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Former Playboy Bunny Holly Madison reveals bizarre sex item Hugh Hefner used in shocking bedroom admission

Home> Entertainment> Celebrity

Published 15:53 5 Sep 2025 GMT+1

Former Playboy Bunny Holly Madison reveals bizarre sex item Hugh Hefner used in shocking bedroom admission

Madison, 45, dated the magazine mogul between 2001 to 2008

Rhiannon Ingle

Rhiannon Ingle

Despite passing away at the grand age of 91 back in 2017, it's clear the fascination surrounding Hugh Hefner and his Playboy empire doesn't seem to be going away anytime soon, with many still extremely curious to find out what really went down in his notorious mansion during all those years.

As we know, Hefner made a name for himself as the founder and editor-in-chief of Playboy magazine before expanding his business 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, many women who resided at the mansion alongside him have come forward to open up about their experiences.

And that's been especially true for the likes of Holly Madison, who was in a relationship with Hefner from 2001 to 2008.

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Ex-Playboy model, Holly Madison, once opened up about a very strange object she found in Hugh Hefner's mansion (Michael Bezjian/WireImage)
Ex-Playboy model, Holly Madison, once opened up about a very strange object she found in Hugh Hefner's mansion (Michael Bezjian/WireImage)

Over the years, the former Playboy model has been very candid about her sex life with Hefner, sharing details about his 'hellish' sex routine, the 'gross reality' of their domestic life and even a 'common misconception' about the magazine mogul.

She also once revealed the bizarre sex item Hefner used in a shocking bedroom admission last year alongside fellow former Bunny, Bridget Marquardt, on their Girls Next Level podcast.

Madison and Marquardt, who was also one of Hefner's many girlfriends, looked back on their time at the mansion and recalled their reactions to discovering a dedicated 'sex chair'.

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Referencing what is dubbed the 'Cover Girl Murder' - when Playboy Playmate Dorothy Stratten was shot dead by her estranged husband - Madison described seeing an odd piece of custom-made furniture at the mansion: "The sex chair was this weird chair somebody made in the Seventies. Dorothy Stratten’s husband was trying to get it patented, or he was in a business that made them or something.

The former Playboy housemates recalled finding the 'weird' sex chair (Denise Truscello / Contributor / Getty Images)
The former Playboy housemates recalled finding the 'weird' sex chair (Denise Truscello / Contributor / Getty Images)

"There was one at the mansion in the bath house area …there was no gym back in the Seventies, but there used to be a sex chair there. They talk about it in Secrets of Playboy about how some people would like to use it at parties – really gruesome detail is that in the Dorothy Stratton murder that was part of the whole thing…"

And, on the subject of weird sex stuff, Madison told BuzzFeed News a decade back in 2015 that the prolific sex parties always took place on the same two days of the week.

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"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 Hef'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."

Featured Image Credit: Denise Truscello/WireImage

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

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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