#dating dean winchester headcanons

[allthosepeopleilovetofangirlover]

DATING DEAN WINCHESTER HEADCANONS

Dean is the guy who'd pretend that he's the best in the entire universe, but he'll get nervous if he ever sees someone slightly more attractive than him.

He loves to watch movies with you, even more so if they're of his choice. Cuddling on the couch in the Bunker and watching a movie is his favourite evening activity, and he's constantly looking at your face throughout the movie to see if you like it or not.

Dean doesn't want you to accompany him on hunts, especially if the creature you have to hunt happens to be particularly dangerous, like a vampire or a werewolf.

He'll never try to control you, but he will get insanely protective of you and you have had many arguments based on that.

Arguments that almost always get resolved by angry sex or intense makeout sessions.

But for the ones that don't, you two eventually find your way back to each other.

He'll never admit it, but he loves it when you treat him with affection and give him flowers.

If it wasn't obvious, Dean is touch-starved, and you figure it out very soon into your relationship. You make sure to give him reassuring touches ever so often, especially in the times of stress.

Dean is very grateful for those touches, and keeps reciprocating the gesture, but in a much wilder way.

He is very possessive, and will glare daggers at anyone who stares at you for too long. Men who know him know how dangerous he is, and how well he can fight, so they stay away from you. But the strangers who try to look at you in any way other than respect, Dean will not hesitate to throw punches.

For all his playboy ways, he's extremely loyal to you. Will not even look at any other girl when you're in the picture. You're the only one he wants and needs.

Dean likes to pull pranks on you. They're harmless, obviously. He loves to see that adorable expression on your face when you don't know what's wrong when you're being pranked. Once you realise it however, it doesn't take a lot of time for that expression to go from adorable to angry.

You love to pull pranks on him as well, often teaming up with Sam to teach his older brother a lesson. Sam loves it, and though Dean pretends to be angry and offended, he's laughing on the inside.

Frequent rides in the Impala, especially when it's drizzling and a cool breeze is blowing. He just likes to go on long drives with you, no distance is too long with you by his side.

Dean tells you stories of his childhood, yes, even the bad ones. The good ones to get a good laugh while the bad ones for you to get more acquainted with his reality, to know who he really is.

He had taken a lot, and I mean a LOT of time to open up emotionally, it was extremely difficult for him to not be guarded at all times. But nothing is too difficult when it comes to you.

Now, he opens up to you and talks to you about how he feels, instead of hiding his real emotions behind corny jokes and sarcasm.

Whenever you get mad at him, he immediately gets to know and tries his best to make sure that you aren't mad, the process including more corny jokes but you learned to love them anyway.

Sam loves the way you have a positive effect on his brother, how you calm him down from both anger and stress, how you make him less reckless and more affectionate.

The most important thing however, is the fact that you make him less self-destructive. He takes a lot of care of you, but along with you, he has started to learn how to cherish and love himself as well.

You bring out the best in him, and he brings out the best in you.

You're his yin, and he's your yang. Both of you wouldn't have it any other way.

[5sospenguinqueen]

Y/N: Whenever Dean is about to use the shower after me, I turn the temperature to scalding.

Sam: Why-why would you do that?

Y/N: To make him think I am capable of withstanding that pain. I take normal showers, but I want Dean to be a little scared of me.

Sam: (sighs) You’re both idiots.

Charlie: (in awe) That’s genius.

[spookyysinsanity]

dean winchester x fem!reader dating head canons -nsfw edition

not my gif!!^^

18+ only!!! minors dni!!!!!!!

loves fucking in front of mirrors. he likes to be behind you, holding u up by ur hair or neck and he can see your reflection.

goes craazzzyyyy when you moan his name

likes to pretty much fuck you stupid. like to the point ur shaking, can't walk, only can think of his dick and babbling his name

loves leaving marks on your body. like hickeys EVERYWHERE, on ur neck, chest, thighs, stomach, all of it.

likes it when you have lipstick on and kiss his neck

ONLY if you're ok with it, he loves to choke you. especially if you ask.

has a huge thing where he loves to pleasure you first

eats pussy like a man STARVED

especially if ur on his face he fucks that shit up

he's sososo good with his hands. like goooood. it doesn't matter where they are, in between ur legs, on your boobs, your face, neck, hair, whatever bro wherever he is he's doing a damn good job.

loves to send u dirty texts if you're doing research with him and sam. lovesss to watch you get all hot and bothered

loves to tease and play with you in baby. traffics bad? his hands r down your pants. or it's the other way around and you're sucking his dick

jus loves to fuck in(or on) baby idk bro

loves to come up behind you and press himself against you and start jus groping your ass or tits

also will come up behind you and kiss your neck/jaw and his hands will gently come up under ur shirt and trace your stomach and waist

a/n: ok that's all for now! please like and reblog if you liked it, let me know if u want more!

[lacydollette]

ᝰ.ᐟ BF DEAN WINCHESTER ⸻ head canons

notes just dean being a lil softie, whole lotta fluff, sfw, definitely gonna be making a nsfw version for this as well though,, cause I know y’all are freaky like that!

ʚ he def knew u had a crush on him long before you two even dated, so he would flirt with random girls to get u jealous cause he thinks it's attractive

ʚ scared to open up to u at first, too anxious that he’d scare u away with all of the things he’s carrying inside of him, but u always reassure dean that you would never leave him

ʚ 100% acts like a big baby, when you two are alone in the motel room, since he wants to feel ur warmth and affection

ʚ always calls u “sweetheart" even in the middle of an argument.. it’s his way of showing affection.. in some way.. and he can't help it

ʚ he is incredibly protective of u, he would always try to shield u from the worst of it, even if it means being a little overbearing at times..

ʚ he loves flirting with u, even after you've been together for a long time.. he would out cheesy one-liners or make playful comments, trying to make u laugh

ʚ if u ever get hurt, emotionally or physically, it would break him.. he has a hard time coping with seeing u in pain, and he’d go to great lengths to make things right

ʚ the type to just grab u and drive off in the impala, no real destination in mind, just enjoying each other's company and the open road

ʚ lets you pick out the music whenever he's driving.. “Excellent song choice, sweetheart."

ʚ he loves listening to u babbling, even if it’s about the most boring things.. he’d just be happy to hear ur sweet voice

ʚ he’d feel so proud while seeing u flipping off random guys that are trying to hit on u

ʚ he is addicted to ur lips, sneaking in little kisses here and there, sometimes even having a hard time stopping, he just loves u so much

ʚ always has his hands on u someway, especially when he is driving, his palm would be on ur thigh ALL the time

something a lil different today !!

feedback and requests are greatly appreciated !!

tags 🏷️ @gibson-g1rl @beausling @nuemanfilms @angelicjackles @sammyluvr @rubyvhs @nxptvn @seasons-of-death @deansenvy @drewsarms @starkeysprincess

[tate-langdons-wife]

Random Cas headcanons!

Hello, my loves. Sorry I haven't posted in a while. There's so much schoolwork I have to do, it's exhausting.

-when you two go shopping at Bath and Body Works, he smells EVERYTHING

"Cas, we've been in here for two hours."

"But there's still 30 perfumes to go. Y/N, smell this one."

-he loves nose kisses and always scrunches up his nose when you do them

"Sam and I are heading to the library to go do some research. I love you, Cas."

*you kiss him on the nose*

*he blushes*

- in wintertime, you two make snow angels

"Look at my angel, Y/N!"

*Cas with a kiddish smile pointing to his snow angel*

- Cas was messing around with your makeup when you were on a hunt and he got into your lipstick one time and...um:

"Cas, what happened?"

"Y/N, It's sticking to my lips and feels dry. What is it?"

"Cas, honey, that's lipstick. Women use it to make their lips look nice."

"Do my lips look nice?"

-if you have bigger thighs, he loves to squeeze them

"Cas, don't."

"Why?"

"Because i don't like them."

"I love them and they're a part of you, Y/N. How can you not?"

I'm sorry this is short. I'm tired and have writers block. 😂 hope you guys enjoyed it and there will be a part 2.

[delusional-headcannons]

Winchesters- Dating head cannons

edited it cas cause when I originally made this it was only Sam and Dean but now you have cas also sorry his is a bit wierd but still hope you guys like it :D

Involves- sam, dean and Cas

Warning- a little suggestive, cursing, bad spelling

this is my first time doing this I hope it’s good 😭 and they might not be long I’m sorry sorry I didn’t do cas and others I’m just tired and not sure how it’s going to turn out

Dean-

• He wouldn’t want you out on hunts cause it worries him that you might get hurt

• would totally smack your ass

• wouldn’t give you his last bite of pie but might give you a bite

• you would be a passenger princess

• totally would have an inside jokes to many actually

• calls you sweetheart or princess

• would cuddle and watch movies with you all the time

• very touchy, like hand on thigh while driving or always holding your hand stuff like that

• burrows his face into your neck when you hug

• would ‘try’ and cook for you but then orders take out

• ^ knows your order by heart

• loves ABSOLUTELY LOVES seeing you in his clothes but would pick on you for it

• loves you sitting in his lap (agian he’s touchy)

• it’s hard for him to express his feelings so bare with him

• if you fight he would say things he doesn’t mean then feel bad and eventually apologize

• tells Sam about you all the time even if your right there

• jealous like incredibly jealous

• likes when you play with his hair

• ^ will play with your hair to help you sleep

• very….EXTREMELY protective

• likes to hold you in his chest when you cuddle it makes him feel like he’s protecting you and keeping you safe

• loves every part of you like he will lay on your thighs and your boobs (if you have them) he is obsessed with every part of you

• might not be the best at comforting words but with just hold you when you’re sad

• flirts with you ALL THE TIME

Sam -

• Gives THE BEST Hugs and he knows it

• very comforting, tells you everything will be okay and he’s with you when your sad

• likes when you play with his hair…or pull it ifykyk

• he tells Dean about you even though Dean picks on him for it

• like Dean he also loves seeing you in his clothes

• knows you can handle yourself but still worries about you on hunts

• is scared he might crush you sometimes

• you too research together all the time as a date

• coffee dates all the time

• I can see him buying you flowers while out or your favorite food

• ^ knows what you like and what you order

• remembers little details about you

• would share his food with you but not all of it

• likes to tell you how pretty/handsome/beautiful you look all the time

• loves when you give him compliments he will simply melt

• gets shy sometimes

• tries to flirt but just ends up messing up or getting embarrassed/shy

• likes to talk it out instead of just blowing up on you

• you two figure stuff out fast when together

• gets a little jealous but not as much as Dean

• he tries to be honest with you because he’s scared if not something will happen to you like Jessica

•likes when you lay in his lap like your head on his lap while he dose something, not big on you sitting in his lap but wouldn’t say no to it

• loves spending time with you any chance he gets with you alone he takes it

• you two go running together

• “hey beautiful/handsome”

• you two joke around quite a bit 1 or 2 inside jokes

• protective over you

• head kisses for sure

• tries to get you to eat healthy while on cases

• you two both cuddle while stay up late watching late light tv ESPECIALLY on cases

• loves every part of you (inside and out) but favors your eyes the most

• likes seeing your hand in his and how big it is compared to yours

• This poor baby if he did anything he ask if it was okay cause he doesn't know anything about relationships

• would be scared you will get hurt on hunts and makes sure he goes on every one with you

•most likely love when you play with his hair

• prolly EXTREMELY touch starved

• loves when you show him new stuff he hasn’t done

• picnic dates for sure or walks on the beach/park

• this poor baby probably can’t understand you when you flirt (takes it to literally)

• can not flirt

• if he understood what you meant wouldn’t know what to say

• he doesn’t know how tot explain it but he loves seeing you in his shirts or coats :)

•knows your order but hear just like Sam & Dean

• dose NOT know how to cook

• most likely gets jealous but dosent know what it is or how to explain it

• dose not get inside jokes

• either really bad at communicating or extremely good

• if something happens will ‘pop in’ on you to make sure your okay

• if he has a ‘bad day’ he’ll ’pop in’ on you for a hug or something or to talk and then leave

• loves talking to you (can talk to you for hours)

• loves and hates complements

• kisses on check early on lips unless in private

• can see him showing and telling everything (and I mean everything) about you cause he doesn’t know what not to show

• extremely protective of you

• if you die will go down to hell ( let’s be fr you’d be in hell) and grab you up like he did Dean (or find a way to)

•shows you the honey the bees gave him

• shares honey with you

• loves your boobs (in that sense (if you don’t have them then your chest) there/its just so…perfect to him

•definitely hold your hand and just walks around or you walk him around

• 100% follows you like a lost puppy

• love your eyes they are so beautiful and perfect and just he could stare at them forever

• definitely calls you “my love” or something along those lines

[temis-de-leon]

Whose voice I imagine when I see the om! cast speaking:

Part 2: Beel - Dean Winchester (Supernatural)

Specifically 1:20

[downs1de-has-moved]

what would Sam's dating profile look like. is he a 'long walks on the beach' type?

To be honest? Probably, but it’s because Dean made it for him. He felt bad that his little brother was a virgin in his 20s, and he thought he’d be doing him a favor by taking some candid pictures and creating a profile for him. His description is all over the place, but thankfully, Dean managed not to call him a “nerd” not once!

[nayeliq1]

June 7th, prompt: Stars

The stars were beautiful tonight. Dots of light in a pitch-black sky, no clouds to hide them.

Their fingers were entwined. Remnants of warmth in a tranquil night, no fear to divide them.

Cas had helped create some of those stars, remembered their constellations like the back of his hand.

He turned his head to the side to look at Dean, looking up at his stars.

Dean had a peaceful smile on his face, the silver glow of worlds far away reflected in his eyes. The gentle breeze moved his hair, his bare shoulders relaxed against the hood of his car. Cas' eyes were drawn to the array of freckles scattered there.

Cas had created those too, had arranged them carefully, mimicking the stars he knew so well.

"Hey."

Dean's head had turned, smiling at him.

"Hello, Dean."

"What're you thinking about?"

Stars. Freckles. Beauty. You.

"How much I love you."

And he leaned in, pressing his lips to the starry sky on Dean's shoulder.

For @starcrosseddeancas Dramy Drabbles

[dubina-dawkins]

DEAN WINCHESTER | NSFW HEADCANONS

pairing: dean winchester x fem!reader

warnings/notes: smut! minors dni, oral (m&f receiving), unprotected (done by professionals don't try this at home), p in v, dean is switch, marking kink, praise kink, some dirty talk as well, gentle sex but not vanilla, like LOVEmaking even, just a lot of smutty stuff from my head, english is not my first language sorry if there's some mistakes

REPOSTS WILL BE APPRECIATED

> let's just say. you're different

> it's strange, but somehow dean just couldn't bear a thought of fucking you before all of your relationship thing started

> that "storgy" thing where you were friends for half your life before you started dating

> and even after you did became his girlfriend dean just... was scared to think about something spicy with you?

> until one day he was too tired to care, when your kisses became hotter and he couldn't bring himself to hold back as usual

> like, really too tired. everything that going on is kinda exhausting him. but you're always there to help!

> your first time together? even though dean couldn't hold back anymore, it doesn't mean he was fast and rough

> no, he's one of the gentle kind

> kisses all over your body and very long foreplay

> but at one point you just get tired of these idle kisses and just

> "quit the talking, please"

> man, he's completely screwed at that point

> marking works both ways, actually

> no, really, dean adores the sight of you in his marks. hickeys, lovebites

> it intoxicates him better than any whiskey

> he pays extra attention to your neck. and to your breasts, too

> but sometimes when it sam's turn on doing the laundry, he sees there some of dean's flannels

> and their collars are stained with dark traces of lipstick...

> when dean feels your waxy lips on his skin, he knows it would leave a mark. knows he'll need to shower those off

> but from the way you look at him, when your lipstick is smeared over his lips, cheeks, neck and all the way down

> he'd rather never take a shower to keep these

> your lovebites and nibbles drive him crazy

> to the point he whimpers your name. and you're not even starting!

> scratches too. he gets teased about these. a lot. by nearly anyone who sees them

> he's not intense kind, - not all the time at least

> but it feels too good for you not to leave a mark of your nails on his back

> "did you take the tiger in fight?"

> "sammy, shut it."

> he'd like to do it nearly everywhere, it's just you who keeps him on track

> he'd slip his hands under your jacket the very second you leave witness' house, being in fbi undercover

> "good suit, agent carol kay... seriously, you couldn't come up with a better name?"

> "agent joey kramer says"

> for you the height of extreme is the back seat of the Baby, especially when she's standing at Bobby's

> dean would never admit it, but he's a sucker for you in charge

> you don't need much to get him turned on

> one "good boy" is enough

> and he's so worked out about it

> you tease him, kiss him, touch him, and he already needs to bite on his lip

> especially when you get to his chest. he didn't joke about his nipples being hypersensitive

> there's no words that can describe thst heavenly sound he makes when you tease his sensitive tip, when your fingers work on the entire length

> he whines your name, stroking your hair. his sounds are purely animalistic when you finally take him all in your mouth

> dean's not huge, but he's bigger than average. and it definitely is enough to make you moan his name, sometimes in a really pornographic way

> "please, baby... let me c-"

> "not yet, pretty boy" you whisper, letting his hardened cock put of your mouth with a wet pop

> it's like a tradition. when you two have an extra-time, you prepare each other. you sucking him off, him eating you out. swings of gentle dominance and comfort submission.

> dean, unlike his brother, is not a puppy-look person... but when he's between your thighs, kissing and nibbling on the skin, and his gaze rises to your face, begging to go further..

> then he really looks like an obedient dog.

> extra attention to your clit. sucking, licking, sucking again. dean adores the sounds you make at these

> but most of the time it's just a stress relief after tough hunts

> or when sam goes out to get some food

> quick and needy

> and you fucking adore seeing your always tough man being needy for at least your hand in his hair

> at very least.

a/n: love him. my man. my boy. my everything. god im obsessed, hyperfixated and ovulated. the unlohy trinity.

[illumose]

boyfriend! dean winchester • headcanon

⋆⭒˚.⋆ PAIRINGS: female reader x bf! dean winchester

⋆⭒˚.⋆ CONTENT: fluff, allusions to sex

masterlist

author’s note : requests are open

｡𖦹°‧ dean’s pretty bad at being the boyfriend type, at first. he’s not the lovey-dovey type, his life as a hunter takes up most of his time and he has a tendency to flirt with every woman he crosses paths with.

｡𖦹°‧ your relationship started out as casual sex. throughout the months, he grows accustomed to your presence, to the point that he no longer seeks out other women. he continues to flirt but never with the intent to take them home, or rather, to a shitty motel.

｡𖦹°‧ of course, he doesn’t tell you that things have changed on his side. you still believe that he sees you as a friend. all of that until he sees you with another man. and damn, his eyes turn dark green and he feels sick to his stomach. who is he, what is he to you?

｡𖦹°‧ the next day, he avoids you like the plague. he doesn’t want to be told you’re seeing someone and getting serious. he spends the whole day simmering with anger on the couch, a beer in hand. he ignores your texts and calls.

｡𖦹°‧ you’re confused as to why he’s blowing you off. your date ended terribly. it was meant to take your mind off dean, but this failed spectacularly when you realized the man had no snark or sarcasm in him. he was boring you to death so you sneaked out through the bathroom window.

｡𖦹°‧ tired of being left on seen, you show up on his doorstep. and before he can fully open the door, you do something out of character and pretty insane. you kiss him, and what a surprise, dean’s lips move against yours and his arms go around your waist.

｡𖦹°‧ he never officially asked you to be his girlfriend, and neither did you. he may not he the most romantic man out there, but he does his best to be what you need. sometimes he brings over takeout when you get too burnt out by your work to cook. he repairs your car whenever you encounter even the smallest problem. he draws you a bath when you’re on your period and your uterus commits literal murder.

｡𖦹°‧ his favorite nicknames are ‘princess’ and ‘love’.

｡𖦹°‧ when you two are alone, he’s clingy. you cannot even get out of bed to pee, he’s trailing behind you, lips turned into a pout, and arms extended to trap you between his arms.

｡𖦹°‧ he’s also a big tease. even when sam’s here, he doesn’t refrain from grabbing your ass. he has probably forever scarred sam with his sexual innuendos at diner time.

｡𖦹°‧ he’s so caring. maybe it comes from his years raising sam, or his need to protect and save. but he’s always making sure that you’re safe. he brings salt over your house and gets you a knife, just in case a demon decides to attack. he teaches you how to shoot.

｡𖦹°‧ you take random car trips just to spend time together. he could drive for hours if it meant having you by his side. he loves listening to your little rants about politics or the drama between two divorced actors from Hollywood.

｡𖦹°‧ one thing he knows for sure: he wants you to be in his life forever. he cannot imagine growing old without your little comments about his possible receding hair.

[allthosepeopleilovetofangirlover]

DATING SAM WINCHESTER HEADCANONS

Sam is a complete gentleman. Once you capture his attention, it will be completely fixed on you and he will never even look around at any woman other than you.

That being said, getting his attention is very difficult. He was polite and kind to everyone, so you thought that he didn't want you particularly.

But he did. He liked you more than anyone else, and soon, asked you out.

Sam is the sweetest boyfriend, he'll try his best to know what you like and don't like so that he can make sure that he never makes you uncomfortable.

Hugs and cuddles. He loves it when you keep your head on his shoulder while he's doing research or reading a book. He pretends like he doesn't need affection but deep down, you know he does.

Everyone around Sam treats him like he's a baby, so in the beginning, when you had done that too, Sam had got angry. Very angry.

But as time passed, you saw how talented and capable Sam is, and learned to not underestimate him. Sam fell a bit more in love with you because of that.

Sam is constantly worried about others, including Dean and Bobby, looking at him like he was a freak, like he was inhuman. But you never looked at him like that. For you, he was just Sam. Your Sam.

He takes great pride in the fact that he's tall, and teases you about your height more often than not. You try to tease him back and it eventually ends up in a makeout session.

Sam treats you with great care, but he doesn't underestimate you. He loves and cherishes you while being aware of how strong you are.

He will always make sure that you get enough rest and food. If you're ever upset, he'll try to talk to you and coax the problem out of you. In the sweetest, gentlest way possible.

Whenever he and Dean argue, he always comes to you and talks to you about how he disagrees with most of his family values, and you listen to him patiently, just glad that he doesn't shut himself off like his brother and actually talks about his feelings.

Sam's love language is words of affirmation. He needs to be told how good and kind he is, relying on healthy communication more than anything else. In return, he constantly praises you, showering you with love and appreciation.

Contrary to what most people might believe, Sam is not a boring person. He has different ideas of fun, and though he's not the most joyous or exuberant person around, he's fun to be with. He will make sure that you never get bored in his presence.

That being said, he does get insecure that you might leave him for someone better, someone louder, more enthusiastic, but you convince him with both words and actions that he's the one for you, and you wouldn't even think of leaving him.

He's not the only one who gets insecure, though. Being extraordinarily handsome and cute, many girls and even a couple of guys flirt with him on multiple occasions, even when you're right beside him.

But Sam makes sure to let the world know that he's yours. Many times, to get the point across, he'll kiss you in front of the lot to let them know that you're together.

Sam wants to quit hunting and start a family with you, a quiet, white-fence life, and since it's with him, so do you.

You and Sam are endgame, and both of you are going to make sure that you two stay with each other, forever.

[5sospenguinqueen]

Y/N: You bought a taco?

Dean: Yes.

Y/N: From the same truck that hit Sam?!

Dean: (mouth full) Well, me starving isn’t gonna help him.

[sammyluvr]

SUPERNATURAL M.LIST all works are gender neutral, reblogs + feedback are greatly appreciated !! MINORS AND AGELESS BLOGS DNI WITH MY NSFW CONTENT. YOU WILL IMMEDIATELY BE BLOCKED !!! all nsfw fics are clearly labeled MDNI, this applies to ageless blogs. r for romantic, p for platonic ! ofc all nsfw is romantic !!!

SAM WINCHESTER DRABBLES / ONESHOTS ⟢ something about being close | 9.5K, angst, fluff, r ⟢ makes you wonder | 5.2K, fluff, r ↳ ⟢ part two : now you know | 6.8K, fluff, hurt/comfort ⟢ better than a sight for sore eyes | 1K, suggestive, MDNI ⟢ take my breath away | 13.7K, angst, fluff, hurt/comfort, r ⟢ give and take | 0.7K, fluff, r ⟢ warm brown jacket | 1.3K, fluff, r ⟢ you’d dance with me? | 1.4K, fluff, r ⟢ three seconds | 1.2K, fluff, r ⟢ literary parallels | 3.6K, light angst, fluff, r ↳ ⟢ part two | coming soon … ⟢ this is real, it’s right | 3K, hurt/comfort, r ⟢ my boy only breaks his favorite toys | 10.6K, angst, r ↳ ⟢ part two : to leave him with love | 8K, angst ⟢ forget-me-nots | 5.6K, fluff, r ⟢ but daddy i love him | 11.3K, light angst, fluff, r ⟢ some other time |1.1K, fluff, r ⟢ just an observation | 1.3K, fluff, r ⟢ hold me, it’s enough | 1.6K, hurt/comfort, r ⟢ breathe, baby | 4.1K, smut, fluff, MDNI ⟢ only got eyes for you | 2.7K, fluff, r ⟢ dead eyes | 2.4K, hurt/comfort, r ⟢ abstract (psychopomp)| 1.9K, hurt/comfort, angst, r ⟢ love you again| 2K, fluff, hurt/comfort, r ⟢ motel room, 10:00 p.m. | 545, fluff, hurt comfort, r ⟢ book shop, 12:00 p.m.| 515, fluff, r ⟢ motel shower, 12:00 a.m. |629, hurt/comfort, r ⟢ cabin, 3:17 a.m.| 658, hurt/comfort, r ⟢ campus library, 7:00 a.m.| 658, fluff, r ⟢ the impala, 4:00 p.m.| 608, fluff, comfort, p ⟢ in the woods somewhere | coming soon … ⟢ drooling honey | 1.1K, smut, MDNI ⟢ our girl | 1.2K, smut, MDNI, w/jess ⟢ i got you | 4.1K, smut, MDNI ⟢ you can take it | [tfem!sam]. 1.3K, smut, MDNI ⟢ worship you | 1.5K, smut, MDNI ⟢ my hands are yours | 2.8K, hurt/comfort, r ⟢ sweet smile | 1.9K, fluff, r ⟢ noticed | 1.1K, hurt/comfort, r ⟢ soft 'n sleepy | 1.3K words, smut, fluff, MDNI ⟢ like a miracle | 1.1K, fluff, r ⟢ laundry machines | 1.7K, fluff, r ⟢ love you like that | 783, fluff, r ⟢ the object of his affections | 1K, fluff, r ⟢ in the morning | 959, fluff, r ⟢ smirking and butterflies | 783, fluff-ish, r

HEADCANONS ⟢ random boyfriend hcs | 1.6K , fluff, r ⟢ nsfw boyfriend hcs | 1.6K, suggestive/smut, MDNI ⟢ pirate!au | 1.1K, fluff, light angst, r ⟢ with adhd!reader | 0.8K, fluff, r ⟢ with talkative!reader | 0.7K, fluff, r ⟢ fake-dating!au | 1K, fluff, r ⟢ with angel!reader | 2.4K, fluff, r ⟢ tfem!sam x tmasc!reader | 1.3K, fluff, r

FAKE TEXTS ⟢ gen z younger sibling | fluff, humor, p ↳ ⟢ part two | fluff, humor, p

౨ৎ

DEAN WINCHESTER DRABBLES / ONESHOTS ⟢ the language of love isn’t dead | 2.4K, fluff, light angst, r ⟢ flower shop, 11:00 a.m. | 644, fluff, r ⟢ gas station, 3:04 a.m. | 615, hurt/comfort, p

HEADCANONS ⟢ best friend!dean | 1K , fluff, p

౨ৎ

BOTH DRABBLES / ONESHOTS (all platonic) ⟢ sorry won’t cut it (rewrite) | 4.1K, angst, hurt/comfort ⟢ broken, fine for tonight | 1.3K, hurt/comfort ⟢ easy, maybe | 3K, hurt/comfort

HEADCANONS (all separate) … nothing yet !

౨ৎ

RUBY DRABBLES / ONESHOTS ⟢ abandoned church, 5:30 a.m. | 540, fluff, r ⟢ cry for me | 1.2K, smut, MDNI ⟢ lick it better | 1.2K, smut, MDNI ⟢ indulge | 1.2K, fluff, r ⟢ real cute | 3.5K, smut, MDNI ⟢ don't mind | 597, angst, r

HEADCANONS ⟢ girlfriend hcs | 1.3K, fluff, r

౨ৎ

CHARLIE BRADBURY DRABBLES / ONESHOTS ⟢ make you feel so good | 1.K, smut, MDNI

HEADCANONS … nothing yet !

౨ৎ

JO HARVELLE DRABBLES / ONESHOTS ⟢ so pretty | 1.7K, smut, MDNI ⟢ hooked | 1.6K, smut, MDNI

HEADCANONS ⟢ girlfriend hcs | 1.6K, fluff, r

౨ৎ

JESSICA MOORE DRABBLES / ONESHOTS ⟢ our girl | 1.2K, smut, MDNI, w/sam

HEADCANONS … nothing yet !

౨ৎ

© SAMMYLUVR 2024 ALL RIGHTS RESERVED. COPYING, TRANSLATING, AND REPOSTING IS PROHIBITED.

[mxltifxnd0m]

boyfriend headcanons ⟡ d. winchester

pairings: dean winchester x reader, dean winchester x gn! reader

word count: 1.2K

warnings: no use of 'y/n', fluff, one suggestive comment, a smidge of angst, reader is to be implied as a hunter, lowercase intended

a/n: SURPRISE! i made the dean version of bf headcanons. i stayed up until 3am making this bc my mind had ideas and i didn't want to lose them lol (ik im crazy 😁) also technically my first fic for dean lmao

i hope you all enjoy and please reblog and comment, it really helps out!!

𝘥𝘦𝘢𝘯 𝘸𝘪𝘯𝘤𝘩𝘦𝘴𝘵𝘦𝘳 𝘮𝘢𝘴𝘵𝘦𝘳𝘭𝘪𝘴𝘵

⟡ before dating you:

was super attracted to you before he even said a single word to you 

it was definitely lust at first sight (he wouldn't have minded sleeping with you) 

then you opened your mouth, and he was like, oh man, they're gonna be trouble, aren't they (as if he isn't trouble as well) 

you guys bickered a lot. like A LOT to the point where sam would have to remove himself from the room or get in between you two in order to stop the bickering 

the bickering got so bad that sam had to lock the two of you in the motel room sam and he were sharing and didn't let you guys out until the two of you could have a civil conversation 

you guys eventually stopped bickering out of malice after finding common ground between the two of you 

there was bickering but it read more of an old married couple bantering with one another 

then somehow, you guys became friends, and the physical attraction that dean had to you had morphed into something else and then he realized that he liked you 

he only confessed his feelings when you had a close call with a ghoul and blurted out his feelings to you when patching you up 

⟡ dating dean winchester:

you would describe dating dean as a roller coaster, but like all relationships, it has its ups and downs 

it was hard to have vulnerable conversations with dean without the infamous hunters' helper (alcohol lol)

you guys fought a lot at the beginning of your relationship bc you were fighting tooth and nail to get him to at least try and talk to you 

you soon realized that you would have to take a different approach to it and eventually let him come to you when he needed it 

it took a while, but once he put his walls down and trusted you, it seemed like a weight was lifted off of him when he finally told you a sliver of what was going on in his head 

⟡ soft dean!

now, this is where we get soft! dean 

we all know that dean is secretly a softy at heart, and you see it in the more quiet moments with him

he'll stare at you when the two of you are researching or when you're bustling around the kitchen, prepping and cooking lunch for the three of you 

and without fail, a cute blush will appear on his face, making his freckles pop against the red hue of his cheeks as you catch him staring at you  "what are you looking at?" you asked with a wide smile on your face.  "just you sweetheart." he tries to play off his flustered state with a wink, but you shook your head, knowing he was a bit embarrassed he got caught staring.

speaking about getting flustered, he loves teasing you and trying to get you flustered with fleeting touches, flirty gestures, and outright whispering the filthiest things that he wants to do you during the most inconvenient times, like if you're on a case or researching 

what he didn't take into account when he started it was that you would dish it right back at him

he loves it when you keep him on your toes 

⟡ pet names

OH another thing, PET NAMES  he loves using pet names for you 

we have the usual sweetheart, babe (not baby bc you know you come in a close third after sam and the impala) (he's tried arguing that's not true, but you knew it and understood you came after both of them).

he would def call you honey, beautiful, angel, and some variation of your name/nickname 

if he's in a playful mood, he'd probably call you borderline cringe pet names like pumpkin, sweet cheeks, pookie these are the ones you roll your eyes at since he knows you hate them

⟡ love langauges

now, his love languages, his main ones to give are acts of service, physical affection, and quality time, while the ones he likes to receive are physical touch, words of affirmation, and quality time 

⟡ physical touch

now, physical touch is a given for dean  he's a very tactical man and is a sucker for it 

when he can, he'll always be touching you, holding your hand or resting on your shoulder, thighs pressed together while sitting together eating in a diner booth, cuddling while watching a movie or always being in his arms while sleeping together, making out wherever whenever (his favorite place is obviously in the backseat of baby) 

but there are days when he needs physical affection from you, and you gladly give it to him, and he's a sucker for you when you play with his hair 

PDA, man is shameless with the PDA  he doesn't care he will kiss you no matter what and when he can  he loves you, and even if he's afraid to say it, he'll definitely show it to you 

⟡ acts of service

which brings me to acts of service  dean will do anything for you even if you didn't ask for him to do it  makes breakfast for you almost every morning, gives you his flannel when you're cold (he loves to see you in his clothes), replaces the lightbulb in your lamp when you mentioned it was flickering, taking care of you when you get drunk (he did this even before the two of you started to date and bickered the entire time), but the list goes on and on 

dean just likes to take care of the people he loves (it was practically ingrained into him at a young age) 

⟡ quality time

he also likes spending time with you it doesn't matter if the two of you aren't talking and working on your own tasks; he likes being in your presence (it soothes him)  with how crazy his life is, he loves the mundane things/tasks he does with you

sometimes, he'll go run errands with you, not bc he's bored and wants to avoid research (which is actually the main excuse at times) but, he likes the sense of normalcy it brings him when the two of you are together, and when you spend time with him 

⟡ words of affirmation

now, dean would never admit it to you (or to himself), but he needs to be reassured 

his mind is a dangerous place for him, and he can find himself drowning in his self-deprecating and self-destructive thoughts (these are also the days he needs you the most, and your touch is grounding to him) 

your words act as a lifeboat for him in the chaotic storm that is his mind and calms them down significantly 

he slowly works on his self-esteem and self-worth, but with your help, it's a little easier for him 

⟡ protective

this is a given, but he is SO protective of you 

dean is a fiercely protective person at his core and will do anything and everything to keep the people that he loves safe, and now that includes you 

some arguments were had when dean was being overbearing and flat out refusing to let you go on certain hunts with them bc it was too dangerous. you had to remind him that you were a hunter before you met him and will continue being one until the day you decide to try and retire or die 

he doesn't like it when you hunt alone, and so he always tries to come with you or send sam with you if he's indisposed for some reason 

he's only like this bc he can't lose one of the best things in his life 

[tate-langdons-wife]

Sleeping with Castiel on a rainy night includes:

-when you go to Cas and say you can't sleep, he will immediately do the head tilt thing and just look at you

"Why can you not sleep?"

"I don't know. I just can't."

*head tilt*

-even though he can't sleep as an angel, he will lay beside you to comfort you

"This...This is what humans do to fall asleep?"

"Yes, Cas. We like it as a source of comfort."

"Comfort? Comfort for what?"

-he'll listen to the rain with you as an attempt to fall asleep

*silence except for rain pattering against the window*

"Is it working?"

"No."

-you introduced him to raindrop racing

"Why do you want me to do this?"

"Because it's fun."

*he wins a match against you*

*he smiles*

"This is fun."

-you also introduced him to cuddling. so big spoon, little spoon, hugging, stuff like that

"Okay, you put your arm there and your leg like that..."

*he's big spooning you*

*he smiles again*

"Do we stay like this?"

"If you want to."

-eventually you fell asleep while Cas was holding you

-Sam and Dean definitely took bad pictures of the two of you for future blackmail