Jesse: What, didn't your dad tell you about the Tooth Fairy?
Dean: My dad? My dad told me different stories

Sam: Have you seen you? You look like...
Dean: ... the old chick in Titantic. Shut up.

Dean: And by the way, how you doing?
Bobby: Doing?
Dean: Yeah. You know, just... in general.
Bobby: Oh, you mean my legs. I'm just weeping in my Haagen-Dazs. Idjit.

Old Dean: You saw a chance to turn the hands of the clock back and get out of that damn chair. Pretty tempting. I can imagine.
Bobby: No, you can't.
Old Dean: You got me. I never been paralyzed. But I tell you something--I've been to Hell, and there's an archangel there wanting me to drop the soap. Look at me! My junk's rustier than yours!

Dean: You're family. I don't know if you've noticed, but me and Sam, we don't have much left. I can't do this without you. I can't. So don't you dare think about checking out. I don't want to hear that again.
Bobby: Okay.
Dean: Okay. Good.
Bobby: Thanks. Now, we done feeling our feelings? 'Cause I'd like to get out of this room before we both start growing lady parts.

Sam: It's like Mission: Pathetic.

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?

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.

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

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

Dean: Well, you sure look lovely tonight. Especially for a dead chick.
Latisha Actress: Buddy, I have heard that line 17 times tonight, okay? And all from dudes wearing MacGyver jackets. But you seem different.
Dean: How so?
Latisha Actress: Well, you don't seem scared of women.

So what does the future hold for Sam and Dean? Well, uh, how do you feel about angels? Yeah. you know, because let me tell you, they're not nearly as lame as you think.

Chuck

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