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Hugh Hefner and the Ladies Photos

A Retrospective of a Playboy

Hugh Hefner poses with playmates at the Leather and Lace 2nd Annual Party at the Playboy Mansion on October 4, 2008 in Beverly Hills, California

Hugh Hefner and Barbi Benton April 7 1973

Carrie Leigh and Hugh Hefner - LA Premiere of Beverly Hills Cop II - May 19, 1987

Hugh Hefner, Kimberly Conrad, Martson Hefner, and Cooper Hefner - American Society of Magazine editor's awards - April 29, 1998

Izabella St James - Redline LA Premiere - Red Carpet - April 12, 2007

Brande Roderick - 2007 Wizard World Los Angeles Convention - Day 2 - March 17, 2007

Hugh Hefner seven girlfriends 46th Annual GRAMMY Awards 2-8-04

Kendra Wilkinson, Bridget Marquardt, Holly Madison and guests at National Lampoon's A Night of Fantasy with The Girls Next Door & Ludacris on September 6, 2008

Kendra Wilkinson poses at the Sheiki Jeans and Kendra Wilkinson Friday Night Lights at Taste Lounge on February 4, 2008

Bridget Marquardt attends Reality Care's Reality All-Stars Charity Event at Joseph's on June 30, 2007

Holly Madison attends the Leather and Lace 2nd Annual Party at the Playboy Mansion on October 4, 2008

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