Chuck Shurley: I'm the prophet Chuck!
Lilith: You've got to be joking.

Young Sam: Any word from Dad?
Young Dean: He called this morning, says it's going to be another week, at least. We weren't supposed to be here this long.
Young Sam: At least you got Amanda. She's cool.
Young Dean: Dude, she wants me to meet her parents. I don't do parents.

You sorry sons of bitches. Why do you think you two are the vessels? Think about it. Michael, the big brother, loyal to an absent father. And Lucifer, the little brother, rebellious of daddy's plan. You two were born to this, boys! It's your destiny. It was always you. As it is in Heaven, so it must be on Earth. One brother has to kill the other.

Trickster

Hi. I'm Bobby. I'm a ghost.

Bobby

Dean: Ally with the Trickster?
Sam: Yeah.
Dean: A bloody, violent monster... and you wanna be Facebook friends with him? Nice, Sammy.

Dr. Piccolo: Doctor, seriously.
Sam: What?
Dr. Picolo: Seriously, you are brilliant, you know that, and a coward. You're a brilliant coward.
Sam: Uh, what are you talking about?
Dr. Picolo: As if you don't know.

Bobby: Ok then, lets roll credits on this chick flick. You boys have a safe flight and uh, try some of the local grub. I hear it's exotic.
Dean: Oh yeah, no, definitely, we are. I hear they have an Olive Garden.

So how about you two sack up and help me for once!

Bobby

Trickster/Gabriel: Where'd I screw up.
Sam: You didn't. Nobody gets the jump on Castiel like you did.
Dean: Mostly it was the way you talked about Armageddon.
Trickster/Gabriel: Meaning?
Dean: Well, call it personal experience. Nobody gets that angry unless they're talking about their own family.
Sam: So which one are you? Grumpy, Sleepy, or Douchy?

Barry: That's your brother with Amanda Heckerman? He's so cool.
Young Sam: Yeah, he thinks so.

I was expecting more Dr. No, less Liberace.

Dean

Sam: It's like Mission: Pathetic.

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