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Jailbait is a 2004 psychodrama film written and directed by Brett C. Leonard. It stars Stephen Adly Guirgis and Michael Pitt and is set in an unnamed prison in California. The film received numerous independent film nominations and was awarded the Lake Placid Film Festival Grand Jury Prize. Randy (Pitt), a 20-year-old convict, is taken to his cell on his first day in prison. He is greeted by his new cellmate, Jake (Guirgis), a veteran prisoner serving a life sentence for murdering his unfaithful wife. Randy explains that he is serving 25 years for spray painting his neighbor's Mercedes-Benz; the damages exceeded $5000 and therefore the vandalism was considered a felony. As he had already been convicted twice for felony possession of marijuana, this was Randy's third felony and he was sentenced under the California Three Strikes Law. Jake explains to the younger prisoner that 25 years will come to an end and that Randy, unlike himself, will be a free man again someday. The next morning...
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