The ultimate fashion icon, Anna Wintour

If you think of Anna Wintour’s style today, words such as sheath dress, floral print, and cardigan come to mind. In a word, her look is conservative, which is why we were shocked to see ‘90s-era photos of the now editor-in-chief with a markedly different personal style. While everyone’s look should evolve as they get older, we were quite delighted with a peek at Wintour’s former, more adventurous style spirit.