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Steam Roller | Chapter 6 | Final

Summary: Jeff has become a solid part of your life. And with happiness comes healing, so Jeff plans a surprise just for you.

Characters: Jeffrey Woods x Female Reader

SMUT WARNING MINORS DNI

TW: Blowjob, gagging, grinding, rubbing, vaginal, eating out, cream pie, teasing, slight embarrassment, alcohol, drinking

Words: 3.4k

A/N: My first multi-chapter story is officially finished :) Thank you so much for reading and supporting this bumpy ride!

This is a continuation, chapter one is here.

Weeks passed and Jeff had officially infested your life.

While he stilled lived in the Slendermansion, he preferred to spend his nights curled up in your bed or passed out on your couch. He claimed it was, “Just more comfortable.” But you slowly grew accustomed to him lingering around. It was comforting coming home from work to find him desperately try and scratch dinner together for the both of you, or alternatively, finding him passed out and covered in blood from his latest spree. It kept you on your toes, but you could use the excitement. 

Slowly opening up to eachother, your relationship pressed further than just sex and living together, but edged on intimate. Jeff explained his story, making you cry the first time he fully opened up about why he was the way he was. Your trust slowly built, seeking eachother for more than just pleasure, but also any emotion you had. In a way, you were healing eachother. However fucked up that was. 

But as you stood in Jeffrey’s bedroom at the mansion, shuffling through his drawers, you debated if loving him was really worth it. This was disgusting. Somehow, every item of clothes that he owned was stained with blood, whether it be his or someone’s elses, you didn’t ask. Jeff stood over your shoulder, laughing nervously every time you tossed a shirt to the ground. “Really, Jeffrey, I don’t know how you haven’t died from some airborne disease living in here.” You scoffed, pulling the rest of his soiled clothes out of the drawer and pushing them into a trashbag. “It’s not like I stay here anymore anyways.” He groaned, shoving the bag into the hallway. “No, b- but we do. And I can s- smell your room down th- the hall.” Toby and EJ laid on his bed, the mattress stripped bare due to his sheets being just as nasty as his clothes. You silently thanked yourself for never letting him fuck you on that thing. 

“Oh yeah? Let’s take a blacklight to your room and see how many cumstains show up.” Jeff barked back, shoving Toby’s head down hard against the bed. You rolled your eyes, collecting piles of trash and tossing them into a second trashbag. You shot a glare to Jeff and he began to help, holding the bag for you as you picked up yet another instant ramen cup. EJ laughed behind his mask, crossing his arms as he laid back against the headboard. “Damn. You’re whipped.” You smiled, but Jeff didn’t find it funny, shooting daggers to the demon. 

“Am not.”

“Uhm, absolutely you are.” You huffed, collecting the last of the trash and tying the bag shut, pushing it with the others. Jeff rolled his eyes, shoving his hands in his hoodie pockets as he swore silently. The room finally looked somewhat clean, all the trash and clutter moved out and much more to your liking. 

Visiting the mansion was not something you did often. Definitely not considering your tense relationship with Slender and the limited amount of time EJ could keep his composure around you. But when you did, you made sure to use your time the best you could. Relationships with the other creeps had grown, their admiration for you high considering how difficult they knew dealing with Jeff could be. They felt comfortable around you, your desensitization to their weird habits and manners making them all the more friendly. As sad as it sounded, you felt more at home amongst murderers than you did with your late friends. As much as you missed them, your heart became more full by the day.

“All right. Showtimes over. Clear out.” Jeff barked, shoving Toby and EJ off his bed and pushing them towards the door. Toby pressed back, trying his best to wave at you before Jeff slammed the door in their faces. He sighed heavily, running his hands over his face before plopping down on the mattress. You slid beside him, Jeff’s arm instantly sliding around your hip and pulling you close. “Haven’t even been in this room in forever. No reason to. Your bed’s much better.” He grinned, pressing a kiss against your cheek before laying back on the bed. He was right, Toby thanking you heavily every time you saw him for the lack of Jeff ruining his good mood daily. Maybe it was just fate that you got him out of this terrible room. 

Jeff tugged at the back of your shirt, pulling you to lay beside him and hugging you close. “Finally. Peace.” He smiled, closing his eyes and sighing jokingly. You playfully slapped his shoulder, giggling. “Oh hush. They love you and you know it.” He groaned, wrapping his arm around you waist tightly. “They love fucking with me, that’s for sure.” You rolled close, throwing you leg over his waist and sitting up, straddling him as you pressed you hands against his chest. “Oh yeah? And are you any different?” You smiled, giggling as his hands gripped your hips roughly. Pulling his feet up, he flipped you suddenly, throwing you back down against the bed and towering over you, a smug smile on his face. “Oh, totally. They wish they could dick me down as well as I do you.” He purred, diving down and pressing open-mouthed kisses against your jaw. You sighed, tangling your hands into his hair as he nibbled your neck. “Yeah? I’d love to see that. EJ dicking you down, you sucking Toby off. Mmm.” You giggled, Jeff immediately snapping off your neck and glaring at you, disgust riding his face. He raised off of you, groaning loudly as the thought invaded his mind, his arousal immediatly dissapearing. 

You giggled loudly, rolling on the bed before grabbing his hoodie sleeve, pulling him back against you. You pushed his back down against the bed again, laying on top of him and smiling. “Not as good as me though.” Jeff rolled his eyes, brushing your hair behind your ear and admiring you. “Damn right.” He groaned as you slid down his chest, sitting up on your knees between his legs and pushing his hoodie up. His happy trail peeked from under his jeans, the dark hair teasing you as you began to unbutton his jeans. Jeff smiled, hooking his arms behind his head and propping up to see better. 

His cock was already twitching, the length growing as he became harder under your touch. Stroking him slowly, you leaned closer, spitting on the head. It made your hand glide smoother, Jeff hitched breath making you smile as your own excitement became evident between your legs. Now fully hard, you leaned down, licking a stripe up the underside of his cock before taking the soaked head in your mouth. Jeff groaned, reaching down to scoop your hair back out of your face and holding it tightly in a ponytail. You slowly began to bob your head on the length, tongue swirling in time with your head. Even after all this time, you still found it difficult to take him comfortably, his thickness forcing your jaw to unhinge slightly. However, you had gotten better about learning what made Jeff go crazy. 

Pulling your head back to the head of his cock, you flicked your tongue against his slit, sucking tightly as you did. Jeff huffed a groan, fist tugging your hair sharply as his hips bucked into your mouth. You giggled, resuming your pace of bobbing your head until he was grunting and thrusting up into your mouth. You gagged, head pressing against the back of your throat and restraining your breathing and making your throat constrict. If there was also one thing you learned, it was that Jeff loved to make you gag. He tangled both hands in your hair, pressing your head down and forcing you to gag again, slobber pooling inside of your mouth and glistening against his length. He chuckled, refusing to let you up even as you gripped his jeans tightly. “Yeah, babe, choke on it. Such a pretty face when your mouth is full.” Only when you began to slap his leg, head growing dizzy from the lack of air, did he tug your head off of his length. You coughed loudly, gasping for breath as drool ran down your chin. He wrapped his fist around his cock, slapping the head against your cheek, smearing spit and precum all over your face and swollen lips. 

You glared at him, head still light as he tugged you up to straddle him again. He helped you tug your shorts and panties off, tossing them down as he ran a finger through your folds. His finger glistened, your cunt already wet and throbbing for attention. You were eager to have him inside you, already lifting your hips so he could angle himself inside you but he pulled you back down, making you whine. “Not yet, babe.” He grinned, pressing his cock down flat against his abdomen and pressing your hips down against him. Your folds slotted around his length, clit pressed flush against him and twitching impatiently. “You gotta earn it now.” He began to tug your hips forward, cunt grinding down against his length and rubbing just right. You gasped loudly, wrapping your hands around his as he gripped your hips tighter. You began to grind on your own, cunt rubbing down on his length and making it wet with your arousal. The sharp tinge of arousal shot up your core, the head of Jeff’s cock brushing against your clit. You hissed, hips stuttering quickly against his head and pulling your orgasm close. “Yeah, good, just like that.” Jeff cooed, thrusting his hips shallowly as ground your hips down. Gripping his hands tighter, your clit throbbed, cunt cleching down hard as you came. 

Jeff grinned, forcing your hips to continue rubbing against his length as you rode your high, moans loud. When you were sensitive and whining, Jeff tugged your hips up and pressed the head of his cock against your entrance, forcing you down and filling you quickly. You groaned as he stretched you, slipping your bottom lip between your teeth to stifle the whines that bubbled in your throat. You were still so sensitive, clit throbbing as Jeff began to thrust up into you, his own moans louder than yours. Your skin slapped loudly, every jerk of his hips making your stomach tighter with pleasure. “There you go, riding me so good.” He groaned, nails digging into your hips and roughly pounding you down onto him. Tears pricked your eyes, the sensitivity becoming too much as you gasped. 

Jeff began to pant loudly, feet pressed down into the bed and holding you tight so he could piston up into your warm cunt. You elbows buckled, your body falling forward and laying flat against his chest. Jeff’s hands reached to grip your ass quickly, tugging the skin tightly as he fucked up into you faster, his grunts matching the pace of his hips. “Gotta ruin your pussy. Gonna fill it so full EJ’ll be able to smell you full of my cum.” He growled against your ear as your arms wrapped around his shoulders, holding tight as his pace became sporadic. You cried out, eyes clenching shut as you felt your cunt throb. It felt so much better to cum around his cock, the thickness stretching you perfectly and pressing against your walls. You dug your head into the crook of his neck, a strangled moan spilling from you as Jeff dug his nails into your ass, trying his best to continue thrusting against your constricted walls. Eventually, his hips stuttered and pulled against your cunt, burrying himself deep before shooting his warm seed into you. He moaned loudly through gritted teeth, his cock twitching hard as he spilled. 

You both laid pressed against each other as you caught your breath, Jeff satisfied with warming his now soft cock inside of your tight walls. When he finally pulled out, he was quick to flip you on your back, nesting himself in between your legs. He hooked his arms around your thighs, pulling them open as his face laid inches from your soaked cunt. “Now for my favorite part.” He chuckled, trailing kisses down the inside of your thighs to your damp folds. Licking a thick stripe against your entrance, you groaned loudly. Your legs tried the best to close, but Jeff held them still, pressing his tongue against your entrance. Jeff had mentioned before that you always tasted the best after you came, your arousal still soaking your walls and making you even sweeter. But as his tongue pressed his seed back inside of you, you were almost convinced he just got off on the taste of your fluids mixed together. His psychotic tendencies followed him into bed, but it just made it that more exciting you thought. 

Your cunt squealched against his tongue, the muscle lapping up your insides. Jeff was groaning against you, eyes closed tight as his fingers pressed sharp against your thighs. You ran you fingers through his hair, tugging every time his tongue curled against your walls. Your gasps made him smile, every move he made intentional on hearing your voice.

When he was satisfied you were clean, he popped out of your entrance, kissing against your folds and back up your thigh. Goosebumps rose as you took deep breaths, grounding yourself from the high you just rode through. Jeff leaned up, pressing kisses against your cheeks until he reached the corner of your mouth. You smiled, wrapping your arms around his neck and sliding your lips against his. He chuckled, his chapped lips pressing firm as you held yourself close to him. Finally pulling back, he zipped his jeans back up and found your discarded shorts, sliding them up your legs as you smiled at him. “Told you they weren’t as good as me.”

-

Jeff had left you to nap out your exhaustion soon after, mumbling something about talking with Masky before he slipped out the door. Your eyes were already heavy, sleep gripping you before you could protest. 

A few hours passed, the sun well set by the time you stirred again. You rolled over, staring at the ceiling absently until you heard the bedroom door slowly creak open. Raising up, you were met with a small little face poking through the crack, smiling shyly. You smiled back, Sally pressing into the room and standing at the edge of the bed. “Jeff told me to come get you.” She giggled, her teddy bear nestled firmly under her arm as she grabbed at your hand. You laughed quietly as she drug you off the bed and out the door, leading you down the familiar hallway and out the large mansion doors. 

The night air was cool, your shorts offering you no relief against the mid-autumn breeze. You shivered, but Sally pressed on, dragging you to the edge of the forest and continuing further. How she knew where she was going, you had no idea, but the full moon in the sky luminated the dense forest beautifully. “Sally?” You mused, completely lost in your surroundings. She didn’t answer, her bare feet trudging further. 

It wasn’t much further that you saw an orange glow at a break through the trees. Your brows knitted, unsure of what you were looking at until you heard the mix of voices stirring. When you finally broke through the tree line and entered the all too familiar clearing, your heart ached. 

A large bonfire sat in the middle of the clearing, several foldable chairs nestled around and even more people surrounding them. You saw Jeff immediately. He was hunched in a foldable chair, nursing a beer bottle as Toby leaned over his shoulder. Sally drug you further, a small smile on her face as she brought you to him. You gripped her hand, thanking her before she ran off to join another group of girls roasting marshmallows in the fire. Turning to Jeff, you sighed. He was gazing at you, his pale skin warm against the large firelight as he smiled. “Suprise.” He grinned, hooking his fingers into the waistline of your shorts and pulling you across his lap. You smiled wide, heart fluttering as he pressed a kiss against your cheek. 

“I cannot believe you did this.” You giggled, leaning into him as he wrapped his arm around your waist. He took another swig of his beer, rolling his eyes. “You wouldn’t believe how hard it was to get Masky to help me. The motherfucker.” He groaned, nodding towards the tall man in the chair across from you. Masky sat next to a man in a mustard colored hoodie, his arms crossed as a cigarette smoldered between his lips. He caught your gaze, flicking his hand at you to say hi, which you returned with a nod. You turned back to Jeff, your arm sliding over his shoulders and running your hands through his hair, massaging his neck. “H- Had to get me to chop al- all the wood up.” Toby smiled, sipping on a beer of his own. Jeff rolled his eyes again, pushing the boy roughly as you laughed. 

The night was warm next to the fire, the stars shining brightly overhead as you breathed deep. You didn’t recognize some of the people here, but Jeff acknowledged everyone, answering any questions you had. It was nice, conversations and laughing filling the quiet air as the fire cracked and popped. It reminded you so much of that night. But this time there wasn’t any bad memories. Just a group of people who felt more like home than anything you’d ever known.

EJ startled you as he appeared over Jeff’s shoulder, leaning down before cringing back suddenly. “You guys reek.” He groaned, turning back to grab a beer out of a cooler. Jeff stared at you, eyes wide as he burst out laughing. You did the same, embarrassment tinting your cheeks as EJ brought you back a cold bottle. Taking a sip, you leaned your head back against Jeff’s shoulder, his arm hugging you tightly. 

But when you felt him stiffen, you sat up, confused by the tension of his face. You followed his eyes, searching for what he was looking at. The noise of the small party died down, everyone seeming to look the same direction. 

You recognized his suit first, his tall lengthy limbs towering against the rest of the creeps. The same figure that stood amongst your trees that day. You stiffened, Jeff’s hands gripping you tightly as Slender stared right at the two of you. The lack of a face made you uneasy, unsure of what emotion he was portraying. But as he took a step towards you, you feared for the worst, your heart thudding in your chest. Jeff was shooting dangers, his emotions similar to yours as Toby and EJ held their ground. At least you wouldn’t die unprotected. 

However, when Slender bent at the waist and bowed respectfully, confusion washed over you. You nodded your head back slowly, unsure of what was happening. “It’s nice to finally meet you, [Y/N].” Slender spoke softly, his long arms clasped behind his back as he stood straight again. He glanced to Jeff, nodding. Jeff returned with a half-smile, eyes still glaring as he took another swig. Only when Slender turned away, positioning himself next to a blond elf-looking guy, did you finally release the tension in your shoulders. You turned to Jeff, taking a deep breath before laying your head on his shoulder again. “I thought I was dead.” You smiled, Jeff’s chin reating on top of your head. Jeff chuckled, “You and me both.” Toby relaxed too, picking leaves off the ground and tossing them to the fire, his smile uncaring. “I was ready to watch the show if Jeff tried to fight him.” EJ chuckled, dragging a chair beside yours and plopping down. 

When the quiet conversations of the crowed resumed, you let your eyes flutter closed, taking a deep breath against Jeff’s neck. “Thank you.” You mumbled, twisting his hair in between your fingers. He hummed, rubbing his hand across your back. “Anything for you, babe.” 

If this is what ruining your life felt like, you didn’t ever want to go back.

This story is complete!

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