9 Items That Make Basic Leggings Look Extremely 2023

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(Image credit: @symphonyofsilk)

Yep, we all run out of the house in leggings to buy a carton of milk at the deli or head to a Pilates class. It's not been since the peak of the athleisure era in the early 2010s that basic leggings were deemed a trendy item to wear, and these days, they pretty much reside in the margins of our wardrobes as useful fixtures but not necessarily the most exciting ones.

All that is to say I wouldn't be surprised if you were finding yourself in a rut when deciding what to wear alongside your plain leggings. Naturally, I have a few ideas in mind. Yep, making your staple leggings feel up-to-date and—dare I say—cool in 2023 comes down to styling them with a few key items. Simple choices like picking the right coat or pair of shoes can make a world of difference. But don't just take my word it, see the proof for yourself.

Ahead, I'm sharing nine items that solve the mystery of how to wear leggings in 2023.

1. Uggs

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(Image credit: @annabelrosendahl)

What better way to bring plain leggings into the present day than with the cozy shoes that are flying off the shelves right now? Yes, I'm talking about Ugg boots, and with leggings, they just might make for the ultimate off-duty combo.

Shop Uggs:

2. Long Duster Coats

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(Image credit: @nlmarilyn)

Nothing adds polish to the leggings quite like a long wool coat. Trust me—even tossed-on and effortless outfits are transformed underneath one of these cozy toppers.

Shop coats:

3. Minimalistic Crew-Necks

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(Image credit: @deborabrosa)

Sweatshirts and leggings are hardly news to anyone, but there's something about a crew-neck that lends a vintage, Princess Diana-inspired feel.

Shop crew-necks:

4. Leather Bomber Jackets

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(Image credit: @hoskelsa)

According to recent celebrity legging outfits, leather jackets are *the* item to style them with, and it doesn't take a trained eye to see how easily they add that cool factor to just about any style of leggings.

Shop leather bomber jackets:

5. Performance-Inspired Sneakers

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(Image credit: @annabelrosendahl)

Since you're probably reaching for sneakers anyways, make them a performance style with a thicker sole like the New Balance 2002R or Asics Gel-Kayano. It's what a fashion person would do.

Shop sneakers:

6. Baseball Hats

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(Image credit: @clairerose)

I have a theory: If you take any outfit—even a random one—and throw a baseball hat on top, it suddenly gives "model off duty." Legging outfits are the best example of this simple styling trick, and baseball hats give them just a hint of trendiness without trying too hard.

Shop hats:

7. Scrunched Socks

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(Image credit: @modedamour)

Who knew socks, of all things, would become so on-trend? Lo and behold, crew socks that intentionally slouch down around the ankle are what can stand between a regular legging outfit and a cool one.

Shop socks:

8. "Bucket" Boots

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(Image credit: @symphonyofsilk)

Styling leggings tends to be trickier in non-athletic outfits, but one shoe style that's easy to pair them with is bucket boots. I'd suggest going for a pair with a roomier fit so that the leggings will tuck in easily.

Shop boots:

9. Racerback Tanks

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(Image credit: @filis_pina)

In warm weather or when layering, make racerback tanks your new go-to top style with leggings. This neckline, as opposed to a scoop-neck, adds a hint of sportiness that feels just right.

Shop tanks:

Up next, the best workout clothes on Amazon.

Senior Editor

Anna is an editor on the fashion team at Who What Wear and has been at the company for over five years, having begun her career in the Los Angeles office before relocating to New York, where she's currently based. Having always been passionate about pursuing a career in fashion, she built up her experience interning at the likes of Michael Kors, A.L.C., and College Fashionista before joining the team as a post-graduate assistant editor. Anna has penned a number of interviews with Who What Wear's cover stars over the years, including A-listers Megan Fox, Issa Rae, and Emma Chamberlain. She's earned a reputation for scouting new and emerging brands from across the globe and championing them to our audience of millions. While fashion is her main wheelhouse, Anna led the launch of WWW Travels last year, a new lifestyle vertical that highlights all things travel through a fashion-person lens. She is passionate about shopping vintage, whether it be at a favorite local outpost or an on-the-road discovery, and has amassed a wardrobe full of unique finds. When she's not writing, you can find her shooting street imagery on her film camera, attempting to learn a fourth or fifth language, or planning her next trip across the globe.