Season 3, Episode
While the boys are on the trail of the Colt, Bella tips off the Feds and Sam and Dean are arrested. The bad times don't end there because a flurry of demons attack them while in lock up.
Dean: How are we going to Houdini out of this one?
DD Steven Gross: Well, I'll be damned. I was betting on your headstone reading "Couldn't Catch the Winchester Boys."
Dean: You kinky son of a bitch. We don't swing that way.
Dean: I'll live, you know, if we get out of here alive.
Dean: It's kind of wild, right? I mean, it's like they're coming right for us. They've never done that before. It's like we've got a contract on us. Think it's because we're so awesome? I think it's because we're so awesome.
Henrickson: I shot the sheriff.
Dean: But you didn't shoot the deputy.
Dean: You don't poke a bear with a BB gun. It's just going to make 'em mad.
Dean: If it makes you feel any better, Bigfoot's a hoax.
Dean: Honestly, I think the world's going to end bloody but it doesn't mean we shouldn't fight. We do have choices. I choose to go down swinging.
Ruby: Does anyone have a breath mint? Some guts splattered in my mouth while I was killing my way in here.
Nancy: When this is over, I'm going to have so much sex but not with you.
Sam: So what are you going to tell them?
Henrickson: The least ridiculous lie I can come up with in the next five minutes.
Dean: Good luck with that.