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lostalioth · 1 month ago

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𝐛𝐞𝐚𝐮𝐭𝐢𝐟𝐮𝐥 𝐩𝐚𝐢𝐧

→ premise: all of deans life pain has always ran parallel to love. he needs them both, he needs you to hurt him and take the pain away all at the same time, turns out you were more than willing to, you may even need it reciprocated.

→ pairing: dean winchester x fem!reader

→ warnings: 2.3k words, small bit of angst that turns quickly into smut | 18+, kinda switch!dean, pain kink [slapping, biting, pinching, scratching, etc], praise kink [both reader and dean], unprotected sex, small bit of choking, multiple mentions of blood & reader nearly dying

→ a/n: kinktober 08

Dean was accustomed to pain, he learned to tolerate and push through it from a young age as his father hammered into him that it was his job to always look after Sam and conditioned him to become a hunter. Love always came alongside pain in his life, losing everybody he ever cared deeply for; it happened so often that he began to associate one with the other. And so somewhere along the way he came to yearn for both pain and love as he felt they always came together. When Dean began having feelings for you, he was scared like he’s never been before. He avoided telling you for a couple of years simply because he thought if he voiced it out loud then he'd lose you like he did everyone else.

However when a demon came very close to killing you when you were being reckless, that scared Dean a hell of a lot more and in a screaming match about it he revealed his feelings on accident.

“You couldve fucking died, ya’ know that right? If me and Sam got there even a minute later you’d have been laying in my arms dead not just unconscious” when he mentions sam, he gestures towards the couch in the small motel room where the younger brother last sat. Though when he turns to look over hoping for backup he finds Sam gone, he groans out in annoyance. Sam had figured it was best to leave the two of you to your fighting alone, yes he was also upset with your careless decision but not as heated as his brother.

“Well I didn't okay? I can take care of myself. I had it under control!” you scream out, punching your words out to get your point across, flailing your arms in frustration though the fast movement aggravates your injuries making you wince slightly. Seeing you in pain makes Dean stop short for a second, a ping in his chest as his heart aches, it however only morphs into making his blood boil more when the memory of finding you beaten and bloody on the floor of that warehouse flashes in his head. “I'm sooo glad you can take care of yourself, but what about me HUH?!” He screams out, sarcasm dripping from his voice until the latter half with his question where it breaks off taking you back. Confusion crosses your face but before you can say anything back to him he continues.

“I dont know what I’d fuckin’ do without you, im so pathetically and utterly in love with you that the thought of you dying makes me wanna lie in the dirt just so i can be buried with you!” he had been stepping closer and closer as he yelled out in frustration, not realizing exactly what he just said. You can feel your heart pounding in your chest, the adrenaline from his confession and proximity coursing through your veins.

“You love me..?” Your voice comes out softer than Dean swears he's ever heard it before and it melts all the anger out of his body. He knew there was no turning back now that he blurted that out and even though he was worried more than ever, he couldn't stand not being with you anymore. “I think i fell in love the moment i met you sweetheart” he sighs and brings his rough hands up to cup your face and wipe away the tears you hadn’t noticed we're slowly falling from your eyes. After a long stretch of comfortable silence as the tension of the fight has dissipated you speak up.

“Would you just kiss me already ya’ idiot” you tease, smiling softly at him through your tears as you stare deep into those stupid green eyes that turn your brain to mush.

Using his hold on your face he pulls your lips against his in a desperate kiss, trying to drown out all the swarming negative voices in his head. Your soft lips mold against his perfectly and he thanks any and every god he can think of for letting him have something he knows he doesn’t deserve. Your eyes flutter shut as you kiss back, the fight over your thoughtless decision not forgotten but put on the back burner. You were deans the second you told him to kiss you and if you thought you were gonna be able to continue with your bad decisions boy were you in for a surprise, he just finally got you he wasn't ever letting go now. You grab at his chest, your hands balling up his shirt as you try pulling him impossibly closer deepening the kiss. In a tangled mess of limbs and mouths still latched to one another’s you and Dean tumble back and fall down onto the rundown motel bed. Dean landed on his back in the middle cushioning your fall with you landing on top of him between his legs.

“Baby..” he mumbles against your lips making your heart skip a bit at him calling you a name normally reserved for his impala. He even squeezes your hips lightly to break your focus from the make out.

“I need you to do something for me” he groans out as the kiss heats up and your tongue slips in his mouth during his statement, your hands running all over his chest and arms. Your body was pressed up to his, hips flush against each other making it impossible for you not to feel his hardening cock on your thigh. “Anything, what do you need, baby?” You question, desperate to please him and more than willing to do whatever he asks. Now Dean was well aware if he said jump you'd ask how high, he just hoped this request as odd as it was didn‘t make you run for the hills.

Reluctantly he pulls away from the kiss to catch his breath as well as watch your face when he tells you what he needs. You open your eyes and look at him with that same sparkle they always hold when your gaze is locked on him. His cock was getting painfully hard now from the mixture of the make out session and your body so close to him.

”I- shit okay im just gonna say it uh. I need you to hurt me. I just- I need you to get the image of you laying in a pool of your own blood barely breathing out of my head” he rambles, his voice sounding unfamiliar to his own ears with how pathetic it comes out. He silently prays you won't just get up and walk out of his life at his weird desire. He avoids eye contact when you are still silent after a minute. A fire ignites in your body and settles in your core as a million and one thoughts are running through your head at the speed of light. Every single last one however being the different things you wanna and finally get to do to Dean.

You grab ahold of Dean’s face squeezing it as you turn it so he is looking at you again. You now have a small taunting smile on your face, your nails are lightly digging into his cheeks making his cock twitch. “I can do that, but can you be a good boy?” You teasingly question as you lean up maneuvering your body so you're straddling his hips, peering down on him. The sight of you on his lap, thighs spread either side of his body and lust blown hooded eyes staring down at him knocks the breath from his lungs. It's an image pulled from his many dirty depraved dreams of you that riddled him with guilt but now it's a reality, his wonderful heaven like reality.

He frantically nods his head yes while your hand not pinching his face is working at undoing his belt.

“Gonna be such a good boy, can be s’good for you baby” he huffs out and lifts his hips to help you out as you pull his jeans down and off his legs. You let go of his face and dean has to fight back an actual whine when the small sting of pain leaves with it. Though he swallows his complaint as he watches you strip yourself of your dirty still blood soaked t-shirt, going at a teasingly slow pace when you undo your own belt pulling it through the loops and discarding it on the floor besides his pants. “Come on don't be a tease sweetheart please” he softly begs as he grabs your hips, thrusting his up to grind his bulge against your core. The rough fabric of your jeans sends a jolt of pleasure up his spine as it rubs over his aching boxer covered cock. You bite back a moan and slap his chest to stop him before lifting your body up to help you rid yourself of your remaining clothes. He is quickly behind you nearly ripping off his shirt and tugging down his boxers making his leaking cock bounce free between your bodies.

Saliva practically pools in Dean's mouth at the sight of you stripped bare for his eyes scanning over every inch of you. Your thighs spread back over his hips leaving your pussy on display for him, your slick coating his cock as your hips take up his previous action of grinding. “Such a good boy” you praise and lean down digging your nails into his sides, the pain making his eyes screw shut in bliss. Lifting your hips once again this time however sinking your pussy down onto his throbbing cock. Your slick and his precum help to aid your cunt into taking every inch of Dean's cock to the base as you smash your lips against his in a passionate kiss. The mixture of stinging pain and sweet praise and pleasure drown out all bad thoughts, all images that were flashing in Dean's head of your limp body unmoving and bleeding fade from his head finally, his only thought being of how good you feel.

“Mhmm~” He whines out in pleasure and surprise, the sound muffled in your mouth. Your hips immediately set into a rhythm of grinding and softly bouncing, his cock dragging across your velvety walls and his tip hitting your cervix when you bounce down. “Ah- Ahh~ fuck sweetheart knew this fuckin’ pussy feel amazing” he grunts out, his fingers holding onto your hips in a bruising grip that has your head spining. You bite down on his plush bottom lip in retaliation making a small almost growl erupt from his chest. The sound vibrates through your body to your core making your hips flatter a bit and a whine escapes your lips.

Within the blink of an eye dean has your legs wrapped around his waist when he sits up and flips your position breaking the kiss. Laying you flat on your back with him nestled between your thighs his cock still buried deep inside you. “Dean~” your whimper morphs into a wanton moan when his hips start at a punishing pace, your slick already forming a creamy ring at the base of his cock as it pounds into you. His heavy balls smacking your ass creating an obscene noise that fills the room with your moans and his grunts. “As much as i love how you sound and wanna hear it for the rest of my life baby, you gotta be quiet sweetheart” he taunts as his hand slips up the side of your body to palm at your bouncing tits. you whine out and paw at his lower stomach and v-line almost pushing him away slightly to stop his tip from abusing that one spot deep inside you. “Mm~ I can’t, it s’good, feels too good, i needa cum” you whine out your words slurring together as the knot in your stomach tightens. “Aww well don't want the staff or other guests hearing you scream my name now do we?” He questions with a small smirk that morphs into an almost slack jawed look when your nails dig into his back and drag down. The stinging pain of you scratching at his back so hard he's almost certain you drew blood makes his hips speed up even more.

“Bite down on my shoulder to muffle yourself when you cum okay baby?” He softens a bit though his hips don't slow down, you nod desperately in understanding. “That’s my good girl” he beams at you praising you in a sweet tone making your pussy clench down on his cock.

You grab at his hand that rests on your breasts and pull it up to your neck hoping he gets the message. A smile forms on his lips as what you want registered in his head, you wanted pain the same as him. Dean didn't think he could love you anymore than he did and yet as his hand wraps around your throat his heart swells, you're the same as him, you needed the pain with the love and pleasure, he was the luckiest fucking man alive in this moment. He smirks and softly kisses your lips as he leans down and his cock somehow reaches even deeper inside you.

The new angle causes the knot in your core to snap and your high to crash into you, making you pull away from his mouth and bury your face in his shoulder. Baring your teeth you bite down a bit hard onto his shoulder to muffle your loud moans and cries as you cream on his cock. “Oh fuck yeah, there we go sweetheart good girl baby” he praises, his head going foggy in pain and pleasure as his climax hits him head on, spilling his cum deep inside you not caring about the loud noises that leave his own mouth.

→ a/n: as always this wasnt proofread and its late, whos shocked? anyway i got a bit carried away well more like a lot. this is only my second time writing for dean and i got excited i really like writing for him. It is however my first time writing smut for him so sorry if hes out of character.

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