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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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.
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Yes, Fashion People Are Still Wearing Leggings, But Only This Specific Style (and Not With Sneakers)The comfy-chic pairing we spot on every L.A. and New York It girl.
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Legging Season Is Here—These Are the 7 Trends Everyone Everywhere Will Be WearingA fresh take.
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Cooler Than Leggings—Everyone With Good Taste Is Wearing This Casual Outfit Combo This FallCount us in.
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Ignore the Haters—I Still Love These Versatile and Comfy Pants and Bet You Do TooSee how fashion people from NYC to Paris to London wear them for fall.
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Not Classic Ballet Flats, Not Loafers—Everyone With Cool Style Will Be Wearing These Shoes With Black Trousers in Fall 2025As seen on Katie Holmes.
