Hugh Hefner dated Holly Madison in the past, but they broke up in October, 2008. Hugh Hefner dated Holly Madison for 7.8 years. Hugh Hefner is now deceased.
Media - Publisher
Why Famous: CEO of Playboy Enterprises
Age: 91 (4/9/1926 - 9/27/2017)
Entertainment - TV Personality
Why Famous: The Girls Next Door, reality show
Age: 43 (b. 12/23/1979)
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