#nonbinary dean winchester

[platonic-soulmates-gencest]

Dean in a Skirt

I actually have no excuse for this. I just wanted to see Dean in a skirt. This could be transfem or nonbinary Dean or it could just be Dean rocking a skirt for laughs. Idk. I just needed to draw it.

This is s1 Dean, I think. That's supposed to be John's jacket but I didn't look at reference so, yeah.

Thoughts please?

[schizosamwincester]

I saw this a million years ago with Sam and was like "that is so untrue. Sam worries about everything. He absolutely does care about that right now. Dean, though? I should make it with Dean." And I finally remembered to actually do it

[briarhalo]

ah, dean winchester. somehow manages to be so toxicly masculine that he ends up on the other side of the spectrum and makes it seem like he's closeted genderqueer.

[dommingateez]

“Cas, are you a dude?”

for @spnprideweek  DAY 3: trans / acceptance

Dean talks about gender identity with Jack and with Cas and it makes him realize something about himself.

tag list under the cut, let me know if you want to be added or removed

@quacquiapulia @fellshish @auriaesthete @maydays2 @interrogatethecat  @trashynishiki @iamnotmereally

[i-miss-balthazar]

The Real Dean Winchester

Warnings: John Winchester was a bad dad, internalized homophobia

Rating: General Audiences

Pairing: Destiel 

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Dean Winchester had a very closed off childhood. There was no denying it, it was John’s way or the highway. So Dean was raised in that mindset, and John Winchester was a very… old fashioned person. Sam was different, Sam refuted John every chance he could. Sam learned things for himself, because he didn’t want to learn from John. Dean didn’t have that luxury, because Dean was never John’s favourite son. He couldn’t argue with John because he was terrified of what would happen if he did. John didn’t love him the same as he loved Sam, so Dean was constantly trying to catch up, trying to make John proud. He did everything John asked. Became John’s little soldier. Dean Winchester stopped being his own person, and he started being a second John Winchester. 

~|~

Dean was stuck like that for so long, he lost sight of who he was. Who Dean was. Now he was trying to uncover that, but opening that box inside of him was a long and difficult process. And it started with Castiel. 

Castiel sparked something within him that he hadn’t felt since eighth grade. Something he shut out because John made him. Dean fell in love with Castiel. And he fought it so long because Castiel was a boy. That was wrong. He wasn’t allowed to fall in love with a boy. Of course Dean would never admit this out loud, but some people knew. That’s where Gabriel came in. 

Gabriel had been the first one to challenge what he had known. Gabriel caught Dean staring at Cas longingly. Wanting, but knowing that he could never have. 

“Why not?” Gabriel had asked. 

“Get out of my head.” Dean growled. 

“Stop thinking so loud.” The archangel shrugged. Dean hoped he would have left it there, but Gabriel was nothing if not persistent. “Why can’t you have him? Bet if you walked over there and kissed him, he’d be over the moon. The pining is getting tiring, Dean-o, go on.” Gabriel nudged him, trying to get him to go.

“No, Gabriel. That’s not… right.” Dean frowned. Not that he had anything against gay people, he was fine with them, but that just wasn’t who he was. Who he was supposed to be. 

“Since when? I’ve been kissing guys longer than I can remember! Your brother is next on the list.” Gabriel snorted. 

“What?” Dean blinked. 

“Point is, go Dean. No one’s gonna stop you. No one’s gonna see you different. You aren’t going to prison for loving someone. Just go.” Gabriel insisted. Dean thought about that really hard. He was… right. What difference did it make? So Dean did what Gabriel said. He got up and he kissed Castiel. And Castiel kissed him back. 

~|~

Castiel was slowly breaking down all the walls John had made. Little things, but one by one, Castiel replaced the bad with the good. Dean could never repay him for that. He was a much more open person. Gabriel had claimed Castiel had removed the stick from Dean’s ass (with a few more graphic words that made Sam consider grabbing a gun, though he hadn’t decided which of them to shoot yet). Life was good like this. It made Dean realize he missed out in his younger years. Many times Dean wished he was stronger. Wished he was like Sam. 

~|~

It was a hunt. A simple salt and burn, but one of the witnesses - Echo, they’d called themself - stuck in Dean’s mind after it was over. Dean didn’t want to be rude, he had just been so confused. It was a relief Sam took over. So Dean decided to ask Gabriel about it, because Gabriel seemed to be all knowing. Like a walking gay encyclopedia. 

“Gabriel?”

“Yeah?”

“What’s… non-binary?” That caught Gabriel’s attention, drawing his honey gaze away from the marshmallow-and-toothpick-castle he was creating.

“Questioning things, Dean-o?” Gabriel wiggled his eyebrows. Dean scowled. “We met someone on a case, they said they were ‘non-binary’. I… what does that mean?” Dean sighed. 

“Ah. I see. Well Dean, you’ve heard of boy and girl, right?” He asked. Dean nodded. “Non-binary is another gender. Means neither a guy nor a girl.” Gabriel shrugged. That made Dean’s head spin. Of course the first thought was if they weren’t a boy or a girl, what did they have under the belt? Dean must’ve been thinking loudly, because Gabriel rolled his eyes with a resounding ‘ugh’. “No, dumbass. Sex is what’s in the pants. Gender is a lot more diverse. You’ve heard of trans, right?” Dean nodded. “So you know some people feel as though their gender doesn’t match their body? Though they were born, say, female, they feel as though they’re a male?” Dean nodded once more. “Well some people don’t feel like they are females, though they’re in a female body. But they don’t necessarily feel male either. It happens to people born in a male body too. These people can identify as non-binary. Somewhere in between female and male.” Gabriel provided. “Does that make sense?” Dean thought about it, and the more he thought about it, the more it did make sense. 

“Huh.” Was his only response, before stealing a marshmallow and heading off. 

~|~

The burden of knowledge was a heavy one. Everything that once seemed so simple was suddenly a whirlwind of confusion. Dean had never thought about it before because he never needed to. He knew he wasn’t a girl, so he had to be a boy. It was simple. Until it wasn’t. 

The hard part was Dean had no idea how to tell. He couldn’t talk to Gabriel, Gabriel would figure it out in a heartbeat. So the internet was Dean’s only solace. (And if he took an online quiz or two, who could really blame him?) 

~|~

It was morning time. The covers were rumbled but miraculously still over them, and Dean was laying with his head on Castiel’s chest. They were both awake, just savouring the still of the morning. Dean was deep in thought, he’d been up late last night pondering his dilemma. 

“Dean.” Castiel rumbled, his voice still rough from sleep. Not that he had to, but it was nice. Dean seemed to like sleeping next to Castiel without the discomfort of being watched the whole time. “What’s on your mind?” He asked. Dean stopped; Cas had noticed. Dean sighed softly. Of course Cas noticed, Castiel knew Dean inside and out, it would actually be more confusing if Cas didn’t notice. 

“...how do you know if you’re non-binary?” Dean asked resignedly. No point in trying to hide something from your angelic boyfriend that can slip into your thoughts at any moment, (though he mostly didn’t, for privacy’s sake). 

“That’s something only you can decide, Dean.” Castiel told him softly. “Are you uncomfortable as a male?” 

“Well… no. Not really.” Dean sighed. “This is how I’ve always been, this is how I’m supposed to be… right?”

“No. You’re supposed to be happy. What made you ask if you’re comfortable being male?” 

“I dunno… what if it’s just because I’m used to it? I mean… I do like more feminine things…” Dean trailed off, blushing. Castiel smirked, his hand trailing down Dean’s bare torso and pushing down the waistband of Dean’s sweats to reveal a splash of pink. “Hey quit that!” He scolded. “I just… I dunno.” He sighed. “I don’t wanna be confusing and pick a new name or anything…” 

“You don’t have to. You don’t even have to switch pronouns if that’s what you’re worried about. It’s just about making you comfortable and happy with who you are.” Castiel assured, kissing his hair. Dean nodded slowly. 

“Okay…” And they left it there. 

~|~

“Castiel?” Dean murmured, pulling his boyfriend aside. They had gone to the store to pick up some eggs, beer, and skittles on Gabriel’s request. 

“Yes my love?” Cas responded, his blue eyes wandering Dean’s face, full of concern. 

“I think I’m non-binary.” Dean told him quietly. Cas offered a warm smile. 

“Alright. What pronouns do you prefer?” He asked. 

“We can stick to ‘he’… or ‘they’ works too, I guess…” Dean mumbled, blushing as he looked down. Castiel just smiled warmly, lifting Dean’s chin so the hunter would look at him. 

“I’m so proud of you.” Cas assured him, gently kissing his lips. “And I love you so much.” The way Dean’s eyes shone in that moment made Cas’s heart soar. 

“Thanks Cas…” he smiled. Castiel always had a way of making Dean’s insides turn to mush with his gentle loving nature. 

~|~

Dean lost a bet. In his defence, he didn’t believe ANYONE could fit thirty marshmallows in their mouth, so why would Gabriel be different? Gabriel had his ways though. So there Dean was, letting Gabriel plaster his face with makeup and paint his rugged hunter nails. 

“Ta da!” Gabriel sang, turning Dean to face the mirror. It was a good look, sunset eyeshadow, a nice winged eyeliner, soft pink lips and teal nail polish. “You can take it off after half an hour.” Gabriel added, patting Dean’s head. 

“I might not.” Dean shrugged. Gabriel blinked. 

“...huh? Mr. Manly Man, next Captain America, wants to wear makeup?” Gabriel gawked in a teasing fashion. 

“I like it.” Dean shrugged. 

“It is some of my better work…” Gabriel admitted. “But I thought ‘guys don’t wear makeup’?” He laughed, elbowing Dean playfully. 

“Damn good thing I’m non-binary then.” Dean hummed. Gabriel stared at him for a moment, trying to decide if Dean was joking, before he shrugged, hugging Dean. 

“Guess so. I’m proud of you, bucko.” He added the second part much softer. “Pronouns?”

“He/him or they/them. I don’t really care.” Dean smiled. Gabriel nodded. 

“So… can I do your makeup more often…?” The archangel asked quietly. Dean laughed, nodding, and Gabriel nearly leapt for joy. 

~|~

Telling Sam was the hardest part. Dean was so in his own head about it, it wasn’t like Sam was close minded in the least, but Dean has himself convinced. Sam liked Dean the way he was, Dean had told himself. Sam liked his brother. Sam needed him to be this specific figure; a role model. 

Castiel and Gabriel assured him many times over that Sam loved him and it wouldn’t change anything, but just on the small possibility it would… Dean was terrified of telling him. 

“A role model doesn’t mean John’s perfect soldier.” Castiel murmured softly, kissing Dean’s hair. Dean glanced up from where he was staring at Sam over a mug of coffee, contemplating telling him, and Castiel gave him a small smile. Those words hit him like a pound of bricks. Sam didn’t look up to his gender, Sam looked up to what was inside. So why was Dean…

“Sam!” He called, getting up and approaching his brother. “We need to talk.” He sighed. Sam frowned. 

“Is something wrong…?” He asked. 

“No, no, I just… I wanted to tell you something.” Dean fidgeted with the cuff of his flannel, the nerves slapping him again. It was too late to turn back now though, now that Sam’s attention was focused on him. Sam gave a nod for him to continue, and Dean sucked in a slow breath. “I’m non-binary.” He informed, his voice quieting a bit. His stomach dropped as Sam eyed him slowly. Then Sam smiled. 

“Okay.” Sam responded. “Are you… changing your name?” He asked. Dean shook his head. 

“Dean is fine.” He assured. 

“And your pronouns…?”

“I still mostly use he/him, but they/them works too.” Dean mumbled. Sam nodded, getting up and hugging Dean tightly. Dean was slightly taken aback, relief swamping through him. He hugged Sam back, a tiny smile pulling his lips as he caught Cas’s eye over Sam’s shoulder. 

“Dean, I love you.” Sam murmured. A gentle reminder, that was exactly what Dean needed to hear. He managed to choke words through his tears of joy and relief:

“Thank you Sammy.”

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Representation Week Tag List: 

@misha-moose-dean-burger-lover @specialagentrin @peanutbutterandgrapejelly @all-or-nothing-baby @petrichoravellichor @i-know-like-four-things @fantastikitty7 @is-jus-me @hexlorde

Sidebar: I never know how to introduce my fics, I usually just post them but I felt like I should tack the warning on this one so... I dunno. Don’t be surprised if the style changes. Anyhow, happy representation week everyone!

[nobleoswald]

hey y'all ummmm can we make nonbinary dean a big headcanon to make this nb fuck happy like I'm not a spn blog but can we make this happen anyway

[platonic-soulmates-gencest]

Happy Wincest Wednesday! And happy Pride Month!

I think I'll go nice and broad here. It's pride month, so talk about absolutely any LGBTQIA+ headcanon you have for supernatural. How did the Winchester of your choosing discover they were attracted to the same gender? Which side character was definitely stealth trans? Who do you know in your heart was aspec or intersex? And etc. You have free rein to spread whatever gospel you want, whether it explicitly contains any wincest or not, as long as it is queer

-@schizosamwincester

Happy WincestWednesday! (On a Sunday... I am catching up... slowly)

I have talked a lot about aromantic Dean, so I am going to talk about nonbinary Dean today. So I know there are headcanons about trans woman Dean and trans man Dean and I enjoy both of those but in my heart Dean is nonbinary.

He is overperforming masculinity because he knows that there are parts of him that don't fit the norm. He knows that sometimes he stares at shop windows with long skirts and flowy dresses. And he knows that staring at lingerie doesn’t only include the lingerie on another woman's body. He is aware that getting his nipples played with makes him insanely aroused. And the few times a woman has pushed him down and rode him and made him feel like he's the one getting fcked, he came faster than ever. Sometimes it's sexual and sometimes it isn't. He doesn't want his hair long. He likes them short. He also likes wearing flannels but he knows that a long skirt would make him feel better than the jeans.

And it's because these thoughts are always bouncing around in his mind, and he suppresses them deep down, he ends up hiding other things that are not purely feminine but can be interpreted as such. He hides his interest in cooking and soap operas. He acts annoyed when he has to do laundry or ironing. The bunker definitely helps him overcome these things because only Sam is watching. And Sam will tease him but won't think less of him because Sam is open minded.

It would be interesting if some day Dean slipped and decided to try on a dress or skirt. He buys it secretly and hides in his room to try it on when Sam isn't there. And Sam maybe finds the dress inside the room a few days later and he (obviously) addresses the thing. And Dean avoids answering but then Sam pushes and pushes and Dean breaks. And then it's all out in the open.

And of course, Sam is supportive. So it becomes their own little secret.

Thanks for the ask! Sorry for taking forever to answer these haha

[platonic-soulmates-gencest]

I read about crossdressing Sam so now I'm bringing you crossdressing Dean! (kinda nonbinary actually)

It's already canon that Dean has tried out lingerie and liked it. So my take is that it goes downhill from there. He's hiding it ofc. How could he not? But those years when Sam is at Stanford and John ditches him, Dean gets a bit bolder about his habit.

At first, he starts wearing skirts and dresses inside his motel room. He's alone. Nobody's seeing him. It's fine.

Then he gets greedy.

He knows he has a pretty face. It's not hard to put on a wig and some make up.

It's easy actually. Dean loves the feeling of it.

Making his body look more female is a big hurdle though. He would intentionally get skirts with tight waistbands and he would tie all his dresses with belts as far as they could go. He tries corsets. He finds scarfs to hide his adam's apple. He wears jackets with long baggy sleeves so his biceps won't stand out. He wears long dresses and skirts to hide his thighs. But there's no way to fully hide his legs under the knee so he shaves. And he LOVES the smoothness there.

He knows that he's playing with fire. John might ask him on a job any minute. What if Dean got hurt? What if John had to take his pants off and he show his shaved legs?

But Dean is addicted. He doesn't stop.

Then he gets Sam back and he has to hide it. His shaved legs, all the girly clothes he has collected. And it's hard to part with this part of him but he does. Because he can't have Sam leave him again. He wouldn't survive that.

So the clothes get tossed aside. He stops shaving. He even stops wearing lingerie. It's not safe with Sam there.

Then, many years later, in the safety of the bunker, Dean tries on the lingerie again. It's easier to hide now that they have a whole hideout as their home base. Sam doesn't notice.

Until Dean messes up on a hunt and Sam has to undress him and he SEES and Dean wants to find a hole and crawl and never come back.

Sam would have teased him if he hadn't already seen the lingerie collection in the bottom of Dean's closet, if he hadn't found the makeup supplies in the back of the bathroom cabinet, if he hadn't seen Dean stare at shops with female clothing with fire in his eyes.

"Dude, we've saved the world how many times now? I think you are entitled to wear whatever you want."

And Dean knows its genuine but he still feels disgusting doing something like this. He doesn't buy clothes still.

Not until Sam shows up with a red dress that has Dean pretty much salivating and practically forcing Dean in it.

Dean cries because it's been so long.

Sam keeps buying him clothes and slowly Dean is back on his routine.

It doesn't stop at shaving his legs this time though.

He lets his hair grow out. It gets longer than Sam's and it looks so good with his new clothes.

So it might have taken him some years, but Dean is finally letting himself dress as he wants, all thanks to Sammy's support.