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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Bella Hadid Wore the Season's It-Girl Legging Trend With the Flats Everyone Has Bought This YearSummer 2025 summed up in one outfit.
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Julia Garner Just Wore This Anti-Athleisure Shoe Trend With Leggings in NYCI did not see this coming.
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If You Want to Look as Elegant as Possible in Leggings and Pull-On Pants, Wear This Sweater TrendAs seen on Margot Robbie in West Hollywood.
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It's Official: This Dated Legging Trend Is Back From the DeadElsa Hosk has spoken.
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Low Profile, Suede, and Worn by Kendall Jenner—Meet the Fall It Sneakers Everyone Is Talking AboutI smell a sellout.
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Put a Hold on Your Black Leggings—This Fresh Color Trend Is the One You'll See Everywhere This SummerThe "just right" shade that feels fresh and elegant for 2025.
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Hold the Sneakers: *This* Is the Stylish Shoe Trend Fashion People Are Wearing With Leggings to PilatesKendall Jenner is leading the way.
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No One Will Wear This New Legging Trend With Sneakers—Just HeelsIncluding Hailey Bieber, apparently.
