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This Elegant Shoe Trend Will Always Be Chicer Than Flats | Who What Wear UK

Published 4 days ago3 minute read

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, when I was at Milan Fashion Week a few weeks ago, 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.

Angelina Jolie is pictured leaving her store in New York City. The American actress wore a black blazer, white blouse, black trousers, and matching heels.

(Image credit: The Image Direct)

Dior bag; Manolo Blahnik BB 90mm Suede Pumps (£650)

The Maria actress was spotted outside of Atelier Jolie—her New York City atelier (featuring a boutique, customisation 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 the latest 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.

Bb 90 Leather Pumps

MANOLO BLAHNIK

Bb 90 Leather Pumps

Sharp, sleek, and effortlessly polished—these Manolos are power dressing at its finest.

M

MANGO

Asymmetrical Heeled Shoes

A sculptural heel with a high-street price tag? Consider us obsessed.

Pointed Court Shoes

Minimalist yet striking—these slingbacks go with absolutely everything.

Miss Z Patent Leather Pumps 100

Christian Louboutin

Miss Z Patent Leather Pumps 100

Patent shine meets all-day comfort—Parisian polish in pump form.

Lotta 45 Leather-Trimmed Tulle Pumps

JIMMY CHOO

Lotta 45 Leather-Trimmed Tulle Pumps

Sheer genius! Delicate tulle and leather trim for the perfect romantic touch.

65 Satin-Trimmed Ruched Tulle Point-Toe Pumps

AQUAZZURA

65 Satin-Trimmed Ruched Tulle Point-Toe Pumps

Ballerina vibes, but make them runway. Ethereal elegance at its best.

Passions Pumps 105

Aquazzura

Passions Pumps 105

Sleek, sharp, and seriously glamorous—shoes made for turning heads.

Bb 70 Canvas Pumps

MANOLO BLAHNIK

Bb 70 Canvas Pumps

Understated luxury at its best.

Amelia 85 Patent-Leather Pumps

GIANVITO ROSSI

Amelia 85 Patent-Leather Pumps

Angelina Croc-Effect Leather Point-Toe Pumps

TOM FORD

Angelina Croc-Effect Leather Point-Toe Pumps

Power dressing in a shoe.

Patent Leather Logo Pumps 90

Dolce & Gabbana

Patent Leather Logo Pumps 90

The heel that does all the talking—no accessories needed.

Sporty Kate 85 Leather Pumps

CHRISTIAN LOUBOUTIN

Sporty Kate 85 Leather Pumps

An icon for a reason—flawless curves, a perfect point, and that red sole.

Eliza Huber is an NYC-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 from Refinery29, the job she took after graduating with a business degree from the University of Iowa. She's launched two columns, Let's Get a Room and Ways to Wear; profiled Dakota Fanning, Diane Kruger, Katie Holmes, Gracie Abrams, and Sabrina Carpenter; and reported on everything from the relationship between Formula One and fashion to the top runway trends each 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, watching WNBA games, and scouring The RealReal for discounted Prada.

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