You want to be a real boy Pinocchio; you've got to act the part.

Dean

Fake it 'til you make it.

Dean

Dean: You don't care. You have to care.
Sam: About what exactly?
Dean: About everything!

We do what we got to do and we get my brother back.

Sam

It's your gigantor body and maybe your brain, but it's not you. So just stop pretending.

Dean

Sam: Why shack up with a family? Is it a kinky thing? Do you like to play with your food? Roll over, Lucky. Speak.
Lucky: Go to hell.
Sam: Already been. Didn't agree with me.

Dean: Ok time to go. Now, we can either do this the easy way or the hard way.
Sam: (laughs) What? Soul or not, that's funny.

Three skuzzy bars, one skuzzy strip club, a chilidog joint, seven or eight nightcaps, and now, scotches in the library. I'm getting sorosis just watching this.

Dean

Let me get dressed, Robo-Cop.

Dean

Is that Bobby Singer? Give him a kiss for me.

Crowley

Christian: Who you calling?
Dean: Your wife. Let her know I'm not gonna make it over tonight.

I'm asking the questions here, Fright Night.

Dean

Supernatural Season 6 Quotes

How do you keep your lawn so green? C'mon Dean, you've never been what I call, Brady.

Yellow-Eyed Demon

It's like chicks specifically dig unavailable guys.

Dean