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! 1 of 15 2 of 15 3 of 15 4 of 15

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!

1 of 15

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

2 of 15

Hugh Hefner & Sondra Theodore

3 of 15

Mildred ‘Millie’ Williams

4 of 15

Hugh Hefner & Barbi Benton

5 of 15

Shannon Tweed

More AboutHugh Hefner

6 of 15

Hugh Hefner & Carrie Leigh

7 of 15

Hugh Hefner & Kimberley Conrad

8 of 15

Hugh Hefner With Mandy & Sandy Bentley

9 of 15

Hugh Hefner & Brande Roderick

10 of 15

Izabella St. James

11 of 15

Hugh Hefner & Holly Madison

12 of 15

Hugh Hefner & Bridget Marquardt

13 of 15

Hugh Hefner & Kendra Wilkinson

14 of 15

Hugh Hefner With Kristina & Karissa Shannon

15 of 15

Hugh Hefner & Crystal Harris

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