My uniform has been an oversized chunky blue turtleneck sweater, grey-black jeans and boots or high-tops. I try to wear that for as many months as possible. The boots are almost always my Dries Van Noten brown boots that I bought while I was still in college at the old Louis Boston store off Newberry Street. I have had them resoled maybe 10 times.
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I prefer pieces that are both timeless and anonymous in terms of label/collection. I also have to keep in mind, that for the time being, I have baby who likes to drool on the shoulder of every tee, shirt and sweater.