2004 | R | Comedy Drama | 2hrs, 3m
A wine tasting road trip to salute Jack's final days as a bachelor careens woefully sideways as he and Miles hit the gas en route to mid-life crises. The comically mismatched pair, who share little mo...
U.S. Release Date
Sideways release date was Friday, October 22, 2004.On DVD
Tuesday, April 5, 2005Released; Now Available Buy | Rent Now
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R for language, some strong sexual content, and nudityStoryline
A wine tasting road trip to salute Jack's final days as a bachelor careens woefully sideways as he and Miles hit the gas en route to mid-life crises. The comically mismatched pair, who share little more than their history and a heady blend of failed potential and fading youth, soon find themselves drowning in wine and women. Emerging from a haze of pinot noir, wistful yearnings and trepidation about the future, the two inevitably collide with reality.
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