#obsessed dean

All he’s ever wanted was a family. People to love and that love him back.

He’ll take care of you. Be damn perfect for you. Cause he sure as shit ain’t letting you go.

Only then did it hit him as how far out of his depths his is. Hes never lived with a girlfriend for more than a weekend and he’s never dated a hunter, well for more than a night. And now he’s doing both. He hated seeing you get hurt on hunts before, but now? He’d burn the world down for you. Maybe they should quit. Would you like that? He can’t exactly buy a place in the suburbs, but there’s plenty of old hunter cabins. He could fix one up for you?

Before he could dive deeper into his self doubt, you whined in your sleep. His breath caught, are you in pain again? But then you mumbled “mine” again and your soft hands tried to pull at him.

He chuckled low, barely a breath, as he pulled you closer. He liked you needy. He knows exactly how to help you then.

Once you’ve settled back into deep sleep on his chest, he pulls out his phone determined to know everything about periods. And how to help you with yours.

And what he finds is very interesting.

There’s the stuff he expected: heat for the cramps, lots of hydrating, lots of rest.

There’s the stuff he didn’t really get: no caffeine but also that caffeine helps, no cheese or chocolate but also that’s all you’ll want, exercise helps a lot but he’s pretty sure you would shoot him if he told you to go work out.

But the best thing he found? That orgasms help, a lot. Especially with bad periods. Especially with painful cramps.

He ended up on some Reddit forum where people talked about how they help their girls with their periods. And damn if they don’t go into some explicit detail.

Dean’s cock is rock hard, squished in his jeans. But he doesn’t dare try and relieve the tension, not with the way you're pressed into his chest.

Eventually, he falls asleep around you. The lights are still mostly on. He’s still fully dressed. He’s still rock hard. Dreaming about making you feel better with his cock.

———

You jolt awake with a gasp, and are surprised to find Dean still leaning up against the headboard.

His eyes pop open a second after yours and those mesmerizing green eyes are warm with affection as they stare down at you.

“Mornin honey” he rasped, voice low and heavy with sleep. And it rumbles down your spine and low into your belly, heating you from the inside out.

“Hi” you whisper out, suddenly shy. You basically claimed each other last night, does that mean you’re like together now? You really fucking hope so, cause you’re pretty sure you can’t deny your feeling for him any longer.

His sinful full lips curl into a lazy smile as he leans down to press a kiss on your forehead. A soft sigh escapes you at his gentle touch and your fingers tighten in his flannel.

“How d’ ya feel?”

Right…he’s cuddling you because of your period. Because of your many freak outs. Maybe what he said last night was just to calm you down.

You puff out a frustrated sigh and flop to your back, turning out of his arms.

Dean shifts with you though, turning to lean over you. You’re practically nose to nose. You could lean up to kiss him with barely a stretch of your neck. But what if he rejects you? Cause you’re pretty sure that would actually kill you.

“You’re my girl now honey, don’t hide from me”

“Yeah?” It comes out as a whisper. A breath against his lips, and you can’t help but look at his. So close to yours.

“Yeah” he rasps back “ y’ called me yours yesterday. Can’t get rid of me now”

You close the distance with a kiss before you even think about it. Just a feather light dusting of your lips against his.

Dean groans against you. His hand finds your jaw and he just holds you still. Covering you in a blanket of gentle kisses.

He pulls back a second later and you can’t help the little whine that leaves your throat.

He chuckles, low and dark, and it rumbles down your spine, curling your toes. “ y’ can have s’more when you answer my question honey”

“What question?”

His lips twitch with a hint of a smile. “I was askin how you feel”

Oh. Duh. Shame and embarrassment swirls in you crowding out the lust that was burning low in your core. You wish you could curl under the blankets and hide but he’s got that massive hand curled around your jaw, holding you close.

“I dunno. I can’t really tell til I get up.”

“I read the second day is worse, is yours like that?” His voice is low, sweet like you’ve never heard before. The backs of your eyes are burning with unshed tears.

Fucking hormones.

You manage a weak nod, but when sadness fills Dean’s gaze you’re quick to add “but I’m really fine. You don’t have to stay here and baby me. There’s a case. Wait, where’s Sam?”

But then he brushes his thumb against your jaw like he did yesterday and your brain just melts to goo.

You blink up at him dumbly, watching this sexy man who is calling you his. Completely putty in his hands, you’re not even aware that he shut you up and quieted your panic with a brush of his thumb.

After a moment, Dean’s callused grasp slips lower to the hollow of your throat. Like his hand is your own personal necklace

“Shh sweetheart. ‘m gonna take care of you and you’re gonna let me. Sammy’s got the case. And he’ll sleep in Baby til another room opens up. Okay?”

Hot tears spill down your cheeks immediately. Dean fucking Winchester gave up a case for you. Gave up his beloved car (for a day at least) for you. He really does like you. God this just makes you like him even more. He’s so damn good.

“Shh pretty… save ya tears hmm? You can cry on my cock later if you’re good” His hand leaves your throat to brush away the tears. Gentle fingers hardly matching his dirty words

Your breath catches on a gasp. Tears immediately forgotten. “If I’m good?”

He chuckles low, kissing the corner of your mouth. “Wanna be good f’me?”

Fuck. Yes. You’d be so good for him. A desperate little whine left your throat. Before you remembered you can’t even play right now. God dammit fucking period. “Can’t. ‘M still bleeding”

“Ya know I was researchin periods and stuff and orgasms are supposed to help lots with your pain.”

Adoration courses through your body. A different softer deeper kind of warmth, from Dean doing research for you. He’s just so fucking good to you. And you’ve been kinda together for only like 8 hours, and you’ve been passed out for most of them.

But then his words click in. Dean doesn’t care that you’re bleeding. He wants you anyways. He wants to make you cum to help with the bleeding.

You don’t know whether to cry from how sweet he’s being or mount him. You swallow back your storm of emotions.

“Is that so? Seems like a scholarly article you found”

He snorts out a huff of a laugh, “was educational”

“And you’re volunteering to help me? Such a gentleman”

Dean lets outs a grumbling sort of sound. One that’s not quite a disagreement but not exactly a sound of assent. “ ’m gonna take care of ya, remember?” He says with a smirk, before it softens into a gentle smile. “ ’ve waited a damn long time for y’ sweetheart, and y’re finally mine. Can’t blame a guy for hopin he can cure ya with orgasms”

Your head and heart and pussy flutter with his confession. His possession. His gentle affection he must have been saving for you.

“Oh” it’s comes out breathy, even to your ears “okay then”

“Mhmm. But now we’re gonna get up and you’re gonna eat something. And you’re gonna tell me how you’re feeling”

His sweet control makes everything you’re feeling even more intense. You desperately want to be good for him.

You slowly rolled away from him and climbed out of bed. Pain cinched low in your stomach the second you were sitting up, making your breath puff out in a harsh exhale.

Dean was pressed against your back a second later. Warm calloused hands ghosted over your waist, knees bracketing your hips. “Cramps?”

“Just a little twinge from sittin up” you murmured, leaning back to him. Words contradicting your action.

You were tempted to tuck back into his chest and lay back down, where the throbbing pain had finally eased. But you were determined to follow his command.

You gently pushed up to standing, his palms gliding across you as you broke contact. You held your breath with the first step, expecting the worst, but other than a general whole body achiness you felt okay.

You snatched your bag and went to the bathroom, only once you were washing your hands the cramps returned with force. Definitely stronger than yesterday.

You gasped and leaned forward, bracing on the sink. Unaware of the water still running, or of Dean opening the bathroom door behind you.

——

Dean coddled you the rest of the morning, and surprisingly you didn’t hate it. For anyone else you would have argued, fought back, clung to your independence. But Dean wasn’t treating you like you were incapable of taking care of yourself. He acted like he needed to help you.

And if you were being honest, you needed the help.

He helped you dress, when you couldn’t bend over without groaning in pain.

He even helped you put on your shoes before you could try to do it yourself.

He offered about a dozen times to go grab food and bring it back for you, but you were insistent that a walk would be good for you. And he walked slowly at your side, letting you clutch at his hand when a painful cramp hit. And then holding it gently in his, the whole rest of the way.

———

Dean didn’t realize how much everything would change now that you were his.

He wanted to carry you to the diner in his arms, sit you on his lap and hand feed you each bite.

He contained his urges, barely. But he couldn’t stop touching you.

He held your hand the whole way to the diner. He sat on the same side of the booth as you. Something he would have rolled his eyes at another couple for, but now he gets it. He needs to be pressed up against you.

And you don’t complain. No, you lean into him.

But each wince and gasp of pain is killing him. He needs to get you back in bed. Even if it’s just for a nap with a heating pad. He needs to do something to actually help.

Dean places an obscenely large to-go order when you two are almost finished, cause no way is he dragging you down the street again. And when it’s finally time to go, he lets you walk on your own until that first wince of pain.

He scoops you up in his arms, pressed chest to chest as your legs wrap around him on instinct. And when you let out a happy sigh of relief, he can finally take a deep breath again.

He carries you all the way back to bed, door kicked shut behind him. Food dropped unceremoniously on the table still covered in all the things he brought you yesterday.

He presses down into the mattress above you. Lips meeting in a gentle kiss, letting you decide what you want.

But when your lips part and your little pink tongue sneaks out to brush against his lips, his control starts to fray. He groans at your taste, maple syrup and salt and you.

Kisses turn desperate, tongues battle, teeth clash, bodies pressed against each other.

Dean’s cock throbs in his jeans, precum already seeping out, but he’s careful not to push you for more. Not when he’s waited so long for you. Not when you’re aching and in pain. But then you press your hips up against his and let out a desperate little whine, he can’t help but groan and grind down into you.

When you break apart to breathe, he licks and kisses across your jaw. Your neck. Your ear. Murmuring praises in between each one.

“so damn pretty sweetheart”

“ ’ve dreamed about this for years, ya know? Ever since I first met ya on that vamp hunt”

“ y’are even more perfect than I dreamed honey”

“Never fucking lettin ya go now”

“Mine”

Each praise, each kiss, and each lick makes your writhe and whine for him. And he can’t believe you're real.

“I wanna try” you breathe out when Dean licks across your collarbone. He stills, eyes darting up to yours, making sure you mean it.

Your cheeks flare a pretty pink under his gaze, and he can’t help but push you a little. “What’d ya wanna try honey?”

The pink deepens and you squirm just a little under him, but you answer anyways. A little whimper of “playing. to…to help with the pain” is all you can manage. And he knows he was right all along. You’re a little submissive, a little soft n sweet, and a little whiny desperate thing. God damn yall are gonna have some fun together.

He groans and kisses you. “I’ll be gentle with ya sweetheart. You just gotta let me love on ya and tell me if anything hurts.” Lips lock back on yours again, somewhere between a vow and a plea.

You pull back with a shy look, cheeks still pink. “You… you don’t think it’s gonna be gross? Or… too messy?”

He doesn’t give a damn about a mess. He almost wants to laugh at the absurdity of it, but your shy little look stops him.

He sits back slightly, letting you see how serious he is. Eyes never leaving yours, even as he hooks his fingers in your waistband and pulls your soft sweats down. “Wouldn’t suggest this if I did. ‘Sides I’ve been covered head to toe in blood and guts from every piece of shit monster out there. No way is a little of my girl’s blood stopping me”

“Oh” you squeak out, eyes wide. Swallowing hard.

Dean gives you a lazy smirk and finally lets his eyes leave yours.

“Fuckin hell sweetheart” he chokes, voice heavy with lust. “You wearin my boxers?” His fingers trail along the black boxer briefs you stole from his bag

You nodded slow “I… I’m sorry my panties weren’t comfy and -“

Dean presses a big calloused palm over your mouth. “Hush, it’s hot.” He grinds his cock down over your pussy to emphasize his point.

——

Dean surrounds you. Overwhelms you in the best way. You can’t even keep your eyes open at the onslaught of sensation. Stubbled skin scrapes against your jaw. Delicious wet kisses across your throat. Massive callused hands pushed your shirt up, trailing across your skin. Your curves.

Gentle yet urgent.

You can’t help but whine under touch.

He chuckles low, rumbling against your chest. And you eyes flutter open to find him sprawled between your legs. Trailing kisses between your breasts. Green eyes dark with lust, looking up at you though full lashes. Those already full lips, even more sinful kiss bitten.

“Needy little thing hmm? ’ve barely gotten started”

His fingers drag up, each hand cupping your swollen aching breasts. And you moan into his touch. Its a heady combo of relief and pleasure.

Thumbs drag across your painfully hard nipples. Pushing your piercings through. Lightning shoots through your spine at the touch, curling your toes, and making your pussy gush. and for the first time in days the only thing you can focus on is Dean and the delicious pressure coiling low in your core.

“Deeee-“ you whimper out. Back arching to push your tits further into his hold.

He wraps his lips around a sensitive bud. Tongue playing with your piercing, moaning into your skin. Your fingers rake through his hair. Digging into his scalp, to keep him close.

He winds you up, switches breasts. Switches back. Til you’re a whiny whimpering mess under him. And you’re not even fully undressed yet.

“Deann” you beg “Dean, baby, baby pleaseee”

He barely unlatches from you to answer. “Hmm… what do ya need honey”

“To cummm” you whine. Pathetic and desperate.

He just chuckles low and licks at you some more. “Y’ not being very good f’me. I told you to let me love on ya. Lemme take my time hmm? Or y’ gonn make me punish y’ ?”

A pathetic keening sort of noise leaves you as you arch up into him. Because fuck that is so hot. You don’t know if you want to be good or want him to punish you. But you’re so sensitive and overstimulated you can’t do anything but take his slow worship.

Dean had you so worked up you forgot to be self conscious when he dragged his boxers off you and saw your blood stained thighs. And when he dragged out your tampon, you couldn’t help but buck your hips up into him.

“Awesome” he muttered, staring at your puffy aching bleeding cunt.

Stupid man. You rolled your eyes at him.

He used your moment of distraction to shove two thick fingers deep inside you. Making you arch and scream his name.

“Shhh…you’re being such a brat. When I’m just trying to take care of my girl.” Dean coos

Fuck you don’t know if you like him calling you a brat or his girl better. You gushed and clenched around those thick digits of his but he didn’t move them. Just stared at you with that teasing smirk.

“I’ll be good baby. So good for you De please” you babbled. Desperate for him.

“Yeah? Y’ mine. And I’m just trying to take my time making my girl feel good. Y’ gonna let me do that sweetheart?”

You nodded frantically, “yes yes yes!”

He twisted his fingers slightly, making you groan as they slowly dragged against your hypersensitive walls.

You orgasm was so fucking close. If he would do that again you’d probably shatter.

But it’s like he can read your mind, because he stilled his fingers and smirked down at you.

“Ya gonna roll your eyes at me again?”

“No no I’ll be good!” You gasped, pussy clenching around him. Hands coming up to dig into his shoulders.

It felt like hours that he loomed over you, watching you flutter around his fingers (It was probably a single minute) as you babbled about how you’d be good for him and begged him for more, desperately clutching at him.

He finally relented, with a curve of his fingers. Finding your G-spot immediately.

You moaned, thighs shaking, but he didn’t fuck you with his fingers.

No he leaves them pressed into the sensitive nerves, as your body goes haywire. Eyes closed, back arched, chest heaving, legs shaking. Teetering on the edge of your climax.

Dean leans over you, warm breath ghosting against your neck. Making your breath catch.

“Cum f’me honey” he purrs into your ear, as he pushes harder into that sensitive spongey spot.

Your mouth opens on a silent scream as you fall over the edge, your body shakes almost violently through the most powerful orgasm you've ever had.

He finally moved his fingers, gently fucking you through the aftershocks. Prolonging your pleasure as you soak his hand and drip a mess all over the bed.

“So fuckin’ gorgeous” he murmurs kissing your neck gently, as you try and catch your breath. Wiggling your hips in an attempt to get away because he is still thrusting those fingers into you.

“Nuhuh, y’ mine” he groans, sliding to lay next to you freeing up his other hand to hold your hips down.

He doesn’t move faster yet, but harder. His fingers slam inside you, grinding his hand over your clit. Each thrust making those rough fingers drag over your sensitive walls before pushing into your g-spot.

“Deaan” you moan breathing hard, hands coming to clutch at his arms. Nails digging in.

He doesn’t relent. Keeping a slow punishing pace.

The moan of his name turns into a chant. A prayer. As he slowly, methodically, builds you right back up to the edge.

When he licks up the shell of your ear, your orgasm surprises the both of you. You’re fluttering around his fingers, moaning his name, whole body arched up and tight.

Dean chuckles softly against your ear, “Damn honey y’ so sensitive. This just y’ period?”

“No” you gasp once you finally catch your breath, despite the thick fingers still inside you “You… you do this to me”

He groans and captures your lips with his. You are so overwhelmed by everything Dean, you can barely kiss him back.

He trails his lips down your throat, leaving his mark all over you. Making you whimper and twitch and bear down on his thick digits.

He pushes a third finger into you, stretching you out, and starting to slowly thrust his fingers in you again.

“Baby…baby please. Please. Please fuck me” you babble incoherently

“Give me another. Need my pretty girl to cum f’me again first”

It’s no time at all before he has you teetering on the edge. Dean plays your body like he’s done this a million times before. Your heart aches for a single second as you think about all the experience he has.

Then nips at your pulse point and murmurs “I can’t believe you’re finally mine”

And your body melts for him, turning into a whiney babbling shaking mess.

He presses the heel of his hand against your clit and you shatter violently. Squirting a mess all over the two of you.

“Oh there ya’ go” he coos softly “thats my good girl”

You whimper at the praise, “De- pleasee” to overstimulated to get out anything else

“I know honey, I know” he murmurs softly as he finishes undressing you like you are precious.

——

When he finally thrusts into you, he doesn’t ease his way in. He bottoms out in one thrust with a groan of your name. You shatter instantly at the sheer intensity of it all, biting his big muscled bicep as your sensitive pussy tries to milk him dry.

“Fuckkk honey” he grits out between his teeth “Y’ keep squeezin me like this n’ I’m gonna cum”

You can’t stop clenching and fluttering and whining into his thick arm. You're too drunk on Dean and his fat cock splitting you open.

He growls grinding his hips into you making you gasp and release his arm

He sits back on his heels, pulling you up by your hips leaving just your shoulders pressed into the mattress as he bullies your cervix. Each thrust slow. Hard. Claiming

Tears track down your cheeks. Back arching. Body clenched and shaking. You can’t speak. Moaning and gasping and whining at the onslaught of sensations.

He stares down at you with hearts in his eyes, mouth hanging open. Grunting and groaning. Fingers digging into the meat of your hips. Choking out praises as your pussy clutches around him.

Your orgasm is building powerfully with each slow thrust and sweet word.

Suddenly he yanks you up, continuing to thrust into you. One hand against your back, pressing you into him. The other tangles in your hair, pulling your head back just enough for Dean to kiss and nip at your jaw.

He licks up the shell of your ear, groaning. He growls low “mine”

The damn breaks. A scream trapped in your throat. Vision darkening. Body quivering as you pulse around him. Your cunt trying to milk his thick cock into coming with you.

Dean groans, thrusts becoming frantic as his own orgasm nears.

He pulls out just in time, shoving his fat cock between your bodies, as he shutters and coats you both in his warm sticky cum.

———

You’re not quite sure how he got you in the shower, your brain is still sufficiently fried.

You don’t need your brain, you decide, since Dean is wrapped around you under the warm water. He’s holding you up against him with an arm around your middle as he cleans you gently.

“Damn you’re perfect” he murmurs low into your hair. More a thought that slipped out that praise for you, but it melts you all the same.

You whine just a little, and he chuckles. “Y’ comin back t’ me, honey? Almost done. Will get back ‘n bed ‘n a sec, m’kay?”

———

“C’mon pretty girl. Y’ gotta drink a little for me” Dean mumbles into your shoulder between soft kisses.

You’re wrapped up in the clean bed with him now, wearing his shirt. And boxers. And he even helped you with a fresh tampon. Completely unfazed.

You follow his instructions as he coos at you. Until you can lay back down and nuzzle into his bare chest.

You place lazy kisses there. Fingers playing in his chest hair. “Thank you De” you whisper into him

“Y’ my girl sweetheart. ‘M gonna treat ya right. Don’t have t’ thank me” Deans voice is a quiet rumble in his chest. His fingers drawing circles on your back. Coaxing you to sleep

Your eyelids are heavy, quickly finding sleep under his spell. You’re awake just long enough to murmur lazily “Wanna thank you… so good to me…my good boy…Mine”

Dean places a soft kiss in your hair. “Yah’ honey. ‘M yours”