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Hugh Hefner's ex-girlfriend Holly Madison slams 'disgusting' sex act she hated doing with Playboy owner

Home> Entertainment> Celebrity

Updated 09:18 5 May 2025 GMT+1Published 16:11 4 May 2025 GMT+1

Hugh Hefner's ex-girlfriend Holly Madison slams 'disgusting' sex act she hated doing with Playboy owner

Holly Madison openly spoke about her time as one of Hugh Hefner's girlfriends

Joshua Nair

Joshua Nair

Holly Madison has slammed a sex act Hugh Hefner asked her to do with him which she made 'very known' she 'hated'.

The now 45-year-old was Hefner's 'number one girlfriend' and lived in the Playboy mansion.

The property was known by many for the outlandish parties, with several A-List celebrities and Playboy bunnies coming and going over the years.

Only a select number of women permanently stayed at the residence though, and they were girlfriends of 'The Hef', who died in 2017, aged 91.

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Madison is one of those 'privileged' girlfriends and opened up on everything to do with their relationship in a guest appearance on the In Your Dreams podcast with Owen Thiele.

Madison has been open about her relationship with Hefner (Chad Buchanan/Getty Images)
Madison has been open about her relationship with Hefner (Chad Buchanan/Getty Images)

The TV personality revealed how it really was to share Hefner with his other girlfriends, Bridget Marquardt and Kendra Wilkinson, among other things.

Dishing on what she had to do sexually, Madison said it could be 'normal', though there was an act that she 'hated'.

It was all to do with sex that wasn't what you'd call private.

She revealed: “Well, it's a very different story between when we were just by ourselves than with everybody else in the room.

“Everybody else in the room, no. That was disgusting. I hated it. I made it very known I hated it.

“If it was just me and him, it was a lot more normal than you would think.”

The age gap was a focus point for many people online, though she didn't think about it much.

Madison explained that she was made fun of on social media whenever she spoke about her sex life due to the 50-year difference.

“I think everybody has this real horror story of how gross an old man's body must be,” she suggested.

Hefner was known to have multiple girlfriends (Carlo Allegri/Getty Images)
Hefner was known to have multiple girlfriends (Carlo Allegri/Getty Images)

Madison went on: “I feel like there was a time when I couldn't post anything without some dumba** in the comments like, 'Oh, old balls', or something like that and look, maybe some people's balls do get old and nasty, but I've never seen such a thing.”

Aside from the times they had together, Madison also spoke about how tumultuous her life could be as Hefner's girlfriend.

“When you're involved in a world where you're highly sexualised or sexualising yourself, and there's a lot of things at stake and things you could possibly gain, like fame, money, opportunities, there's people around you who are jealous of those things,” she told MailOnline.

“It's truly living life in the fast lane.”

Featured Image Credit: J. Merritt/FilmMagic

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

Joshua Nair
Joshua Nair

Joshua Nair is a journalist at LADbible. Born in Malaysia and raised in Dubai, he has always been interested in writing about a range of subjects, from sports to trending pop culture news. After graduating from Oxford Brookes University with a BA in Media, Journalism and Publishing, he got a job freelance writing for SPORTbible while working in marketing before landing a full-time role at LADbible. Unfortunately, he's unhealthily obsessed with Manchester United, which takes its toll on his mental and physical health. Daily.

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@joshnair10

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