Dean: So, screw destiny right in the face. I saw we take the fight to them, do it our way.
Sam: Sounds good.

Dean: Where the hell are we?
Castiel: Van Nuys, California.
Dean: Where's the beautiful room
Castiel: In there.
Dean: The beautiful room is in an abandoned muffler factory in Van Nuys, California?
Castiel: Where'd you think it was.
Dean: I-I don't know. Jupiter. A blade of glass? Not Van Nuys.

Word to the wise. Don't piss off the nerd angels.

Dean: So, why don't you just tell us everything. Start from the beginning.
Adam: Well, I was dead and in Heaven... except it--it, uh, kind of looked like my prom. And I was making out with this girl. Her--her name was Kristin McGee.
Dean: Yeah, that sounds like Heaven. Did you get to third base?
Sam: Just, uh... just keep going.

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: 'Course, that's if you can get past the velvet rope. Must be nice--being chosen.
Leah: Well, Dean... you're chosen.
Dean: More like cursed.

Sam: Dad said they always had the perfect marriage.
Dean: It wasn't perfect until after (Mary) died.

Sam: Heaven?
Dean: Yeah.
Sam: Okay, how are we in Heaven?
Dean: All that clean living, I guess.

Go ahead, Roy. Do it. But I'm gonna warn you--when I come back, I'm gonna be pissed.

What are you, the Hamburglar?

Why does Heaven care if Harry meets Sally?

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.

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