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Challenge: Get Dicked Down

Summary:

The Entity has started experimenting with a new challenge and a certain couple is its guinea pig.

Can Jake survive a different kind of trial with The Shape?

Notes:

Premise inspired by Inufuro’s doujinshi “Gishiki ni Yoba Retara Killer to Futarikiridatta”

If you're like me and need a reason why the Entity would do this here it is:

Since the Entity feeds off strong emotions, that would include pleasure, and so it's experimenting with sex-based challenges.

Or just take this as PWP.

Work Text:

Jake awoke on a familiar couch in a dilapidated house. The wallpaper was peeling off and mold grew from the cracks in the walls. Everything was eerily quiet. Yup, this was the Myers house. 

He sighed. He had just gotten out of a trial and hadn’t been expecting to be almost immediately teleported into another one. It didn’t surprise him much, though. The Entity was cruel. 

Looking around, Jake felt something was off. He realized as he walked around that there were no vaults or any way outside other than doors. There were also no generators in sight. He went to the back door and tried to open it, but it was locked. Weird.

He went to the front door and was about to try opening it when he saw a paper stuck on the front. Have someone come inside you – 0/3. Jake had to reread that. When did the Entity start becoming interested in sex? And three times? Who even had that kind of stamina?

Jake suddenly felt a presence behind him. 

Oh. That’s who.

Michael Myers was standing behind him, the knife in his hand missing and replaced with a crumpled sheet of paper. He reached in front of Jake and tried opening the door, instead only able to aggressively jiggle the doorknob. 

Michael was someone Jake had grown fond of recently, somehow. He didn’t know how it started. One day Michael was sacrificing him to the Entity, the next they were fucking out of sight of his fellow survivors. 

Maybe Michael had gotten curious. He’d heard from Laurie that Michael had a thing against couples having sex. Said it’d been a thing since he was six, too. So, when Jake was left alone with his thoughts in the campfire, he theorized that Michael had spent enough time killing people in the Entity’s realm and maybe got interested in what he saw the couples he’d killed do. Jake wasn’t sure why Michael was so interested in him though, but it didn’t matter to him much. Their relationship also didn’t bother him as much as it should’ve. Being in an endless cycle of getting murdered and revived became a lot less monotonous when you had someone willing to fuck you stupid whenever you wanted. 

So yes, him and Michael were fucking. Maybe more than fuck buddies, too. Sometimes after sex they’d cuddle. And before sex. And sometimes they wouldn’t have sex at all and just hang out. As much as someone could hang out with a guy who doesn’t talk. Jake found himself wandering into the forest and appearing at the Myers house more times than he could count. He could admit he enjoyed Michael’s presence when he wasn’t trying to kill him. He hoped Michael enjoyed his presence too, if he could. 

He knew it was fucked up to love a serial killer, but no one could blame him for trying to break the monotony of the lifestyle the Entity forced upon him. Besides, he was sure some other survivors were fucking killers too. 

Jake’s thoughts were interrupted by a loud kick to the door in front of him. The door didn’t budge. And then another kick. 

“Michael,” he said, making the other man put his foot down before he could kick the door a third time. “I don’t think that’s going to work.”

Only Michael’s characteristic breathing could be heard. 

Jake spun around to face his kind-of boyfriend. “What’s that in your hand?”

Michael opened his hand and revealed a crumpled up piece of red paper. Jake took it and unfurled it, managing to make out the prompt on the paper. Make someone come untouched – 0/1. Jake’s face reddened and he crumpled up the paper again. 

“This is so bullshit. Why is the Entity forcing us to have sex? It’s not sexy when someone’s forcing you to do it,”  Jake said. 

He heard a small huff come from Michael underneath his mask. The tall man turned around and walked up the stairs. Jake followed him, not sure what to do. 

Michael eventually led them to his childhood room and Jake looked around, noticing it was a proper room now. There were no holes in the walls leading to other rooms or windows that were low enough to vault through. It was simply the bedroom of six-year old Michael Myers. 

He was looking at the items on Michael’s dresser when he felt a chin on his shoulder and strong arms wrapping around him. On instinct, he tilted his head to the side to let Michael nose at his neck and felt the familiar scratch of Michael’s stubble. “You wanna do this now?” he questioned. Michael gave him a small nod in response and turned Jake around to face him. 

Michael had pulled up his mask just enough to reveal his mouth. “Alright, let’s get this over with,” Jake said with a small smile as he hooked his arms around Michael’s neck. He tilted his head up, leaning in to catch Michael’s lips with his own. Michael responded with enthusiasm, pressing Jake’s body closer to his own.

Michael kissed him with vigor and Jake couldn’t help but let out a small moan. Michael took that chance to swipe his tongue into Jake’s open mouth. Jake let himself be taken over as Michael licked inside of him. With every press of his mouth, Michael pushed them back further until they hit the wall. Jake let out a surprised gasp and pressed against Michael’s front, brushing their clothed dicks against each other. He felt Michael’s grip tighten on his waist as he let out an involuntary whimper. 

Suddenly Jake was hoisted into the air, rough hands gripping the underside of his thighs as Michael walked them to the bed. He was placed gently against the sheets, surprised to find the bed quite soft and spacious. Maybe the Entity had upgraded it for them. How nice of it.

Michael gave him one more peck before standing back up to unzip his coveralls. Jake felt his arousal heat up when Michael took his arms out the sleeves, revealing his muscled arms. As Michael moved to take his shirt off, Jake realized he also had to strip and tore his eyes away from Michael’s body.

Soon his clothes were on the ground and he was just in his underwear. In front of him, Michael was in a similar state of undress, only he had his mask fully on. Jake took a moment to admire the other man’s defined body before Michael pressed a palm to his chest and pushed him back into the bed. Jake went along with the movement without protest, falling into the soft mattress below him. He felt fingers dig under the waistband of his boxers and his body sparked with excitement where Michael had touched him.

Slowly, Michael slid his boxers off Jake’s legs and pressed his knees to his chest, revealing Jake’s tight hole. His face heated up both in his own shame and Michael’s shamelessness. He didn’t have to look at the masked man to know he was staring intently at his asshole. 

Michael’s hands moved from the underside of Jake’s knees to grip his ass. Those rough fingers dug into the fat there, pressing in and pulling apart his asscheeks to open his hole a little. Jake could almost feel Michael’s hot breath on his asshole.

He brought his knees together, trying to preserve some of his pride. “Stop that, it’s embarrassing.” 

Surprisingly, Michael listened and pulled away. Jake brought his legs down to the bed and sat up to watch as Michael went through the drawers of the nearby dresser. He only had to open one drawer before he found what he was looking for and came back to the bed.

He had found a bottle of lube so easily. Huh. Maybe the Entity really was trying to make this a pleasurable experience. 

Michael put his hands onto the back of Jake’s thighs and pushed his legs back until he was fully exposed again. He used one hand to hold Jake’s knees in place as he opened the lube. Jake blushed but didn’t bother saying anything, instead holding his breath in anticipation. 

He flinched as a cold trickle of lube met his skin. He felt the pads of Michael’s fingers rub the lube around his asshole, pressing down but not hard enough that he breached Jake’s entrance. 

Jake clutched the sheets below him, knowing what was coming next. A thick finger poked into him, the stretch eased by the lube. He let out small gasps as Michael slowly thrusted his finger inside him. 

He soon felt himself adjusting to the finger. His insides craved more, something bigger. “Ah, Michael,” he pleaded, hoping Michael would get his point. 

And he did, inserting another finger inside the survivor. He picked up the speed, fucking Jake more intently with his fingers. The lube squelched with each pump and Jake tilted his head into the bed, panting into the sheets. He gripped the blankets tighter as the pleasure slowly climbed up his spine. 

“Ah!” Jake let out a high-pitched moan when Michael hit that spot inside him. Michael quickly angled his fingers to keep hitting Jake’s prostate, the grip on his knees tightening with it. 

“Michael, ah, ah! Please!” Jake whimpered as he jolted with the pace of Michael’s hand. His legs shook in Michael’s hold and his back started to arch off the mattress. 

At that moment, Michael slowed to a leisurely pace and Jake whined in disappointment. He was so close, if only Michael had just kept hitting that spot…

Suddenly another finger was inside of him and Michael’s speed picked up. It wasn’t as fast as what it had been, but it was quick enough to make Jake’s eyes roll back into his head. Michael’s fingers were big, much bigger than his own, and three were enough for a noticeable stretch. He loved the burn of his asshole as it struggled to accommodate something bigger, whether that was Michael’s fingers or his cock. 

His fingers brushed against his prostate and Jake could see stars. They never hit it though, and Jake swore Michael was doing that on purpose to keep him from getting close. He would’ve cursed at the other man if his brain had enough energy from being fucked out to do so. 

Soon the stretch had gotten comfortable and Jake was at his limit. Michael’s fingers felt great scraping against his insides, prodding against his prostate every now and then, but he needed something bigger. He needed Michael’s cock inside of him right now

Jake gripped the wrist holding his knees together. “Michael, ah, I need it,” he managed to say between moans. “Please, I need your cock.” 

Michael pressed his fingers in deep and held them there before taking them out completely. Jake couldn’t help from whimpering at the loss. Then the hand on his knees left and suddenly Jake was spread open, his gaping asshole on display for the hungry eyes underneath Michael’s mask. 

The killer quickly stepped out of his underwear and his dick sprang free. Jake lifted his head to admire it. It was thick with prominent, pulsating veins. His cock was long, too, bigger than anything Jake had seen in his life. It matched the rest of his big, muscled body. Jake really loved every part of Michael’s body, but his dick was by far the best part. He loved the way it could reach deep inside of him and mess around his guts. He loved the stretch of his rim as he took that dick, even with all the prep Michael did. And he loved how it would always brush against his prostate because it was too thick not to bump around every part of Jake’s insides. 

His fantasies were wiped off his mind when he felt that thick tip press against his hole. Michael had already lubed it up and was smearing it across his ass. He was towering over Jake now, his hands by the sides of Jake’s head. That cold, unchanging mask was looking down at where his dick was poking at. Jake wished he would take it off someday. He wanted to see what Michael looked like underneath, wanted to see what he looked like while he was plowing into Jake’s ass. 

His attention was brought back when Michael started grinding against him. “Ah,” Jake moaned. Why wasn’t his dick inside him yet? Was he trying to make Jake beg for it?

Michael drew his hips back and pressed the tip right against Jake’s hole. Jake watched his movements with anticipation, his asshole twitching against the intense heat of Michael’s dick, but nothing happened. Michael just swirled the tip around his hole. This bastard. Jake knew he wanted it too. 

But Jake wanted it so badly. He needed that dick in him now, even if it would hurt his pride. 

“Michael, please. Please just fuck me!” Jake begged. 

As soon as he finished the sentence, Michael’s dick plunged into him. His balls slapped against Jake’s asscheeks as Jake threw his head back against the bed, letting out a loud moan. 

“Ah!” Jake screamed as Michael immediately started fucking him intensely. One of Michael’s hands had taken both of Jake’s wrists and pinned them above his head as the other gripped his hip. Jake wrapped his legs around Michael’s waist, holding on for his life. 

Jake, who usually prided himself in his ability to hold in noises, couldn’t help but moan with every powerful thrust. He was sure he sounded like a bitch in heat with the obscene moans Michael was wracking out of him. Among his moans he could hear the mattress squeaking and the bed frame slamming against the wall. If there wasn’t a hole in the room before, there would definitely be one after Michael was done with him.

Jake’s asscheeks burned as Michael slammed into him. He could feel the tip push against his walls with each thrust, constantly brushing against his prostate. He panted as he felt Michael mold his insides to the shape of his cock. 

Suddenly Michael angled his hips differently and rammed his dick directly into his prostate. Jake clenched his legs around Michael, throwing his head back again as his eyes rolled into his head. His back arched off the bed, chest heaving with his heavy breaths. He squirmed against Michael’s grip with every thrust against his prostate. 

Jake didn’t even know what he was saying at that point as Michael kept pummeling that spot inside of him. He could make out a “Michael” and “yes, there” every now and then, but he couldn’t hear much over his screams of pleasure. His arousal was mounting, that string drawing tight in his stomach as Michael thrust into him.

Michael then abruptly pulled out and his warmth was gone from Jake’s body. Jake whimpered at the loss. He had been so, so close to finishing. He was about to yell at Michael when suddenly his body was flipped over. His head was pushed into the sheets and his ass dragged backwards, lifted up to line up with the tip of Michael’s dick. He took both of Jake’s wrists in one hand again while the other stroked his hip. Jake’s hands were pulled backwards before Michael started thrusting again without warning.

In this position, Michael used his grip on Jake’s wrist as leverage to slam harder into Jake. His balls slapped against the backs of Jake’s thighs as the fingers on Jake’s hips dug into his skin. Michael’s cock could reach even deeper than before now, burying right into his stomach. Jake could definitely see stars at this point.

He let himself scream and moan into the mattress below him. He clenched uselessly against Michael’s thick girth, not able to do anything other than take Michael’s hard fucking. 

Jake’s brain was turning to mush as Michael wrecked his insides. He could think about nothing but cock with how deep Michael was slamming into him. The dampness of the sheets underneath his face started pressing into him as he was rammed into the mattress. Whether it was from drool or tears or both, Jake couldn’t care. The only feeling his brain was registering was the heady feeling of Michael’s dick digging deep inside his guts. 

Jake was suddenly in the air before he could process it, the pressure of the mattress gone. Michael’s hands had moved. Jake’s neck was now trapped in the crook of Michael’s elbow and his other hand was on Jake’s lower stomach.

His attention parted from Michael’s dick to the hand on his stomach as Michael insistently pressed on it. He looked down to see a bulge distending his stomach slightly. Oh god. Michael was feeling his cock as he fucked Jake. Michael could feel his cock move as he fucked Jake. 

Jake would’ve come right there if Michael hadn’t stopped his thrusts. He whined, grinding back onto Michael’s dick in protest. “Please,” he whimpered. Michael ignored his pleas, taking the hand that had been holding his stomach and grasping one of Jake’s wrists. He guided Jake’s hand to his lower stomach before abruptly continuing his rough thrusts. 

Michael’s hand held his own in place, making him feel Michael’s cock inside him, messing him up. The arm around Jake’s neck tightened, making his back arch even more. Jake’s head shook against Michael’s chest with every thrust as he could feel Michael’s dick moving underneath his hand. This close, he could hear Michael’s heavy breaths from underneath the latex mask. 

Jake couldn’t last much longer. With every push of Michael’s hips, every brush against his prostate, every pulse of Michael’s dick brought him closer to the edge until he clenched tightly around Michael, screaming as he came. 

Michael fucked him through his orgasm, not letting up on his intensity. Jake was starting to see black around the sides of his vision when Michael thrust in deep, deeper than before, and he felt the warmth of Michael’s come flood inside of him. It poured into his ruined insides, cementing Michael’s ownership over Jake’s body. 

He let go of Jake, who fell into the mattress twitching. He could feel come trickling out of his gaping asshole. He barely registered Michael’s hands coming to massage his sore asscheeks when suddenly a piece of paper appeared at his side. 

He lifted his head to read it, barely able to string together his brain to process the words. Make someone come with only your mouth – 0/1

The hands on his ass stopped moving. He figured Michael had read it too. And before he could realize what was about to happen, he felt his ass being spread open as he was pulled backwards toward the edge of the bed. 

This was going to be a long night.