Dean: And by the way, how you doing?
Bobby: Doing?
Dean: Yeah. You know, just... in general.
Bobby: Oh, you mean my legs. I'm just weeping in my Haagen-Dazs. Idjit.

Sam: It's like Grumpy Old Men.
Dean and Bobby: Shut up, Sam!

Sam: Have you seen you? You look like...
Dean: ... the old chick in Titantic. Shut up.

Castiel: (sits on a whoopee cushion) That wasn't me.
Dean: Who put that there?

Jesse: What, didn't your dad tell you about the Tooth Fairy?
Dean: My dad? My dad told me different stories

Sam: Oh, d-dude... that's not what I think it is, is it?
Dean: I got bored. That nurse was hot.
Sam: You know you can go blind from that, too.

Dean: Yeah, everything Jesse believes comes true. He thinks the Tooth Fairy looks like Belushi, uh, joy buzzers really shock people, boom that's what happens.
Sam: Yeah, but convince him that joy buzzers don't actually work and they go from killer machines back into crap toys.
Dean: Probably doesn't even know he's doing it. How is he doing it?

Sam: Dude, what the hell?
Dean: I had a hunch I went with it.
Sam: You risked my ass on a hunch?
Dean: You're fine. Besides now we know who's turning this town into Willy Wonka's worst nightmare.

I'm Agent Bonham, this is Agent Copeland.

Dean: Not a word.
Sam: Dude, you just got whaled on by Paris Hilton.

Dean: Let me get this straight. Your, uh, ultimate hero was not only a short man in diapers, but he was a fruitarian.
Sam: That's not the point.
Dean: That is good. Even for you, that is good

Dean: Is that Gandhi?
Sam: Yeah!
Dean: Dude, he's squirelly.

Supernatural Quotes

Why do they call this place The Empty? It's full. It's full of sorrow and despair playing over and over again of angels and demons dreaming about their regrets. Forever.

Ruby

Weird, creepy, off-the-grid "Children of the Corn" people? Yeah, I’m in.

Dean