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‘I was scared’: How Holly Madison ended her relationship with Hugh Hefner

THIS was the moment when Holly Madison realised she had to flee the mansion. It began with a buffet — then Hef became a “monster”.

WEST HOLLYWOOD, CA - SEPTEMBER 24: Publisher Hugh Hefner and girlfriend Holly Madison flash outside The Standard Hotel on September 24, 2003. (Photo by David Klein/Getty Images)
WEST HOLLYWOOD, CA - SEPTEMBER 24: Publisher Hugh Hefner and girlfriend Holly Madison flash outside The Standard Hotel on September 24, 2003. (Photo by David Klein/Getty Images)

“IT WAS kind of scary. I didn’t want to be there.”

After six years at the Playboy Mansion, this was the moment Holly Madison came to the conclusion that it was now or never. For Hugh Hefner’s main squeeze and star of hit reality series The Girls of the Playboy Mansion, it was time to get out.

“I was scared, I felt like I had invested so much of myself at that point after six years that I was nervous to leave,” Madison told news.com.au at a book signing in New York.

“It was kind of scary. I felt like [because] I was finally getting to be the only girl there, I was seeing his true colours. I felt like I couldn’t really make excuses for him anymore. I didn’t want to be there.”

It was 2008, and while Madison’s relationship with The Girls co-stars Bridget Marquardt and Kendra Wilkinson was at one of its strongest points during their three-way relationship with Hefner, Madison says in her tell-all book, Down the Rabbit Hole: Curious Adventures and Cautionary Tales of a Former Playboy Bunny, he was “turning into a monster”.

Madison was a prisoner of her own making. She wasn’t permitted to spend a night away from the Playboy mansion, stuck with a 9pm curfew unless Hefner allowed otherwise. After she was denied a night out in Mexico to attend Playboy Playmate Tiffany Fallon’s wedding, life began to crumble within the mansions walls.

Early days: Kendra Wilkinson, left, Bridget Marquardt, second left and Holly Madison, right, at Playboy magazine founder Hugh Hefner’s 80th birthday in 2006. Picture: Francois Mori
Early days: Kendra Wilkinson, left, Bridget Marquardt, second left and Holly Madison, right, at Playboy magazine founder Hugh Hefner’s 80th birthday in 2006. Picture: Francois Mori
Holly Madison has written a tell-all book about her relationship with Hugh Hefner. Picture: Albert Sanchez
Holly Madison has written a tell-all book about her relationship with Hugh Hefner. Picture: Albert Sanchez
Hugh Hefner with girlfriends Holly Madison, Kendra Wilkinson and Bridget Marquardt in Girls of the Playboy Mansion.
Hugh Hefner with girlfriends Holly Madison, Kendra Wilkinson and Bridget Marquardt in Girls of the Playboy Mansion.

CRACKS APPEAR INSIDE THE MANSION

It was at a Sunday night buffet when the cracks began to appear.

Wilkinson had postponed a shoot for Playboy, which meant reshuffling all of the girls’ schedules to fit hers. While Wilkinson and Madison had been getting along “really well”, Madison expressed annoyance at having to reorganise her week. Hefner didn’t take this too well.

“’Stop being such a f***ing c**t”, Madison recalls Hefner screaming, his “jaw clenched so hard, I thought he might crack his teeth”.

She writes in her book:In that moment, I didn’t care if I couldn’t find someone to love me outside of the mansion, because it was crystal clear no one on the inside loved me, either.”

At the mansion: Hugh Hefner with Holly Madison, Bridget Marquardt and Kendra Wilkinson.
At the mansion: Hugh Hefner with Holly Madison, Bridget Marquardt and Kendra Wilkinson.

THE MOMENT THE RELATIONSHIP CRUMBLES

For the first time in seven years, Hefner had allowed Madison to spend a night away from the mansion and her 9pm curfew.

Madison was in Las Vegas for a Playmate shoot and craved time away from the Playboy life.

“I desperately needed to get out that night ... before deciding if I was going to go back to Hef and settle down or break it off for good,” she wrote.

She texted TV magician Criss Angel, whom she had met prior and asked him over to her hotel suite for dinner. After a trip to nightclub CatHouse, Angel invited himself back to Madison’s room to “tuck me in”.

Angel tried, but failed to get under her sheets.

“I can’t,” Madison recalls responding.

But it was too late. Hefner already knew.

Madison starred in a 2008 PETA campaign completely naked.
Madison starred in a 2008 PETA campaign completely naked.
Magician Criss Angel, whom Madison would eventually date after nreaking it off with Hefner.
Magician Criss Angel, whom Madison would eventually date after nreaking it off with Hefner.

THE END: ‘I WAS FINALLY DONE’

Madison was woken by a “ferociously angry” Hefner the next morning.

He’d had her followed.

“You had a guy in your room last night!”

Sure, there was some flirtation, Madison admitted, but she remained firm.

“Nothing happened”.

“Thank you,” he replied. “For giving me the worst night of my life”.

Reeling from the conversation, it began to sink in. Here was this man, known for his reputation of bedding women, calling her out for spending time with another man.

Talk about double standards, she thought.

“In that moment I knew I couldn’t stay. I wouldn’t stay. I was finally done”.

What happens next? Find out in Holly Madison’s book, Down the Rabbit Hole: Curious Adventures and Cautionary Tales of a Former Playboy Bunny, out now.

Holly Madison has written about her experiences at the Playboy Mansion in her tell-all book.
Holly Madison has written about her experiences at the Playboy Mansion in her tell-all book.

Originally published as ‘I was scared’: How Holly Madison ended her relationship with Hugh Hefner

Original URL: https://www.themercury.com.au/entertainment/books/i-was-scared-how-holly-madison-ended-her-relationship-with-hugh-hefner/news-story/51924942e94ca1abaab18ba49d7de53c