Popsugar Fashion Britney Spears Britney Spears Iconic Outfits Get Us a Time Machine, Because We Need to See Britney Spears's Most Iconic Looks in Real Life December 2, 2018 by Rebecca Carhart View On One Page Photo 1 of 15 ADVERTISEMENT () Start Slideshow Share This Link Copy ← Use Arrow Keys → 1 "Sometimes" Video in 1999 Britney's schoolgirl outfit in the video for ". . . Baby One More Time" was iconic, but we've always been partial to her all-white sporty look in "Sometimes." Previous Next Start Slideshow Britney Spears