Archive of Our Own

Chapter Text

Mike used to consider himself a normal person. Of course, since he was 12 years old, he hadn’t lived a normal life.

Most people don’t spend a good majority of their teenage years fighting inter-dimensional monsters or blowing up wormholes to stop a planet from colliding with their own. 

Even while all of that happened to Mike, he still thought of himself as normal. He had a normal family, normal friends, a not-so normal girlfriend, but hey, at least she was a girl. 

No, the last day he felt that normalcy was the day his best friend, Will, came out to him. Since then, his thoughts had spiraled out of control.

As he sat there, watching his best friend cry because of how scared he was to tell the ones close to him about his sexuality, Mike couldn’t help but think to himself about just how pretty he looked while crying. 

Mike found out his best friend was gay. Okay, that wasn’t a problem. That just meant that Will was an option now. An option for Mike. 

There was even a chance that Will thought Mike was attractive at some point. Mike wondered if Will ever thought about kissing him, about touching him, just like Mike had done so many times before.

From then on, Mike wanted to learn every possible thing about being gay. He bought magazines, checked out books, educated himself thoroughly so he could be prepared just on the off-chance that Will might be into him. 

Of course, if Will was into him, how could Mike say no and disappoint his pretty best friend? 

It had now been well over a year since Will came out. Just a few short weeks ago, the Party had all graduated from high school, and Mike is now driving over to Hopper’s cabin to pick Will up for the party’s weekly movie night. 

Mike and Will had sort of drifted apart in their friendship. It wasn’t because they had a fight or anything, or even because of Will coming out. 

It was because Mike Wheeler is a fucking pervert. 

He tries his best to stay away from Will as to not… corrupt him. He thought if he got too close to him he would end up touching him, and touching him, and wouldn’t be able to stop himself from doing so.

He knows Will is a virgin, knows he is untouched and never even had his first kiss. And that turns Mike on so much more than he thought. 

So, he purposefully keeps his distance from Will. No more lone sleepovers with him. No more alone time with Will at all. Mike makes sure he is with at least one other party member when he is around Will just so having them around could keep Mike from pouncing on him.

He didn’t stop looking at him though. At every opportunity he could get, he just stares at Will longingly. Observing every single one of his pretty features. 

Mike loves the softness about Will. The whole femininity of him. He loves that whenever they stood next to each other, he towers right over Will. Mike loves that he has wider hips and a smaller waist than any other boy he’s ever seen.

Mike wants to fuck him so deep and so hard just to show Will what it felt like to be so full. It feels close to impossible just to control himself around Will. 

And Mike is sure that Will is almost oblivious to his feelings. He isn’t sure just how clear his sentiments are coming across to Will, but he is damn near horny all the time around him. He practically eyefucks him at every opportunity he can get. 

Today, though, he wasn’t able to get any other member from the party to come with him to pick Will up. They were all preoccupied with something else, and would meet up at Mike’s house at a later time. So, Mike promised himself he would think about completely unrelated things during his brief alone time with Will. 

He is not going to think about Will’s soft thighs or plump ass. He is not going to think about his pink lips or his rosy cheeks or his gentle skin that is littered with the most adorable moles. And he is definitely not going to think about those radiant hazel eyes that looked up at Mike through those gorgeous, long eyelashes of his. 

Mike approaches the Hopper-Byers cabin with a mind that is not filled with filthy images of a certain best friend of his. 

He parks his car, which is actually his parent’s car that they reluctantly let him borrow sometimes, and steps up onto the porch. He knocks gently on the wooden door, putting his hands in his pockets afterward. He peers through the front windows, furrowing his eyebrows. 

It was a little too quiet, surely Will would have been waiting for him already? They did agree on this time just yesterday, and it wasn’t like Will to forget details like this. 

He makes an attempt to open the front door. It creaks open easily, already unlocked for him. Mike’s immediate thought is that something is dead wrong. Hopper nor Joyce are home, but Will must have still been there since his bike is still laying discarded on the dirt just outside the cabin. 

Mike walks in warily, and quietly shuts the door behind him. It’s silent throughout the cabin, for the most part at least. Mike’s heart falls through the floor once he realizes where the quiet noises that he’s hearing are coming from. 

He sees that Will’s bedroom door is cracked open. His bedroom used to be Jane’s bedroom, which sometimes made it weird for Mike whenever he went inside. 

He loved her, still does love her, but he hasn’t seen her in that way for a long time. Maybe he never even saw her that way. He really tries not to think about her too much since the day she ended her life in front of all of the people she loved. It hurt a little too much. 

And he definitely can’t think of that now when the noises coming from the bedroom are clearly coming from Will’s mouth. Mike steps as carefully as he can towards the already slightly ajar door. Through the opening in the door, he can just barely make out a figure laying on top of Will’s mattress. Mike pushes the door open just a little bit more, making sure his movements are as noiseless as he can possibly make them. 

What appears in Mike’s line of sight is what he’s honestly been dreaming of walking in on. Will, lying on his back almost fully naked on his bed, hand working at his cock. Mike almost didn’t believe he had a cock at first, Will’s hand is completely enveloping it. The gears turn in his brain, and it computes within Mike almost instantly. Will has a small cock. Way smaller than Mike’s own. So small that just one hand could completely cover it.

Will has his eyes completely shut. He’s bucking his hips in the air, arching his back like crazy as he works at himself. Will thumbs at his slit a little, smearing his pre-cum around and making these cute, small whimpering noises. Mike has to quietly slap a hand over his mouth to stop himself from moaning at the sight.

Mike’s gone unnoticed by the other boy. Which is good, because Mike does not want to tear his eyes away from the pretty view that he has. He knows he should look away, maybe even drive home and forget all about movie night. It would be the morally right thing to do. But, Mike is far from having good morals right now. Especially when it came to the one person whom he wanted to see wrecked the most. 

He, however, does take note of Will’s slight frustration, which has been growing ever since Mike had found him masturbating. Mike furrows his eyebrows a little, thinking for a moment as he watches Will pathetically, and sloppily, stroke at his tiny cock. 

Will is not happy about something, and Mike can tell why. Will isn’t getting the pleasure he craves. He is doing it all wrong, probably. 

Mike would have done it in a different way. He imagines himself suckling on Will’s neck like a blood-thirsty vampire. He would kiss down to his collarbones, all the way down to the waistband of his boxer briefs. He would flick and pinch at Will’s nipples, causing sharp cries to come from the boy. He would thumb at Will’s slit through the fabric of his underwear, whispering filthy things in his ear as he got Will worked up underneath him. Then, he would finally pull his underwear down and take his cock into his hand. He would start at the base, twisting his wrist up as he jerked him off. He would swipe his thumb at the underside of his head, hoping it would be just as sensitive as it was whenever Mike touched his own cock there. His pace would gradually increase, and Will would be clutching onto the bedsheets as he felt such extreme pleasure. 

Mike would bring him so, so close to the edge. And then he would halt his movements, and Will would whine out underneath him at Mike stopping. He would then lean closer to Will, and lick at his earlobe a bit before he whispers to him, “You can only come when I allow it, baby. Hold yourself back for me. It’ll feel so good, I promise.”

In Mike’s fantasy, Will would be the most obedient boy in the world. He would nod at Mike’s words, tears streaming down his face because of his denied orgasm. Mike would then resume his movements, starting off slow and then back up to the fast pace he was working at. Will would try to buck up into his fist, but Mike would hold his hips down, cooing at him to relax. 

After a while, Will would call out to Mike that he was close. Mike would look down at the desperate sight beneath him. Will’s whole body would be flushed pink, he would even be coated in a thin layer of sweat. His face would be the absolute best part though. The face of someone so beautiful, inside and out, who wants to come so bad. His sweet eyes and swollen lips from having bit down on them so hard with his adorable bunny teeth would completely have Mike giving into him. “Come for me, baby. Let go.” Mike would say to him.

Mike’s immersive, perverted fantasy suddenly pops when he hears a loud gasp from across the room, where Will is currently laying on the bed. 

He blinks stupidly, realizing quickly that he had been caught watching Will touch himself. Will had quickly stopped moving his wrist, squeaking with embarrassment as he covers his private area with both hands. Mike’s eyes catch on Will’s own hazel ones, and they look wide with terror. Mike stands completely frozen for a few moments, unsure of what to do as he stares at Will’s naked form.

“Fuck— I’m… I'm so sorry, Will. I’ll just… um—“ Mike stutters frantically, and ultimately decides to just exit the room and shut the door behind himself. He leans against it, breathing heavily as he collects his thoughts. This is not, not good. 

Mike had been caught. Caught in his natural form which he so desperately tries to hide: a depraved fucking pervert. He should, honestly, be freaking out way more. But, a smile creeps up onto his face slowly. He is so glad he got to see Will in that way. It will be the perfect jerk off material Mike can revisit in his mind for the rest of his life. God knows he was going to jack himself off so hard that night his dick is probably going to fall off. 

Mike hears the sound of the door knob creaking below him, indicating that Will is about to open the door. He quickly jumps away from the door, eyes widening as he realizes he’s been sporting a hard-on for who knows how long. He pulls the bottom of his dark blue t-shirt as far down as it can go, covering the bulge in his jeans as best as he can. 

Will hesitantly opens the bedroom door, his worried eyes immediately falling upon the sight of Mike standing there like an idiot. His face is completely flushed red, and Mike felt his cock throb more upon seeing his flustered cheeks.

God, Mike wants to fuck Will stupid. He wants him crying and babbling underneath him as Mike drills his dick deep inside of his tight hole.  

He indistinctly shakes his head a little to whittle away at his thoughts. He realizes quickly how insane he probably looks to Will. 

Will steps out of the door frame, now fully dressed in a pair of light wash jean shorts and a striped red and blue t-shirt. He shuts the door behind him, leaning against it carefully. It looks like he doesn’t really know what to say at first. He’s probably scared or embarrassed by what just happened. Mike wants to comfort him and tell him that he’s sorry or that everything’s going to be okay, but he couldn’t get his mouth to start moving. 

Will recovers quite fast from his contemplation and starts to speak, “Look, Mike…” He sighs, closing his eyes as he tries avoiding eye contact, “I misremembered the time. I thought you were picking me up at seven… not six.” He says, opening his eyes to look at Mike once again.

Mike doesn’t say anything, but just shifts awkwardly on his feet to try to hide his boner even more. He isn’t sure if it’s working too well.

Will looks away from him, cheeks even more red from Mike’s non-response. “I’m sorry. You weren’t supposed to see that, at all. I hope I didn’t— I don’t know, make you feel weird or anything.”

Mike’s eyes widen, and he instantly shakes his head. “No! Will, trust me, it’s okay. You shouldn’t even be apologizing, I mean…” He laughs a little, attempting to clear the tension from the cabin, “I didn’t even knock before opening your door. And I was just so surprised by what I saw that I—“

Stared at you with racing thoughts of making you scream my name, playing with your nipples and your cock, suckling kisses all over your soft skin, and wondering what your backside looked like?

“Stood there like a dumbass.” is what Mike chooses to say instead.

Will doesn’t laugh or even smile at what Mike said, he just nods his head slightly. Mike clears his throat a little, and goes right back to reassuring Will, “Really, it’s okay. I mean, everybody masturbates, right?”

Will suddenly coughs at that, and leans away from the bedroom door to speed walk past Mike. He opens the front door of the cabin, and glances back up at Mike; still sporting that adorable, blushing look on his cheeks. “R-Right! Exactly! So we’re good?” 

Mike smirks at his shyness, and waltzes right over to him. He takes hold of the door, and presses up against Will slightly. Will gasps a little, stumbling right back into the wooden door.

Mike leans down a little, his breath ghosting right past Will’s left ear, “Completely.”

He watches as Will visibly shivers at that. Mike leans away with a smug ass look on his face, and watches Will blush profusely as he walks out the cabin, onto the porch, and down the stairs. Will quickly makes his way to Mike’s car, letting himself in the passenger side.

Mike chuckles, he successfully made Will Byers speechless and flushed all the way to the tips of his ears. Mike suddenly wonders what it would look like to have a shy, naked Will underneath him in bed. He smiles at the thought, and shuts the cabin door behind him.

“We are not watching Spaceballs!” Max groans loudly. 

“We are definitely watching Spaceballs.” Dustin retaliates back. 

Max and Dustin have been arguing about the already agreed upon movie selection for the past ten minutes. Mike is sitting on the basement’s couch, sandwiched in between a neutral-party Lucas, and a quiet Will.

Mike maybe, sort of, broke his own promise to himself to not get physically too close to Will. He ended up getting too into his head, too into the situation, and practically pinned Will to the door just so Will could feel Mike’s hard-on for him. 

He’s worried he may have spooked Will off a bit. He still isn’t sure if Will had even thought of Mike in that way. He wants to find out though. He wants to pin him down to this couch right now and ask if he’s ever jerked it to Mike before.

Mike spares a glance over at Will, who is staring down at his own hands in his lap. He’s been quieter than usual ever since they arrived at Mike’s house. Actually, Will hasn’t said a word to Mike since the cabin.

Mike mentally slaps himself across the head. He was so stupid. Crowding into Will’s space like that, almost forcing himself onto him? He gets so lost in his head about thoughts of Will hating him that he doesn’t even notice that Dustin had been calling out to him. 

“Earth to Mike!” Dustin half-yells, snapping his fingers in front of Mike’s face. 

Mike indeed does snap out of it, immediately huffing and leaning back into the couch a bit to mask away his spacing out, “What, Dustin?” 

Dustin rolls his eyes, stealing a quick, knowing glance with Lucas before he looks back to Mike, “Tell Max that we—“ He gestures between himself, Lucas and Mike, “… already decided on Spaceballs. And that it’s your basement and you make the rules.”

Mike tilts his head towards Max’s direction, looking at her flat out, “What he said.”

Dustin groans in exasperation, slapping his hands against his sides. 

Max shakes her head, a determined look on her face, “Yeah, no. I don’t give a damn if this is Wheeler’s basement, he doesn’t make the rules. We all know that Will does.”

Will blinks a little at that, and everyone turns their attention towards him. “What? I do not...?” Will sputters, confused.

Max laughs a little at that, earning a quirked eyebrow from Will. “Of course you do! Mike always gives in to whatever you want, and I highly doubt you want to watch a movie called Spaceballs.”

Will immediately glances at Mike, a bit of a stunned look on his face as he processes the information that Max had just told him. Mike just shrugs a little at Will, it definitely is his worst kept secret that he will literally do anything for him. 

“Actually, I like that movie, Max.” Will finally says, smiling sheepishly, “It’s a parody of Star Wars, and we all love Star Wars, right?” 

Mike nods promptly, looking over at everyone else to see them in agreement as well. Max looks hesitant, but she too cannot resist the sweet temptation that is Will Byers. 

“Please, Max. I haven’t seen it in awhile, maybe you might even like it too.” Will pleads to her.

Max groans, immediately giving into him. “Fine. But, I want you to go make the popcorn for us, Will. And bring me a Coke, too?” She asks sweetly. 

Get your own damn Coke Mike wants to say to her. 

Will giggles, standing up from the couch. He gives into her too, knowing how they like to get even with each other sometimes. Will heads up the stairs to do as he was asked. Mike watches his backside, his eyes never failing to deviate from his plump ass in those tight jeans. 

This is a grand opportunity for Mike. He can’t miss this chance and he definitely can’t mess it up either. He stands to his socked feet suddenly, his hands twitching a little nervously by his sides. Everyone else looks at him with a weird look on their face. “I have to um… go get something.” He announces awkwardly. 

He dashes for the basement stairs almost instantly, not looking back to see his friends' reactions. He’s lucky that none of them had caught onto his behaviors after all this time. They would not be too happy with Mike if they were to witness what’s about to happen next. 

The kitchen is almost pitch black besides the small overhead lamp illuminating light onto the kitchen island. Will is currently standing in front of the microwave, watching as the popcorn bag expands with every pop it makes.

Seeing as Mike is a bit of a creep, he stands just outside the edge of the kitchen and watches Will. Mike thinks he’s the most breathtaking person he’s ever seen. Probably will ever see, at this rate. Mike doesn’t even even want to “see” other people that way anyway. He wants to bask in the sunshine that is Will’s smile, drown in the warm waters that are his thick thighs. 

Mike is suddenly snapped from his thoughts when he hears the microwave ding, indicating that the popcorn Will is making is done. He observes as Will takes the bag out of the machine, and opens it up. He shakes the popcorn out into a large, red bowl. He cleans up his mess swiftly, and even adds a dash of salt to the popcorn. Mike thinks every little thing he does is so fucking cute. 

When Will opens the fridge to grab Max’s drink, he has to bend down a little to get it. His ass curves up into view with the movement, and Mike bites his lip at the sight. This is his chance. He has to take it.

Mike quietly steps into the kitchen, quick enough to make it to Will’s side in seconds. After Will stands up straight with the Coke in hand, Mike harshly smacks a palm on the fridge door and pushes it closed. He presses his chest to Will’s back, crowding him against the fridge instantaneously. Will gasps in surprise at the sudden situation, turning his head to the side a little to look at the perpetrator pinning him against the fridge. 

In the dim light, Mike can tell Will is blushing. He always seems to be blushing though, especially if he was around Mike. He visibly gulps, the sight of his Adam’s apple bobbing completely entrancing Mike, “…Mike?”

He cocks his head to the side at his meek little “Mike”; his gaze intense as he just looks at Will. The silence would be deafening in this situation, but Mike genuinely is too turned on to care. He presses a little harder against Will, allowing the bulge in his jeans to push up against the cleft of Will’s ass. He slides his palm off the fridge door, and down onto Will’s waist. His fingers immediately dip underneath the hem of his shirt, letting the digits splay across Will’s stomach. Mike feels Will twitch under the touch. 

Mike leans his chin forward to rest it right on Will’s right shoulder. He inhales deeply into the crook of Will’s neck, taking in his scent. It’s sweet and soft like him, with a hint of his sweat underneath it. Mike fights every urge within him to not lap at the side of his neck. He moves his head a little so his lips are right next to his ear, loving whenever he gets to whisper right into it. “You still thinking about earlier?” Mike asks him quietly.

Before Will can even answer, Mike’s fingertips ghost past Will’s bellybutton. He even lets one finger dip right into it, causing Will to lurch forward a bit and make a small, whining noise at the touch. Mike smiles at his reaction, “Because I am. Haven’t stopped thinking about what I saw all night.” Will shudders a little at that, seemingly because of Mike’s voice echoing right into his ear.

Mike stares at the back of Will’s head, at his delicate, brown locks of hair. He’s not actually expecting some kind of real response from Will, he just wants to tease him a bit. Mike is pleasantly surprised when Will finally answers him with a small, quiet, “Yes.”

At first, Mike doesn’t know what to do. He isn’t sure if Will is thinking about earlier because of how embarrassed he was at the situation, or maybe at the possibility of Mike seeing him in that way and clearly being turned on? He wants to know so badly what it’s like to be inside Will’s head at the moment. His pretty little thoughts must be worrying him so much. Mike almost hates himself for that. 

Mike breathes in deeply, choosing his next words with the utmost amount of care, “Is it because I saw you, Will? Is it because I caught you touching yourself?”

Will huffs out a breath of embarrassment at that, but nods shyly at Mike’s words anyways. 

Mike shifts behind him slightly, causing his clothed dick to press against him a little bit harder. He watches as Will bites harshly down onto his lower lip. “Tell me—“ Mike pauses, letting his words linger in the air before he whispers into Will’s ear again, “Did it feel good? Were you close?”

Mike is so fucking perverted. No normal person would be asking his best friend invasive questions like this. He feels so fucked in the head but at the same time he genuinely could not care less about how he could be perceived for this. Again, he’s lucky the rest of the party is not around to witness this. Max would definitely kill him, and he’s not so sure Lucas or Dustin would ever want to speak to him again. 

Will is clearly a little bit more lenient when it comes to Mike’s behaviors. 

It takes a moment for him to answer. Mike can tell he’s really contemplating what he’s about to say, as if he’s not so sure he should speak it out loud. 

“N-Not really… No.” 

Mike smiles slyly into his neck. There it is. Mike’s perfect opening. His one chance to turn this around in favor of both of them. Mike just has a little bit more of a sinister motive than Will probably has. 

He slides the hand that’s on Will’s stomach downwards a bit, letting his fingers just ghost past the hem of his jean shorts. Mike feels the soft fabric of Will’s boxer briefs against the tips of his fingers. 

“What if… I helped you?” Mike proposes.

Will stills underneath his touch at the question. He’s quiet for a moment, Mike almost wants to repeat what he asked. Will then turns his head a little bit more, so he is now making direct eye contact with Mike, “Help me… how?” 

“I could guide you, if you’ll let me. It was obvious you didn’t really know what you were doing, and that’s fine. I mean— Wait, you have masturbated before today, right?” Mike quickly asks, his heart skipping a beat. Mike feels like he would go infinitely more crazy if today was the first time Will had ever touched himself before. 

Will scoffs at that, pushing back against Mike. He stumbles backward a little, blinking stupidly at Will.

Will repositions himself against the fridge, slams the Coke down onto the counter beside it, and leans his back against it with his arms folded against his chest. He was staring at Mike with a deadpan look on his face. Uh-oh. 

“Mike, of course I’ve—“ He starts off saying a little loud, but then stops, looking around a little anxiously. He lowers his tone of voice on the next few words, “… masturbated before. Do you really think I don’t know how to touch myself?” 

Mike laughs suddenly, earning a roll of eyes from Will. “I saw you, Will. It looked like you were frustrated or something. Like you were having trouble reaching your orgasm. You just need me to teach you, that's all.”

Will’s eyes widen a little, and he straightens his posture. “What the hell is that supposed to mean, Mike?” 

Oh, Mike’s not gonna let Will play stupid with him. 

He steps right back into Will’s personal space, grasping onto both of his wrists with one hand, and yanks them above Will’s head. He pins his wrists to the fridge door loudly, causing Will to exhale a sudden breath. 

“It means, Will—“ He starts off with a growl, “I tell you where to touch. I tell you what to think about. I tell you how fast or slow you go. And you better believe I get to tell you when you can come.” 

Will blinks at him in disbelief. His cheeks are so, so red Mike almost thinks he’s going to burst. He doesn’t look like he’s raging at Mike’s suggestion, or even embarrassed by it, but more like… he’s actually considering it. 

Mike waits patiently for his answer. He knows it’s a crazy, “friends would never, ever do this” scenario, but he’s desperate for it. He has to find out some way to show his utter devotion to Will, and this seems like a pretty good place to start. Showing him how to pleasure himself in all the right ways, making him feel so good Will won’t even know what to do with himself because of it. 

Will bites down at his lip, the sight of his cute bunny teeth making Mike shiver. “What’s in it for you?” He finally asks him.

Mike hadn’t thought this far. He honestly wasn’t expecting to get this far, either. He really does hate lying to Will, but maybe he could just not tell him the whole truth of it. He wants to do this to fulfill his perverted fantasies, yes! But, he also wants to do this to help his best friend. His best friend that has suffered through so, so much and deserves the absolute world and beyond. 

Everything good deserves to come to Will Byers, and that includes having a mind-blowing, toe-curling, eye-rolling orgasm. 

Mike gently takes Will’s wrists down from where he was holding them, and into the space between them. He looks down at his own hand still wrapped around Will’s wrists, rubbing his thumb a bit against the skin.

He looks back up at him with a small smile, “Nothing. I only want to do this to help you. You’ve been through so much fucking pain, Will. Let me help you see pleasure.” 

Will looks absolutely star-struck by this. Mike feels a little vulnerable after that small confession of his, but it was all true. Well, somewhat. 

Mike lets go of his wrists, giving the back of one of Will’s hands a light pat. “You don’t have to answer right now. Just think about it. Let’s just go back to the movie, yeah?” 

Mike takes the drink from where Will put it down, and walks over to grab the bowl of popcorn. “Max should be getting her own shit, by the way. Being submissive doesn’t always mean doing chores for other people, Will.”

Mike laughs to himself quietly, almost forgetting that Will is still in the same room as him, staring straight at him. “Maybe I could even teach you what it means to be a good sub, too.”

Mike and Will weren’t the only ones that were quiet throughout the movie. Despite Dustin’s overexcitement about watching Spaceballs, he only commented twice about the movie while watching. Usually, he’s talking just about every five seconds during any movie that he watches. So much so that the party has to tell him to shut up constantly. 

Both Lucas and Max kept stealing glances to look at Mike throughout the movie. He was starting to worry that they had somehow overheard him and Will’s… confrontation in the kitchen. But, Mike swore they were alone the whole time they were upstairs. Mike was pretty deep in his thoughts of ways he could defile Will that there was a chance they could have sneaked in without him realizing, though. 

Will hadn’t said one word to Mike or anyone since the kitchen. He still sat next to him on the worn couch, in fact Mike could have sworn Will had sat even closer to him. Their thighs were pressed together the entire movie, and it took everything in Mike not to place a possessive hand over Will’s knee and just grip. 

Mike now stands by the front door, watching as Dustin walks across the lawn to his bike. Lucas and Max were having a quiet conversation with Will behind him. 

He turns to look at the trio, eyeing them in the dark. Mike comes up from behind Will, and places a hand on the small of his back. Will stills underneath him instantly, growing quiet due to the touch. He presses his palm against him slightly. Maybe not so much as a warning, maybe more so as a “Don’t forget I’m here too, baby.” He’s obviously not going to say that part out loud, so, he settles on:

“What’s going on?” 

Mike looks between Lucas and Max, raising his eyebrows at them expectantly.

“Nothing, we were just telling Will to have a good night.” Lucas says casually. Mike catches onto the slight hint of nervousness in his voice, though.

Max doesn’t say anything, but just keeps her eyes suspiciously on Mike. She has this thing about her where she is able to constantly notice things about other people with the snap of a finger. Mike finds her creepy sometimes, but look who the hell is talking. Mike is the creepy one, not Max. 

Mike gives a wide, forced smile at them. “Well then, goodnight. I’ll be taking Will home in a bit and, well—“ Mike scoffs, pressing his hand harder into Will’s back, causing Will to whimper under his breath, “I can’t very well do that until you move your car, Lucas.”

Lucas gives him a weird look, but nods anyway. He looks over to Will and gives him a small, goodbye smile. “See ya tomorrow.” Lucas says, clasping a hand on Will’s shoulder before he walks out the front door.

Mike watches as he leaves, shooting invisible daggers at him with his eyes. He turns his head back around to see Max giving Will what seems to be a worried look. 

Does she know how fucking perverted Mike is? It seems like she knows.

Mike didn’t understand why she looks so worried. Will is perfectly fine, Mike isn’t going to be touching him anyway. This is about Will’s pleasure, not his own. 

“… Night, Will.” She finally speaks after a moment of silence. 

“Night, Max.” Will says back to her, smiling as sweet as he always does. 

Once he hears the front door closing behind them, Mike steps away from Will, letting his hand fall from lower back. It was almost like he was trying to shield him from Lucas and Max, to get him to turn away from whatever shit they were probably trying to convince him of. Now that they are gone, Mike relaxes his muscles a little.

Will shuffles on his feet quietly beside him. He looks down at the floor, clearly avoiding Mike’s gaze, “Um… I thought about what you said earlier.”

Mike catches his breath, not exactly expecting Will to go straight into it. And he thought he was being pushy. “Look, Will, you don’t have to say anything—“

Will cuts him off, “I want to do it, Mike. I want you to show me what to do.” He looks back up at him, pupils dilating; black swallowing up green, “Show me how to touch myself. The right way.”

Mike is taken aback. Will sounds desperate, and he wonders just how much Will would like to learn from him. 

Mike keeps his hands to himself, which is admittedly pretty hard when you have a gorgeous boy right in front of you asking to be taught how to jerk off the right way. 

“When—“ Mike begins, but is cut off again by Will.

“Is tonight okay? I could just sleep down in the basement after.” Will says, fidgeting with his hands nervously, “If that’s okay with you, I mean.” 

Mike is more than okay with that, actually. He just wasn’t expecting for something like this to happen so soon, so fast. But, god, Mike has thought about this moment so much. He’s gonna make Will so needy for him, so desperate, and feel so good without Mike even laying a finger on him. Just by words only. 

“Yeah— Definitely okay with me. We can do it in my room…” Mike steps closer to him, leaning down into his space. His lips hang right by Will’s ear once again, a spot Mike has quickly taken a liking too, “In my bed. You can touch yourself in my bed.”

The look Will gives him is breathtaking. His mouth hangs open slightly, and through it Mike can see the pink of his tongue. His eyes shine, and Mike can see lust begin to cloud them.

Fuck. Mike is going to be so unbelievably hard for the rest of the night. 

Will nods slightly, a shy smile making its way to his lips, “Y-Yeah, I’d like that, D- Mike…” 

Mike furrows his eyebrows a bit at that, but quickly shakes it off. He offers his hand out for Will to take.

Will just looks at it, confusion in his eyes. He glances back up at Mike, still so, so shy, and after a while finally places his palm atop of  Mike’s. 

Mike leads the both of them up to his room with Will’s hand in his. Will trails behind him quietly; Mike can tell he’s being extra careful with his steps. It isn’t exactly a good look for either of them if they’re caught hand in hand going into Mike’s room in the middle of the night. 

Mike lets go of Will’s hand after he closes the bedroom door behind him. It’s dark in the quiet of Mike’s bedroom, which Mike isn’t going to let that last long. He wants to be able to see Will in all of his glory as he jerks himself off. He goes over to his bedside table, and flicks on his lamp. The room is instantly illuminated by the dim light, and now Mike can see the small blush blooming on Will’s cheeks. 

He walks back over to him, looming over him like a total creep. He supposes they should get started, no time should be wasted after all.

“Take all of your clothes off.” Mike simply states.

Will looks up at him with big, nervous eyes. Mike is not surprised that he’s hesitant, who would actually want to get naked in front of their best friend? But, they’re way past that and Mike has already seen most of everything anyway. Well, he really wants to see his plump ass naked. He wonders how round it actually is, how soft the skin might be. He wants Will to sit on his fucking face and cut off his airflow. He genuinely wants to be smothered in between Will’s asscheeks, moaning and licking at his pretty pink hole.

Mike gets so lost in his perverted fantasies, again, that he realizes Will still hasn’t done what he was told. He tsks at him, “Will, if you want this to work out in your favor, you have to listen to me.” 

Will looks away from him, clearly still hesitating. Mike will not allow any of this. He reaches out, and gently clasps his hand over Will’s jaw, and turns his head so he’s looking at him again. “Be a good fucking boy and strip. Now.”

That gets Will going. He nods his head a little, and grips the hem of his t-shirt. He lifts it over his head with ease, the fabric falling to the floor. He then unclasps his belt, the sound of the metal sounding so loud in the room, almost like a thunderclap. 

Mike watches in awe, gazing as Will slips his belt out of the belt loops on his jeans. He suddenly gets an idea. An idea that he’s maybe thought of way too many times whenever he humped his pillow while thinking about Will.

“Hand me your belt.” Mike quickly says, before Will could drop the waistband to the floor.

Will pauses his movements, looking at him a bit mystified. He laughs uneasily, “Why do you want it?” 

Mike shakes his head a little, not really wanting to be asked a lot of questions right now. But, he’ll let it slide for the time being. “I think for this to go well for you, you need to be blindfolded. Rendering one of your most important senses useless will really heighten the pleasure.” 

Mike takes in a breath, really hoping that he will agree to the next part, “So… Let me blindfold you with your belt. I’ll make sure it’s not too tight on you. You’ll be totally fine.” 

Will looks reluctant at first, but eventually he smiles sheepishly, “Yeah… that actually sounds like it’ll be fun. I like that idea, Mike.” 

Fuck. Is Mike really that good at convincing Will to do what he wants? He wonders if Will would be willing to try just about anything as long as Mike suggests it. 

Will hands Mike the belt. He looks down at it, feeling the leather beneath his fingertips. It’s a bit rough, a bit worn, but will work really well for what Mike has in mind. 

Mike is pulled from his thoughts when he hears the pop of Will’s button being undone from his jeans. He feels mildly dizzy when he hears his zipper being pulled down. He’s going crazy; a million thoughts rolling in his head as he finally gets to see Will in his underwear. Yeah, he’s already kinda seen what’s beneath it, but now Mike wants to know just what kind of underwear Will’s been sporting. 

He watches through hooded eyes as Will slips his jean shorts down his thick thighs. Mike almost chokes on air when he realizes Will has a bit of a hard time pulling them off and away from his voluptuous ass. 

The sight that comes before Mike has his mouth watering. Will, standing there in front of him in nothing but plain white ankle socks and gray boxer briefs. The briefs are a little tight on him, digging into the fat of his upper thighs. And right there, in the middle of the fabric, sits Will’s little cock. 

Mike has to bite down on his lip to stop himself from moaning with the next realization that hits him. 

Will is already hard. 

Just from the few demanding words from Mike. Just from the dominant, commanding tone of his voice, Will’s already fucking hard. There is even a tiny wet spot forming near the top of his briefs. 

Shit. Mike wants to lick his pre right up. 

And Will just stands there, thighs pressed together and arms folded modestly over his chest.

Mike genuinely cannot hold himself back anymore. This is all too much for him. He steps closer to him, and puts a firm, but gentle, palm on his exposed waist. His skin is warm like the sun, and Mike feels like he might just melt into it. 

“Don’t shy away from me, baby. Let me see you.” He speaks lowly into Will’s ear.

Will shivers at his words, and gradually lowers his arms down to his sides. Mike licks his lips as Will’s peaked pink nipples come into view. He moves his hand away from his waist, to his stomach, and all the way up his chest. The sides of his fingers graze past one of Will’s nipples, earning a whimper from him. He’s still a good boy for Mike though, and doesn’t jolt away at all. 

“Have you ever played with these before, Will?” Mike asks into the little space between them. 

Will looks up at Mike with big, hazel eyes. Will is probably so turned on, and Mike is more than grateful for that. Now, he just needs to get him to open up a bit more. 

“No…” Will murmurs back. 

Mike lets out a breath at that, pulling his hand regretfully away from Will’s peck. “That’s okay, baby. I’ll teach you how to play with them, yeah?”

Will blinks a little at that, and smiles softly, “Yeah, I’d like that, please.” 

Mike can’t help but smile too. God, Will is being so pliant and easy for him. Mike just wants to eat him up sometimes. Okay, all the time. 

“Good. Now, take your underwear off and come sit in between my legs.” Mike speaks to him, and just because he feels like it, presses a soft kiss to Will’s forehead.

Mike decides to remain fully clothed. There’s no reason for him to undress really; he’s not the one that’s going to be masturbating after all. Plus, there’s something strangely erotic about being fully clothed while a naked Will gets off in front of him. It’s like one of his perverted dreams coming true, honestly. 

He climbs onto his bed, and positions himself so he’s sitting upright while leaning against the headboard. He spreads his legs wide, creating an inviting space for his pretty best friend. 

When Mike glances back up to look at Will, he sees that his briefs are off. His cock stands to attention, the head a bit swollen and pink, and Jesus Christ, he’s really fucking wet too. Mike’s own dick twitches beneath the denim of his jeans. He breathes deeply, he has to control himself. 

What happens next almost kills Mike. Literally. His breath catches and he feels his heart rate pick up like crazy, and all the blood in his body rushes down south immediately. 

Will, standing at the edge of the bed in front of Mike, kneels down and begins to crawl, on his hands and knees, towards the open space between Mike’s legs. His small cock swings with every movement towards him. Mike grips the bedsheets underneath his fingers to restrain himself from pouncing. 

The final blow to Mike’s head is when Will finally reaches him and turns his body around to sit in between Mike’s thighs. 

Mike gets the absolute best show in the world. It lasts all but one second, but he can now die perfectly happy. Will’s round, fat ass has finally made its way into Mike’s field of view. Bare, tan skin that’s practically begging for Mike to slap a red handprint on it. And just before Will sits his beautiful naked ass down on Mike’s comforter, Mike spots it. A pretty pink, unstretched opening, sitting in the valley of his cheeks.

Fuckfuckfuck. Mike wants to be so buried deep inside him that it’s concerning. Just knowing that nobody else has ever got to see this before, that Mike is the first guy to ever see Will’s hole, even for a split second, causes pre-cum to dribble down his hard cock incessantly. 

Will leans his back against Mike’s clothed chest, which actually makes Mike’s cheeks suddenly heat up. Why does this feel more intimate than anything else that’s happened so far?

Mike takes hold of Will's belt that is laying on the mattress beside them. He leans forward a bit, so he could whisper directly into Will’s ear at the best angle possible, “Ready for the belt?” 

He watches as Will visibly swallows, “Yeah, yeah, I’m ready.”

Mike breathes in deeply, and then brings the belt in front of the both of them. He firmly grasps onto both ends of the belt and brings it up to Will’s eyes. He sees that Will has already shut his eyes, so he gently presses the leather to the area. He wraps it fully around his head, and ties it together in a loose knot. He lets go of the belt, quietly observing the way it rests snuggly on his brown locks. 

Mike makes sure he doesn’t touch Will with his hands. As much as he wants to, this whole situation they’ve gotten themselves into is not about Mike. His boner is straining hard against his jeans, but he pays no mind to that.

“Good?” Mike questions.

Will lets out a breath that sounded like he’d been holding it for awhile, “S-So good, Mike. What do I do first?” 

Mike smiles a bit at his cute eagerness, “Well, I want you to start off by just lightly trailing your hand from your chest to your stomach. Can you do that for me, baby?” 

Will nods, “Mhmm.” 

“Then show me, please.” 

Will starts off with his chest as he was told, his fingertips just lightly ghosting against his skin. His fingers drag down lightly all the way from his sternum, to just below his navel. Will’s rate of breathing increases with each touch to himself. 

“That’s so good, Will. Now, want you to trail that hand down to your thigh, m’kay?” 

Will nods, moving his hand down towards his upper thigh, his fingertips brushing right past where Mike is sure Will needs it most. 

“Fuck—“ Mike groans underneath his breath, “Okay, Will, now take it slow. Just brush your knuckles all the way up your cock. Start from the base and make your way up to the tip.” 

Will shifts his hand closer to his cock, doing as he was told, and presses his knuckles lightly against the base of his cock. He moans instantly, and Mike, knowing that his house is very much so not empty, tugs slightly on the belt wrapped around Will’s head. Will’s head cocks back due to the movement, a small gasp escaping his lips. 

“Try not to make too much noise, Will. Be quiet for me, please?” Mike speaks softly into his ear. 

“Nghh— Sorry, I’ll be quieter, p-promise…” Will stutters out. He inhales deeply, and continues on with grazing his knuckles against his length. He slowly raises his hand up with the movements, quiet whimpers escaping his lips every few seconds. He finally makes his way up to his tip, and gently rubs a knuckle against his slit. His hips lift up involuntarily in response, a sharp whine coming from him too. 

Mike feels intense vertigo at the sight. Will is practically whimpering and whining naked in his lap, Mike could come right then and there because of it. He doesn’t even realize how heavily he started to breathe too. 

“Baby, you’re doing so good. Working yourself up to it. It’s gonna be so rewarding, I promise.” 

Will shuffles a bit, his head now resting against Mike’s shoulder. He’s so fucking easily suggestible before Mike, it’s almost insane to him how much he’s getting what he’s always wanted. Maybe, Mike thinks to himself in the back of his mind, that Will has kind of always wanted this too. Maybe Mike isn’t the only one. 

“Now, I want you to wrap your fingers around just the base, Will. Press into it with your fingertips a bit too.” 

He brings his palm back down to the base of his length, and squeezes his fingertips lightly around his cock. Mike’s hips twitch in excitement. 

“Doing so good, baby. Start by moving your hand up and down your cock. Want you to thumb at your slit too. Go slow.” Mike whispers to him. 

Mike feels Will shudder, and watches as he brings his hand up his small shaft and up to the head of his cock. He lets out soft moans the entire time, catching some of his pre-cum along his thumb and swirling it around the tip. 

“Okay, okay, use your pre to rub it around your cock to act as a lubricant. Make your way down, then back up to the tip.”

He gathers the substance on his fingertips, and smooths it over his cock, working his way back down to the base. Will’s cock was a little shiny now, but Mike thinks it’s not enough. 

“Spit in your hand, Will. You need more.”

Will whines a little in frustration, but obliges anyway. He brings his palm up to his chin, and spits directly into it. He lowers it back down again, and lubes his cock up generously. Now it’s looking much better. Will listens so well to Mike. It’s really inflating his ego, honestly. 

“Alright, baby. Want you to start jerking off like normal. Start slow and steady, and work up to whatever pace you’d like.”

Will begins by rolling his palm over the head of his cock. Little whines keep spilling out of him, and it’s driving Mike absolutely crazy. He slides his hand back down to the base, and then steadily back up to his head. He even thumbs at a particularly sensitive spot just underneath his head. Will’s other hand has a death grip on his own thigh, and well, Mike can’t let that happen. 

“How about you use your other hand to start teasing your nipples, Will? Just start with one. Drag your fingertips against it, and even pinch them a little, if you want.”

Will moans lowly in response, and brings up his other hand to his left nipple. He grazes against it lightly, and he squirms immediately because of it. Looks like Will is extra sensitive there. 

He tries pinching the sensitive bud between his thumb and forefinger, all while working his hand up to a faster pace along his cock. The noises he’s making are so beautiful, soft whines and low whimpers due to every single touch against him. Mike gets so lost in the sea of Will’s cute sounds, that he almost forgets to check up on him. 

“Baby, fuck, you’re doing so good. Listening to me so well. Tell me how it feels.” Mike whispers out, his voice sounding a little wrecked with how turned on he is. 

Will twists his nipple a little, eliciting a broken, but quiet, moan from his lips. “Oh god, feels so— nghh— f-fucking good, Mike.” He chokes out between moans. 

Jesus Christ. Mike instantly grips the bedsheets so hard his knuckles turn a milky white. He feels like he’s won a million fucking bucks with what he’s got between his legs. 

“Bunny—“ He rasps out, rubbing the crotch of his jeans just slightly against the dip in Will’s lower back, “That’s… perfect. You’re doing so perfect. Let’s ramp this up a little, yeah? Tell me a fantasy of yours. Saying it out loud will really help you feel even better.”

God, Mike’s fucking manipulative. Doing anything just to know what Will’s inner dirty thoughts are. 

Will stops fiddling with his nipple, and the pace on his cock slows down a bit. Mike furrows his eyebrows in confusion, watching as Will bites down on his lower lip before speaking, “Hm— I can’t, Mike. ‘S too embarrassing.” 

Mike just fucking melts at that, and tentatively places a hand on Will’s right forearm. It’s probably okay to touch here, right?

“Oh, baby, it’s okay—“ Mike coos into his ear, rubbing soothing circles into the skin of his arm, “It’s just me. Nothing to be embarrassed about. I just wanna hear what you’re thinking about, hm?” 

Mike stills immediately when he spots it; a tiny tear rolling gently down Will’s flushed cheek. Is Mike hurting Will? He feels a sudden pang in his heart, and gently grips Will’s arm to stop him from moving his palm against his cock. “Will, am I hurting you?” Mike asks, sounding a little broken.

Will shakes his head, “N-No… It’s good tears, Mike. I, um—“ He lets out a strained breath, “I usually cry a little whenever I touch myself. I think I’m just really sensitive and I-I get a little lost in it, sometimes.”

Mike’s grip tightens on Will’s arm, feeling vindicated but completely turned on by that. Will cries whenever he feels good? It’s honestly the sweetest and most sexiest thing about him that Mike has ever found out. 

Mike blows a strained breath onto Will’s ear, and feels him squirm promptly beneath him because of it. “Okay. That’s okay. Remember, you’re doing so good, baby. Tell me what you like to think about, don’t be shy.”

Will gulps, nodding his head before he starts working his length again. He starts off slow, of course, but within the next minute or so, he’s back up to a much faster pace. “I— I like to think about someone leading me. T-Touching me exactly where I need it…” He presses down on his sensitive tip, whining a little, “Sometimes I just want to give up c-control to someone… Someone who I know would take care of me.” 

Mike’s breath hitches at that. He wants to take care of Will. He wants to bring him to his high over and over again and watch the absolutely wrecked expressions that would appear on his face. 

“And… I—“ A small blush appears on his cheeks suddenly, and Will wets his lips with his tongue nervously, “I have this name I want to call him by. You know, instead of his own name…”

Mike moves his hand down to Will’s wrist, the one that’s currently stroking his cock, and lets his fingertips just graze against it. He watches intensely as Will leaks more pre-cum down his shaft. “What name, Will? What do you want to call—“ Mike pauses, swallowing harshly, “…him?”

“Da—“ Will starts, but moans mid word as he squeezes the swollen pink head of his cock, “Daddy. I want to call him daddy.” 

Mike feels Will’s pulse spike beneath his touch. His own heart rate probably picked up too. Mike would do anything for Will, but more than anything he would love to be his daddy. To lead him where he needs to go, to show him every way. To control each and every one of his actions so Will could receive the utmost amount of pleasure. It’s perfect, it’s all so god damn perfect. 

“What else, baby?” Mike grunts into his ear.

“Want him to finger me open. T-Then— ahh— fuck me hard…” Will flicks his wrist a little, while quickly rubbing his thumb against his slit. His hips are bucking wildly in the air, and Mike can tell he’s close to coming.

“Will, I want you to listen to me, yeah?” Mike asks, moving his other hand to Will’s jaw to angle his head up a little bit, “Can you do what I’m about to tell you, bunny?”

Will’s pink cheeks were stained with his salty tears. Although Will is currently blindfolded with his own leather belt, it’s almost like he’s looking directly into Mike’s own brown eyes. He simply nods, “Mhmm.”

“I want you to stop moving your hand, Will. Just let it rest around your base. Trust me, it’ll feel so good.”

Will obeys immediately like the good boy that he is, and stops his movements. He shifts his head a little, whining straight into the crook of Mike’s neck. “M-Mike… why are you making me stop?”

Mike brushes a soft hand through his hair, his fingers splaying in the beautiful strands, “This is called edging, baby. You delay your orgasm so when it finally comes it’ll feel even better than a normal orgasm. I want you to really see those stars tonight…” 

Will’s shaking a little. He’s probably feeling a throbbing pressure all throughout his cock, his orgasm being so close and just sitting there, waiting for something to be done about it. For just a few moments, they breathe together. Mike shouldn’t even be breathing this hard, considering he’s just sitting there doing nothing but whispering filth into Will’s ear. He wants to make sure he doesn’t get too into it with Will, so he decides just edging once is enough for him. Plus, he really wants to see the way Will’s face contorts when he’s so wracked full of pleasure and spurting cum everywhere.

“You doing okay, Will?” Mike finally whisper-asks.

Will exhales softly, now seemingly having catched his breath, “Yeah, I’m okay. M-More than okay, actually. I can’t wait to come.” 

Mike plays with his hair a little bit, smiling as wide as he can because Will can’t see it, “That’s what you’re gonna do next, baby. I want you to start slow, then work back up to the pace you want, and when you feel close, Will, I want you to come.”

Will smiles a little at that, nodding, “Yeah, I’d like that.” His wrist twists lightly against the base of his cock, and then he’s back to stroking it. The pace is steady at first, working back up to where he was before. As he gets faster with it, he thumbs at his slit more, and Mike takes note that Will really likes to play around there the most. He even brings his other hand back up to pinch and squeeze at his nipple; even moving it to play with the other one too. His speed eventually gets to impossibly fast, and he’s back up to where he needs to be, so Mike intervenes just a tiny bit.

“Tell me, Will. If you were with a guy right now, and if he was fucking you, where would you want him to come?”

Will whines at that, stroking his tiny cock like his life depends on it, “Inside— f-fuck— Want to be filled with his cum. Wanna be his fucking c-cumslut.”

Mike’s eyes widen, literally leaks with more of his own pre-cum at that. Who knew Will Byers could have such a dirty mouth? He wants to get him to say more fucked up things. 

“Yeah, you wanna be filled to the fucking brim, Will? You want to be fucked so hard and so deep you can feel him all the way in your throat?”

Will moans quite loudly at that, so Mike, without thinking much, shoves his index and middle finger into Will’s mouth to muffle his pretty noises. Thankfully, Will doesn’t seem to mind too much at the sudden intrusion. He even starts to lick and suck at his fingers a bit. 

“Are you close, Will? Close to coming?” Mike grunts out, his fingers being pushed back against Will’s tongue a little. 

Will nods fervently, whining against Mike’s digits, his hand stroking quickly on his small length. Mike wants to give him the fucking world, so he doesn’t hold out any longer for him.

“Come for me, Will. Wanna see your pretty face when you come.”

Mike doesn’t take his eyes off Will’s half-hidden face when it happens. Will cries out, bucking his hips profusely in the air, and spurts ropes upon ropes of cum. It lands on his hand, dripping down into the neatly trimmed hairs around the base of his cock. Some even land on his lower belly, dipping into his cute belly button. He lets out the most pleasured-sounding moans as he rides out his intense orgasm.

After what feels like a lifetime has passed, Will finally comes down from his high. He’s shaking and twitching practically everywhere, and since he’s quieted down enough, Mike pops his fingers out of Will’s hot mouth. He moves his hands to the back of Will’s head, and unties the knot in the belt. He brings it down beside him, and for the first time in the last thirty minutes, Mike gets to look into Will’s eyes. 

He looks utterly wrecked, and just from jerking off too? He wonders what Will would look like from a prostate orgasm, after he had engaged in some foreplay with Mike, of course. 

Mike even begins to wonder if there’s more he could teach Will, besides just touching his own dick. The thoughts spill out of his mouth before he’s even able to stop it, but honestly, he wouldn’t have wanted to stop them anyway, “Will, have you ever fingered yourself before?” 

Will is completely spent from his masturbation session, but Mike can see that question takes him by complete surprise. He looks back at Mike, his eyes darting back and forth between them, “Well, I’ve tried before. I only got to the first knuckle before I pulled out. I didn’t have any lube, and I was just using spit…” 

Will looks a little worried, and then Mike worries too, wondering if he asked too much of an invasive question. But, it already feels like they are way past that now. Their friendship has now been fundamentally changed; no regular best friends go around and participate in one’s jerk off session. Let alone tell them what exactly to do and fantasize about. 

“…Why?” Will finally asks. 

Mike sighs gently, and reaches over to his bedside table to grab some tissues. He begins to clean up the mess Will’s made, which only serves to turn Mike on even more. His cum is a milky white, and Mike couldn’t stop thinking about how it literally came from within Will because he felt so, so good.

He gives one of Will’s thighs a light squeeze when he’s done, and looks back up into those concerned eyes, “Because, baby, I think It’d be good if you tried that next. I can probably instruct you on how to do that too.” 

Will raises a skeptical eyebrow at him, and Mike laughs a little, “And before you ask, no, I’ve never done it to myself nor do I have a desire to do it to myself.”

And, just because he’s the world's biggest pervert, he whispers this next part into Will’s ear, “I definitely think it would be a shame if you didn’t at least get to play with that pretty pink hole of yours a little. Don’t you think?” 

Mike loves the way a blush instantly blooms onto Will’s face, his cheeks turning an adorable rose color. “So, whaddya say?” Mike speaks normally, completely brushing past the way he spoke so dirty to him. 

Will looks down at his softening cock, hesitance passing through his eyes. Whatever Will was deciding to say, didn’t take him very long to let the words spill out of his mouth, “I mean… yes. I think it honestly makes me feel—” He smiles shyly, looking back up at Mike, “…better that I have someone helping me with this. I know it’s kinda all about me, but honestly… I wouldn’t want to explore these kinds of things by myself. I don’t, uh..” He pauses, his voice cracking a little on his next words, “…like being alone. You’re a big help, Mike.”

Woah. The confession, honest-to-god, surprises the hell out of Mike. He thought Will would be more apprehensive about all of this. Yeah, he’s still shy and all, but he seems eager to learn and explore more with the help of Mike. His heart feels both a pang of sadness at Will’s loneliness and a beat of happiness at the fact that he wants to do this with Mike. 

“I will always, always, help you with whatever you need, Will. Even things that may seem just as taboo as this. Best friend privileges, am I right?” He jokes a little, and it cracks a sweet smile from Will. 

They sit together for a while, which is surprisingly not awkward at all considering Will was fully naked and almost sitting in Mike’s lap. His raging hard-on dies down too, as he and Will enjoy the quiet of each other's company.

Will yawns like a cute little puppy at some point, “I’m so tired, Mike. I should probably get to sleep.” 

He crawls out of the space between Mike’s thighs, and Mike can’t help but feel sad instantly at the absence of him. He loved being so close to Will.

“Uh, yeah! I’m beat, too. You’re just gonna, um, sleep on the couch downstairs?” 

Will looks up at Mike as he puts a leg in one of the slots of his underwear. He pulls it up his thighs and over the curve of his perky ass. “Yeah, I’ve done it a dozen times, I don’t mind.”

Mike bites down at his lip at the sight and at his words. He wants to invite him back into his bed, and actually sleep together, but he bites back his tongue so he doesn’t say the wrong words. “Right. Well…” Mike coughs a bit, clearing his throat, “Goodnight, Will.”

Will slips on his striped shirt, not even bothering to put his jeans or belt back on. He straightens up on his feet, holding his clothes in his arms. He shifts slightly, “Thank you. For tonight. It was really good. I felt so good.” And then he grins at Mike, and he even looks a little giddy, as he says, “Night, Mike.”

Mike hears the sound of his bedroom door closing. He doesn’t end up sleeping much that night. 

After Mike drops Will back at the Hopper-Byers cabin the next day, he decides to drive into the city.

He’s driven to Indianapolis a few times since he’s gotten his car. One time was with the whole party, and Will got the special privilege of sitting in the front seat while Dustin, Lucas, and Max had to squeeze into the back. 

Will had the biggest smile on his face as he took in the view of the city’s small skyline. Mike knew he had rarely left Hawkins at all, besides the time he lived in Lenora, California for 8 months, Will had hardly seen cities at all. He also knew it was a dream of Will’s; to live in a big city away from the terror that was Hawkins. Small towns were not for Will Byers anymore. Mike just knew for damn sure that he was going to follow him wherever he’d go.

Mike has a goal for the day. He knows he probably could have avoided leaving Hawkins for the things he wanted to purchase, but he genuinely did want some higher quality things than what he could find at some backwater store in Hawkins or any neighboring town. 

Mike parks his car outside Castleton Square, the now closest mall to Hawkins after Starcourt Mall had “burned down” a few years ago. He gets out of his car, and locks it as he makes his way up to the front doors of the mall. It’s quiet in the building that day, and when Mike finally arrives at the store he’s been thinking about since last night after Will left, he is pleasantly surprised to see it relatively empty of customers. 

He steps into the Spencer’s, grabs a shopping basket from the front, and takes in its darker atmosphere that has pops of bright colors almost everywhere. Mike walks past graphic tees from bands and musicians that people like Will and Jonathan listen to all the time. He even walks past some David Bowie graphic shirts hanging up and smiles at them. Mike knows Will has been really deep into his music lately. The cassette they listened to that morning in the car was actually a mixtape Mike made for Will, which Will keeps in his car, and it’s mainly filled with Bowie’s music.

Mike isn’t here for their graphic tees or even for the gag gifts that they sell, though. He meanders his way through shelves of novelty items and accessories, and enters the back of the store. What pops into his vision instead is racks of sex toys and sexy lingerie. He first inspects their lubricants and sensual oils selection. He figures since this would be Will’s first time using something actually made to help him with fingering, he should get the most basic and beginner lubricant. He drops a small plastic bottle of odorless and colorless lube into the basket.

The next few things he’s looking to buy for Will isn’t exactly something he discussed with him at all. Mike thinks long and hard as he stares at the store’s small selection of dildos and anal toys. He dismisses the anal beads and butt plugs right away, maybe it’ll be fun for later, but Mike is still not exactly sure what’s happening next with him and Will. He picks up a box that contains a dark blue dildo. It’s quite realistic looking, veiny with balls like a real cock. In bold, red letters on the front of the box reads: “6 inches!”

Mike bites down on his lower lip, contemplating if this is good enough for Will. He’s never had anything up his ass before, and he doesn’t want to hurt him, and he knows six inches is around the average length for human cocks. He chucks it into the basket anyway, figuring it’s a good starting point for now. Mike has a much bigger dick than six inches when he’s hard, so he wonders just how much Will can actually take. He’d love to be able to be fully seated inside him. Mike has to mentally slap himself so he doesn’t get a stupid boner in the middle of the mall.

He steps over to the small section that he figures is the BDSM section. There’s shelves of handcuffs, collars, whips, and even mouth gags. He laughs to himself when he spots the blindfolds, thinking they could have really used a pair of those the night before. He picks up some black leather handcuffs hanging from a hook. He traces his fingertips against the material, wondering to himself if Will would be interested in being handcuffed. He seemed to like the feeling of being blindfolded, telling Mike that morning that it was “thrilling not being able to see his surroundings.” 

Mike puts the leather handcuffs into the basket with the other items, smiling to himself. He hopes he gets to make good use out of this for later with his best friend. 

He finally makes his way to where the lingerie and sexy undergarments are. Mike immediately has his eyes on a lacey pair of dark blue panties in a pack of other underwear. It has almost every color of the rainbow in it, but Mike really likes those blue ones. He desperately wants to see Will wearing them. There’s something so aesthetically pleasing about someone so beautiful wearing something that is his favorite color. He’s getting sweaty just thinking about Will in them. He puts the pack of panties down into the basket, hoping he picked out the right size for Will. They were clearly made for women only, but that meant nothing to Mike. Will has aspects about him that are feminine which Mike absolutely adores. He’s determined to see Will in see-through, skimpy panties. His leaking cock would stain the front of them, and good god, his ass would look so, so fucking perfect and round in them. 

Mike is silently proud of his selection. He starts making his way to the register in the middle of the store, but stops when he stumbles across the section of David Bowie graphic tees again. He eyes an oversized one, which has a black and white print of his upper chest and head on it, with a cigarette in between his lips. The words “BOWIE” were printed underneath in black with a dark red shadow behind them. He instantly imagines Will wearing it, a huge, beaming smile on his face. Then, he imagines Will wearing it with nothing else on but a pair of lacey panties peaking through underneath the hem of the shirt. He quickly throws the graphic tee into the basket without a second thought. 

He checks his items out, not caring at all about the cost and using his Dad’s credit card to pay for everything. Hopefully, he won’t get questioned about the charge later. Usually, Ted Wheeler doesn't care to ask Mike about what he buys as long as he doesn’t charge up the card too much in a row. 

He walks through the mall and back to his car with a black bag full of the items he bought in hand. The drive back to Hawkins isn’t dreadful at all to him, because he spends the whole time thinking about the possibility of being able to watch Will finger himself open and then fuck a dildo up into his pink hole. His jeans feel incredibly tight the entire rest of the drive. 

He makes it home just in time, it seems, because as soon as he walks inside the foyer his mom spots him while she’s on the phone. She takes her head off the phone, lowering it to her chest. 

“Mike, it’s Will.”

He certainly was not expecting Will to call him so soon. They really didn’t talk much this morning about what would be happening next or when it would be happening next, so maybe Will is just calling to talk about something else. 

“I’ll take it in the basement.” Mike finally says, clutching the plastic bag tightly as he goes down the basement stairs. He makes sure to lock the door behind him and prays to every higher being out there that no one else in the house will pick up a phone and listen in on their conversation. 

He leans against the wall, taking in a deep breath before he picks up the phone off the wall. He presses it to his ear, speaking into the receiver, “Hey, Will.”

Mike can practically hear the smile in Will’s voice on the other end, “Hey, Mike.”

Mike waits and waits for Will to continue on, to explain why he is calling, but nothing comes through but his soft breathing. Mike decides to take the lead, as he always does, and speaks softly into the phone, “I can’t stop thinking about last night.”

It’s a few seconds of silence before Mike hears Will let out a nervous breath, and then, “Yeah, I can’t stop thinking about it either. That’s, um, actually why I called.”

Will pauses, his voice lowering and becoming even softer, “I want to do it again, Mike. Do what you suggested last night…”

Mike’s stomach swoops at what Will says. Of course Mike wants to do it, he’s already gotten way ahead of himself and bought sex toys and handcuffs to prepare for the next time Will may or may not want to do what they did again. 

“Me too, ba- Will. I even bought some stuff for you today, to help you through it. Make it much more…” He carefully chooses his next words, knowing literally anyone could be eavesdropping on what they’re saying, “…fun.” 

“You like fun, right, Will? Wanna have some fun with me?” He coos into the receiver, hearing a cute hitch of Will’s breath on the other side. He can envision his rose tinted cheeks so well. Will gets embarrassed so easily. Actually, he seems to always be flustered around Mike for some reason.

“Yeah, I-I wanna have some fun with you… How about we do it the next movie night?” Will suggests to him.

Okay, about a week from now. Mike can hardly contain himself now, wanting to go get Will and watch him shove his fingers deep into his ass. He crosses his legs together to try and lessen the throb of his growing erection, “Yeah, that sounds good. We can go up to my room after everyone, y’know, leaves. Just me and you, yeah?”

Will lets out a shaky laugh into the phone. “Just me and you, Mike. I can’t wait to do this with you.” He whispers the last part as quietly as he possibly can. 

Mike feels like a stupid teenager in love with the way he’s smiling widely at Will’s voice. He is a stupid teenager in love, probably. 

“Then, I’ll see you Friday for movie night… and fun. Be good for me until then, yeah?” 

“I’ll be so good for you.” Will says, a hint of lust laced in his voice. “Bye, Mike.”

“Bye, baby.” Mike can’t help but slip out before he hears the dial tone echoing into his ears. 

“But, her boobs are huge, Dustin! I thought you liked big boobs?” Max exasperates, throwing her hands up in frustration. 

“Well, yeah, who doesn’t love big boobs—“ Lucas nods his head, agreeing, Max also nods her head, Will shakes his head, and Mike stares down at his lap in silence, “But the boobs do not mean the movie’s gonna be any good!”

Max rolls her eyes, “Look, Dustin, I’m tired of arguing about the movie selection every Friday night. Last week, the four of you got to watch something you actually wanted to watch. Please, just let me watch Elvira.” 

Max is right. It had been her turn to pick the movie, and she had gone out of her way to rent the VHS of Elvira: Mistress of the Dark. 

“Dustin, just let her put the movie on. We’re not always going to get what we want in life anyway.” Mike finally says to him. 

Which is ironic, because Mike is getting exactly what he wants tonight. A horny, and hopefully naked, Will Byers in his bed fingering himself open as he listens to Mike’s instructions. And, maybe if he’s lucky, he’ll be able to see him in that pair of dark blue panties that he’s been fantasizing about all week. The small print of his cock would look so cute in the soft fabric. 

Although, the two best friends haven’t really seen each other much that week. They’ve hung out with the party a few times since then, keeping a respectful distance from one another. Mike’s afraid that Will can see right through him, see what he was thinking at any moment. Sometimes he wished he could just pin Will against a wall and tell him how pretty he was while he was in his lap, or how beautiful he looked as he came hard in front of him. 

They’re now sitting in their usual spots on the basement couch, but Mike had been inching his hand closer and closer to Will’s own all evening. Their thighs are pressed together, and Mike’s right hand begins to creep up the dip in Will’s lower back. He hears his breath hitch instantly.

As Max and Dustin continue to bicker, with Lucas trying to act as mediator, Mike starts to rub soothing circles into his back over the cotton of Will’s t-shirt. He decides quickly that it’s not good enough at all, so he slips his hand underneath the hem of the fabric, pressing his slightly cold palm against the warm skin of his lower spine.

Mike feels Will instantly melt underneath his touch, as if he’s been needing it to relax all week. Mike shifts closer so he’s able to whisper into his ear, “Do you like to be touched here, baby?” 

Will gives him the most pleading look as he nods, silently asking him to keep going with his touches. And Mike wants to, but god, does he love to tease. It’s especially thrilling to do under the vise of possibly being caught by their other friends. 

He slides his hand across his skin, over to the jut of his hip, and squeezes at the flesh. Will had quite nice and slightly wide hips for a boy. He really is kind of like a girl. The prettiest fucking girl he’s ever seen. 

“Later, bunny. I’m gonna make you feel so good tonight, promise. You just have to be a good girl and be patient, can you do that?” Mike says as low as he can into Will’s ear. 

Will’s eyes dart across the room to look at their friends, and still seeing that they weren’t paying attention to Mike and Will at all, cups his hand over his mouth to whisper into Mike’s ear, “Yes, daddy.”

Mike’s grip tightens on Will’s hip at that, feeling like all the air had suddenly been sucked from his lungs. Did Will actually mean to say that?

“Fucking finally!” Max groans loudly, completely snapping Mike out of his little bubble he had with Will.

He looks over to see her popping the VHS in, and to Lucas and Dustin getting settled in for the movie. Mike then looks over to Will right next to him, whose face is flushed a deep red. He looks almost embarrassed, like he got too lost in his thoughts and his lust, like he really did not mean to say what he whispered to Mike. He frowns at that, and looks to the small television in the center of the room. 

Mike is unable to pay attention to any part of the movie. He does, however, make note that it’s supposed to be a comedy, so he does force out laughs whenever it’s necessary. 

Dustin heads out early towards the end of the movie saying he has some super important family thing to do tomorrow that his mom has been annoying him about. By the time he does leave, Lucas and Max have been whispering and giggling amongst themselves that it almost makes Mike physically ill. Then he remembers he was practically doing the same thing to Will earlier, so he doesn’t bother showing his disgust towards them. 

“Come on, Will. It’s really no big deal for us to take you home.” Max goads a little, clasping her hands together with Will’s and swinging his arms playfully. Mike stares at her with something so possessive boiling in his blood it’s concerning. 

Will giggles, releasing Max’s hands and gently patting them down to her sides. “I’m staying the night here, you can’t change my mind.” 

Max immediately glances towards Mike, and so does Lucas, who is standing behind her, an arm wrapped comfortably around her waist. Mike scrunches up his face, a little offended by the way they’re both looking at him, and goes, “What?”

Max looks uneasy when she glances back and forth from Mike to Will. Lucas stays silent and decides to just direct his eyes towards Max, seeing his way out of this conversation. 

“It’s just… you’ve been hovering over him a lot lately, Mike. Are you gonna like, watch him while he sleeps or what?” 

Mike scoffs, but avoids eye contact with Will because, well, he would do that. He’ll watch him through a crack in a door while he gets dressed for the day or spy on him whenever he showers. He’s a perv, after all, he wouldn’t just watch Will while he slept. He’s already watched him masturbate twice. 

“Max, don’t be weird. Will and I are probably just going to read some comics and then fall asleep. In separate rooms.” He emphasizes.

Will is silent the whole time, but Mike can see the cute blush creeping up on his cheeks. They both know damn well they will be having way more fun doing something else other than reading comics. 

Max rolls her eyes, folding her arms up towards her chest, “Whatever, Wheeler. Just don’t start making Will do stuff he doesn’t want to do.” 

Will quickly interjects at that, “Mike doesn’t make me do anything, Max. What we do together is always something we both want to do, right Mike?”

Mike nods, smirking a little, not knowing how much of that is true but still being pleased by it. He feels manipulative a lot of the time, especially when it comes to Will doing things with him. 

“Okay, okay…” She puts her hands up in mock surrender. 

Lucas and Max say their goodbyes to the boys, and as soon as they're gone and the front door clicks shut behind them, Mike takes Will’s hand in his and leads him up the stairs. It’s almost a mirror of what they did last Friday night, except this time they can’t seem to stop smiling at each other as they make their way up to Mike’s bedroom. 

Mike locks the door promptly behind them. He turns around from it and immediately slithers his hands around Will’s waist and up the hem of his shirt. His fingers splay across his stomach, his chin resting on Will’s shoulder, his breath ghosting across the expanse of his mole-dotted neck.

“I bought some things for you. Not just the lube.” Mike speaks softly into his ear. 

Mike spots a small, shy smile creeping up onto Will’s lips. He turns his head slightly so he can see Mike better, his cheeks always painted a cute pink, “What is it?”

Mike, regrettably, lets go of his waist to go and retrieve the bag of items he bought from Spencer’s. He hid it underneath his bed, not exactly keen on keeping a bag with a 6-inch dildo in it just laying around on his desk. He also carefully hung the Bowie graphic tee up in his closet, wanting to give it to Will at a later time. He hands the plastic bag to Will, grinning wide with the most not-so innocent thoughts on the forefront of his mind. 

Will takes it, a little hesitant, so Mike nods his head towards it, insisting that he opens it up, “Look inside, baby.” 

Will peers a look inside the bag, and the first thing he pulls out is the handcuffs. He inspects the black leather carefully, and Mike’s cock stirs to life promptly in his jeans. Just seeing Will holding the handcuffs turns Mike on. 

He doesn’t say anything though, but blushes as he lays the handcuffs on the bed. He then pulls out the box which contained the dildo, and his eyes grow as wide as saucers. “Mike…” Will starts, but Mike interrupts.

“You don’t have to use it if you don’t want to, Will. I’m just saying that, maybe, if you’re up to it, after you open yourself up, you might want to try it?” Mike can’t help but coax a little too, “You, um, would want to know what it feels like to have something inside besides your fingers, right?”

“Are you asking me if I would bottom, Mike?”

Mike blinks stupidly at him, “I mean, your preferences are none of my business, of cour-“

Will cuts him off, chuckling softly, “It’s okay, Mike. And I—“ He brings a hand to the back of his neck, rubbing his hand there nervously, “I would. I have no interest in being the top as of right now. Probably ever, actually.” 

Mike almost laughs out loud at the ridiculous idea, too. Will’s cock is much too tiny to be topping with anyway, but he keeps that to himself.

“So, um, would you want to try the dildo…?” Mike asks, hoping more than anything that the answer is yes. Mike would literally be in heaven if he could watch a dildo being fucked into Will as he whines and drools because of it. 

Will turns the box around in his hand, looking at the toy through the acrylic window in the front. “I… yeah. Six inches seems like enough, I mean I might not be able to put the full thing in me—“ He blushes, quickly scrambling to put the box onto the mattress next to the handcuffs. “We can— I can try it, I mean.” 

Mike bites down at his lip, nibbling into it. His thoughts are racing a mile a minute as he takes in the fact that Will doesn’t think he can take all six inches. Mike wants and wants and wants so bad to tell him that he is packing so much more. 

Will next takes out the small, plastic bottle of lube Mike bought. He says nothing as he puts it down on the bed, his blush still prominent on his cheeks.

He finally takes the pack of lace panties out of the bag. Mike’s heart skips a beat. Will turns it over in his hands, again and again, looking utterly confused. He finally looks up at Mike, “Mike, this is women’s lingerie.” 

“I know that, Will, but look—“ He turns the packaging to the front, pointing out the sizing label, “It’s your size, Will. And look how pretty these yellow ones are, your favorite color..” He sings-songs the last part a little, smiling down at him. 

Will meets his eyes, and Mike can see hesitance pass through them, so he keeps trying, “They would look so pretty on you, baby. You would look so pretty in lace.” 

Will is still silent, looking back down at the pack of panties like they personally upset him. Mike frowns a little, then leans over to whisper into his ear, “I really like the blue ones. Could I please see them on you?” 

Will glances back up at him, his hazel eyes shining with a worriedness that makes Mike’s heart ache, “Would you really want to? Even if I wasn’t…” Will gulps a little, “…a girl?”

Mike sighs gently, and places his hands on Will’s hips, rubbing soothing circles into the area through the fabric of his tee. “I don’t want to see a girl, Will. I want to see you. I know sometimes you like to be more feminine than masculine, and that’s fine, that’s beautiful to me, actually.” Mike pauses to catch his breath, “I just thought maybe you’d like the panties too.”

Will looks like all the air has been sucked out of his lungs. Mike obviously keeps surprising him. “Well..” Will laughs a little nervously, and then opens up the pack of panties. He drops the pairs onto the bed, ruffling his hands through them a little. He picks up Mike’s beloved dark blue pair, and smiles back at him, “Can’t disappoint you, now can I?”  

What happens next feels like it came straight from Mike’s most inner desires. He honestly can’t believe Will is being so compliant with all of this, but it does make a lot of sense if he really thinks about it. All their lives they’ve been best friends, and Mike would do anything for Will, and seems like Will would do anything for Mike. 

Mike watches with an intense hunger in his eyes as Will undresses before him. He does it a little slow, almost like he’s performing a strip tease for Mike, which turns him on exponentially more. Soon, he’s completely naked, his little cock rising to attention the more Mike stares at him. Will grabs the pair of panties Mike’s been drooling about the past week, and slips one leg into one side and the other leg into the other side. He pulls the lacey fabric up his smooth thighs, and over the curve of his perfect ass. Mike’s jeans are the tightest they’ve been all evening when Will finally finishes pulling the panties on. 

He spins a little on his feet, leaning forward to arch his back slightly as his ass is on display all for Mike. “What do you think?” He asks, smiling over his shoulder at him. 

Mike leers over him like Will is a delicious piece of prey waiting to be eaten up, “I think… that I spent my dad’s hard-earned money incredibly well.”

Will laughs at that, turning back around to fully face Mike again. He stands there shyly, messing with his fingers a little, “No, tell me what you really think.”

Mike smiles at that, and steps closer to him. He places his palm on Will’s exposed hip, sliding it underneath the line of the panties, and grips hard onto the fabric. Will gasps softly as he looks up at him, “What I really think, is that you’re the most beautiful thing I’ve ever seen. You’re like a Christmas present waiting to be unwrapped, just for me.”

Will purses his lips, his big eyes boring up into Mike’s own. “It’s July.” He answers simply.

“I know, so don’t make me wait that long.” Mike whispers into his ear, which is just as red as the rest of his face.

Will squirms a little after Mike’s lips grace the tip of his ear, and when Mike looks back into the green of his eyes, Will looks so unbelievably turned on that it kind of shocks Mike. “How, um, how should we do this? Like, what position?” 

Mike clears his throat, a little embarrassed for what he’s about to ask because he has indeed thought about it a lot this past week, “I was thinking I could lay down. And, you can lay down on top of me… but the other way around. So I can see if you’re doing it right or not.”

Will’s jaw practically drops to the floor, “Mike… you want my ass in your face…?” He then shakes his head, laughing a little like it’s absurd, “No, no you don’t want that.”

That kinda pisses Mike off. “Don’t say that. You don’t know what I want.”

“Well, then what do you want, Mike?” Will says, clearly embarrassed.

Mike doesn’t hesitate, “I want your fucking ass in my face, Will. Please.”

Mike’s not afraid to be desperate. He wants Will too much, and he can’t pass up any opportunity to have him. 

Will is, of course, surprised by what Mike had to say. He blinks a little at him, sighing carefully, “Fuck, that’s good, because I really want that too.”

Looks like Will is into all of this just as much as Mike is. Probably not as much of a perv as he is though. 

Mike makes his way to his mattress, laying down flat on his pillows and staring up at his ceiling for a moment. Will walks over to his side a minute later with the lube in hand. Mike holds his hand out for it, and Will hands it over. He starts to pull his panties down, but Mike quickly halts him with his hand, “Keep them on. I’ll hold them to the side so they don’t get in the way while you finger yourself.”

Mike truly is a freak, and the ever-sweet, ever-willing Will Byers nods and does as he’s told. He climbs on top of Mike, positioning his knees so they’re bracketing either side of Mike’s stomach. He leans over so his face is practically right up against Mike’s crotch, and he’s a little sad that he can’t look at Will anymore to see his pretty facial expressions. The sadness quickly washes away when Will’s beautiful, voluptuous ass comes into view.

Mike wastes no time and pulls the panties completely to the side, balling one hand up into the fabric and holding it there tightly. The other hand comes up to Will’s right asscheek, and he slaps the skin there a little. Will lets out a surprised moan, but quickly quiets himself down, as he’s probably well aware of the fact that they are not home alone. 

He spreads the one asscheek to the side, and bites back his own moan at the sight. His pretty pink hole is still right in the middle, untouched and tight, but that was all about to change. Mike uncaps the lube bottle, never taking his eyes off the most sexy sight he’s ever seen, “Hold your palm out for me. Rub the lube in between your fingers a little to warm it up so it’s not too cold for you.”

Will obeys, lifting his arm up, and holding his right hand out for Mike. He squeezes quite a lot onto the tips of his fingers, figuring he’s gonna probably want a lot more than needed since it’s his first time. Will rubs the tips of his thumb, fore, and middle finger together. Mike can’t see his face at all, but he does hear the slight nervousness laced in his voice, “What next?” 

“Reach your hand back and just circle your forefinger around your rim. Get used to the feeling, and when you’re ready, just push in as slowly as you can.”

Will shuffles his knees a little, his hand shaking as he reaches back. Mike keeps one cheek spread to help him, thinking it would be much easier to do this if he’s as spread out as possible. He presses the pad of his finger to his hole, instantly letting out the hottest fucking whimper Mike’s ever heard. 

The tip of his finger grazes around his hole, circling the tight muscle there. After a few moments, Will takes in a deep breath, and Mike holds his own, as Will starts to gradually push his finger into his entrance. 

Will jolts immediately, and Mike can see him rapidly clenching around the intrusion. He starts to rub soothing circles into the flesh of Will’s ass, cooing softly as he watches, “Baby, relax. It’s okay, you can take it. I know you can.” 

Mike can see Will nodding his head a little, letting out a frustrated whine. He lets his finger just sit a little past his entrance, breathing deeply. Once he’s unclenched a little, Mike notices his hands and thighs start to shake a little less. He pushes his finger up to the first knuckle, then the second, and finally the third. His forefinger is fully seated within him, and Will’s letting out the cutest little noises as he adjusts to his finger. 

“You’re doing so well, Will. How do you feel?”

Will lets out a shaky breath, “It stings a little. But, I can almost feel something a little good behind that stinging.”

Mike smiles, manhandingly and groping at the fat of his ass a little, “That’s good, bunny. That’s how it’s supposed to feel. Do you think you’re maybe ready to start moving that finger of yours?” 

There’s a comfortable silence for a moment before Will answers, “Yes, I-I think so.”

It starts off slow, of course. Will’s finger pumps inside of himself, and Mike watches in absolute awe of the pink muscle surrounding it all. 

“That’s it, such a good girl, Will. Feels good?” Mike asks, his mouth watering. 

Will moans in response before slapping a hand over his mouth. He really is so fucking loud in bed, and Mike wouldn’t have it any other way. 

After a while, Will’s finger gradually moves to pumping faster. Will’s hips even grind back against it a little, trying to coax as much pleasure from it as possible.

“Do you need more, Will? Tell me you need more, baby.” 

Will moves his palm from his mouth to speak, “N-Need it so bad, Mike. Tell me what to do, p-please…” 

Mike grips the fat of his ass hard, causing a harsh, but needy, whine to slip out of Will. “Add your middle finger, baby. You need to stretch yourself out, scissor yourself open.”

Will slowly pulls his finger out of his hole, now eagerly rubbing the tips of his forefinger and middle finger on his rim. He begins to push both fingers in at the same time, biting down onto the bones of his other hand to muffle his moans.

Mike feels dizzy at the sight. Will’s ass is incredibly red from how hard Mike is gripping at it. He can’t help it though, not when Will has two of his fingers buried to the fucking hilt inside of himself. 

“Now, baby. Scissor now.” 

Will obeys, his two fingers spreading and pulling at the muscles within to stretch it open. He’s moaning and whining the whole time, and Mike has to slap his ass a few times to get him to be more quiet. 

Mike can literally see the inside of his asshole as he spreads himself open, his own cock leaking like crazy into the fabric of his boxers. He could feel a warm liquid pool onto the expanse of his, admittedly, hairless chest. He promptly realizes that it was the pre-cum from Will’s cock that was leaking onto his chest. He’s probably soaking right through the thin fabric of the lace panties. God, Mike wants to lick it right up. 

“Will, I'm not so sure you’re going to be able to reach your prostate with those little fingers of yours.”

Will immediately groans, “Don’t tease me, Mike, please.”

Mike doesn’t want to fuck with that kind of attitude right now. He grips tighter onto his underwear, and wraps his hand around Will’s wrist, the one currently fucking two fingers deep into his ass, and stops his movements. Will whines at that, throwing a pouting look at Mike over his shoulder.

“The dildo will really help you feel good, baby. Let’s try it, hmm?” Mike coaxes, smiling at the other boy. 

Will huffs at him, “Fine. But, this time can I be facing you? I don’t think I can survive much longer with my ass in your face this much.” 

Mike would, of course, want to take his last, dying breaths in between Will’s asscheeks, but complies. Will crawls off Mike, and he reaches for the box with the dildo in it. He unboxes it, holding the toy a little uneasily in his hand. He throws a leg over Mike’s thighs and straddles him, “Um, can I take the panties off? They’re in the way a bit.”

As much as Mike wanted to look at Will all night long in that lingerie, he wanted to see his hard, leaking cock even more. He nods, watching as Will lifts his hips up to pull the panties down. 

Mike thinks for a moment, smirking a little devilishly as an idea pops into his head. “Here, let me hold it while you lube it up.” And that was how Mike plans to get Will to look into his eyes as he does something so sensual that he’s forced to think about Mike and only Mike. 

He takes the dildo from Will, holding it upright on his chest. Will’s fucking blushing like crazy, but he uncaps the lube bottle and pours a generous amount onto his fingertips. His eyes never leaving Mike’s as he rubs the gel together, he then wraps one hand around Mike’s, the one holding the dildo upright. Their breaths both hitch at the same time at the sudden, intimate touch. Will wraps a hand around the base of the dildo, and starts to slick up the toy. 

Will’s eyes have an intense hunger flashing through them as he stares down at Mike’s own. It was close, too close, to being like Will was lubing up Mike’s cock to go inside of him. Mike internally banishes that thought from his mind at the moment.

Only in your wildest dreams, pervert. He thinks to himself. 

Will slides his thumb across the line of the dildo’s non-existent slit, and Mike shivers. He leans up away from Mike, glancing from the toy to Mike’s face, “Tell me what to do next, Mike.” 

Fuck, Mike’s going to die by horniness. His gravestone will read ‘Killed by his hard dick and his not-so innocent thoughts about his best friend.’

“I want you to fuck that dildo in your hole, Will. Show me just how much you can fucking take.”

Will moans softly at the challenge, and reaches the dildo back to his buttocks. Mike really can’t see much from this angle, but he can hear a slight slicked up sound coming from where Will’s ass lay high in the air. 

Jesus Christ. Mike is getting even more turned on by the slicked noises flooding into his ears. 

Will must have pushed the toy fully inside, because he was whining like crazy into the space between them. Mike feels like he’s going to promptly pass out when he hears the slap of skin against rubber coming from above him. 

Mike can’t help but move his hands up to Will’s bare hips, gripping onto him like he belonged to Mike. He fucking wished he did.

“Fuck, baby, do you feel good? Do you feel like you’re getting fucked right now?”

Will is fully into this, his hand moving rapidly as he tries to fuck the toy into him. Mike hears a pop, and furrows his eyebrows at the noise. Will groans in frustration, and pushes the dildo back inside. 

“K-Kinda, but it’s not enough. I…I…” He falters, tears start to stream down his cheeks, Mike watches the wetness glisten against his skin. 

Will whines right into Mike’s face, his eyes fluttering closed. He is struggling to keep the dildo in, the wet glide of his prepped hole being almost too slicked up for the penetration. “Mike… it keeps slipping out…” Will complains, jutting out his lower lip to pout. 

He opens his eyes and looks down at Mike; there are tears prickling the corners of his eyes, and Mike knows that Will so badly wants this done right. Will tries one more time to push the dildo into him, but it ultimately slips right out and onto Mike’s thighs. 

Will cries harder, frustration clear in his voice as he whines once again, “Mike… Daddy… please, help me…” 

Mike almost comes in the fabric of his jean shorts right then and there. He gazes back up at Will’s face, his cheeks which are flushed pink, his wet eyelashes, his lips which are bruised from how hard his bunny teeth were digging into them. 

Mike tries his hardest to restrain himself, but he can feel his control slipping away from him fast. “Will, you want me to be your daddy?” 

Will nods eagerly, rubbing the tip of his pretty pink cock against the zipper of Mike’s jeans, “Please, please be my daddy. Want you to take care of me. Show me how to really fuck myself with a dildo.” He whines again, “I can’t do it by myself. Need you, Daddy.” 

The little control Mike has left completely disappears in an instant. He snatches up the toy that lay on his thighs, grips the base tightly, and shoves it back hard into Will’s hole. He fucks it into him fast, Will gasping at the suddenly rough way Mike works the dildo into him.

“I’ll be your fucking daddy, Will. Daddy will show you how to make yourself feel good now, hmm?” 

Will is moaning loud now, and as much as Mike loves to hear his pretty mouth and the filthy noises that come out of it, his family is still home. He taps two fingers onto Will’s lips, and Will understands instantly like a good boy. Mike slips his fingers inside, and Will laps his tongue around the digits, drooling all over them. 

Will is great at eye contact, Mike didn’t even have to tell him to behave and look at him. They stare into each others eyes as Mike roughly fucks the dildo into him. 

Will is such a good fucking girl for his daddy. 

Mike angles the dildo upwards a little, thrusting it all the way in, smirking when Will practically lets out a scream onto his fingers. Mike knew Will too easily; with how much he is obsessed with him he isn’t surprised he was able to find his prostate so quickly. He begins to ram the toy into the spot, and thrusts his fingers deeper into Will’s mouth. Mike feels him choke around them. 

“Baby, I understand why you needed me now. You don’t even know yourself like I know you. Don’t think there was any way you could reach your sweet spot with those little fingers of yours.” 

Will’s eyes were glassy with tears. Mike is fucking humiliating him clearly, but he could tell that Will likes it. He likes to be talked down too sometimes, just like the way he likes to be praised. 

Mike continues on, his voice mocking him in a way, “And then the pathetic way you tried to fuck this dildo into yourself…” Mike tsks, frowning at Will, “You just needed a daddy to show you how it’s done. To do it for you.”

Mike suddenly pulls out the dildo completely, leaving Will empty and clenching around nothing. He’s gasping as he looks down at Mike, completely submissive with the most pleading ‘please put it back in’ look in his eyes. 

Mike smiles, removing his fingers from Will’s mouth to gently cup his cheek, “You don’t have to worry about any of that anymore, baby. Daddy’ll take care of you. I’ll guide you through it all. You just be a good fucking boy, and listen to everything I tell you.” 

Mike leans up, and places the gentlest kiss on Will’s cheek. He licks away at a tear drop that fell, and whispers directly into his ear, “Do you understand, Will?”

Will whimpers at his words, nodding a little shyly, but nonetheless still totally into it. Mike is more than happy to dominate and lead his pretty best friend into feeling so much ecstasy that his eyes would roll back into his head and his toes would curl. 

“Good girl.” Mike whispers, and then pushes the dildo all the way into him once again, earning a sharp gasp from Will. He shoves his fingers back into Will’s mouth, and Will happily swirls his tongue around them. 

Mike is so unbelievably turned on by Will’s eagerness, he really is willing to be a good boy and learn from Mike. 

Mike is a fucking liar, though. Doing all this to Will, saying all these things, while being a complete virgin himself? He isn’t some professional, he’s done nothing more than fuck into his fist every night all while imagining it’s Will’s hot, wet mouth or his tight pink hole wrapped around him instead. 

He is a fraud. But, there is no chance in hell he’s going to let some other guy take Will’s virginity from him. Mike is going to take everything from Will first, and never let him go. 

In his head, and for years and years he thought this, that Will was his. Mike thought he owned him completely and thoroughly. Of course, he never told Will this or even discussed his perverted, possessive thoughts about Will like this to anyone.

He felt it without shame, though. Will is now his to mold and shape, to make sure that everytime Will felt even the tiniest bit of pleasure, he would be reminded of Mike every single fucking time. 

Will’s face is unbelievable right now. He is flushed pink, his eyebrows scrunched up in pleasure. He’s drooling all over Mike’s fingers, his hot, soft tongue licking at his digits. He is crying so much, and Mike knows it’s because he feels so fucking good. 

Mike makes sure the angle of the dildo is perfectly hitting his prostate over and over again, essentially milking him of all he’s got. Will is shaking like a leaf, squirming and rutting his dick against the zipper of Mike’s jeans. 

Mike groans at that, shoving his fingers deeper into Will’s mouth. “Stop moving your hips. I’m gonna make you come from the dildo alone.”

“Buh dahhy—“ Will tries to say around his fingers.

Mike chuckles earnestly at that, stopping his movements with the dildo, but keeping it stuffed full inside of Will. “Don’t talk with your mouth full, baby.” 

He teases Will, circling the toy inside of him and pushing it against his prostate. “And did I even say you could speak? You were supposed to be a good boy, Will.”

Will pants around his fingers, and ceases the movement of his hips. He looks down at Mike, and nods shyly, silently telling him that he will be good. 

Mike grins wildly at that, and starts right back up at his punishingly hard pace of the dildo. Will is good, and doesn’t move his hips much anymore. Mike can see how much he’s struggling, though. The way his eyes squint a little in concentration, the way his tongue slows down around his fingers. 

“Such a good boy for his daddy, don’t you think? Are you gonna come for me, bunny?” Mike breathes the question into the air between them. 

Their faces are so close. It would be so easy to just remove his fingers from Will’s mouth and lean up and kiss him. 

Mike doesn’t want to rush into that though. He’s not even sure if Will would like that right now. It feels almost even more intimate than Mike fucking a dildo into him. 

Would Will even want to be kissed by Mike? 

Mike is snapped out of his thoughts when Will starts whimpering a little louder around his fingers. He’s nodding profusely now, indicating that he’s close. 

Oh, how Mike is going to bring him there.

“Fuck, come for me baby. Come all over me right now. Show me who makes you feel so fucking good.”

Will doesn’t close his eyes when it happens. He keeps an insane amount of eye contact with Mike as he clenches around the dildo and spurts out cum onto Mike’s jeans and the lower part of his shirt. His moans and cries as he rides out his orgasm is music to Mike’s fucking ears, and holy shit, Mike realizes he’s coming too. 

He feels warmth spreading in his boxers, his eyes widening and a soft grunt leaves his mouth as he rides out his own orgasm. His hips rut up pathetically against Will’s bare cock, earning more cries from the boy above him.

Mike slowly pulls his fingers out of the warmth of Will’s mouth, moving his hand up into Will’s hair. He gently threads his fingers through the sweat-ridden locks to soothe him. 

Will collapses all of his weight on top of Mike. He breathes into his neck, shuddering and still letting out soft, little cries. Mike slowly removes the dildo from Will, which earns a soft gasp from him in response. 

Mike wraps his arm around Will’s waist and pulls him even closer. Will slides part of his body off Mike a little, one leg still draped over Mike’s thighs as he settles into Mike’s left side. 

They hold each other in silence for a few moments. Mike isn’t sure what he’s exactly supposed to say next. This was supposed to be Mike guiding Will on how to properly finger himself and then fuck himself with a toy. He wasn’t supposed to take over halfway through and start whispering filthy fantasies of his own into Will’s ear. 

Mike tilts his head towards where Will’s own is resting on his chest. Will is still breathing heavily, his eyes closed and his mouth parted open just slightly. The tears are drying up on his skin, but he is still flushed pink on his cheeks. Mike realizes then that Will looks totally fucked out. He feels a deep pride swell into his chest. He managed to completely wreck the most beautiful boy he’d ever seen, without even giving him his own cock first. 

Mike wonders to himself if Will would even like to see his cock. To have his cock.

He leans closer to Will, the hot breath escaping his mouth ghosting the edge of Will’s ear, “You know… that dildo is a little on the small side. A lot of guys have much bigger cocks.”

Will stops breathing for a moment. He tilts his head up to look into Mike’s eyes. They were shining with uncertainty and curiosity as they look into his.

“…They do?” Will eventually asks. 

“Yeah. Some guys are just really hung, Will. I mean..” Mike bites his lower lip, choosing his next words carefully, “I know what it’s like. To.. have a big cock. Some people won’t even want to have sex with you because of it.”

Lie. Mike’s never had sex. He wouldn’t fucking know. Nobody has ever wanted to have sex with him either, so there’s that. 

Mike eyes Will’s facial expressions to basically revealing he has a big fucking dick. His cheeks look even pinker, now reaching all the way to the tips of his ears. 

He takes in a deep breath, “Would you ever… wanna know what it’s like to take more? So you could, you know, be a guy who can really take it all?” 

Will looks a little star struck at Mike’s, frankly, invasion question. But, they were already way past that point of “privacy.” 

He takes a while to answer Mike, “I—I think so. I want to be good at sex. I want to be able to have sex with whoever I want.”

Mike’s eyes darken at that. No chance in hell is he going to let other guys fuck his Will. His fucking baby. 

But, he’ll play along with Will. For now. 

“Yeah, that’s totally understandable. So, would you be willing to let me in?”

Will blinks at him, clearly confused, “Let you in?”

“Let me inside you. To go deep. Show you how to take a big cock. Isn’t that what you want?” Mike asks coyly. 

Will shifts slightly against him, but Mike’s grip tightens around his waist. He squeezes the flesh of him, earning a sharp whine from Will. 

“You want me to be your daddy, right Will? If you let me teach you these things, I’m certain you’ll be able to handle any guy.” Mike growls straight into his ear.

Will looks shocked, but still clearly can’t form the words to say anything. Mike won’t take silence as an answer. He suddenly pins Will to the bed, pushing his stomach against it. He wraps both hands around hips to push his ass out, making him arch his back obscenely. 

Will gasps in surprise, “Wait… Mike—“

Mike moves himself right behind Will, and unzips his jeans, pushing the rough denim down his thighs. His boxer briefs were absolutely soaked through with his cum. His cock had already stirred to life with the conversation he was having with Will, which made the next part so much easier. 

He presses his hardened cock right against the cleft of Will’s ass, the only thing separating their skin is the stickiness of his boxers. He towers over Will’s back, leaning down to whisper into his ear, “You feel that, Will? Do you feel what you do to me?” 

Will is trembling slightly beneath him. Mike can tell he is still a little overstimulated, but Mike had to do this. He had to show Will how much this affected him. 

“I’ll treat you so well, baby. I’ll tell you everything that you need to do. Just take my cock like a good girl, yeah? Don’t you want to be my good girl?” Mike rambles into his ear. 

Will squeaks promptly below him. He turns his head gradually to look at Mike, tears glistening in the corner of his eyes. He bites down on his lower lip, his bunny teeth creating marks on them. 

“I’ll be your good girl, Mike— um… daddy. Please… show me how to take cock. Wanna be good for you.” 

Mike feels his whole body light up at that. Blood runs straight through his dick, causing it to pulse against Will’s bare ass.

He moves a hand to one of Will’s asscheeks, moving it to the side to spread him open. He takes one good long look at Will’s pink, lubed up hole. He thrusts gently against it, feeling it flutter around the tip of his cock through his soaked through underwear. 

Mike bites back a moan, and glances back up at Will’s still fucked out face. 

Oh, he is going to enjoy this so much. 

“Such a good boy for me, baby. You’re gonna learn to take me so well.”