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October 15, 2013

The 50 Best Boots and Socks to Wear Together This Winter

By Diana Tsui and Veronica Misako Gledhill

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Socks are to winter what pedicures are to summer: a bright, personal touch when paired with the right shoes. Out of thousands of boots now in stores, we picked the ones we most look forward to wearing — ankle-bone-skimming beatnik boots courtesy of Miu Miu, Balenciaga’s now-iconic cutout boot, the fail-proof classic riding boots from Sartore, very sexy thigh-high flat boots from Alexander Wang — and paired them with socks or stockings that we think would be the most fun to wear underneath. Peeking out from the tops or scrunched down as your own inside joke, as demonstrated on Celine’s fall runway, your socks can be a decisive styling statement. Click on to see all 50 of our favorite combinations.

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  • winter boots
  • fall dressing
  • street style
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