Sheldon Allan Silverstein was an American writer, poet, cartoonist, singer-songwriter, musician, and playwright. Born and raised in Chicago, Illinois, Silverstein briefly attended university before being drafted into the United States Army. During his rise to prominence in the 1950s, his illustrations were published in various newspapers and magazines, including the adult-oriented Playboy. He also wrote a satirical, adult-oriented alphabet book, Uncle Shelby's ABZ Book.
Silverstein c. 1964 as featured on the back cover of The Giving Tree
Silverstein's Playboy travelogues, collected in 2007
"Now here's my plan...", Silverstein's best known cartoon of the 1950s, became the title of his 1960 cartoon collection
Ballantine Books published Silverstein's 1956 collection of cartoons from Pacific Stars and Stripes, foreword by Bill Mauldin
Playboy is an American men's lifestyle and entertainment magazine, formerly in print and currently online. It was founded in Chicago in 1953, by Hugh Hefner and his associates, funded in part by a $1,000 loan from Hefner's mother.
The editorial board of Playboy in 1970. Back, left to right: Robie Macauley, Nat Lehrman, Richard M. Koff, Murray Fisher, Arthur Kretchmer; front: Sheldon Wax, Auguste Comte Spectorsky, Jack Kessie.
A Playboy cigarette lighter with the rabbit logo
Sports Illustrated swimsuit model Kylie Bax wearing a Playboy shirt, with Donald Trump, Bill Clinton and Melania Trump (2000)
Gloria Steinem 1977, photographed in her home, years after writing her Playboy Expose.