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Feb 16, 2022 · The Playboy founder married three times, but was mostly recognized for having multiple live-in girlfriends at the Playboy Mansion. Though the media mogul tried his hand at marriage, his first two...
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.
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.
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 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.
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 · 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.”
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.
Dec 23, 2021 · Their untraditional relationship was chronicled on E!'s series, The Girls Next Door, with Holly the ever-doting and loyal wife figure, alongside co-stars and fellow girlfriends Kendra...
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.
