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Desperate for money after his house burns down, high school basketball coach Ray Drecker (Thomas Jane) makes a drastic decision: He becomes a male escort. With his old flame Tanya (Jane Adams) marketing his "winning tool," Ray begins servicing the women of Detroit. Meanwhile, he deals with his difficult ex-wife, Jessica (Anne Heche), and her new husband, Ronnie (Eddie Jemison), while trying to help his offbeat teenage kids with their problems.
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Summary of Season 1 (2009) - 2 discs
Beset by a perfect storm of personal and financial woes, desperate high school teacher Ray Drecker (Thomas Jane) attends a self-help seminar to discover a personal "winning tool" that he can market. He soon figures out the tool, and it's very personal indeed. With the help of an old flame and aspiring poet named Tanya (Jane Adams), Ray finds a new calling as a male escort servicing the Detroit area in this Golden Globe-nominated, offbeat HBO series.

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