing for once, and that makes it sound so much more real and unnerving. a part of you wishes he'd make a joke at this time to alleviate all the anxieties you're going through. "feels fake. like you'll call me tomorrow and say you changed your mind."
you smile, but it's small. "you'd like that too much."
"yeah," he says, under his breath, eyes flicking down to your mouth before he catches himself. "i would."
the silence that follows isn't uncomfortable, but it is full of all the things you're both too scared to say. you shift impossibly closer and squeeze his body, closing your eyes tightly. if you think hard enough, you're sure you can merge the two of you together. strange and a little needy, perhaps, but you can't control yourself right now. he doesn't move away, moving a big hand to stroke your hair gently.
"you're gonna forget about me," he says thoughtfully.
you hug him tighter and shake your head, hating the fact that he's even considering that right now. how could you forget the most important person in your life? he's practically your soulmate. you couldn't forget about him if you tried. "not true."
tipping your head up, you meet his gaze full on as his hands continue stroking your hair and body. you try to gauge what's on his mind right now, but you come up blank. you wonder why he feels compelled to say this all to you now, the night before you leave. still, you defend yourself and your relationship with him. "you're my best friend. you think that changes just because I'm not two streets away anymore?"
after a long pause, he murmurs, "still doesn't feel fair."
"that I only get one more night with you."
it feels as though he has something on his mind that he's not telling you, which isn't a good sign. back when you were kids, the two of you had sworn to never hide anything from each other. good or bad, secrets had to be divulged so the two of you could work it out together.
he lets out a long sigh, cupping your cheek with his warm palm to keep your head facing him. his eyes stay on you as he speaks again. "you know," he starts slowly, his voice softer than usual, "i've always kind of… looked out for you."
you frown a little, not sure where this is going. "yeah, i know."
"no, i mean…" he pauses, runs a hand through his hair, and laughs under his breath. "i mean really looked out for you. since we were kids."
you press your cheek into his bicep, blinking up at him. "mhm..."
he exhales slowly. "i just keep thinking about how many times i've seen you cry... or get hurt... or make a mistake, and every time, i just- i don't know. i've just had your back, always. i'm your protector."
he shifts a little closer without meaning to, his voice getting more quiet. "like when you got into that accident and cut your leg. remember that? you were bleeding down your knee and crying so much, but i carried you all the way back to your house even though you were fussing the whole time."
you snort at the memory, embarrassed by your theatrics from years ago, but he doesn't join in on your laughter. his gaze remains steady on yours. "and every time some guy treated you like shit," he continues, "i waited until you were somewhere safe and away from him... and i taught him a lesson." you open your mouth to say something, but he keeps talking, he's afraid if he stops, he won't have the courage to start up again. and this is his last chance to lay it bare on you.
"i used to think I was just being a good friend," he says quietly. "you know, the protective one. the one who makes sure you get home safe, carries your bag when you're tired and keeps an extra hoodie for you because you always forget yours. but lately, i keep wondering if that's all it was. if I just..." he breaks off, shakes his head. "i don't know. maybe I'm just talking nonsense."
your heart starts beating faster without warning. "no, keep going. please." you whisper. "what are you trying to say?"
"just that..." he pauses, looking down at you. you figure what he's about to say must be very serious, because he sits up fully, then tugs you up so you're straddling him and looking into his eyes. "i want to make sure you don't go out into the world and give yourself up to some guy who might want you for the wrong reason. and then i won't be there to stop you or tell you he's a dick. i want to make sure your first time is special and safe. with someone you love."
you gasp when he sits you upright, your knees on either side of his hips and your crotch placed right on his. he holds the dip of your waist in his big hands, gripping you firmly so you stay in the position he put you in. your chest pressed to his, your lower halves squished together...
"you love me, don't you?"
"of course i do." you breathe out, not knowing why you're so winded all of a sudden. he bites his lower lip and groans, tugging you in closer. "say it properly."
he hums, pressing his lips to your cheek, then slowly moving them down to your jaw to trail his kisses up to your ear. "you'll let me have it then, won't you? your first time with the man you love," he says directly in your ear, one hand moving down to cup your ass through your thin pj bottoms, while the other slips sneakily under your shirt to rest against your tummy. you don't answer, soft sighs leaving you at the pleasurable sensations of his hands and mouth on you.
of course it would be okay for him to have it. why wouldn't it be? he's your best friend. no one in the whole world is closer to you than him. and he's shown how much he loves you back all the years he's been protecting you, taking care of you, reassuring you when you felt sad or unworthy. and you'd been each others firsts in other regards as well. he'd been the first to take you on a date, sleep over in your bed, and kiss you. he'd taught you how when you were younger and curious.
the both of you were laughing under the covers of your bed even though you'd told your parents he was going to sleep on the floor. he'd asked so sweetly, "have you been kissed yet, sweetheart?" when you'd kept giggling and told him no, he'd tugged you in his arms and promised he'd teach you how, and gosh, he did.
it had been sloppy at first - your noses kept bumping and the way your tongue rolled over his was sloppy, but he was patient and sweet with you, coaxing your lips to mold perfectly against his and to go at a slow, even pace until you melted into it.
it hadn't been a one time occurrence either.
after that night, you both pretended it hadn't meant anything more than teaching you. it was easier than admitting how he'd looked at your mouth every time you smiled after, or how your stomach twisted whenever he drew you to him for more "practice".
now, as his lips moved to yours and he began to kiss you slowly and gently, you couldn't find it in yourself to say anything but; "mmm... mhm, y-you can have it..."
mtch... the way his lips continued moving against yours had your brain melting. his tongue had slipped past the barrier now and had started to roll over yours, and you could feel him lift your top up to your shoulders to expose your chest. he's going so slow. taking his time to get you ready and focus on your pleasure, while giving you a chance to back out.
"you taste so good," he praises, pulling back just enough to lick his lips and catch more of your taste on his tongue, while sliding your shirt up over your head. his comes off right after. moaning into your mouth, he tilts his head to catch your tongue at a better angle, rolling it over yours noisily. "ahh- you always taste so good."
you feel heat pooling low in your body at his ministrations. the kisses are so slow and syrupy that it feels like he's devouring you with that big tongue of his deep in your mouth. his lips are closed around yours firmly, meaning you couldn't break away if you wanted. anticipation for more causes you to act without thinking, and you find yourself nudging your hips back and forth. your clothed hole rubs against the thickening bulge in his pants, catching against the fabric and creating delicious friction.
your tongues move together in tandem as your hips buck against one another. "ah- can't take much more baby," he warns, grabbing on your hips and pulling back slightly. both your gazes flick momentarily to the saliva stringing between your separated mouths. "gonna make your first time so special."
"mngh-! slow down, please!"
the pitiful pleading coming from your parted, swollen lips are the best you can muster as your best friend holds your thighs apart, pushing his fingers in and out of you traitorously slow. when he said he was going to make you feel special, you hadn't expected him to be fixated on your pleasure for over an hour. one hand keeps you still, while he slides two of fingers in to the knuckle. his mouth, on the other hand, is busy with your tasting you, his tongue laving over your pussy and swirling circles against the puffy folds.
"but i mmh... -can't..." he says with a mouthful of you, eyes hooded and dark. "gotta make sure you're ready for me."
his voice sends vibrations up your core, making you shiver and buck your hips closer to his face involuntarily. he grins, delving his tongue between your slick folds once more, savoring the sweet juices leaking out of you. as his fingers curl inside you, his tongue laps at you greedily.
your breathy moans fall on deaf ears as he continues fucking his fingers into you while now rubbing and shaking his tongue over your pussy. he has your arousal dribbles down his chin, and he's making the filthiest noises possible - half from the squelching of your pussy and half from his groans. "you taste so good - gosh. why've you been hiding this pretty pussy from me?"
you whimper pathetically, your voice hoarse from the involuntary cries of rapture that have been spilling from your lips for the past hour.
"asked you a question." he chastises, punishing you by slowing his fingers in you, making sure you feel every press of his fingertips against your soft walls, and the scrape of his knuckles against them.
when he twists his fingers inside you and shoves them back in at full force, you're forced to answer through a cry, unable to endure much more of this. "fuck! i'm sorry, i don't know!" you say, followed by a loud cry of his name.
each thrust of his hand forces a shudder of pleasure through your trembling body, your back arching off the bed as you writhe beneath his touch. "we should've done this before, hm? way sooner." his grip tightens on your thighs as he works a third finger into your slick channel. your thoughts are hazing with the intensity of it all.
"there now, just relax," he murmurs, placing a lingering kiss on your aching, swollen clit. " ''m not stopping 'til i've had my fill of this pussy."
he plunges his tongue deep into your dripping folds, fucking your weeping hole with the hot, thick tongue. his fingers curl and beckon, stroking along your clenching walls, stirring your insides and forcing your arousal to gush forth.
he drinks it down as if it were the finest ambrosia, his mouth lapping and suckling greedily as he works you towards your impending climax.
your body grinds against him, seeking more of the blissful torment that only he can provide. he persists, slipping his tongue into your weeping hole alongside his fingers, feeling your walls fluttering around him, gripping and squeezing as they anticipate his thick cock stretching them even further.
"y'close, aren't you?" he asks, circling his tongue inside of you before popping it out so he can finger you hard and fast. "lemme have it then. cum for me."
he sees your body seizing up, your muscles locking as your orgasm crashes over you in waves. you scream and throw your head back. your pussy clamps around his fingers, rippling and milking the digits as if trying to pull them deeper. he works you through your orgasm relentlessly, pumping his fingers to make your juices gush out to coat his hand and drip down onto the bed.
slipping his fingers free, he brings them up to his mouth and licks them clean before kneeling on the bed, his rigid cock jutting out and slapping up against his stomach. its so swollen from how long he'd been holding back from cumming, as toying with you had nearly brought him to the edge. his cock leaks shiny rivulets of precum down his shaft, wetting his heavy balls.
"i can't wait anymore," he says desperately, gripping your hips and yanking you towards him, pulling you into position to take his aching cock inside.
he wraps one hand around the base, stroking it languidly as he notches the broad tip against your hole. the warmth radiating from your core envelops the head of his cock as he teases you with the promise of being filled beyond capacity. he takes his time, rubbing himself up and down your slit, coating himself in your mess.
whining at the stimulation, your eyes widen as you feel his tip slide between your folds. "you're okay baby," he murmurs. " 'm gonna go real slow f'you, m'kay?"
he begins to push forward, his cock slowly sinking inside of you inch by throbbing inch. he doesn't stop until he's buried to the hilt, his heavy balls resting against your ass, and kissing your womb. you keen and squirm, your back arching helplessly as your body struggles to take the sheer size of him.
he lets out another shaky groan and tips his head back at the feeling of your walls squeezing him like you're trying to pull him even deeper than the hilt he's already bottomed out at.
"oh hell…" the words spill out of him in a hoarse, wrecked groan, his eyes squeezing shut for a second because the reality of finally being inside you almost knocks him out. "you're… fuck, you're so tight. pussy's hugging my cock."
you make a broken, high-pitched sound, fingers scrambling for something. he threads his hands through yours and pins them above your head, grounding you with his weight over you and the warmth of his body. his hips stay absolutely still, cock buried so deep inside it feels like he's in your guts. you can feel him throbbing inside you, impatience vibrating through his body even as he forces himself to stay still for you to adjust.
"look at me," he whispers, brushing his nose across your cheek. "lemme see those eyes. wanna see you while you take your first cock."
you blink up at him, watery and overwhelmed, and his expression shifts entirely. his mouth falls open just a little, like he's seeing something he's wanted his entire life finally in front of him.
"yeah," he breathes, "that's it. that's my girl."
you shudder under him, the praise shooting straight down your spine, making your pussy clench around him again. he feels it, every tiny squeeze, and it coaxes a deep, guttural sound out of his chest. his hips twitch forward without permission.
"d-don't-" you gasp, nails digging into his forearm. "you're… you're so big…"
"i know, baby. i know. just keep breathing, yeah?"
you try. you really do. but every inhale is shaky as your walls stretch and pulse around him. it's too much and not enough all at once. the fullness, the heat, the impossible pressure of him sitting so deep inside. he shifts slightly forward, flared tip nudging your womb, and your mouth falls open on a soft sob.
he freezes instantly. "was that good or too much?"
"g-good," you squeak, your thighs trembling around him.
his eyes darken, pupils blown wide. "yeah? felt good when i moved?"
you nod frantically, squeezing at his hands tightly to stop yourself from crying at the stretch. and then he pulls out just enough to feel the drag of your tight, slick walls clinging to him; before pushing back in so slowly.
"there she is…" he groans, thrusting just a little deeper, savoring the way your pussy flutters helplessly around him. "my perfect girl takes me so well."
his hips grind against yours, each movement deliberate, slow enough that you can feel every ridge and vein of him sliding inside you. your walls clench around him instinctively, a wet, pulsing squeeze that makes his teeth grit with need. he leans down, brushing his lips against your shoulder, then trailing hot, wet kisses down your collarbone as his cock bottoms out.
"you feel so perfect," he groans, his hands squeezing yours to keep you anchored while he rocks slowly in and out, teasing the tip against your womb.
he leans down, capturing your lips in another sloppy, desperate kiss while he thrusts into you slow and deep.
"'m all in your guts, sweetheart." he leans forward so his cock nudges even deeper inside you. "feel me filling you…' gonna make you cum so many times." he keeps going, slow, deliberate, causing your walls to clamp hard and milk his cock, and he knows immediately by the way your body locks up that you're seconds from shattering completely.
"cum for me, baby," he rasps, thrusting deep once, letting you ride the edge as your body convulses. "let go… let me hear it…"
your orgasm rips through you, your back arching as waves of pure pleasure crash over you. he groans loudly, letting you ride the tremors of your body as he watches you writhe under him.
the second your walls clamp tight around him, slick and squeezing him deeper on purpose, he chokes on a breath, fingers squeezing yours. "ah- my god, i can't hold much longer if you keep doing that-" he warns, now driving into you like an animal.
his hips snap forward, fucking into you with sharp, needy thrusts that make your body jolt up the bed with each one. he's panting against your mouth, forehead pressed to yours, breath hot and frantic. he gasps, thrusting harder, deeper. then he moves one hand under your knee to push your leg up, opening you wider. the new angle makes you cry out loud. he moans when he hears it, hips stuttering before slamming forward again.
"that's it, that's my girl. mngh- i can't slow down, i can't..." his voice is frantic, breath hitching. "been holding back all night, and now you're- ngh-gripping me like you wanna make me cum inside you-"
"yes," your whine. "y-yeah, i want it, please-!"
he loses it the second you say it, and slams one last time into you, so deep his hips tremble against yours, and he breaks. his cock throbs violently inside you, pulsing hard as hot, thick ropes spill deep in your cunt and coat your walls.
he cums so hard his body shakes above you, face pressed to yours as he pumps every last drop into you with shallow, rough thrusts that drag his sensitive cock through the slick warmth he just filled.
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