Sam and Dean facing off with the supernatural on Valentine's Day? Does that mean Dean is finally going to tell his brother about his connection to the Darkness? That must be why Sam is sitting for his conversation.
Castiel: It's very complex. If the pizza man truly loves this babysitter, why does he keep slapping her rear? Perhaps she has done something wrong. Dean: Are you watching porn? Why? Castiel: It was there. Dean: You don't watch porn in a room full of dudes. And you don't talk about it. Just turn it off. Well now he's got a boner.