Hugh Hefner in his gorgoues years

Photo 1 from

First Looks: Hugh Hefner’s Playboy

Cover of Volume Two


In Taschen’s upcoming six-volume anthology dedicated to Playboy‘s first 25 years and its founder, aptly titled Hugh Hefner’s Playboy, readers get an intimate, illustrated look at Hefner before he became the over-the-top men’s magazine mogul he is today. Included in the 3,506 pages: cartoon drawings from Hef’s childhood and early career; famous interviews published in the magazine with Martin Luther King and John Lennon; writing by Jack Kerouac, Ray Bradbury, and Gore Vidal; personal photos; and Hefner’s own autobiography — in which he recounts his youth, cartoonist years, romantic relationships, and more. The books will be hitting shelves in September. Until then, click through the slideshow to see a different side of Hugh Hefner and the many ladies (and famous companions) who stood by his side.


 Hefner with Dot Novak

 Hefner with a new Cadillac Eldorado, Chicago, 1955


Hefner with Joyce Nizzari


 Hefner at work, with Cynthia Maddox, Chicago, 1958


 Hugh Hefner (right) with his brother, Keith, his father, Glenn, and his mother, Grace, in Chicago, 1967


 Barbi Benton and Hefner, with Jet Bunnies, Los Angeles, 1970


 Arnold Schwarzenegger, Hefner, and Wilt Chamberlain, Playboy Mansion West, 1977





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