SexCreepy First Times Kendra Wilkinson discusses her first time with Hugh Hefner in her new book. From Sean Connery’s 8-year-old sexcapades to Scott Baio’s couch humping, VIEW OUR GALLERY of other famous freaky V-card losses.Updated Jul. 14, 2017 4:45PM EDT / Published Jul. 07, 2010 1:32PM EDT Denise Truscello / Getty Images ,Denise Truscello Kendra Wilkinson Denise Truscello / Getty Images Nick Cannon Jeff Christensen / AP Photo Sean ConneryStephen Shugerman / Getty Images Daniel RadcliffeAP Photo Diddy Frederick M. Brown / Getty Images Sienna Miller Gareth Cattermole / Getty Images Matthew Fox Pascal Le Segretain / Getty Images Little Wayne Kevin Winter / Getty Images Anthony KiedisBranimir Kvartuc / AP Photo Russell Brand Charles Sykes / Associated Press Flavor Flav Stephen Lovekin / Getty Images Johnny DeppMatt Sayles / AP Photo Steven Tyler Jeff Roberson / AP Photo Scott Baio ABC / Getty Images
Kendra Wilkinson Denise Truscello / Getty Images Nick Cannon Jeff Christensen / AP Photo Sean ConneryStephen Shugerman / Getty Images Daniel RadcliffeAP Photo Diddy Frederick M. Brown / Getty Images Sienna Miller Gareth Cattermole / Getty Images Matthew Fox Pascal Le Segretain / Getty Images Little Wayne Kevin Winter / Getty Images Anthony KiedisBranimir Kvartuc / AP Photo Russell Brand Charles Sykes / Associated Press Flavor Flav Stephen Lovekin / Getty Images Johnny DeppMatt Sayles / AP Photo Steven Tyler Jeff Roberson / AP Photo Scott Baio ABC / Getty Images