- Sam Winchester: You know we always talk about taking a break, going camping? This could be like camping, it could be fun.
- Dean Winchester: Yeah, which part? Freezing our nuts off in the middle of the woods on a thin lead?
- Sam Winchester: Yeah, that part.
- Sam Winchester: [after Dean has almost killed himself to convince Billie to let Sam go in exchange for Dean's soul] Hey, so - what did you do? When you thought I was dead. What did you do?
- Dean Winchester: Thought about redecorating your room, y'know? Putting in a jacuzzi, a nice discoball - really class up the joint.
- Sam Winchester: Right. Seriously.
- Dean Winchester: What. I uh - I knew you weren't dead.
- Michelle: What are you doing?
- Dean Winchester: I need to talk to a... I wouldn't call her a friend, more like a scary crazy death machine. Werewolves aren't the only monsters out there.
- Michelle: How exactly do you talk to an evil scary death machine?
- Dean Winchester: Easy. I die.
- Dean Winchester: The Darkness is out there. And the world is gonna burn and once she gets started, that's the end. Of everything, including you. Sam's the only one who can stop it.
- Billie: How's that?
- [as Dean isn't able to answer]
- Billie: I thought so. It's cute, though. You're pretending you're trying to save Sam for the greater good when we both know you're doing it for yourself.