An oversized sweater and skinnies/leggings/pleather jeggings (yep) has literally been my winter uniform. I dare you to find a more comfortable, cozy, AND socially acceptable outfit. If I'm going out on the town, I thrown on some high heeled booties, otherwise boots or these Frye chukkas are my jam. I learn the hard way at the beginning of each winter that flats quickly allow your feet to freeze...
Also - don't be scared of the men's side of H&M, I've found many a cozy sweater over there.
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