Too $hort "Freaky Tales: The Saga Continues Part 2" Released: 1988
Running Time: 10 minutes 24 seconds
Short Dog gained an early reputation for neverending songs, thanks to his iconic single "Freaky Tales," which clocked in just under 10 minutes—which explains why it is not on this list. Luckily, Short released a "Part 2" that same year where he gave us enough new Dirty Raps to push the timestamp over the double digit mark.