10. Jelly Roll Morton "The Dirty Dozen" (1938)
Nastiest lyric: "I went one day, out to the lake/I seen your mammy fuckin’ a snake."
Jelly Roll Morton was the greatest composer in early jazz, but before that he was a New Orleans whorehouse piano player, and he had an amazing repertoire of filthy songs. He explained that “The Dirty Dozen” was a favorite in Chicago around 1908: “The main theme was the mammy wouldn’t wear no drawers. I thought it was a very disgusting mammy that wouldn’t wear some underwear.”