psycho killer ☽｡⋆ - d.w
summary: dean uses you to prove a point to sam.
word count: 8.7k (damn..)
warnings: there’s so many omg 🫢 smut. dubcon. y/n humping deans boot LMAO. knife play and insertion, detailed description of blood, killing, violence etc. dean being really rough with y/n. pet names: bunny, baby, mutt. LOTS of cum. sam hearing y/n and dean cum. dean and sam bullying y/n. swear words. dean pushing y/n past her limits. mentions of 3sum. spanking. bruises. dean skull fucking y/n. dean trying to kill y/n (duhh) dean also alluding to kidnapping y/n. NOT PROOFREAD. there’s probably more but i think those are the major ones. seriously tho, read with caution cuz this is probably one of my darkest fics (for now 😛)
a/n: so..this was supposed to be posted for halloween..so happy halloween!! lmao idk what happened i was too high and my days blended together lol. anyways i hope you guys like it! it’s pretty dark and gross but there’s so many ways i can take this, ahhh my lil brain is so excited >.< EDIT: sorry im stupid i forgot to add this earlier lolz i was imagining like s1-s2 sam and dean when i was writing this so if you find the relationship between them a bit “different” thats why. but feel free to imagine them however !
enjoy! ˚ʚ♡ɞ˚
sam and dean winchester. most people haven’t heard those names in years. the brothers went on a hunt one night and was never heard of or seen again. everyone assumed they were killed or maybe something worst…well, it’s something worst..
“sam, what’s taking so damn long?” dean frustratedly said after peeking through the curtains again. “relax man, this takes time” sam replied just as frustrated, not bothering to look at his brother and continued his obnoxiously loud typing. he’s currently trying to…actually dean has no fucking idea what sam’s been doing at the computer for the last hour. all he knows is that he’s getting impatient, his hands are trembling slightly, his mind is racing, he can’t think about anything else. he feels like he needs a cigarette but the more he really thinks about it, it’s something else he craves. blood, screams, agony. the feeling of his knife when he drives it hard into someone’s stomach, or neck..or back.. the sounds, the look, the smell. just thinking about it gets his stomach flipping with anticipation.
everyone knows that dean is a killer, even before he actually became a killer. he always had it in him. he could come home completely drenched in someone’s blood and still sleep at night..comfortably. this is like a stress reliever to him. he’s cold, ruthless and doesn’t hold back either. and, he’s not afraid to get messy, in fact, he loves when it gets messy.
sam on the other hand, is too smart for his own good. he thought himself how to hack and code in just under a week, he perfectly plans out their kills and erases all evidence of him and dean, weather that be by deleting surveillance footage or cleaning up the scene after dean is done. wiping away any trace of dna, cleaning up the blood, disposing of the body. so smug with himself about not being on the police’s radar..yet.
“annnnnnd…done” sam shut the laptop, shifting in his seat to face dean. “she’s at 24 hedgedale road. she’s having a little halloween party with a couple of her friends…” sam started before giving dean all the vital details he needs to know, like how many people are in the house, what the target looks like so he kills the right person (he fucked up last time) and any cameras or exits he needs to be aware of. dean nodded, listening but also couldn’t help but get more and more excited, each word sammy spoke means another word less of information and he can finally get going. feeling amped up and starting to pace the room. “dean.” sam spoke and dean popped his head up, his thumb and index finger still tapping against his chin. “make it hurt”
after that dean, wasted no time to get ready, smoking a cigarette before rinsing his face with cold water and quickly taking a few moments to look at himself in the dingy motel mirror. the corners of his lips are dry and cracked, his eye bags are dark and exhausted and his normal light green sparkly eyes are so dark they almost look black, the pretty sparkle is gone and has been for a while.. he looks sick and pale, but he shrugged it off. getting dressed in a pair of black jeans, big black boots and a black hoodie. bringing his knife, mask and leather gloves to put on later.
“meet me on the corner of 6th and jenkins” sam said right before dean was about to get in his car. “yep” dean nodded “and i’ll be in your ear piece if anything goes wrong jus-“ dean rolled his eyes, hearing the same spiel since the past year. he cut him off by slamming the car door shut and starting up the engine. sam would roll his eyes and throw his hands up in the air in defeat and dean would smirk and chuckle as he zoomed off in the impala.
a few minutes later dean would turn on the private channel that sam was waiting in, “hey sammy?”
“dean. are you there?” sam asked almost too eagerly “not yet, almost. but i wanted to ask..why this girl?”
sam would pause for a second, thinking of what to say but instead he tried to change the subject “what, having second thoughts?” he teased which earned a sarcastic chuckle from his brother. “yes i am. after a year of do this shit, this is the time that i’m getting cold feet” dean spoke again after a few seconds of silence. “but for real though, why is she so special? you picked her for a reason, you changed the subject when i first asked about her and you’re so adamant that i do this right..” sam sighed, shaking his head. knowing he can’t get anything passed his brother, he knows him too well and will eventually manipulate it out of him.
“she’s just someone i used to know..”
“all our victims are someone we used to know”
sam let out a heavy sigh, knowing dean won’t let it go and him himself being too tired to fight against it. “shes just a girl…that i fucked a couple times..and, then she got back with her boyfriend” deans eyes narrowed, knowing sam is playing down his feelings towards you, and mostly likely the relationship between you two.
“sam..” dean started, feeling a surge of anger and uncertainty about how personal it is to sam and doubting his feelings towards her. “dean stop. it’s nothing like that-“
“did you love her?”
sam scoffed and let out a frustrated laugh, “of course not.” dean visibly cringed at sam’s lie. normally sam can lie. he can probably lie and manipulate his way out of a murder charge. but he can’t lie to dean. he tries, but dean can always tell. maybe it’s because dean practically raised him..or maybe sam’s a bit intimidated by dean..
“okay sammy, i don’t really care if you did or even still do, is this still gonna happen? ‘cause once she’s dead, she’s dead. there’s no going back, not anymore” he muttered the last part under his breath.
“y-yes, dean. i know.” he sounded more sure of his answer this time but dean still didn’t believe him. he knows some part of sam still has some feelings for you, and that doesn’t make sam 100% sure, which is one of their two rules. sam probably doesn’t even know he has these feelings because they’re masked with hate, anger, betrayal and probably a little heartbreak.
dean took a few moments before responding to sam, thinking up a sick and twisted idea to get sam to admit the truth. “glad we’re on the same page sammy, i’m here.” dean muted the channel and ignored sam’s frustrated comments before parking baby in the designated hidden location, behind some trees that’s located across the house.
stepping out of the car and resting against the hood dean smoked another cigarette, taking his time and enjoying the eeriness of the cold, wet, dark and foggy forest. he put the cigarette out, smushing it between his thumb and a tree, the pain giving him a small jolt of energy and causing a shiver to go down his spine. “sammy?” dean unmuted the channel, “yea, i’m here. you ready?”
“almost..” dean took in a deep breath, taking in the cool air, closing his eyes as he breathed out, flashes of blood and silver reflections coming from his knife ran through his mind. he imagined, almost planned on how he was gonna kill you. he imagined your screams, where’d you’d run, would you fight back? or just give up.. “ready.”
“3..” sam started to count down, dean pulled on his gloves and mask, pulling up his hood also.
“2..” he gripped his knife tight, so tightly that his hands were shaking. he gritted his teeth and clenched his jaw. desperately waiting for sam to say..
“1, happy hunting”
dean took off, effortlessly working his way throughout the woods, like he’s done many times before. making his way towards the isolated cabin you and your friends stupidly decided to have a little halloween party in, despite hearing that there’s a killer on the loose. dean watched from outside the window, staying low and hidden in the shadows.
“i don’t know about this..” you admitted to your best friend, feeling apprehensive about wearing such a revealing outfit. “girl. don’t be a prude. boys don’t like that” you opened your mouth to say something but stopped, immediately giving up knowing it’s no use to fight. “all done!” you friend exclaimed and jumped back, taking in her make up job from afar. “so cute! get dressed quickly, we’re missing the party” she whined out leaving the room. taking a quick look in the mirror at your pink painted nose and white whiskers, your eye makeup done in a way that makes your eyes look wide and innocent. not wanting to waste anymore time, you pulled off your oversized shirt and was about to reach for your white dress when you heard a groan. so loud and clear you jumped back and instinctively went to cover your naked body. but when you looked to the window, where you thought you heard the groan from, no one was there. feeling super uncomfortable but brushing it off as you just being kinda spooked out from it being halloween night. regardless, you got dressed as fast as you could and left the room.
“wow sammy, your girls fuckin’ gorgeous” dean admitted almost with hearts in his eyes, now understanding why sam may have some left over feelings for you. how can he not? you’re so pretty, and small, and innocent, and breakable. dean couldn’t help but groan out loud at the sight of your naked body, perfect tits bouncing as you shimmied to pull up your dress, your ass absolutely devouring your thong, the way your thighs pudged in those cute little knee high socks. his cock twitched a bit as he took you in, getting distracted and almost caught by you.
“bad move, getting dressed in front of a window, is she dumb?” dean genuinely asked. “what? dean no..wait, she was naked? you seen her naked?” dean held in a laugh, picturing sam’s face getting all red and flustered with jealousy. “yep, our girl gave me a full show.” dean bit his lip in amusement, waiting for sam to blow up. “i mean, whew, the rack this girl has on her. god! and her ass is so- ugh sammy, you just had’ta be there. her little tattoo right on her-“ sam finally spoke “she doesn’t have a tattoo…” his voice soft and jealousy laced. dean couldn’t help but smirk and sam could hear it on the other end, “well, now she does.”
sam stood silent for a moment, trying to breathe through the anger but.. misplacing it as anger towards you “whatever dean, just..get it done already”
“woah, wait little brother, is that..jealousy i hear in your voice?” dean continued to tease. “wha-no! i just don’t wanna be here all night.”
“sure sammy. ya’know, it’s not to late to say stop…i mean, until it is..” dean said half serious, hinting at sam that if he wants him to stop he should let him know soon before he’s too far gone to control. “got it, can you do your job now?” he brushed him off to which dean shrugged, moving to find another window to watch from. you were standing awkwardly in the kitchen, lightly bobbing your head to the music with a drink in your hand. dean couldn’t help but chuckle out how out of place you look, it’s clear that this is not your scene at all though you put yourself in uncomfortable situations to please other people. it shouldn’t be hard at all to get you outside and alone.
he continued to creep, watching everyone else at the party as well and noticing that’s your friend left with her boyfriend a couple minutes ago and it seems like they’ll be gone a while. leaving you alone and vulnerable and leaving sam an opening to lure you away from the party.
“sam.” dean spoke “it’s time.”
sam immediately got to work, setting up his recordings before calling your phone but hacking it so the caller id shows your best friends name. “hey where are you?” you spoke in the phone, only now realizing that you haven’t seen her in a while. on sam’s end, he’d play an ai recording of your best friends voice “hey, can you come outside? tyler broke up with me” sam hung up, feeling proud of his abilities and tech skills, editing your best friends voice to sound sad and whimpery, even adding in a few sniffles. dean watched as your expression changed from confused to concerned as you immediately left out the front door to find your friend.
“nice sammy. we still good?” dean asked one more time, his eyes not leaving you as you dumbly scanned the trees for your friend. “..y-yeah” he rolled his eyes but continued, lightly following behind you as you hesitatingly entered deeper into the forest, figuring that your friend may be at the make out tree.
about to call out her name but gasping instead as you heard a crunch behind you, whipping around to see a very tall and built figure dressed in black clothes, wearing a mask and holding a knife. the fear paralyzed your body as it took your brain a few seconds to actually register, only reacting when the man launched forward towards you. you dropped to the floor at his feet and begged for your life. “no no! please, please don’t hurt me!” your cried out, your heart was beating out of your chest and your wanted to throw up from how much anxiety burned in your stomach, your hands trembling with fear and tears streaming down your flushed cheeks. “god..-“ dean groaned out at her begging and crying, the harder she cried the harder he got, and her little begs for her life are just so cute and adorable.
“beg again, bunny” the cold metal of the tip of his knife was pressed under your chin, forcing you to look up at him. “pl-please don’t hurt me, ill give you anything you want, whatever your want just please-“
“anything i want?” he raised an eyebrow even though she couldn’t see from his mask, but he voice was deep, low and sultry. “ye-yes please! don’t kill me i beg you” you were too busy rambling that you didn’t even know what you were agreeing too. big mistake. “hm..” he hummed in response before tangling his large hand in your hair and dragging you up to your feet, “let’s play a game pretty bunny.” he tapped your nose with the tip of his knife, his grip in your hair still strong. “i’m gonna give you a 60 second head start, if you get away, then you get away…” he shrugged, “but if i catch you, you give me anything i want, deal?” he smacked your ass and backed away. without giving you any time to process he began counting down from 60.
“hop to it white rabbit, times runnin’ out”
before your mind could even comprehend this, your legs ran as fast as they could, hoping to find help or at least somewhere to hid in less then a minute, heart still beating out of your chest so hard it feels like your gonna have a heart attack. trying your absolute hardest to navigate through the trees in the dark, with tear filled eyes.
“dean, what are you doing?” sam spoke through the ear piece, “what’s it look like? i’m playing with my food.” deans voice was laced with hunger and anticipation, “okay but, why? just kill her now” he was slightly annoyed at sam telling him when and how to do his job, so he gave him shitty answer. “she’s hot, and i wanna have some fun first before i gank her. you have a problem with that?”
“no, no..just don’t get carried away y’know? we’re still on a time crunch.”
“don’t worry sammy, we’ll be quick” he smirked and went after you, moving much more faster and swiftly than you, and of course, catching up to you in now time. it’s like you didn’t even try and to be honest, deans kinda disappointed, expecting much more from you. “oh little bunny, did you even try?” he called out, seeing your face twist up in panic and fear before you ran away. he grinned, enjoying the chase a bit too much. adrenaline and bloodlust pumping through his body as he took off again, seeing you resting against a tree in the distance, desperately trying to catch your breath. he hid in the shadows and waited for her guard to come down.
“oh my god, oh my god..” you panicked quietly to yourself, frantically searching your pockets for your phone, and fumbling to call the police. your thumb just about to press the call button, but instead your phone was snatched from your hands and snapped in half right in front of your face. “bad move bunny, we made a deal, remember?” he lifted the knife to her throat, pressing the blade against her delicate skin so she can feel how sharp it is. “i caught you, so you give me anything i want, yeah?” still scared for her life she nodded, hoping that if she agrees with him, he won’t hurt her.
“then kiss me” he removed his mask, dropping it to the ground and still leaving his hood up. “wha..what?” you asked completely confused and scared, looking up into his eyes, not daring to look elsewhere. dean smushed his lips against yours, knife still close to your throat as he tried to deepen the kiss but your lips were stiff and you tried to pull away. a frustrated growl left deans lips as he grabbed a tight fist full of your hair and pressed the knife against your temple, hard enough to cut into your skin and cause blood to drip down your face. “that’s what we fuckin agreed on” he spat through his teeth, small specks of spit flying from his mouth and landing randomly on your face. “i catch you, you give me anything i want. unless you want me to just kill you” unsure of what to do or how to answer, your legs are trembling so much that your be on the floor if you weren’t pinned against this man and a tree. “okay, okay, yes i’m sorry. please i’m sorry” you apologized for resisting, now understanding that he wants someone to listen and obey him. hoping that going down that route will get you out of here alive. “i’m sorry, i didn’t mean too please give me another chance” trying your best to sound calm. deans look and grip softened a bit and he moved the knife back to your neck, dragging your head forward and crashing his lips with yours, kissing him back this time with the same amount of hunger. dean biting down on your lip as he pulled away for air, his sharp canines breaking your skin, your swollen bottom lip now bleeding, to which dean happily licked up, sucking on the wound a bit before soothing it over with his tongue.
“good girl, you taste so good” he was slightly breathless when he pulled away, lips all pink and swollen and bloodstained, you actually weren’t sure if he was talking about the taste of your lips or the taste of your blood..and it sent a shiver down your spine, but thankfully you did what he wanted and you’re free to go- “get on your knees” his voice was deep, mean and demanding. you looked up at him with confused and fearful eyes. “b-but you said you’ll let me go if i did anything you want” you protested, not sure where you got the confidence to speak up from. “i didn’t say that” a slight smirk growing on his lips, his hand still tight in your hair and the knife still pressed against your throat. “i said if i catch you, you let me do anything i want. i didn’t say nothin’ about letting you go” his smile was now twisted and sinister. something is clearly very wrong with him, that mixed with his short temper is what makes him so terrifying and unpredictable. “why are you doing this?” you cried out, but still slid down on your knees anyways, sitting between his large legs and looking up at him.
“well..sammy said so” dean said casually, as if that explains anything. “s-sammy?..sam? s-sam winchester?” that’s a name you haven’t heard in almost a year, sam winchester broke your heart. just up and left one night and you’ve never heard of him.. until now. “so what are you? his little henchmen or something?” dean glared down at you, “he picks the person, you kill them? so you just do what he says like a good dog” you snapped back, anger and rage now starting to set it. dean stood silent for a few moments, feeling his hands start to shake from nerves and frustration. he should just kill her, but he’s dying to know what makes her so special. “you like talking huh?” he finally spoke, crouching down to her level, still glaring and his jaw clenching. “let’s see how well you yap with your pretty mouth stuffed.” he spat and stood up again, stretching out to his full height and towering over you. he moved his leg in between yours, his shoe pressing against your crotch and his knee pressing into your chest, trapping you against the tree while he fumbled with his belt and the button on his jeans.
you stood silent, even though you wanted to yell and argue with him. you’ve noticed that the more you fight and disobey, the more your chances of survival goes down. “open your mouth” dean said, pulling his already hard cock from his jeans, pumping himself a few times. you shook your head no and dean groaned out tired and frustrated at your misbehaving. “i said open your fucking mouth” he spat and then actually spit in your face, the glob landing near your mouth on your cheek. “and i said no”
“fine. you wanna do this the hard way and be a stupid fucking brat?” he pinched your nose shut, “good thing i love the hard way.” he pressed the tip of his cock against your tightly closed lips, waiting and anticipating for you to open your mouth and take a breath. you were still stubborn, you know you can’t fight this but you’d rather turn blue in the face then open your mouth for him. “i can do this all night, bunny” he smirked as you started to become desperate for air. his smirk twisting into a grin as he knew you’d open your mouth soon. precum leaked from his tip and smeared across your lips just at the thought of your big mouth stuffed full of his cock.
“fu-!” you finally gasped, unable to hold your breath anymore and feeling so dizzy. dean shoved his cock into your mouth with such force that you hit the back of your head against the tree. roughly pushing all the way in until he bottomed out. you gagged and choked around him, your jaw muscles and lips being stretched out. “ahhh, atta girl” he sighed, tipping his head back and resting in your mouth.
“dean? is it done?” sam spoke through the earpiece, snapping dean out of the enjoyment that is the warmth and softness of your mouth. dean hooked his thumb behind your bottom teeth, gripping and holding your jaw open.
“sammy!” dean exclaimed enthusiastically, “not yet little brother, still got a few more inches to go”
“oh..what?”
“since you want me to spell it out for ya..i got my dick half way down your girls throat” he couldn’t help but end his sentence with a chuckle. absolutely loving the power he has over both you and his brother. “dean, what?! that’s not-what the fuck?!” he continued to laugh at his brothers outburst. “what’s the problem sammy? she had a little mouth on her so, i had to take care of it. besides, it’s not like i’ve never fucked a girl before i killed her” you cried out at the last bit, drool starting to pool and drip down deans thumb.
“no its-.. its just, we don’t have much time, she’s been twenty minutes already..” dean can practically hear sam’s pout as he can hear the choking and gagging noise coming from you in the background. “true. i’ll hurry. but real quick..why didn’t you tell me her mouth felt this good? depending on how her pussy feels i may hold off on killing her for now.”
“just hurry up dean..” sam muted the channel, thinking over deans words and ignoring the jealousy that pumped through his blood. he wondered if dean was just talking or if he’ll actually back out. trying to play out both scenarios in his head and getting mixed feelings about both outcomes. feelings he doesn’t recognize anymore.
“hear that? think your pussy will feel good enough it’s worth sparing your life?” he gave you a look as if he was expecting an answer, “hm?” he raised an eyebrow. “what’s wrong? your mouth was goin’ a hundred miles an hour just a few minutes ago…” his tone was mocking, reaching down to brush a few strands of hair away from your face. the way your makeup was starting to run down your face made his cock twitch against your tongue. “hm, we’ll see” he muttered quietly to himself with a slight shrug, before shifting and spreading his legs a bit wider, his shoe pushing deep into your crotch and you couldn’t help but let out a small whimper at the pressure, starting to feel your wetness seep through your underwear. being too scared for your life to actually notice, but your pussy’s been wet since he started to chase you through the woods, only getting more and more turned on since then. your minds been screaming and thinking up ways to break free and run but, your body has you planted on your knees, looking up at this terrifying man and tasting his pretty cock.
dean applied pressure to your teeth, wanting you to open your mouth as wide as you can. feeling he may break your teeth, you obeyed ignoring the pain and discomfort as he shifted again and gripped the back of your head tightly. “jus relax bunny” he mumbled as he pushed himself deeper, slipping himself down your throat and forming a noticeable bulge. “fuuck that’s so hot” he groaned out and bucked his hips forward, gagging you a bit but quickly regaining your composure and trying your hardest to relax your throat and fight against your gag reflex. he continued to push until your nose met with his pelvis, and then smushed your face against him, wanting all of himself in your mouth and holding you there for a minute before pulling you completely off his cock. immediately gasping for air and coughing, trails of spit and precum still connected your lips to his cock. “got anything you wanna say?” he leaned down bringing his ear to your mouth, taunting you. you glared up at him, wiping away some of the spit with the back of your hand. “fuck y-“ your words got cut off by deans cock down your throat again. he returned his grip on your head and began to skull fuck you, moving your head to match his thrust. “you’re so dumb.” he laughed, “stupid little bunnies like you never learn..don’t open your mouth unless you want it stuffed”
you hummed at his words, the vibrations causing him to let out a deep groan and throw his head back, his thick neck looking pretty in the moonlight.
subconsciously, you’ve started to lightly roll your hips, brushing your clothed clit against the hardened leather of deans boot. small whimpers and eventually moans escaped your lips as you sped up your movements a bit, hoping dean won’t notice.
“fuck bunny, your mouths so good baby. so nice ‘n warm.” he moaned out, and slowed his movements, still moving your head down his length as if your nothing but a pocket pussy for him. “turns you on, huh? having a random guys dick down your throat..is that why your humping my leg like a mutt?” you stopped your movements, your already flushed cheeks turning a deeper shade of red. “i didn’t say stop” he spat, “keep fuckin going” blinking away tears, you started to roll your hips again, going slow and matching his pace. “that’s my good girl..” he groaned out, thrusting back into your mouth. “jus’ keep going, just like that dirty girl.”
you sped up a bit at his encouragement, grinding your clit down on him and moaning around him. for dean, the sight was extremely hot. looking down and seeing you already staring back at him, your teary eyes are big and needy, your mouth is all messy, his hand still deeply tangled in your hair. your hips rocking back and forward desperately, your muffled moans and furrowed brows, not to mention your adorable little white bunny costume. just looking at you like this is enough to make him cum.
“you like that shit? rubbing your slutty little pussy on my boot. feels good, huh mutt?” you choked around him, “wanna cum?” he asked with what you thought was genuineness, but when you nodded eagerly, looking up at him with pleasing eyes, he kicked you away, shoving your body back against the tree. “me first” he pulled you off of him, you taking this opportunity too try to catch your breath as you genuinely don’t know how long it’ll be until you can breathe again. “eyes open, tongue out” he jerked himself in his hand a few times, trying your best to keep eye contact with him, you say there patiently waiting with your tongue out. “gonna make this pretty face all messy” he groaned out before shooting ropes and ropes of thick cum across your face, landing on your nose, your mouth and some in your eye.. deans chest heaved and puffs of cold air left his lips as he squeezed the base of his cock, giving you every last drop of him. “fuck, swallow.” he growled out, you obeyed and swallowed him down, sticking out your tongue again to show him. he smirked down at you one last time and pulled you up by your hair, still keeping you trapped between him and the tree, still not trusting that you won’t run away the second you get an opportunity.
“fuck bunny..” dean grabbed your face, tilting it and examining his artwork. lightly slapping your cheek twice and already getting turned on again at the sight of you covered in his cum. a small whimper left your lips as your eye started to burn and water. dean didn’t actually mean to cum in your eye but, he’d never admit that. instead he played it off, using his thumb to wipe away the cum coating your lid and lashes and pushing it into your mouth. the tangy sweetness covered your tastebuds and you hummed at the taste. “what do you say?” he yanked his thumb away, waiting for an answer. “t-thank you..”
“anytime” he brushed the hair away from your face, tucking it neatly behind your ears. “what’s your name?” maybe it was a dumb question, but your brain is still foggy and this was the first time that popped in your head. he chuckled, a smug look plastered on his face as he raised an eyebrow. “why?” suddenly feeling a bit embarrassed and like you’ve overstepped, you shrugged “nothing. ju-just curious”
pulling the knife from his back pocket, it flashed, reflecting off the moonlight. it doesn’t scare you as much as it did before, now it just mostly excites you. “i’ll spell it out for ya” he crouched down with a smirk, sitting comfortably on his knees and bringing one of your thighs over his broad shoulder. “stay still.” he looked up at you and demanded as if he’s your father, but you nodded, taking a deep breath.
deans fingers looped through the holes of your white fishnets and ripped the fabric open, the only thing separating him from your soaked sweet pussy is the thin fabric of your lace panties. hooking his fingers through the fabric, he easily cut them. and with another flick of his wrist, he cut the waist band, pulling them full off and stuffing them into the back pocket of his jeans. smalls gasps left your lips with every cut and rip he made but still, you stood still. “pretty pussy to match that pretty face” he moaned out, looking up at you and his face being only inches away from where you craved him. he stabbed the knife into the tree. “it’s four letters and you get no hints.” you almost forgot that you were supposed to be guessing his name, your brain completely clouded with anticipation and still fucked out from dean using your mouth like a sex toy. “oh, and no cumming until you guess right.” not leaving any time for you to complaint as he dove right in, licking a long strip up your pussy with a flattened tongue first before writing his name on your clit.
“fuck, you taste so good” he pulled away, chin already soaked and glistening with your sweet juices. “any guesses?” you shook your head no, desperately whining. “i think the last letter is..N?” he smirked, knowing you got it right. “maybe..” he went back in, writing his name three times getting faster with each time, pulling away again but catching your clit between his lips and sucking then letting go with a pop. you moaned out, hands flying to his thick hair. “fuck. again please”
“no, no bunny. make a guess”
“i-i don’t kn-..first letter B?”
his face dropped. “no. focus bunny. use that dumb slut brain of yours” he went back in, you tightening your grip on his hair and moaning out, despite him not even touching you yet. you can feel his smirk against your cunt and he spelled his name again, going from fast to slow and his tongue moving down to your entrance. “well?”
you stammered, unable to come up with an answer, too focused on the pleasure his was giving you, becoming more and more desperate for release. “i-i’m sorry..” he sighed frustratedly. “it’s dean.” he said plainly, genuinely upset that you couldn’t guess. “turn around” he manhandled you, forcibly turning to to face the tree and then pressing his hand into your lower back, making you bend over, your ass and open pussy just inches away from his face. “so dumb, couldn’t guess four letters” he tsked as his hands roamed and explored your ass and thighs, gripping, grabbing and dragging his blunt nails over your hot skin “want this little pussy fucked?” he asked with a hard smack to your ass cheek. “hmm, yes please” you begged and got another hard smack. your body jolted forward and you tightened your grip on the tree. another third slap in the same spot left your ass red, hot and stinging as a bruise already started to form.
dean wedged the knife free from the tree, flipping it in his hand and pressing the cold handle against your entrance. “wait, wait what is it that?” you flinched at the unfamiliar feeling. “my knife, fuck else did you think?” you stood silent too embarrassed to admit what you actually wanted. “what, you thought i was gonna fuck you?” he laughed. “no bunny, dumb bitches like you don’t deserve my cock just yet. besides, i gotta work you open first.. i’ll never fit in here, ‘s so damn tight.” you whimpered, squeezing your eyes shut and letting dean push the rest of the handle into you, starting to feel the cold metal of the blade poke at your pussy lips. biting your lip to suppress a moan, you arched your back more. dean began to thumb at your clit and he slowly thrusted the knife in and out of you. you clenched around it, really feeling the rough, bumpy uncomfortable shape, struggling to adjust and whining out. “what’s wrong?” dean asked from behind you, sounding sincere but you still feel hesitant to give him an honest answer.. “i don’t.. think it feels good..”
“well, you better make it feel good, cause it’s stayin deep inside you until you’re fucking creaming on it” he threatened and you can’t stop yourself from moaning out at his roughness and dominance. spitting on your clit and rubbing it in rough circles, he angled the blade upwards, fucking the handle into your g spot hard and fast, “still don’t feel good?” he taunted, you being too busy moaning and screaming out, your nails digging into the tree bark. “fuck fuck fuck!”
“hmm” a satisfied groan left dean’s chest as he stopped rubbing your clit for a moment to give your ass another two hard smacks. yelping and clenching each time he hit you, your legs starting to shake as you felt the pleasure build in your lower stomach, “d-dean im close” he growled at the sound of his name coming from your still cum covered lips, his name sounding so satisfying to his brain, tickling an itch he didn’t even know existed. originally, he was planning to to tease you and pull away right before you came, denying you of your second orgasm. but..you just saying his name, made him crumble, the affect it had on him was chemical. and right now he’ll do anything to hear you say it again. “fuck i’m cumming! can i cum please?” you begged, your knees threatening to give out, your pussy throbbing and begging to cum. “fuck bunny.. yeah baby cum for me, cum on the knife your so scared of” the band in your stomach snapped and a wave of pleasure crashed through your body. “say my name” instead, a series of moans, curses and whimpers left your mouth as you clenched down hard and completely drenched deans knife with your juices. “say my fuckin name” he smacked your ass again and fucked his knife harder into your pulsing pussy “ahh-! dean! fuckk” you cried out, your pussy and clit starting to become sensitive. your body starting to squirm and you tried to pull away, but dean quickly wrapped his arm around your thigh, his hand reaching between your legs and his fingers finding their way back to your clit almost instantly. scooting himself forward and tightening he knees around your ankle, holding you down even more. “tsk, where do ya think your goin bunny, i’m not done yet”
“dean please, i can’t..”
“sure ya can, just be a big girl about it”
you whined out, unable to take the torture he’s doing to your over stimulated pussy. “fuck, please dean!” your begged again, still trying to get away but his grip on you is bruising tight. tears streaming down your face as you clawed at the tree, “please, i can’t anymore i’m begging, please dean” that familiar band started to form in your stomach again and you were getting close, you barely have strength to hold yourself up, let alone endure another orgasm like the last. “see bunny, told ya you can take it, you’re almost there!” he cheered, his taunting and bullying going straight to your pussy, clenching down and having yet another body trembling orgasm. “oh my-! dean! fuck fuck fuck yes!”
“ahhh..that’s it, that’s my dirty little girl. fuckin soaking my knife with your slutty pussy. gross” he yanked the handle out of you and loosened his hold on you, your knees immediately giving out cause you to fall forward in front of him, thighs shaking uncontrollably and cum leaking down your legs. “aww poor baby” he pouted, rubbing his thumb over your cheekbone. “clean this for me” he held the handle to your bottom lip, your brain being so extremely fucked out, it’s now on autopilot and it feels like your drunk. doing what he says, you opened your mouth wide and stuck out your tongue, dean pushing the handle in and out between your plump and swollen lips. “taste good huh?” he asked excitedly, wriggling his eyebrows. blinking slow and nodding, “it’s sweet”
“i know, wish i can just eat your pussy for days. fuck, i wish you guessed my name. was gonna make you cum on my tongue..” he mumbled the last bit, still holding some resentment towards you for being too dumb to guess four letters. he pulled the knife from your mouth “..anyways” he positioned himself behind you, hands gripping your hips and easily lifting you, repositioning you so your in doggy, your hands and knees smushing into a gross mixture of mud and fallen leaves.
he ran a finger down your folds and smirked when you flinched away, still way too sensitive for whatever deans wants next. “tell me bunny, did sam ever fill this pussy up?” he said bluntly, lightly caressing and spreading your ass. “..n-no” your voice came out horse and dry as you felt your tongue sticking to the roof of your mouth. “i got you” dean gripped your jaw, holding your mouth open and spitting directly into it, “better?” you swallowed, nodding.
“what do you say?”
“thank you.”
“sammy’s gonna be so pissed” he said like an excited little kid, a smug look on his face. almost proud that he’s gonna be the first winchester brother to break you in, despite sam having you first. “dean, i don’t think i can anymore..” you warned, feeling so exhausted and overstimulated, your pussy hurts and your clit aches. “bunny..the fuck makes you think i care?” he chuckled. “stupid” he poked your forehead forcefully. dean pulled his cock from his already unbuttoned jeans, rubbing the tip up and down your pussy and pressing himself into your clit. you whined in anticipation, desperate for his cock even though your on the verge of passing out, you still want to feel him heavy and deep inside you.
once he got his cock wet enough he started to guide his tip in, going slow at first and using his other hand to caress your ass again. the sensitivity and the growing burn of deans thick cock ripping through you was too much to handle “ahh-! dean, it won’t fit..”
“i’ll make it fit.” pushing harder and stretching you out further, soon feeling something pop and dean shoved his entire length inside you, bottoming out and hitting your cervix, buried deep inside you. you gasped, your body jolting forward and your arms giving out underneath you, your face now dirty and covered in mud. dean and you moaned out at the new angle, dean can get even deeper now. “feel that?” he pushed harder against you, his tip pushing hard against your cervix, feeling your uterus start to cramp “that’s where i’m gonna shoot my cum. gonna put it so deep inside this pretty pussy” he groaned, gripping your hips and starting to thrust, his cock ripped through your hole, the burning pain making you squirm and whine out, but dean actually didn’t care. he can see your uncomfortable and not enjoying yourself, but this isn’t about you. it’s about proving sam wrong.
spreading your ass apart more, dean sped up going faster and harder, his balls slapping against your clit. “still so fuckin tight bunny.” he groaned out, reaching out and grabbing a fistful of your hair and bringing you up against his chest, hoping this position would be better for the both of you, it’s kinda starting to get painful for him. “fuck dean!” you breathed out, dean still plowing through you as he snaked his arm around your neck, holding your head in place with a firm headlock and reaching down to rub your clit. “like that bunny?” he muttered against your ear and you nodded. finding it kinda sweet that he was making sure you feel g- “good, then stop your fuckin whining and take it” he gave you two hard and deep thrusts when he said his last two words. clenching down and moaning out, throwing your head back against his shoulder “fuck me, please” dean gripped your body tighter against him, squeezing your neck and head and snapping his hips into your ass. “god, your pussy is so good, so warm and tight.” he groaned in your neck, “feels good having me deep inside you like this, my cock buried in your guts and ruining your tight little hole”
“fuck, yes yes! it feels so good please. keep going!” you babbled, half of your words not even coherent as you were becoming stupid from deans cock. “like that, you cock whore? how ‘bout we get sammy all up in here, ill take your ass and he can enjoy your pussy a bit..if you’re not too stretched out by the time i’m done.” your clenched at his words, your mind now being filled with the fantasy of both dean and sam using you at the same time “wow, you’re gross” he smirked “bet you’d fuckin love that though, me and sam just using you in whatever way we want, abusing and stretching out your slutty holes, making you leak with our cum. or maybe i’ll call a couple of my buddies over and let them take turns with you, watch them fight over your pussy and use you as a cum dumpster.”
his filthy words vibrating throughout your body and finally settling down to your pussy. the thought of all that happening, brang you closer to your third orgasm. your thighs started to shake uncontrollably, feeling your stomach muscles tighten “fuckkkk, i’m gonna cum”
“dean?” sam spoke in deans ear piece, dean smirking wildly to himself as sam couldn’t have picked a better moment to check in. “no, just wait a second bunny” he slowed his rubbing and thrusting and unmuted the call. “sammy!”
“how’s it goin’?”
“ugh, amazing. i can see why you’re so hung up on her”
“wait..you didn’t kill her yet?!”
“what and waste a pussy like this?”
“dean please” your voice was small and your body trembled, having absolutely no strength to hold it any longer. “please let me cum..” he muted the call, ignoring sam’s lecture
“do me a favour bunny. cum hard for me and let sam hear how good i’ve making you feel” he demanded in a low voice and hit unmute again, “actually sam, she’s about to cum, hear this”
“scream his name, baby” he mumbled quietly and finally, with his permission you released. squeezing down hard and cumming all over deans cock. ignoring how uncomfortable his request makes you feel, you screamed out. “yes yes yes, dean! sam-sammy, fuck!” you cried out, loudly as you shook, dean still holding you up and fucking you hard through your orgasm as you continued to call out his brothers name.
sam heard everything, getting super pissed off and jealous and so horny at the sounds of you cumming and screaming out his name, and intimate memories of your short relationship flashed through his head. memories of him folding you up like a pretzel and fucking you deep, bruising your cervix and you screaming out his name, pushing your knees into your chest to get more deeper.
“fuck..” sam groaned out, only now realizing just how much he misses you, his cock twitching at every little sound you made. “dean..” he started to speak after a few moments of silence but was cut off. “who’s pussy is this?”
“it’s yours!” you screamed out, your pussy still fluttering around him as you tried desperately to catch your breath.
“fuckin right it is. remember where i told you i was gonna cum?” you nodded “yes, i remember..please give it to me. please fill my pussy” you begged to him, both of you not caring that sam is hearing all of this. dean released his grip on you, pushing you back down, and holding your head down back in the mud. “dean, don’t you fucking dare” sam warned his brother, teeth gritting and his face getting red and angry. “don’t fucking-“
“one second sammy, i’m about to cum in your girls pussy.” he cut him off again, bringing his full focus on giving you every last drop of him. “fuck..fuckk” he groaned out, speeding up and ramming his dick inside you. bruising your hips when he felt his cock twitch, and with one last hard thrust, he pushed himself against your cervix “fuck, i’m cumming” he threw his head back and painted every inch of your insides with his cum, shooting load after load and filling you up so perfectly “god, you look so pretty when you full of me” he growled. “pussy’s all messy drippy” he slowly started to fuck you again, fucking his cum in you as deep as he can. “dean, what the fuck!” sam yelled, absolutely furious now.
“what’s the problem? i thought you didn’t care about her, you just wanted me to kill her, yeah?”
“no. yes. i don’t care- i-i-don’t know..”
dean couldn’t help but laugh, sam being just as confused as you, thinking that you’d be spared and free to go once dean was done with you but it seems like it’s up to sam now.
“yes..no..? just pick one”
“..d-don’t touch her” finally, he admitted. still clearly having some feelings towards you judging by the reaction he had to dean ruining and making a complete mess out of you.
“ok good, cause she said she’s down for a three some”
“..wait really?” sam’s voice perked up and your whipped your head around to look at dean with fearful eyes, not thinking he was serious when he mentioned sharing you with sam, it was a struggle to just take dean, and you can’t imagine how painful it’ll be with both brothers.
“yep, she also said she’s down to get passed around by our friends and be used as a cum dumpster. her words not mine” you shook your head no, him clearly lying to sam. he only smirked in response and gave you another hard thrust before pulling out of you and plugging your hole with the handle of his knife again. not wanting a single drop of him to leak out. shoving his softening cock back in pants, he stood up, just leaving you on the floor, dirty, sweaty and trembling and covered in mud and cum.
“dean, we have no friends..”
“yeah, but she don’t know that.”
“so..how was it?” sam asked kinda awkwardly, wanting to live vicariously through dean wishing so hard he was him fucking you instead. “she’s a little dumb and so gross sometimes..she humped my leg like a fuckin mutt” he laughed out and sam joined him, knowing that you have a bit of a problem. his mind going back to the times caught you humping his pillow, or begging him to let you ride his thigh. “but her pussy is so good, man” he’s talking about you as if your not on the ground at his feet, on the verge of passing out in woods. “tastes fuckin amazing too.”
“right?” sam agreed and there was a short silence as dean looked over you, “so we’re not killing her?”
“..no, don’t touch her dean. promise me” sam almost begged, knowing how brutal and ruthless his brother can be. he used the second rule they made for themselves, meaning that your off limits, dean is not allowed to harm or kill you, as a promise he would make to sam. “don’t worry sammy, we’re on the same page. promise.” knowing sam won’t relax until he heard that last word.
“what now..?”
“well..” dean thought for a moment, never actually being in a situation like this before. there was only a few times he done this and they all ended with dean killing them.
“can we just..keep her?”
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