Dean: Dude, he's short.
Sam: Hey, Gandhi was a great man.
Dean: For a Smurf.

Just when you thought you were out, they pull you back in, huh, Sammy?

Okay, so what, angels got their hands on some DeLoreans?

Sam: Thank you. Really. Thank you. I won't let you down.
Dean: Oh, I know it. I mean, you are the second-best hunter on the planet

Dean: I know what you are.
Lucifer/Sam: What am I?
Dean: You're the same thing, only bigger. The same brand of cockroach I've been squashing my whole life--an ugly, evil, belly-to-the-ground, supernatural piece of crap. The only difference between them and you is the size of your ego.
Lucifer/Sam: I like you, Dean.

Lucifer/Sam: You don't have to be afraid of me, Dean. What do you think I'm going to do.
Dean: I don't know. Maybe deep-fry the planet?
Lucifer/Sam: Why? Why would I want to destroy this stunning thing... beautiful in a trillion different ways. The last perfect handiwork of God? You ever hear the story of how I fell from grace.
Dean: Oh, good god, you're not gonna tell me a bedtime story, are you? My stomach's almost out of bile.

Future Dean: Sam didn't die in Detroit. He said "yes."
Dean: "Yes"? Wait. You mean..
Future Dean: That's right. The big "yes." To the Devil. Lucifer's wearing him to the prom.

Dean: Oh, come on, you don't trust yourself?
Future Dean: No. Absolutely not.
Dean: Dick.

Future Dean: Okay. If you're me... then tell me something only I would know.
Dean: Rhonda Hurley. We were, uh... 19. She made us try on her panties. They were pink. And satiny. And you know what? We kind of liked it.
Future Dean: Touché.

Dean: You know, it's kind of funny, talking to a messenger of God on a cell phone. It's, you know, like watching a Hell's Angel ride a moped.
Castiel: This isn't funny. Dean. The voice says I'm almost out of minutes.

Castiel: Archangel. The one who killed me.
Dean: Excuse me?
Castiel: His name is Raphael.
Dean: You were wasted by Teenage Mutant Ninjangel?

Dean: Tell me something; you keep saying we're gonna trap this guy, but isn't it kinda like trapping a hurricane with a butterfly net?
Castiel: No, it's harder.

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