1
Paul 'Pauly D' DelVecchio and Aubrey O'Day separated in Aug 2016 after dating for 1 year...
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3
Sean 'Diddy' Combs and Penélope Cruz separated in Jul 2007 after dating for 1 month...
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5
Winona Ryder and Matt Damon separated in Aug 2000 after dating for 3 years...
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6
Jimmy Fallon and Winona Ryder separated in Jun 2000 after dating for 1 month...
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