Here’s How to Wear Leggings Like It's 2021

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how to wear leggings stirrups heels

You’ve either got your favorite pair of leggings or you’re on the hunt for the perfect ones. Squat-proof designs that can do double duty as activewear. Pocketed varieties that hold your phone and keys. And leggings-and-tops sets in a rainbow of hues, natch. And since there’s always room for more ways to make an outfit out of these versatile wardrobe pieces, we’re bringing you some street style suggestions on more ways to love your leggings on those vacation jaunts and office visits and bistro dates you’ll be out and about on soon.

7 New Leggings Outfits to Try Out in 2021 (and 1 Look to Retire)

1. white Socks + Long Vest

Those pulled-up socks? That is all over street style blogs, and we’re not sure if it’s a guard against chilly ankles or a nod to athletic wear, but we’re feeling it. Ditto the long vest, a layer that not only keeps you cozy but is a great way to wear leggings without completely displaying your rear end.

Get the Look: Alo Yoga Ribbed High-Waist 7/8 Blissful Legging ($88); Lululemon Serene Travels Vest ($140; $69); Nike Performance Cushion Crew Socks with Band ($22); Cariuma Off-White Knit Ibi Sneaker ($98)

how to wear leggings under your dress
Edward Berthelot / Getty Images

2. floral Print + Wrap Dress

ICYMI, leggings are your wardrobe’s layering all-star—and they don’t just double for black jeans. Here, leggings get wild in a happy floral print under a silky midi dress that flows open when you stride. So wearing colorful tights underneath turns a possible “hello knickers” moment into a “wow, so cool” outfit reveal.

Get the Look: Viv Collection Women’s Popular Women’s Brushed High Waist Printed Fashion Leggings ($13); Standards and Practices Short Sleeve Wrap Maxi Dress ($98); Standards and Practices Belted Blazer ($138)

3. oversized White Jacket + Slide Loafers

White separates like a crisp jacked and accessories such as trending loafer mules, also in white, make your favorite black leggings look elegant.

Get the Look: Everlane Perform Legging ($58); Amanda Uprichard Shawl Collar Blazer ($264); Tory Burch Women’s Jessa Apron Toe Mules ($298)

how to wear leggings cat
Jeremy Moeller / Getty Images

4. cropped Leggings + Blazer + Bright Clutch Bag

An eye-catching statement handbag and cropped leggings jolt this staid look into high-fashion territory, livening up the otherwise conservative look of a structured blazer.

Get the Look: Fabletics High-Waisted PureLuxe Contour Crop ($65); Essential Antwerp Zanting Oversized Blazer ($485); Nordstrom Soft Faux Leather Clutch ($99); On Running Women’s Cloud Sneaker ($130)

how to wear leggings monochrome
Jeremy Moeller / Getty Images

5. monochrome Set + Jacket

Match your leggings with a top (bonus trend points if you’re rocking a bit of exposed midriff) and a jacket that pulls the look together. Note: A lighter-hued colorway is going to make you feel that much more like your spring fling has started.

Get the Look: Alo High Waist Moto Legging ($114); Alo Muse Hoodie ($88); L'Academie Isabel Shacket ($328)

how to wear leggings trench
Streetstyleshooters / Getty Images

6. patterned Leggings + Trench Coat

The “who me? Plan an outfit? Never!” insouciance of putting a wild pair of leggings on under a classic trench coat is just what we’re after. Although, we will plan this unstudied look out beforehand, probably.

Get the Look: Everlane The Modern Trench Coat ($148); Anine Bing Tiger Tee ($99); Electric & Rose Sunset Legging ($98); Converse Chuck Taylor All-Star Core Hi ($60)

7. belted Sweater + Lug-soled Boots

The traditional matching-belt-and-shoes gets a contemporary update with a corset-like belt and chunky ankle boots.

Get the Look: L’Agence Lucas Longline Cardigan ($365; $146); Nanxson Womens Elastic Wide Waist Band ($13); Circus by Sam Edelman Women’s Darielle Ankle Boot ($82)

how to wear leggings stirrups heels
Edward Berthelot / Getty Images

8. stirrup Leggings + Heels

White leather heels really play up the electric purple of these leggings—and the bonus with stirrups is the leggings don’t bunch up as you walk.

Get the Look: Baleaf Women’s High Waisted Yoga Leggings ($27); Public Desire Vice Heeled Mules ($42)

dana dickey

Senior Editor

Dana Dickey is a PureWow Senior Editor, and during more than a decade in digital media, she has scoped out and tested top products and services across the lifestyle space...