4x17
Dean: Angel or not, I will stab you in the face.
'Time Bomb'
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4x17
Dean: Angel or not, I will stab you in the face.
4x13
Dean: The whistle makes me their god.
5x18: SAM: I saw your eyes. You were totally rockin' the "yes" back there. So, what changed your mind?
DEAN: Honestly? The damnedest thing. I mean, the world's ending. The walls are coming down on us, and I look over to you and all I can think about is, "this stupid son of a bitch brought me here." I just didn't want to let you down.
5x18: DEAN: Word to the wise--don’t piss off the nerd angels.
5x18: ZACHARIAH: You know Sam and Dean Winchester are psychotically, irrationally, erotically codependent on each other, right?
It's weird because I'm browsing for "Supernatural" quotes while watching "Leverage" so I keep mistaking Sterling for Crowley.
4x12
Dean: There's been a misunderstanding. I think, uh, I've been had.
Chief: Oh, you ain't been had till you been had by The Chief. Oh, and before we get started, what's your safe word?
Current totals:
I think this has been mentioned but maybe not officially quoted?
S1 1x1 Dean: No chick flick moments.
Sam: Alright...jerk.
Dean: Bitch.
And did we get this one?
S1 1x1 Dean: House rules, Sammy. Driver picks the music, shotgun shuts his cakehole.
I'll expand the suggestion to include the chick flick line.
4x5
Dean: Brother! I have been re-hymenated. And the dude will not abide!