Tuesday, 05 May 2026

Former Playboy mannequin shares disturbing rule Hugh Hefner made them comply with in mansion

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4 May 2026 13:27
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7 minutes reading



Holly Madison has shared some extra secrets and techniques about what went down behind shut doorways on the Playboy mansion.

The previous girlfriend of the late journal magnate Hugh Hefner, 47, defined that residing on the infamous property in Los Angeles wasn’t half as glamorous as it might have appeared.

Though lots of people think about that it was a lavish 24-hour celebration pad the place scantily-clad bunnies ran amok, Madison has revealed it was rather a lot stricter than that, as there was truly a ton of guidelines to abide by.

The TV star, actress and mannequin has revealed that she spent nearly all of the primary 12-months within the mansion merely ‘attempting to not get in hassle’ as she adjusted to residing beneath Hefner’s roof.

Madison moved into the mansion in 2001 after placing up a relationship with the Playboy writer at a tough time in her life, as she was each homeless and being buried beneath bank card debt.

However she obtained fairly the impolite awakening when she took up residence at Hefner’s house, as she had no thought the ladies who lived there needed to comply with sure guidelines.

Madison, 47, revealed what the ‘weirdest’ aspect of residing at Hefner’s house was (Victor Spinelli/WireImage)

Talking on the Child, This Is Keke Palmer podcast earlier this week, Madison stated: “I moved in, after which I realised, ‘I do not know what the schedule of this place is’.

“Like, I knew that they had a curfew…They needed to be in at 9 o’clock. I do know folks assume that is bizarre, and I at all times get the weirdest appears to be like once I inform people who.

“After I moved in, I used to be like, ‘Nicely, I am not going to be right here very lengthy’. The women by no means final very lengthy right here, and, , I am simply going to take pleasure in this for what it’s.”

She then opened as much as podcast host and actress Keke Palmer about what the ‘weirdest’ aspect of residing on the Playboy mansion was.

Madison continued: “You get into little issues like, ‘That is the schedule’, and ‘That is the way you’re imagined to act, or he’ll freak out’.

“I believed it will be high-quality for me to have a day job in the course of the day – I discovered that wasn’t the case. There was loads of stumbling round my first six months to a yr, simply attempting to not get in hassle.”

She claimed that Hefner is the one who knowledgeable her that in search of employment elsewhere was not permitted.

The previous Playboy bunny moved into the infamous mansion in 2001 (Denise Truscello/Getty Pictures for BOA Steakhouse Las Vegas)

The mother-of-two, who finally left the mansion in 2008, has beforehand opened up about what fulfilling Hefner’s sexual wants was like.

Whereas showing on the In Your Goals podcast a number of years again, she defined that intercourse together with her a lot older boyfriend was ‘much more regular than you’d assume’.

Nevertheless, there was one factor that Madison ‘hated’ – which is when Hefner wished an viewers to observe them roll round within the sheets.

Recalling what their intercourse life was like, she stated: “It is a very completely different story between once we had been simply by ourselves than with everyone else within the room.

“Everyone else within the room, no. That was disgusting. I hated it. I made it very recognized I hated it.”

Hefner handed away in September 2017 on the age of 91 and is buried within the Westwood Village Memorial Park Cemetery beside Marilyn Monroe.

What else have Playboy Bunnies stated about intercourse with Hugh Hefner?

Hefner was married 3 times and had a number of girlfriends, with three of these, Kendra Wilkinson, Holly Madison and Bridget Marquardt, all rising to fame with their actuality TV present, Ladies Subsequent Door.

Plenty of former Playboy Bunnies have opened up about intimacy with the late businessman.

Hefner’s former companions have dished the dust on what went down in his bed room (Carlo Allegri/Getty Pictures)

‘Contaminated’ music

In her 2024 biography, titled Solely Say Good Issues: Surviving Playboy and Discovering Myself, Hefner’s third and ultimate spouse, Crystal, described intercourse with him alone as being ‘blue little capsule nights’ as a result of medicine he wanted to get jiggy between the sheets.

She additionally claimed that she’d performed the identical Madonna monitor each time in order that ‘no different music [would] be contaminated by this place’ for her.

‘Odd and robotic’

Elsewhere within the e-book, Crystal known as their intercourse life ‘odd and robotic’, as she penned: “This was a well-oiled and well-practiced sequence of occasions. One which went the identical actual manner each time.

“Selecting some women from the celebration and bringing them up. Becoming the uniform for the job: silk pajamas. The dimming of the lights. The music. The porn. Passing the pot. After which the intercourse.”

She described the expertise as if Hefner ‘was simply going by way of the motions of one thing that had as soon as been enjoyable and attractive’.

Crystal added: “Or possibly it was by no means enjoyable and attractive.”

The journal boss at all times had a number of girls on his arm (M. Tran/FilmMagic)

‘Black e-book’

Whereas talking on her and Madison’s Ladies Subsequent Degree podcast, Marquardt claimed Hefner had a journal, which detailed who had been having intercourse with him and when.

“The black e-book stored monitor of some various things,” she defined. “It stored monitor of when any person collected their allowance. He would mark it off so that you couldn’t ask for it twice. It additionally stored monitor of who slept with him and when.”

‘Virtually comical’

Madison additionally printed a e-book on her time within the Playboy Mansion, known as Down the Rabbit Gap: Curious Adventures and Cautionary Tales of a Former Playboy Bunny.

Recalling how she was instructed to placed on pajamas when she was first requested to reside in Hefner’s property, she wrote: “After I give it some thought now, it’s nearly comical. Each red-blooded American male has little question fantasized about what went on in Hugh Hefner’s bed room along with his harem of blond bombshells. The reply? Not an entire lot.”

She added: “My flip was over simply as rapidly because it had began.”

‘No person knew the hell’

One other of Hefner’s girlfriends, Sondra Theodore – who dated the journal writer for 5 years between 1976 and 1981, opened up about their time collectively throughout an look on A&E’s Secrets and techniques of Playboy.

“He scared me rather a lot on the finish since you could not fulfill him — he needed to have increasingly more and extra,” Theodore recalled.

“I’d as properly have been a vibrator, I’d as properly have been a intercourse toy — as a result of that is what it was. And no one knew the hell I used to be in.”

Like having ‘intercourse along with your grandpa’

Twins Karina and Karissa Shannon, seen both facet of Hefner, shared a graphic account of what intercourse with him was like (Michael Bezjian/WireImage)

Twins Karina and Karissa Shannon additionally spoke about how their nineteenth birthday was ruined after they had been invited to Hefner’s bed room.

Whereas being interviewed for the A&E docuseries, Karissa claimed that they had been each provided a capsule that made them ‘probably the most inebriated we have ever been’, earlier than having intercourse with the then 86-year-old.

“We had by no means completed a threesome collectively earlier than, we’d by no means need to,” Karina stated.

In the meantime, Karissa added: “And that was our nineteenth birthday. You are by no means going to overlook that. He did not even end. Simply think about this, simply his previous hand form of shakes [as he’s] touching your boob.

“It is such as you’re having intercourse along with your grandpa. And he laid there, trying up, and he was like, ‘My infants, my infants. You like me.’”

Karissa continued: “We ran down the corridor to the spare bed room we had been staying in. We hit the bathe, steaming scorching. Our pores and skin was crimson from simply attempting to, like, sterilize.”

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