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deanvhs · 2 days ago

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cruising — dean winchester

content / you and dean get in a fight when she starts getting angry for no reason.

warnings / transfem!dean winchester, internalised homophobia, John hates his kids, angst, implied smut.

“C’mon, De.” You frown, moving closer on the bed. Sam was out getting dinner so you and Dean had the motel room all to yourselves. You even kissed Sam’s cheek goodbye to ask him if he can take Baby out for a few spins. Thankfully he agreed, but now Dean’s rejecting your advances. Since when?

“No! I already told you, the walls are too damn thin in here.” Your patience is running thin. Seriously since when does the infamous Dean Winchester care about the staff knocking your door? Or some angry neighbors? Dean once fucked you in the Imapala on a highway, you’re not sure that’s the real reason.

“You’re lying to me, honey.” Her face visibly softens at your words but she stands up anyways, taking off her jacket. You’d all got back from the successful hunt hours ago and showered but somehow Dean had wrapped herself in Sam’s jacket the second she came out of the shower. It was confusing now that she’s taking it off. This whole thing was confusing.

“Dean, look, I’m not pressuring you or anything, but you’re lying to me. You love post-hunt sex. You’re the one who always initiates it too so I thought I’d give you a surprise, you know? But if it isn’t what you want, I understand—”

“It’s not like that!” You’re waiting for her to elaborate and when she doesn’t, you sigh. Great, you’re both getting nowhere in this conversation. “I’m going out.” She mumbles before walking out of the motel room and slamming the door behind her.

Another very stable, very productive conversation in the Winchester household. You tie your hair back and put a coat on before running out after her. Baby isn’t anywhere near here so the only other place she’d be is the vending machine. It’s kind of like trying to find a twelve year old in an arcade.

There she is, in all her glory, frowning at the vending machine like it’s personally offended her (you’re sure all it did was its job, but oh well). “Hey, Dee.” You sigh into the space between you when you’re close enough to touch her biceps, interlocking your arm in hers. ”you okay?”

“‘M fuckin’ peachy.”

“What you are is mean.” You scoff, but it’s only half hearted. You want to help her, not blame her. “And you’re also a big liar who won’t tell me what’s wrong so I can make it better.”

“You’re not my damn guardian, you don’t need to know—”

“Please, Dean.” You exhale, tired. “Just humor me.”

She seems to have finally given up on her quest to be unbearing. “Whatever. You just— I don’t want to have sex, okay?”

“Totally understandable, can I know why? I won’t try to change your mind, I would just like to know the reason.”

She rolls her eyes, hits the vending machine one more time so a chocolate bar drops down along with your favorite juice box. When you’re twenty something, you learn to enjoy the finer things in life like juice boxes and chocolates rather than beer and whatever the hell else.

She leans down to grab them, hands you yours. You thank her with a kiss on her arm. “Baby.” It comes out like a plea more than a warning.

“You do this thing.” She mumbles, looking down at her chocolate bar to open it. Your heart clenched before she could even keep going, an ugly emotion tugging on your chest. You do this thing?

Sure, you’re new to the whole relationship thing as a hunter and especially with Dean. Dean’s… not what you expected at all when you first saw her. You didn’t even know she was a her until very very later on. Even Sam found out later than you. She somehow feels like she doesn’t deserve to be called that, like her dad would kill her and if he wouldn’t approve she can’t possibly do it behind his back.

But John can go fuck himself for all you care (he’s dead anyways so it isn’t like he can object), you love Dean. She deserves everything in this world and the next— she fucking died for her brother, it’s unreal that she would think she doesn’t deserve the simple act of being who she truly is.

“Hey? Hey, you with me? Sweetheart?” You focus back on Dean with a small pout you didn’t notice was on your face till now. “Where’d you go?”

“Sorry. What were you saying?”

“Oh, uh, you just say this thing— you call me something and I don’t know, just don’t think—”

“Dean, if I have ever made you uncomfortable during sex you have to tell me. I can’t believe you’d ever keep that from me.” Dean’s a pretty soft lover, you’d learned quickly, while she does enjoy to get with every woman she laid eyes on before she had you, she isn’t rough with them, she’ll make sure they’re ready first, very giving, and take her time.

You can’t possibly think of anything you’d do to make her not want to sleep with you… you’re pretty sure you’re the first person in her life she’s ever been fully transparent with and you thought that’s a good thing, you thought you handled it pretty well, but maybe you were wrong.

She clears her throat, still not looking you in the eye, the wrappers off the chocolate but it’s clear she’s using it as a distraction, “you, uh, call me stuff. Stuff like, i don't know, pretty girl or whatever.”

Oh.

“Oh. I’m—” God, you feel like an idiot. A stupid fucking idiot for ever assuming she’d be okay with pet names. She’s just as new to this as you are, you’re the first person she’s ever expressed herself with and you’re ruining it for her. You need air. Even if you’re outside— fuck. “Dean, I’m sorry, I had no idea you didn’t like it and you should’ve told me the first time!” Though, you’d only slept together a handful of times since she’s come out to you, “I don’t ever want to make you uncomfortable and I’m so sorry I did—”

Her face contorts as she shakes her head, waving her hand around, “‘s fine.” She dismisses and you can practically feel how red your cheeks are with shame. So fucking stupid. For embarrassing her. For making the one thing she always made sure was comfortable for you, unenjoyable for her. Dean won’t die without sex but she fucking loves it and, you ruined it for her.

“Sorry, Dean.” You mutter again before turning around and running back to your room. This is all— way too much, is what is it. You can’t think properly with her standing right in front of you not looking you in the fucking eyes. She’s the Dean Winchester. Forget the sexy reputation, what about the hunter one? She’s never acted like this before and now it’s because of you.

She trusted you with the most important thing in her life, her identity, and you—

A loud, aggressive knock sounds on the door and your hand instantly hovers over your gun. It happens one more time before you have it aimed at the door, waiting for the intruder to come in, drying the tears that were welling up in your eyes. “Come in!”

“I would, don’t have the key though.”

Oh, it’s Dean. You put the weapon back where it belongs (though you keep a hand on it in case you need it) before opening the door. “Hey, sweetheart.” She says sweetly, her smile kind of watery. Is that because of you too? Great. You’re doing real well in the girlfriend department.

“Hi, sorry, I totally forgot I had it.”

“‘S fine, don’t worry about it.” She shuts the door behind her, her back against the wood as she looks down on you. You’re about to pull away from the whole interaction, say you’re tired or something, before she pulls you back in, both hands on your waist. “Hey, c’mon, it’s okay, we’re okay, right?”

“Yeah, I didn’t, didn’t mean to make you think we weren’t. I’m just— disappointed in myself, I guess. And sad. You should’ve told me, I’ve said it a hundred time since you first came out and I didn’t even think of how it would affect you. You know how much I love calling you different things and I don’t know, I guess it slipped out and it was so selfish—”

“I love it.”

“What?”

“The names? Love them. All of them. Every single thing you call me makes me stop breathin’ for a second ‘cause I can’t believe how goddamn lucky I am to have you.” You're breathing’s not supposed to be this fast, right? “It makes me… God, makes me crazy thinkin’ of you saying those words but I can’t, sweetheart, okay? As much as I love ‘em, they’re not— me. They’re not who I am.”

“Because you don’t feel like that’s who you are or because of the whole ‘you don’t deserve’ them thing because I’m telling you now, if it’s the second one, I’m going to be really mad at you.” When she doesn’t respond, tightens her lips, you frown. “Dean, seriously?”

“Look—”

You don’t let her get the words in before you’re crashing your lips onto hers, your hands running through her hair while she kisses you back just as passionately, just as hard and wanting. She pushes off the door to slam you into it so she’s more in control, like she always is. “Dee,” you whisper into her lips and she pulls back with an urgent nod, all signs of hesitation erased from her eyes. “I love you.”

And maybe it’s the wrong thing to say, she’s not usually the type of girl and you know that, but she has to hear it. Has to hear it from you. “Love you so so much, dee. You know that, right?” She nods quickly like she wants the conversation to be over so she attaches her lips back onto yours before you pull away again.

“So tonight’s ‘bout you, pretty girl.” Her breath hitches and you see her eyebrows furrow ever so slightly as you stand on your toes to kiss between them. “Baby, I’m not gonna let you keep thinking that crap. No one on earth deserves this more than you, okay? And if you feel uncomfortable, or you change your mind, sure, we’ll stop, but it sure as hell won’t be because of your screwed up perception of yourself.”

She nods, almost mezmorized and leans back in. Her soft lips against yours, so fucking beautiful and the way her fingers work delicately to remove your shirt, succeeding as she moves on to the bra straps. Despite the same hands hunting monsters and sometimes the devil himself, she’s so patient and soft with you, her little moans as your hand moves down to graze her clothes cock, her green orbs flashing you when she opens her eyes to tell you ‘bed’ as if you didn’t just say that you’re in change tonight.

Technically, you did say it’s about her, and if the way she likes it is by being in control, you don’t mind givin’ it to her one bit. As long as you get to praise her all the way through it.

She kisses down your neck, biting down a little on your sensitive areas, earning moans that make you arch your back, mostly try for some friction. She smiles against your skin, moving further down till she gets to your bra, removes it completely and latches onto your nipple, “fuck, dee, yes. so pretty, so gorgeous for me, makin’ me feel good, ah!” She takes your other one between her fingers and you can’t help the sounds escaping you. She pulls away to tsk.

“Keep quiet, sweetheart. Wasn’t jokin’ about those thin walls.” Unfortunately for you, by thin she means you can hear the teenage boy and his parents talking through the wall right behind you. So, it’s practically a closet door between the two rooms but you couldn’t care less. And she seems to only care to shut you up with her mouth.

Except she doesn’t. She comes back up, your skin itching with her sudden withdrawal. Before you can protest she has her thumb sit king your lips, “now, sweetheart, what’d I say?”

“I need to be quiet.” She smirks down at you, nodding, waiting for you to continue, “‘nd I wasn’t quiet.”

“Mm,” she brushes her thumb against your lips one more time before she slips it past them, your teeth grazing it before she lays it flat on your tongue and your first instinct is to bring your hands up to her wrist, wrapping around it to keep her in place, and sucking. “Fuck, baby.”

She groans, leaning down to press a quick kiss to your forehead then going back to your neck, pulling all kinds of pretty moans.

Needless to say, the night turns out great, no thanks to her communication skills. And you tell her as much when you’re both relaxing on the bed after, you’re still catching your breath in her arms and she’s smiling down at you, plants one last kiss to your hair.

“You know this could’ve all been easily avoided if we’d just talked, right?” She huffs from above you and it’s quite painfully the most obvious reaction she’s ever had. Dean’s angry. Maybe not at this exact moment, and not burning red, but she is. She’s not comfortable in her own skin most of the time and it’s no longer because she hasn’t come out, it’s because she did.

She did, she has people who love and support her and she can’t stand that. She thought the second she came out with you and her brother would flee the country and maybe boo at her, but the fact that you both stayed eats at her more than she’d ever admit— she feels like a fraud. A failure as an older sister— older brother.

And what’s worse is that she knows she’s as transparent as glass with you, that you’re reading her every thought right now without even looking her in the face. “Dean, c’mon, honey, you can’t keep thinkin’ like this— or I mean, technically you can, free will and all, but I’d rather you not.” You don’t repeat the three words you want to so desperately say, you know she’s reached her quota on chick-flicks. “I’m gonna keep calling you these names because you like them. And because they make you feel like yourself and I simply do not care what you say after that.”

She has nothing to say anyways, just closes her eyes and rests her head on yours, hoping you’ll still be there in the morning.

difference for me between calling transfem Sam and Dean pretty girl and them freaking out is that Sam (as always) is self deprecating and doesn’t feel like she deserves that. She doesn’t feel pretty and she doesn’t feel like she deserves having someone she loves lying to her. For dean, although she’s pretty self deprecating herself, it’s mostly about John. Like most of where her trauma stems from, she can’t understand why the person she loves would ever say that to her knowing it’s not right and it’s unclean to be anything other than the biggest guy in the room. And sure she came out, and shes comfortable with you and Sam and maybe she’ll even tell cas one day, but she values her reputation above all because that’s what John taught her. Thanks for listening to my Ted talk, please buy a cookie on your way out!!!

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