Rihanna
A teenager from Barbados who walked into a New York audition and walked out with a six-album deal, then spent the back half of the 2000s taking over pop radio. From the steel-drum bounce of 'Pon de Replay' to the umbrella-ella-ella hook that owned the summer of 2007, Robyn Rihanna Fenty went from island newcomer to global star before she turned 21.