Sam: You just went. You didn't hesitate, because you care and that's who you are. Me, I wouldn't even think to try.
Dean: Yes you would
Sam: No Dean. I'm telling you. It's just better with you around.

I'll pay you money if you sit still. This is like diffusing an IED with poop.

Dean

You've got a whole Dr. Huxtable vibe coming off you. You're like... father material.

Sam

Who died and made you boss?

Dean

I was expecting more Dr. No, less Liberace.

Dean

So how about you two sack up and help me for once!

Bobby

Bobby: Ok then, lets roll credits on this chick flick. You boys have a safe flight and uh, try some of the local grub. I hear it's exotic.
Dean: Oh yeah, no, definitely, we are. I hear they have an Olive Garden.

Woman: I'm sitting like this so you'll look at my breasts. I just bought them. I need a lot of attention.
Dean: Good luck with that.

Is that Bobby Singer? Give him a kiss for me.

Crowley

Whoa, this one's got a little bit of a wild side. It's all in the eyes, Sam. See it?

Dean

Dean: So he came by here?
Girl: Oh, he came by a few times.
Dean: Did he? To uh speak to Nicole?
Girl: Right.

Dean: And how would you characterize their relationship?
Girl: Relationship? No, no, they weren't having a relationship.
Dean: Just the tone or the nature of their conversation.
Girl: Well... loud. And athletic?

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