The Best Movies of the 2000s Starring Sean Penn

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2

Milk 2008, 128 min.

Gus Van Sant     Starring: Sean PennEmile HirschJosh Brolin

Based-on-a-True-Story    Biopic    Drama

Held position in the past 45 days

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5

Dogtown and Z-Boys 2001, 91 min.

Stacy Peralta     Starring: Sean PennJay AdamsJeff Ament

Biography    Documentary    Social History

Down by 1 in the past 45 days 1

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Down by 1 in the past 45 days 1

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Down by 1 in the past 45 days 1

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17

Up at the Villa 2000, 115 min.

Philip Haas     Starring: Sean PennAnne BancroftJeremy Davies

Drama    Period Film    Romantic Drama

Up by 2 in the past 45 days 2

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