Down-on-his-luck Ray Drecker can't catch a break. The high school basketball team he coaches is on a losing streak, his ex-wife Jessica is remarrying, his two teenage children won't even talk to him, and to top it all off, the summer house he inherited from his parents burns down, leaving him with nowhere to live. Desperate to change his life (and his luck), Ray signs up for a self-help class, where he reconnects with Tanya, an old one-night stand. She suggests Ray use his impressive endowment to enter into the escort business, with her as his "pimp." At first Ray is skeptical, but after re-examining his life, he agrees to the proposal and shakily prepares for his first client.
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