7. Risky Business (1983)
Only a total square would follow all of the rules when their parents go on a vacation for a week. In this undeniable classic of the teen sex comedy genre, Joel Goodsen (Tom Cruise) wrecks his dad's Porsche, has sex on the train with a hooker (Rebecca De Mornay), and throws a wild house party with her prostitute friends. Best of all: The working girls help him get into Princeton!
The sex industry has never been portrayed in such a positive light.