If there’s one trend that’s reigned supreme all season—especially in the celeb world—it’s leggings. Seriously. Turn to just about every major street style star (cue Kendall Jenner and Hailey Baldwin) and you're bound to spot a cool pair of the stretchy pants. When it comes to styling your favorite pair, you can of course wear them however feels most comfortable. But there’s actually an art to pulling off the look in the best, most forward way possible.
Below, we rounded up the dos and don’ts of wearing leggings in 2016. You may already be following some of these rules, but you may learn something new as well.
Keep scrolling to discover more and check out cool celebrity leggings looks. Then shop some of our favorite pairs of the moment too.
Keep your legging ensemble current by pairing yours with on-trend finds like a crop top and bomber jacket. This is the simplest way to ensure your ensemble is on point.
On Hailey Baldwin: Saint Laurent SL 87 Sunglasses ($182), Two-Tone Bomber Jacket ($2590), and tote; Lululemon leggings; Acne Triple Sneakers ($500).
We love an athleisure-inspired, casual look with leggings (cue bomber jacket), but don’t be afraid to dress up your favorite pair for a more formal event like how Selena did here with heels and a blouse.
On Selena Gomez: Alice + Olivia Lolita Drop Hem Buttondown With Piping ($298) and leggings; Barrie Glamour poncho; Soebedar Shania Pumps ($557).
While ankle boots and heels work with leggings, many celebs choose sneakers for a more laid-back vibe.
On Gigi Hadid: VFiles bomber; Koral pullover; Versace tote; Lululemon Tight Stuff Tight Leggings ($148); Vans Love Me, Love Me Not Sk8-Hi Slim Sneakers ($85).
Sporty? Great—pair your leggings with an athletic-esque bomber. Not so much? Don’t worry about it; you can easily dress up leggings with a sweater and a vest.
On Kendall Jenner: Saint Laurent Classic 59mm Aviator Sunglasses ($385); Givenchy Lucreza Holdall Bag ($2364); Sandro boots.
While a classic, opaque black pair is always a safe best, the more athletic styles with ribbed details (like the celeb-favorite styles from Alo Yoga) are cool and forward, too.
On Bella Hadid: Fear of God Ruched-Sleeve Bomber Jacket ($1095); Givenchy tote; Alo Moto Leggings ($110); Nike sneakers.
Shop leggings:
The fit of these is incredibly flattering.
Olivia Palermo has been wearing these on repeat.
Imagine these layered with a long blouse.
The subtle biker detail gives these leggings a cool twist.
You can wear these with sneakers, ankle boots, heels, and everything in between.
The sheer panels take these black leggings to the next level.
Wear these with a cute tee on the weekends.
What is your favorite way to wear leggings? Let us know in the comments below!
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5 Fresh Ways to Wear Basic Black Leggings This WinterSome extremely relatable outfit inspo.
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I Didn't Think Leggings With Heels Were My Thing Until I Saw How Katie Holmes Just Wore ThemMind changed.
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Katie Holmes Made This Outdated Leggings-and-Boots Outfit Feel Just Right for 2025A combo I will live in.
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Chrissy Teigen Just Made This Outdated Legging-and-Boot Outfit Feel 2025 ReadyI'm influenced.
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Hailey Bieber Just Wore the Heel Trend That Makes Leggings Look So ClassySee for yourself.
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Sophie Turner's Two-Piece Airport Look Proves That She's a Travel ProShe gets it.
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Kendall Jenner Just Wore the 2024 Legging Trend That's Also Runway-ApprovedHers are $88.
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Gigi Hadid's Outfit Made Leggings Look More Elegant Than We Thought They CouldShe knows what she's doing.
