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.

Dean: Bobby? What the hell are you doing here?
Bobby: Planting daisies. What's it look like? Came in on the case.
Dean: And you beat me here?
Bobby: Well, brains trumps legs, apparently.

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.

Benjamin Button me back into burger shape.

Old Dean

Cathy Randolph: I could have sworn I saw... the Incredible Hulk.
Sam: The Incredible Hulk?
Cathy Randolph: I told you, it's crazy.
Dean: Bana or Norton?
Cathy Randolph: Oh, no, those movies were terrible. The TV Hulk.
Dean: Lou Ferrigno?
Cathy Randolph: Yes.

Sam: You've got to calm down.
Dean: Calm down? I am wearing sunglasses at night. You know who does that? No-talent douchebags. I hate this game. I hate that we're in a procedural cop show. And you want to know why. Because I hate procedural cop shows. It's like 300 of them on television, they're all the freakin' same.

Trickster/Gabriel: Where'd you get the holy oil?
Dean: You might say we pulled it out of Sam's ass.

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?

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

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.

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