The Canterbury Tales were a favorite from High School English Lit.
Here they are, updated for the current day. They fit well into the world of rap and poetry slam where the traditions of verbal sparring and competition parallel the story telling competition of Chaucer's characters.
Baba manages to stay close to the original intent of Chaucer's stories, and his rhymes are often quite clever. I like the humor of updating Middle English via rap, but because the underlying stories remain intact, these also are compelling listing on their own.
Chaucer probably would have approved.
Rap Canterbury Tales