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Sideways is a 2004 comedy-drama film written by Jim Taylor and Alexander Payne and directed by Payne. Adapted from Rex Pickett’s 2004 novel of the same name, Sideways follows men in their forties, portrayed by Paul Giamatti and Thomas Haden Church, who take a week-long road trip to Santa Barbara County Wine Country. Payne and Taylor won multiple awards for their screenplay. Giamatti and Church, as well as actresses Virginia Madsen and Sandra Oh, playing local women who become romantically involved with the men, all received accolades for their performances.
Sideways won the Academy Award for Best Adapted Screenplay, and was nominated for four other awards.
Miles Raymond (Paul Giamatti) is an unsuccessful writer, a wine-aficionado, and a depressed middle school English teacher living in San Diego, who takes his soon-to-be-married actor friend and college roommate, Jack Cole (Thomas Haden Church), on a road trip through Santa Ynez Valley wine country. Miles wants to relax and live well. However, Jack wants one last sexual fling.
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