Sam: You've got to calm down.
Dean: Calm down? I am wearing sunglasses at night. You know who does that? No-talent douchebags. I hate this game. I hate that we're in a procedural cop show. And you want to know why. Because I hate procedural cop shows. It's like 300 of them on television, they're all the freakin' same.

Castiel: This creature has the power to take a human's form, read minds. Book of Revelations call her the "Whore of Babylon."
Dean: Well, that's catchy.

Dean: You know what I will have that other one [drink].
Bartender: I thought you were working?
Dean: I'm working up to it.

Dean: I'm sorry. I'm sorry, one more time. Like I'm five. What do you mean he's got no...
Castiel: Somehow when Sam was resurrected, it was without his soul.

Dean: You guys don't walk enough. You're gonna get flabby. You know, I'm starting to think Junkless has a better sense of humor than you do.
Castiel: Uriel's the funniest angel in the garrison. Ask anyone.

Benjamin Button me back into burger shape.

Old Dean

Sam: Wow, it's like a magic museum.
Dean: You must be in heaven.

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: [wearing a surgical mask] Hey, I looked like the King of Pop.
Sam: [Rolls eyes]
Dean: Too soon? Too soon.

Sam: Dean, enough!
Dean: What?
Sam: You just punched a Cupid!
Dean: I punched a dick!

Dean: Bobby? What the hell are you doing here?
Bobby: Planting daisies. What's it look like? Came in on the case.
Dean: And you beat me here?
Bobby: Well, brains trumps legs, apparently.

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

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