The Chic '90s-Inspired Shoe Style Celebrities Are Trading in Their Flats For

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Flats are beloved for a reason. Comfortable and easy, they're an obvious choice for a lot of occasions. But if you ask me, they'll never quite compare to a chic pair of stilettos or heeled boots when you want to take an outfit up a notch. And apparently, I'm not the only one who thinks so. More and more, celebrities are trading in their low-key flats for high-key heels, specifically ones with a certain '90s-inspired silhouette that look sharp every time (pun intended). 

Spotted on supermodels like Kendall Jenner, Hailey Bieber, and Bella Hadid, as well as actresses from Anne Hathaway to Margot Robbie are spikey, pointed-toe heels of all types. Perfected by luxury labels like Balenciaga, Jimmy Choo, The Attico, and Prada and made accessible by brands like Mango, Zara, and H&M, these high-voltage pumps are making flats look less and less appealing by the day. So, whether you're dressing for a night out or looking to elevate a simple jeans-and-tee look, the 27 pairs ahead are just what you need. 

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On Hailey Bieber: Sportmax dress; Jimmy Choo heels; Balenciaga sunglasses

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(Image credit: Gotham/GC Images/Getty Images)

WHO: Bella Hadid

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(Image credit: Gotham/GC Images/Getty Images)

On Margot Robbie: Mango Check Wool-Blend Suit Waistcoat ($80), Structured Suit Blazer ($200), and Wool Suit Pants ($120); Prada Cleo Brushed Leather Mini Bag ($2600) and Brushed Leather Slingback Pumps ($1200)

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(Image credit: Raymond Hall/GC Images/Getty Images)

On Anne Hathaway: Michael Kors Collection Balmacaan Crocodile Embossed Leather Coat ($3990), Leather A-Line Miniskirt ($1990), sweater; Christian Louboutin heels

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(Image credit: Gotham/GC Images/Getty Images)

On Kendall Jenner: Prada dress

Shop pointed-toe heels:

Coming Up: Margot Robbie Made Mango Look Like Prada With This Chic Three-Piece Suit

Senior Fashion Editor

Eliza Huber is a New York City–based fashion editor who specializes in trend reporting, brand discovery, and celebrity style. She joined Who What Wear in 2021 after almost four years on the fashion editorial team at Refinery29, the job she took after graduating with a marketing degree from the University of Iowa. She has since launched two monthly columns, Let's Get a Room and Ways to Wear; profiled the likes of Dakota Fanning, Diane Kruger, Katie Holmes, and Sabrina Carpenter for WWW's monthly cover features; and reported on everything from the relationship between Formula One and fashion to the top trends from fashion month, season after season. Eliza now lives on the Upper West Side and spends her free time researching F1 fashion imagery for her side Instagram accounts @thepinnacleoffashion and @f1paddockfits, running in Central Park, and scouring eBay for '90s Prada and '80s Yves Saint Laurent.