National Lampoon's Blind Date

This is a sort of "dating simulator" if you will, closely related to another interactive movie, Man Enough. This one, however has more in the way of interaction and its humor makes it a more reasonably human experience (instead of being an all-out sexfest).

You control a lucky guy who has been set up on a date with Sandi, a gorgeous and charming girl. Your objective? To get her, of course! (this doesn't mean you get any sexual payoff from the game; though there's a lot of sexual innuendo, your conquest of Sandy is played more for the fun of it than for sex).

Gameplay consists of verbal sparrings which trigger appropriate video sequences; to spice up the action, you also get some mini-games.