Holly Madison details ‘disgusting' group sex with Hugh Hefner at Playboy mansion

Metro

05-05-2025

Holly Madison has opened up about her former boyfriend, Hugh Hefner, and how she 'hated' group sex sessions at the Playboy Mansion.
Holly, 45, moved into the Playboy Mansion in 2001 when she was 21, officially becoming one of Hefner's girlfriends.
Despite the 53-year-old age gap, the couple was together for seven years until 2008 when she moved out of the mansion.
Reflecting on their relationship and her time in the house, Holly revealed that she 'hated' having group sex.
'Well, it's a very different story between when we were just by ourselves than with everybody else in the room,' she said when asked if her former husband was good in bed.
'Everybody else in the room, no that was disgusting. I hated it. I made it very known I hated it.
'But if it was just me and him, it was a lot more normal than you would think,' she said on the In Your Dreams podcast, and spoke with host Owen Thiele.
'I think everybody has this real horror story of how gross an old man's body must be,' she said, adding that they always turned off the lights when they were intimate and joked 'all cats are grey in the dark.'
'I feel like there was a time when I couldn't post anything without some dumba*s in the comments like, 'Oh, old balls,' or something like that.
'Maybe some people's balls do get old and nasty, but I've never seen such a thing.'
Elsewhere in the podcast, she spoke about what made her fall in love with him.
'I think just the fact that he was so interesting and iconic – I mean that didn't hurt – but also I would never go for a guy just because he's rich. When you're a young girl in LA, you get approached by all kinds of gross rich guys.
'It was just more that he was so iconic and accomplished and interesting, and when you meet him when you're first coming up to the parties and stuff, and he's the perfect gentleman, and it's all very intriguing.'
In March 2024, Holly spoke again about the 'weird' environment in the Playboy Mansion.
'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,' she told People. 'It was weird.'
'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,' she said.
'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.'
In 2022, Holly called the group sex sessions 'hell' while on her podcast Girls Next Level with fellow ex-Playmate Bridget Marquardt.
'He wouldn't move. He would be like a bump on the log in the middle of the bed. I can't explain to you guys how embarrassing that whole routine was. Especially as we got later down the road when there would be, like, a lot of conflict with the other girls,' she said
'You're literally sitting there naked having sex in front of a group of people who hate you and talk s**t about you while you're having sex, and you can hear it. It was just, like, hell.'
She also spoke about being pressured into having an orgy with other playmates.
'I thought I would have a chance to see what was going on, see if I was comfortable with it,' she said. 'I just remember feeling so gross and so used. I felt like this girl was being so nice to me and so welcoming, but really I was just another piece of meat for her to throw under him so she looks better.'
She also previously revealed on her podcast that she constantly had infections because of baby oil usage: 'Hef would use baby oil as lube. I do not recommend this. It is an infection waiting to happen. More Trending
'It's disgusting. I don't know what his hang-up was with it. It took it to the point where I was constantly irritated by this baby oil because it throws off your pH, so you're constantly going to have yeast infections.'
She added: 'I remember talking to the gynaecologist about it and then telling Hef, 'You need to stop using baby oil. I can't use it,' and even telling him the gynaecologist agreed with me, and he would argue with me and be like, 'Well people use baby oil on babies.'
'And I'm like, 'Yeah, on their skin. Not internally. You're not supposed to put it there.''
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