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 12 of 20 ADVERTISEMENT () Start Slideshow Share This Link Copy ← Use Arrow Keys → 12 August 1999 Britney brought back the pigtails when she performed on Arthur Ashe Kid's Day at the US Open. Previous Next Start Slideshow The '90sNostalgiaBritney Spears