Holly Madison was a long time girlfriend of Hef’s and a previous Playboy cover model. She has since moved to Las Vegas to star in a Planet Hollywood show titillating audiences nightly.
Hef was pulled up on stage during the Saturday evening performance for an audience interaction act along with Madison and ShoShana Bean, “Trick or Two.” Hefner took pleasure in the performance saying, “Holly makes a fantastic “Bo Peep.” He added “I was delighted, it was wonderful. I really enjoyed it, I think everyone did, it was really enjoyable!” Hefner also commented on his PEEPSHOW appearance saying, “When I discovered what happened to the (other) guy who got chosen, I was just as glad it wasn’t me!”
Holly was excited to see Hef and his girlfriends, inviting them backstage after the performance for a tour. As a memory keepsake, Hef and friends painted sheep on her dressing room wall. He added his iconic course to his sheep painting.
The others joined in on the celebration and painted, too. Hefner’s longtime personal assistant Mary O’Connor left her painting of a cute sheep on the wall, too. Photo Credits: Ethan Miller