#tim Jeff’s

[adaki]

Sry I’m late, I was being held in a maximum security prison on a secluded island and they had no wifi.

[reaminaart]

Sooo, I think Jane is very, very tall and strong. I love the idea that most characters would be absolutely flabbergasted by her height when they first meet her, Jeff included. So imagine when she also wears heels along with that. She wouldn't be able to take him on otherwise. And is the only girl that can beat his ass and withstand most attacks:

This is a very quick comic because I had to get the idea out. I might re-render some of it at some point, but this is it for now : )

[c1nnam00n]

Having a comfort fic but also has the most gut wrenching angst to it as well is perfection

[sparkyzoid]

Hello everypony

[rainrot4me]

Three’s A Crowd

Summary: Video games can be emotionally intense, especially when you’re butting heads with the two idiots yelling at each other. So when Jeff and Ben decide to break their tie in another way, you find yourself in the wrong place at the wrong time: right in the middle.

Characters: Ben Drowned x Female Reader x Jeff the Killer

SMUT WARNING MINORS DNI

TW: Using a controller as a vibrator, threesome, fingering, toxic, Ben pressures you lowkey, embarrassment, power struggle, vaginal, creampie, cum mixing, competition, cunnilingus, Jeff and Ben flirt, dub-con, pining, suppressed emotions, jealousy, jealousy sex, angry sex, insults, overstimulation

Words: 5.3k

In your opinion, video games sucked.

Correction: The games themselves didn’t suck. The way they made the residents of the mansion act, sucked. 

It was so unruly. Screaming, throwing the controllers, weapons being whipped out at a poorly timed insult, they had no restraint. Everyone was pretty bad, yourself included, but Jeff and Ben were worst of all. The two idiots didn’t have respect for a single thing in their lives, and that principle carried over now as you were hunched between them on the shabby couch in the living room. 

It was well into the night, and most of the creeps were either asleep or out on a mission for Slender, so the boys ruled they could be as reckless as they wanted without consequence. Jeff had hauled you along too, ripping you from your comfortable bed to act as a witness to whoever won the match of Mario Kart. However, six rounds later, the two of them were leaning forward heavily and cursing at every bad move. Elbows perched on knees as the bright glow from the TV cast a haze over the room, your phone distracting you as they shoved and bumped into your curled-up body. “One more shell and I’m punching you.” Ben grit, Jeff laughed.

Ben was playing as Link, obviously, but Jeff was heavily set on playing as Rosalina because she’s “emo and fuckin’ hot”. You thought it was crude, but as the little princess chucked another blue turtle shell as Link, Jeff secured his win, tying the boys up. Three each, no clear winner and the exhaustion was starting to set in as you gazed at the bright TV. “Aw, sucks. Guess we’ll never know.” You chime, tugging yourself off of the couch and beginning to make your way up to your room and away from the already obnoxious arguing that followed. A calloused hand was quick to drag you back, hauling your ass back into the cushion you had been in for hours. 

“Nope. All or nothin’.” Jeff smiled, settling back into the armrest of the couch as Ben loaded another round, the loud whistles and bells chiming obnoxiously as they gripped their controllers. You groaned, shrugging back into the crook of the cushions as the boys pressed close to you, occasionally slapping at each other’s thighs and elbowing you a little too hard as they sped through obstacles. It was irritating, you becoming agitated every time one of their curses rang a little too loud in your ear. Ben was winning, sending Jeff into an utter panic and standing up, knocking you on the side of the head as he threw his elbows out in an attempt to steer clear of the giant tar pit in front of him. That did it for you.

“Okay. Fuck this.” You stood up, shoving Jeff to the side as you grabbed the remote to the TV and powered it off, their yells following as the bright light faded. “What the fuck?!” Ben snapped, throwing his hands in the air and standing next to Jeff now, who looked equally as shocked. 

“You’ve done nothing but yell in my ear all night! Either find some other way to settle your score, or just get over yourselves!” You grit, slamming the remote back down and aiming to walk towards the stairs, shoving your phone into your pocket as you stomp off. Ben laughed, your phone becoming suddenly very hot in your pocket and making you hiss, grabbing it and throwing it down onto the floor. Jeff was cackling, Ben smiling as you scowled at him, his dark eyes bright against the re-appearing glow of the TV as it suddenly switched back on. “Fucker.” You growled. They both just chuckled, grabbing their controllers again and restarting the game where it left off. “Now, either come sit down, or your phone explodes next.” The elf chitted, patting the spot on the sofa next to him teasingly.

Swearing, you sat back down, shoving your phone onto the coffee table in front of you and begrudgingly refocusing on the bright game, Jeff now taking the lead. The race was quick, Ben coming out on top in the end and sending the pale killer to call for another round, to which you responded with a groan. “Sit tight, gonna grab a drink.” The dark-headed man huffed, tossing the controller onto your lap and heading off into the kitchen, the little device buzzing and lighting up every time Ben clicked on his own. It was a weird sensation, the vibrations tickling your skin as you watched the screen, Ben focused on readying a match again. “This thing vibrates?” You laughed, pushing around the joysticks and smiling when the device buzzed deep as the car engines on the screen revved. Ben smiled, teasingly nudging your arm as he sat back into the cushion, resting his on controller on his leg. “Yeah, not as good as yours though.” He teasingly glared.

You cringed, Ben’s perverted little mouth taking over as he snickered, your face growing hot. “Not funny.” You hissed, shoving the controller off of your lap and onto Jeff’s empty seat, the little buzzing seeming a lot less cute now. The room was awkward now, at least on your end, but Ben just kept laughing, even as Jeff reemerged from the kitchen and plopped back down onto the sofa, giving you both a questioning look before readjusting as you shook your head. 

The boys started up again, you now keenly aware of just how much they were touching you. Thighs pressed side by side, shoulders nudging, Ben’s hands moving the controller down just a little too close to your scrunched-up legs as he raced; his comment had made you very agitated, your mind swirling the comment every time you heard the deep vibration of the little devices. Ben noticed, or at least, pretended like he wasn’t planning it all along. The elf had used his comment wisely, pushing you just the right amount into uncomfortable just to get your blood flowing, but not pushing you away. Truth was, he knew it was personal, knew all too well from the small hum of your vibrator through his walls, your little huffs and whines pushing through the wood and right into his pointed ears. He liked those nights, the nights where he could secretly send his influence and make the vibrator speed up suddenly, the hum becoming louder as your little voice followed, forcing you into an orgasm that he secretly caused. It was his favorite thing, pushing you, unknowingly under his whim. But now, he had the chance to actually pursue it, pursue you. 

Jeff was your friend, he was the whole reason you were down here. He had nonchalantly pleaded with you to be their little witness and sit in on the game, and Ben knew if he wanted to get to you, you’d need Jeff there to accompany the ride. You two weren’t lovers, but Ben accepted the fact that if he wanted to make his fantasies a reality, he was going to have to share. If only for tonight. This rang true even as he subtly pressed his thigh closer against yours, but you instinctually slid your legs closer to Jeff, your weight slowly shifting onto his shoulder as he shifted with you. Ben side-eyed hard, quietly nagging himself as he lost track of what he was doing and slipped off the map. Jeff howled, playfully slapping your leg and teasing the elf about paying attention. But he was done with this game, his focus had left that screen and was now locked onto you, along with his subtle jealousy that struck as you nestled against Jeff even further.

“You get any closer to him you’ll be sitting on his dick.” Ben mocked, flicking the game off with a little twitch of his finger and letting the bright TV glow illuminate your already flushed face. You gawked at him, brows furrowed as your face grew hot, looking at Jeff as he just laughed. “What the fuck, man?” The killer half laughed half cringed, glancing at you but tossing the controller onto the coffee table to avoid the awkwardness of being pressed against you now. You read it, shifting off of him as Ben moved to face you, crossing his arms with a sour look. “No, go ahead [Y/N], show Jeff how bad you want it. Y’know, since apparently I’m not funny anymore.” He grilled, nudging you closer to Jeff until you literally had to push your hands against his chest to stop the elf from climbing on top of you. Jeff didn’t think it was funny anymore either, shoving Ben’s shoulder and telling him to chill out as he pressed further, grabbing the controller off of the couch and shoving your back down against the killer’s legs awkwardly. “I’ll just do it myself then.” 

Ben was shoving himself between your legs now, pressing your thighs open and forcing his hands between as Jeff tried to adjust, trying to pull you up but being forced behind you as the elf pushed down. “Ben. What the hell are you doing?” He was blushing, despite his aggressive gaze now the killer was stunned, and Ben could see it. His hands pushed deeper, a twitch of his eyebrow all it took to send the little device in his hand roaring, a deep rumbling sounding as he pushed it closer to your clothed cunt. You panicked, reaching down to stop Ben but the controller was already whirring against your shorts, sending your back arching off of Jeff’s legs and the blonde smiling wickedly. “May not be fun, but you sure do seem to enjoy yourself a lot because of me.” 

“Wha-“ You gasped, clawing back into Jeff’s jeans as he watched, unable to help as his face grew hot, eyes flickering across the scene. You tried to sit up, but Jeff’s hands were on you now, wrapping under your arms and hauling you between his legs, letting Ben work the controller’s handle against your clothed clit as his hands rubbed your body. This was embarrassing, you squirming and writhing against the feeling of the device harshly vibrating against you, the power a direct reflection of Ben’s emotions. It was hard and rough, your gasps and writhing groans making Ben all the more excited as he looked up at Jeff, his expression conflicted between discomforted and getting terribly turned on. “Go on, Jeffrey. Get on with it or leave, either way, I’m making her cum.” You hissed, jerking as the controller handle nudged hard onto your clit, reaching to grab Jeff’s arms that were wrapped around you, clawing into them for some relief.

The killer was conflicted, breathing heavily above you as he watched you come apart, hips jerking with every shove Ben gave of the device. “She said we should break our tie some other way. I say we just found the perfect solution.” The elf smirked. Jeff didn’t particularly know what he was doing, but Ben’s glare and your desperate eyes burning into the killer clicked something, all of his embarrassment washing out as he slid his hands up your shirt, a satisfied chuckle ringing from the blond. “Atta boy.” You were shifting, trying to pry Jeff's hands off as he tugged up your shirt over your bra, body tense as you felt Ben’s fingers slip under your shorts, too. “Guys- Wait-” But they weren't listening, didn’t care to anyway as they hauled your clothes off of your body, sharing hungry looks between the other as your bare skin felt hot and sticky against their rough hands. It was addicting.

Jeff had never particularly thought of you in that way, always seeing you as some stability that he could rely on, but never something he found he desired. You were pretty, beautiful even, but there was always this tension he couldn’t get past. He realized it now though, as he tugged your bra off of your tits and slid the fabric over your head, he knew that tension was just his buried frustration about you. He was never good with emotions anyway, especially his own. “Fuck…” He groaned as he palmed your flesh, your hard nipples satisfying to roll between the pads of his fingers. Goosebumps rose against your skin as your panties were pulled off of your ankles, and tossed aside as Ben reached for the controller again, the familiar buzzing desperately guiding you to shut your legs, but the elf’s hands were already prying them open. They were both chuckling, their hands palmed down hard all over your skin as Ben pressed the handle back to your clit, the bare contact sending your back shooting off of Jeff’s lap with a groan. The vibration was horrible now, squelching and rubbing shakily as your cunt ached, arousal building and clawing its way through. Ben’s eyes were locked on you, gauging your every reaction and slightly contorting the intensity of the device to tug cute little whines from your lips, his bulge growing annoying fast against you.

Jeff was too, his jeans becoming tight against your back as he pulled your nipples up, massaging your tits until you were clawing at his arms, whining for him to be easier. He wouldn’t, it just wasn’t his style, wasn’t what he craved. “Feel good, princess?” Ben hissed, nudging his hips under your thighs and letting his bulge rut against your bare ass, his sweatpants rough against your bare skin. Jeff groaned, rolling his eyes and he pulled you up, positioning under you and letting your back rest against his chest, his hips jerking his bulge against the small of your back. “Princess? Really?” He scoffed, reaching his hand to tug your chin to the side, giving him access to your neck and pecking at the hot skin. Ben glared, the aggression between the two shows in their actions as the controller upped its intensity, handle buzzing hard against your swollen clit, sending you sobbing. Jeff answered with a tight tug of your jaw, biting into the side of your neck just enough to make you panic. They were competing, trying to see who could better stake their claim. You cursed yourself mentally for letting yourself be their solution.

“Well, princess? Answer me, c’mon.” Ben smiled, ignoring the pale killer and letting his hands splay on your waist, your legs wrapped around his waist as he worked the controller in small motions, contorting your clit desperately. You felt like you couldn’t get a stable breath, let alone speak, but the boys listened expectantly, Jeff’s breathing hot against the crook of your neck as he licked against the welts he had created. “I think- Ah- I think I’m close-” You craned, moaning as Ben slid his opposite hand down, running his fingers through the slick between your folds, spreading your arousal against your inner thighs. You groaned as he nudged his fingers into your cunt, spreading the digits against your clenching entrance and pushing his knuckles deeper. You craned, spreading your thighs at the relief of his fingers pushing against your walls, giving good relief to the vibration of the controller still heavy on your throbbing clit. You moaned heartily, jaw hanging open as you threw your head back against Jeff’s shoulder, his fingers quick to press from your jaw and find their way into your lips, pinching at your tongue. 

Closing your eyes, you sucked on the digits, letting Ben work his fingers deep into your cunt and tug your arousal further, Jeff gasping as you slid your tongue desperately. They were both watching, lost in the way your face looked flushed and sweaty, your hair clinging to your face and tears pricking against your eyelids. They were groaning, rutting their clothed cocks against your body until your skin felt raw, arching into the way the controller pulsed against you now, jutting your hips. Popping Jeff’s fingers out of your mouth, you cried out, cunt clenching and throbbing as Ben twisted his knuckles up into the gumminess of your walls. “Oh God- ‘Mm cummin- Ben-” You babbled, the boys adjusting quickly under you and prodding and pulling however they could, aiming to see who could nudge you over that last edge. Jeff’s teeth locked against the side of your jaw, his grunts loud in your ear as he twisted your nipples, hauling your orgasm to come crashing into you. “There you go babygirl, cum on his fingers,” Jeff grunted, licking your cheek as the deep red spot grew against your skin, your hands clasping against his arms as he hugged them around you. You were rolling your hips, chasing Ben’s fingers as he slowly pumped them out of you, gathering your slick and spreading it across your sensitive folds, eyes heavy on you. The controller’s rumbling died out, the handle glistening with your arousal and tossed to the side, the elf’s hands hooking around your waist and hauling you closer on his hips. “Good job, princess…” 

Ben leaned forward, steadying his weight on top of you as he pressed a kiss against your swollen lips, his tongue pushing itself into your mouth. You whined, sucking on his tongue and panting against his skin as you kissed him sloppily, slobber spreading across your skin. Jeff grumbled, wrapping his arms tighter around your chest and nudging his head into the crook of your neck, kissing against your ear and licking stripes against your shoulder. Even as they were pleasing you, their focus was on each other, their hands pushing against the other’s shoulder or nudging their knees out of the way; it was possessive and mean, you trapped right in the middle. Jeff popped off your neck, shoving Ben’s face off of yours as the blond’s hand wrapped in the killer’s messy hair and tugged him away from you, their growls echoing above you as they glared. You were still dazed, cunt still throbbing from your orgasm as Jeff hauled you up, pushing his back against the couch and setting you onto his lap, right on top of his bulge. “My turn.” He grit, a low rumble in his chest as he forcefully knots your hips down onto the swell in his jeans, Ben fussing in his ear but moving in front of you all the same. 

Even through their arguing they worked together, Ben helping to tug your hips up as Jeff reached around to unclasp his belt, letting his cock fling out of his jeans and rest against your soppy cunt. You hissed, the pale killer shifting his hips to let his length spread between your folds, your previous orgasm spreading across his cock. “I’ll fuck ya like you deserve, babygirl. Not with some fuckin’ Nintendo controller.” Ben glared, kneeling between Jeff's legs and pressing close to your cunt, fingers nudging against your tired clit, hauling your body back to life. Jeff positioned, nudging his cock head against your entrance, but your hands flung down, pushing both of them away. “If you two can’t act right, you’re not gonna be doing anything. Jesus, you can’t even fuck without arguing.” You spoke between pants, glaring at the two of them as they sat stunned, looking at the other. “Fine.” Jeff grit, rolling his eyes as he hooked his hands under your knees again, hauling them back and up to spread your cunt wide. You hissed, leaning back against him as Ben repositioned, swiping your hands away and nudging his thumb back onto your clit. 

Jeff rested his chin on your shoulder, breathing in your scent as he gripped his cock, nudging the head back against your entrance, flicking against your wetness. You rolled your hips, trying to get him to press in but Ben’s fingers tugged your clit up, making your hips follow with a whine. Jeff grumbled, tugging your legs back further and eventually nudging his hips up to connect with your entrance, slowly pushing in as you stretched around him. “Oh- Oh, my-” You mewled, throwing your head back to rest against the killer’s shoulder, reaching forward to grip Ben’s shoulders for stability as he pressed in. The elf gleamed, letting his hands wrap around your thighs as he pressed forward, pressing his tongue against your clit. You whined, shock writhing as Jeff shifted his hips up, letting the head of his cock nudge deep inside of you and stretch your walls thin, his grunts strained against your shoulder. Ben lapped at your folds, sucking your clit generously as Jeff bottomed out, letting your cunt rest on his balls as he pulsed inside of you, your eyes fluttering shut at the fullness. “Get your fuckin’ tongue off my dick, elf.” The killer grit, cringing at the feeling of Ben’s warm tongue lapping at the base of his dick as he focused on soaking in the taste of your swollen clit. He chuckled, popping off of the swollen nub and replacing it with his thumb, rubbing small circles and looking into the other’s wide eyes. “Be nice, remember?” He teased, pressing his face back in and sucking on your clit, careless to Jeff’s curses every time his tongue passed over the salty taste of the killer’s cock nestled inside of you. 

Grunting, Jeff got over it, hauling your legs higher and pulling them further apart, sighing at the stretch of your walls around him as you throbbed. He twisted his hips up, pressing his feet into the hardwood floor and pushing his cock up into your cunt, thrusting slowly as Ben worked your clit. “Shit…” He sighed, rolling his hips back down before pulsing back up. You moaned deep, hands messing up into Ben’s hair and tugging him closer as he swiped his tongue through your folds, practically trying to push the muscle into your entrance as well. Jeff kissed your shoulder, whispering unheard words as the sound of squelching and slapping filled the room, your cunt soaked and crying with pleasure every time the cock inside you pushed against your walls. “Tastes so good, ohmygods-” Ben clenched, grunting as you tugged his face back against your cunt the moment he let off, pushing his tongue back against your folds. He smiled against you, pushing his tongue up into the leftover space of your soaked cunt along with Jeff’s cock, lapping up every ounce of arousal that spilt onto his chin, fingers pulling your wet lips apart. The killer whined a ragged noise as the pressure of your cunt grew, strangling his length as the tongue felt so nice against the underside of his cock. He dug his nails into the underside of your knees, turning his face to catch your lips with his own as you moaned, gasping into his mouth. The noises you made were so pretty, muffled so nicely against his tongue as he wrapped it with yours. 

It was all so messy. Spit running down Ben’s chin, Jeff panting and moaning into your mouth the harder he thrust, your whines sobbed between kisses. Everything was so overwhelming, your cunt being pushed and stretched further than you could really handle. “So tight, baby. Jesus, you’re squeezin’ me awful.” Jeff growled against your swollen lips, biting the plump flesh and tugging his cock out all the way to the head just to thrust right back up again. Ben hummed again your cunt, swallowing you and relishing in the taste, begging for more as Jeff’s cock pushed more out, soaking his tongue. “Hurry up and cum, Jeffrey… My turn…” He mumbled against your puffy lips clenching around his lips so nicely, flicking his tongue against your clit again to force you into an orgasm. His cock hurt against his boxers, pushing desperately to get inside of you as he watched Jeff’s schlick in and out raggedly, glossy with your wetness. He reached down, undoing his sweatpant strings and pushing the waistband below his balls, quickly fisting his cock and jerking, precum dribbling down the length. “Fuck off…” Jeff grit, groaning as your entrance pulsed around him when he angled his hips forward. Ben rolled his eyes, standing up and pushing between your legs, cock in hand as he nudges himself down. He couldn’t wait any longer. 

Pressing a knee into the space between Jeff’s spread legs, Ben pushes the head of his cock between your spread folds, every bounce of your hips down onto Jeff’s cock forcing the blond’s cockhead to nudge against your clit, making you whine. Ben cursed, your slick gliding across the underside of his length and rubbing him as he reached to grip your tits, massaging the mounds as Jeff glared. 

The stimulation was too much, cunt overwhelmed as Jeff thrust harder, trying desperately to prove you could cum without the elf’s help. He let go of your legs, wrapping his arms around your waist and digging his face into your neck, biting down. You cried, hands pressed against his arms and clawing at his skin, legs curling around Ben’s waist as you sobbed, cunt aching and all too sensitive. Skin slapped loudly, juices squelching, and messy slobber hanging on your lips, babbling. You swelled, cockhead still against your clit and nudging you to an orgasm, rolling your eyes back as Jeff clenched his teeth into your skin, groaning his own. He didn’t slow down though, hips pulsing just as fast as he spilt into you, syrupy walls clenching tightly around the girth and milking him, pulsing with every twitch inside. “Jesus…” Ben gasped, fisting his cock as he watched your face flush, heavy eyes zoning out as you felt light, rolling your hips lazily to ride out your orgasm. “Fuck babygirl… What the fuck…” He groaned, lapping at the swollen skin that was forming from his bite, kissing your shoulder until he was focused enough to slip his soaked cock out of your cunt. 

Ben was quick to move, desperately tugging you up and twisting you around, knowing you didn’t have good enough strength to sit up anymore. Panting and still hazed, you dug your knees into the couch, straddling Jeff as you pressed your chest against his, hiding your face into his shoulder. Ben nudged behind you, tugging your hips back to meet his and groping at your ass, pulling the skin apart to see your soaked cunt. “Just one more, yeah princess?” Ben huffed, fisting his cock lazily as he pressed the tip between your folds, the warmth already tugging him closer. You sobbed, gripping Jeff’s shoulders and tugging at his hoodie as you nodded, arching gently as Ben slipped his head in.

Your cunt was so warm, so goopy and swollen from your orgasm, but constricting around Ben’s cock just right. Jeff’s cum threatened to leak out, dropping down but Ben caught it with his head, pushing it back into your entrance with a smile. He growled, his left hand holding his hoodie up to his chest while his right gripped onto your hip, nails digging in. Jeff reached around, wrapping his around your back as he kissed your cheek, watching closely as Ben sunk in. “Easy, you fuckin’ pixel bitch,” Jeff warned, reaching down to grip your ass, tugging the mounds in his rough hands as the blond scoffed. “She can take it.” He snapped his hips.

Now, Ben wasn’t as large as Jeff, but he knew how to sway his thrusts just right to make you fall apart. Placing a hand on the small of your back, he pushed down, forcing you to arch as he thrust up into your soppy walls, your cries loud and ragged against Jeff’s shoulder. “Plea- Please- Jesus-” You cried, reaching your hands to grip into Jeff’s messy hair, each snap of Ben’s hips jolting you forward with a slap. Jeff’s arms tensed around you, groaning as he soaked up your cries, cock fluttering to life again underneath. You leaned back, babbling something unheard as you connected your lips with Jeff’s moaning desperately into his mouth, Ben gritting as he snapped upwards into your walls. Reaching forward, the blond tangled his fist into the back of your hair, gripping tight and tugging a chunk back, snapping your head back as you cried. 

The elf was overwhelmed, a whining and grunting mess as his hips jolted, slapping loudly into yours as he tugged your hair. He leaned forward, forcing your face to turn as he pecked at your wet lips, brows knit as he continued his pace. Ben was shaking, lost in the warmth and wetness as he slammed in without any sense of coordination, you whimpering against his lips. Jeff growled, gripping your jaw and forcing you back to his lips, a little desperate game of possession starting up. Every few thrusts, the lips you were on would change, the two passing you between them as Jeff snaked a hand along your stomach, reaching to rub at your clit as he licked at your lips. You whined, hips jerking to meet the sensation as Ben tugged your head back to his, forcing his tongue into your mouth. You felt dizzy, position changing so often that you felt like you were spinning as your jaw was dragged back to another pair of lips. 

Fed up, you reached behind you, dragging Ben’s head closer as Jeff invaded your mouth, pressing the blond’s lips against yours as well. They both grunted, both tongues slipping into your mouth and fighting for more space, Ben’s thrusts becoming shallow and lazy as he tugged at your swollen lips. Slobber ran and mixed, whines and pants flowing into each other’s mouths as they both shared you, both dragged you onto another orgasm as Jeff’s fingers pinched your clit, Ben’s cock shoving itself deeper when he tugged your hair hard enough to make you cry. 

The boys were groaning, moaning against your lips as you came, drinking in your sounds as Ben bottomed out, letting you drag him along as well. Ben let off, his head dropping down against your shoulder as he came deep into your cunt, mixing his cum with Jeff’s, his fists gripping your hips tight and tugging you back further onto him. You pawed at Jeff’s chest, his muscles heaving with every breath as he held you, watching with wide eyes as you gasped through your orgasm, jaw hanging slack and eyes rolling back gently. “So good, babygirl. Look so good like this.” He smiled, gazing at Ben whose face was clenched tight, spilling what was left of his seed and tugging out, watching as your red lips swelled around his head. All of you were sweaty and hot, the TV glow reflecting bright against your red faces and hair clinging to your skin. Pants and grunts followed as you all plopped onto the couch, Jeff holding you as Ben lay on the opposite end, admiring your drenched cunt slowly leaking the mixed cum. 

Ben felt so content, so good watching you slowly drift in Jeff’s arms, the killer glancing at him and nodding his head, beckoning for him to come closer. “You look good too. I guess.” Jeff huffed as Ben crawled over, the elf laughing as he awkwardly slid under you, your body crammed between the two as they held you. “So, princess. Who’s the winner?” Ben smiled against your ear, smirking at Jeff as you groaned, glancing through heavy eyes.

“Couldn’t decide. Might need a couple more tries to figure it out.” You mumbled quietly against Jeff’s shoulder, closing your eyes and not thinking anything of the comment as your tired body took over. The boys, however, smiled at each other, rummaging around and positioning you snugly between them. “Good idea.” Jeff smiled, gripping under your knees and pushing them apart, each thigh spread over either boy’s waist. You stirred again, eyes shooting open as Jeff reached around to shove his fingers between your folds, pressing them inside achingly quickly. Ben followed, nudging his face into your neck and kissing the skin as his hands gripped your tits, massaging your arousal back to life. Whining, you gave in, reaching around to grip both of their heads closer to yours as you moaned, their fingers ravaging. 

Maybe you could teach them to share, maybe even then you could teach them to be nice…

This was an anonymous request!

Comments and reblogs are appreciated! 𐚁₊⊹

[intimidating-fettuccine]

Y/N: Wait. Where’s Toby? He loves Dungeons and Dragons.

BEN: I thought you invited him.

Jeff: Uh, I thought Brian invited him.

Brian: I thought Tim invited him.

Tim: I never invite him.

[eroticlamb]

Jeff Buckley performing at the 'Greetings from Tim Buckley' concert at St. Ann's Church, Brooklyn, New York, April 26, 1991 ♡ Photographed by Jack Vartoogian

most beautiful man ever

[zugarcubes]

Me n gang

Only drew the pastas my friends have really been rping as, I’ve been Masky and I actually did quit my job so 👍

Oh also we’re adding our own headcanons in the pastas, like eyeless having sensory headphones :3

[clayteland]

Yo! 🥺

[gh0st0o]

my creepypasta redesigns and marble hornets too(hoodie is saying hi yall :D)

[sappy-detective]

ashamed to say the early creepypasta fandom trained my brain so when i think of slenderman interacting with his proxys all i imagine is him holding a tin of cookies wearing a pink apron as he reprimands the children

[lordprettyflackotara]

what a heavenly way to die || the proxies

‘forever is in your eyes, but forever ain’t half the time’

sum: after being stranded in the middle of a snow storm, you’re forced to take shelter with masky, hoodie, and toby. you need to stay warm, by any means necessary

tw:SMUT, FILTHY, LONG, AGGRESSIVE SMUT, foursome kinda? idk?, sub!reader, soft dom!masky, hard dom!hoodie, sub!toby, gun play, overstimulation, exhibitionism, lowkey throat fucking, praise, humiliation, power dynamics lowkey do be in place

a/n: FOR ALL OF MY OG HITCHHIKER BABIES <3

“But I don’t wanna wear gloves!”

“Toby if you don’t wear gloves, your fingers are gonna fall off.”

Masky’s voice was hoarse, his patience thinning the longer he walked. Not even a fresh cigarette could make this situation any better. Only some shit like this would happen to him.

On the way back from an assignment the car ran out of gas, courtesy of allowing Hoodie to drive for more than five minutes. Now with the tank on E, the four of you were stranded in the middle of no where. Snow fell from the sky, coating each of you more and more by the second. Hoodie seemed perfectly content with his offense, minus the occasional shiver. Toby couldn’t comprehend the need to wear so many layers, the kid practically fighting for the right to freeze to death. Masky found himself silently regretting his choice of a mask, his gaze landing on you.

Normally he discounted your presence, you being the newest member of the group. But he’d be lying to himself if he shrugged you off. Although you had only been around for a few years now, for such a tiny little thing you sure pulled your weight. He never thought much of you at first, your small stature and loud mouth telling him everything he could ever want to know. But over the years of enslavement together you simmered down, sometimes more quiet than Hoodie. Masky could deal with his silence, having been dragged into this shit show by his hand.

But you? He couldn’t handle it.

His dark gaze landed on you, looming over your shaking form like a dark cloud. You always wore skimpy clothing, even if not practical. This happened to be one of those times, your skirt riding up your thighs and knee high socks failing to conceal the goosebumps that littered your skin. “Cold, kid?” Masky asked, ignoring his own shaky fingertips as he took a drag of his cigarette. The four of you had been hiking for what felt like hours, more and more of your limbs becoming numb by the second. “T-Told ya life wasn’t a f-fashion show,” Toby chimed in, clearly enjoying the weather.

“Can it, you ticking time bomb,” Masky interjected, frowning. He noted the way you avoided his gaze, as if you were afraid of judgment. But why? You had never given a shit about his opinion before. He grunted to himself as he shrugged off his signature mustard jacket, forcefully shoving it on your shoulders.

“But you’ll freeze-”

“Put it on and don’t bitch about it.”

His voice was stern and full of authority, threatening you to question it. His mask hid his satisfied expression as he watched you put it on. “Any plans here boss? Or do we plan on camping out here?” Hoodie asked sarcastically. It was in moments like these Masky was thankful the two of them wore mask, his distain written all over his face. “We just need to keep heading south like boss ordered,” Masky huffed, blowing cigarette smoke out into the cold night air. Tensions were arising quickly, the freezing cold fizzling out any trust that had been formed.

“Head south? Are you on crack or delusional? Toby’s fingers are so frost bitten they’re about to snap off and the kid is so fuckin cold i’m surprised she’s able to stand at all,” Hoodie barked, his words laced with venom. Masky didn’t like to go off schedule. He didn’t like to piss off The Operator. If it were him and him alone, he’d continue walking south until he either made it or The Operator himself found him. However, as his eyes raked in the sight of his companions, he realized Hoodie was right.

“Fine, we’ll have a sleepover. Follow me. I saw smoke over this way,” Masky agreed reluctantly, tossing his cigarette bud carelessly onto the ground. Toby began to yap about Masky being a litter bug, earning him a knock upside the head from Hoodie. The silent proxy gritted his teeth, annoyed with Masky neglecting to tend to them sooner.

“You saw signs of civilization and just now told us? How long would you have let us walk before we fuckin froze to death?” Hoodie questioned, his gaze so deadly Masky could feel holes burning into his back. You awkwardly tugged his jacket closer to you, your breath shallow. “He’s k-kinda right, kinda an asshole move,” You said softly, completely exhausted from marching in a borderline snow storm. Masky’s gaze softened for a moment, before noticing Toby had taken off his gloves. “We need to get going before this dipshit loses his fingers,” Masky grumbled, shrugging off the issue at hand. The three of you trailed behind him, satisfaction washing over you as a cabin came into sight.

You weren’t an advocate for death, but you quite literally would’ve killed someone for a warm spot in that cabin. The four of you burst inside, scanning the room for any sign of human life. None of you could deny your eagerness to be warm. A small fire crackled in the background in the fireplace, providing a soft orange glow to the room. Masky gestured Toby to follow him upstairs, leaving you and Hoodie to scope out the remainder of the first floor. “Any guesses on why it’s abandoned like this?” You asked the taller proxy, avoiding his lingering gaze. Hoodie tended to be a bit unsettling sometimes, whether he meant to be or not.

“My guess? Some rich couple cut their honeymoon short and hauled ass once they saw the forecast,” Hoodie said blandly, shrugging off his ski mask. It had been a while since you had seen his face, his stubble grown out more than you could remember. “Good for us then,” You mumbled, averting your eyes. You stared at the ground so much you tended to forget what your fellow proxies faces looked like. Footsteps trampling down the stairs regained your attention, your head snapping in the direction. “Good news, place is ours. Bad news, the only heat source is that lovely fireplace right there,” Masky said, sitting down in front of the small couch. The three of you followed his lead, crowding around the tiny fireplace.

“This is your grand plan?” Hoodie questioned, his distrust visible on his face with his mask off. Masky fought the urge to light another cigarette, bringing his knees to his chest. “The fireplace as well as our body heat is enough to survive. Unless you have a better idea, be quiet,” Masky replied dryly. Toby took the opportunity to lay his head in your lap, a place he had been time and time again. You had taken on this role long ago, stroking his chestnut hair until the unpredictable ticking time bomb fell asleep. Tonight was no exception, even as you settled in next to Masky.

You ignored the ever growing tension that sprouted with each second as your arms touched, the smell of his cologne mixed with tobacco flooding your nostrils. Tensions were ever growing as your arm brushed against his, your energies so magnetic it made you unmistakably nervous. Nervous. You never felt nervous in any other situation. But around Masky? Especially close like this? You might as well have been a flirty high school girl. Hoodie ignored the three of you, jumping over the arm of the couch and making himself comfortable. He was always reserved like that, refusing to touch any of you unless he was back handing Toby. The couch squeaked under his weight, the squeaks continuing until the older proxy got settled.

You continued to play with Toby’s hair, swirling your fingers around his scalp. “Warm enough kid?” Masky asked, his voice more rough than usual. You tried to avoid staring, noticing him taking off his mask out of the corner of your eye. You wanted nothing more than to soak in his features, especially since his mask was practically glued to his face a majority of the time. Instead you forced yourself gaze to remain forward, watching the fire flicker. “I suppose,” You mumbled, catching a knot in Toby’s hair. You refrained from cringing as you brushed it through with your fingers, thankful he couldn’t feel pain as he slept soundly. The sound of Hoodie’s soft snores put Masky a little more at ease, his next words something he wouldn’t admit to the other two men next to you.

“You were right about earlier. I was an asshole, I should’ve had us head here to begin with,” Masky admitted timidly. He didn’t like being the leader, that role automatically assigned to him like it was his birth right. What he didn’t like even more than that, was admitting that he was wrong. He expected ridicule, which he would’ve gotten if you were Hoodie or Toby. But instead you laid your head on his shoulder, nuzzling your cheek against the fabric of his sweater. “I know you were just trying to please The Operator,” You whispered. You continued playing with Toby’s hair, ensuring your hand didn’t stop. You glanced up in his direction, soaking in his thick eyebrows and awkward side burns. His chocolate eyes met yours unsurely, an eyebrow raising.

“What are you doing to me kid?” Masky grumbled, his own heart beginning to race. This was bad news, feeling this way towards you. But the orange glow against your skin had him reeling in his own skin. “You tell me boss,” You whispered back, edging your lips towards his. It caught you off guard that Masky made the first move, planting his lips against yours. His lips were as chapped as yours, his taste a recognized mixture of mint and cigarettes. You melted under his touch, eagerly kissing him back. He was intoxicating, his large hand slipping into your hair.

You could feel your core throbbing with desire, your cheeks flushing pink as you realized this. Being a proxy didn’t exactly equate a productive sex life, your body longing for the touch of another human. You couldn’t get enough of his lips, his desperation. It was just as passionate as yours, both of you longing for human compassion. You shuddered as his large hand slithered down to your thigh, your legs parting instantly. His cold fingertips trailed up your sensitive skin, tracing your skin teasingly. You held back a soft groan, Masky eager to hear you make sinful noise for him. He was so close to your core, your body shuddering at the idea-

“What the fuck are you two doing?”

Hoodies voice was sharp, abruptly interrupting your lustful daze. Love affairs between proxies was forbidden, a strict rule made clear to you by The Operator. While he gave the same speech to Kate, he knew that her feralness would unintentionally have her follow his rule to a T. You, however, were semi more mentally stable, with a knack for fashion and semi put together appearances. For the first time you saw panic across Masky’s eyes, causing you to clear your throat. “Sharing body warmth obviously, you cold Hoodie?” You asked, the lie leaving your lips before you had time to consider the repercussions. For a second you could’ve swore you saw a glimpse of Brian, a playful smirk crawling up his lips.

Your hand abandoned Toby’s hair, grabbing a handful of Hoodies coat to drag him closer to you. You managed to spare a moment of hesitation, dragging his lips to clash into yours. You were tense at first, unsure what the proxy would do. You were surprised to feel him meet your desperation all the same, the nagging realization of his similar loneliness crashing over you. Teeth clashed with teeth, his desperation resulting in a deeper kiss than you expected. You found yourself getting even more flushed, knowing Masky’s eyes were burning into yours. He took the opportunity to press his hand against your core, noting how damp your panties were already.

“You’re gonna wake the kid up,” Hoodie grunted, reluctant to pull away from your lips to begin with. Masky rubbed against your swollen slick, earning a small whimper from you. “I’m a-a-already up,” Toby said groggily, sitting up. You avoided his gaze as he soaked in the sinful sight in front him, Masky’s hand on your cunt and Hoodie’s lips mere centimeters from yours. You swallowed, your core throbbing at the idea of taking all three of them at once. After all, you had to convince yourself you weren’t lying. This entanglement was nothing more than an exchange of body heat, a way to keep warm.

Right?

You turned your head towards Toby swallowing nervously as you leaned forward to kiss him. It caught him off guard, his light grey cheeks forming a tint of pink as he matched your actions. Two sets of large hands rearranged you as you lost yourself into the kiss, your ass in the air as your skirt got flipped up. “Fuck,” Masky mumbled, his cold hand sending goosebumps across your skin. You could hear Hoodie moving on the couch, causing you to pull away from sucking on Toby’s bottom lip. The clinking of his belt fully caught your attention, your eyebrows raised. “Do you um, not wanna be warm?” You asked slowly. A pang of embarrassment shot through you, a creeping worry of his lack of desire for you arising. The taller proxy smirked, unzipping his jeans.

“I just wanna watch you get knocked down a few pegs, now go on and kiss Masky again,” Hoodie ordered, palming himself through his jeans. You turned to Masky, cheeks flushed red and heart pounding as you met his gaze. His pupils were blown with lust, his face in the softest state you had ever seen it. You met his lips eagerly, obeying Hoodies demand. Toby took the opportunity to come up behind you, his cold hands slipping under your shirt. Your hand slithered its way down to Masky’s crotch, palming his hard boner. You were satisfied to hear a small groan claw its way out of his throat, your lips eagerly swallowing it. You arched your back as Toby’s curious fingertips found their way to your breast, squeezing harshly at your perky nipples.

“N-No bra? You’re just d-d-dying to get fucked huh?” Toby snickered. Goosebumps trailed down your spine as you whimpered, nibbling on Masky’s bottom lip. Your eyes slowly fluttered open, soaking in his facial expression. “Let me suck you off,” You whispered, biting the inside of your cheek as Toby harshly twisted your left nipple. Masky seemed at a loss of words, something that rarely occurred to him. He looked over you, eyeing a mischievous Toby. “Hey kid, make yourself useful and let her ride your face,” He said, his words laced with authority. You couldn’t ignore the warmth that spread over you as Toby laid on his back, nuzzling himself between your knees.

“Sit back on his face princess,” Hoodie ordered, pulling his cock out of his boxers. Masky clenched his jaw, having momentarily forgotten Hoodie was even there. He watched your shaky hands fiddle with his belt, slowly lowering yourself onto Toby’s eager mouth. You nervously glanced down at the younger proxy, licking your dry lips. “You can uh, touch yourself you know, or something,” You offered unsurely, feeling him shove your panties to the side with his cold fingertips. Masky placed his hand on the back of your head, gently reminding you to focus. “He’ll figure it out kid, stop worryin’ so much,” Masky grumbled. You continued to focus on undressing him, whimpering as you felt Toby’s warm tongue dart in between your folds.

“This is taking way too fuckin long. Let’s speed things up shall we?” Hoodie asked, his cock already exposed and in hand. Your eyes widened as he took out his hand gun, clicking off the safety. “Get to sucking princess,” Hoodie barked. Toby continued to lap at your folds, his tongue messily flicking your clit. “Are you out of your goddamn mind? What the fuck is wrong with you?” Masky argued. His attention was diverted once you took him in your mouth, eagerly bobbing your head up and down on his hard cock. Hoodie smirked at your reaction, noting the way your thighs squeezed Toby’s head harder. “Look at her Mask. You think a girl like us isn’t into some freaky shit? Now shut up and enjoy it,” Hoodie snickered, stroking himself to the sight.

Toby was eager, his hand pumping his own shaft as he devoured your cunt. He couldn’t get enough of your taste, his soft groans muffled by your soaked folds. Your hips involuntarily grinded against his face, your own moans sending vibrations around Masky’s cock. The brunette tried to hide his own sinful noises, but you taking him to the base cancelled out any possibility of him being able to do so. His hand grabbed a handful of your hair, assertively guiding you up and down his cock. Hoodie couldn’t get enough of the sinful sight, your knees digging into the hard wood as you struggled to hold yourself up. He wouldn’t stop watching even if the world collapsed.

Meanwhile Masky was struggling to hold on, having spent years and years with his hand as his only companion. Your mouth was so warm and wet, your throat only making it harder to resist cumming right then and there. “Fuck kid, you’re gonna be the death of me,” He grunted, feeling your tongue swirl around his tip. Your eyes were already flooded with tears, your gaze meeting his as you deep throated him. It was embarrassing to Masky how fast he knew he was going to cum, your sweet face only bringing him closer to the edge. Hoodie noted this as well, noticing the way Masky’s hips began slowly stuttering. A sadistic thought came to mind, one that he knew would ensure a good time for every party involved.

Your orgasm was approaching quickly, your thighs squeezing Toby’s head so tightly you were almost worried about him. “Go on princess, that’s it. Ride Toby’s face like the good whore you are,” Hoodie purred, stroking himself. He enjoyed watching your micro expressions, your mannerisms. The way your eyebrows furrowed when Toby licked you just right. Masky momentarily pulled out of your mouth, craving to hear your moans. Your spare hand was tugging at Toby’s hair, whimpers clawing their way out of your throat. “Fuck, feels so good T-Toby-” You whined, tilting your head back. Precum and saliva covered your swollen lips, your gaze meeting Masky’s. “Can I cum? Fuck, please let me cum,” You whined, struggling to contain yourself. Masky smirked at your request, briefly giving Hoodie a cocky glance.

“Go on kid, cum for us,” He cooed. Words couldn’t describe the satisfaction he felt as you came on Tobys face, your eyes rolling back and legs shaking. You planned to get off, a click from Hoodies gun ripping you away from your ride of euphoria. “I didn’t tell you to get off, did I? Keep riding princess,” Hoodie barked. Toby was still as eager as ever, his mouth gratefully accepting you as you lowered back down onto him. He lapped at your slick, devouring your cum. “Nobody’s stopping until everyone cums. That’s only fair, isn’t it?” Hoodie asked mockingly. You rolled your tongue out across your bottom lip, presenting yourself for Masky to use. “Masky, please, let me taste you,” You pleaded, struggling to stay upright. The overstimulation was making your body twitch, the brunette quick to shove himself back in your mouth.

Something about this, watching you be overstimulated and cumming, drove Masky feral.

He was more aggressive this time, pulling your hair and forcing your jaw to go slack. You whined as you struggled to keep up, saliva trailing down the sides of your mouth. “Such a good hole for me to use, fuck,” Masky groaned. He could feel himself coming closer to his orgasm, his hips stuttering as he thrust one final time down your throat. His warm seed made you gag as you struggled to keep him in your mouth. Tears streamed down your cheeks as you gripped his thighs, swallowing him whole. He pulled out of your mouth, watching you gulp for air. You were so pretty like this, your face fucked out and sounds nothing more than incoherent babbles. You could hear Toby’s groans growing louder as well, your thighs squeezing around his head as he came on his stomach. The three of you were spent, Toby’s tongue momentarily coming yo a pause.

The sound of Hoodies gun clicking caught all three of your attention, the taller proxy not hiding his sadistic grin. “Not all of us have cum, have we?” He asked, sending a shiver of fear and arousal down your spine. “Keep sucking princess,” He barked. His gaze landed on Toby, whose eyes were barely visible from between your thighs.

“And keep eating her out kid, I wanna see her squirm.”

[f1nnderace]

.. can you guys tell i really like toby.

[sparkyzoid]

i've been busy with finals but here are some silly sketches Hooray!!!

[rainrot4me]

Just Relax

Summary: You’re stressed. Jack knows how to fix that.

Characters: Eyeless Jack x Female Reader

SMUT WARNING MINORS DNI

TW: First time, stress relief, using orgasms as a way to relieve stress, teaching, inexperience, virgin, cunnilingus, blowjob, bad blowjob, grinding, tip fucking, vaginal, kinda creampie, Jack's a gentle giant, service top, claws, mentions of blood, mentions of gunshots, bullet wounds (not smut related), injury

Words: 5.8k

Being the only other medically intelligent resident in the mansion intensified your job.

Slender partnered you with Jack, the tall brooding organ-eating demon that spent most of his time either in his medical lab in the basement or face-deep in someone’s intestines. It was charming, really. 

Your jobs were to patch up the proxies and keep them running, their missions being insanely more dangerous than the average creep and constantly landing them on Jack’s workbench. You were tasked with helping the demon: holding wounds closed, getting his supplies, or even rounding some innocent bystander up for his dinner. You were always on the move, always completing some requests. And it was seriously taking a toll. 

You were becoming restless, your body always aching and your mind never quiet from the constant stress you faced. You tried to hide it, but as the bags under your eyes grew from the lack of good sleep, it became harder to put on a good face. Especially around the demon who ordered your every move. 

So when Jack occasionally got restless and left you in his lab to go hunt, you usually would spend the time tidying up or catching a quick nap. But when a bloodied Tim stumbled down the basement steps and through the door, heaving from exhaustion, you panicked. 

The tall brunette stumbled into your arms, coughing loudly as you tugged him to the medical table and laid him down, his jacket dark with blood and dirt. He had been shot, twice in the gut, it looked like. You grit your teeth, tugging his jacket and shirt off as you carefully watch his face, his eyes already beginning to flutter shut. Shit. Where the hell was Jack?! It wasn’t that you didn’t know what to do, it was just that Jack was more familiar with these things. You were just an assistant. But you had no choice, curse the demon and his greedy tongue. 

You pulled the medical tray towards you, the metal pan littered with different tools you were familiar with. You grabbed a cloth, dousing it with sterile alcohol and wiping Tim’s gut, forcing his chest down as he hissed against the sting. You had to be quick, there was no telling how long the poor guy was hauling himself here and bleeding out quickly. After cleaning his skin, more blood gushed, but you were finally able to tell where the entrance holes were. “Just hold on.” You grit, grabbing the long tweezers from the tray and focusing, pressing your arm against Tim’s chest as you slowly sink the cold prongs into the wound. The large man cried out, fists clenching the soft padding of the table as you prodded for the bullet, pushing deeper until you felt an abnormality lodged deep into his skin. You were way too shaky for this, your unsteady hands likely to tear his wound further as you pinched the small bullet and unlodged it from his gut. You needed Jack, now.

And like a god-sent, you heard loud boots stomping down the wooden stairs, a tall figure emerging through the open door as you dropped the bloody bullet onto the tray. “[Y/N]? What’s all this blood- oh shit.” Jack’s monotone voice muffled behind his mask, his head instantly snapping to you as you turned to him, panicked and hands covered in Tim’s blood. 

The demon was quick, grabbing the tweezers from your hand and pressing over the bleeding man, doing a much better job of retrieving the second bullet as you slid to his side, offering your help as always. He popped the tiny metal onto the tray, quickly grabbing disinfectant and eyeing you as he returned to the bloody scene, trying his best not to apologize right now.

-

Before you knew it Tim was back upstairs asleep in his bed, his torso wrapped in clean bandages and veins full of liquid painkillers. The procedure went by quickly after Jack arrived, making quick work of getting the man cleaned up after his latest mission. You sat at Jack’s desk, face hidden in your hands as you finally caught your breath, fingers still stained with his blood. The demon leaned awkwardly against the edge of the table, mask long discarded on the now clean table now that you were in the privacy of each other. Jack had stopped using his mask around you long ago when he realized you would be together every day, pushing past his instincts and accepting your presence wholeheartedly. He appreciated the help more than you knew. 

“I’m sorry…” He mumbled, rubbing the back of his neck as he watched you, palms rubbing your tired eyes as you looked up, but not at him. “It’s fine.” You wanted to accept his apology, but your angry sleep-deprived brain wouldn’t let you, a snarky response being all that you could offer. Jack could hear your irritation, cringing to himself as crossed his arms, looking down to the floor. “Like, seriously. That was completely me. I sho-” 

“I said it’s fine, Jack.” You cut him off, huffing as you pushed off the desk and began picking up random trash around the lab. You refused to look at him as you tried to occupy yourself, begging your angry tongue not to attack him further. But Jack, being himself, pushed further, begging for your forgiveness. “But it’s not. I mean, how can I make it up to you?” He pushed, circling in front of you and reaching for your shoulders, the demon easily towering over you as you strained your neck to look up at him. “You can’t, okay?” You snarled, pushing off of him and tossing random syringe packets into the trash, slipping away from him. You were fuming, unreasonably, but you couldn’t help it as you breathed quickly, face growing hot. You were becoming overstimulated, your hair pressing too close against your neck, this room suddenly becoming way too cramped, and your head just hurting, begging for you to just lay down. 

Jack crossed his arms, sitting back against the medical table as he watched you stomp around, his knee tapping worriedly. “But-” Just hearing his voice was beginning to make you mad, his need to apologize becoming so whiney in your mind. “Listen, Jack. I don’t fuckin’ need your sorry, okay? What I need is to be left alone. I’m stressed out of my mind, alright?” You snapped, shoulders tense and hands flinging with every word. Jack just watched quietly, his dark sockets staring blankly at your red face. He knew you were stressed, how could he not? But he also knew this was the result of days of suppressing that stress, refusing to acknowledge just how overwhelmed you were until you got to this point, your words moving faster than your mind could stop. He didn’t take it to heart, it was all emotional and he knew that. But what he did do was push further, despite your anger. 

“Then why don’t you rest? Like, take the day off or just take a minute. I don’t know, have a shot or something.” You leaned back against Jack’s desk, rubbing your face as you groaned, your head pounding. “You don’t think I’ve tried? Can’t catch a wink of sleep because my mind won’t just stop. I’ve been on a high drive all week.” You whined, tears pricking your eyes as the demon watched you, brows knitting as you wiped your eyelids. He thought quietly, sockets studying you annoyingly as you wiped your hair from your face, irritation growing when he wouldn’t look away.

“Have you tried masturbating?” For a second, you really couldn’t tell if your ears were working right, convinced you were still in shock as you glared at him. What the fuck kind of question was that? Thinking he was joking, you laughed dryly, rolling your eyes. “Very funny, Jack.” But he wasn’t laughing, his face dead serious as he arched a brow expectantly. That’s when your face grew hot, cheeks growing a darker tint until you forced yourself to look away, avoiding his piercing gaze. You screwed your eyes shut, embarrassed. You hadn’t, but you felt like he had already come to that conclusion as he pushed off of the table, stepping closer to you and making your breath hitch. He tilted his head, arms crossed tightly as he strained the answer out of you.

“No, okay? I don’t have time for that shit. And besides, I wouldn’t even know how.” Such trivial things had never crossed your list of wants when you were working under Slender. You had more important things to worry about like completing missions or saving someone’s life. Touching yourself hadn’t really crossed your mind. 

Jack scoffed, his hands uncurling to rest against his hips. “What? You mean like, you don’t know how to jerk off?” It was embarrassing when the demon said it out loud, your eyes screwing shut and cheeks hot before him. But he only stepped closer, his tall stature suffocating you. You shook your head, refusing to look up. “Why would I need to? I’m not some dog in heat.” 

That one struck harder than you meant for it to. You were all too familiar with Jack’s seasonal heat cycles, his demon instincts overriding his thoughts a couple of times a year and driving him to seclusion for a week or so. Those were the times you hated the most when he wasn’t around, wasn’t there to guide you during a procedure or appreciate your efforts. So when you looked up at him, fearful that he was going to go off on you for your careless insult, you were surprised to see his face so calm. 

“Yeah, you need to jerk off.” He smiled, a little teasing in his voice as you scowled. “Listen, orgasms are good for relieving stress. So, if you’re going to keep working, you either need to learn how, or let me help you.” His words felt like a joke, but his face was so sincere you had to readjust, your stomach tightening with butterflies. He couldn’t be serious, help you? 

But as his gray-blue claws rested on his hips, head tilted to stare at you below him, you couldn’t help but squirm. He was looming closer, his jagged smile teasing but earnest as your face became hot. This was embarrassing, letting practically your boss coerce you into letting him get you off. You wanted to say no, to fight him off and persevere by yourself. But when the flutters in your stomach turned to throbbing between your thighs, you groaned, giving up. 

“Fine. But… I don’t know what I’m doing. Like, I’ve never done anything like this before.” You mumbled, pushing off the wall and standing inches from him, straining your neck to look at his toothy grin. “It’s okay, pet. I’ll be gentle.” 

Pressing his claw behind your back, he guided you to the medical table, pushing you to the end. You panicked slightly when he scooped under your armpits and picked you up easily, setting you on the edge so you were level with his chest. You wanted to stop, the sudden closeness making you overwhelmed, but when his claws rested on your hips, you tensed. “Relax.” He cooed, leaning in to press a chaste kiss against your cheek. You were speechless.

Your friendship with Jack was close, and your mutual understanding of how difficult both of your lives were plus the forced proximity made it easier to become quick friends. But as his warm lips pressed down your jaw to your neck so comfortably, you questioned everything you thought you knew about the two of you. He was eager, but soft, nipping against your skin as you tilted your neck, gasping softly as goosebumps ran over you. He was nudged between your legs, his short hair tickling your ear as his claws gripped you tight, holding your hips down. You couldn’t help but rest your hands on his shoulders, pushing back slightly as he moved to the other side of your neck, little red spots appearing everywhere he nipped with his fangs. 

“Jack…” He smiled, letting off your neck and pecking your cheek again, leaning back to look at you. Your face was hot, cheeks dark and flustered, but he thought you looked cute. You, however, had your thoughts running a mile a minute, confused but oh so excited as his claws slipped under the hem of your shirt. Jack could smell your arousal and it made him hungry, so rarely, for something other than guts. 

“Shh, lean back.” He hummed, slipping your shirt up and off your head and making you whine. Placing your hands behind you, you leaned back, stunned when he slipped his nails into your shorts and tugged them down your thighs, purring at the sight of your panties. You couldn’t believe he was actually serious, slipping the fabric off your ankles and tossing them to the ground, hands quick to reach your hips again. You placed your hands on his chest, holding him back from attacking your neck again. “You don't have to do this. I’ll be fine.” You grit, eyes nervously flickering between his face and his crotch pressed so closely between your legs. He just smiled, rubbing your waist. “This is for you. If you’re going to keep working, I need you in good condition. Just relax, pet.” He cooed, pushing back against your chest so you lay on the padded table, feet dangling. You were practically vibrating, unsure of exactly how to lay or move so you just gripped the leather awkwardly, watching the demon run his claws over your thighs.

“I need you to talk to me. Don’t let me overwhelm you.” He said sternly, hooking under your panties and tugging them down, your legs instinctively clutching together. “Too late.” You whined, pushing your hands down to cover yourself as you breathed heavily. Jack only chuckled, gripping your wrists gently and pulling them to your sides as he kneeled. You watched him nervously, his face now even with your closed thighs as he pushed your knees apart, checking your expressions. The demon knew you needed this, knew you were excited. He just needed to show you to let go. 

Spreading your legs despite your protests, Jack scooped his arms under your thighs, tugging you closer to him until he was inches from your pretty cunt. He breathed deep, sighing at the sweet scent of your excitement that coaxed him closer. His dark sockets never moved from your panicked face, sitting up slightly as you watched his lips smile, your eyes wide. This was insane. But before another desperate attempt to get him to rethink this left your lips, one of Jack’s dark, long tongues licked a thick stripe between your folds. Your back hits the leather immediately, a shaken gasp slipping through as you tense your thighs closer. Jack’s strong arms held them apart just fine, chuckling to himself as he watched your pupils blow wide. His tongue was so warm and slick, his thick saliva running through your lips and making you shudder. “Jack-”

He was already back again, long tongue running flat up your cunt and flicking on your clit. Your gasp was ragged, fingernails digging into the padding underneath as you craned your neck to see the demon. Jack was staring at you, the corners of his open mouth twitched up to a smile as he flicked the tip of his tongue against your already twitching clit. The feeling was so unfamiliar, so odd but so heavenly. He seemed so skilled, so eager to tug the little sounds out of you as he dove deeper, your bottom lip slipping into your teeth. 

“You alright, pet?” He mumbled, tongue quick to lick a thick stripe between your folds again, pressing a soft kiss against your soaked lips and giving you a moment to breathe. His claws were kneading the softness of your thighs, his thumb rubbing against your burning skin. Were you alright? Your breathing was heavy, quick and sharp as you stared at him, cheeks hot and flushed. You were nervous, your body unsure of what it was even feeling, but you knew you needed more. More of whatever his delicious tongue was offering. 

So, you nodded, leaning back but keeping your head up, watching nervously as he kissed your inner thighs softly. He smiled again, kissing his way back down to your folds and sliding his tongue out again, spreading the lips around his warm tongue. You groaned, biting your lip as you tried to contain the noises that dared to get louder, unaware that you could even make sure vulgar sounds. Jack was back to flicking against your clit again, eyelids heavy as he relished in the way you fought yourself. You were so desperate to contain what he knew you needed to let out, so he slid deeper, his long tongue slipping against your tight entrance. 

You panicked slightly, stomach clenching when you felt him press against your hole. He didn’t move, eyes trained as you gripped the leather, your face hot and heavy. Your thighs threatened to close, Jack’s claws digging slightly to keep them apart but not pulling farther. Your clit was throbbing, aching from the loss of the demon’s tongue but alive with the new sensation. He blinked at you, reading every expression as he dared further, the tip of his thick tongue slipping inside of your cunt. At the sensation, you didn’t expect your hips to jerk, legs tensing as he pressed inside, but you couldn’t stop yourself. Jack held you close, your tight entrance accepting the warm intrusion as you clenched and throbbed. It was so unfamiliar, but so warm, so filling. 

The further his tongue pressed in the faster your hands slid down to run through his brown hair. You gripped tight, tugging lightly as his lips pressed flush against your folds, his eyelids fluttering shut as he soaked in your warmth. You tasted heavenly, your arousal thick around his tongue as he breathed deep, letting you adjust. His tongue contoured easily through your cunt, rubbing gently against your gummy walls until your hips were squirming, begging for movement. You couldn’t even explain your movements, your body taking control and guiding itself against him. But when Jack’s thick tongue eventually curled against your warmth, lapping at your ecstasy, you felt like you couldn’t breathe. 

“Jack!” It came out ragged, like you were gasping for air that was being stolen with every curl. You tugged against the demon’s hair, his groans vibrating against your cunt and making you whine louder. It was too much. The unfamiliar stretch, the warmth, and even his noises were making you lose yourself. “Ahn- Oh my… Oh my God-” You moaned loudly, your resistance thinning with every pull of his long tongue. Your body twitched against him, your hips stuttering and grinding uncontrollably. His thumb still brushed against your thigh, that one constant keeping you aware the deeper he probed his tongue. Your back arched off the table, unsure if you were trying to pull away from him or angle him deeper, but he moved with you. 

The wet schlick of his tongue tugging in and out of your tight cunt made you groan, eyes screwed shut. You were so overwhelmed, but Jack was quick to read you, quick to adjust his speed the louder you got and bring you back down to a comfortable pace. Your lightheadedness appreciated that, your cunt slick and gummy as your arousal built, his lips becoming soaked. But Jack was in heaven. You tasted so good, so unexplainably good that he couldn’t dare remove his tongue. Your arousal was so sweet, but so sour in his mouth, his groans vibrating against your cunt. But it was pooling now, building heavily. He knew you were close, so he curled harder. 

“Jack, I- Ah! I think I’m gonna- gonna cum…” You mewled, his grinding down against his mouth as you tugged his hair closer, pressing his head deeper between your thighs. You were so sweaty, so hot and overwhelmed, but you couldn’t stop. There was a thick knot in your abdomen, your arousal peaking louder. Jack grumbled, nodding his head lazily as his eyelids tightened, focused on reaching deeper and tasting more of you until your body couldn’t resist anymore.

You came hard. It was such an unfamiliar sensation, your entire body wracking and tensing itself, a sharp moan crying from your lips. You leaned forward, Jack quick to adjust and pull your hips up so he could drink up every inch of you that spilt onto his tongue nestled so deeply inside of you. You were crying out, your fingers gripping his hair so tightly you were afraid you’d rip it from his scalp, but Jack could only moan. “Fuck- Fuck!” Your thighs were shaking, the demon’s large claws gripping tighter so he could relish in the feeling of his tongue being squeezed by your throbbing cunt as you rode out your orgasm. Your breathing was loud, your cheeks hot as you panted and strained against the tongue still nestled inside. You waited for him to slip out, but he never did, his tongue still prodding against your soaked walls. 

The demon’s eyelids eventually opened, his cheeks dark as he held you close, his lips swollen against your folds. You were so stunning, every inch of your burning skin glowing under your ecstasy as he slipped another tongue out of his mouth. It slid against your folds, just as thick and long as the first one but finding a new direction as you whined loudly. He wasn’t done with you yet, he couldn’t be, not when your body called to him so desperately. So his second tongue flicked against your clit the same way he did before, pitching the tiny cries and whines out of you he loved to hear. You were quick to react, your body still sensitive but desperate to chase that high again as you jerked against his tongue, hips stuttering even harder. Jack didn’t go too fast, pressing just hard enough and just quick enough to make your arousal build up, but watching you closely to make sure he didn’t press your sensitive body too far. He was careful, diligent with his every flick and curl. You were falling apart all over again.

“Jack, I’m- I can’t again-” You whined, legs heavy on his arms as he groaned, hugging them close to his head. The demon dug his knees into the ground, his cock pressing hard against his jeans but he ignored it, focused only on you and making you spill on his tongue again. “Yesh, yu can…” He lulled against your cunt, eyelids fluttering with every slick of his tongues. You wanted to resist, wanted to fight back against him, but he had pulled every ounce of your fight out. Jack was pushing you into some headspace you had never experienced before, your mind running on fumes and ecstasy. So you just let go. 

It was no time before you were cumming again, your orgasm much quicker than the last. Jack didn’t hold your thighs apart this time, he slid his claws up your waist, letting your plush legs wrap around his head and squeeze tightly as he groaned. The demon was slowly cracking under you, his mind running rampant as he drank down more of your sweet arousal, pushing off of his knees and to his feet until your hips were completely off the table. Your shoulder blades pressed back against the padding, your loud moans echoing in his ears and making him grin. Your cunt was wrecked, sopping wet and swollen as his tongues finally slid back, tugging out of your stretched cunt and back into his mouth. You watched through heavy lids, sweat sticking to your forehead and making you feel all hot and exhausted.

But Jack was lost in your body, eyelids heavy over his sockets as he leaned over you, pressing wet kisses against your stomach and back up to your chest. You were heaving, goosebumps rushing along your warm skin as the demon reached under your back and unclipped your bra, sliding it off of your shoulders. “So pretty…” He mumbled, kissing along the skin around your nipples until you were hissing. He peered up at your red face, grinning as he slid his arms around your waist and tugged you up to his chest, pressing you close to him. “Did so good, huh? Don’t you feel better?” He cooed, rubbing your back with his nails gently, leaving goosebumps against your skin. 

You did feel better. In fact, you didn’t feel anything but good. Your mind was blank, only the cool leather under your soaked cunt making you twitch, pleasure still coursing through your muscles. Jack was nestled between your legs, chin tucked over your head as he smiled, breathing in how amazing you smelt under him. But this close, you could feel his boner pressed tightly against your thigh, the large bulge making your eyes widen. The demon had done so much for you, it was only right you do something in return. 

You slid your hand down between you, cupping his bulge and rubbing gently until Jack was groaning. You tried to unbutton his jeans, but he was quick to lean back, gripping your wrists. “There’s no need for that. You need to rest.” He grinned, pressing your hands back to your sides gently. You pouted, straining against his arms to reach back again. “You helped me. Now let me help you… Even if it won’t be very good, I can still try.” You peered up at him, eyes wide and pleading as you felt some sense of need wash over you. Jack watched you carefully, contemplating with himself before sighing and rubbing his neck. “Okay. But do not push yourself.” He warned, letting go of your wrists and helping you slide off the table. 

The demon grunted when your hands found his bulge again, your heart pounding in your chest as you unbuttoned his jeans nervously. You had no fucking clue what you were doing, but you pushed his jeans back anyways, his boxers doing little to hide his girth. Jack’s claws rubbed your shoulder gently as you tugged his boxers down, gasping when his length bobbed out. He was… huge. You had never really seen a dick before, but you knew Jack was above average. The demon towered above you anyway, so it only made sense that his length would carry through. But even still, it was hard to focus as you watched the girth twitch in the air. Jack’s claw gripped your shoulder tighter now, watching you carefully.

Taking a deep breath, you kneeled, the demon taken back but quick to adjust. Your wide eyes flicked nervously between his face and the cock in front of you, hands nervously gripping his thighs as you pressed closer. Jack was nervous himself, studying your every move. Licking your lips, you pressed a kiss against the tip, shocked by how warm the flesh was as you lifted your hand to grip the base. Jack sighed, fisting his hands at his sides. You licked your lips again, the salty taste making you press further. You flattened your tongue, licking the head and slowly pumping the length in your hand, unsure if you were even doing this right. But when the demon groaned, pressing his hips closer, your stomach fluttered. 

There was no way you were fitting that in your mouth. So instead you tugged his cock to the side, pressing your lips against the side and sucking gently, jerking your hand slowly. You mouthed against the base, slipping licks up the length until Jack’s claws were resting against your head, rubbing gently and gritting his fangs. It wasn’t good and you knew that, but Jack didn’t care, all he knew was that you were trying and that was all that mattered to him. “Yeah, doing so good pet… Keep moving your hand just like that…” The demon cooed, running his thumb against your cheek. Your stomach fluttered wildly, your mouth sliding to the tip and sucking at his slit. You could taste the bitterness as you run your tongue against the head, Jack's arousal pushing through his gritted teeth. “Fuck…”

You dared, pushing your jaw open and flattening your tongue as you took the tip inside. You tried to press further, but your throat constricting as you gagged pushing you back, tears pricking your eyes. “Ah, careful-” Jack hissed, pressing his hands against your cheeks and pushing you back, but you resisted. You took the head in your mouth again, tongue swirling as your screwed your eyes shut, pumping your hand along the rest of the length. The demon groaned, hands still pressing against your cheeks gently as he begged you to take it slow. His skin was hot, cock twitching in your mouth every time you sucked. “Easy, pet… Yeah, just like that…” He groaned, brushing the hair off of your forehead and admiring your flushed face. You tried to press further, but you would gag and force yourself back, head bobbing as far as you could go before slobber pooled on your lips. You pumped his length quickly, making up for the rest of the length you couldn’t get. Jack was vibrating under your mouth, claws gripping desperately in your hair and brushing the tears from your eyes. “Shit, [Y/N]...” Your jaw was becoming sore, but you pushed, begging your throat to take him.

Until Jack gripped your chin, tugging it down and pulling you off of his tip. You whined, pushing back against his hands but he was already pushing you to the floor, back pressed down against the cold concrete of the basement. Jack kneeled between your legs, spreading them wide as he tugged off his shirt, tossing it to the side. “You did so good, pet… So good… Let me…” He hissed, pumping his cock in his claws and pushing your knees apart. Your eyes widened, heart pounding underneath his hungry gaze. “Jack- I don’t know if I-” But he was already rubbing your thigh gently, pulling your hips to meet his. “It’s okay. I’ve got you.” He cooed, breathing heavily above you.

Jack pressed his cock down, angling your hips up against his thighs so your cunt laid flat in front of him, your hands gripping onto his knees. Your heart was pounding, eyes flicking nervously as you watched Jack press his cock down, sliding his wet length through your soaked folds and groaning loudly. His tip nudged against your clit, your hips jerking as you gasped, digging your nails into his jeans. “Feels good, yeah?” He purred, slowly grinding his cock down against your cunt, pressing his thumb against the length to keep himself between your folds. You were whining, pressing your hips up to grind against his length as he ground down into you. His tip nudged against your clit with every thrust, the nub twitching against the contact and making your abdomen tighten. “Just like that, Jack…” You whined, his left hand clamping around your hip and pulling you close to him, rubbing the skin gently. 

The demon didn’t thrust fast, more concerned with pushing those beautiful moans from your lips rather than speeding you through an orgasm. He thought the buildup was better anyway. “I can feel your cunt clenching underneath me…” He mewled, pushing his head down with his thumb to grind against your clit, making you hiss. Jack could smell you even heavier now. Two orgasms deep you smelled even more delicious, your heart thudding in his ears as you stared at him through heavy, tired eyes.

That was all it took for him. Jack pressed forward, hands gripping to your waist and leaning over you, pressing his lips against yours. Future consequences be fucked, all he cared about was how amazing you looked and felt gripping onto his shoulders as he ground down into you. You were crying out, hips thrusting up to meet his cock, your folds sliding around his girth and clit throbbing so perfectly. “I want you to cum against me, pet… Let me feel you fall apart under me…” Jack smiled, pressing his lips against your cheek and licking the sweat off your face. You moaned deeply, nails digging into his shoulders as you arched your hips up, angling just right.

Jack moaned out, claws sharp against your skin as the tip of his cock slipped into your entrance, the tight hole stretching around him snugly. “Do it- Do it inside, then…” You gasped, pushing past the sting of your cunt stretching around his head and grinding your hips up, your orgasm nipping at your abdomen. Jack hissed, his hips thrusting down shallowly and popping his tip in and out, stretching you just right. “So perfect… Cum on my cock then, pet… I’ve got you…” He grinned, sweat dripping off his nose as he nestled into the crook of your neck, wrapping his arms around your waist as he fucked you open. 

The tip of his cock pushing just right against the entrance of your walls made you cry out, cunt clenching down tightly around his head before you were cumming around him. Jack growled, breathing deeply as he stalled his hips, his cock twitching against the sudden tightness, pushing him over. His warm seed spilt into your cunt, his cock pulsing as he leaned back and jerked himself off quickly, keeping the tip inside of you as he gripped your waist tight. “Such a good pet… Took me so well, yeah? Taking all my cum like a good girl…” He smiled, giving his hips one last jerk as pushing his tip deep into your entrance for good measure before pulling out. You huffed, cunt throbbing and pulsing as he pulled out, the demon’s warm seed quick to spill out of your entrance and down your cunt, seeping onto your skin. Jack couldn’t help but growl, pressing kisses along your hot skin as you caught your breath, clinging to the large demon. 

When you eventually settled down, eyes heavy and head light, Jack scooped you up, leaning your head against his shoulder. He carried you through the mansion quickly, lucking no prying eyes around to see him carry you to his room and shut the door quickly. He cleaned you up, careful to be gentle against your sensitive folds as he ran a warm rag against you, your tired body clinging to him. “Just relax…” Jack smiled, pulling his sheets back and laying you down, quick to slip beside you and press his warm body against your side, scooping you against him. Your head was so light, your body so heavy and tired against him that you couldn’t resist. You were quick asleep, light snores making Jack chuckle as he breathed your scent deep, pressing his nose against your head and letting his own eyes shut.

Needless to say, you had never slept so well.

This was an anonymous request!

Comments and reblogs are appreciated! 𐚁₊⊹

[raven0usravi0lii]

they just talk like this to be really fucking obnoxious which is hilarious to them until somebody overhears