Dean grins widely, all the smug gloating that he's capable of -- and it's a lot -- pouring out of him. That hadn't taken long at all, or maybe Crowley's just that much of a heartless SOB. Probably that one. He sets the beer down and instead produces a lollipop; that's probably the biggest sign of something being wrong with Dean, that he's choosing candy over beer, but no matter how much he's been using his trickster powers for beer, the candy is the most satisfying.

"It's a good thing for you this place doesn't have Hallmark commercials." He leans forward, that smile only getting bigger. "You're gonna need a lot of tissues. And not for the fun reasons."

Standing back upright again, he sets the lollipop between his teeth, lets Crowley enjoy his insufferable smugness for a few more seconds, and then he disappears.