Madewell The Chelsea Rain Boot
Back when we used to go to the office, I walked 45 minutes to and from work every day. Yep, even in the rain. These durable pull-on boots more than earned their keep. They not only protected my socks from nasty New York puddles, but I love that they aren't heavy or clunky. Plus, the matte black feels stylish. They do run a little large, so make sure to size down.