Former lover of Hugh Hefner, Holly Madison has revealed that she stayed in the Playboy mansion and experienced a s**ual act she deemed “disgusting”. Madison spoke in a recent episode of Owen Thiele’s podcast “In Your Dreams,” about the challenges she faced during that era.
Reflecting on the significant age difference between Hefner and his partners, Madison noted, “I think everybody has this real horror story of how gross an old man’s body must be.” Despite facing ridicule online, with comments like “Oh, old balls,” she defended Hefner, stating, “Maybe some people’s balls do get old and nasty, but I’ve never seen such a thing.”
Madison suggested that dim lighting might have influenced her perception, saying, “All cats are grey in the dark.” This comment highlights her nuanced view on intimacy during her time with Hefner.
Her open remarks challenge the conventional wisdom connected with older men and offer a window into the complexities of her connection with the Playboy pioneer.
Dating Hugh Hefner from 2001 to 2008, Holly Madison recently reflected on her time spent with the late Playboy magnate.
While she was gathering her belongings to leave the estate, she discovered a folder on the side of the bed that she was sleeping on. Madison stated that everyone in the house knew that I was the most snoopy person there, so I looked at it and admitted that I was.
She found Hefner’s will inside, stipulating he would gift her three million dollars. She said this material was “kind of sad” and a “lowkey bribe” trying to persuade her to stay in the relationship.
Madison added that her sense of powerlessness stemmed from her “zero control” over the circumstances while she was visiting the estate. She noted, “You didn’t know who was showing up, who was going to be in the bedroom the next day and I just wanted to be prepared,” explaining her tendency to snoop. Previous interviews have revealed that Hefner managed her finances and limited her ability to earn independently.
When discussing her intimate experiences with Hefner, Madison was candid about her discomfort with group settings. She went on to explain that the situation was completely different when we were by ourselves as opposed to when there were other people present in the room.
She found group activities at the Playboy Mansion repulsive, asserting, “That was disgusting. I hated it. I made it very known I hated it.” In contrast, she characterized their one-on-one time as “a lot more normal than you would think.”
Madison, who left the house, has had a successful career in television hosting shows including “Lethally Blonde” and “The Playboy Murd*rs.” Now mother of two, Forest and Rainbow, she makes it a point to keep her children in the dark about her past life. “They have no concept of what they are referring to… “When dealing with children, you never know how you are going to explain anything until it comes up,” she said.
Hugh Hefner had been 91 years previous at the time of his death in 2017. His legacy is a challenging one that is still the cause of conflict.