Work Text:
Will Byers is twenty one, and he feels completely lost in life.
He collapsed in the bed of his dorm room, exhausted, his limbs heavy and mind blurry from having too many shots down at the bar. He hated himself for doing it— but being drunk was practically the only way he could get himself to be confident and come out of his shell.
And with that confidence he was able to find a cute guy, called Jack or Jake or something, he couldn’t really remember. They’d snuck off to a quiet part of the bar and kissed. Jack had fondled his crotch a little and he’d moaned and batted his lashes at him. But the longer their make out session went on, that sick feeling started to come back. That feeling of wrongness. Because Jack wasn’t Mike.
Mike, who he’d so desperately tried to move on from, who he’d said was just his Tammy. His mind always came back to him. How could he move on from a love so pure? A love that had lasted practically all his childhood?
Even now when they barely saw each other since they’d gone to different colleges, and, Mike, quite frankly, was an unstable wreck— that longing in his heart never left.
And so when Jack had tried to escalate the flirting, offered for Will to come back to his place, Will did what he’d done every other time he’d reached this stage with a guy. He’d hesitated. Swallowed a lump in his throat. Excused himself to the restroom.
But he didn't go to the restroom. He went straight outside and drove off right back to his dorm like a coward.
Because how could any other man ever understand him? Understand his trauma and his problems without knowing about the Upside Down and the Mind Flayer which he knew he could never tell any average person about because that would get him sent to Pennhurst? It was risky enough being semi-open about being gay without dumping claims of supernatural monsters and alternate dimensions on top of that.
No, if he was to ever have a love of his life, it needed to be someone who’d been there, seen it all, knew everything. It needed to be Mike.
He missed him and Mike being close. He missed their late night conversations. Their trips to the arcade. Mike holding his hand. They said they’d go crazy together but he felt as if he was going crazy alone. He missed the past.
Will groaned, dragging his hand down his face and rolling onto his side, pulling his covers over him. At least being totally wasted made sleep come easy even if he was in store for the inevitable pounding headache and nausea in the morning. He’d just miss his first lecture.
The swirling thoughts never left his mind even as he shut his eyes and dozed off.
Mike, Mike, Mike..
When Will’s eyes fluttered open, he wasn’t in bed anymore. His face was rested on something soft and itchy— carpet.
Blinking rapidly, he sat up and stumbled to his feet, a little wobbly. He was standing in a hallway, one he recognised. The upstairs landing of the Wheeler house. His body had that weightless, numb feeling to it, his mind at ease, and he knew instantly that he was dreaming.
There were two familiar doors— one was open into Nancy’s room, which for whatever reason was still fully furnished and decorated.
But Nancy didn’t live there anymore? She’d moved out years ago. And those particular pink bed sheets and lace curtains and that makeup mirror.. this was her old bedroom. Like.. 1983 old.
So he was in the past. Will turned towards the next door which he of course recognised as Mike’s. He took a few steps towards it and then grabbed the doorknob, twisting it and pushing the door open.
Sure enough Mike’s bedroom was in its old state too. And on the carpet in the middle was Mike himself, sat cross-legged hunched over a lego figure of the Millennium Falcon, slotting pieces into it.
And it wasn’t the Mike he knew today, the one with constant eyebags and a depressed expression. It was little twelve year old Mike, wearing that short sleeved shirt he always loved, the one that was red with a colourful stripe across the middle and on the sleeves.
As soon as Will entered the room Mike turned his head in surprise, and he almost got whiplash seeing that round baby face and those big innocent brown eyes. It had been a long time.
“Who are you?”, the boy exclaimed instantly, looking him up and down. Suddenly his eyes narrowed in recognition. “..Will?”.
“Mike”, he spoke out loud, taking a tentative step towards the preteen. “It’s you! And yes it’s— I’m— I’m, I’m Will”.
Mike got to his feet, eyeing him, and— Mike being like, nearly a foot shorter than him? Double whiplash. “But you’re not my Will!”, the boy said, obviously confused. “You’re.. big. I mean, grown up!”.
He smiled a little, bemused. “I know, you’re not my Mike either. I’m, uh..”. He wasn’t sure entirely how to communicate with this dream child. “From the future?”.
The little boy’s eyes widened. “What, are you some kind of like, time traveller or something? Do you have powers? That’s so cool, it’s just like in D&D!”.
D&D. He hadn’t played that in so long. Will’s smile fell a little.
“Grown up Will?”. Before he knew it little Mike had approached him, a gentle hand rested on his arm and those big eyes peering up at him with worry. “Are you okay? You look sad”.
Fuck. He missed this Mike. The Mike who’d always had him as his first priority, who’d always been there for him. The one who wasn’t drunk and moping about his stupid dead girlfriend half the time. This was the Mike he needed.
“I.. think I need to sit down. Time travelling can be overwhelming”, he responded.
Mike nodded immediately, taking his hand with ease and guiding him over to his bed, which was laid with Star Wars sheets— cute. He sat himself down on it, even though it was a little small and creaked under his weight. Little Mike sat down next to him.
“So.. Will”, the name rolled off Mike’s tongue. “What’s the future like? Are we still friends?”.
Will hesitated for a moment, looking down at the hopeful child with uncertainty. “Ah.. you know, it’s.. I mean, sure, we’re still friends yeah, sorta. We see each other from time to time”. Mike’s happy expression almost immediately fell. “But growing up, it changes things. We kind of went our separate ways.”
“What!?”, little Mike exclaimed, looking just about ready to cry. “But we can’t drift apart! We’re Mike and Will, best friends forever!”.
“I know, buddy”, he responded with a sigh, shaking his head. “That’s what we said. But it didn’t stick”. He snuck a sly glance at the boy, who, as if he couldn’t get anymore endearing, seemed even more upset now. “You know, you’re a lot sweeter than grown up Mike”.
“I am?”, he asked hesitantly. “Am I mean in the future?”.
“Sometimes”, he replied, raising his brows. “You said a few mean things to me”.
Small Mike was shaking his head in disbelief. “Future me sounds like a total mouth breather. I’d never do anything to hurt you, Will”.
“I know you wouldn’t”, Will assured him. “But.. your future self being a little bit of a jerk must make you feel sad, right?”.
“Very”, Mike affirmed. “I’m sorry”.
“That’s okay little buddy”, he chuckled. “I’m here with you now. If you want, you can make it up to me”. He lifted his legs up, pulling himself fully up into the bed to sit more comfortably. Mike did the same, kneeling and looking at him intently.
“Of course I’d make it up to you. You’re my best friend”, the boy said, not an ounce of hesitation in his voice. “I’d do anything for you”.
“Good”, Will replied softly. He reached a hand out, cupping Mike’s face in his hand. His skin felt unbelievably soft and smooth. He watched his expression, the way his brows twitched up just a little but he didn’t take his eyes away from him. “You mean that? Anything?”.
“Yea”, Mike replied, giving a small nod. Still, a little ounce of nervousness crept into his expression when Will’s hand moved from cupping his cheek to sliding down his collarbone, neck, and then settling on his chest.
“Good, good”, he repeated again. “I have something special in mind that’ll really make me feel better”.
“What is it?”, the child asked curiously. “Is it a game or something?”.
“Yeah, you could say that. It’s a really fun game”. His hand kept dragging down lower until it reached the hem of Mike’s shirt. His friend just sat stiffly and watched the hand, looking a little lost. Then his fingers slid into that soft spot between the boy's legs, groping it lightly. Only then did that seem to ring alarm bells.
“Will!”, Mike gasped, quickly shoving his hand away. “What are you doing? You know that’s not right!”.
Will pouted slightly, feigning hurt. “Aw? Who says it’s not right?”.
“Well, you know— my uh, my parents, and teachers, and stuff”, the kid stammers over his words, adorably nervous. “I’m.. not supposed to let anyone touch me there”.
“But I’m not just anyone, am I? I’m your best friend, right?”. He paused before adding another sneaky comment. “Your best friend who, remember, you’re a big meanie to in the future”.
“I know you’re my best friend”, Mike is quick to assure. “But I think we should do something else. Like, a— a board game, or we can build a pillow fort, or something. We can steal some pillows from Nancy’s room”.
“No, no”, Will dismisses. He pushes his palm against the boy's chest, shoving him to sit back to only slight resistance. “I wanna play this game. Unless you wanna be like mean grown up Mike. He’d always say no too when I asked to play games”.
Little Mike blinks up at him, looking conflicted and frightened. “I.. I don’t wanna be like him”, he finally says in a small voice.
“I know you don’t. So just play along, alright?”. He shifts forward and kneels over the child, hand finding the waistband of his pants with relative ease and slipping under it. He can feel his soft tummy now. His digits travel lower until they reach that soft bulge in the boy's underwear and begin to stroke it gently. Mike gasps again, moving away a little and mumbling something.
Will brings up his other hand and rests it on the small of Mike’s back, keeping him in place. He keeps stroking and fondling the bulge in the boy's pants until Mike lets out a high pitched, strained whine and he can feel he’s starting to get hard. “Good boy”, he purrs. “Feels nice, doesn’t it?”.
“It’s weird”, Mike squeaks. “Will, can we please stop?”.
“Stop? We’re just getting started bud”, he chuckles. “Cmon, I promise you’ll like it”. He retracts his hand from Mike’s pants and instantly feels the boy relax a little. “Lay down on your back for me”.
He stares at Will for a second, bottom lip trembling and eyes a little watery. So perfectly vulnerable and innocent.
“Mike. You trust me right? And you want me to forgive you?”, Will prompts.
Then, he gives a small nod and does as he’s told with only slight reluctance, leaning back until he’s laid flat on the bed. His arms rest limply above his head.
Will shuffled closer on his knees and grabs Mike’s waistband again, this time pulling his pants completely down. He can see the prominent bulge in his underwear now, but he doesn’t go back to fondling it through the fabric. That’s the next thing he’s reaching to pull down, and that stirs up some protest again as within a second little hands are on his wrist trying to hold him back.
“Will”, Mike says in a pleading tone, more tears shining in his eyes now and his breathing starting to get a little faster. “I don’t like this game”. “You’ll like it soon, I promise”, Will reassures him, easily resisting the boys weak hold and pulling down his underwear.
He drinks in the sight before him with awe. Mike’s cock is tiny, still completely smooth and hairless. The circumcised tip is a perfect shade of baby pink. It’s like the epitome of innocence and youth.
Mike makes a small sound of distress, his hands coming up to cover his face in embarrassment. Will laughs lightly. “You’re okay. Just relax”.
He adjusts himself so that he’s more crouching than kneeling, bringing his face close to Mike’s cock. His fingers wrap around it, stroking it a little more, and it twitches with arousal. He presses one gentle kiss to the tip first, and then parts his lips, sliding the smooth head between them.
Mike whines instantly, his small hips jerking up. “Ah— ah, Will!”.
Will took even more in, not that there really was much there with the kid being four inches at best. He focuses on swirling his tongue around it, trying to make it as sensual as possible. His friend’s little boy dick tastes almost sweet, nectary. Untouched by anyone else. Carefully he uses the tip of his tongue to draw a line up from the base and then back to the tip again, which he suckles on like a small lollipop.
Mike is making all sorts of adorable high pitched noises now, pathetic mewls and whines mixed with little sniffles and gasps, his hands bunching up the bed sheets in his fists.
Will keeps bobbing his head, still paying special attention to the sensitive pink tip. He’s done this only a couple times before to random guys he’s met, but he feels like an expert right now, maybe since Mike is so little and easy to please. His tongue flicks against it repeatedly, and he relishes in each little moan the boy lets out and each unintentional jerk of his hips.
Soon, he can feel Mike’s small hands at his head, gripping his hair. He can’t tell if he’s trying to push him off or pull him on more. “Will”, he groans. “Had.. had enough. Ah— please!”.
He ignores Mike, sucking with all he has in him, taking all he’s ever craved. His tongue drags down the side of his cock and to the boy's small ballsack, giving that a little attention too and making Mike produce something between a sob and a moan.
He knows he’s getting close as Mike’s fingers tighten in his hair, digging in harder, but he doesn’t even mind.
Mike lets out one final whine as he ruts into his warm mouth and his tiny dick sputters up a few pathetic, measly droplets of cum. Will isn’t let down, happily swallowing them and then licking his length clean after. Even his cum tastes fresh and clean. It’s cute, he’s so little and barely pubescent that he finished fast but still can’t even cum properly yet. He smiles to himself as he bobs his head a few more times before finally taking his mouth off Mike’s member with a lewd pop.
He took in the sight of the boy’s little cocklet, now glistening with saliva and just starting to go soft. Beautiful.
Mike has collapsed back, arms once again rested above his head and his breaths coming in ragged uneven gasps. Of course, he’s tired out, this must’ve been one of his first orgasms— maybe even his very first. That thought excites him.
“You okay?”, Will coos, leaning over. Mike’s face is flushed bright pink and stained with tears. He wipes one away with his index finger. “Don’t be upset. You did good, baby”.
The little boy hiccups a little. “Made.. made you happy?”.
He hummed thoughtfully. “Halfway happy. There’s just one other little part of the game to do and then you’ll be forgiven”.
By now he’s sporting a big erection of his own, and after palming at it slightly through his clothes he decides that’s not enough and starts to pull his own pants down.
“Will”, Mike whimpered. “What are you doing?”.
“It’s what special friends do. It’ll feel good, I promise, okay?”. Will slides down his underwear next, and it bunches up at his ankles on top of his jeans, his dick springing free. He’d been a later bloomer but had grown to a somewhat impressive length of seven inches, with a light bush of brown hair at the base of his cock and a marble orb of precum glistening on his tip. Instantly Mike’s doe eyes go even wider and Will feels a small note of pride as the boy is clearly mesmerised, unable to look away.
He takes hold of Mike’s small hips, contemplating for a moment. This might be difficult since he doesn’t have any lube. I mean, it was just a dream, it’s not like he can actually hurt the kid. But at the same time going in dry wouldn’t feel good. He slips two digits into his mouth, sucking on them to get them wet with saliva, and then moved his hand down and gently spread the boy’s legs, prodding the two fingers against his small pink opening, applying some pressure.
“Ow, ow!”, the child squealed, kicking his feet and trying to squirm away. “Stop!”.
Will pinched his eyebrows together in slight annoyance. “Stay still or it’ll hurt more”.
Mike shook his head. “No, you’re being mean! You’re not like my Will. This is dirty”.
“It’s not dirty. It’s love”, he told him, moving his fingers in and out more, trying his best to spread open the preteens' impossibly tight hole. “You told me you’d do anything for me. Friends don’t lie, remember?”.
The boy just sniffled, not protesting anymore but watching with a clearly upset expression, letting out small breaths and clenching his little fists each time Will’s fingers moved in and out.
Once Will felt satisfied with his mediocre attempt at prep, he took ahold of his own dick, giving it a few strokes and then carefully lining himself up with Mike’s hole.
“Will, don’t”, Mike whined, terrified. “It’s too big”. He knew he should probably feel bad doing this to a child who was, at the time, still innocent– but the way his tiny voice shook and he stared up at him all teary eyed made his boner throb even more. He looked like a small, hurt puppy, practically begging for it.
“It’ll be okay. I know what I’m doing. I’m a grownup, remember?”, Will said softly, wanting him to be as calm as possible. “You trust me, right?”.
“Okay”, the child whispered after a moment, voice catching in his throat. “Please don’t hurt me”.
“Aw, I won’t hurt you. It’ll be a fun game for both of us”, Will hushed him, leaning down and peppering his cheeks and forehead with gentle kisses. That made Mike scrunch up his little face, giggling just slightly through his small gasps and sniffles. He snuggled in closer for just a moment and snuffled along the boy's neck. His skin smelt clean, and there was a hint of apple shampoo from his hair. Will exhaled, dick throbbing with need. It was so hard to not just take what he wanted right then and there without any warning.
After that he gently took ahold of Mike’s waist and turned him over onto his stomach, deciding that way would be easier. Now he got a good view of the boy’s cute butt, and spat into his palm before rubbing his length up and down with it in a final last ditch attempt at lubricating it more. Will then grabbed Mike’s hips, lifting his lower end up just a little so it was easier to line himself up. He relished at just how tiny Mike was being held like this for a moment, before pushing his precum-slick cock head into his hole.
It was a tight squeeze initially and it took a few seconds of pushing just for his tip to fit in. Mike groaned immediately, nails digging into the sheets. “Hurts, hurts!”, he protested.
“It’s supposed to hurt a little at first. You’re okay”, Will murmured. His mouth fell open as more and more of his thick length slid into Mike’s tight little boy cunt. It was so soft inside, like a flower petal, and so warm, each inch of him being enveloped in pure tingling pleasure. It was hard to believe this was a dream, it felt so real.
Grunting with effort he kept sliding more and more of his cock into the boy's ass, which welcomed him warmly. Well, not exactly welcomed him, since Mike was in a state of practically hyperventilating and seemed to be pressing his shaking thighs together in some pathetic attempt at expelling him, but that was easy to ignore and he let himself in anyway. He’d earned this and he was going to take his reward. Will sighed in satisfaction as finally he bottomed out, taking a moment to drool over the perfect feeling of his entire dick being up this cute little boy's ass, being squeezed like a vice. He was sure no other man he’d ever hook up with in the future could compare.
“Such a good boy”, he breathed out, before slowly starting to ease back out just a few inches. The young boy beneath him just let out a small sob, breathing hard and gripping onto the bed sheets with everything he had in him. Once he’d pulled out about halfway Will started to slide himself back in, a little faster than before. He bottomed out again relatively quickly, and soon he was able to get into a slow, sloppy pace of drawing himself in and out. Mike’s body rocked with the force of each push and he wept beneath him.
It didn’t take long for Will to build up some more momentum the more he eased into it. By now he was full on thrusting, grunting and huffing in pure ecstasy as the child’s hot insides clenched and fluttered around him and his balls slapped against his small ass. His stomach churned in pleasure and he closed his eyes, tuning out everything except this wonderful feeling. It was like nothing he’d ever experienced before, and it wasn’t even real.
Mike’s loud crying had turned to moans and squeaks, and he assumed that now that the initial painful, tight squeeze had passed, it was starting to feel good for the little boy as well. He smiled at that, eyes opening just slightly to watch in amusement as Mike buried his face in the sheets in humiliation, trying to smother his desperate noises. Turning an innocent child into a perverted, moaning mess by fucking his brains out was such a filthy idea and yet it excited Will so much. One of his hands holding the boy's waist slid down to reach between his legs and with two fingers, stroke his soft little cock again at the same time as thrusting into his hole, mercilessly overstimulating the twelve year old even more.
His thrusts grew faster and faster as he started to feel a familiar heat build up in his stomach. With one final push Will buried himself to the hilt inside his friend’s hole and finally had his sweet release, hot cum pumping out of his tip and filling up the small boy’s guts. At the same time Mike’s body heaved in a dry orgasm, his dick twitching but being unable to produce any more cum. By now the boy was sobbing heavily, completely overwhelmed by everything.
Will stayed buried inside for a few moments, taking in the warmth and closeness and intimacy. Both of them were panting and gasping together, their bodies flushed and buzzing with adrenaline. The room smelt of sweat and fabric and an underlying scent of something sweet and sexy. Then, he slowly pulled out, a stream of white cum instantly starting to leak out of Mike’s stretched, hairless pink hole when he did.
Will’s shoulders kept heaving as he caught his breath, gently reaching down and picking Mike up, gathering him into his arms. The boy whined something incoherent, trying in vain to squirm away before relaxing and just letting Will pull him into a hug. He pressed Mike’s face against his chest, letting the kid sniffle and cry into his shirt, while he nestled his face in his soft black hair, breathing in the fruity smell of it and rocking him lightly in his arms. “You were so good.. so good..”, he panted. “Such a good friend".
Mike sniffed and hiccuped, finally leaning back a little to look up at him. “So we’re still.. still best friends?”, he croaked.
“Of course”, Will smiled, leaning back as well before pressing a gentle kiss to the boy’s forehead. “You’re my most special friend. Maybe I’ll go and see grown up Mike tomorrow, or give him a call. All thanks to you”.
Despite the tears still leaking down his flushed round cheeks, Mike looked just a little relieved at that. “O.. okay. Good. I just want to be your friend forever. That’s— that’s it”.
“And you will be”, he reassured the child, pulling him into another hug, this one which the boy melted into more rather than being so stiff and shaky. They stayed like that for what felt like a long time, until both of their breathing started to slow down.
And Will could feel himself drifting…
He woke up with a jolt in his own bed at home. He blinked rapidly, adjusting to the darkness of his room. Immediately the pounding in his head hit him and he groaned, missing the dream already.
Will was also aware of a distinct sticky wetness between his legs. That dream maybe wasn’t real, but it seemed like his bodily reactions sure had been.
And how messed up was that? The realisation was hitting him like a truck now. He’d dreamt about molesting the twelve year old version of his childhood best friend. And he’d came to it.
And to make matters worse— he didn’t regret a thing. Replaying all those sensations in his head only made his body feel warm again. He never thought he’d had a thing for little boys before.. maybe it was just because it was Mike, it was different. He didn’t understand it. All he knew was that he kind of really wanted to fall asleep, wake up in the same place and do it all over again.
Will let himself flop back, head hitting the pillow. Yeah, he definitely had a problem.