The Chic '90s-Inspired Shoe Style Celebrities Are Trading in Their Flats For
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.
On Hailey Bieber: Sportmax dress; Jimmy Choo heels; Balenciaga sunglasses
WHO: Bella Hadid
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)
On Anne Hathaway: Michael Kors Collection Balmacaan Crocodile Embossed Leather Coat ($3990), Leather A-Line Miniskirt ($1990), sweater; Christian Louboutin heels
On Kendall Jenner: Prada dress
Shop pointed-toe heels:
Coming Up: Margot Robbie Made Mango Look Like Prada With This Chic Three-Piece Suit

Eliza Huber is currently the Associate Editorial Director at Who What Wear. She joined the company in 2021 as a fashion editor after starting her career as a writer at Refinery29, where she worked for four years. During her time at WWW, she launched Go Sports, the publication's sports vertical, and published four (and counting) quarterly issues tied to the WNBA, Formula One, and more. She also created two franchises, Let's Get a Room and Ways to Wear; profiled Dakota Fanning, Diane Kruger, Katie Holmes, Gracie Abrams, and Sabrina Carpenter for WWW's monthly cover features; and reported on new seasonal trends, up-and-coming designers, and celebrity style.