Hugh Hefner Fun Facts, Quotes and Tweets


10th April 2016

Fact: Playboy founder Hugh Hefner had a bittersweet 90th birthday bash at the Playboy Mansion in Los Angeles on Saturday (09Apr16), a day after the death of his brother Keith. The publishing mogul and his 29-year-old wife Crystal hosted a viewing of Hef's favourite movie, Casablanca.


18th September 2013

Tweet: "Kate Moss will be gracing the cover of our 60th anniversary issue this January. It'll be a great issue." Hugh Hefner's son Cooper confirms the British supermodel will mark her 40th birthday by appearing on the January edition of Playboy.


29th April 2013

Tweet: "Happy Birthday to my darling Crystal Hefner. Love, Hef." Hugh Hefner sends best wishes to his wife Crystal to mark her 26th birthday on Monday (29Apr13).


10th April 2013

Fact: Hugh Hefner celebrated his 87th birthday on Tuesday (09Apr13) by staying home with his wife Crystal Harris. He tweeted on the night, "This was a special birthday because I shared it with Crystal. We didn't do anything unusual, but we did it together & that was enough."


3rd April 2013

Tweet: "Crystal is doing Jury Duty this week. I really miss her when she isn't here. I love that girl." Hugh Hefner's wife Crystal Harris is carrying out her civic duty.


25th March 2013

Quote: "There were chunks of my life when I was married, and when I was married, I never cheated. But I made up for it when I wasn't married." Playboy boss Hugh Hefner claims to have bedded more than 1,000 women, but the 86 year old is adamant he never cheated on his three wives.


25th March 2013

Fact: Hugh Hefner's new bride Crystal showed off her Dj-ing skills at a Playboy Mansion party on Saturday night (23Mar13) as she took control of the music for the porn mogul's annual masquerade ball. Her proud husband shared a photo of the pin-up in the Dj booth on Twitter.


28th January 2013

Tweet: "R.I.P. Mary O Connor from Playboy She was Hef's secretary for 50 years. She was our "den mom" and angel in the house. She will be missed." Former Playboy Playmate Jenny McCarthy pays tribute to publishing boss Hugh Hefner's longtime personal assistant, who died on Sunday (27Jan13).


12th December 2012

Tweet: "I've given Crystal Harris a ring. I love the girl." Playboy boss Hugh Hefner appears to confirm rumours he's engaged. The publishing mogul is reportedly set to marry former fiance Harris on New Year's Eve (31Dec12). His bride-to-be previously broke off their engagement days before their wedding in June 2011.


14th August 2012

Tweet: "I'm saddened by the death of Helen Gurley Brown, a dear friend, who turned Cosmopolitan into a women's version of Playboy." Publishing mogul Hugh Hefner pays tribute to the author and groundbreaking magazine editor, who died on Monday (13Aug12) at the age of 90.


12th June 2012

Quote: "I have retired a couple things, like Playboy and the nudity. I just figure that there's more to life than getting nude and showing your boobs. I have added a lot of layers to my life and I'm more spontaneous now than I once was, but I don't have to take off my top." Hugh Hefner's former Playboy pin-up girlfriend Kendra Wilkinson refuses to get naked now she's a mum.


7th June 2012

Tweet: "There seems to be some confusion over Crystal's return. I'm happy she's back, but I'm not saying goodbye to my other girlfriends. On the question of who is Number One, all my girlfriends are Number One as far as I'm concerned." Playboy boss Hugh Hefner still isn't a one-woman man after reuniting with his ex-fiancee Crystal Harris.


10th April 2012

Fact: Playboy boss Hugh Hefner celebrated his 86th birthday over the weekend (07-08Apr12) by throwing his annual 'Casablanca night' at his famed California mansion. The media mogul screened his favourite movie and was presented with a special cake, featuring his face superimposed onto the body of Humphrey Bogart from the 1942 film's poster. His birthday fell on Monday (09Apr12).


11th January 2012

Tweet: "My girls & I have a million dollar offer to appear at the Rio Carnival in Brazil next month. What fun!" Playboy mogul Hugh Hefner is set for a big payday.


27th December 2011

Quote: "We both love the puppy. I told her if she wants to keep the ring and the Bentley, then maybe I can keep the puppy. I (hope) we will work it out." Playboy boss Hugh Hefner is still trying to work out who keeps what after splitting from former fiancee Crystal Harris in June (11).


20th December 2011

Quote: "Historically, Playboy pictorials are connected to celebrities at various times in their career. Sometimes it's the beginning of their career and sometimes it comes at a particular moment - as with Lindsay - that is intended as a turnaround." Hugh Hefner hopes Lindsay Lohan's recent Playboy cover will help to boost the troubled actress' career.


19th October 2011

Fact: The engagement ring Hugh Hefner bought for his runaway bride, Crystal Harris, has been bought at auction for half the price the Playboy boss paid for it. Hefner shelled out more than $90,000 (£56,250) for the diamond sparkler and now a mystery bidder has snapped the ring up for $47,500 (£29,700).


19th August 2011

Tweet: "I did an introductory voice over for the first episode of NBC's The Playboy Club this afternoon. It premieres on September 19." Hugh Hefner will feature in the new U.S. show based on his infamous Chicago, Illinois 1960s hotspot.


15th July 2011

Quote: "I look at (marriage) now with a clearer eye and wonder what I was really thinking. When I talk to other people close to me, they confirm the question that I raised: 'What was I thinking?'" Playboy boss Hugh Hefner has no further plans to get married after his ex-fiancee Crystal Harris jilted him just days before their planned wedding last month (Jun11).


21st June 2011

Tweet: "It's the start of a new day, and a new week, and I'm happy to be single." Hugh Hefner is feeling philosophical following his split from former fiancee Crystal Harris. The couple was set to wed at the Playboy Mansion on Saturday (18Jun11).


19th June 2011

Quote: "I have the ring... but if Hef wants me to return the ring, I'll gladly return it to him." Hugh Hefner's former fiancee Crystal Harris has no idea what she'll do with the engagement sparkler her ex gave her on Christmas Day (25Dec11).


16th June 2011

Quote: "I had my dress picked out and everything. I thought it was a joke... until I figured it out. I really feel bad for him." Hugh Hefner's former girlfriend Kendra Wilkinson on the fact her ex's marriage to Crystal Harris has been called off.


16th June 2011

Fact: Playboy boss Hugh Hefner has found a fix for the latest issue of the magazine, which features a picture of his former fiancee Crystal Harris on the cover as 'Mrs. Crystal Hefner'. He has decided to apply 'Runaway Bride' stickers over the picture in reference to her decision to dump him four days before their wedding.


4th May 2011

Tweet: "The results of tonight's "Dancing With The Stars" we (sic) a real surprise, but I think Kendra went out with real style. I love that girl." Hugh Hefner was surprised his ex-girlfriend and former Playboy Playmate Kendra Wilkinson was eliminated from Dancing With The Stars on Tuesday night (03May11).


3rd May 2011

Tweet: "I'm sorry to hear of Playmate Yvette Vicker's passing." Hugh Hefner is sad to learn of the death of model-turned-actress Yvette Vickers, a one-time Playboy Playmate. The 82 year old's remains were found in her Los Angeles home last week (27Apr11). Police experts suggest she may have died alone a year ago.


8th April 2011

Tweet: "I had a prenup the last time I got married. Why would anyone assume I wouldn't have one this time? A prenup protects everyone." Playboy mogul Hugh Hefner addresses reports he won't sign a prenuptial agreement with fiancee Crystal Harris.


17th January 2011

Quote: "Hold out and just don't look at it when you touch it." Ricky Gervais offers Playboy boss Hugh Hefner's 24-year-old fiancee Crystal Harris sex advice at the Golden Globes.


7th January 2011

Quote: "I'm not surprised. I heard how much he loves Crystal and how he looks at her. You can just tell there's a whole other meaning of love in him. I feel like she's the girl for him." Hugh Hefner's ex-girlfriend Kendra Wilkinson gives her blessing to the Playboy mogul's Christmas (10) engagement to Crystal Harris.


6th January 2011

Quote: "I'm very surprised. I have a lot of different feelings on it. I don't just feel one way. I kind of didn't want to put a generic statement out there like 'Congratulations!' because I felt everyone would see through that." Hugh Hefner's ex-girlfriend Holly Madison is not best pleased to hear of the Playboy mogul's Christmas (10) engagement to new blonde lover CRYSTAL HARRIS.


2nd August 2010

Quote: "I'm actually a very moral guy. No horses, no reptiles." Playboy boss Hugh Hefner has some rules when it comes to getting naughty in the bedroom.


23rd July 2010

Quote: "I got a gift from my girlfriend, Crystal Harris, she gave me an iPad. I like it very much. And I'm now a Twitter bug. When I was a kid, I was a jitter bug. Now I'm a Twitter bug." Playboy boss Hugh Hefner is embracing modern technology at the age of 84.


25th June 2010

Tweet: "Got a letter from the Universal Life Church naming me their first living saint. Saint Hef? How cool is that?" Playboy boss Hugh Hefner has been ordained by the American religious organisation.


16th June 2010

Quote: "I don't date guys that I have a feeling are only interested in arm candy." Hugh Hefner's former number one girlfriend, Holly Madison, wants future suitors to look past her assets.


13th April 2010

Quote: "I think that when you are in a relationship, you should be honest. The real immorality of infidelity is lying." Playboy boss Hugh Hefner, 84, is open about his sexual escapades with multiple girlfriends.


2nd April 2010

Fact: Hugh Hefner's ex Bridget Marquardt is following in the footsteps of her former GIRLS NEXT DOOR co-stars Kendra Wilkinson and Holly Madison after landing her own follow-up reality TV series. The model will star with her film director boyfriend NICHOLAS CARPENTER in the series, about life after living at the Playboy mansion.


10th February 2010

Quote: "At first I thought, 'Of course, I'd love to show my body off again.' But I don't think that would help me grow. I think I need to start a new chapter and move on." Former Playboy Playmate Kendra Wilkinson has decided against stripping off for ex-boyfriend and Playboy boss Hugh Hefner's men's magazine now she's a happily-married mum. The busty blonde gave birth to American footballer Hank Baskett's son, Hank Jr., in December (09).


15th January 2010

Fact: Hugh Hefner's ex-girlfriend Holly Madison has landed her own TV show. The former Playboy Playmate will be followed by cameras for E! Entertainment Television to document her life as she works in Las Vegas.


6th December 2009

Quote: "I think the only surprise in it, quite frankly, is that anybody would be surprised. If you're a good-looking guy and young and healthy... marriage is just a convenience. It's very nice for raising kids, but the notion that monogamy lasts forever is a wish." Playboy boss Hugh Hefner has a bleak outlook on marriage following Tiger Woods' admitted infidelities.


2nd December 2009

Quote: "A party with a bunch of guys looking to get lucky is a poor party. We solve that problem by having a ratio of 2:1 females over males." Hugh Hefner on the secret to throwing the perfect bash at the Playboy mansion.


18th September 2009

Quote: "We don't like the peacocks here. They poop everywhere, and they're loud. We're going to try to sell them on eBay." Playmate KARISSA SHANNON, one of Hugh Hefner's new live-in lovers, doesn't approve of the Playboy mansion's resident birds.


23rd April 2009

Quote: "When it did end, it came unexpectedly for me and for a short period of time I was roadkill." Playboy boss Hugh Hefner was devastated when he and Holly Madison broke up.


15th April 2009

Quote: "I'm never getting naked again. I'm over it, I've done it so many times. It is time to switch it up." Playboy mogul Hugh Hefner's ex-girlfriend Holly Madison is turning her back on her career as a Playmate.


3rd April 2009

Quote: "It's an honour. I had to date Hugh Hefner for three years." Comedian Seth Rogen is delighted after becoming only the ninth man to grace the cover of Playboy magazine in its 56-year history. The funnyman appeared on the front of the publication's March (09) issue.


1st April 2009

Fact: Hugh Hefner's ex-girlfriend Holly Madison was booted off U.S. TV show Dancing With The Stars on Tuesday (31Mar09) night. The beauty scored 16 points for her tango, but it wasn't enough to keep her in the contest.


31st March 2009

Quote: "It's hard. I came in late in the game, (and I'm) still kind of nervous I try to have fun on the dancefloor." Hugh Hefner's ex-girlfriend Holly Madison is struggling to keep up with the vigorous routines as she competes on U.S. TV show Dancing With The Stars.


31st March 2009

Fact: Hugh Hefner's ex-girlfriend and reality TV star Kendra Wilkinson is launching her own stripper pole and work-out routine.


30th January 2009

Quote: "I throw the best parties after Hugh Hefner. Last time I threw a party he came with five of his girlfriends. Everyone gets a go at pole dancing and I'm pretty good. Not as good as Hugh's girlfriends though." Paris Hilton is proud of her Playboy-inspired parties.


9th December 2008

Fact: Playboy boss Hugh Hefner's daughter CHRISTIE has stepped down as CEO of the company, after 20 years of running the media empire founded by her dad in 1953. She will be succeeded on 31 January (09) by board member, Jeffrey Kern.


15th October 2008

Quote: "I wish him well in his dating, and I hope he just takes time to get to know girls and makes right choices... He likes blondes that are not too challenging. I don't know what he was ever doing with me." Hugh Hefner's ex-girlfriend Holly Madison on her former partner's dating preferences.


23rd September 2008

Quote: "HOLLY shares my bed on a nightly basis... Are there going to be changes in the relationships? I'm sure there are going to be. I think that, in the future, the girls are going to, in time, be dating others and moving out of the mansion, and when that happens we will not be keeping it a secret." Hugh Hefner on reports he and girlfriend Holly Madison have split.


6th September 2008

Quote: "I'm single and crush-less. Like Hugh Hefner in his blonde phase, I'm in my European passport-holding era; American men need not apply." Burlesque star Dita Von Teese is looking for love with a European man.


23rd June 2008

Fact: Playboy boss Hugh Hefner is teaming up with shoe distributor 3:33 Footwear to market a new range of sandals. The line will be called Hugh and retail at around $180 (GBP90) a pair.


15th November 2007

Fact: Playboy boss Hugh Hefner has donated $2 million (GBP1 million) to fund an exhibition space at the University Of Southern California's School Of Cinematic Arts.


29th October 2007

Quote: "Hef doesn't like it when I walk around naked in the house. He's a little more old-fashioned than people think." Playboy boss Hugh Hefner's girlfriend HOLLY MADISON.


5th September 2007

Quote: "Brett Ratner's directing, Brian Grazer is producing. They've talked about Hugh Jackman to play me." Playboy boss Hugh Hefner on plans for a new movie about his life.


20th March 2007

Fact: Playboy boss Hugh Hefner likes his girlfriend HOLLY MADISON to dress up as MURDER, SHE WROTE actress Angela Lansbury in the bedroom.


7th March 2007

Quote: "When we were at the Playboy mansion they said: 'Do you know Uncle Hef takes pictures of naked girls?' I said: 'Oh my God, let's get out of here!'" Actress Pamela Anderson pretends to act surprised as her children realise Hugh Hefner's true profession.


8th August 2006

Fact: Playboy boss Hugh Hefner's teenage son COOPER has formed a rock band called the SKIPS. The group made their debut at Hollywood hotspot the Whisky A Go Go in June (06).


29th June 2006

Fact: Hugh Hefner is opening a new Playboy Club in London, 25 years after the famous chain collapsed in the British capital. In their heyday, the clubs were regular haunts of THE Beatles, Warren Beatty and SIR SEAN CONNERY.


11th April 2006

Fact: Playboy boss Hugh Hefner celebrated his 80th birthday by hosting a starry screening of Basic Instinct 2 on Sunday night (09APR06) at the Playboy mansion.


10th April 2006

Fact: Guests attending Hugh Hefner's 80th birthday party at the Playboy Mansion in Los Angeles on Saturday night (08APR06) received fold-out invites to the bash featuring photos of the octogenarian from a baby to the present day.


9th April 2006

Quote: "Maybe to some extent 80 is the new 40. I truly believe that age - if you're healthy - age is just a number. On many levels I feel younger today than I did 10, 15 years ago." Spritely Playboy lothario Hugh Hefner celebrates his 80th birthday today (09APR06).


6th December 2005

Quote: <p>"I don't think it's a big mystery about what the girls see in me. It's all to do with celebrity. I recognise that not many guys could get away with it." Hugh Hefner, 79, is realistic about his sex appeal. </p>


28th November 2005

Quote: <p>"When I came out of the marriage, the parties began again. Within three months I met a young actress named Brande Roderick; then, a couple of weeks after that I met a pair of identical twins, SANDY and MANDY BENTLEY from Chicago, so for the next two and a half years I was dating Sandy, Mandy and Brande. Like bad pulp fiction, but better than life." Hugh Hefner gives an insight into his polygamous lifestyle. </p>


23rd November 2005

Quote: <p>"I never have really felt alive except when I was in love." Playboy boss Hugh Hefner is a big romantic. </p>


12th October 2005

Fact: <p>The combined age of 79-year-old Playboy founder Hugh Hefner's three current girlfriends is 76. </p>


12th October 2005

Quote: <p>"I live a very unique life and I know it. I'm the luckiest cat on the planet." Playboy founder Hugh Hefner is grateful for his frequently revolving group of girlfriends. </p>


29th August 2005

Fact: <p>Playboy boss Hugh Hefner will turn 80 in April (06). </p>


22nd August 2005

Quote: <p>"I love (Hugh Hefner). He really is a good guy - and I didn't have to sleep with him to get 11 (Playboy) covers." Busty beauty Pamela Anderson on her modelling patriot. </p>


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