For 50 years, Playboy magazine has showcased the world’s best and brightest cartoonists. Their spectacular stable of artists includes luminaries such as Buck Brown, Jack Cole, Eldon Dedini, Jules Feiffer, Shel Silverstein, Doug Sneyd, Gahan Wilson, and hundreds of others. Hip subversives and sly revolutionaries all, Playboy’s artists have continually proffered a sophisticated brand of humor sorely missing in other men’s magazines. Now, Playboy celebrates its golden anniversary with this glorious collection of the finest and funniest cartoons. Handpicked by Hugh M. Hefner himself, the pages are filled with the distillation of the entire cartoon archive, offering insightful commentary on topics from the sexual revolution to relationships, money, and politics. More than 450 cartoons feature sweet young things, terrible tarts, winsome wives, suitors, and studs — a riotous chronicle of five decades of Playboy cartoons.

Playboy: 50 Years: The Cartoons PDF

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