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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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Rotten Tomatoes Score: 96%

Critic Reviews from Rotten Tomatoes

"Payne does know how to capture two kinds of male menopause. But I can't say he ever surprised me."
‑ Jonathan Rosenbaum, Chicago Reader
"Payne has made a movie for the same sorts of people, one with body and 'nose' and character that movie lovers will savor long after the credits have rolled."
‑ Roger Moore, Orlando Sentinel
"Payne's most enjoyable movie since Election"
‑ John A. Nesbit, Old School Reviews
"Giamatti handily raises what could've been a pedestrian road trip romance into the stratosphere of a world-class character study"
‑ Jay Antani, Cinema Writer
"Sideways is the first of Payne's films in which we have the chance to really care for the characters; he reins in his harsh satire better than before."
‑ Jeffrey Overstreet, Looking Closer
"Sideways stays resolutely life-size. And that, in this age of hype and hyperventilation, may be the most radical thing about it."
‑ David Ansen, Newsweek
"This isn't the sort of road comedy we're used to seeing. Its humor is more likely to provoke smiles and light chuckles than guffaws."
‑ Eric Harrison, Houston Chronicle
"Excellent but explicit movie is not for kids."
‑ Nell Minow, Common Sense Media
"A very memorable slice of life."
‑ Felix Vasquez Jr., Cinema Crazed
"No one does quivering-on-the-edge-of-depression quite like Paul Giamatti."
‑ Joe Lozito, Big Picture Big Sound
"Intelligent, funny and moving."
‑ Dave Calhoun, Time Out
"Much like Altman, Hal Ashby and Billy Wilder -- three filmmakers whose movies are celebrated for their naturalism, their humanism and their wicked, often merciless satire -- Payne makes films about ordinary people with their rumples and flaws left intact,"
‑ Rene Rodriguez, Miami Herald
""Sideways" is about wine aged to perfection sipped by men who've aged to mediocrity - softer, hornier versions of Walter and The Dude. But Miles's brutal honesty is its soul. He's annoyingly, depressingly out there, but never fraudulent."
‑ Nick Rogers,
"This wonderfully satisfying study in human nature is funny and sad and profoundly entertaining from start to finish."
‑ Urban Cinefile Critics, Urban Cinefile
"This one's like to appeal greatly to the 30-40 somethings that are getting more and more into bourgeois sports such as yachting, polo or wine tasting."
‑ Jason Gorber, Film Scouts
More reviews for Sideways on Rotten Tomatoes

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