4. Lil' Flip, The Leprechaun

Year: 2000
Sucka Free Records

Even the Lucky Charms leprechaun laughed his ass off when he saw this cover. Imagine someone approaching you on the street and trying to sell you this album today. Flip was 18 at the time so we guess he gets a pass. Luckily, the music was a thousand times better than this trash.