Holly Madison Sheds Light On Bedroom Experience With Hugh Hefner

Former Playboy Playmate Holly Madison is sharing more details about her time with the late Hugh Hefner.

The TV personality has been vocal about her relationship with the deceased business mogul, from grooming accusations to implications of him threatening his playmates with revenge porn.

Now, Holly Madison is opening up about the sexual part of her time with Hugh Hefner and how it wasn't as bad as people imagined, except for one thing.

During a recent appearance on the "In Your Dreams" podcast, Madison opened up to host Owen Thiele about her bedroom experience with Hefner. She claimed their sexual activities did not bother her unless it involved group sex.

"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," Madison explained, adding, "That was disgusting. I hated it. I made it very known I hated it."

As for her one-on-one moments with Hefner, Madison claimed their 53-year age gap did not ruin their sexual relationship. "If it was just me and him, it was a lot more normal than you would think," she assured Thiele, who believed it couldn't have been as rosy as she painted it.

When Thiele implied she was lying about her sexual relationship with Hefner, Madison seemingly defended her past choices. She lamented the fact that nobody believed her bedroom experience with the late Playboy Magazine founder was normal, noting:

"There was a time when I couldn't post anything [on social media] without some dumba-s in the comments [being] like, 'Oh, old balls.' Maybe some people's balls do get old and nasty, but I've never seen such a thing."

Although Madison's words implied she did not mind Hefner's aging body, she clarified that she did not see much of it in the bedroom. According to the entertainer, the lights were always off during their intimate moments. "I mean, there's a saying: 'All cats are gray in the dark,'" Madison joked.

Madison dated Hefner from 2001 to 2008, starring on the reality TV series "The Girls Next Door." After having her private life flaunted on TV, The Blast reported the entertainer was over having a relationship with someone in the same line of work.

She shared her romantic preferences in an interview last month, saying, "I've never been much of a dater. It's long-term relationships or nothing. I want the next person I meet to be The One. I'm not interested in flings."

"I would never go on a reality dating show. I'm not attracted to the kind of guy who wants to be on TV. My type is more like businessmen," Madison added. She stressed that she was not looking for love at the moment and prioritized co-parenting her kids and building her career.

During her April interview, Madison was asked what advice she would give her past self. "Hang on, it's going to be a wild ride. And take as many pictures as you can … because you might need evidence," she replied. Her words seemingly implied she needed evidence to avoid Hefner's retaliation.

This wasn't the first time Madison had hinted at Hefner being a man who would use unscrupulous methods to keep his playmates in line. In 2022, she dropped scathing allegations against the magazine founder in the A&E documentary "Secrets of Playboy."

On the show, Madison claimed she feared leaving the Playboy Mansion because Hefner might retaliate with his mountain of revenge porn. She accused him of taking numerous nude pictures of women whenever they were intoxicated and circulating the copies.

Madison believed she was a victim of Hefner's revenge porn, noting she frequently drank to dissociate from her reality. However, drinking could only provide minimal relief, and she eventually tried to end her life after a group sex session.

"Everybody was leaving and walking out, and I was in the bathtub. I just wanted to drown myself. I just felt like I was in this cycle of misery," Madison recalled. She also described her time with Hefner as "Stockholm syndrome," claiming:

"Stockholm syndrome is when somebody starts to identify with somebody who's their captor in some way, and I feel like I did that with Hef 100 percent."

The entertainer alleged her time with Hefner was cult-like, noting she was gaslit into loving him. Additionally, she blamed the late media mogul for making her feel isolated in the Playboy Mansion by pitting playmates against each other.

Could Holly Madison's recent comments about her intimate relationship with Hugh Hefner be linked to her alleged Stockholm syndrome?