Anna Wintour wears the same shoes just about all the time. Not exactly the same same, but just about.
I have a confession, I like that. If you find something that works and feels good, by all means keep doing it!
http://www.dailymail.co.uk/femail/article-2424692/Why-does-queen-fashion-wear-shoes-LIZ-JONES-Vogue-supremo-Anna-Wintours-500-addiction.html
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