I feel like Derek is the sweetest to drunk Stiles. Like once Stiles loses his inhibitions Derek loses his asshole act. So he says yes to EVERYTHING Stiles says, with zero percent snark or eye rolls. Like Stiles could go, I want a pony with your face on it and Derek would just be like, 'okay dear' but the sad part is that Sober Stiles doesn't remember any of this so he can't blackmail his boyfriend for being so mushy to his drunk self.
I am 1000% here for Derek being a pure little cinnamon roll underneath all the gruff and leather. Which, hey, let’s be real here - this is actually canon. Derek Hale talks a big game and he snarls and growls and threatens to rip your throat out but this is also….a bit of an act. Or at least, these are the kind of things Derek’s walls are built of. After all, he’s had to learn to protect himself, emotionally speaking. His first love died and the second woman he opened himself up to murdered almost his entire family. He’s an abuse victim - several times over by season 3 - and when he lost Laura, he not only lost the very last person he trusted but the very last person who loved him.
Sarcasm is Stiles’ defence and while Derek is snarky and sarcastic and is pretty much the only one who can go toe to toe with Stiles in a game of verbal tennis, we all know he is also this guy
We all know, at Derek’s core, he is cocky and arrogant. We all know he is a book nerd and likes to show off. We all know Derek Hale is, in fact, a dork.
And the thing is, while older!Derek is emotionally closed off, is hardened and scared, his experiences having shaped and changed him, we still see glimpses off this boy and it hurts. I mean, ffs, almost ten years later and he’s still using basket balls to flirt???
HELP THIS BOY. HE THINKS HE’S SO SMOOTH.
And to be honest, if we do look at this scene as Derek flirting with Stiles, or at least being playful, it actually really hurts because Stiles is the only person Derek does this with. Derek “bad mouths” Stiles a lot but he also likes to play with him a little and it’s like, just for a few small moments every now and again, Derek can be himself. He can be this guy
(coincidence these scenes are also with Stiles?? *looks at the camera like I’m in the office)
He can be the person underneath all the walls. And what is beautiful is that even though Derek likes playing with Stiles in the beginning, he does not like Stiles playing with him back. We see that several times. He’s not ready for that, it scares him and he is very wary of it. But then you get to this scene
and it’s so beautiful and makes me want to cry because
DEREK LETS STILES PLAY WITH HIM.
And I think, little by little, as they get closer and closer (aka Stiles going to college and “oh my god, Derek?? what are you doing here??”) Derek will let his guard down for Stiles. Will his walls go away? Of course not. But will Stiles build a goddamn stair case up those walls? Will he get to peer over and see a whole other side to Derek, a side Derek is very protective of other people seeing? I have no doubt, because what gets me about Sterek is that Derek Hale, while being someone who shuts everyone out, and understandably so, (even though all he really craves is pack and family) he lets Stiles in, bit by bit. This is why, even though their relationship in canon is never an explicit “I love you”, I don’t give a fuck because what their relationship in canon is is this whole build up of beautiful, beautiful trust.
It’s Derek letting Stiles put his hand on his shoulder when he’s at his most vulnerable. It’s Stiles being hesitant to put his hand on Derek’s shoulder because he fucking knows Derek’s deal with being touched at this point.
It’s Derek trusting Stiles enough to leave his baby sister with him, even though she is all he has left in this world.
It’s getting to THIS FUCKING POINT
AND I REALISE I DIDN’T ANSWER YOUR HEADCANON, EVEN IN THE SLIGHTEST, BUT MY ANSWER IS YES. DEREK HALE WOULD BE THE SWEETEST PERSON EVER TO DRUNK!STILES AND THAT IS 100000% CANON. HE’LL PUT HIM TO BED AND COVER HIM WITH BLANKETS AND LET STILES SNUGGLE WHEN HE ASKS, ALL THE WHILE FREAKING THE FUCK OUT BECAUSE HERE HE GOES CARING ABOUT SOMEONE AGAIN. AND SO HE’LL ROLL HIS EYES AND SAY SOMETHING SNARKY BUT DON’T LET HIM FOOL YOU. HE CARES THE MOST. OUT OF EVERYBODY, DEREK HALE CARES THE FUCKING MOST AND IF YOU CALL HIM UP CRYING AT 3AM AND ASK HIM FOR ICE CREAM, HE’LL GO AND BUY YOU THAT ICE CREAM BECAUSE HE’S ACTUALLY JUST A CONCERNED DORK WHO HASN’T CHANGED HIS FLIRTING GAME SINCE HE WAS FIFTEEN.