Best Dressed or Best Use of the Safety Net?
To me, "Best Dressed" goes far beyond the safe bet. It's about taking fashion risks, and succeeding at those risks. It's rather hard to mess up an ensemble of designer jeans and a white cotton oxford, or a khaki skirt and a black jacket, with standard-issue black heels.
Don't get me wrong---I think she's one classy gal, and her style translates well to middle-America. But is she a fashion icon? Is her style memorable?