"Risky Business" (1983)
When parents express concerns about leaving their teenagers home alone for the weekend, this is precisely what they are worried about. Joel Goodsen (Tom Cruise, infamously spending part of the film in his underwear) converts his parent’s house into a makeshift brothel. Talk about can-do spirit. With his smiles and his swagger, Cruise convinces us that, deep down, every teenage boy wishes he were a pimp.