Popsugar Celebrity The '90S Britney Spears Pictures From 1999 20 Years Later, Look Back at Britney Spears's First Year as a Pop Icon 11 January 2019 by Laura Marie Meyers View On One Page Photo 7 of 20 ADVERTISEMENT () Start Slideshow Share This Link Copy ← Use Arrow Keys → 7 May 1999 Britney looked like the true '90s pop princess she was when she attended the World Music Awards. Previous Next Start Slideshow The '90sNostalgiaBritney Spears