1
Nick Loeb and Katheryn Winnick were rumored to be separated in Jun 2015 after dating for 5 months...
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3
Sandy Bentley and Hugh Hefner separated in 2000 after dating for 1 year...
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4
Hugh Hefner and Holly Madison separated in Oct 2008 after dating for 7 years...
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5
Benji Madden and Holly Madison separated in Jan 2010 after dating for 2 months...
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6
Benji Madden and Kim Kardashian separated in Feb 2007 after dating for 1 month...
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