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.
 
I never knew I needed white Docs—until I saw this outfit.
 
All-black everything is always a good idea.
 
These look beyond cool with plaid.
 
Also pairs well with dresses.
 
Raise your hand if you need white Docs now, too.
 
Patent leather + Dr. Martens = ultimate winter pairing.
 
Yes to everything happening here (including the dog).
 
Meet your next travel look.
 
Spice up your all-black outfit with colorful outerwear.
 
Dr. Martens were basically made for skinny jeans.
 
They also play well with straight-leg styles.
 
Bet you never thought to wear your Docs with a sweatsuit.
 
A weekend look if I've ever seen one.
 
Neon and Dr. Martens feels very '80s—in the best way.
 
Velvet Dr. Martens just shot to the top of my wish list.
 
I'll be wearing this on my next flight, no question.
SHOP DR. MARTENS
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.

- 
If You're Going to Wear This Controversial Legging Color Trend, This Is the Sneaker Color to Wear With ItIf you only wear black leggings, these may stun you.
 - 
4 Years Later, This Chic Fall 2025-Coded Outfit From Zoë Kravitz Is Still On My Mind—Here's How to Re-Create ItShe's always ahead of the fashion curve.
 
- 
Looking Stylish This Fall Means Wearing Your Pretty Dresses With This Unexpected ItemHere's how to master the look.
 - 
It's My Job to Find Wardrobe Staples, and These 35 Pairs of Black Boots Are ItWe're talking everything from sleek knee-highs to classic riding boots.
 - 
Anyone Can Wear a Cardigan, But Only Fashion People Wear Them Like *This*Take note.
 - 
Here's the Comfy Yet Incredibly Chic Boot Style Fashion People Are Already Wearing on RepeatThese make any outfit look more expensive.
 - 
Irina Shayk and I Agree: Leggings Look Chicest With This Specific Boot Style and ColorTrust me.
 - 
We Did the Research: These Are the 25 Best Pairs of Chelsea Boots, Hands DownThey're so back.
 - 
Not Skinny Jeans, Not Leggings—Everyone With Good Taste Is Wearing Boots With This Fall Staple InsteadThe chicest outfit formula of the season.
 - 
Meghan Markle and Kate Middleton Agree: This Boot Trend Is Made for Skinny JeansAre you on the same page?