Hugh Hefner's ex Holly Madison makes shocking NSFW admission about sex life with the Playboy mogul

Hugh Hefner's ex-girlfriend has shared what their sex life was like.

Playboy founder Hefner claimed to have slept with over 1,000 women up until his death aged 91 in September 2017, and was known to date multiple women at once.

It was after he split from his second wife, Kimberly Conrad, that he began dating multiple Playmates at once, says Business Insider, including Baywatch star Brande Roderick. Around the same time he met Roderick, he set eyes on twins Sandy and Mandy Bentley. He went on to date all three of them for two years.

Speaking in 2011, Hefner shared with the Daily Beast: "When the relationship with Brande broke up, I added more girls. At one point, it was up to seven. Izabella [St. James] was one of those seven."

Eventually, he whittled his number of live-in girlfriends down to three women: Holly Madison, Bridget Marquardt, and Kendra Wilkinson.

Holly Madison and Bridget Marquardt were two of Hefner's live-in girlfriends (Denise Truscello/WireImage)

All three women have openly discussed their time with Hefner and living with him, and Madison previously lifted the lid on what sex was like with him.

The Holly's World star had previously described their sex life as 'normal' when it was 'just me and him'.

Speaking to Alex Cooper on the Call Her Daddy podcast back in 2021, Cooper asked if the sex 'was always in missionary'.

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"It wasn't this way the first time I was there," Madison replied. "He was on top the first time, but he was always laying down every other time that I remember."

The podcaster went on to ask about the size of Hefner's manhood, to which Madison said was 'normal' size, while also confirming that he always had to take Viagra.

Cooper continued: "Did you ever have an orgasm with him?"

The former Playboy Bunny then said no and explained that she was 'too messed up' to reach climax. Explaining what she meant by this, Madison shared that she was often 'drunk or high'.

Elsewhere on the podcast, the 45-year-old revealed what Hefner would supposedly get 'mad' about.

"He always had a fixation on everyone always being fully shaved," she said, adding: “He would get mad if somebody wasn’t shaved."

Madison also said that he 'always liked vaginas to look a certain way', with 'nothing sticking out'.

"His obsession with young women was semi gross," she continued.