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Hugh Hefner, Barbara Benton
6th September 1969: American pornograpic magazine publisher and club owner Hugh Hefner with American actress Barbara Benton in a car, leaving London's Hilton Hotel for London airport. (Photo by Keystone/Getty Images)

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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.