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lordprettyflackotara · 1 month ago

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danger || masky & eyeless jack

SMUT MINORS DNI 18+ tw: threesome! congrats you take a trip to paris! exhibitionism, breeding, slight size kink, rough sex, degrading, face fucking

Masky did not consider himself a selfish man.

If anything he thought of himself to be reasonable.

So when it came to meeting you by mistake, a stereotypical robbery he was performing going wrong, he didn’t consider himself selfish for not killing you.

If anyone knew the proxies golden rule of never being able to be traced it was him. But maybe he was selfish when it came to you. You were a little small town receptionist in a town he frequented. Not necessarily for missions, but he passed through frequently. If anyone knew of your existence you’d be terminated on the spot. You knew Masky lived a fast and unpredictable life, but he made sure to keep you in the shadows as to why or how. He figured you just accepted that he was in a gang or the mafia or something. It would be the most logical assumption, especially with the mask glued to his face and off putting name. Still though, Masky found himself going to see you every chance he got. As time went on he began accepting and asking for more solo missions, using the extra tasks as an excuse to see you.

He thought he had done a damn good job of keeping you safe from his terrifying life, until you had followed him into the forest as he trudged home.

It was nothing but morbid curiosity that led you to nip at Masky’s heels as you followed him. You were surprised he hadn’t heard you, your lover stopping at the forest line. Your eyes widened at the sight of a large seemingly unoccupied mansion that sat in the middle of a well trimmed field. Many questions ran through your mind, the most important one being: why would Masky willingly live here? It wasn’t necessarily out of character but it wasn’t the most flattering choice. Your boyfriend was ominous and mysterious, purposefully keeping you in the dark about his life. At first it was intriguing, but the longer he kept the affair going, the more curious you became. Despite the relationship revolving around sex, you wanted to discuss taking things to the next level. Maybe instead of raw dogging in your car you could try a movie instead. You couldn’t think of a better way than showing him you were serious by showing your dedication.

Most people wouldn’t follow their possible mafia boyfriend into a patch of secluded woods, but nevertheless you did so. You thought maybe he realized you were there, inhaling his cigarette as he stood at the forest line. “Hey there,” You greeted excitedly. Masky jumped at the sound of your voice, realizing he was too lost in his own thoughts to hear you follow him. “Princess? What the fuck are you doing here?” He snapped, becoming increasingly panicked. There were many horrific scenarios that could occur with you being here. It was a miracle The Rake hadn’t heard your heart beating or smelled you. The next terrifying scenario was Smile Dog smelling you, but he remembered Jeff took him and Nina on a late night killing spree. They called themselves ‘the triple threat’, which until now Masky thought was incredibly stupid. He now was suddenly thankful for Jeff and his inflated ego.

Next was The Operator, who could most likely read your thoughts. If he suspected an unwelcome guest was on the property he would know to search. Otherwise unless he physically ran into you, Masky doubted that would be a problem. His eyes widened as he realized the last scenario, was undoubtedly the most realistic and the least preventable. “I followed you. I think it’s time to take things to the next level and-” You began, Masky roughly grabbing your arm and cutting you off. He yanked you into the clearing, bee lining straight for the house. “Ow! Masky what the hell?!” You hissed, The brunette angrily threw his cigarette on the lawn, stomping on it and trudging closer to the mansion. You began to try to pull away when he didn’t answer, this only angering him further. In a fit of rage he turned around, glaring down at you. “Do you have any idea what kind of danger you’re in by being here?” He seethed.

“Relax no one knows i’m here, it’s not like they can smell me,” You argued. Masky pulled you further, clenching his jaw. “Actually princess, they can,” He barked. He threw open the back kitchen door, looking around before dragging you inside. “You need to stay quiet, just stay behind me,” Masky whispered. He loosened his grip on your arm, slithering it down to your hand. You intertwined your fingers with his, allowing him to lead you further into the unsettling mansion. Masky peaked around the corner, Ben passed out on the living room couch with an open bag of doritos on his chest. “Who is that-” You began to whisper, Masky hissing at you to shush. You zipped your lips, trailing behind him as he led you up the stairs. Masky was acutely aware of how intense the situation was, his heart racing. Any creep could come home at any time, which would result in your untimely demise. You followed him down the seemingly endless hallway, looking around and noting the countless doors that lined each wall.

Masky yanked open his bedroom door, throwing you inside and shutting it quickly. He fiddled with the lock, dead bolting it before turning to you. “You need to listen to me very carefully, you are in grave danger being here,” Masky said as calmly as he could muster. You sarcastically chuckled, crossing your arms. “Oh cmon, what could your mafia friends possibly do to me?” You asked naively. Masky turned on his bedside lamp, illuminating the serious expression on his face as he took off his mask. “I am not in the goddamn mafia. I live amongst immortal serial killers that would tear your organs out if they knew you were here,” He rambled. He ran his fingers through his hair, his brain racking itself for a solution. “Masky if you don’t want us to be anything more than fuck buddies just say so don’t make up some elaborate lie,” You argued flatly. Masky turned to you, gripping your forearms. “Elaborate lie??? Are you fucking listening to me?” He hissed.

It was a loud knock on Masky’s door that interrupted your argument, the two of you looking over at the door in horror. “You weren’t lying were you?” You whispered. If Masky didn’t know who was at the door he would’ve rolled his eyes. “No I wasn’t now hide,” He whispered aggressively. You threw yourself around his bed, crawling underneath it. Dust buddies danced around your body as you tried to hold your breath, Masky opening the door. He wasn’t surprised to see Eyeless Jack standing outside. His mask hid his facial expression, making his presence ominous. “EJ!” Masky greeted, trying to not visibly sweat bullets. Jack didn’t move, standing completely still. “Masky,” He replied flatly. You itched your nose, the dust buddies violating your nostrils as you hid under the bed. You couldn’t see the horrific monster that was Eyeless Jack, hiding under the bed only allowing you to see his large boots. “What uh, what brings you here?” Masky asked as calmly as possible. Jack tilted his head to the side, his ears twitching. “I think we both know why i’m here Masky,” He said coldly.

Masky threw his hands up sarcastically, leaning on the bedroom door. “No not at all would you like to elaborate?” Masky asked. You cringed as you tried to itch your nose, the dust causing you to awkwardly try to put your sleeve over your face. It was then you couldn’t hold it back anymore. You sneezed, Masky trying his hardest not to turn around. “Did your bed just sneeze?” Jack asked. Masky grabbed Jack by his sleeve, dragging him inside of his bedroom. He shut the door. You awkwardly took it as you cue to crawl out from under the bed, meeting the assertive gazes of Jack and Masky. Jack extended his hand for you to take, helping you rise to your feet. You stared up at him in awe, visibly gawking at his overbearing height. “Do I want to ask?” Jack questioned. Masky awkwardly shuffled his weight on each leg. “Jack this is my girlfriend….” Masky said, his voice trailing off. With wide eyes you waved, Jack’s eye sockets narrowing under his mask.

“Bringing another human here with a loud ass heartbeat like that wasn’t the brightest idea,” Jack said. Masky ran his fingers through his hair anxiously, before digging in his pockets for a cigarette. “He can hear my heartbeat?” You whispered to Masky, who side eyed you before returning his attention to Jack. He sighed, finally finding a cigarette in his pocket. “Jack you do so much for me I need you to do me one final solid and help me transport her out of here alive,” Masky said. You looked back and forth between the two.

“Uh Mask that sounds just a little bit traffick-y if you know what I mean-”

The death glare he delivered demanded that you be quiet, but the two of you were awaiting Jack’s response. “What’s in it for me?” The demon asked, his large hands leaving his hoodie pockets. You couldn’t help but notice the dark ash color that seemed to be his skin tone, your heart pounding even faster. “Whatever you want Jack, seriously, i’m in your debt,” Masky rambled. Being in debt and/or owing a favor to anyone in the mansion was practically a death sentence, but he’d do anything for you. Jack looked over at you, causing you to stand more awkwardly. His gaze went up and down, scanning your body. Masky immediately picked up on what he was doing, clenching his jaw. “Nuh uh no way EJ, burn in hell,” He growled. He fumbled to find a lighter, finally locating one in his coat. “My seasonal heat is only a few days away. If I release appropriate steam beforehand perhaps I won’t accidentally terrorize Jane this year,” Jack fully proposed. Your mind swirled at the phrase ‘heat’, instantly trying to dissect the meaning. “So what? You want a threesome?” Masky questioned through gritted teeth. Jack sighed, watching the proxy scramble to light his cigarette. “Of course not, i’d expect you to watch. I don’t think you could keep up with my pacing,” Jack denied.

The realization of what was happening made your eyes widen, a chill running down your spine as you watched the two bicker. You loved Masky endlessly, but the sight of a giant demon requesting to have sex with you so formally was turning you on. Whether you wanted to admit it or not, you found yourself terrified but also aroused as to what such an unpredictable monster could do to you. Masky was rambling at this point, before Jack stopped him.

“She wants me.”

“What? EJ you’ve lost your goddamn mind-”

“I can smell her.”

The silence in the room was heavy as Masky’s gaze fell on you. “Really princess?” He asked. You watched him inhale his cigarette like he always did, something different crossing his eyes. Nodding, Masky then sighed. “Alright fine, whatever it takes to keep her alive. I’ll be in the corner watching though. Gotta make sure you won’t eat her,” Masky agreed. You watched him grab a wooden chair, pulling it and sitting on it in the corner of the room. His legs were spread as he slid his mask back on, hiding his facial expression as he watched you face Jack. “Uh hi,” You greeted awkwardly. Jack had a sinister grin curling up his lips under his mask as he looked down at you. “I’m not much of a talker, just let me know if things are too much for you, alright?” The demon asked. You nodded, sitting on the edge of the bed. Jack crawled on top of you, guiding you to lay on your back. Anxiously you closed your eyes, feeling him lift his mask to kiss your neck. He could feel the blood pumping through your veins, with each kiss, his own heart beginning to race.

Jack couldn’t recall the last time he had a mate during his heats and he planned on taking full advantage of the situation. And with you being a small human girl, he knew his plans would go very smoothly. It was easy to please a woman, he thought. He sucked and nipped at your skin, his razor sharp teeth grazing your skin. “If I see blood i’ll have your head EJ,” Masky interrupted, his voice cold and dripping with venom. Jack brought his large hands to your breast, ignoring Masky’s comment. He could smell your arousal becoming more apparent, the demon almost sure your panties were soaked by now. He palmed at your nipples through your shirt, quite frankly finding himself becoming impatient. Unfortunately though due to the size difference you’d need prep work. It was taking Jack everything in him to not bend you over in front of the proxy and fuck you senseless. He kissed down your stomach, relishing in the sight of your hips bucking upwards eagerly. “You can be loud you know, won’t bother me at all,” Jack hummed. You were sure your face was red, the embarrassment of his words and Masky’s endless stare humiliating you. “R-Right of course,” You swallowed, the demon’s long fingers looping through the hoops of your jeans.

In a swift motion he pulled them down, exposing your lacey pink panties. “How cute is this, did you wear these just for Masky?” Jack asked, his mischievous smile allowing you to see his rows of razor sharp teeth. You babbled an agreement, your hips bucking upwards with desperation. Goosebumps trailed across your skin as he began to pull your panties downwards with his teeth, the pointy ends tearing at the fabric. By the time it reached your ankles it was a pile of scraps, one Jack threw at Masky before nuzzling back in between your thighs. He ran two fingers up and down your slick, collecting your arousal before shoving it back inside of you. Jack’s fingers were much longer than your lovers, your back arching off of the bed once he curled them. “There we go, why don’t you relax and loosen up for me?” Jack purred. The feeling of your walls clinging to his digits were only making his cock harder, your thighs attempting to close as Jack unexpectedly began to ruthlessly finger fuck you. He didn’t bother going slow, knowing you were beyond eager to have him ruin you as a show for your pretty human boyfriend. Masky had already finished his first cigarette, going for a second one as his cock grew harder in his jeans. His pride refused to let him admit seeing you melt for a demon aroused him.

His fingers abused your g spot, his other large hand prying your thighs open and forcing you to take what he was giving you. You were seeing stars, your sinful moans surely loud enough for the mansions other residents to hear. “Awe, doesn’t that feel good human? So impossibly good?” Jack chuckled darkly, watching your thighs begin to tremble. You grabbed onto his wrist in an attempt to slow him down, unable to control your body from chasing its first orgasm. “Wow would you look at that. About to cum already? That must be some sort of world record, don’t you agree Masky?” Jack asked sarcastically, grinning as he pinned one of your thighs down onto the bed. Masky clenched his jaw, inhaling his cigarette as reached your first climax. Jack’s motions were not only rough but ruthless, finger fucking you through your orgasm as your vision turned white. You were palming at the sheets, Jack quick to rearrange you once you had rode out your high. You could barely process it as Jack put you on all fours, grabbing your ass and guiding it against his cock. Masky narrowed his eyes as you eagerly tried to wiggle your ass against Jack, desperate for him to get on with it.

Jack gripped at the mounds of your ass, spreading them open and examining your holes. “You sure did pick a pretty one Masky,” He complimented, your face flushing as you heard him unzip his pants. The demon teased you with the tip of his cock, your body stiffening. You had never seen nevertheless felt such a large cock, your anxiety rising as he collected your slick. “Arch your back human, give Masky a proper show,” Jack encouraged, pushing himself inside of you. Surprisingly it didn’t take long for the impossible stretch to become feasible, your walls milking Jack’s cock as he sank deeper into you. Along with this satisfaction came your moans, the demons name finally falling off of your tongue. The sound of that pushed Masky to the limit, the proxy flicking his cigarette to the side and rising from his chair. Angrily he grabbed a fistful of your hair, unzipping his jeans. “This wasn’t apart of the agreement,” Jack hummed, his cock buried inside of your cunt. He hadn’t moved yet, curious to see what the proxy would do. “I don’t give a shit. No girl of mine is gonna be moaning your name,” Masky huffed, shoving down his jeans and boxers.

The sight of your aching boyfriend’s cock made you roll out your tongue, your mouth practically watering at the sight of it. Masky was quick to stuff your mouth with his shaft, causing you to choke as he pushed you down further onto him. Jack took this as his cue to begin fucking you, his slender fingers digging into your ass as he snapped his hips into yours. You braced yourself as best as you could, Masky groaning as he shoved himself down your throat. “Dirty fuckin whore, gettin’ off to me and a demon ruining you? Pathetic,” Masky snarled. It infuriated him to see you enjoying Jack’s cock as much as you were, your body shaking with ecstasy as you were squished between both men. But something about the humiliation of seeing you enjoy it so much did something for the proxy, whether or not he wanted to admit it. He shoved himself further down your throat, watching you gag on his cock. Saliva dripped down the sides of your mouth, tears flooding your waterline. “You picked a fine mate. Is very easy to breed it seems,” Jack added, noting your walls fluttering around him as he spoke the statement. “Fuckin slut,” Masky growled, yanking forcefully at your hair and making you gag on his cock. Your moans were nothing but extra vibrations for Masky to enjoy, your ability to breathe delightfully restricted in the best way.

Jack’s thrust were merciless, the urge to breed you forever clouding his mind as he focused on the task at hand. Masky wanted nothing more than to see you suffer for his own pleasure, face fucking you as roughly as he possibly could. “You’re such a fuckin slut you’re gonna let a demon cum in you? Really? Stupid bitch,” Masky rambled, feeling his own high coming on. Jack’s fingers were leaving indented bruises on your ass, his cock abusing your cervix with each thrust as he pushed you further and further towards your boyfriend’s cock. You were on a mind numbing high, your body convulsing as you unexpectedly came again. You were too dazed to think, allowing your body to go slack and expecting both men to keep you upright. It wasn’t long before both men filled both of your holes. “Dont swallow my cum slut, stick out your tongue,” Masky barked. You did as instructed, smudged mascara and lipstick down your face. You could feel Jack’s warm cum fill up your womb, so much so extra semen was dripping down your cunt. The demon rounded the bed, joining Masky’s side as they stared at you. You were humiliated as their cum dropped down your tongue and abused cunt.

“What a filthy fuckin cum dump.”

“You seem to be right on that.”

“What’d you say we fill her up some more? She still has another hole to fill after all.”

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