Born Hugh Marston Hefner on April 9, 1926 in Chicago, Illinois to parents Grace Caroline and Glenn Lucius Hefner, the businessman died on Wednesday.
“Hugh M. Hefner, the American icon who in 1953 introduced the world to Playboymagazine and built the company into one of the most recognizable American global brands in history, peacefully passed away today from natural causes at his home, The Playboy Mansion, surrounded by loved ones,” a rep for the Playboy Enterprises founder said in a statement to PEOPLE.
“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,” said Cooper Hefner, his son Chief Creative Officer of Playboy Enterprises.
Hefner quickly rose to fame after the first issue of men’s magazine Playboy published in December 1953, which featured a nude Marilyn Monroe. The same year, Hefner launched media and lifestyle company Playboy Enterprises, Inc., on which he served as a board member until the time of his death.
Of Playboy’s iconic logo, Hefner said in a 1967 interview: “The rabbit, the bunny, in America has a sexual meaning; and I chose it because it’s a fresh animal, shy, vivacious, jumping — sexy.”
Following his decade-long marriage to first wife Mildred Williams, with whom he shared daughter Christie and son David and whom he divorced in 1959, Hefner was public about sharing intimacies with numerous women.
In 1971, Hefner purchased the legendary Playboy Mansion in Los Angeles where he relocated to permanently and lived until the time of his passing.
After suffering a mild stroke in 1985, his daughter Christie assumed more responsibility in the management of the company (she was named president in 1982 and CEO in 1988 until she left in 2009). In 1989, he tied the knot with second wife and Playmate of the Year Kimberley Conrad. The couple had two children together, sons Marston Glenn and Cooper Bradford, before separating almost a decade later and officially divorcingin 2010.
Throughout his the five decades of life in the Playboy Mansion, Hefner was recognised for housing multiple young women in the home at the same time, including Girls Next Door stars Holly Madison, Bridget Marquardt and Kendra Wilkinson. The six-season E! reality series documented the lives of the Playmates and their relationship with Hefner inside the mansion.
After his seven-year relationship with “No. 1 girlfriend” Madison ended, Hefner began dating Crystal Harris, whom he married on Dec. 31, 2012. In April, Hefner’s younger brother Keith died at the age of 87 from cancer.
Known for hosting its annual Playboy Halloween party, the Playboy Mansion sold to Hefner’s neighbor Daren Metropoulos for $200 million in June with the stipulation that Hefner was able to live in the home until his death.
In an August 2017 interview, Hefner’s son Cooper, who took over as chief creative officer of Playboy Enterprises, admitted that it was hard to watch his father get older.
“It’s tough to watch him struggle,” he told The Hollywood Reporter of his father getting older. “But I’m just happy it’s physical and not mental.
He is survived by his wife and four children.