#genderqueer dean

[kerryweaverlesbian]

When you're Dean Winchester and you're a masc manly man who shoots guns and drinks beers and doesn't listen to any of that anemic pop shit and your very soul is represented by your hot loud muscle car full of leather and guns. And she's a girl.

[mygenderisthattrenchcoat]

I had this idea for a fic, but got stuck and it wasn't going nowhere so here's the basic idea:

Dean takes Cas out so he can get laid, because he's been interested in the concept of sex lately, but Cas isn't attracted to anyone and they come back home and spend the night watching tv instead.

The next morning Sam asks about the night out and Cas tells him he found some pretty intesrestimg people, but he "didn’t feel the urge to have sex with any of them".

"Wait, is this the reason why you gave up?" Dean's question was toned with amusement and followed by and eyeroll to Sam, 'can you believe him?'

Dean frowns when Cas answers with a nod.

"People don't actually do that, man."

"They... do."

"Hate to break that bubble, Sammy, but that’s something they made up to make porn more interesting."

"No, it isn't. Wait, don't you think people are attractive?"

"Where is this coming from? Of course I can appreciate when people are hot."

"So you want to have sex with them because of that."

Dean has to roll his eyes again, how could Sammy not get it?

"No? I have sex because it's fun and that's what you're supposed to do, but it's not like on tv, I won't be upset or frustrated if I don't get laid by someone with pretty eyes and nice smile or something. I thought you had known the basics already, college kid."

"But you check women out!"

"Because that's what men do!" He remembered Dad's implicit lessons (and others not so implicit) after Dean became, well, became Dean at the older Winchester's eyes.

"You have sex all the time!"

"Not in a long while, why would I when we're perfectly happy here? Why are we even having this conversation?"

"Because people do feel attracted to each other."

"Like what? They get an urge and have sex because they looked at each other?" Dean scoffs.

"Well, yes."

Idk what would happen here, Sam probably would try to explain what sexual attraction felt like and Dean would be like ??? No, never felt that.

Okay, it is a lot to take in, but Dean could accept that, especially when Cas said that some people were like Dean and there wasn’t anything wrong with it, not that the hunter was worried or anything. Well, at least he got why people liked sex, it wasn't like Sammy was saying they actually fall in love or actually believed in gender.

[solarcas]

♡he's my girlfriend♡ .jpeg

[Open for better quality!]

Edit:

don't mind him he's just praying to his bf asking him to come over to ****-

[artsy-fartsy-trash]

listen i don’t know why i drew this but i saw some neon cowboy boots and all i could think of was Dean

[kerryweaverlesbian]

I think we're beautiful

Closeted egg stanford era transfem!Dean/Cassie ft. the strap anyone? Anyone? Anybody?

Read the opening under the cut:

It’s one of those long golden summer evenings, the sun making love to the horizon for hours and kissing over Cassie and Dean where they’re laid out on her bed. Dean’s been “rambling on” about his favorite album, Led Zeppelin II, and Cassie is tuned in to the sound of his voice than the words themselves. She likes Dean. She likes him a lot. It’s been kind of freaking her out lately, that they’ve gotten so close so quickly. She’s thought about pumping the brakes a few times, taking a day or two without seeing each other, but then he comes over, and he’s so softly happy to see her that she couldn’t bear telling him to go. 

And Dean is soft. He’s sweet. She’s seen him put up the machismo act, and she’s made it known she won’t stand for it when it’s just them together, and he rolled over on it pretty quick - and from how they argue sometimes, that’s notable. It’s like he was waiting for an excuse. He’s talked a bit about his dad, and a lot about his brother, and Cassie’s pretty sure he doesn’t get too many excuses. Call it journalistic intuition. He’s been lonely for a long time. So has she. 

There’s not many chances to meet new people in Cape Girardeau, outside of college students, and there’s only so many times Cassie can pretend to be interested in someone’s major. Dean’s been everywhere, seen everything, road tripping with his dad, and while Cassie has no desire to join the Kerouacs of the world, she likes how Dean talks about it. When Dean talks about a place, he talks about the people. He hasn’t bothered with the Grand Canyon, or the Hollywood Sign, or the Hoover Dam, but he can tell you the best burger joint on any given stretch of highway without pause for thought, and which the middle aged waitress gave him an extra set of fries to-go because he reminded her of an old flame. 

She wonders how Dean’s going to talk about her when they break up, and she doesn’t like the thought, so she reaches for a distraction.

She kisses him mid-word, and he flusters from it, his hand coming up to scratch the back of his neck. 

“What was that for?”

“You’re cute.”

“I’m not-”

“If you say you’re ‘not cute, you’re handsome’ again, I’m kicking you in the shins. Take a compliment.”

Dean holds his hands up and rolls his eyes, but Cassie can see his shy smile, so she takes it up a notch. She kicks a leg over him, and traces his features as she narrates: “Cute cheeks, cute nose, cute eye-bags.”

Dean snorts. “Who has cute eyebags?”

“You do,” Cassie counters, because she can roll her eyes too, “Now shut up, I’m talking. Cute ears. Beautiful mouth.”

She traces it slowly with her thumb, and presses in when Dean lets it hang open. His eyes go glassy, and Cassie wonders how he’d look sucking on her strap. He looks like he’s going through a religious experience when she lets him eat her out after all, and he doesn’t always look for a return on the favor. Will he get weird about it, if she asks? If they were in front of someone, almost certainly, but they’re not in front of anyone. They’re just Cassie-and-Dean. 

“Dean,” she says, and his eyelashes flutter to refocus on her, “If I show you something, can you promise not to get weird about it? It’s a little…out there.”

She presses her thumb down on his tongue for a moment longer, anxious of the answer, but when she lets him go, he says, “Promise,” immediately, then adds as she goes to her bottom drawer, “I’ve seen plenty ‘out there’.”

“Yeah, well,” Cassie says, now kind of wanting to shock him, “You seen this?”

She holds up her harness, and the accompanying deep red dildo, long, with a few fake veins running up the sides. She sticks her chin up, pretending her heart isn’t hammering in her chest from nerves. Dean’s eyes have gone huge, doing a double-take from the dildo to her face and back again. He takes a deep breath, then points at it decisively.

“You are not putting that thing up my ass.”

Cassie scoffs, glad for the diffusion of tension. “I wasn’t offering it up your ass!” She takes it to the bed, and the way Dean can’t stop staring at it with trepidation is a little funny, a little hot. “I was thinking, maybe you lick it a few times.”

[continue on Ao3]

[kerryweaverlesbian]

Dean gets gender euphoria when he's dressed up as a cowboy and when he's dressed up with elliot ness and when he's flipping burgers and when he's working on his car and gets a smudge of oil on his cheek and when he's singing mouthing along to classic rock. What I'm saying here is drag king dean.

[kerryweaverlesbian]

Dean (pushing his luck) "joke" flirting with Cas asking him to dispose of a body for him. "Come on man, you're basically my husband. The husband takes out the trash, it's in the contract."

"That is inaccurate. I'm also not your husband."

"We live together*, we have a kid, we sleep together** - and unless you've been doing some seriously under the radar canoodling, we're pretty fuckin committed. Face it, Cas, you're the Ricky to my Lucy."

Cas creases up his forehead, "So...you're my wife?"

Dean blinks. He blushes. He hadn't thought of that. "Um."

"I think I understand," Cas says, nodding to himself with his 'I got it' smile, "Yes. We are playing roles. I will 'take out the trash' while you 'sit there and look pretty'."

He stands to go.

"No, wait, Cas. I'm not-" his brain is firing all sorts of confusing, happy signals, "I'm not. Pretty." That's not what he meant to say.

Cas stops and leans in close to his face, examining him closely. Dean fights for his life not to make eyecontact, but he can't help it in the end.

"No," Cas says eventually, matter of fact, "You are my pretty wife."

Before Dean can surpress his own smile, Cas presses a swift kiss to his warm cheek and then disappears with a flap of his trench coat. Dean is left in their kitchen to touch the place Cas kissed him and try not to shake with happiness.

*cottage type situation, the two of them plus whoever wants to crash at theirs for a few days/weeks/months

**they sleep platonically in the same bed as best friends. They snuggle all night.

[kerryweaverlesbian]

Dean: real men don't drink out of cups this small 🙄 *slorp slorp slorp*

He literally. SO OFTEN. Makes up things to feel emasculated about and then does them immediately. WHAT is your gender, buddy!!!!