All His Wives & Girlfriends – Hollywood Life

Between his three wives and many girlfriends, Hugh Hefner had no shortage of lady love during his 91 years. Here are the women he married and dated over the years!

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Hugh Hefner’s Partners: All Of The ‘Playboy’ Creator’s Wives & Girlfriends Through The Years

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Hugh Hefner & Sondra Theodore

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Mildred ‘Millie’ Williams

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Hugh Hefner & Barbi Benton

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Shannon Tweed

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Hugh Hefner & Carrie Leigh

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Hugh Hefner & Kimberley Conrad

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Hugh Hefner With Mandy & Sandy Bentley

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Hugh Hefner & Brande Roderick

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Izabella St. James

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Hugh Hefner & Holly Madison

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Hugh Hefner & Bridget Marquardt

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Hugh Hefner & Kendra Wilkinson

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Hugh Hefner With Kristina & Karissa Shannon

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Hugh Hefner & Crystal Harris