Tessa: You don't remember me?
Dean: Honestly, if I had a nickel for every time I heard a girl say that...

Dean: How the hell are we supposed to fight that?
Sam: I don't know. Learn some ghost moves?
Dean: By tonight? Yeah, sure. I'll meet you back at Mr. Miygai's.
Cole: Who's Mr. Miyagi?

Sam: Get out of me.
Dean: You're such a prude. Come on.

Castiel: You need to be more careful.
Dean: You need to learn how to manage a damn devil's trap.

Castiel: I know our fate rests with you.
Dean: Then you guys are screwed. I can't do it, Cass, it's too big. Alastair was right. I'm not a hero, I'm not strong enough. Well I guess I'm not the man either of our dads wanted me to be. Find someone else. It's not me.

Dean: You guys don't walk enough. You're gonna get flabby. You know, I'm starting to think Junkless has a better sense of humor than you do.
Castiel: Uriel's the funniest angel in the garrison. Ask anyone.

I'm sitting in a laundry-mat, reading about myself... sitting in a laundry-mat reading about myself. My head hurts.

Everything is in here, I mean everything, from the racist truck to me having sex. I'm full frontal in here, dude.

Dean: It frustrates me when you say such reckless things.
Sam: Well, it frustrates me when you'd rather hide than fight.

Dean: I'm starving, lets get breakfast.
Sam: Where? We're like two hours from anything.
Dean: But I'm hungry now.
Sam: There is probably still a sandwich in the backseat.
Dean: It's tuna.

Dean: Adam doesn't have to be cursed.
Sam: He's a Winchester. He's already cursed.

Dean: Do I know you?
Becky: No, but I know you.

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