Dean: You had sex with April? Did you have protection?
Castiel: I had my angel blade.

Vampirates.

Dean

Save the Hallmark. It's gonna work. Nobody gets left behind.

Dean

Dean: Excuse me. Do you have any Grey Poupon?
Sam: Grey Poupon? Seriously?
Dean: It's what popped in my head.

Idgits.

Bobby
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Sam: Huh.
Dean: Shut it.
Sam: I just said huh.
Dean: I just said shut it.

I was gonna say you look like you've seen a ghost, but you'd probably be stoked.

Sam

Maybe I'm not ready to hunt. But I am just trying to do the right thing, man. 'Cause I am so sick and tired of doing the wrong one.

Dean

It's possible there's a little monster in all of us.

Castiel

Dean: I'm not sure if he's my brother any more. If he ever was.
Bobby: You stupid stupid son of a bitch! Well boo hoo. I am so sorry your feelings are hurt... princess! Are you under the impression that family's supposed to make you feel good? Make you an apple pie, maybe? They're supposed to make you miserable! That's why they're family.

Castiel: The only thing you're going to see out there is Michael killing your brother.
Dean: Well, then I ain't gonna let him die alone.

It seems like you and Dean are talking, but no one's listening to each other.

Garth

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