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Latest Playboy News and Updates
Cher Recalls Seeing Drunk John Lennon Completely Naked at the Playboy Mansion in 1974: 'Not Pretty'
In Cher's upcoming memoir, she recalled the time that she took a drunk John Lennon to the Playboy mansion.
'I Am So Lucky': Crystal Hefner Gushes Over Boyfriend James Ward After Hugh Hefner's Death
Crystal Hefner gushed over new boyfriend James Ward after husband Hugh Hefner's death, saying, 'I am so lucky.'
Shanna Moakler Reveals Her Experience Being in Hugh Hefner's 'Rotating Circus' of Girlfriends After Bombshell Playboy Documentary Allegations
Accusations of abuse, rape and rampant drug use at the Playboy Mansion arose from the A&E docuseries 'Secrets of Playboy.'
Holly Madison Laughs Off Crystal Hefner's Cease and Desist Letter: 'Your Attorney Can't Even Find My Correct Email Address'
Crystal Hefner sent Holly Madison a cease and desist letter due to the 'malicious and intentionally misleading comments' she made about her.
10 Revelations Made About the Playboy Mansion: From Shocking Group S-- to Old Men's Hookups With Youngsters
The Playboy Mansion, created by Hugh Hefner, was filled with the craziest and most disturbing stories the world became aware of over the past years.
Crystal Hefner Denies Changing Hugh Hefner's Will, Says His Son Marston and Holly Madison Made the Claims to 'Sabotage' Her
Crystal Hefner claimed Holly Madison and Hugh Hefner's son Marston Hefner are trying to 'sabotage' her by making false allegations.
Crystal Hefner Denies Holly Madison's Claim That She Called Off Wedding to Hugh Hefner Because She 'Was Unhappy With the Prenup'
Crystal Hefner called out Holly Madison for making allegations about her and Hugh Hefner's marriage.
Holly Madison 'Weirded Out' After Accusing Crystal Hefner of Using the 'Exact Same' Writing Style in Her Memoir About Playboy Mansion
Holly Madison published a memoir about her time in Playboy Mansion in 2015, and is now accusing Crystal Hefner of copying her writing style.
Holly Madison Reveals the 'Weirdest Thing' She Ever Saw While Living at the Playboy Mansion
Holly Madison is continuing to spill the good, bad and ugly aspects of living at the Playboy mansion.
'It Was Viagra Central': Jenny McCarthy Admits 70-Year-Old Men Visited the Playboy Mansion to Hook Up With Younger Women
Former Playboy model Jenny McCarthy recalled seeing 'gross celebrities' hooking up at the Playboy mansion.
Crystal Hefner Says Leonardo DiCaprio Is the 'New Hef' as She Recalls His Former Hookup With Rihanna
Crystal Hefner said Leonardo DiCaprio's behavior reminds her of ex-husband Hugh Hefner.
Playboy Model, 22, Rejected Leonardo DiCaprio's Invitation to Go Home With Him After 'OK' Makeout Session in Secret Club: 'Too Weird and Too Old'
Playboy model Hieke Konings recalled 'definitely not the best' makeout session with Leonardo DiCaprio at a club in Los Angeles.
'Odd and Robotic': Crystal Hefner Reveals Late Husband Hugh Hefner Was Bad in Bed
Crystal Hefner released the details of her intimacy with late husband Hugh Hefner in her new book, 'Only Say Good Things: Surviving Playboy and Finding Myself.'
Crystal Hefner Admits She Was Never 'in Love' With Late Husband Hugh: 'I Lost Myself in the Process'
Crystal Hefner opened up about her relationship with Hugh Hefner before the release of her tell-all memoir, 'Only Say Good Things: Surviving Playboy and Finding Myself.'
Holly Madison Insists Hugh Hefner Wasn't a 'Helpless Old Man' Being Taken Advantage of Despite Public Perception
Former Playboy Bunny Holly Madison continues to set the record straight about her time with Playboy.
Holly Madison 'Curious' If Crystal Hefner Will Spill Secrets About the Playboy Mansion in Her Book
Crystal Hefner's book hits shelves January 2024.
Holly Madison Claims Hugh Hefner 'Hated' Red Lipstick on Playmates, Wanted Them to Look 'Barely Legal'
In a new interview, Holly Madison continued to spill the dark secrets behind Hugh Hefner and Playboy.
Playboy House of Horrors: Hugh Hefner's Widow Vows to Expose 'Toxic Objectification and Misogyny' at Mansion
Crystal Hefner's memoir, 'Only Say Good Things: Surviving Playboy and Finding Myself,' is set to hit shelves in January 2024.
Claudia Conway Rocks Tight Black Dress to Prom After Announcing Playboy Bunny Gig: Photos
New Playboy Bunny Claudia Conway is wrapping up her final days as a high school student.
Kellyanne Conway's Daughter Claudia, 18, Becomes a Playboy Bunny After Parents' Explosive Split
Claudia Conway is the eldest daughter of Kellyanne and George, who ended their 22-year marriage earlier this year.
Playboy Playmate Denies Mansion Was 'Cult-Like,' Claims Hugh Hefner Created A 'Supportive Environment'
Former Playboy Playmate Karin Taylor described her positive experience with Hugh Hefner contrary to many of her colleagues.
Holly Madison Believes 'Playboy Murders' Doc Will Change 'Preconceived Notions' People Have About Herself & The Brand
Former Playboy model Holly Madison's new docuseries reveals lesser known tragedies that went down in Playboy Mansion.
Holly Madison Talks Playboy Mansion, Insists Hugh Hefner 'Manipulated' & 'Pitted' Playmates Against Each Other
In a new interview, former Playboy model Holly Madison says she believes Hugh Hefner 'manipulated' Playmates in order to stir up drama.
Holly Madison Talks Scandal In 'Playboy Murders' Trailer: 'These Horrible Things Could Happen To Anyone'
'Playboy Murders' executive producer Holly Madison details the 'horrible' things that happened inside the Playboy Mansion.
Holly Madison Reveals Hugh Hefner Used Baby Oil During Sex Despite Her Refusal: 'So Foul & So Nonconsensual'
Former Playboy model Holly Madison said that Hugh Hefner used baby oil during sex even after she asked him not to.
Holly Madison & Bridget Marquardt Reveal Hugh Hefner's Strict Rules: Weekly Allowances, Early Curfews & More
From curfews to allowances, former Playboy Mansion residents Holly Madison and Bridget Marquardt spill all about Hugh Hefner's unfair ways.
Holly Madison Admits Having Sex With Hugh Hefner Was A 'Chore,' Only Did It To Avoid Being 'Kicked Out' Of The Playboy Mansion
Former Playmate Holly Madison is letting everyone in on what really went down behind closed Playboy Mansion doors
Former Playmate Karissa Shannon Has Terrifying Health Scare Aboard Flight Following Traumatic 10-Hour Interview About Ex Hugh Hefner
Karissa was accompanied by her twin sister, who had flown with her to Los Angeles for the bombshell sit-down with A&E.
Playboy Bunnies Speak Out About Hugh Hefner's 'Predatory' Ways, Allege The Magazine Editor Took Part In Acts Of Bestiality
The new 10 part A&E docuseries unearths dark allegations against the Playboy boss.
Secrets & Scandals Of The Playboy Mansion: 'Drugs And Orgies Were The Norm'
Insiders reveal what really went on behind closed doors at the Playboy mansion.
Holly Madison Recounts 'Traumatic' First Sexual Encounter With Ex Hugh Hefner, 'Girls Next Door' Star Describes 'Emotional Impact' It Had On Her
The former playmate explained how her first time having sex with her late boyfriend had a lasting impact on her.
10 Of The Most Wanted Items From Playboy x Missguided — Shop Now For 40 - 60% OFF
OK! has rounded up 10 of the most wanted items from clothing brand Missguided's collab with Playboy. Shop now for 40 - 60% OFF!
'Burnt Out': Kendra Wilkinson Struggling As A Single Mom Working 'Long Hours And Weekends' At New Realtor Job, Reveals Insider
Kendra Wilkinson has gone from living the high life to pounding the pavement to earn a paycheck.
Holly Madison Claims Playboy Bunnies 'Had To Sleep' With Hugh Hefner Before Moving Into Mansion — But Kendra Wilkinson Fires Back
Holly Madison is refuting Kendra Wilkinson's claims of not having sex with Hugh Hefner before moving into the mansion — Madison said all bunnies 'had to sleep' with him.
David Hasselhoff’s Daughter Hayley Poses Nude As The First 'Curve' Model For European 'Playboy' — See The Blonde Bombshell’s NSFW Cover Shoot
David Hasselhoff's daughter Hayley is making history as the first 'curve' model to grace 'Playboy Germany' cover. See the NSFW snap, here!
Hugh Hefner's Widow Crystal Backs Kendra Wilkinson In Reignited Feud With Holly Madison Over Having Sex With The Playboy Founder
Crystal Hefner is siding with Kendra Wilkinson after Holly Madison reignited their feud! See her response, here!
Nicky Hilton Shows Off Her Edgier Side In $990 Playboy X MONSE Sweater — Get The Look For Less
Nicky Hilton was recently spotted strolling the streets of New York City looking more edgy than heiress-y. OK! shows you how to get the look for less.
Near-Death Experience: Hugh Hefner's Ex-Wife Lost Half The Blood In Her Body During Botched Plastic Surgery
The former Playmate and widow of 'Playboy' icon Hugh Hefner revealed that she nearly died after losing half the blood in her body during a botched plastic surgery procedure.
Hello, Dolly! Country Icon Parton May Actually Celebrate 75th Birthday In Playboy
The singer first appeared on the iconic magazine's cover in 1978.
Flashback: All The Secrets, Scandals And Shocking Moments From Inside The World Of Hugh Hefner’s ‘Playboy’
Revisit the most jaw dropping facts and rumors that have come out about Playboy.
Playboy Hell: 5 Former Bunnies Spill What is was Really Like
Hefner might have been envied by men, but for the women they were living a hell.
King Princess Poses As High School Stereotypes In 'Playboy's' New Pleasure Issue
The singer transformed into a jock, a cheerleader, a rebel and more for the spread.
‘Silicon Valley’ Star Thomas Middleditch Says Swinger Lifestyle With Wife Mollie Gates ‘Saved’ Their Marriage
The actor revealed they opened up their relationship after tying the knot.
See The Final Footage Of ‘Playboy’ Founder Hugh Hefner
The publishing icon was using a walker before his passing.
WATCH: Hank Baskett Says 'He Didn't Engage In Anything' With Transgender Model
Kendra Wilkinson and Hank Baskett reveal the truth behind the transgender model cheating rumors in a new interview with People.
What Playboy is Tweeting to Selena Gomez and Vanessa Hudgens
Spring Breakers' Selena Gomez and Vanessa Hudgens get invited to a lot of parties, but there is one party the company who gave the two girls their start (a.k.a.
Exclusive First Look At Holly Madison's Baby Rainbow Aurora!
For years Holly Madion has wanted children, and her dream finally came true this March as she gave birth to a beautiful baby girl, Rainbow Aurora. Holly gave
Kate Middleton's Cousin Strips Down and Bares All for 'Playboy'!
A Middleton? Naked? On Playboy? OK! GALLERY: SISTERS KATE MIDDLETON AND PIPPA MIDDLETON ENJOY WIMBLEDON FINALS Yes, yes and yes. Well. Almost. Katrina Darling —
