1
Shelley Winters and Sean Connery separated in 1955 after dating for 1 year...
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3
Robert De Niro and Naomi Campbell separated in 1999 after dating for 6 years...
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4
Gerard Butler and Naomi Campbell separated in Apr 2007 after dating for 1 month...
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5
Lindsay Lohan and Gerard Butler separated in Nov 2009 after dating for 1 month...
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7
Leighton Meester and Garrett Hedlund separated in Sep 2011 after dating for 3 months...
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