Exclusive Photos! Hugh Hefner Turns 90, Reflects on His Life, Loves and Biggest Regrets in Rare Interview

The Playboy founder opens up as he turns 90

Early Days

"I had a happy childhood," says Hefner (left, with mother Grace, younger brother Keith and father Glenn in 1934). At just 27, he fulfilled a lifelong dream of launching his own men’s magazine. Playboy's inaugural issue featured never-before-seen nude photos of Marilyn Monroe; the magazine was an instant success. Three marriages, four children and many younger girlfriends would follow, but Hefner never strayed from a commitment to the iconic brand he started. The magazine stopped running nude photos last month; still, Hefner insists, "Playboy is a fantasy life for a lot of people. Including me."