[What on earth are you talking about? The unconvincing smile works every time! It works on Dean's brother, and it sure as Hell will work on Philip. Nothing upsets Dean Winchester. NOTHING.

All that aside, levity (and Dean's amusement) returns to poke fun at his friend's apology.]

Dude, you were almost bitchier than you were the first time I met you. In retrospect, it was kinda impressive. I wouldn't've wanted to take your class.

[...in reality, he probably would have skipped.]