Barbi Benton
Apr 9, 2011
Hef’s 17 Hottest “Known” Girlfriends for His 85th Birthday

Hef’s 17 Hottest “Known” Girlfriends for His 85th Birthday

Talk about staying power. At 85, the world's most legendary bachelor is about to tie the knot for the third time to December 2009 Playmate of the Month, Crystal Harris. In honor of Hef's Bday and his commitment to Crystal (and his obvious commitment to Viagra), we've rounded up the hottest pictures of all his known girlfriends. And while we're sure Hugh's had many more girlfriends in his 85 years, we're absolutely convinced that these 17 are the sexiest.

Dec 26, 2010Girls
Crystal Harris & the 17 Girlfriends of Hugh Hefner In Order of Hotness

Crystal Harris & the 17 Girlfriends of Hugh Hefner In Order of Hotness

Hugh Hefner, the man who inspired thousands of women across the country to get Playboy bunny tramp stamps, announced via Twitter on Christmas Day that he's officially engaged to his one true love, Crystal Harris. In honor of his commitment to Crystal (and his obvious commitment to Viagra), we've rounded up the hottest pictures of all his known girlfriends. And while we're sure Hugh's had many more girlfriends in his 84 years, we're absolutely convinced that these 17 are the sexiest.

Dec 4, 2010
8 Days of Hanukkah Hotties: Barbi Benton (PICS)

8 Days of Hanukkah Hotties: Barbi Benton (PICS)

Day 4 of our 8 Days of Hanukkah Hotties features former Hugh Hefner girlfriend, model, actress, and country music star Barbi Benton.

Dec 4, 2010
8 Days of Hanukkah Hotties: Barbi Benton [GALLERY]

8 Days of Hanukkah Hotties: Barbi Benton [GALLERY]

Day 4 of our 8 Days of Hanukkah Hotties focuses on former Hugh Hefner girlfriend, actress, model, and country musician Barbi Benton.

Apr 14, 2010Girls
The 17 ‘Known’ Girlfriends of Hugh Hefner (in Order of Hotness)

The 17 ‘Known’ Girlfriends of Hugh Hefner (in Order of Hotness)

Hugh Hefner, the man who inspired thousands of women across the country to get Playboy bunny tramp stamps, has announced...