
Dates rejected me for being a Playmate, but men who queue for Lily Phillips & Bonnie Blue are worse, says Holly Madison
PLAY TIME Dates rejected me for being a Playmate, but men who queue for Lily Phillips & Bonnie Blue are worse, says Holly Madison
HOLLY Madison was a 22-year-old girl when she became a playmate, thinking it would give her the chance to have a better life.
But now, aged 41, Holly has revealed the struggles she faced while dating to the Playboy mogul, who was 53 years her senior, Hugh Hefner.
Advertisement
4
Holly Madison opens about what it was really like living in the Playboy Mansion
Credit: A&E
4
She revealed men often rejected her for being a Playmate in the past
Credit: Getty
4
Holly also opened up on what she though of Bonnie Blue and Lily Phillips' stunts
Credit: Getty
Speaking on The Skinny Confidential podcast, Holly opened up about being rejected by men for being a playmate.
She revealed that after leaving the Playboy Mansion, men would approach her and want to date but would get 'jealous' of her past when things turned serious.
Holly explained: "There were a lot of people who wanted to date me, but I think in a very superficial way.
I think it was like, 'Oh, I want to date that hot girl on the Billboard right there and then tell my friends about it.'
Advertisement
"I would say the most challenging thing is that people would get together with me, knowing exactly what my history was, and then they would all of a sudden have a problem with it.
"After our relationship got serious, they'd get really jealous. They'd come up with all these imaginary scenarios in their heads about what could have possibly went on."
Despite the string of insecure and jealous men she dated, Holly says the men lining up to bed controversial OnlyFans creators Lily Phillips and Bonnie Blue are much worse as they chose to be intimate with them while staying anonymous.
Speaking on the topic with podcast hosts Michael and Lauryn, Holly agreed that the line of men also 'rattle her' as they choose to be anonymous instead of being open about sexual relations.
Advertisement
"I want to know what guys are in the Lily Phillips line, just kidding."
"All these guys, line up and they have ski masks on to partake, because they want to be anonymous," she added.
We lived in the 'glam' Playboy mansion as Hugh's girlfriends - we'd get 'replaced' if we were ever sick & the furniture looked like local charity shop buys
Mansion Madness
From the outside, being a Playmate looked glamorous - hanging with A-list celebrities and partying with your friends all day long.
But Holly said the reality was completely different and said it was a 'toxic' environment.
Advertisement
She said: "I feel like unfortunately mine is a lot of bad memories, especially in the first four years I lived there.
"It was just a hellhole. It was like none of the girls got along. It was super toxic."
Facts you didn't know about the Playboy Mansion
Girlfriends vs Playmates
Rumour has it that Hugh Hefner would have two to a dozen "girlfriends" living with him at a time. These girlfriends are not to be confused with Playmates. Each girlfriend had their own room, but one 'special lady' was named as girlfriend number one and stayed with Hef in his room. Each girlfriend received a $1,000 (£760) weekly bonus "allowance."
Hef's Wild side
The Playboy mansion was home to a private zoo. It was one of very few private residences that actually has a zoo license. Hefner was a fan of birds. Among his collection - many of which roamed the grounds - were peacocks, macaws, flamingos, toucans and ducks.
The Elvis Legend
Within the mansion was a secret room, called 'The Elvis Room.' Legend has it that the King himself, Elvis Presley, had a little slumber party in the room with up to eight eager bunnies.
In the past, Holly has said the girls would be fighting during the day and then sitting naked together at night.
She continued: "I can't explain to you how embarrassing that whole routine was, especially as we got later down the road when there was a lot of conflict with the other girls.
Advertisement
"You're literally sitting there naked having sex in front of a group of people who hate you and talk s**t about you while you're having sex," Holly said.
"I thought that we were going to be like BFFs and it was going to be so much fun and I thought that it was going to be like total slumber parties and like hanging out in each other's rooms and borrowing clothes and just like really fun," said Holly.
Speaking on her podcast, The Girls Next Door, with fellow Playmate Bridget Marquardt revealed the glam person of the house was nothing like reality.
In the early 2000s, Bridget recalled, the mansion ''was the place to be''.
Advertisement
''Everyone wanted to be there - every celebrity, every girl that I knew of wanted to be a part of it, wanted to be a Playmate, go to the parties.
''They had the best parties in the world there.
''It's the place that you wanted to go and you wanted to be seen, and you wanted to be a part of that whole lifestyle.''
But while the A-listers were living the high life, Hugh's girlfriends ''were required to sit at the table the whole time and ask if you needed to get up to go to the bathroom''.
Advertisement
She added: ''You could dance a little - but you were kind of greeting everybody [...], so we definitely didn't feel free.''
4
Holly and Bridget spent time in the mansion together
Credit: Getty
Top Grades
Those who had made it into the villa would also have Polaroids taken during the many star-studded bashes - which Hugh, who passed away at 91, would then grade from A to D.
''D - you're not invited back, C - you're maybe on the big party list, B - you're on all the party lists, A - you get invited to the pool parties and stuff like that,'' Holly revealed.
Advertisement
But the graded snaps, the pair said in a recent podcast, were the least of their worries.
Holly said: ''When I think about the worst thing, I just think about anything in the bedroom and just the fact that anyone would be invited in there.
''We didn't get to agree on who got to come in and who got to watch, and who got to do whatever - and it was just traumatising.'

Try Our AI Features
Explore what Daily8 AI can do for you:
Comments
No comments yet...
Related Articles


Scottish Sun
an hour ago
- Scottish Sun
Hobbit star Martin Freeman browses diamonds rings with actress partner Rachel Benaissa at London jewellers
Martin, who played Bilbo Baggins in the Hobbit trilogy, has been with actress Rachel Benaissa, 30, for five years LORD OF THE RING? Hobbit star Martin Freeman browses diamonds rings with actress partner Rachel Benaissa at London jewellers Click to share on X/Twitter (Opens in new window) Click to share on Facebook (Opens in new window) SHERLOCK star Martin Freeman looks as if he is shopping for his precious at a jewellers. The actor, 53, seemed particularly taken with a £4,500 aquamarine and diamond ring. Sign up for the Entertainment newsletter Sign up 5 Martin Freeman, pictured with girlfriend Rachel Benaissa, seemed particularly taken with a ring Credit: Eroteme 5 Martin looks as if he is shopping for his precious at the store Credit: Eroteme 5 Martin, 53, has been with actress Rachel Benaissa, 30, for five years Credit: Getty 5 Martin seemed particularly taken with this £4,500 aquamarine and diamond ring Credit: Eroteme Martin, who played Bilbo Baggins in the Hobbit trilogy, has been with actress Rachel Benaissa, 30, for five years. A local who saw him outside the Hampstead, North London shop said: 'Martin looked intent on a particular show stopping ring in the front and centre of the window display. 'He even fetched the shop assistant so he could point out which one wanted to look at. "He was wearing a cap so he could go incognito.' Martin, who has two children with ex partner Amanda Abbington, recently opened up about his relationship with Rachel. He said: ' I talk to her about a lot of stuff because she's kind of my best friend and my confidante.' He also made a kinky admission on a recent podcast, revealing: 'She's a massive cheese and wine whore. 'She says that about herself, 'I'm a cheese and wine whore.' It's not all she is, but we like cooking.' Hobbit Frodo Baggins wields 'Sting' sword in Lord of the Rings


Scottish Sun
an hour ago
- Scottish Sun
Inside Dua Lipa's ‘dream' Wembley shows with five outfit changes, star fans and cover with 90s music megastar
LIVE-ING MY DREAM Inside Dua Lipa's 'dream' Wembley shows with five outfit changes, star fans and cover with 90s music megastar Click to share on X/Twitter (Opens in new window) Click to share on Facebook (Opens in new window) DUA LIPA realised a life dream as she played to 70,000 adoring fans at Wembley Stadium. Her Radical Optimism tour's sell-out gig on Friday — followed by another one yesterday — came ten years after she first per-formed in the capital to just 350 people. Sign up for the Entertainment newsletter Sign up 11 Dua Lipa realised a life dream as she played to 70,000 adoring fans at Wembley Stadium Credit: Getty 11 Her Radical Optimism tour's sell-out gig on Friday came ten years after she first performed in the capital to just 350 people Credit: Getty 11 She said: 'Wembley, thank you. It is something I've dreamt of my whole life' Credit: Getty 11 Dua paraded in five different outfits during her set Credit: Getty 11 Dua also got Jamiroquai frontman Jay Kay on stage to join her in singing the Nineties jazz-funk band's hit Virtual Insanity Credit: Getty 11 Dua shared a letter from the Spice Girls, who sent her flowers Credit: Instagram The singer said: 'Wembley, thank you. It is something I've dreamt of my whole life, and all day I have been feeling so much love and gratitude to be here with you guys. 'It is just surreal. It feels like such a journey, but also like everything has happened so quickly. I want to thank you for believing in me and trusting me, dancing with me, singing with me — and allowing me to wake up every single morning to do what I love to do. Looking out and seeing all you guys means the absolute world to me.' Dazzling in a white Valentino sheer lace catsuit, she added: 'It has been ten years since our first London show and I just dreamt of a night like this.' Dua paraded in five different outfits during her set — also including a petrol-blue Balenciaga slip dress draped in a faux-fur coat lined with the Union Jack flag and a silver custom Swarovski bodysuit with matching Christian Louboutin boots. And it certainly seemed Queen Dua was reigning over North London — as billboards promoting her YSL plumping lip gloss were plastered on the famous Wembley Way. Fans, many of whom got tickets through Priority from O2, queued at merch-andise stands with T-shirts priced £40. She opened with hit track Training Season and thrilled the crowd with No1 singles New Rules, One Kiss and Dance The Night. Her ballad Falling Forever cast a spell as fans lit up the stadium by holding their phone torches in the air. Dua's mum Anesa and sister Rina, as well as actor fiance Callum Turner and model Rosie Huntington-Whiteley were all in the audience. She even had support from the Spice Girls who sent her flowers. Dua Lipa surprises fans by bringing 90s band on stage as she stuns in diamonte bodysuit in front of star-studded crowd to Wembley And Dua shared a letter from the girls on Instagram. The post read: 'Dear Dua, we just wanted to wish you lots of luck with your sold-out shows at Wembley Stadium . . . that's Girl Power! We love you! The Spice Girls. XXXX.' Dua also got Jamiroquai frontman Jay Kay on stage to join her in singing his band's 1996 hit, Virtual Insanity. She told fans: 'This next song is a really, really big dream for me because I want to introduce someone who has inspired me from the moment I started making music. 'He is someone who has been a trailblazer for British music and paved the way.' I imagine these Dua shows have inspired the next gener-ation of British music stars, too. A FEW months ago, Little Mix star Leigh-Anne Pinnock parted ways with label Warner Music and landed a new deal with Virgin – and she's wasted no time getting started with new music. The singer shot a video for upcoming single, Been A Minute, in Stoke Newington, East London, last week. An insider tells me: 'The song has a carnival vibe and Leigh-Anne is really excited about it.' Leigh-Anne will showcase the tune when she performs at Reading and Leeds Festivals later this year. OASIS STRING 'EM UP OASIS have spent weeks rehearsing in a secret location in London ahead of their reunion tour – and I can reveal that when the lads hit the stage they will be joined by an orchestra. As well as Liam and Noel Gallagher, Bonehead, Gem Archer and Andy Bell, there will be musicians playing the cello, violins and woodwind for several of their hits. 11 Oasis have spent weeks rehearsing in a secret location in London ahead of their reunion tour Credit: PA An insider said: 'The live orchestra will add a cinematic element to their sound and elevate some of the harmonies. It won't take away from the band, just boost the sound.' I can also reveal that everyone around them has ditched booze and turned to clean living in a bid to spur on the brothers, inset below, as they prepare for their Live '25 shows. Cigarettes and alcohol have been binned in favour of non-alcoholic beers and meditation. An insider tells me: 'In these final few weeks before the tour kicks off, those around Liam and Noel have decided to focus on clean living. 'There are lots of positive vibes in the camp, a very meditative, focused mindset. Everyone around them is aware this is history in the making. 'Liam and Noel are the best of British, working class heroes, and they deserve this incredible moment. 'So those around them are determined to set positive examples and make sure everyone is giving 100 per cent. It's pretty impressive to see how dedicated everyone is.' Some Might Say they will be the gigs of the decade . . . MEL C says she is super 'pedantic' about pre-show rituals. Sporty Spice told England rugby star Natasha Hunt that she sticks to the same routine while on tour. Mel said: 'I get the mickey taken out of me because of how pedantic I am about my preparations. I will eat well, try and sleep well, hydration is key.' She spoke as part of Volvic's Force of Nature initiative, in partnership with the Women's Rugby World Cup 2025. Sporty by name, sporty by nature. LIKE THE LUNCH BOX, PAUL PAUL MESCAL and girlfriend Gracie Abrams have been preparing for her gig at Glasto next week – with sunshine picnics in the park. The Normal People actor and the singer have been relaxing with friends before she rocks up at Worthy Farm to play The Other Stage on Friday – where Paul is expected to be cheering her on. 11 Paul Mescal and girlfriend Gracie Adams in the park Credit: Supplied 11 Gracie will play The Other Stage on Friday Credit: Mega One park-goer at Highbury Fields in North London said of the pair: 'Paul and Gracie have been making the most of the warm weather by hanging out with friends in the park. 'Paul was boun-ding around and is clearly loving the long summer evenings.' The couple were first linked a year ago when snapped on a dinner date at London celebrity hang-out the BRAT Restaurant – and they seem to be going strong. Our source added: 'They looked super loved-up and Paul couldn't resist taking a picture of the sunset on his phone to capture the moment.' DUFFY TO RETURN DUFFY is secretly working on her long-awaited third album just months after she thrilled fans by appearing in a TikTok video. I can reveal that the Welsh singer, who posted herself lip-syncing to a remix of her hit Mercy back in March, has been in the studio working with ex-Suede musician Bernard Butler, who was a producer on her debut 2008 album. 11 Duffy is secretly working on her long-awaited third album just months after she thrilled fans by appearing in a TikTok video Credit: Getty Duffy, whose first name is Aimée Anne, disappeared from the spotlight in 2011 after being kidnapped and raped and told her harrowing story in 2020. A source said: 'The time is right for her to make a comeback, she has done enough healing and is ready to make music. 'She has a great working relationship with Bernard and they trust each other.' In 2020, Duffy revealed in a social media post: ' I am OK and safe now, I was raped and drugged and held captive over some days. Of course I survived. 'The recovery took time. But I can tell you, in the last decade the thousands and thousands of days I committed to wanting to feel the sunshine in my heart again, the sun does now shine.' STRICTLY star Carlos Gu says he would love to perform with chat king Graham Norton. The pro dancer, who has previously been paired with EastEnders' Molly Rainford, said at the British LGBT Awards: 'I want to show two men can dance sexily and beautifully. I would love to dance with Graham. He would be great.'


Scottish Sun
2 hours ago
- Scottish Sun
Actress Sophie Turner fuels rumours she's back with aristocrat ex dubbed ‘Britain's most eligible bachelor'
TOFF-ON SOPHIE? Actress Sophie Turner fuels rumours she's back with aristocrat ex dubbed 'Britain's most eligible bachelor' Click to share on X/Twitter (Opens in new window) Click to share on Facebook (Opens in new window) GLITTERING Game of Thrones star Sophie Turner follows aristocrat Peregrine 'Perry' Pearson from a restaurant — sparking reports the on-off romance is back on track. Sophie, 29, met with the 30-year-old toff in London — and reconnected with him on social media. Sign up for the Entertainment newsletter Sign up 4 Actress Sophie Turner was snapped with aristocrat Peregrine 'Perry' Pearson — sparking reports the on-off romance is back on track Credit: Getty - Contributor 4 Sophie and Peregrine were spotted leaving a restaurant in London Credit: Splash 4 Sophie and the heir to a £224million fortune were an item last year Credit: Getty She and the heir to a £224million fortune were an item last year but were last pictured together this March. Mum-of-two Sophie is divorced and Turner has a claim to be Britain's most eligible bachelor. The Sun first revealed how the pair had started dating in October 2023, following the breakdown of Sophie's marriage to American pop star Joe Jonas. Back when the pair split, a source said: 'Sophie and Peregrine had a great time together but the relationship ran its course. 'She is single and is focusing on her career and her two daughters.' Peregrine, heir of the 4th Viscount Cowdray, had been dating King Charles's goddaughter, model Princess Maria-Olympia of Greece and Denmark, before he started dating Sophie. Fans also spotted Sophie had unfollowed Peregrine on social media. Joe filed for divorce from Sophie on September 5 2022, with the couple releasing a joint statement the following day. They said: 'After four wonderful years of marriage we have mutually decided to amicably end our marriage.' It took a dramatic turn a year later when Sophie sued Joe and accused him of the 'wrongful retention' of their two daughters. 4 Sophie was previously married to singer Joe Jonas Credit: Getty