Inside the Playboy Mansion: Holly Madison Details Orgies – and Fertility Treatment with Hugh Hefner

In her new book, the onetime Playmate recounts her time at the infamous mansion – and her efforts to start a family with the Playboy lothario

Photo: Laurence Cottrell/FilmMagic

Facing homelessness in Los Angeles, aspiring actress and model Holly Madison turned to Hugh Hefner and the Playboy Mansion for sanctuary, she reveals.

It was 2000 when Madison, now 35, first met Playboy magnate Hefner, now 89, at a mansion party and soon befriended his girlfriends.

Following a night out at Hollywood hot spot Las Palmas with Hefner and the girls in August 2001, Madison – in her new book, Down the Rabbit Hole: Curious Adventures and Cautionary Tales of a Former Playboy Bunny – recalls how she was invited back to the mansion.

Despite having been told that only Tina Jordan, Hefner’s then-No. 1 girlfriend, slept with him, Madison soon discovered what actually happened behind the doors of Hefner’s bedroom.

Madison recounts how Jordan first ushered her into a bathroom, where all the girlfriends sat with their feet dangling in a black marble bathtub. She was then led into the bedroom and given pink flannel pajamas to wear – along with the rest of the girls.

The girlfriends, Madison says, all hated the bedroom routine “and tried to get it over with as quickly as possible.”

Madison was told to “fake” everything.

“When I think about it now, it’s almost comical. Every red-blooded American male has no doubt fantasized about what went on in Hugh Hefner’s bedroom with his harem of blond bombshells. The answer? Not a whole lot,” Madison says.

As one of a slew of girls who would get intimate with Hefner during any given evening, Madison writes, “My turn was over just as quickly as it had started.” There was zero intimacy and no kissing.

Starting a Family at the Mansion?

After moving into the mansion, Madison became Hefner’s No. 1 girlfriend, ultimately costarring on E!’s The Girls Next Door with his other two primary girlfriends, Bridget Marquardt and Kendra Wilkinson.

Eventually, Madison and Hefner discussed having a family together. (Hefner has four children – three sons and a daughter – with two women.)

“I know how absolutely insane it sounds to want to have kids with someone in their 70s. You are basically robbing a child of his or her father before it is even born. Now that I am a mom myself, the idea seems even more unpalatable,” says Madison, who hasn’t spoken to Hefner in four years.

“But I suppose I thought of it as a ticket out – in more ways than one. The last time the mansion had been multiple-girlfriend-free was when Hef was married and had two children.”

She reveals that Hefner had even submitted semen samples to a fertility doctor – only to discover that nothing was viable.

“This was concrete proof slapping me in the face that there was no future for me at the mansion,” Madison recounted, “and it was either sit in there and rot or take the plunge and face the world.”

Related Articles