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Coordinating my daily footwear choices during the winter involves mapping out a complicated battle plan: Should I wear the heavy-duty boots all day and look silly at work? Forgo the boots and have cold (or worse! stepped-in-slush-wet!) feet during my commute? Wear wellies and schlep my heels to work in a giant, heavy tote?
What, exactly, is the best way to stay warm and dry without looking completely sloppy?
This year I am streamlining my morning footwear deliberation into a no-brainer routine—cute waterproof boots with skinnies or tights outside and a tiny rolled-up pair of flats in my purse for later. Here are some of my favorite combos:
1. Loeffler Randall rain boots with back zip, $195, loefflerrandall.com. Just like the trademark leather boots they are modeled after, these sleek boots have a subtle, leg-lengthening wedge.
2. Rodarte for Repetto ballerinas, $425, openingceremony.us. The mesmerizing marbleized effect of these butter-soft flats makes any outfit a showstopper.
3. Steve Madden Tsunamii rain boots, $79.95, zappos.com. Motorcycle buckles and a shock of red down the back make these cool-girl boots both gritty and fun.
4. Porselli ballerina flats, $122.50, usonline.apc.fr. A rusty red pairs well with worn-in corduroys during the winter but sets off a crisp white dress perfectly after the snow has melted.
5. Women's duck boots, $69.50, canvas.landsend.com. Something about these utilitarian booties makes me want to pull them on over chunky cabled socks.