What are you, the Hamburglar?

Dean

Why does Heaven care if Harry meets Sally?

Dean

Unleash the Kraken. See you tomorrow morning.

Sam

Dean: Hey, when I want to drink, I drink. When I want sex, I go get it. Same goes for a sandwich or a fight.
Castiel: So... you're saying you're just well-adjusted?
Dean: God, no. I'm just well-fed.

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

Cupid: Love is more than a word to me, you know? I love love, I love it! And if that's wrong, I don't want to be right!
Castiel: Yes, yes. of course. I, uh... I have no idea what you're saying.

Dean: Cherub?
Castiel: Yeah, they're all over the world. There are dozens of them.
Dean: You mean the little flying fat kids in diapers?
Castiel: They're not incontinent.

Dean: Where am I going?
Sam: Dean, it's Valentine Day. Your favorite holiday, remember? I mean, what do you always call it - uh, Unattached Drifter Christmas?

Castiel: This is their handshake.
Dean: I don't like it.
Castiel: No one likes it.

Supernatural Season 5 Episode 14 Quotes

Dean: Where am I going?
Sam: Dean, it's Valentine Day. Your favorite holiday, remember? I mean, what do you always call it - uh, Unattached Drifter Christmas?

Castiel: This is their handshake.
Dean: I don't like it.
Castiel: No one likes it.