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Mesmerized by actress Drew Barrymore, 27-year-old filmmaker Brian Herzlinger sets out to ask her for a date in this chronicle of his quest to meet the girl of his dreams. Ordinary-guy Herzlinger and his crew tackle the task of getting face time with the busy star, but it's not easy. Before he can ask the object of his desire on a date, Herzlinger must get through Barrymore's entourage of publicists, agents, producers and assistants.