How to Wear Ankle Boots and Skinny Jeans Like a Celebrity

Skinny jeans and ankle boots, ankle boots and skinny jeans. For whatever reason, those two products have stuck around for countless years, proving their everlasting support in our day-to-day wardrobes. Now, speaking of being around for years on end, it's time we look at fresh ways to approach these two fashion-crowd favorites by turning to a handful of our beloved well-dressed celebrities. 

Everyone from Kendall Jenner to Jessica Alba has stepped out in a skinny jean–and–ankle boot combination of some kind, and, as of late, they have managed to make the pairing look unique time and time again. A few of the standout pieces that take their looks to the next level include faux-fur jackets and graphic sweatshirts. Keep reading to discover even more of the ingenious ways celebrities are styling skinny jeans and ankle boots for yourself. 

Click through to shop the skinny jean–and–ankle boot combination celebrities are loving! 

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On Gigi Hadid: Marc Jacobs x MTV Logo Sweatshirt ($1400); Freda Salvador Strong Tall Chelsea Boot ($550); Versace Medium ‘Ryder’ Shoulder Bag ($2296).

Shop the look:

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On Bella Hadid: T by Alexander Wang jacket; Givenchy duffel. 

Shop the look:

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On Jessica Alba: DL1961 Jessica Alba No. 4 Instasculpt Cropped Moto Jeans ($146); Cuyana Classic Leather Tote ($175).

Shop the look:

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(Image credit: Splash News)

On Kate Moss: Coach Rexy Crewneck Sweater ($695); Tabitha Simmons booties. 

Shop the look:

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On Kendall Jenner: Elizabeth and James Watts Sunglasses ($195); Alexander Wang choker; Givenchy jacket; Wolford Buenos Aires String Bodysuit ($275); Re/Done Slim-Fit Jeans ($264); Kenneth Cole Krystal Patent Leather Boot ($495); Givenchy Mini 'Bow Cut' Crossbody Bag ($2150).

Shop the look:

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(Image credit: Splash News)

On Olivia Palermo: Olivia Palermo x Westward Leaning 'Flower' Mirrored Sunglasses ($275); Iris Von Arnim scarf; Olivia Palermo + Chelsea28 vest; Freda Salvador Comet Chained Leather Ankle Boots ($595); Tod's bag.

Shop the look:

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Lauren Eggertsen
Editorial Director

Lauren Eggertsen is currently the editorial director of Who What Wear and has worked at the company for over nine years, where she started as an associate editor and has since worked her way up. Lauren has worked in the Los Angeles and New York Who What Wear offices but currently calls L.A. home. Here, she leads and manages Who What Wear's editorial team and oversees all editorial content. Lauren's role also includes helping to set the fashion direction for all original photo shoots and often styles many celebrity cover shoots, including big names like Kaia Gerber, Normani, and Sabrina Carpenter. She has also attended multiple fashion weeks, including New York, London, Milan, and Paris, where her style has been featured on sites such as Vogue, Harpers Bazaar, and Elle.