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Ex-Playboy model Holly Madison reveals ‘disgusting’ sex act with Hugh Hefner she ‘hated’ doing

Home> Entertainment> Celebrity

Updated 13:08 27 Mar 2026 GMTPublished 10:25 5 May 2025 GMT+1

Ex-Playboy model Holly Madison reveals ‘disgusting’ sex act with Hugh Hefner she ‘hated’ doing

She explained why she 'hated' the bedroom activity so much

Rhiannon Ingle

Rhiannon Ingle

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Featured Image Credit: Denise Truscello/WireImage

Topics: Playboy, Celebrity, Sex and Relationships, Hugh Hefner

Rhiannon Ingle
Rhiannon Ingle

Rhiannon Ingle is a Senior Journalist at Tyla, specialising in TV, film, travel, and culture. A graduate of the University of Manchester with a degree in English Literature, she honed her editorial skills as the Lifestyle Editor of The Mancunian, the UK’s largest student newspaper. With a keen eye for storytelling, Rhiannon brings fresh perspectives to her writing, blending critical insight with an engaging style. Her work captures the intersection of entertainment and real-world experiences.

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Ex-Playboy model Holly Madison has opened up about the 'disgusting' sex act with Hugh Hefner that she absolutely 'hated' doing.

Before passing away at the grand age of 91 back in 2017, Hefner made a name for himself as the founder and editor-in-chief of Playboy magazine before expanding his empire into a multi-million dollar industry.

He became the subject of a number of sexual assault allegations and, throughout the course of his many scandals, Hefner also mapped out a seriously grim, yet extremely strict, set of rules for any of the women living in the notorious Playboy mansion - one of which involved mandatory sex parties.

Speaking on Owen Thiele’s In Your Dreams podcast on Friday (2 May), Hefner's former girlfriend Madison opened up about her thoughts on such group activities, which took place in the bedroom during her years spent as one of Hefner's girlfriends.

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'That was disgusting... I hated it'

"Well, it’s a very different story between when we were just by ourselves than with everybody else in the room," she explained, adding: "Everybody else in the room, no.

"That was disgusting. I hated it. I made it very known I hated it."

Madison noted that her one-on-one time with Hefner, who she was with for seven years between 2001-2008, was far more 'normal', continuing: "If it was just me and him, it was a lot more normal than you would think."

Holly Madison was with Hugh Hefner for seven years in the 00s (Mathew Imaging/FilmMagic)
Holly Madison was with Hugh Hefner for seven years in the 00s (Mathew Imaging/FilmMagic)

Addressing her age gap with Hugh Hefner

She also shared that she wasn't too fussed with the 53-year age-gap between herself and Hef, explaining on the podcast that she was aware of some of the comments from people regarding it.

"I feel like there was a time when I couldn’t post anything without some dumbass in the comments like, 'Oh, old balls' or something like that," she told Thiele.

"Maybe some people’s balls do get old and nasty, but I’ve never seen such a thing."

She did, however, clarify that she and Hefner kept the lights off when they did the deed so she couldn't speak with total authority on the subject.

Madison said she 'hated' having group sex with the Playboy founder (Victor Spinelli / Contributor / Getty Images)
Madison said she 'hated' having group sex with the Playboy founder (Victor Spinelli / Contributor / Getty Images)

"I mean, there's a saying: 'All cats are grey in the dark'."

Speaking to BuzzFeed News a decade back in 2015, Madison shared that the prolific sex parties always took place on the same two days of the week.

"It was always Wednesdays and Fridays after the club. It was always exactly the same because that's just how he likes to live his life," she said.

According to Madison, all of Hugh's girlfriends were required to take part as she explained: "They knew it was kind of a quote-unquote requirement for living there, and expected.

"And it had kind of a chore vibe, I felt."

  • Everything Playboy bunnies have claimed about sex with Hugh Hefner as Holly Madison reveals ‘disgusting’ act she ‘hated’ doing
  • Former Playboy Bunny Holly Madison reveals ‘disgusting’ sex act with Hugh Hefner she ‘hated’ doing
  • Ex-Playboy model Holly Madison addressed 'common misconception' about sex with Hugh Hefner
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