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Thing is, because she is in the public eye and the media loves picking up on well-known women's fashion mistakes so they can laugh and point (specially the DM) she doesn't have much margin for error - if you or I bought an item of clothing and wore it once and decided it was a mistake the only people who would know would be the people that happened to see it the one time we wore it. Whereas for her it will be immortalised forever. So I quite like the fact that she still makes risky fashion choices despite all this.
And I love her hair - it always looks so great and confident when an elegant woman (as she usually is) dares to keep grey hair IMO.