I hope I'm not too late!
Season 4, Round 2, Bracket #1/2:
Castiel: I'm the one who gripped you tight and raised you from perdition.
Chuck: Well there is only one explanation. Obviously I'm a God. A cruel, cruel capricious god.
Bobby: Solid iron. Completely coated in salt. One hundred percent ghost-proof.
Sam: You built a panic room?
Bobby: (defensively) I had a weekend off.
Dean: Y'know, I finally get why you and Dad butted heads so much. You two are practically the same person. I mean, I worshiped the guy, I dressed like him, I acted like him. I listened to the same music. But you are more like him than I will ever be. And I see that now.
Sam: I'll take that as a compliment.
Dean: You take it any way you want.
Season 4, Round 2, Bracket #2/2:
Dean: You can take your peace, and shove it up your lily-white ass. 'Cause I'll take the pain, and the guilt, I'll even take Sam as is. It's a lot better than bein' some Stepford Bitch in paradise!
Dean: If He doesn't exist, fine. Bad crap happens to good people. That's how it is. And no rhyme or reason, just random horrible, evil. I get it. Okay? I can roll with that. But if He is out there, what's wrong with Him? Where the hell is He while all these decent people are getting torn to shreds? How does He live with Himself? You know, why doesn't He help?
Dean: There's Sam Girls and Dean Girls and...What's a slash fan?
Sam: As in Sam slash Dean together.
Dean: Like together, together? They do know we are brothers right?
Bobby: You stupid, stupid son of a bitch! Well, boo hoo! I am so sorry your feelings are hurt, princess! Are you under the impression that family's supposed to make you feel good, make you an apple pie, maybe? They're supposed to make you miserable! That's why they're family!