FlynetPictures.com, Steve Granitz
Lady Gaga
Lady Gaga makes a second appearance on our list with her infamous meat shoes from the 2010 MTV VMAs. This was the same night she wore the Alexander McQueen "Armadillo" boots — two pairs of statement shoes in one event (not to mention countless platform boots in her closet at home). And that makes her the undisputed queen of daring footwear, in our opinion!

But back to the meat shoes. Whether you're amazed or repelled by them (and there's a good chance it's the latter), you can't deny you will never ever forget her and her fashion sense now because of that VMAs look.