15. Lil Jon
It’s fair to say that Lil Jon looks a little dorky in his high school photograph. Once he became a famous rap star, though, he swiftly swapped the specs for shades.
14. 50 Cent
Curtis Jackson’s mom was killed when he was eight, and he was selling drugs by the time he was 12. You wouldn’t know it, though, from this pic of the pint-sized future 50 Cent.