Hef's Girlfriends - Special Edition - 6 Nov 2012

Hef’s Girlfriends – A Romantic Retrospective Of all the leading ladies’ men – Romeo, Lothario, Casanova, Don Juan – no one has fared better than our founder and editor-in-chief, Hugh Hefner. A famed philanderer, not to mention philanthropist and armchair philosopher, Hef has enjoyed the privilege of the company of some of the most beautiful women in the world, more often than not from the comfort of his own home, which just so happens to be the Playboy Mansion. In this pictorial, we take a long look back at Hef’s best-loved girlfriends – from spread sheets with Playboy secretary Janet Pilgrim to the two-step with Barbi Benton and Karen Christy; a lead role with Shannon Tweed to marriage and children with Kimberly Conrad; turns with the Bentley twins to turns with the Girls Next Door, all the way to current girlfriend Crystal Harris – and in the process, over half a century of Playboy history.