I grew up reading Shel Silverstein's Where the Sidewalk Ends. It was a major part of my childhood. What I didn't know at the time was that good old Shel had another side...an adult side...although in retrospect the freaky beard and bare feet should've given it away. The cartoonist/writer worked for Playboy in the sixties, documenting his trips to Fire Island, Haight-Ashbury and other places with a reputation for the risque. He also had a pretty serious career as a singer/songwriter who wasn't afraid to tackle topics like pot ("The Smoke-off") and venereal disease ("Don't Give a Dose to the One You Love Most") in a light-hearted, oddball way. His album Freakin at the Freakers Ball is a prime example of Silverstein's bawdier side, featuring tracks like "I Got Stoned and I Missed It" and "Masochistic Baby".
Here's a few tracks from Freakin at the Freaker's Ball. RIP, Shel, you are missed.