Holly Madison Was First Intimate With Hugh Hefner While 'Really Wasted'

Holly Madison recently revealed that the first time she and Hugh Hefner had an intimate experience, it occurred while she was "really wasted."

The former Playboy Playmate opened up about her experiences with the late Hefner in a candid interview on the latest episode of the Girls Next Level podcast with her former Girls Next Door co-star Bridgit Marquardt.

Madison, now 41, recounted how in the early 2000s she and partied at former Hollywood hotspot Las Palmas with Hefner and a group of other women that included a so-called "recruiter" and a fellow new arrival to the fold.

The model, who lived in Hefner's Los Angeles Playboy Mansion for several years until parting ways with the publishing mogul in 2008, spoke about how she drank copious amounts of vodka to ease her nerves as she essentially auditioned her way into his life.

"I just remember drinking so many vodka cranberries all night, because I was so nervous," Madison said of the fateful night out, as she recalled seeing the likes of Britney Spears, Justin Timberlake, and Christina Aguilera at the popular club.

"It was really novel to me to have that access, to be able to sit in the VIP," she said. "But I was so nervous, and I was just drinking and I remember at one point I was sitting next to Hef and he learns over toward me and he offers me, like, a Quaalude."

"I honestly thought I was being tested because I had seen one of the documentaries he'd shown about himself when I was up there for a buffet," added Madison, who explained that the documentary had said that Hefner didn't allow drugs into his home after somebody was caught with cocaine there in the 1970s.

"In the documentary when they talked about that, they would talk about how ever since then, Hef never had drugs at the mansion, which later I would find out was a complete lie," Madison continued. "But in the documentary, they're like, 'Hef never had drugs at the mansion, because he always feels like people are out to get him.'"

"So I said, 'No, I don't really do drugs,' which is true," Madison recalled that she told Hefner at the time, "and he was like, 'Oh, okay, I really don't either.' But in the '70s we used to call [Quaaludes] thigh openers.' And I was like, 'Haha, okay.'"

Quaaludes are prescription sedative drugs that were popular recreational drugs in the '70s and '80s.

"So when we went back to the room, I have a hard time even remembering it because I was that wasted," Madison said. "I had been downing drinks all night... I was super nervous, because I was like, this is make or break. So I got really wasted, went upstairs, somebody ran a bath in his bathroom and everybody was supposed to get in the bath. But nobody really did. I think it was just me and one other person.

"I just remember kind of putting my feet in the bath, and I remember after a long night of dancing in high heels, that felt really good. I was excited to put my foot in the hot bath... I think at this point, everybody else who was living there was just so over the routine and just wanted to get it in and done with as soon as possible. Nobody wanted to waste their time with a f****** bath."

"So I go over to the bed, the other new girl is already laying there," she continued. "There's like vibrators laid out for everybody. I'd never used a vibrator in my life. So I'm laying there waiting for everybody else, and I don't even remember everybody else walking in. I just remember lying down and then all of a sudden everybody else is there."

"And the first thing that happens is the recruiter says, 'Daddy...'—I'm gagging as I'm saying this, but everybody used to call him Daddy in the bedroom, which is so gross. So she'd be like, 'Daddy, do you wanna get the new girl?' And I s*** you not, next thing I know he's on top of me. I was laying at the end of the bed...

"Later on, things would get so routine, like he wouldn't move. He would be like a bump on the log in the middle of the bed. But also, I wasn't getting up. So I guess he thought if I was the first one he was gonna have sex with he had to get up, because I was so f****** wasted... And I'm like, 'Okay, so that happened.'"

"I don't even remember what happened the rest of the night," she said. "The next thing I remember was that Hef was telling the recruiter, 'Get her a pair of pink pajamas and she'll stay in your room tonight.' And then I just like stumbled out of there and she handed me a pair of pink pajamas."

Hefner passed away in 2017 at the age of 91. In the years since his death, a number of people have spoken of darker experiences in the Playboy empire.

Madison previously opened up about life in the Playboy Mansion in her 2015 memoir Down the Rabbit Hole: Curious Adventures and Cautionary Tales of a Former Playboy Bunny.

"I thought I was an adult and thought I was making my free choice. And I was," she wrote about her decision to move into the residence. "But I wasn't sophisticated or really prepared.

"And kind of got in over my head. [...] I could understand how people thought it was strange. But I guess I wasn't comfortable enough to explain why I thought it would be fun or why I thought it would be a good idea."

Newsweek has reached out to Hefner's estate for comment.