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Hugh Hefner's ex-girlfriend Holly Madison reveals surprising reason he didn't make women sign NDAs before sleeping together

Home> Celebrity> News

Published 15:41 13 May 2025 GMT+1

Hugh Hefner's ex-girlfriend Holly Madison reveals surprising reason he didn't make women sign NDAs before sleeping together

Holly Madison has spoken often about her time in the Playboy mansion with Hugh Hefner

Callum Jones

Callum Jones

Hugh Hefner's ex-girlfriend Holly Madison has detailed the reason why the Playboy founder didn't make women sign NDAs before they slept together.

Madison, now 45, had the ‘privilege’ of being Hefner’s ‘number one girlfriend’ back when she was staying in the Playboy mansion some 20 years ago.

While the infamous mansion has many people come and go, there were some women who were very much mainstays in the Los Angeles residence prior to Hefner passing away aged 91 in 2017.

Madison has been speaking a fair bit about her time in the mansion in recent times, including the 'disgusting' sex act she 'hated' doing with Hefner and opening up on her sex life with the late mogul more generally.

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Holly Madison has detailed what went on inside the infamous mansion (Denise Truscello/Getty Images for One Drop)
Holly Madison has detailed what went on inside the infamous mansion (Denise Truscello/Getty Images for One Drop)

And previously, she spoke on the 'Girls Next Level' podcast how Hefner reportedly didn't make women sign NDAs before they slept together.

Madison said: "He wanted to be the ultimate host and wanted guests to have the best time ever. He didn't have people sign NDAs and people are always surprised why we weren't made to sign NDAs, also.

"To me that's not surprising because 'Hef' didn't want anything to stand in the way of him getting laid, and I think if he was going to have someone stop to sign a paper before they went up into the bedroom it might make a woman pause and say, 'Wait what am I doing?'"

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Speaking on the In Your Dreams Podcast with Owen Thiele, Madison previously opened up about her sex life with Hefner.

Despite the 50-year age gap between the pair, Madison noted how 'normal' the sex was with the Playboy founder.

Hugh Hefner pictured with Holly Madison in 2007 (Chad Buchanan/Getty Images)
Hugh Hefner pictured with Holly Madison in 2007 (Chad Buchanan/Getty Images)

She also addressed certain negative stereotypes which she's faced as a result of having sex with an older man.

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"I think everybody has this real horror story of how gross an old man's body must be," Madisons said.

"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."

Madison explained that if it was just she and Hefner in the room their sex life 'was a lot more normal than you would think'.

But, in her 2015 memoir and during multiple podcast appearances, Madison claimed Hefner was ‘controlling’ through their relationship and has explained how ‘miserable’ she was overall with the experience.

Featured Image Credit: Girls Next Level/YouTube

Topics: Hugh Hefner, Celebrity

Callum Jones
Callum Jones

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