Happy Pride Month🏳️‍🌈🏳️‍⚧️❤️🧡💛💚💙💜

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The second slide is my headcanons of these two: Dean with the trans flag (he’s trans masc) and Cas with the Agender flag face paint because angels don’t have a gender, so I though Agender was fitting.

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BLUESKY

It kind of turned into a coming out thing with Dean's dishonesty at being how oblivious he is which I think should get dumb of ass, pure of heart points lol. Hope you like it!

Tags: agender!Cas, pan!Benny, autistic!Cas, coming out, oblivious!Dean established relationship, fluff

"Dean?" Castiel asked one day. "Can we talk?"

Dean's first response was to laugh, "What are you gonna dump me?" Castiel's face remained neutral, and Dean felt his heart speed up. "Are you dumping me?"

"No, I…" Castiel paused and cleared his throat. "Hold on."

Castiel turned and strode back across the room to his coat. He reached inside the pocket and awkwardly fished around until he found a folded square of paper. It was crumbled and the tattered edges were smoothed out as Castiel carefully unfolded it. Frowning, he paused and looked around. "Where's Benjamin?"

"He ran to the store. He'll be back soon." Dean said as knots tied in his stomach. "Cas. What's going on?"

"I have something to tell you." Castiel said again.

 He folded the paper back up and placed it back inside the coat pocket. Once he was satisfied, he went back to the couch and sat down, perched on the edge of it as he waited. Try as Dean might, he couldn't get anything else out of him. So, he grabbed another beer from the fridge, and joined him.

Finally, Benny came home. As soon as Benny crossed the threshold, Dean looked at Castiel in anticipation and the routine started over. Castiel stood, strode across the room to his coat, and started to search for the paper in his pocket. Benny looked to Dean with a questioning expression, and Dena simply shrugged and waited patiently for Castiel to come sit back down.

Once the paper was unfolded (again), Castiel cleared his throat. His fingers worried the edges of the paper as he read, 

"Dear Benjamin and Dean,

As you both know, I've been reflecting on myself. I've come to the conclusion that I'm agender.

Thank you,

Castiel."

Both of them stared at him for a moment. Thinking they hadn't heard correctly, Castiel started to reread it. Benny quickly stopped him, going over and putting a hand on his shoulder.

"Dude I heard you. Well… not dude." Dean corrected. 

"'Dude' is fine," Castiel said.

"Right. Okay. So uh…" Dean looked at Benny. "Anything else?"

Castiel shook his head.

"Okay. You still wanna go by... everything or…?"

"It's fine." Castiel said. "I don't… mind my name or how you refer to me. I'm just…"

"Not a guy. Right." Dean said, nodding a bit. "Great."

"Great?"

Benny smiled and squeezed his shoulder. "Glad you figured it out. Takes time to. It took me a while to figure out I'm pan."

"You're pan?" Dean asked.

"...you didn't know?" Benny asked.

"No…" Dean said slowly. "How…long have you known…?"

"Couple years. Why don't you know?"

"I don't know! Why didn't you tell me?"

"I did."

oh for sure cannon cas is agender/does not have a human concept of gender. my feel is he is so agender that he doesn't even mind being gendered like he's out in space man. like dean is like this is my man friend cas who is a man. and cas is like sure i guess. dont really know what that is but whatever makes u happy dean. and yeah when dean is like i am. in love with u. but that makes me confused bc i am Straight not Gay. cas is like.

Summary:

“It’s not a big deal, Dean,” Sam mumbles. “We’re just kind of messing around.”

Dean glances at Cas, who looks hurt. “Sammy,” he whispers kindly. “I don’t think Cas agrees. So either you’re lying to me or you and Cas need to have a conversation about the boundaries and expectations in your relationship.” Sam looks at him like what the fuck. Dean shrugs. “I do listen when you talk some of the time,” he defends himself.

Sam sighs. “Yeah, I was lying, Cas and I are serious.”

or

In which Dean gets dragged to a parade. God for-fucking-bid.

Ship:

Sastiel, Castiel/Sam Winchester

Tags:

pride month, pansexual Sam Winchester, asexual Castiel, demiromantic Castiel, agender Castiel, bisexual Dean Winchester, self-Discovery, pride Parades, face Painting, soft Pretzels, internalized Homophobia, seriously these bois are so soft, enjoy

Rating: T, No archive warnings apply

Paramour by Post is an 18k historical-aesthetic-but-not-strictly-historical Destiel AU where baker!Dean and beekeeper!Cas fall in love through writing each other letters, EXCEPT CAS THINKS DEAN’S A WOMAN AND DEAN’S LIKE ??? YOU ARE PROBABLY NOT A WOMAN EXCEPT FOR SOME REASON I’M REALLY INTO THAT

and it’s cute and sexy and would make a nice bedtime story !!

they’ve been going to the same school since Kindergarten but were never really that close. Sure they’ve been to each other’s birthday parties but they weren’t best friends material. Then in the 7th grade Cas comes to school in a skirt and well that’s the biggest event that happens all year. They try to tell people that they’re agender and they’re not a boy or a girl but well 12 year old can be assholes. Dean doesn’t like how the kids are treating Cas though. By the time he gets home he’s pretty upset about the whole thing and after a long talk with his mom they make a trip to Target and Dean’s got a game plan and some new clothes. The next day at school Cas is looking miserable and is back to wearing “boy” clothes but Dean... Dean has a sparkly pink and grey flannel on over his Hello Kitty shirt. People try to give him shit but they’re not going to start anything since Dean is one of the biggest kids in the class and he punched out Alistair in the 4th grade because he was picking on Jo. Dean tells the other kids that “clothes are just clothes. Nobody should tease Cas for what they want to wear it is their choice and they look really cute in that skirt!”

in college Dean makes an ignorant comment about pink being a girly colour and this does not go over well with Cas (Yes Dean realises he was being a dick and apologises profusely but Cas is still ticked because Dean definitely knew better). So when Dean asks them to pick him up a new toothbrush the following day Cas buys Dean a pink one. And Cas continues to buy Dean nothing but pink toothbrushes (and razors) out of spite for the next 3 years. They eventually feel Dean has learned his lesson and buy Dean a really nice green one. The next morning Dean wakes them up because he can’t find a pink toothbrush and he is late for work and he just can’t go to work without brushing his teeth! When Cas tells him that he has a green toothbrush this time he looks so crestfallen that Cas has to go out and buy him a new pink one later in the day.

Their most serious fight is Dean’s fault. They’re out drinking and Dean blurts out that he thinks Cas’ outfits are terrible. He tries to take ti back immediately but the damage is done; Cas is upset and Dean winds up sleeping on Benny’s couch since he’s too ashamed to go home. When he does come home the two of them sit down and Dean explains that he loves Cas’ clothes and their eclectic tastes and how they will wear anything (though he really hates that fuzzy yellow cat sweater but they’ll talk about that later). And what he meant was that Cas can’t match for shit. The colours clash and oh my god they can’t mix patterns like that. With a sigh Cas admits that they are a little overwhelmed by trying to match so they just kind of wear the first two things they grab more often than not. So they compromise. Cas will pick out a skirt or top they want to wear and Dean will help them build an outfit around it. Dean won’t ever admit it aloud but he almost has more fun dressing Cas up than he does undressing them.

For their trip to Hawaii Cas wants to bring a bikini. There are an endless number of cute tops and Dean has to limit Cas to like 3 (”jeeze we’re only going to be there like a week, how many swimsuits do you need? Aren’t you bringing like 3 pairs of trunks too?”). But the bottoms pose a problem. A lot of the fun ones pose a problem for tucking and its really bumming Cas out. They really wanted the cute blue ones with the pink flowers. But it seems they’re doomed to choose between black, black, black, navy blue, black, or (surprise) black. Dean of course spends a lot of late nights trying to find a solution and he does in the form of a sarong. The one that dean surprises Cas with is a royal blue with yellow/gold dragons on it and Cas is THRILLED. And since Dean is such a big sap he totally lets Cas buy like 6 more of the damn things because the way their face lights up just makes Dean’s heart melt.

When Dean and Cas go to see their first metal show it’s in an intense heat wave. There’s no way it should be this hot in May but it is. And being in the crowded venue with 100s of other metalheads moshing out to Amon Amarth is going to be hell. So Cas decides they’re going to wear their cute skull skirt. Dean’s honestly kind of jealous because the thought of wearing jeans is already making him want to die. They get a few odd looks when they are standing outside the venue waiting to get in (to be fair most people in line are getting weird looks from passers by) but thank god nobody decides to be a dick. That is until they’re standing in line to get water after the opener has finished playing. Some huge burly guy (like seriously he might be taller than Sam even) with a huge beard and sleeves on both arms comes up and says “Uhh hey, I don’t mean for this to come out rude or anything but.... wheredidyougethatskirtitisreallycute...” It takes them a moment to process what the guy said but then Cas smiles and explains how their sister in law is a seamstress and gives the guy her card. He thanks Cas profusely and disappears into the crowd. They think that’s the last of mystery guy but two weeks later Sam phones to say that some huge hairy dude came in to his wife’s shop and special ordered a dress for himself and left a silver pendant of Mjolnir for Cas.

I can’t even describe it. Partly because I’ve forgotten most of it and it’s still slipping away even as I write this… but also because it was mostly a good feeling more than coherent plot. Cuz you know, dream.

In the dream, I was watching an episode of supernatural with my entire family (in my childhood home, which was nice). I mean, like everyone. My husband, parents, siblings, and my sister’s husband and kids. And it’s so frustrating that I can’t describe this but I’m gonna try.

I know it must have been an old episode because I was wondering how I had never seen it. Also, it was back in the time period when Dean was always trying to bed the girl of the week. And anyway, the girl of the week was a transgender woman, which is incredible on its own by spn standards. But it wasn’t just that, because the entire theme of the episode was about understanding that transgender people are people too and that they deserve rights and I’m telling you, it was the most beautiful episode I have ever seen.

And then at the end, Dean and the woman have a total moment and start kissing and are maybe gonna have sex in the back of the impala but then they don’t, mostly because they realize that they reeeally wanna talk and they only have time for one or the other and it’s a really nice, good thing. So she wants to know things about monsters and then Dean starts asking her things about trans culture and there’s this whole part where they explain about slurs (and I remember thinking that this was them correcting the use of that slur last season and I was so proud of them although the episode in my mind actually would have aired before that maybe). But anyway then she explains that the slurs aren’t accurate anyway because she isn’t male and actually now that she mentions it, no part of her body is male anymore either and Dean’s just like “oh.” Which MeANs that he was gonna have sex with her when he thought she still had male genitalia and you guuuyyys that would be so beautifully above the whole performative masculinity thing and I was just floored.

And then, AND THEN, Cas comes out dressed as a woman. A WOMAN. Because this beautiful trans lady taught him that it’s okay and he realized he wanted it and it was the most beautiful and emotional moment in television history.

AND THEN. As tfw walks back to the car, Cas makes a joke to Dean about having sex with him in the backseat cuz he didn’t get to with the woman and Dean CONSIDERS IT and he doesn’t say yes but he does sort of gleefully say “that would really freak Sam out” and then they look at each other with this fire and then the episode ends.