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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,...
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.
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 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...
Sep 28, 2017 · Hugh Hefner passed away Wednesday at 91-years-old and he sure did live a life fit for the founder of Playboy Enterprises. Here are some of the wives and girlfriends of Hefner’s past.
Oct 2, 2017 · In his final months, Hugh Hefner surrounded himself with a small circle of friends and family — including longtime love Barbi Benton. Speaking exclusively to PEOPLE in this week's issue, Benton...
Sep 28, 2017 · Hugh Hefner and Mildred Williams met in college at Northwestern University. The two married in 1949 and had two kids together: Christie, who was born in 1952, and David, born in 1955.
Sep 28, 2017 · Playboy icon Hugh Hefner was notorious for his wives and girlfriends throughout his life -- from Barbi Benton to Kimberley Conrad, here's a complete list.
