3. 'Risky Business' (1983)
The sight of young Tom Cruise, in tightie-whities, button down shirt, and tube socks dancing to Bob Seger's "Old Time Rock 'n Roll" by himself became an iconic image for young males in the early Eighties. But watch it again in the context of the movie, and you realize how funny it is. Cruise has always had a gift for physical comedy, though he uses these talents rarely. In this classic, he's alternately ambitious and underachieving, horny yet sheltered, driven yet lost – the ultimate teenager. And when he gets the chance to run a brothel out of his parents' house while they're on vacation, it's both the ultimate in wish fulfillment and a nightmare waiting to happen. A hilarious sex comedy, a touching coming of age movie, and a chance to see a young actor turn into a generation-defining movie star before your very eyes.