Flats might feel better on your feet, but let's face it—no shoes make an outfit look chicer and more elegant than a pair of classic stilettos. Whether you opt for a kitten-heel version or go full Zendaya with a 100-millimeter heel, it doesn't much matter as long as the lifting option you choose is as skinny as a pencil and the toe at the other end is pointed.
I, for one, can't wait for people to get their act together, and by that I mean put their flats into storage and bring back fashion's most timeless shoes. Fortunately, I don't think I'll have to wait long. For starters, I just returned from Milan Fashion Week, where classic stilettos were the shoes of choice for showgoers and locals alike. At the Gianvito Rossi presentation for fall/winter 2025, the Italian designer displayed his signature pumps in over 30 shades of suede, leaning into the tried-and-true silhouette for the season ahead. Trendsetting ready-to-wear brands like Prada and Saint Laurent are, too, opting for simple and refined skinny-heeled pumps in supple satin (Prada) and patent leather (YSL).
Another reason for this style's comeback? Angelina Jolie, of course.
On Angelina Jolie: Dior bag; Manolo Blahnik BB 90mm Suede Pumps ($825)
The Maria actress was spotted outside of Atelier Jolie—her New York City atelier (featuring a boutique, customization workshop, and café) located on Great Jones Street in the former home of artist Jean-Michel Basquiat—wearing a very Angelina Jolie ensemble: a black suit with a white scoop-neck top underneath, paired with a Dior St. Honoré bag and Manolo Blahnik suede pumps. She's Wholesale Replica Bag in a slew of stiletto sightings this year, and she won't be the last. Scroll down to shop the chicest and most anti-trend shoes, well, ever.
Shop stilettos:
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Flip-Flop Fatigue? Fashion People in Ibiza Are Wearing Bikinis and Skirts With This Flat Shoe Trend InsteadYour new go-to summer shoes.
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Forget the Margaux—*This* The Row Bag Will Be Carried by Fashion People With Cool Taste in 2025And it won't cost you $5000.
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Aboard a Yacht in Sicily, There's Only One Sneaker Color to Wear With a White SundressLearn from the best, aka Naomi Campbell.
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5 Flat-Shoe Trends I Refuse to Wear During a Manhattan Summer, and the 5 I Can't Live WithoutI'll walk a mile in these shoes.
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Olivia Rodrigo's Outfit at Wimbledon Is Giving Uniform of the SummerA preppy spin on one of the biggest emerging trends of the season.
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Honestly? These 7 Summer Shoe Trends Feel a Little DatedBut these seven styles feel very 2025.
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Black Heels Are Fine, But in France, Everyone Knows This Shoe Color Looks Better With White DressesSpotted at Versailles.
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Hailey Bieber Says Butter Yellow Is "Played Out"—Meet the Color Trend She's Backing InsteadIt's citrusy.
