Popsugar Celebrity Britney Spears Britney Spears Pictures From 1999 20 Years Later, Look Back at Britney Spears's First Year as a Pop Icon December 1, 2019 by Laura Marie Meyers First Published: January 10, 2019 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 Britney SpearsNostalgiaThe '90s