I'm not sure if this is exactly how I imagined 90's Anna Wintour or nothing like it at all...maybe I just never imagined Anna Wintour in the 90's..but here she is making awesomely bad, bold, and bra-less (alliteration!) fashion choices. Be still my ninties loving heart. While her style has evolved, I love that she's kept the exact same haircut.
Classic!
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