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1. Sideways (2004)
R | 127 min | Comedy, Drama, Romance
Two men reaching middle age with not much to show but disappointment embark on a week-long road trip through California's wine country, just as one is about to take a trip down the aisle.
Director: Alexander Payne | Stars: Paul Giamatti, Thomas Haden Church, Virginia Madsen, Sandra Oh
Votes: 204,518 | Gross: $71.50M