From her girly-pop Disney persona to the Y2K ... school uniform. Items used in a preppy look can also just as easily be used in a grunge look, it's all about how you've cleaned the outfit up.

Her choppy too-cool-for-school haircut, baggy low waisted cargo pants and excessively layered shirts had us all in a chokehold. Now that Y2K fashion ... looking back at my outfits from back ...