Hugh Hefner’s wife Crystal was ‘not at side when he died’

Playboy founder died after contracting a bug two weeks ago that eventually killed him as it is revealed his health decline began two years ago when an ‘infection caused a crippling back condition that left him bedridden.’

Hefner, 91, had been suffering from severe back problems for years but his condition worsened dramatically after he caught an infection.

The magazine publisher was reportedly left unable to walk without assistance and made one of his final public appearances in May 2016 to announce Eugena Washington as Playmate of the Year.

He was pictured again on Father’s Day this year in the Playboy Mansion in an intimate photo shared online by his son Cooper.

   

Hefner’s public appearances diminished in recent years. He is pictured in May 2016 looking noticeably more frail than in earlier photographs with Playmate of the Year Eugena Washington 

This is believed to be the last picture of Hefner which is in circulation. It was taken on June 16 this year, Fathers' Day and shared online by his son Cooper. He is pictured with Cooper, 26, and Marston, 27, playing back gammon

This is believed to be the last picture of Hefner which is in circulation. It was taken on June 16 this year, Fathers’ Day and shared online by his son Cooper. He is pictured with Cooper, 26, and Marston, 27, playing back gammon

The website says that Hugh was surrounded by his loved ones when he died including sons Marston and Cooper, his daughter Christie and second wife, Kimberley Conrad, but not 31-year-old wife Crystal (pictured)

The website says that Hugh was surrounded by his loved ones when he died including sons Marston and Cooper, his daughter Christie and second wife, Kimberley Conrad, but not 31-year-old wife Crystal (pictured)

A couple of weeks ago, Hefner then caught a bug which sadly led to his death, according to TMZ.

The website says that Hugh was surrounded by his loved ones when he died including sons Marston and Cooper, his daughter Christie and second wife, Kimberley Conrad. 

It is not clear whether 31-year-old wife Crystal was also by his side when he died. Her social media channels have been been made private and she has not yet made a public statement. 

This comes after all four of Hefner’s children, including 62-year-old son David, were seen together for a memorial dinner at the Japanese restaurant Katsuya in Brentwood, California, last night.

It appeared that Hefner’s wife Crystal Harris was not invited to the meal.

It has also been reported that Playboy magazine could now close as the private company that owns a controlling share of the porn empire only promised to publish it while Hugh Hefner was still alive.

Hugh Hefner launched Playboy Magazine in 1953, and built one of the world’s most recognizable brands.

But following his death, private equity firm Rizvi Traverse, which invested $207 million in Playboy Enterprises in 2011, has one year to buy his 33 percent stake in the company.

The Playboy founder died of natural causes at the age of 91 on Wednesday night. Around 6.30am on Thursday, two hearses were seen leaving his Holmby Hills mansion.

This comes after all four of Hefner's children, including 62-year-old son David, were seen together for a memorial dinner at the Japanese restaurant Katsuya in Brentwood, California, last night

This comes after all four of Hefner’s children, including 62-year-old son David, were seen together for a memorial dinner at the Japanese restaurant Katsuya in Brentwood, California, last night

It appeared that Hefner's wife Crystal Harris was not invited to the meal. It has also been reported that Playboy magazine could now close as the private company that owns a controlling share of the porn empire only promised to publish it while Hugh Hefner was still alive

It appeared that Hefner’s wife Crystal Harris was not invited to the meal. It has also been reported that Playboy magazine could now close as the private company that owns a controlling share of the porn empire only promised to publish it while Hugh Hefner was still alive

Police lined the side of his driveway as the hearses left the residence to take the icon’s body to an unknown location. He will eventually be buried in the West Memorial Park in Los Angeles next to Monroe – Playboy’s first-ever cover star – in a plot that Hefner bought in 1992 for $75,000.

Hefner’s second wife, Kimberly Conrad, was also spotted leaving the mansion Thursday morning with their 27-year-old son, Marston Hefner. They were accompanied by Conrad’s mother who was sitting in the backseat of the vehicle.

Conrad and Hugh Hefner were married from 1989–2010. He married Conrad the same year she became Playmate of the Year, and their son, Cooper, now runs Playboy.

Marston is a writer who writes under the name Marston Glenn, and apparently wrote a ‘zombie book’ called ‘Bleed’. Marston also had a run-in with the law in 2012 when he was arrested for allegedly attacking his Playmate girlfriend Claire Sinclair.  

Hefner’s and Conrad’s son, Cooper, often posts sweet photos of his grandmother, Conrad’s mother, to social media showing they are close.  

Hefner is seen with  Kimberly Conrad who he was married to from 1989¿2010 and their child Marston Hefner. He married Conrad the same year she became Playmate of the Year. Their son, Cooper, now runs Playboy

Hefner is seen with Kimberly Conrad who he was married to from 1989–2010 and their child Marston Hefner. He married Conrad the same year she became Playmate of the Year. Their son, Cooper, now runs Playboy

Hefner will be buried next to Hollywood starlet Marilyn Monroe at Westwood Memorial Park in Los Angeles

Marilyn Monroe on patio outside of her home in Los Angeles (Pictured: Mat 1953)

Hefner will be buried next to Hollywood starlet Marilyn Monroe at Westwood Memorial Park in Los Angeles

Hefner was born on April 9, 1926 ,in Chicago, Illinois, and went on to become a millionaire after founding the influential men’s magazine in 1953.

On Wednesday night the official Playboy Twitter account announced: ‘American Icon and Playboy Founder, Hugh M. Hefner passed away today. He was 91. #RIPHef.’ 

Hefner’s death was confirmed in a statement from Playboy Enterprises that said he ‘passed away today [Wednesday] from natural causes at his home, The Playboy Mansion, surrounded by loved ones’. 

His son, Cooper Hefner, who is the chief creative officer of Playboy Enterprises, said: ‘My father lived an exceptional and impactful life as a media and cultural pioneer and a leading voice behind some of the most significant social and cultural movements of our time in advocating free speech, civil rights and sexual freedom. 

‘He defined a lifestyle and ethos that lie at the heart of the Playboy brand, one of the most recognizable and enduring in history. 

‘He will be greatly missed by many, including his wife Crystal, my sister Christie and my brothers David and Marston, and all of us at Playboy Enterprises.’ 

It was also reported that Hefner’s wife Crystal Harris will inherit nothing after signing an ironclad prenup before their wedding and was never added to his will. 

On Wednesday night, as news of Hefner’s death began to circulate, mourners began to gather at the gates of his Playboy Mansion to pay their last respects. 

In the final years of his life, Hefner – who had begun to suffer back problems – began to fade from view, not wanting to be seen using a walker to move around, or be seen fiddling with his hearing aid.

‘It’s tough to watch him struggle, but I’m just happy it’s physical and not mental,’ Cooper told The Hollywood Reporter in August.

The only photos of Hefner known to have been taken anywhere in 2017 were three photos shared by him and his younger brother Marston on social media in July and August. They showed the family playing backgammon together, and dining out. 

Hefner (pictured in 2010), founder of pioneering men's magazine Playboy, died inside the Playboy Mansion

Hefner (pictured in 2010), founder of pioneering men’s magazine Playboy, died inside the Playboy Mansion

On Wednesday night the official Playboy Twitter account announced: 'American Icon and Playboy Founder, Hugh M. Hefner passed away today. He was 91. #RIPHef.' He's pictured with Crystal Hefner in 2013

On Wednesday night the official Playboy Twitter account announced: ‘American Icon and Playboy Founder, Hugh M. Hefner passed away today. He was 91. #RIPHef.’ He’s pictured with Crystal Hefner in 2013

Hefner died surrounded by his family, according to a press release, and leaves behind his four children and his third wife, Crystal Hefner (pictured in 2013), aged 31

Hefner died surrounded by his family, according to a press release, and leaves behind his four children and his third wife, Crystal Hefner (pictured in 2013), aged 31

Hefner made his fortune after the first issue of Playboy (left) starred a topless Marilyn Monroe

In 2002 he took part in the show Girl Next Door: The Search for a Playboy Centerfold (pictured)

Hefner made his fortune after the first issue of Playboy (left) starred a topless Marilyn Monroe. In 2002 he took part in the show Girl Next Door: The Search for a Playboy Centerfold (right)

Hefner is survived by four children including son Cooper (pictured), who is the chief creative officer of Playboy

He is also survived by daughter Christie Hefner (pictured), who was president of the company from 1982-2008

Hefner is survived by four children including son Cooper (left in 2014), who is the chief creative officer of Playboy, and daughter Christie Hefner (right), who was president of the company from 1982-2008

In his element: Hefner is surrounded by playmates at the Playboy Mansion in August 2003

In his element: Hefner is surrounded by playmates at the Playboy Mansion in August 2003

‘He will kill me if I print or if you say anything about him retiring,’ Cooper had previously said, ‘But I think he is really enjoying his life as a 90-year-old at the mansion.’

Despite the two being practically synonymous with each other, Hefner sold the Playboy Mansion for $100 million in 2016, but one of the stipulations was that he could continue living there.

Twinkies tycoon Daren Metropoulos, who bought the famous party house, said after his death: ‘Hugh Hefner was a visionary in business, a giant in media and an iconic figure of pop culture whose legacy will leave a lasting impact. I was fortunate to know him as a neighbor and friend and I extend my deepest sympathies to his family.’ 

Cooper now runs the business; his brother Marston, once the heir apparent, has had a low profile since a 2012 alleged domestic violence incident.  

Mason Marie of San Pedro, California gathers with fans of Hugh Hefner at the gate of the Playboy Mansion in Los Angeles, California

Mason Marie of San Pedro, California gathers with fans of Hugh Hefner at the gate of the Playboy Mansion in Los Angeles, California

A pair of Hefner's fans pay their respects at the Playboy Mansion's gate on Wednesday, the night of Hefner's death

A pair of Hefner’s fans pay their respects at the Playboy Mansion’s gate on Wednesday, the night of Hefner’s death

In August Marston Hefner posted this photo of him and his father playing backgammon; these are the only known images of Hefner taken in 2017

In August Marston Hefner posted this photo of him and his father playing backgammon; these are the only known images of Hefner taken in 2017

Marston Hefner also posted this photo, which has his brother Cooper in the center

Cooper, who now runs the business posted the image on the right. He said his dad retired from public view in recent years due to his ailing health

Marston Hefner also posted the left-hand photo, which has his brother Cooper in the center. Cooper, who now runs the business posted the image on the right. He said his dad retired from public view in recent years due to his ailing health

Hefner is seen in this February 17, 1999 snap inside the Playboy Mansion. Cooper said that his dad - for so long an image of virility - was embarrassed to have to rely on a walker due to his bad back

Hefner is seen in this February 17, 1999 snap inside the Playboy Mansion. Cooper said that his dad – for so long an image of virility – was embarrassed to have to rely on a walker due to his bad back

Hefner will be buried next to Hollywood starlet Marilyn Monroe at Westwood Memorial Park in Los Angeles

Hefner (seen right with the first issue of Playboy, starring Monroe) paid $75,000 for the plot in 1992

Hefner will be buried next to Hollywood starlet Marilyn Monroe (plaque seen left) at Westwood Memorial Park in Los Angeles. Hefner (seen right with the first issue of Playboy, starring Monroe) paid $75,000 for the plot in 1992

Hefner’s widow, Crystal, 31, was the third of his wives, having married him in 2012. He had previously been married to Mildred Williams from 1949-1959, with whom he had two children, and Kimberley Conrad – 1989’s 27-year-old Playmate of the Year – from 1989-2010.

LIFE ACCORDING TO HUGH HEFNER

‘It’s good to be selfish. But not so self-centered that you never listen to other people.’

‘If you let society and your peers define who you are, you’re the less for it.’

‘Life is too short to be living somebody else’s dream.’

‘Loneliness doesn’t have much to do with where you are.’ 

‘If you don’t have a sense of humor about life and yourself, then you are old.’

Cooper, Hefner and Conrad’s elder son, said that he and brother Marston grew up with a framed photo of his mom’s nude centerfold in the home.

‘Yeah, that was weird,’ he admitted. ‘It was like the elephant in the room.’

Hefner also had a bevvy of ‘girlfriends’ who lived with him – usually several at a time – at his famed Playboy Mansion in Los Angeles.

Despite declaring that he had slept with more than a thousand women, Hefner spent much of his life ‘looking for love in all the wrong places,’ as he tearfully told The New York Times in 1992.

Hefner married Crystal – and took up a life of monogamy – in 2012 after briefly calling off the engagement.’Maybe I should be single,’ he said a few months later. 

‘But I do know that I need an ongoing romantic relationship. In other words, I am essentially a very romantic person, and all I really was looking for, quite frankly, with the notion of marriage was continuity and something to let the girl know that I really cared.’

The year before their marriage, he had mused: ‘I never really found my soulmate.’ 

First wife: Hefner with first wife Mildred Williams. They were married from 1949¿1959 and had two children

Second wife: Hef is seen above with his second wife Kimberley Conrad - a former Playmate - with whom he also had two children

First wives: Hefner is seen left with first wife Mildred Williams. They were married from 1949–1959 and had two children. He’s seen right with second wife, Kimberley Conrad – a former Playmate – with whom he also had two children

Third wife: Crystal Hefner and Hugh Hefner attend the annual Halloween Party, hosted by Playboy and Hugh Hefner, at the Playboy Mansion on October 24, 2015 

Third wife: Crystal Hefner and Hugh Hefner attend the annual Halloween Party, hosted by Playboy and Hugh Hefner, at the Playboy Mansion on October 24, 2015 

Surrounded by bunnies: Pictured from left Holly Madison, Kendra Wilkinson, Hugh Hefner and Bridget Marquardt - with whom he appeared in reality TV show The Girls Next Door

Surrounded by bunnies: Pictured from left Holly Madison, Kendra Wilkinson, Hugh Hefner and Bridget Marquardt – with whom he appeared in reality TV show The Girls Next Door

As news of Hefner’s death spread online, celebrities gathered to pay tribute. 

‘RIP to the legendary Hugh Hefner! I’m so honored to have been a part of the Playboy team! You will be greatly missed! Love you Hef! Xoxo,’ Kim Kardashian West tweeted.

She then added: Paris [Hilton] & I are reminiscing about the Playboy parties at the mansion & how much we love Hef. She’s texts me the perfect Hef emojis,’ followed by eight Playboy Bunny emojis and an old man emoji. 

Hilton herself posted a photo of herself in the famous Playboy Bunny outfit, along with Hefner, on Instagram. 

Larry King – Hefner’s junior at 81 – tweeted: ‘Hugh Hefner was a GIANT in publishing, journalism, free speech & civil rights. He was a true original, and he was my friend. Rest well Hef.’

And Heidi Montag, who posed for Playboy in 2009, wrote: ‘RIP @hughhefner thank you for making me part of the Playboy family. Sending lots of love and prayers to @crystalhefner.’

Kim Kardashian West was among those who paid tribute to Hefner in the wake of his death. She appeared in Playboy in December 2007, after her sex tape was released

Kim Kardashian West was among those who paid tribute to Hefner in the wake of his death. She appeared in Playboy in December 2007, after her sex tape was released

Kardashian West - then plain old Kim Kardashian - appeared on the cover of the December 2007 edition. She was 27 years old at the time

Kardashian West – then plain old Kim Kardashian – appeared on the cover of the December 2007 edition. She was 27 years old at the time

Heidi Montag, who appeared in Playboy in 2009, also tweeted her gratitude to Hefner, and sent her love to his widow, Crystal Hefner

Heidi Montag, who appeared in Playboy in 2009, also tweeted her gratitude to Hefner, and sent her love to his widow, Crystal Hefner

Broadcasting legend Larry King - at 83, just a few years Hefner's junior - called him a 'GIANT in publishing, journalism, free speech & civil rights'

Broadcasting legend Larry King – at 83, just a few years Hefner’s junior – called him a ‘GIANT in publishing, journalism, free speech & civil rights’

Paris Hilton posted this photo on Instagram of the two of them together following news of Hef's death

Paris Hilton posted this photo on Instagram of the two of them together following news of Hef’s death

One person who had not commented on Hefner’s passing as of 1:30am EST Thursday was President Donald Trump, who appeared on the magazine’s cover in 1990 – much to Hefner’s chargrin.

‘We don’t respect the guy,’ Cooper Hefner told the Hollywood Reporter in August. ‘There’s a personal embarrassment because Trump is somebody who has been on our cover.’

Trump was rather prouder of the March cover – which shows him in a tux alongside Playmate Brandi Brandt – having it on display in his New York office.

That caused a small ruckus in June 2016 when the Reverend Jerry Falwell tweeted a picture of himself and his wife with Trump in front of a wall featuring the cover. 

Hefner (both pictured in 2003 with Henfer's then-Playmate and primary partner Holly Madison, and now-First Lady Melania Kraus) had little respect for Donald Trump - despite featuring him on a cover

Hefner (both pictured in 2003 with Henfer’s then-Playmate and primary partner Holly Madison, and now-First Lady Melania Kraus) had little respect for Donald Trump – despite featuring him on a cover

Trump appeared on this, the March 1990 cover of the magazine, along with then-Playmate Brandi Brandt. He keeps a copy of this cover on the wall of his New York office

Trump appeared on this, the March 1990 cover of the magazine, along with then-Playmate Brandi Brandt. He keeps a copy of this cover on the wall of his New York office

Hugh Hefner and Holly Madison attend the 2007 Playmate of the Year party at the Playboy Mansion on May 3, 2007 in Los Angeles

Hugh Hefner and Holly Madison attend the 2007 Playmate of the Year party at the Playboy Mansion on May 3, 2007 in Los Angeles

Anna Berglund, Hugh Hefner and Crystal Harris arrive at the Kandyland V Benefit At The Playboy Mansion on June 26, 2010 in Los Angeles

Anna Berglund, Hugh Hefner and Crystal Harris arrive at the Kandyland V Benefit At The Playboy Mansion on June 26, 2010 in Los Angeles

Hefner was born Hugh Marston Hefner in 1926 and grew up in a strict Methodist family.  

Despite his family’s conservatism, his mother gave him a $1,000 loan to publish Playboy – ‘Not because she believed in the venture,’ he would later say, ‘but because she believed in her son.’

The magazine hit with a splash, selling 50,000 copies of its first issue – which featured Marilyn Monroe on the cover – and went on to have seven million subscribers by its second year.

Hefner, seen here with some of his famous Playboy Bunnies in an archive photo, died surrounded by his friends and family, a statement said

Hefner, seen here with some of his famous Playboy Bunnies in an archive photo, died surrounded by his friends and family, a statement said

As its star rose, so too did Hefner – and he went on to amass a huge personal wealth that peaked at $200 million. 

In 1971, Hefner spent $1.1 million (the equivalent of $6 million today) to buy up what would become known as the Playboy Mansion, a 21,987-square-foot LA building.

With a waterfall, swimming pool, secluded grotto and even a wine cellar hidden behind a Prohibition-era secret door, the mansion became the place for Hollywood celebrities to be seen at Hefner’s famous Playboy parties.

He also became a vocal proponent of equal rights for gay people and black Americans; among those interviewed for Playboy was Malcolm X. 

But as time wore on Playboy began to face stiffer competition, first from softcore pornography magazines such as Penthouse in 1969, then later from harder fare such as Larry Flynt’s Hustler, which debuted in 1974. 

As Playboy left the 1970s and the competition grew, its sales began to decline.

It also suffered with the rise of the internet, which made access to nude images – both glamorous and grim – easy for everyone.

In June 2009 the magazine cut its number of publications per year to just 11, while Hefner sold his English Manor house, located next to the Playboy Mansion, the same year for $18 million – $10 million under the asking price. 

The Playboy Mansion had also begun to reflect Hefner’s downturn in fortune. 

In 2006, Hefner’s ex-girlfriend, Izabella St James, then 31, released a book titled Bunny Tales: Behind Closed Doors at the Playboy Mansion, in which she lamented the state of the one-palatial home.

St James, who entered the home in 2002 as one of Hefner’s seven ‘girlfriends,’ described ‘mismatched, random pieces of furniture… as if someone had gone to a charity shop and bought the basics for each room.’

She claimed things got worse when Holly Madison became Hefner’s ‘Girlfriend No. 1’ – meaning that she could move into his room, along with her dogs.

Life with his girlfriend: From left Holly Madison, Hugh Hefner, Bridget Marquardt, and Kendra Wilkinson arrive at the premiere of "The House Bunny" in Los Angeles on August 20, 2008 

Life with his girlfriend: From left Holly Madison, Hugh Hefner, Bridget Marquardt, and Kendra Wilkinson arrive at the premiere of ‘The House Bunny’ in Los Angeles on August 20, 2008 

Hugh Hefner and his third wife Crystal Harris at an "An American In Paris" Premiere

Hugh Hefner and his third wife Crystal Harris at an ‘An American In Paris’ Premiere

Hugh Hefner displays a giant birthday cake to celebrate his 75th birthday as seven playmates look on in Cannes May 12, 2001

Hugh Hefner displays a giant birthday cake to celebrate his 75th birthday as seven playmates look on in Cannes May 12, 2001

Hefner bought the infamous Beverly Hills Playboy Mansion in the 1970s and began throwing his notorious raucous parties. He is pictured outside it in 1975

Hefner bought the infamous Beverly Hills Playboy Mansion in the 1970s and began throwing his notorious raucous parties. He is pictured outside it in 1975

Hefner’s famous Playboy Mansion (pictured in 2003) was a haven for celebrities in the 1970s thanks to its outlandish parties – but by the 2000s, decay had reportedly set in

Marylin Monroe's crypt at the Westwood Memorial Park Cemetery. The crypt directly to the left of Marilyn Monroe was purchased by Hugh Hefner in 1992 for $75,000. Richard Freddie Poncher, who had purchased the crypt directly above Monroe's from Joe DiMaggio was laid to rest in that crypt in 1986

Marylin Monroe’s crypt at the Westwood Memorial Park Cemetery. The crypt directly to the left of Marilyn Monroe was purchased by Hugh Hefner in 1992 for $75,000. Richard Freddie Poncher, who had purchased the crypt directly above Monroe’s from Joe DiMaggio was laid to rest in that crypt in 1986

‘They weren’t house-trained and would just do their business on the bedroom carpet,’ she wrote. 

‘Late at night, or in the early hours of the morning – if any of us visited Hef’s bedroom – we’d almost always end up standing in dog mess.

‘Everything in the Mansion felt old and stale, and Archie the house dog would regularly relieve himself on the hallway curtains, adding a powerful whiff of urine to the general scent of decay.’

Hugh Hefner’s wife Crystal Harris, 31, ‘will inherit nothing after signing an ironclad prenup before their wedding and was never added to his will’

Hugh Hefner’s wife Crystal Harris will inherit nothing after signing an ironclad prenup before their wedding and was never added to his will, it has been reported.

The couple, who shared a 60 year age gap, tied the knot on New Year’s Eve in 2012 at the Playboy Mansion in Los Angeles.

Before the nuptials, Harris was said to have signed an ‘ironclad’ prenuptial agreement.

Hugh Hefner's wife Crystal Harris will inherit nothing after signing an ironclad prenup before their wedding and was never added to his will, it has been reported

Hugh Hefner’s wife Crystal Harris will inherit nothing after signing an ironclad prenup before their wedding and was never added to his will, it has been reported

A source told US Weekly that while the blonde beauty will be taken care of, she has not been added to his will.

Instead, his fortune, estimated at $43 million, will be divided among his four children, the University of Southern California and a list of charities.

However, that number doesn’t take into account the Playboy Mansion which was sold in 2016 for $100m.

Indeed, the $43m figure was first revealed back in 2009 when Trump divorced his second wife Kimberly Conrad.

At his peak, the Playboy magnate was worth upwards of $200m, but as the magazine’s popularity tanked, so did Hefner’s fortune.

The couple, who shared a 60 year age gap, tied the knot on New Year's Eve in 2012 at the Playboy Mansion in Los Angeles

The couple, who shared a 60 year age gap, tied the knot on New Year’s Eve in 2012 at the Playboy Mansion in Los Angeles

However, as the time of his death, the 91-year-old still held 35 percent of the Playboy brand and still completely owned the magazine.

He had $36m worth of stocks and bonds and $6m in a joint account with an unnamed person.

Hefner’s monthly earnings from the magazine only totaled $100,000, with the rest coming from his pension.

Before they eventually tied the knot, Hefner and Harris had one notorious failure to launch.

Harris infamously ran from the altar in June 2011, reportedly because she got cold feet.

The wedding was called off just five days before hand with over 300 guests set to attend.

‘Last time it turned into a big ordeal and then it all fell apart,’ she said. 

The mansion was sold last year for $100 million – half its asking price – to businessman Daren Metropoulos, who had previously bought Hefner’s neighboring English Manor in 2009. He plans to to turn them into a single property.

Cooper Hefner made the decision in 2015 to drop frontal nudity from Playboy in order to pitch it more as a Vanity Fair-style luxury lifestyle magazine.

The first nudity-free issue was released in March 2016; Hefner reportedly fought the removal of cartoons from the magazine more than the nudity.

However, in February 2017 the decision was reversed, and the nudity – along with the jokes sections among other elements dropped in the redesign – was restored. 

Sealed with a kiss: Pamela Anderson presents Hef with a cake on his birthday

Sealed with a kiss: Pamela Anderson presents Hef with a cake on his birthday

The birthday boy: Pamela Anderson stripped off to help Hef celebrate his birthday. This image has been blurred by the station

The birthday boy: Pamela Anderson stripped off to help Hef celebrate his birthday. This image has been blurred by the station

Back in the day: Hugh Hefner with a former girlfriend, Barbara Brenton (left), and smoking a pipe on June 30, 1966 (right)

Throwback: Hugh Hefner is seen smoking a pipe in this June 30, 1966 photo

Back in the day: Hugh Hefner with a former girlfriend, Barbara Brenton (left), and smoking a pipe on June 30, 1966 (right)

‘I spent so much of my life looking for love in all the wrong places’: How Hefner boasted of bedding more than a thousand women and married three times but at 85 said he’d never found his soulmate

ByAriel Zilber For Dailymail.com


Hugh – who has two other children, Christie and David, from his relationship with Mildred – said: ‘All our friends think it’s made in heaven. It’s only people who don’t know us, who simply see us as stereotypes in terms of age and beauty.

‘I just feel very, very fortunate to have found her at this stage in my life. I saved the best till last.

‘I want the rest of my life to be very much like it is now. I want it to be like this.’

The magazine magnate used to have multiple live-in girlfriends at the Playboy Mansion and his life with Holly Madison, Bridget Marquardt and Kendra Wilkinson was shown in reality TV series The Girls Next Door.

When he was 56 years old, Hefner invited a 19-year-old, Carrie Leigh, to live with him in the Playboy Mansion

When he was 56 years old, Hefner invited a 19-year-old, Carrie Leigh, to live with him in the Playboy Mansion

Leigh, a Playboy Playmate, would stay with Hefner for five tumultuous years, though the relationship dissolved in acrimony

Leigh, a Playboy Playmate, would stay with Hefner for five tumultuous years, though the relationship dissolved in acrimony

In the late 1970s, Hefner was in a serious relationship with Sondra Theodore, a schoolteacher who would go on to become Playmate of the Month in July 1977

In the late 1970s, Hefner was in a serious relationship with Sondra Theodore, a schoolteacher who would go on to become Playmate of the Month in July 1977

Shannon Tweed, who starred in the Canadian TV series Thrill of a Lifetime, used the show as a platform to rocket to stardom, eventually landing in the page of Hefner's magazine

Shannon Tweed, who starred in the Canadian TV series Thrill of a Lifetime, used the show as a platform to rocket to stardom, eventually landing in the page of Hefner’s magazine

Unfortunately, Tweed ended the relationship to continue to pursue an acting career, though she and Hefner stayed in touch. During one of Hefner's parties at the Playboy Mansion, she was introduced to Kiss rocker Gene Simmons. They have been a couple since then

Unfortunately, Tweed ended the relationship to continue to pursue an acting career, though she and Hefner stayed in touch. During one of Hefner’s parties at the Playboy Mansion, she was introduced to Kiss rocker Gene Simmons. They have been a couple since then

Hefner is joined by former girlfriend Barbi Benton (left), and then-girlfriend, Holly Madison,  at the Playboy Mansion in Beverly Hills, California in this July 12, 2005 file photo

Hefner is joined by former girlfriend Barbi Benton (left), and then-girlfriend, Holly Madison, at the Playboy Mansion in Beverly Hills, California in this July 12, 2005 file photo

Hefner married third wife Crystal in a romantic ceremony on New Year’s Eve.

And following the nuptials, Crystal Harris revealed the real reason why she tied the knot with ageing Playboy mogul.

During an appearance on the Huffington Post Live, the model, 30, was asked why she decided to marry the then-86-year-old, to which she replied for ‘more security’.

Harris was Hefner’s third wife – a surprisingly low number for Hef given the number of women he has been with.

His views on the institution of marriage were reportedly formed early in his life, when he married his college sweetheart, Mildred Williams, in 1949.

According to The Hollywood Reporter, Hef was heartbroken when he learned that Williams cheated on him while he was enlisted in the military. 

Williams felt so guilty about her infidelity that she allowed her husband to have extramarital relations of his own. 

They would divorce ten years later, though the marriage did produce two of Hefner’s children, Christie and David Hefner.

In 1988, Hugh asked his daughter, Christie, to take over as CEO of Playboy Enterprises. 

According to Cosmopolitan, Hefner met Williams at the University of Illinois Urbana-Champaign, where he earned a bachelor’s degree in psychology. 

Hefner has never been shy about flaunting his taste for much younger women.

In 1968, when he was 42 years old, he began dating an 18-year-old, Barbara Klein, who was an extra on the Playboy After Dark series. 

When Hefner suggested that Klein change her name, she agreed, becoming Barbi Benton, who went on to star in B-movies like The Third Girl from the Left and Deathstalker. 

Benton would also go on to appear on television shows Hee Haw and Marcus Welby, MD.

Naturally, she also posed for Playboy magazine.

Arguably her most significant contribution to the Hefner legacy was helping him find the Playboy Mansion on a house-hunting trip with her boyfriend.

In the late 1970s, Hefner was in a serious relationship with Sondra Theodore, a schoolteacher who would go on to become Playmate of the Month in July 1977.

In the early 1980s, Hefner would move on, this time to a young Canadian woman who caught his eye on a television show that aired north of the border. 

Hugh Hefner gets close to Playboy Playmate Jenna Bentley

Hugh Hefner gets close to Playboy Playmate Jenna Bentley

Shannon Tweed, who starred in the Canadian TV series Thrill of a Lifetime, used the show as a platform to rocket to stardom, eventually landing in the page of Hefner’s magazine.

Tweed became Miss November 1981, and she would then become Hefner’s girlfriend.

Unfortunately, Tweed ended the relationship to continue to pursue an acting career, though she and Hefner stayed in touch.

During one of Hefner’s parties at the Playboy Mansion, she was introduced to Kiss rocker Gene Simmons. They have been a couple since then.

Hefner wasn’t finished dating young women who weren’t old enough to legally drink.

When he was 56 years old, Hefner invited a 19-year-old, Carrie Leigh, to live with him in the Playboy Mansion.

Leigh, a Playboy Playmate, would stay with Hefner for five tumultuous years, though the relationship dissolved in acrimony.

The bitterness was so acute that Leigh filed a $35million palimony suit against Hef, only to drop the litigation soon afterward.

Tina Jordan, Playmate of the Month in March 2002, poses next to Hefner in 2002. She was a single mother whom Hefner moved into his mansion

Tina Jordan, Playmate of the Month in March 2002, poses next to Hefner in 2002. She was a single mother whom Hefner moved into his mansion

One of Hefner's most publicized relationships was with three different women at one time - Holly Madison, Bridget Marquardt, and Kendra Wilkinson. Hefner and Madison are seen above at the Playboy Mansion in 2007

One of Hefner’s most publicized relationships was with three different women at one time – Holly Madison, Bridget Marquardt, and Kendra Wilkinson. Hefner and Madison are seen above at the Playboy Mansion in 2007

Hefner at one point  was in a relationship with six different women at one time - Holly Madison, Bridget Marquardt, and Kendra Wilkinson. Hefner is seen, left to right, with his six girlfriends in 2003: Sheila Levell, Izabella St. James, Zoe Gregory, Madison, Marquardt, and Cristal Camden

Hefner at one point was in a relationship with six different women at one time – Holly Madison, Bridget Marquardt, and Kendra Wilkinson. Hefner is seen, left to right, with his six girlfriends in 2003: Sheila Levell, Izabella St. James, Zoe Gregory, Madison, Marquardt, and Cristal Camden

From left: Madison, Hefner, Marquardt, and Wilkinson are seen in Westwood, California in 2008

From left: Madison, Hefner, Marquardt, and Wilkinson are seen in Westwood, California in 2008

Leigh was not finished aiming to take a bite out of Hefner’s empire.

In 2008, she founded Nude, a magazine that was created to directly compete with Playboy.            

In 1989, Hefner would marry for the second time. He wed Kimberly Conrad, Miss January 1988.

They were together for nine years and had two children – Marston and Cooper.

Though they separated, they never legally divorced. For over a decade, they even lived in close proximity to each other.

In 2010, however, their divorce was finalized after Hefner accused Conrad of infidelity. 

After the TV series ended, Hefner became involved with Crystal Harris, who would eventually become his third wife

After the TV series ended, Hefner became involved with Crystal Harris, who would eventually become his third wife

Crystal says she fell for Hefner because she finds him fascinating. 'When I first met him, I had never even met a celebrity in my life before. I was like "Oh my gosh Hef" and then we started talking,' she explained. She is seen right with Hefner and Anna Berglund

Crystal says she fell for Hefner because she finds him fascinating. ‘When I first met him, I had never even met a celebrity in my life before. I was like “Oh my gosh Hef” and then we started talking,’ she explained. She is seen right with Hefner and Anna Berglund

Hefner claimed he was faithful during their marriage, but said Conrad cheated on him ‘early in the relationship’. 

However, he didn’t say with whom. 

One of Hefner’s most publicized relationships was with three different women at one time – Holly Madison, Bridget Marquardt, and Kendra Wilkinson.

Their relationship was the subject of a TV reality series, The Girls Next Door, which aired for six seasons.

After the TV series ended, Hefner became involved with Crystal Harris, who would eventually become his third wife. 

Crystal says she fell for Hefner because she finds him fascinating.

‘When I first met him, I had never even met a celebrity in my life before. I was like “Oh my gosh Hef” and then we started talking,’ she explained.  

Read more at DailyMail.co.uk