You know, the dizzy lizard's idea's not that farfetched when you think about it. Especially when Dean ends his little speech with the following call to arms: "We [gotta] stop being martyrs, man! We [gotta] stop spreading it for these demons! We take this knife, and we go after Lilith our way -- the way [our worthless bastard of a so-called father] taught us to!" The way Sucky John taught them to? Dead Sucky John? That guy? Yeah, they're fucked, and The Trickster's behind it all.
So, they quite naturally finish up their Touching Scene by breaking each other's balls. "Whaddya think?" Dean wonders, referring to his Mighty Plan Of Epic Failure. Sam pauses for a deeply contemplative moment, then replies, "I think you totally should have been jammin' 'Eye Of The Tiger' right there." "Aw, bite me," Dean shoots back. Hee. "Totally rehearsed that speech, too," Dean adds. Why Sam neglects to note he heard that very speech before from one of their occasional enemies, I'll never know, but let's ignore all of that until next season and keep this moving, shall we? "Tell me something," Dean begins, referencing Ruby's assertion regarding Lilith's current whereabouts, "the hell does a demon do for fun?"