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:
Stuart Weitzman never misses in the boots department.
The S/S 23 runways are bringing snakeskin back in a major way.
Coming Up: Margot Robbie Made Mango Look Like Prada With This Chic Three-Piece Suit
Eliza Huber is a New York-based senior fashion editor who specializes in trend reporting, brand discovery, and the intersection of sports and fashion. She joined Who What Wear in 2021 after almost four years on the fashion 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, Gracie Abrams, 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 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 The RealReal for discounted Prada.
-
Pamela Anderson Wore the Boho Boot Color Trend Everyone Will Wear This Spring
See ya, black and chocolate brown.
By Allyson Payer
-
All the A-List It Girls Are Ditching Trendy Heels for These Classic Shoes
Back to the basics.
By Allyson Payer
-
Get a Head Start on the Top 2025 Trends With These Key Pieces From the Nordstrom Half-Yearly Sale
You'll actually wear these forever.
By Jennifer Camp Forbes
-
The 32 Best Boots to Style With Jeans This Winter
From leather to suede to leopard.
By Caitlin Burnett
-
If a Fashion Person Wears Leggings in 2025, It'll Be With These Shoe Trends
These winning shoes make total sense.
By Nikki Chwatt
-
If the Latest Shoe Trends Speak to You, You Better Listen—3 Standout Picks
These are already starting to sell out.
By Jennifer Camp Forbes
-
Sorry, But the UK Is Ahead of the U.S. With Trends—Here's What's Coming Up Next
The looks I see every time I leave the house.
By Emma Spedding
-
These Are the Flat Boot Styles Trending in Europe
So good, I want them all.
By Emma Spedding