Wait can I send in a pairing for headcanons? If so, yay! If not, feel free to delete this haha. My ot3 is Dean/Gabriel/Sam (wincestriel?), could I maybe get some headcanons?
This pairing has literally never occurred to me, but I LIKE IT, this needs to be more of a thing. Wincestriel, yes. Good. MORE.
Dean and Gabriel are utterly ruthless together. Dean’s spent years pranking Sam, Gabriel was a trickster for millennia, and when they combine their talents it results in Sam getting tickled in a variety of incredibly creative ways. They’re relentless with their teasing, and Sam is always just a giggling, squirming, nervous ball of anticipation before they even get started.
Sam and Gabriel tend to team up when Gabriel starts feeling like Dean’s getting just a bit too cocky, which Sam is always game for after constantly being the target of their antics. Sam takes great pleasure in teasing Dean by slowly getting closer and closer to his sensitive hips before finally digging in, but Gabriel’s favorite method is using his grace to manipulate Dean’s skin into being a little (read: lot) more susceptible to tickling... everywhere.
Gabriel is a bit harder to pin down, though when they do manage to get him in one spot Sam and Dean make a near-flawless team. They take turns targeting all of his weak spots, and with a great deal of fondness and complaints/threats through loud laughter, he lets them. (Though of course when they’re done he holds them down with his grace and gets them both back tenfold.) Whenever Gabriel asks the brothers to groom his wings they sneak in tickles here and there until he whirls around and attacks Sam and Dean with his soft, downy, incredibly-good-at-tickling feathers.
