No, he didn't. The closest he came to prison was writing a song for Johnny Cash, (A Boy Named Sue), which Cash later sang at Fulsom Prison. Silverstein was a Korean War vet, and and upstanding citizen.
I'm not sure why people like to spread that garbage, but it's not true.
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Shel Silverstein is an American poet and cartoonist best known for his poems and stories, especially written for children. There is no record that he was ever sent to jail.
No, Shel Silverstein never went to prison. He was a children's book author, poet, and songwriter known for his creative works such as "The Giving Tree" and "A Light in the Attic."