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Inyear-old Hugh M. It can be easy to dismiss Hefner, now 84, as a caricature the robe! Hugh Hefner: Playboy, Activist and Rebel reveals his lifelong commitment to preserving civil rights and freedom of expression.

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Updated: September 8, pm. Over the decades, some of the biggest female stars on the planet have undressed for Playboy pictorials. Here are some of them and the dates they appeared, as well as a look at some of Hugh Hefner's girlfriends and wives over the years. Marilyn Monroe was featured as the centerfold in the first issue of Playboy in

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Playboy founder Hugh Hefner has had countless lovers over the years — some more notable than others. Here's a chronological history of the wives, girlfriends, and Bunnies who found themselves in his bed. Because Hef has never been a one-woman man, there's a lot of overlap.

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When it came to Playboy honcho Hugh Hefner, fake sex was far preferable to the real thing. The year-old hottie shared the Playboy mansion with Hefner from tospending several years as his girlfriend-in-chief. Madison, beginning as a year-old waitress at Hooters, chased after Hefner for almost a year before finally earning a mansion invite.

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The 5 foot 9 inch tall twins were featured on the May cover of Playboy Magazine and were well known as Hugh Hefner 's live-in lovers at the Playboy Mansionduring and Subsequent to her relationship with Hefner, Sandy became involved with financier Mark Yagallawho lavished her with expensive gifts, including jewels. Sandy was ordered to return the gifts he had given her, including nearly one million dollars in jewelry. Sandy and her new boyfriend, nightclub doorman Michael Tardiocollaborated to sell some of the jewelry.

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