It Takes Two: Top 25 Best Buddy Comedies

From mismatched cops on a job to teenage best friends going out in a blaze of glory, we count down the

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'Sideways' (2004)
Fox Searchlight/Courtesy Everett Collection17/25

17. 'Sideways' (2004)

A frustrated writer named Miles (Paul Giamatti) and a semi-successful actor pal Jack (Thomas Hayden Church) don't have much in common but disappointment; rather than serve as a crash course in bachelor bonding, the guys' wine-country weekend before Jack's wedding serves as a primer in just how far they've drifted apart. Alexander Payne's intoxicating road movie/vino-soaked tale of late-age romance may be best known for blowing up the Merlot market and reminding everybody that Giamatti is an American treasure, but it's really an incredible portrait of a frayed friendship. Jack is a big part of the life that Miles needs to close the door on — and by Sideways' open-ended final shot, the writer finally seems ready to do just that.—SAM ADAMS

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