He's in a good mood and that money is probably the result of a crooked pool game anyway. The delivery kid lights up because he probably gets tipped once every ten houses and books it as if he's afraid Dean will change his mind.

Sam is right behind him, collects his dinner, makes some excuse about wanting to research while refusing to look at Cas and Dean and ducks back into his room, red-faced.

Cas looks over at Dean very seriously. "Sam seemed uncomfortable."