Okay but 16 year old Sammy and 20 year old Dean both on an anonymous gay dating site.
None of them know the other is into men, and none of them know that they ended up matching with one another.
They don't post their faces and go by screen names only, but quickly hit it off, texting back and forth for hours a day, bonding over their shitty lives.
It doesn't take long for their chats to turn naughty, Dean describing the nasty things he'd like to do to Sam's pretty pink hole, Sam responding with enthusiasm before describing in full detail the things he'd do to Dean's cock with his mouth, and it would more often than not end up with them jerking off to their conversations, their vivid imaginations running wild with the image of sweaty bodies, tongues and hair pulling and choking and bliss.
With those chats inevitably came explicit pictures always from the waist down. Sam bending over, spreading each one of his cheeks to reveal his pretty pink hole already fingered open and gaping for his nameless suitor to marvel at, Dean returning a photo of his thick cock against his belly, thick ropes of come splattered along his torso.
It wasn't until a few months into their anonymous relationship that Sam had sent Dean a photo of his hard cock, long fingers wrapped around the base that Dean made the connection.
The watch around the man's wrist looked an awful lot like the one Sam wore, and what was worse was the background of the photo was the exact same as the bathroom of the shitty motel room they were staying at, the one Sam was currently in, the ugly yellow ceramic tub visible just behind Sam's erection.
Dean immediately deleted the app so fucking fast after the realization hit him, the color draining from his face when Sam exited the bathroom, staring down at his phone with a frown not understanding what he did wrong, why his online lover suddenly disappeared.
Dean never went on the app again, and he sure as hell didn't tell Sam, who continued to check the app every day in hopes his partner would return.
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Usually when Claire works the closing shift at Rocky's, she and Dean will wind down with a couple of beers at the end of the night. It's a nice little ritual Claire looks forward to every time she comes around, though she'd never admit as much out loud.
Tonight, Dean has mixed up a batch of one of his specialty cocktails - The Queen of Moondoor. It's bright, a sort of red-orange color, and has a sweet and sour taste that makes Claire's jaw ache.
"Do you like it?" Dean asks, like Claire's opinion really matters.
She nods. "It's good."
She's not lying. Dean isn't really a cocktails kind of guy but he's put a lot of effort into every detail of Rocky's. From the various pride flags carefully hung behind the bar, to the salt painted into the windowsills, every inch of the place is meticulously planned out. Rocky's isn't officially a hunter's bar - though it is explicitly a gay bar - but it's become an unofficial gathering place of queer hunters across the continental US.
Even the cocktails on the menu are Dean's own invention. All of them have a backstory, some of which Claire isn't privy to. She knows enough to understand why the Queen of Moondoor is Dean's personal favorite, though.
It also packs a surprising punch. Two drinks in, and Claire already feels herself tilting from tipsy into full-on drunk. She slows down her pace.
"How long are you planning on sticking around now?" Dean asks, because free booze is never just free booze with him. There's always the interrogation. He's almost as much of a mom as Jody is.
"A few days," Claire answers vaguely. "Maybe longer, who knows. I don't have any hunts lined up right now and you pay pretty well."
She knows for a fact he pays her double what he does his other bartenders. Neither one of them ever mentions it, though.
"Weren't you heading back to Jody's?"
Claire shrugs, uncomfortable. She had been, before last night's call with Kaia. They're good most days, even with the strain of Claire being on the road half the time, but sometimes when they talk, they'll hit on a sore topic for one of them and things will get stilted.
The anniversary of Mom's death is coming up in a couple of weeks. Kaia wanted to join Claire for her visit to the cemetery.
"What's on your mind, Strawberry Shortcake?"
Claire is supposed to roll her eyes now. Tell Dean to fuck off and mind his own business.
She doesn't really want to do that. But she doesn't know how to explain to Dean what she's feeling, either.
"It's stupid," she says. "I'm being dramatic."
"You? Never."
Claire scoffs, and Dean's eyes soften.
"You can talk to me, you know."
"Yeah," Claire says, because she does. He gets her, weirdly enough. They get each other. It probably doesn't say great things about either of them. "I just... I feel like I'm making up problems."
Dean takes a sip of his drink. It's difficult to look dignified, drinking out of a straw, and he does not remotely manage it. "Let me be the judge of that."
"Kaia wants-" Claire stops herself, because that's not the point of it. "I - we're good. Me and Kaia. I don't feel ashamed about it."
Dean waits for her continue.
"I'm a lesbian," Claire adds, even though, duh.
"Congrats," Dean says, and it feels like it could be sarcastic but it's not. He means it.
"I don't think -" no, that's not right. "I know my parents wouldn't be okay with that."
The statement lands heavily between them. It feels bitter on Claire's tongue, an ugly truth held at bay for far too long. She feels awful saying it, like she's failing her parents. Speaking ill of the dead. But it's the truth.
Mom and Dad would make these... comments. And Claire remembers each one with perfect clarity, because she's known something was different about her for a very long time. She knew those comments were aimed at her, even if her parents didn't.
They were wonderful parents in every other aspect. Up until they abandoned her, that is. Claire still can't help but feel like she's failing them, sometimes, being who she is.
"They might have changed their minds," Dean offers. "If they'd known. It's different when it's your own kid."
Claire eyes him, curious. "Was it different for your parents?"
Something crosses over Dean's expression, too quickly for Claire to catch it.
"No," he admits after a beat. He runs his hand over his face. "Maybe - Mom might have been fine with it. She didn't know."
Claire swallows. "But your dad did. And it wasn't different."
She feels cruel, pushing the topic. But there's some perverse part of her that needs the confirmation. Dean reminds her of herself, in a lot of ways. He'd say it was the other way around. If he experienced the rejection that Claire feared as a kid, the one that still scares her even if it's purely theoretical now, then that proves something.
"It wasn't," Dean admits. "But Jimmy Novak was no John Winchester."
Claire's chest aches. There's some hollow triumph at the abstract confirmation of her worst fears. Mostly, she just feels like shit.
"For what it's worth," Dean adds, "I think you're perfect. No notes."
Embarrassingly, Claire's lower lip wobbles. She clears her throat, looking off to the side as she tries to regain her composure.
"You think you're my dad or something?" she asks, voice rough.
Dean shrugs, looking embarrassed himself. "I kind of think of you as my kid, yeah. If that's okay."
Claire crosses her arms, feeling warm and aching and off-kilter. "I - yeah. Yeah, that's fine."
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