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Hugh Hefner, Shannon Tweed
7/16/99 Beverly Hills, CA Hugh Hefner, Shannon Tweed, and Diane Hunter (1954 Playmate) at the First-Ever Playboy Expo. The expo gave a chance for fans to meet centerfolds, celebrities, Bunnies, wirters, artists, photographers, and cartoonists. Photo Brad Elterman/Online USA, Inc.

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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.