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7. Shel Silverstein

No, he never posed for the iconic magazine. Shel Silverstein was actually and up and coming cartoonist back in the 1950’s when Hugh Hefner’s brand was on the rise. In 1957, Silverstein became one of the leading cartoonists in Playboy, which sent him around the world to create an illustrated travel journal. Silverstein produced 23 installments called “Shel Silverstein Visits…” as a feature for Playboy during the 1950s and 60s. Silverstein passed away in 1999 and today the late artist/writer is best remembered for his works including The Giving Tree, Where the Sidewalk Ends, A Light in the Attic and A Boy Named Sue.

stars who got their start in playboy
Photo: http://www.businessinsider.com.au/

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