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Michael Woods (Joey Lawrence) is a lazy, preppy 20-year-old living off the wealth of his parents in Los Angeles, California, while struggling through college classes and dating a spoiled heiress named Gina (Jolie Jenkins), whom his family dislikes. Michael learns that his 11-year-old cousin Tommy Biggs (Andrew Lawrence), whom he has not seen since a family reunion several years earlier, will soon be arriving from Montana to visit.