Popsugar Fashion Anna Wintour Anna Wintour Met Gala Dresses Anna Wintour Puts on Perhaps Her Most Important Dress Ever May 6, 2014 by Justin Fenner View On One Page Photo 11 of 20 ADVERTISEMENT () Start Slideshow Share This Link Copy ← Use Arrow Keys → 11 Anna Wintour's Met Gala Looks In 2005, wearing Chanel couture with Shelby Bryan, for Celebrating Chanel. Previous Next Start Slideshow Met GalaAnna WintourEditor's Pick