1996
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Feb 16, 2022 · The six-season series primarily highlighted his relationships with the likes of Holly Madison, Bridget Marquardt and Kendra Wilkinson. The final season of the show introduced Crystal,...
Sep 26, 2022 · Hugh Hefner had many stunning girlfriends throughout his life. See photos of the models, including Kendra Wilkinson, Crystal Harris and more.
Sep 28, 2017 · Here's a look back at some of Hefner's most memorable relationships. Barbi Benton. Barbi Benton, nee Barbara Klein, met Hefner when she was an 18-year-old extra on “Playboy After Dark.”
Jan 29, 2022 · In addition to Madison and Theodore, here's a look at Hefner's wives and girlfriends through the years. Mildred Williams Williams was the first wife of Hugh Hefner.
Jul 18, 2023 · Though the mansion had rules, the ladies pinpoint drama with Hefner’s other girlfriends as the reason for their exit. Here’s what we learned from Hefner’s former flames.
Jan 24, 2022 · Hugh Hefner's life and legacy have always been complicated and controversial, but through dozens of interviews with Hefner's former girlfriends, Playmates, and employees, A&E's new...
Apr 22, 2021 · Who were Hugh Hefner's girlfriends? Hugh Hefner reportedly slept with more than 1,000 women in his lifetime. The magazine founder famously owned the sprawling Playboy Mansion in Holmby Hills, just off Sunset Boulevard in LA — and it was a revolving door of celebrities and playmates.
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