98 Non-Boring Black Items to Wear on Repeat This Winter

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(Image credit: @_livmadeline)

I just never feel as good about a purchase as I do when it comes in black. If the requests I get for shopping picks via DM are anything to go by, a whole lot of you feel the same way. Apparently, you're all looking for chic winter essentials in black—black coats, black jeans, black tops, black boots, black sneakers, black bags—wear-on-repeat items that will outlast the season, with the caveat that you still want them to feel cool and on-trend.

One of the many perks of shopping for black clothing and accessories (on top of it being chic, effortless, timeless, versatile, yadda yadda) is that it encourages getting experimental with shapes, silhouettes, and embellishments. It's permission to let your lapel be enormous, your tote bags quilted, your shirts cuffed with feathers—a little low-key drama, if you will. Should that not be your cup of black tea, I also give you a slew of classic coats to wear forever, chic winter footwear and handbags that will get you compliments, and plenty of great tops to wear with jeans. From luxury buys worth investing in to affordable items that outperform their price tags, here are 98 ways to make sure your head-to-toe black looks are anything but boring. 

Natalie Cantell
Executive Director, Brand Studio

Natalie leads the style direction for the all content we create in partnership with our friends at various brands plus the legendary team of editors who work on those shoots and stories. She loves collaborating and storytelling, so it's a really fun role for her. It's also the first full-time job she's ever had⁠! She started out in her career as a very mediocre model who agreed to her first styling job to impress a photographer she had a crush on, which led her down a happy path of contributing to Vogue Australia and working as a stylist, fashion writer, and creative director for all sorts of brands and titles. She has a bachelor of communications, but most of her career opportunities came up thanks to some fleeting and accidental street style moments. She's been at Who What Wear for three and a half years and still loves to work as a freelance consultant with brands and designers to shoot their campaigns in NYC. She's originally from New Zealand, and Bondi Beach is her second home, but like just about every other 20-something, she fell in love with New York at some point. She lives in Williamsburg with her fiancé and their weird little dog, Ruby. If you ever need reccies for feel-good fashion, legit coffee spots, politics podcasts, or non-intimidating yoga studios, she's very much your girl.