lin ‧₊ ♪˚⊹ @kieramen - Tumblr Blog

summary: a conversation with your stepbrother leads to something more, something you would have never expected. or the one in which dennis’s teasing goes too far.

pairing: older stepbro!dennis whitaker x male!reader

warnings: heavy stepcest, you’ve been warned. standard mari grossness. mean!dennis you came here for porn not plot, pwnp ts is lowkey ass but i wanted to write porn SO! ooc! dennis probs.

it all started with a stupid conversation with dennis, sat up on his bed. drinks in hand, tipsily chatting away into the late hours of the night, the topics bouncing from life, school, work…sex.

he had asked you what you liked in terms of it casually, simply. not trying to seem like he was too excited at the idea. even if he very much so was. his palms growing damp as the words slipped from his mouth. eyes avoiding yours for a moment while he drank from his bottle.

“so..what do you like?”

in return you licked over your suddenly dry lips. even though he said it timidly, there was an acute interest in his stare. anticipation maybe?

“why do you wanna know?”

he shrugs, “humor me?”

· · ─ ·✶· ─ · ·

dennis has always been a bit strange. he was older than you but not by much. already a successful doctor while you were in your junior year of college when your mom married his dad. the two of you being similar ages fell into each others orbit quickly.

occasionally he’d ask questions like these so you can’t say you were shocked at the inquiry. but he had never asked something so..blatant.

he was..touchy you’d say, not in a way that was unwelcome though. a pat on the back, bump of the shoulder, sitting thigh to thigh on the couch. the affection was nice, something you’d never had before. so you found yourself leaning into his touch, seeking it out even. his behavior did strike you as odd but..it wasn’t anything serious.

he also had a tendency to stare, your lips mostly—well you think so. when you’d catch him his eyes would flit up to yours then away his face taking on an indecipherable expression. sometimes it was your arms if you wore a short sleeve and your legs when you’d pad around the house in your boxers.

his gaze was always some sort of heated. the kind of stare that made you squirm, made you feel trapped. like he could keep you pinned with just that. but then it would snap back to his usual soft stare and he’d smile at you casually. like he wasn’t just undressing you with his eyes. you liked that, shamefully so. dennis was a good looking guy and stepbrother or not to have a man like that dote on you. combined with constant physical contact made your heart hammer in your chest. a crush, that’s what it was. a big stupid annoying crush on the one person you should not be harboring feelings for.

his comfortability with you definitely didn’t help.

to an extent dennis also loved to wrestle, okay maybe it was you— to be fair it was usually because you were fucking with him. although you never planned on acting on your crush you could indulge yourself a little. you usually took to teasing him about this and that, with the goal of getting his hands on you.

harmless brotherly roughhousing, is what you told yourself.

most recently it was about some woman named amy who was apparently “just a friend”.

trying to ignore the discomfort her presence in his life caused you. you poked at him about his “totally not girlfriend” leading him to shoving you jokingly and one thing led to another ending up with you both were rolling around trying to pin the other one down. grabbing, scruffing, and pushing each other as you both laugh and shoot insults at one another. eventually you end up on top, sitting on his waist and straddling him with a grin across your face.

your shorts riding up your thighs and pulling taught against your muscle. chest heaving, all whilst bragging about how you won, your hands holding his arms down by his wrists. while you pant out taunts, looking down at him.

“what, you mad i won? or that i was teasin’ you about your girlfriend?”

he lays there grin mirroring yours, curls flipped up revealing his forehead. blinking up at you, head laid to the side gazing at you out of the corner of his eye. cheeks flushed as he breathes out a laugh.

“she’s not my girlfriend and you know that. keep talking like that and m’gonna start to think you’re jealous.”

his words make you sputter, a deep embarrassment washing over you. making your neck heat at the base, stammering trying to find a clever rebuttal. in the process your eyes begin to take in his form. how his shirt had slid up to reveal the softness of his stomach and waistband of his boxers. the trail of hair that goes from his navel down below his waistband.

ears fine tuning in on the way he pants..trying to ignore the thought of if that’s the way he sounds when he and amy—no— you were not going to even let that cross your mind. that’s gross. you’re being gross. focus on something else anything else. and that ends up being the way his eyes unashamedly rake over your form, appraising, admiring even.

suddenly you feel a lot more nervous about this position. hyper aware of the fact that your ass is resting right above his crotch and your face is incredibly close to his. so you unconsciously shift your hips back trying to put as much distance between your two as possible. and in an instant his hands cling to your thighs.

“wait don’t—“

your eyes widen when you feel..something nudging against you. dennis groans and your skin suddenly feels like it’s been dipped in molten lava. ran across the surface of the sun with the way you feel scorched. his fingers dig into your skin and his brows furrow.

“dennis are you—“

“—yea..”

you swallow.

“sorry..my bad.” you mutter. trying to ignore how utterly turned on this got you. how your cock’s twitching in the confines of your boxers.

a look crosses his face, surprise morphing into amusement. his palms splay across your thighs properly, finger tips sliding beneath the hem of your shorts slightly. you involuntarily take a deep breath.

“don’t apologize, not when you like it.”

“..what?”

he bucks his hips suddenly, making you choke out a moan. the action has his cock pressing into yours, thighs tensing as he pulls you down harder on him.

“told you..” he breathes. eyes low, a flush making its way up his neck and to his freckled cheeks.

you bite your lip, “you’re one to talk..”

punctuating your statement with a hesitant roll of your waist. two could play at that game. whatever game it may be. giving a split second of friction. your brows pinching up.

this was bad. a bad idea a bad thing to do. with him, your brother..technically. guilt surging over you festering inside your abdomen in a similar way to anxiety. like standing too close to the edge of a cliff.

making you feel wrong, similar to how you feel after engaging in less than acceptable behaviors. during the times where you stuff your face into the pillow and fist at your cock, wringing beads of precum down your shaft. trying your hardest to finish quietly lest you be heard through the drywall. all while trying to stave off the thoughts of him, of dennis.

tears stinging your eyes as your mind fights with you to push the images to the forefront.

dennis lets out a strangled groan. staring up at you in awe like he didn’t expect you to reciprocate. things changed after that, things that led you—presumably to this moment right now.

· · ─ ·✶· ─ · ·

a nervous lopsided smile cracked across your face as you nodded slowly to your own words. taking a breath as you went over a few of your likes and dislikes. the alcohol making you loose lipped.

“like..praise, I guess? I-I—bein’ told I’m doing a good job. makes me feel..nice.” you explained slowly, the words sliding out like you yourself were unsure of what you were saying. even though you mulled over your answer many times.

dennis nods along.

“uhm..but I also like..the opposite?” you laugh looking away. eyes tracing over his bookshelf. “being called..mean names or like—like talked down to..”

this was supposed to be a normal conversation between two brothers. but something about the entire energy in the room was..charged. you hated how nervous he got you and you hated even more that he seemed to notice.

“like what?” he questioned. casual as ever, as if dennis himself wasn’t buzzing with excitement.

“ha. well..”

“c’mon it’s just us..m’your older brother. not your dad.”

he nudged at you, bottle in hand.

yeah he was right, this is fun conversation. don’t make it weird, you thought. that’s all this was, a talk.

“this is embarrassing man!” you huff out through a grin.

“what, is something like being called a slut?” he smiled leaning over to place his empty bottle on his night stand. shirt riding up as he does so, the band of his boxers peeking out. it catches your eye, the soft of his stomach and the side of his torso the only thing you’re able to focus on. well..besides what he just said.

your mouth opens and closes trying to find words that you clearly don’t have. eyes looking away from him as you feel the base of your neck heat up.

“seriously..?” he gawks.

you groan covering your face, “shut up, I like what I like and m’not ashamed.” yes you absolutely were.

he shrugs putting his hands up in surrender. “I’m not judging.. I’m more so curious, what else do you like..being called?”

dennis licks his lips trying to push down the wave of exhilaration that’s washed over him. your admission sending waves of intrigue and arousal down his spine. your clear nervousness making him feel endeared.

“I dunno like, I like being..called stupid sometimes..” you mumble before immediately cutting yourself off. “—ookay enough of me, now you tell me something you’re into.”

punctuating your sentence by downing the rest of your drink. gulping the bitter liquid down in three quick swallows. before wiping your mouth with the back of your hand. chest heaving as warmth floods your abdomen. hoping the alcohol will quell the rapid beat of your heart and ease the tremble of your hands.

dennis grins at your confidence.

“nothing crazy..guess I’ve been called a tease before. can’t say it’s incorrect.”

you swallow, hard. the statement making all kinds of erotic images flash through your intoxicated mind—okay maybe you were drunk, since when were you such a lightweight? you laugh nervously. pressing a hand to your cheek to feel the searing heat of your skin.

“a tease huh..?” you huff out a laugh “yea I could could see that.” once again for the nth time tonight your eyes avoid his.

“yeah? why’s that?”

you scoff at his tone of voice “you’re doing it right now den.”

“and what’s that? m’just talking.”

“no you—you’re—teasing me, right now.”

he clicks his tongue scooting close so his knees bump yours, head twisting until your eyes meet his.

“am not.”

the way he’s looking at you makes you burn up, gaze showing clear amusement along with something that seems like intrigue. the kind of look he gives you right before he wins at cards, or successfully beats you at shooting. the self assured smile splitting his face, showing off the cute gap that lays front and center.

“you literally are I’m not stupid.”

“maybe not..but you like being told you are.”

“w-what..?” his words catch you off guard. “fuck off. oh my god—this—I shouldn’t have said anything.”

his hand is on your thigh, splayed over it. tips ever so slightly digging into the flesh. to keep you sitting maybe? you weren’t planning on getting up but the touch makes your cock tense up pathetically beneath your shorts.

biting your lip you hope, pray, and beg yourself—god, the universe itself to not get hard. willing it away best you can.

“don’t be ashamed..you like it right?”

“technically yes but—“

“but nothing? you’re a bit of a degenerate aren’t you..”

his hand moves higher skimming beneath your boxers, thumb stroking your inner thigh. unfortunately you can’t help the whimper you let out.

“and—and what about you? you’re the one who likes to torture people with words.” you bite your lip, fighting to make your words steady.

his spare hand comes into the mix taking a similar position to his other, only after not so subtly brushing over his own crotch. spreading your knees so he can slot himself between them.

“not just words..I could show you if you’d like. I think you’d like that.”

that makes your heart stop.

the whole situation has taken a sharp turn in a direction you would have never predicted in a million years. heart rate spiking, chest heaving, body heating up something awful and eyes bouncing from the door to his face.

and regretfully, has your cock kicking up to press rather obviously to the front of your underwear.

“look at me..you’d like that yeah? I’ve heard you, y’know.”

he doesn’t let you speak before he continues, hands now fully beneath your shorts. laid out rather possessively against the fat of your thighs. squeezing the flesh. leaning in closer.

“through the wall..when you think m’asleep, you say my name sometimes. I’ve heard it all.”

“dennis..” he ignores your watery mumble.

“ah, ah, denny fuck..!” he mocks, snickering through it. your lips trembles. hating how badly this was affecting you, turning you on and making you feel ashamed all the same.

the remorse makes you tremble. thinking of countless nights spent sobbing into your pillow as you fucked your fist or occasionally pillow to the thought of your new brother. coming messily onto your bed shamefully with a cry of his name on your lips. thinking he was alseep when it was the opposite..he was awake, listening in.

tears begin to burn your waterline, shame bubbling them to the surface for him to see.

“don’t act all shy now, you definitely weren’t when you were making yourself come.” he scoffs, moving in as you lean back. effectively laying yourself down for him to climb on top of.

the position has your knees up with feet flat on the bed. his body warm, settling between them. baggy boxers riding up to reveal more of your thighs to him.

biting your lip you glance down quickly at your erection, wishing for the first time ever that he keeps his eyes on you.

not wanting him to think you’re a a major creep you try to defend yourself. but all that comes out is a rather sad stutter of;

“I-I..” your eyes still darting between him and your crotch.

“what are you looking at—.”

shitshitshit. god you hoped the floor would open up and swallow you whole. never to be seen again.

“—oh you’re sick.” he murmurs, eyes trained on the tent that stands proudly between the two of you.

“and you’re fucking not?” you fire back, trying and failing to make yourself shaky words sound firm.

“get off of me..” you sniffle. “you’re such an asshole sometimes.”

your hands come up to his chest to try and push him off. keyword: try. because all he does is slide his right up as high as it can beneath your underwear. coming around to grasp at your cock, just this side of too hard.

letting out a painfully pathetic gasp your eyes widen. staring up at the flushed man atop you.

while dennis could be..annoying and sometimes inappropriate he never..directly touched you. and you hated how your tummy fluttered at the contact. hips instinctively raising towards the warmth of his palm.

“tell me,…tell me what you think of and I’ll let you go, how’s that sound?”

“like..when I—“ “yes when you jerk off einstein.”

your eyes widen in shock, “what—no im not do—ah..! ow okay okay..fuck.” your words fizzle down into a painful whine when he squeezes you at the base, just this side of too hard, hands balling into his shirt.

“well..like I don’t know..just normal stuff..k-kissing you, touching you..you touching me.”

his breath hitches at your admission, eyes widening slightly before darting to his hands. he swallows hard, body buzzing with a sick elation. voice barely above a whisper.

“even kissing? what else.” he asks.

gulping, you continue on.

“usually it-it’s.. just like—you talking to me or something..I don’t know!”

“I think you do though..you’re the one getting off to me every night.” he smirks enjoying this entirely too much.

“not every night—get that shit eating grin off your f-face..ngh..” your words die on your tongue as you feel it. the hand that was wrapped firmly at your base now twisting. stroking you slowly, barely moving up half way before coming back down.

“keep going, you want me to let you up right?”

nodding you suck in a breath through your teeth, you yourself not actually wanting him to stop but you’d rather die than give him the satisfaction.

fighting the urge to buck your hips you blink up at him. licking over your lips, all you have to do is speak and it’ll be over.

“sometimes I think of..of sucking you off? y-you walk—fuck, around in…” you whimper lowly. “sweats and I’m sorry but I—I can’t help but.. look oh god..”

“y-yeah?” he whispers, his voice trembling with barely contained desire. “you wanna suck my dick is that it? aren’t you even a little bit guilty? m’your brother..”

you whimper at that, embarrassment washing over you. the humiliation is both arousing and deeply mortifying. once again your cock betrays you, his words making it twitch beneath his hold. spilling out a rather large gush of precum. one that wets the front of your boxers and his hand.

“gross..”

even though he says it he isn’t disgusted. not in the slightest, in fact dennis has never been this hard in his life. the sight of his younger—stepbrother beneath him trembling from shame and leaking into his palm making him hazy with affection and the urge to tease.

letting out a sob the tears spill over, sliding down your temples and wetting your ears on account of you being laid down.

“you like this don’t you? being a pervert..” voice wispy as he speeds up, now stroking you bottom to top. thumb pressing into your weeping slit. still all beneath the fabric of your boxers, creating a mess.

“—no.” you gasp.

“you’re lying..”

shivers of deep pleasure run up and down your spine. even if it’s the same action you do to yourself. it feels infinitely better than your own hand because it’s his. back arching towards him.

dennis leans forward face inches from yours, closing the distance between you. lips warm against yours and your head feels like its full of smoke. dissipating any and every thought. whimpering into it your hands unfold from his shirt in favor of gripping at his shoulders. he makes a noise too something like a moan when you meet.

licking over the seam of your lips almost instantly, dragging his spit over them. forcing his tongue into your mouth to lave over yours.

he’s not gentle—not really. he kisses like he’s desperate, hungry, needy. like he’s been wanting this too and he has.

suddenly a hand is hurridly pushing down your boxers. enough for your drooling cock to spring free, popping up to stand at attention for the man above you.

“thought it’d be smaller.” he teases breath warm against your mouth.

“you’re s-so fucking mea—mmph..” his other hand joins the first to wrap around your twitching cock. jerking you off steadily.

“what was that? didn’t catch it.”

your eyes roll back a little as a tight coil winds itself deep in your lower tummy. hips stuttering up into his hands a prominent slick sound emanating from them.

“you always get this wet when it comes to me?”

your eyes squeeze shut involuntarily as you pant, grabbing at the sheets. twisting to and from the feeling of his hands on you.

“gonna answer me or..?”

“yes—! fuck yes I do..m’sorry.”

“are you you close already?” he marvels in the way you shake. body trembling and squirming in a way he’s only dreamed about up until now. “that was quick..”

nodding quickly you reach out to hold his shoulder as your wet eyes blink open. “m’so close denny please dont—don’t stop.” you beg quietly completely disregarding his jab at you.

“fuck..okay yeah. I won’t. you want it? want me to make you cum?”

his voice is almost as shaky as yours, chest heaving as if he was one in your position. his teeth chew at the skin of his inner cheek as he watches you fall apart beneath him. his own cock has been straining against his pants ever since your earlier conversation.

biting your lips your head endlessly nods along, brows trembling as that familiar feeling skims up your back. heat flickering in your abdomen causing it to tense up almost painfully.

“yeah? wanna be a good little brother an’ cum for me?”

that does you in. slapping a hand over your mouth as you fall onto the bed in attempt to silence yourself. back arching up, cock giving one last weak kick before spilling all over itself. you cum with his name on your moaning lips.

“holy shit den—!”

you yelp beneath the skin of your hand. eyes snapping shut, knees coming in your your own chest. in a feeble attempt at curling in on yourself at the intensity of the orgasm. but due to the broad man settled between them that makes it impossible. so you settle for digging your fingers into his shoulder.

“whoa..that’s—” he laughs. “—that’s a lot..”

tone full of amazement at the sticky mess covering his hands and some of your lower stomach. the creamy liquid coating his palms and fingers.

through your pleasure induced haze you manage to spit back a retort.

“fuck—hah, off.”

dennis just shrugs wiping his hands on..your shirt. gross. but you suppose it’s fair. “sorry about the uhm..” you gesture vaguely to your crotch. “mess?” speaking of, you grow increasingly embarrassed at your exposed nature. so you sit up to grab at the edge of your boxers cringing at the cold sticky splotches from your precum.

before you can get a good grasp a hand is wrapping around your wrist. then the other pinning them above your body on either side of you.

blinking up at dennis your mouth parts at the look on his face. cheeks and nose flushed, blue eyes low and swimming with intent. then your gaze moves lower and—oh. through the material of his pajama pants you can clearly see the distended shape of his boner.

“you said you think about—sucking me off right?”

“yea—yes.”

“okay, lets make those dreams a reality then.” he smiles at his own joke. and before you can say anything hes sitting on your chest scooting up until his thighs bracket your head.

“you said you like feeling like a slut right?” he pants, pulling his dripping cock free. the head is flushed a similar red to his cheeks as it sits right above your face, hard and definitely attention grabbing.

you gulp, “well I-I’ve never..” “doesn’t matter. s’easy.” he punctuates his sentence by tapping the wet tip against your lips. smearing precum against your mouth to which your tongue involuntarily comes out to lick it up. resulting in an impatient whine from your stepbrother.

“open up, wanna be good right?” he mutters, the words affect you more than you’d like to admit. softened cock jumping a little still bare due to you being unable to tuck it away.

his hand reaches out, trembling slightly, fingers brushing against your cheek. thumb grazing your bottom lip. nodding slowly you tentatively part your lips, opening your mouth for him. still in disbelief at the events taking place.

“little wider…there we go—shit.”

the warmth of your mouth is jarring, the spit coating your tongue transferring to the underside of his length as he slides himself past your lips.

you can feel his body squirm from where he sits on you. the pleasure relaxing his muscles until he’s resting his whole weight on you. which makes inhaling a little difficult but nothing you couldn’t manage. his hands coming to rest on either side of your head holding you still. hips pushing forward until his tip nudges the back of your mouth. making you gag, throat constricting him. he moans, thighs squeezing your head the smallest bit. your hands frantically coming up to hold his waist, gripping his shirt.

“b-breathe through your nose.” he offers weakly.

taking the advice you inhale as deep as your can through your nose. body untensing properly, talking more of him.

“fuuck..yeah okay.” it’s more of a sigh, eyes fluttering, head tipping back. enjoying the feeling of your warm throat around him.

then he starts, picking himself up off your chest—luckily. leaning forward on his knees to thrust into your mouth. shallow at first, then drawing back to slide all the way back in.

palms scrambling they find purchase on the backs of his thighs. giving you something to ground yourself to while he fucks your mouth.

“if—if I knew it’d be this easy to get your mouth o-on me I would have done this ages ago..”

he takes a glance at you, grinning at your watery eyes, furrowed brows and full mouth.

“you’re a n-natural at this man.”

making an annoyed noise up at him has the opposite effect you intended. the sound vibrating your throat making his hips buck forward suddenly— an airy whimper wrenching from his chest.

each wind of his hips makes a fresh set of tears well up in your eyes. the saltiness of his precum is all you can taste. he pushes so deep that your nose almost brushes the curled hairs at the base of his shaft. the weight of him on your tongue is all you can feel.

“mmph..!”

“best not—not to talk with your mouth full, don’t—“ he half laughs half moans. “—don’t want you to choke.”

you glare up at him best you can letting your nails dig into his waist a bit. he hisses at that biting his lip. moving closer to help set a quicker pace, you hiccup. muffled and soft being forced to take each brutal snap of his hips.

it’s sloppy, messy, and wet. precum spills from the sides of your mouth and drip down your cheeks. a prominent wet slap audible every time he pushes inside.

the tears continue to spill over, and you try to sniffle. the intensity making your nose run paired with each weak sob you give.

the space of your mouth is filled with him, lips stretching around his width. small gags making their way from your chest. it makes your head feel fuzzy, limbs warming up. experimentally you run your tongue across his underside.

that definitely did something, hips stuttering as he swears. fingers gripping into your hair. groaning loudly as he mumbles, asking you to do it again. and you do, licking him best you can. he throbs in your mouth and you can feel it.

“ah—god m’gonna cum, sw-swallow it all..know you want to—fuck—!” he cuts himself off with a pronounced moan. the impending release hitting him harshly, driving himself as deep into your throat as he can. forcing you to swallow the entirety of his warm load. you can barely even taste it—the cum bypassing your tongue and spilling all the way down.

you whimper trying to breathe through it. hands weakly tapping at his side in efforts of getting him to let up. but he doesn’t staying still and whining through it until his cock stills it’s incessant twitching, until you’ve swallowed every drop.

once he does pull away, taking his softened cock from the warmth of your mouth. and sitting back down on your chest with a heavy, satisfied sigh. you let out a series of coughs, sniffling and taking in gulps of air like you’d never get the chance again.

he laughs, patting your cheek then ruffling your hair. an all too pretty grin on his face. the afterglow of it all looking entirely too good on him. leaning down for a second to kiss you, sucking your tongue into his mouth a moment— until a web of spit connects your mouths when he moves back.

the string breaking and falling down to his chin to which he swipes up with his thumb. sucking it off the finger. eyes lidded and focused only on you.

“think you can handle a little more?”

taglist: @fashnik3 (u didnt ask to be tagged fasha but this seemed up ur alley) @siriusxmunofficial, @screechingphantommaker, @gohnspants, @bookwyrmsposts, @peachyfckingkeen, @kentslvr, @timwhore, @berriiiiessss, @lumaen, @polluxhasrisen, @otto-s-alskling (sorry it took so long guys :c enjoy pls)

kieramen

mari the pitt’s best writer

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lin ‧₊ ♪˚⊹