This morning the world woke up to the news that Hugh Hefner, the founder of the pioneering Playboy publication and brand had passed away.

He is said to have died from, ‘natural causes at his home, The Playboy Mansion, surrounded by loved ones.’

He was 91. He is survived by his 31 year old wife Crystal Hefner and four children.


His death at 91 has generated huge interest in the controversial and iconic magazine publisher. We have put together 5 super interesting facts about Hef’s final years that you won’t find anywhere else.

Backgammon with the family #FathersDay

A post shared by Cooper Hefner (@cooperbhefner) on


1. Hugh Hefner was embarrassed by President Donald Trump.

Donald Trump graced the March 1990 cover of Playboy Magazine and in 2006 he shot an episode of his show, “The Apprentice” at the Playboy Mansion. And even though Trump is said to have held Hugh Hefner in very high regard, the feeling wasn’t mutual.

Matter of fact Hef was reported to be embarrassed by him, in the lead up to the 2016 presidential elections and his presidency so far. His son Cooper told Hollywood Reporter,

“We don’t respect the guy. There’s a personal embarrassment because Trump is somebody who has been on our cover.

He added,

Yes, there are lifestyle components to Playboy, but it’s really a philosophy about freedom. And right now, as history is repeating itself in real time, I want Playboy to be central to that conversation.

Trump is said to be so proud of his playboy cover that it still hangs on his office walls at Trump Tower.

2. Sex Drug Viagra Made Him Deaf

Known for sleeping with over 2000 women and his tireless sexual appetite, Hefner was not secretive about his use of Viagra. He is said to have taken the pill like they were sweets to keep up with the young girls he surrounded himself with well into his 80s.

The pills, according to studies have been linked to sudden sensorineural hearing loss (SSHL) and they allegedly lefyt him completely deaf in one ear and half deaf in the other. His former girlfriends, twins Karissa and Kristina Shannon who appeared on Season 6 of his reality TV show – Girl Next Door told The Sun in a 2011 interview that he had hearing aids and was completely deaf in one ear.

You have to lean down and talk into his good ear for him to understand you. We could sit right next to him and he wouldn’t have a clue what we said.”

Karissa added that Hef however didn’t let it get to him saying,

He said he would rather have sex than have his hearing.

In a 2011 radio interview with Howard Stern, his 30 year old wife Crystal Harris also corroborated that Viagra had made him deaf.

He tries not to take Viagra any more because it makes him lose his hearing.

3. Hugh Hefner became embarrassed to be seen in public due to bad back & hearing aid.

In the last years of his life, Hefner began to fade from view, due to suffering from back problems. His son Cooper who is now the Chief Creative Officer of Playboy enterprises said in a recent interview before his dad’s passing that, his father who for as long as anyone can imagine, was the image of virility – was embarrassed to have to rely on a walker due to his bad back. He also did not want to be seen by the public fiddling with his hearing aid.


Hugh Hefner & Crystal Harris at their wedding on New Years Eve 2012. Image Credit: Elayne Lodge

4. Wife Crystal Hefner Married Him For Security, Said He Lasted Only 2 Seconds In Bed

In 2012 Hef married for the 3rd and final time – this time to 2009 Playmate, Crystal Harris. They have a 60 year age gap. The wedding came as a shock because the year before, the December 2009 Playmate called off her wedding to Hef, 5 days before they were due to walk the aisle, citing cold feet. After their marriage Hef famously said he’d been looking for love in all the wrong places and had finally found his soul mate at the age of 85.

In an interview the previous year with Howard Stern, Crystal had made some embarrassing claims about the man she would later go on to marry. Laughing she said.

  • She only slept with him once.
  • He lasted only two seconds in bed.
  • Hef doesn’t really take off his clothes.
  • She had never seen him naked adding, “I am not turned on by Hef. Sorry”.

She later apologized for the comments saying the questions had taken her unawares. They went on to get married in 2012. In another interview with Huffington Post Live, the then 26 year was asked why she decided to marry the 86-year-old, she replied for ‘more security’.

5. Crystal Hefner Gets NOTHING From His Estate!

With his 3 sons

Hugh Hefner is reported to have been worth a whopping $40 Million.

And if Crystal who said she married him for security thinks she’s getting a slice of the fortune…she is wrong.

Crystal who married Hef on December 31,  2012 at the Playboy Mansion in Los Angeles is 60 year his junior. She signed an ironclad prenup which stated that she won’t receive a penny from his will when he died. His fortune will be divided among his four children and several charities.

Daughter Christie who was also CEO of Playboy for over 30 years

RIP Hef! You truly lived life to the fullest