Dean: Where's Cass?
Chuck: He's dead. Or gone. The archangel smote the crap out of him. I'm sorry.
Dean: You're sure? I mean, maybe he just vanished into the light or something.
Chuck: Oh, no. He exploded. Like a water balloon of chunky soup.

Zachariah: I see you told the demons where the sword is.
Dean: (deadpan) Oh, thank God. The angels are here.

Zachariah: You're Michael's vessel. Or rather, his receptacle.
Dean: I'm a vessel?
Zachariah: You're the vessel. Michael's vessel.
Dean: How? Why, why me?
Zachariah: Because you're chosen! It's a great honor, Dean.
Dean: Oh, yeah. Life as an angel condom. That's real fun. I think I'll pass, thanks.

Dean: You need my consent. Michael needs my say-so to ride around in my skin.
Zachariah: Unfortunately, yes.
Dean: Well, there's got to be another way.
Zachariah: There is no other way. There must be a battle. Michael must defeat the Serpent. It is written.
Dean: Yeah, maybe. But, on the other hand... eat me. The answer's no.

Castiel: You two need to be more careful.
Dean: Yeah, I'm starting to get that. Your frat brothers are bigger dicks than I thought.

What if we win? I'm serious. I mean, screw the angels and the demons and their crap Apocalypse. They want to fight a war, they can find their own planet. This one's ours, and I say they get the hell off of it. We take 'em all on. We kill the Devil. Hell, we even kill Michael if we have to, but we do it our own damn selves.

Bobby: You are nine kinds of crazy, boy.
Dean: It's been said.

What's it been, like three days now? We got to cheer (Bobby) up. Maybe I'll give him a back rub.

Dean: God?
Castiel: Yes.
Dean: God?
Castiel: Yes. He isn't in Heaven. He has to be somewhere.
Dean: Try New Mexico. I hear he's on a tortilla.
Castiel: No, he's not on any flatbread.

Dean: You're gonna go out there again?
Sam: Well, crap doesn't hit the fan with coffee breaks.

So, pit stop on Mount Doom?

Dean: Do I know you?
Becky: No, but I know you.

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