Hugh Hefner’s ex opens up about ‘disgusting’ s*x act he asked for at Playboy Mansion: ‘I hated it’
Hugh Hefner’s ex, Holly Madison, has opened up about the “disgusting” sex acts she was expected to take part in while living at the Playboy Mansion.
Madison, now 45, became one of Hugh Hefner’s girlfriends after moving into the infamous Holmby Hills mansion in 2001, living there until 2008.
Originally one of seven, Madison became Hefner’s main girlfriend when all but two of the others left, leaving her with Bridget Marquardt and Kendra Wilkinson.
While the others had their own rooms at the mansion, Madison moved into the main bedroom with the Playboy founder, though all of his girlfriends were expected to join Hefner in there on occasion.
In a new appearance on the In Your Dreams podcast, Madison opened up about the “disgusting” group sex sessions she had to partake in, revealing that one-on-one time with the mogul was a “very different story”.
She explained: “Well, it’s a very different story between when we were just by ourselves than with everybody else in the room.

Despite her having a 57-year age gap with Hefner, Madison revealed that it did not affect things in the bedroom, explaining: “If it was just me and him, it was a lot more normal than you would think.”
When host Owen Thiele said he didn’t believe that their sex life could be considered normal, Madison replied: “Nobody does. There was a time when I couldn’t post anything [on social media] without some dumba** in the comments [being] like, ‘Oh, old balls.’
“Maybe some people’s balls do get old and nasty, but I’ve never seen such a thing.”
She added that they did keep the lights off so she couldn’t confirm, joking: “I mean, there’s a saying: ‘All cats are gray in the dark.'”
Madison has often opened up about the intimate details of life in the Playboy Mansion, telling People in March: “They would have these trays everywhere, like in every bathroom, out on the tennis courts, by the pool, and it would be a tray with Kleenex, Pepto Bismol, Vaseline, baby oil, sunscreen — any kind of makeshift lube. It was weird.”
She added: “My experiences that played with the negative parts of it are more related to the relationship and the relationship dynamics, both with Hef and some of the other girls.
“I 100 percent enjoyed posing for the magazine. I was always a fan of the pictorials. I always wanted to be in Playboy. And I even worked at the studio producing the playmate pictorials for a couple of years, and that was a super fun experience. So, it’s very multifaceted for me.”