[Colonel Flagg]

If he's taking you to dinner, I'd say complain vociferously about whatever you've ordered, making a big show of insulting the waitperson, chef, or maitre'd. If it's a movie, talk nonstop during it, asking questions and giving away plot points. Especially helpful here is seeing the movie first before he takes you to it.

Works every time.

Tadao's suggestion is pretty good, too.