Hugh Hefner
Latest Hugh Hefner News and Updates
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.
Hugh Hefner 'Took So Much Viagra It Made Him Deaf': Playboy Founder's Ex-Wife Crystal Tells of Their Marriage H---
Hugh Hefner passed away in 2017 at age 91.
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.
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 Confesses 'Graphic' Reason She Never Felt Concerned 'For A Second' Hugh Hefner Would Get Her Pregnant
Holly Madison has previously accused Hugh Hefner 'pitting' the former Playmates against each other.
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 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.
Hugh Hefner's Former Girlfriends Kristina & Karissa Shannon Reveal Life In The Playboy Mansion Left Them With PTSD & Severe Depression
The former playmates detail the effects of life inside the mansion they say left them with PTSD & severe depression.
Playboy Bunny Spills 'Crazy' Sex Stories With Celebs At Hugh Hefner's Mansion, Insists Infamous Parties Were 'Wilder Than You Can Imagine'
One of Hugh Hefner's former playboy bunnies is spilling the tea about what life was like behind his mansion doors.
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.
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!
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.
Crystal Hefner Moves On After Hugh Hefner's Death ... And Had His 'Blessing'
The model got candid about how she has been doing after Hugh passed away.
Dirty Talk! Celebrities Reveal How Many People They've Slept With Over The Years
Talk about sexual healing! From 5-20,000 people, these celebs have made their rounds.
IRL Heroes! 7 Celebs You Likely Never Knew Were Veterans Or Served In The Military
OK! takes a look at some of our favorite celebs who served the U.S. in uniform.
Hugh Hefner's Son Cooper Hefner And Wife Scarlett Byrne Welcome Baby No. 1: 'We Couldn't Be Happier'
The couple announced they were adding to their family in March 2020.
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.
20+ Instagram Pics of Celebrities Dressed Up For #Halloween
Photos from Instagram of amazing celebrity Halloween costumes 2013 from Paris Hilton, Fergie, Rachel Zoe and more.
Hugh Hefner Was Confined To Wheelchair, Had ‘Acute’ Back Pain In Sad Last Days
The ‘Playboy’ founder couldn’t get around his mansion without team of staffers.
Hugh Hefner’s ‘Promiscuity’ Kept His Heart Healthy Beyond His Years, Doctor Reveals
‘Playboy’ mogul had three wives and dozens of girlfriends over the years.
Which Hot Celebrity Will Appear on the 60th Anniversary Cover of Playboy?
Can you believe that Playboy has been around for sixty years? It only makes sense that a beautiful icon would be a requirement for the cover
Here Are All The Celebrities We've Lost In 2017
From Hugh Hefner to Charlie Murphy, a lot of legends died this year.
Happy Holidays From Kelly Clarkson, Nick Jonas and More!
See Kelly Clarkson, Nick Jonas, Kim Kardashian and more of your favorite stars in their 2013 holiday cards.
Tweet Repeat: One Direction Shares Harry Styles #ThrowbackThursday Pic, Jenelle Evans Celebrates Her 22nd Birthday and More!
See what Jenelle Evans, Ellie Goulding, Alyssa Milano and more of your favorite stars were talking about on Twitter in today's Tweet Repeat.
Does Kendra Wilkinson Keep In Touch With Her Playboy Pals? See What She Says About Bridget, Holly, Hef and More!
Kendra Wilkison discusses her former Girls Next Door co-stars as well as her relationship with Hugh Hefner and his wife Crystal.
Hugh Hefner Reveals How Many Women He's Slept With—You Won't Believe His Answer!
Hugh Hefner is 86-years-old, but try not to think of him as your grandfather. Especially after you hear how many women the Playboy founder says he has bedded:
Hugh Hefner Offers Congratulations to Holly Madison—Here's What He Said!
Even though Hugh Hefner and Holly Madison aren't together anymore, it's clearly evident that Hugh will always have a soft spot in his heart for the former Girl
Crystal Harris is Not in Hugh Hefner's Will and She Signed an "Ironclad" Prenup
Crystal Harris isn't all about the money after all. The nude model, 26, married Hugh Hefner, 86, on December 31 after bailing out on the wedding the first time
Kendra Wilkinson-Baskett Reveals "Secret Rendezvous" With Hank Baskett Behind Hugh Hefner’s Back
Kendra Wilkinson-Baskett is not so innocent. The former Playboy model admits to catting around behind Hugh Hefner’s back at none other than Harrah’s Atlantic
Crystal Harris, Hugh Hefner's Ex-Fiancée, Moves Back Into Playboy Mansion
Wait, what? Looks like Hugh Hefner is letting bygones be bygones since he's let his former fiancée Crystal Harris move back into the Playboy Mansion! OK!
Kendra Wilkinson Weighs in on the Marston Hefner Scandal: Daddy Hef Wouldn't Go For That
Last week, Hugh Hefner's 21-year-old son Marston Hefner was charged with assault after he got into a violent domestic dispute with his Playboy Playmate
What Would the Countess Do? Miranda Lambert's Feud With Chris Brown
When it comes to etiquette, manners and overall good behavior, even celebrities need help navigating the rough waters of stardom! It’s a good thing Countess
Hugh Hefner's Son 'Punched Me & Grabbed Me,' Says Playmate Claire Sinclair
Hugh Hefner's son Marston Hefner was arrested Sunday night for allegedly assaulting his Playboy Playmate girlfriend, Claire Sinclair, at their home. In a new
Hugh Hefner's Son Marston Arrested for Allegedly Assaulting Playmate Claire Sinclair
Hugh Hefner's son Marston Hefner was arrested last night for allegedly assaulting his Playboy Playmate girlfriend, Claire Sinclair.OK! NEWS: HUGH HEFNER ON
Lindsay Lohan's 'Playboy' Cover "Breaking Sales Records," Says Hugh Hefner
Apparently the early leak online only made fans want to get their hands on a copy of Lindsay Lohan's Playboy cover that much more! Hugh Hefner says the issue is
Hugh Hefner on Lindsay Lohan Shoot: "I Kind of Had Mixed Emotions"
Legendary Playboy founder himself Hugh Hefner revealed in a recent interview that he didn't exactly hop on board the Lindsay Lohan train when his editors
Lindsay Lohan 'Playboy' Issue: "Sex & Sexuality Are a Part of Nature"
If you can't beat them, join them. After the entire spread leaked online, Hugh Hefner made the executive decision to officially release Lindsay Lohan's Playboy
Hugh Hefner Pushes Up Lindsay Lohan Playboy Pictorial Release Date
When Hugh Hefner noticed the buzz over Lindsay Lohan’s recently leaked Playboy pictorial pictures online, the magazine mogul announced on Twitter Friday that he
Lindsay Lohan to Channel Marilyn Monroe (Again) In 'Playboy,' Hugh Hefner Confirms
Lindsay Lohan is posing nude as Marilyn Monroe — again!The 25-year-old actress' hotly-anticipated photo shoot with Playboy will show her channeling the icon,
Gene Simmons & Shannon Tweed Say their 'I Dos' in Beverly Hills
KISS rocker Gene Simmons finally said his ‘I Dos’ to longtime love Shannon Tweed on Saturday, according to new reports, in Beverly Hills after being together
Crystal Harris Puts Engagement Ring Up for Auction
Got bling? If you're Crystal Harris, ex-fiancee of Hugh Hefner, you have 3.39 carats of it. So is it any surprise the former bride-to-be put her engagement ring
