gallery Hugh Hefner
Hugh Hefner's signature smoking jacket and accompanying cigar have become synonymous with the Playboy lifestyle. As the magazine founder celebrates his 85th birthday on Saturday, see photos of his life full of bunnies, parties, and more!
Archive Photos / Getty Images Enterprising Young Man
The dapper young publisher looks over proof sheets for his magazine Playboy, which he launched as a men's magazine in 1953.
Burk Uzzle, Time & Life Pictures / Getty Images Pin-up Perfectionist
Known for his meticulous attention to detail, Hefner scrutinizes the 1965 Playboy Bunny outfit.
As he jetted from Chicago to New York, Hefner admired his work with his then girlfriend Cynthia Maddox, the blond cover girl on the February 1963 issue who appeared in Playboy four more times. "I was crazy about Cynthia,"
Hefner later admitted
. But because he was hesitant to wed, she decided to end the relationship.
Helmut Kretz / Getty Images A Bevy of Bunnies
The millionaire publisher poses with the girls at one of the many Playboy clubs.
Hulton-Deutsch Collection / Corbis Chasing Tail
Dressed in perky ears, bushy cotton tails, and barely anything else, a crowd of Playboy Bunnies gathers to wave goodbye to Hefner and the Playboy aircraft in London in July 1970.
Michel Lipchitz / AP Photo Air Playboy
Hefner alights in Paris with then-girlfriend Barbi Benton and Roman Polanski in 1970.
Alfred Eisenstaedt, Time & Life Pictures / Getty Images Father's Pride
The magazine mogul poses with his daughter Christie Hefner after her graduation from Brandeis University in 1973.
Julian Wasser / Getty Images Mansion Merrymaking
Hefner dances with a woman at his Beverly Hills Playboy Mansion in 1981.
Ron Galella, WireImage / Getty Images Married Man
Hefner poses with his ex-wife Kimberley Conrad and their son Marston Hefner in April 1991.
Hefner poses with Anna Nicole Smith during the Playmate of the Year announcement at the Playboy Mansion in 1993.
Laurent Rebours / AP Photo Reeling in the Years
Hefner makes a wish on his 75th birthday at the American Pavilion during the 2001 Cannes International Film Festival in France, where Hefner was promoting the magazine.
Adrees Latif, Reuters / Corbis Going for Gold
In celebration of the 2002 Grammy Awards, Hefner poses with a playmate wearing skin-art of the iconic gramophone and, of course, the signature bunny silhouette.
Michael Buckner / Getty Images Three Times the Charm
In 2006, Hefner poses with then-girlfriends Kendra Wilkinson, Bridget Marquardt, and Holly Madison at a celebration for their reality-TV series
The Girls Next Door at Social Hollywood in Los Angeles. Red-Carpet Casanova
Hefner and former fiancée
Crystal Harris arrive at the premiere of Iron Man 2 at the El Capitan Theatre in Los Angeles in April 2010. But their smiles didn't last for long— days before they were set to walk down the aisle, Harris called of the wedding. If that wasn't bad enough, she tarnished the Playboy mogul's image by telling Reuters that she and Hef had sex once during their two-year relationship, and it lasted "like about two seconds."
Man of the Mansion
On the eve of his 85th birthday, Hefner poses in his signature robe in the corridor of his legendary Playboy Mansion in November 2010.