Dean: Well, I got to ask. How old are you?
Death: As old as God. Maybe older. Neither of us can remember anymore. Life, death, chicken, egg. Regardless - at the end, I'll reap him, too.
Dean: God? You'll reap God?
Death: Oh, yes. God will die, too, Dean.

Dean: So please tell us you have actual good news.
Bobby: Chicago's about to be wiped off the map. storm of the millennium. Sets off a daisy chain of natural disasters. Three million people are gonna die.
Dean: Huh.
Castiel: I don't understand your definition of good news.

Disease gets a bad rap, don't you think? For being filthy. Chaotic. Uh, but really, t-that just describes people who get sick. Disease itself... very... pure. Single-minded. Bacterium have one purpose--divide and conquer. That's why, in the end... it always wins. So, you've got to wonder why God pours all of his love into something so messy... and weak. It's ridiculous. All I can do is show him he's wrong, one epidemic at a time.

Pestilence

That's the beauty about improv, Sammy. You never know what's gonna come out of your mouth.

Dean

Castiel: You said "no" to Michael. I owe you an apology.
Dean: Cass. I-It's okay.
Castiel: You are not the burnt and broken shell of a man that I believed you to be.
Dean: Thank you. I appreciate that.
Castiel: You're welcome.

World's gonna end, seems silly to get all precious over one little soul.

Bobby

Bobby: Why'd you take a picture?
Crowley: Why'd you have to use tongue?

Let's just say when they're all getting their Grammys, they shouldn't all be thanking God.

Crowley

Well then get the hell off my property before I pump you so full of rock salt you crap margaritas.

Bobby

Brady: You've screwed me for eternity.
Crowley: No, you won't last that long. Trust me.

Why? Because Crowley said so? Because we trust him now? Like I trusted Ruby? Or like I trusted Brady back at school?

Sam

Hey, hot stuff, watch the upholstery.

Dean

Supernatural Season 5 Quotes

So what's it all add up to? It's hard to say. But me, I'd say this was a test... for Sam and Dean. And I think they did all right. Up against, Good, Evil, angels, devils, Destiny, and God himself, they made their own choice. They chose family. And, well... isn't that kinda the whole point? No doubt - endings are hard. But then again... nothing ever really ends, does it?

Chuck

Dean: Dude, he's short.
Sam: Hey, Gandhi was a great man.
Dean: For a Smurf.