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 5 of 20 ADVERTISEMENT () Start Slideshow Share This Link Copy ← Use Arrow Keys → 5 May 1999 Like a true MMC-er at heart, Britney posed with Mickey Mouse while she was at the Magic Kingdom. Previous Next Start Slideshow The '90sNostalgiaBritney Spears