16 Dr. Martens Outfits Our Readers Are Loving This Winter

Welcome to #WhoWhatWearing, a series in which we highlight you, our stylish community of readers. Each of the following looks came straight from a photo you tagged us in on Instagram. Want to be featured next time? You guessed it: Use #WhoWhatWearing on the outfit posts you want us to see.

If there's one boot style whose popularity never fades, it's Dr. Martens. What was once reserved for the grunge and punk rock crowd is now in the closet of virtually every fashion person we know. While their audience has varied over the years, these iconic boots have been a wardrobe staple for decades, and we don't see that changing anytime soon. The thick soles make them the ultimate winter boots—and the under-$200 price tag is an even bigger selling point.

Whether you're just jumping on the Dr. Martens train or have been a loyal fan for years, an array of fresh outfit ideas never hurt anybody. This is where I turn to our stylish readers for guidance—and they're wearing these chunky boots with everything from puffer coats to maxi dresses. Keep scrolling for 16 Dr. Martens outfits that can only be described as genius, and then shop the famous boots for yourself.


Ready to show us your looks? Tag @WhoWhatWear on Instagram and use #WhoWhatWearing for a chance to see them end up here! Next up: how our readers are wearing this winter's biggest outerwear trends.