Ask me what the most flattering pair of black leggings I own are, and I'd say (without hesitation) Alo's High Waist Airbrush Leggings. I'll admit that I've amassed quite a collection of leggings in recent years, but I always find myself reaching for the Alo pair. In that respect, Kendall Jenner and I seem to be on the same wavelength. Jenner has been wearing this particular pair of Alo leggings since the whole legging craze first began. Sure, she's a supermodel, but at 5'4", I am not, yet I can attest that they make my legs like five times as long as they are and are as slimming as leggings come.
The hallmarks of a pair of flattering leggings, in my opinion, are an ultra-high waist, compressing fabric, and a no-seam construction. This particular pair of Alo leggings has all of that and more (i.e. comfort). To complete her chill legging outfit while in New York this week, Jenner wisely chose an oversize sweatshirt and a pair of cool Adidas sneakers that she may have just convinced me to buy.
Read on to shop Jenner's look, including the most flattering pair of black leggings I own.
On Kendall Jenner: Champion UO Reverse Weave Pullover Sweatshirt ($55); Alo High Waist Airbrush Leggings ($82); Adidas Originals Samba Sneakers in White ($100); Givenchy Flat Top Sunglasses ($325)
Next up, check out the leggings everyone is buying from Target lately.
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I'm a Fashion Editor—These Are the Low-Key Uggs I'll Be Wearing With Leggings All Winter LongI just bought my first pair of Uggs.
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Sure, Black Leggings Are Timeless, But This Colored Alt Is What Fashion People Are *Actually* Wearing in 2025Kendall Jenner approves.
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8 Non-Dated Ways People Are Wearing Leggings Right NowHow to style them the 2025 way.
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The Fall Shoe Trend Everyone in Paris Is Wearing With Black Leggings to Runway Shows and Dinners at Chez JanouHint: It's not sneakers or ballet flats.
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Hold the Leggings—This Is What Cool Dressers Are Actually Wearing With Ugg Boots These DaysAs seen on Gigi Hadid, the cool-dresser poster child.
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Forget Fleeces and Hoodies—This Is the It-Girl Jacket to Wear With Plain LeggingsIt's taken over by storm.
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If You're Going to Wear Leggings in Fall 2025, Wear Them in This Shade With White SneakersAs spotted on Jennifer Lopez in NYC.
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Black Leggings Are Fine, But It Girls Know These 6 Trendier Versions Feel So NowThey're so much cooler.
