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 6 of 20 ADVERTISEMENT () Start Slideshow Share This Link Copy ← Use Arrow Keys → 6 May 1999 Britney also hit the stage to perform at Disney World, and let's be real — only she could make cargo pants look this good. Previous Next Start Slideshow The '90sNostalgiaBritney Spears