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.

Dean: Tell me something. Where's God in all this?
Zachariah: God? God has left the building.

What's this supposed to be, the suite life of Zach and Cas?

Dean: I need you to take me to see Sam.
Castiel: Why?
Dean: There's something I have to talk to him about.
Castiel: What's that?
Dean: The BM I took this morning. What's it to you? Make it snappy.

Dean: Yeah, well, I'll tell you one thing. At this point, I hope he's with Ruby.
Bobby: Why?
Dean: 'Cause killing her is the next big item on my to-do list.
Bobby: I thought you were on call for angel duty.
Dean: I am on call, in my car, on my way to murder the bitch.

If you walk out that door, don't you ever come back.

Dean: Well, it's about time. I've been screaming myself hoarse out here for about two and a half hours now.
Castiel: What do you want?
Dean: Well, you can start with what the hell happened in Illinois?
Castiel: What do you mean?

Congrats, Sammy. You just bought yourself a benchwarmer seat to the Apocalypse.

Dean: What were you doing anyway?
Sam: I went for a Coke.
Dean: Was it a refreshing Coke?

Dean: Cas you okay?
Jimmy: Castiel - I'm not Castiel. It's me.
Sam: Who's me?
Jimmy: Jimmy - my name's Jimmy.
Dean: Where the hell is Castiel?
Jimmy: He's gone.

Castiel: We need to talk.
Dean: I'm dreaming, aren't I?
Castiel: It's not safe here... someplace more private.
Dean: More private? We're inside my head.
Castiel: Exactly. Someone could be listening.

Dean: You know I finally get why you and dad butted heads so much. You two are practically the same person. I mean I worshipped the guy, y'know: 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. I see that now.
Sam: I'll take that as a compliment.
Dean: You can take it any way you want.

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