@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.