5. [lastfm link_type=”artist_info”]Britney Spears[/lastfm] — 2007
We won’t “hold it against her” for this huge fashion no-no.
This wasn’t the easiest year for the Princess of Pop and that was apparent in her wardrobe choice.
Thank goodness this was just a bump in the road! Brit Brit is famous for pulling out all the stops when it comes to VMA style savvy.