Sam: Just watch Adam.
Bobby: How? You may have noticed, he has a slight height advantage.

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.

Bobby: You can't give up, son.
Dean: You're not my father. And you ain't in my shoes. (Bobby takes out a bullet) What is that?
Bobby: That's the round I mean to put through my skull. Every morning, I look at it, and I think.. "Maybe today's the day I flip the lights out." But I don't do it. I never do it. You know why? Because I promised you I wouldn't give up!

Zachariah: All they care about upstairs, ain't it? Results, results, results. They don't know. They're not down on the ground, in the mud, nose to nose with all you pig-filthy humans. Am I right?
Stuart: Absolutely - filthy what?
Zachariah: I mean, whatever happened to personal loyalty? How long have I worked for these guys. Five millennia? Six?
Stuart: Seems like it, doesn't it.
Zachariah: Damn straight it does.

Dean: And the Enochian exorcism?
Castiel: Fake. It actually means, "You, um, breed with the mouth of a goat." It's funnier in Enochian.

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.

Sam: What's wrong with you? Are you... drunk?
Castiel: No! Yes.
Sam: What the hell happened to you.
Castiel: I found a liquor store.
Sam: And?
Castiel: I drank it.

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.

No drinking, no gambling, no pre-marital sex. Dean, they basically just outlawed 90% of your personality.

Sam

The worst was the smell. The pain, well... what can you say about your skin bubbling off? But the smell was so... You know, for a second, I thought I left a pot roast burning in the oven. But.. it was my meat. And then, finally, I was dead.

Mary

See, you got to stop thinking of Heaven as one place. It's more like a buttload of places. All crammed together. Like Disneyland. Except without all the anti-Semitism.

Ash

Wow. Running from angels... on foot... in Heaven. With out-of-the-box thinking like that, I'm surprised you boys haven't stopped the Apocalypse already.

Zachariah

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.