8) Sex headcanon
Sam may be very dominant in bed but he doesn’t like total and complete submission. He prefers sex to be like a game of tag where he’s the chaser and who he’s sleeping with is the runner.
18) Favorite possession headcanon
Sam has a lock box full of all of his favorite and most cherished things. It’s got photos of people who’ve passed, brochures from some of the weirder motels he and Dean have stayed in, what remains of his first utility knife, ticket stubs from plays and movies Dean took him to when they were kids, and other little things. The box itself is his most prized possession.
19) Favorite photograph headcanon
It’s a photo of himself, Dean, and Cas during the apocalypse. He has no idea who took it or when, but it was one moment of levity between the three of them. Dean’s laughing and Cas is smiling. They all look so much younger back then.
20) Relationship with/thoughts on _____ headcanon
So Sam was actually the one who wound up orchestrating the whole relationship between himself, Dean, and Cas, though it was mostly accidental. He’d finally given up on making any headway with Dean after he came back from Hell, despite their previous dalliances and figured Dean and Cas must’ve had something based on the way they circle around each other all the damn time. Eventually he realized neither of the idiots made a move and wound up harboring a small little crush on Cas himself. After years of nothing happening and no one doing anything about it, Sam finally reached the end of his patience and told Dean that if he wasn’t going to make a move, he was gonna ask Cas out. Dean called his bluff and Sam and Cas started dating. Of course then Dean got all pouty about it and one half-drunken revelation later, the three of them found themselves in a relationship.
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