1
Hugh Hefner and Holly Madison separated in Oct 2008 after dating for 7 years...
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2
Suze Randall and Hugh Hefner separated in 1969 after dating for 3 years...
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5
Sonja Morgan and Prince Lorenzo Borghese separated in 2014 after dating for 4 months...
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6
Tinsley Mortimer and Prince Lorenzo Borghese separated in Jul 2012 after dating for 4 months...
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