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Kimberley Conrad, Hugh Hefner

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Hugh Hefner's Many Exes

December 28, 2012

Playboy mogul Hugh Hefner finally tied the knot with on-again, off-again girlfriend Crystal Harris on December 31, 2012. But she wasn't the first girl to win his heart. Take a trip down memory lane with omg! as we look back at some of Hef's gal pals from over the years.