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Feb 16, 2022 · See photos and details of the Playboy founder's three marriages and multiple live-in partners, from Mildred Williams to Crystal Hefner. Learn about his legacy, controversies and allegations after his death in 2018.
Sep 28, 2017 · Learn about the women who dated or married the late Playboy founder, from Barbi Benton to Crystal Harris. See photos and read about their relationships, from scandals to marriages, in this comprehensive list.
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.
Sep 26, 2022 · See how the late Playboy mogul's exes have changed since their days in the mansion. Some are married, some are single, some are moms, and some have written books about their experiences.
Apr 22, 2021 · Learn about the Playboy founder's relationships with his three wives and several live-in girlfriends, from Barbi Benton to Crystal Harris. See photos and details of his marriages, affairs and reality TV show.
Jul 18, 2023 · Two of the seven women who lived with Hugh Hefner in 2002 share their experiences on A&E's show. They reveal how they got paid, what they wore, and how they had sex with the Playboy founder.
Sep 28, 2017 · A photo gallery of the women who shared the life of the late Playboy founder, from his first wife Mildred Williams to his last girlfriend Crystal Harris. See how their relationships evolved, from college sweethearts to reality TV stars.
