Hugh Hefner, Founder of Playboy, Dead at 91 (PHOTOS)

The magazine would go on to become a multibillion-dollar empire

Playboy founder and legendary ladies’ man Hugh Hefner has died at the age of 91, according to Playboy Enterprises.

The magazine said he was surrounded by loved ones and “peacefully passed away today from natural causes at his home.”

“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,” Hefner’s son Cooper said in a statement. “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.”

Hefner’s dream of running his own magazine began while he was working as a copy editor at Esquire in 1952, and the following year he secured enough funding to launch Playboy.

The December 1953 inaugural issue featured none other than Marilyn Monroe as its cover girl, and the magazine would go on to become a multibillion-dollar empire ― including TV series, websites, DVDs and endless licensed merchandise ― and one of the most recognizable brands in the world.

LOS ANGELES - JUNE 26,1957: Hugh Hefner with Sylvia Sydney, Joan Bradshaw and Caroline Mitchell at a Play Boy Party in Los Angeles, California. (Photo by Earl Leaf/Michael Ochs Archives/Getty Images)

(Hugh Hefner with Sylvia Sidney, Joan Bradshaw and Caroline Mitchell at a Playboy  party in Los Angeles on June 26, 1957)

In the 1960s, Hefner became the public face of the company and was known for his smoking jacket, his pipe and the assurance that wherever he was, a bevy of beautiful women surrounded him. He launched a series of private key clubs that he staffed with hostesses known as Bunnies for their now-iconic uniforms that included ears and a tail.

Hefner was arrested in 1963 and charged with selling obscene literature after publishing nude photos of actress Jayne Mansfield. The charges were dropped after a jury was unable to reach a verdict, but the experience led Hefner to launch the Playboy Foundation, which provided funding to groups researching human sexuality and fighting censorship.

Playboy editor and tycoon Hugh Hefner is greeted by a group of bunny girls from his Playboy Clubs, upon his arrival at London Airport.   (Photo by Dove/Getty Images)

(Playboy editor and tycoon Hugh Hefner is greeted by a group of Bunnies from his Playboy Clubs as he arrives in London in 1966)

Hefner took the company public in 1971, but by the mid-’70s, the magazine was facing more competition with the arrival of hardcore publications such as Penthouse, and circulation began to fall. In response, the magazine released its first full-frontal nude centerfold in January 1972, featuring model Marilyn Cole.

GOOD NIGHT AMERICA (PART OF ABC'S WIDE WORLD OF ENTERTAINMENT) - "Tribute to Marlon Brandon" - Shoot Date: June 6, 1974. (Photo by ABC Photo Archives/ABC via Getty Images) L-R: GERALDO RIVERA;HUGH HEFNER

(Geraldo Rivera, left, and Hugh Henfer filming a “Tribute to Marlon Brandon” on June 6, 1974)

The Playboy founder suffered a minor stroke in 1985, just a few weeks shy of his 59th birthday. It was an eye-opening experience for Hefner, who decided it was time to tone down his wild parties, according to the Los Angeles Times.

“I survived a stroke two weeks ago,” Hefner said in a statement. “My recovery is total and something of a miracle. What has happened is actually a ‘stroke of luck’ that I fully expect will change the direction of my life.”

He handed over his empire to daughter Christie, who had been president of Playboy Enterprises since 1982. She began running the company as chairman of the board and CEO in 1988.

Hugh and Christie Hefner at the re-opening of the Playboy Club in New York City, October 29, 1985.  (Photo by Yvonne Hemsey/Getty Images)

(Hugh Hefner with his daughter Christie Hefner at the re-opening of the Playboy Club in New York City on Oct. 29, 1985)

In 2009, Scott Flanders replaced Hefner’s daughter as CEO and Playboy Enterprises Inc. began to make a radical shift focusing on its branding potential and licensing opportunities.

Two years later, Hefner made a $207 million deal to buy out the company and take it private. The deal gave him a $1 million-a-year contract, full editorial control of the magazine and the right to keep living at the Playboy Mansion, Forbes reported. Hefner told The Hollywood Reporter in September 2011 that he owned close to 37 percent of the corporation, but noted that he had limited involvement with the company’s new focus on licensing. The media mogul also revealed he estimated his personal wealth at more than $100 million.

In that same article, THR broached the subject of death, but it was not something Hefner ever talked about, a close colleague said. Hefner said he was not afraid of death and had no faith in any afterlife. And his death wasn’t just a subject that Hefner avoided ― at the time, the company hadn’t thought about it either.

Los Angeles, UNITED STATES:  Hugh Hefner, CEO of Playboy Enterprises, poses for a photo during an interview with journalists at his mansion in Los Angeles, CA 23 August 2006. Hefner called the interview to promote the premiere in France of the series "The Girl Next Door", a reality show that introduces the viewer to the daily life of Hefner and his three girlfriends.  AFP PHOTO / HECTOR MATA  (Photo credit should read HECTOR MATA/AFP/Getty Images)

“That’s hard to imagine. There’s no succession plan,” Flanders told THR.

But the company wasn’t without a plan for long. In 2012, Hefner announced his then-21-year-old son, Cooper, was being groomed to become the public face of the company.

In August, Cooper Hefner was named chief creative officer of the company.

While Hugh Hefner was always surrounded by beautiful women, in recent years he’s made the most headlines for the company he kept ― young, blond Playboy models who lived with him at the infamous Playboy Mansion.

Hefner was first married in 1949 to a Northwestern University student named Mildred Williams, with whom he has two children ― Christie and David ― before divorcing in 1959.

In 1989, he married again, this time to Playmate of the Year Kimberley Conrad, who was 36 years his junior. Together the couple had two sons, Marston and Cooper, before they separated in 1998 and divorced in 2010.

Hugh Hefner, Marsden Hefner and Kimberly Conrad (Photo by Ron Galella/WireImage)

(Hugh Hefner, Marsden Hefner and wife Kimberley Conrad at the Playboy Playmate of the Year Celebration on April 25, 1991)

During his 12-year separation from Conrad, Hefner had relationships with many of the young models featured in his magazine, including twin sisters Sandy and Mandy Bentley, and even dated seven women at once. His concurrent relationships with Playboy Playmates Holly Madison, Bridget Marquardt and Kendra Wilkinson were featured on the reality series “The Girls Next Door.”

Holly Madison, Hugh Hefner, Bridget Marquardt and Kendra Wilkinson (Photo by Denise Truscello/WireImage)

(Holly Madison, Hugh Hefner, Bridget Marquardt and Kendra Wilkinson. The reality series “The Girls Next Door” followed Hefner’s relationships with the three women)

In 2008, all three women decided to leave Hefner and the Playboy Mansion, prompting Hefner to start dating Crystal Harris, who was 60 years his junior, along with 20-year-old twins Kristina and Karissa Shannon. Hefner broke things off with the twins and proposed to Harris in 2010.

LAS VEGAS - APRIL 04:  Kristina Shannon, Karissa Shannon, Hugh Hefner and Crystal Harris attends Hugh Hefner's 83rd birthday pool party at Palms Place at the Palms Resort & Casino on April 4, 2009 in Las Vegas, Nevada.  (Photo by Denise Truscello/WireImage)

(Kristina and Karissa Shannon, Hugh Hefner and Crystal Harris attend Hugh Hefner’s 83rd birthday pool party at the Palms Resort & Casino on April 4, 2009, in Las Vegas)

The couple planned to marry in June 2011, but Harris decided to call off their nuptials just five days before they were scheduled to exchange their vows. After some highly publicized fighting over the custody of their dog, the couple reconciled with the help of Hefner’s longtime secretary Mary O’Connor, who died in 2013. Hefner said “I do” to Harris and tied the knot for a third time on Dec. 31, 2012.

LOS ANGELES, CA - OCTOBER 24:  Hugh Hefner (L) and model Crystal Hefner attend the annual Halloween Party, hosted by Playboy and Hugh Hefner, at the Playboy Mansion on October 24, 2015 in Los Angeles, California.  (Photo by Charley Gallay/Getty Images  for Playboy)

(Hugh Hefner and wife Crystal Hefner attend the annual Halloween Party at the Playboy Mansion on Oct. 24, 2015)

Hefner and Playboy made headlines more recently for their decision to stop publishing nudes in the print magazine and chose Pamela Anderson to be their last naked cover model for the January/February 2016 issue. The magazine decided to put nudity back in the magazine earlier this year in an effort to take its “identity back” and reclaim “who we are.”

Also last year, the Playboy Mansion, the iconic 5-acre, 29-room West Los Angeles estate owned by Playboy Enterprises, sold for $100 million, with one catch: Hefner asked that he be allowed to continue living and working there until his death.

In an interview for Larry King’s 2004 book, “Remember Me When I’m Gone,” Hefner shared his thoughts on his legacy at Playboy and beyond.

“I’d like to be remembered as someone who played some part in changing our hurtful and hypocritical views on sex ― and had a lot of fun doing it.”

Hefner is survived by his wife, Crystal, and his children Cooper, Christie, Marston and David.