Just makes me chuckle every time i watch it. I've been reading, again, Debra Tannen's work on men/women's communication styles, especially at work, in relationships and she's found men see themselves as having bragging rights in larger social settings, business meetings, etc while women shirk at that notion. I wonder if this is so funny because he's mixing business modes of bragging with potential romantic. And his bluntness makes him sound so stupid. No, that's not it. Why does this work???!