braceourhearts:

bet the first time dean sleeps with a guy he’s like twenty-two or smth and so elated once he gets past all the nerves that he goes on a spree and sleeps with like eleven different guys in three weeks.

he doesn’t even stop to breathe, basically, just throws himself in there and flirts his way into so many cars and motels and beds and kisses until he’s dizzy and fucks and gets fucked like he’ll die without it. he tells everybody “love you” even if he doesn’t absolutely mean it in that sense, but he loves them, not the way they are with him, but just the way they are. he loves them for existing and he loves that he found them, or that they found him. 

he doesn’t even stop to think because he knows that when he does he’ll sink like a lead brick he’ll check his phone and see dad’s name and he’ll feel so thick and saturated with shame and guilt that he might never be able to move again. 

@unforth-ninawaters replied to your post

…um…hes trying to make money to get food for Sam so he goes to hustle pool and some asshole says he’s got pretty eyes and offers him 10 bucks if Dean will blow him and Dean is so desperate he says yes…as it turns out he doesn’t mind the “it’s a dude” part but all the rest fucking sucks…

Reasonable. 

Personal tastes and all, but I’m not much of a fan of the prostitution angle. I get it, it’s just not my bag. 

@bendoverandbiteyourgag replied to your post

Dean’s first experience with another guy would probably go one of two ways I think, either teenage shameless flirting with a hot football jock and hurried handjobs/blowjobs in the janitors closet and a pat on the ass and maybe they do it a few times and the whole school knows and no one can blame them for it jesus they’re both so hot its not fair, or the second option is repressing shit and sidelong glances and lots of confusion until …

… he’s alone at a bar for the first time and someone puts their hands on his hips while he’s trying to hustle them at playing pool and the heavy heat, the solidity, the gruff voice and all that just Do Something and Dean ends up getting blown in the alley behind the bar. I mean, I’m sure there’s more options in there somewhere

See, I’m really into teenage Dean being super shy until he and the football jock get into the janitor’s closet, but that’s just me. BUT I’m also really into the second scenario. That just kills me. 

@casbakespie
i have long maintained the opinion that the reason they don’t have cas in t-shirts on the show is because dean’s hetereosexuality, such as it is, is barely hanging on as is. if dean were in the same room as cas in a t-shirt and tight fitting jeans… well, there’d be a lot of explaining to do why dean’s drooling over him so much

If Cas were in tight jeans and a t-shirt in front of Dean he damn sure wouldn’t be for very long.

winchysteria:

people dean definitely would have had sex with if supernatural was on hbo:

  1. the dude siren from the siren episode
  2. aaron from the golem episode
  3. the cute deputy from yellow fever
  4. eliot ness
  5. victor henriksen probably
  6. Cas
  7. himself from 2014 lets be real