This Is the Only Boot Trend I'm Eyeing, Buying, and Shopping for In 2023


(Image credit: @hoskelsa)

What can I say? I have a thing for shoes. Strappy sandals, ballet flats, wedges—name a style and I'll show you half a dozen pairs sitting in my closet. But perhaps for the first time in my life, I'm not juggling a handful of different footwear options this year. Instead, my sights are set on just one style that has taken up every inch of free space in my brain since 2023 began: stiletto boots.

To me, a tall heel, a pointed toe, and a fitted sock-like shaft make for the perfect shoe, not just for one season but all four. The '90s-inspired silhouette has taken over the fashion world, with brands like The Row, Diesel, and Manolo Blahnik offering hyper-elevated options while more affordable options like Porte & Paire, Reformation, and Schutz are selling chic alternatives that won't break the bank. Scroll down to shop for a pair of your own. This is one purchase you won't regret, trust me.


(Image credit: @emnitta)

Whenever I have no idea what to wear, I usually put on some variation of this look. Basically, it has to be all black and feature a great pair of stiletto boots and a leather jacket. 



There's no outfit combination I love more than a tiny dress, sheer tights, and extra-pointy boots. It's so elevated and chic but also impossibly sexy. 



(Image credit: @kristenmarienichols)

Unsure how to style this type of boot? Google or search Pinterest for something like "'90s stiletto boots," and you'll find thousands of iconic images. 



(Image credit: @elizagracehuber)

One way to make your boots the star of your outfit is to pair them with fishnet tights with a skirt with a slit. They only peak out a bit when you walk but instantly turn up the wow factor of any look. 



(Image credit: @tylynnnguyen)

I'll take any chance I get to pair a miniskirt with knee-high stiletto boots. There's no chicer combination. 



(Image credit: @annabelrosendahl)

I live by this sartorial mantra and this sartorial mantra only: The sharper the toe, the chicer the boots.



(Image credit: @dawn.tan)

If black leather boots aren't doing it for you anymore, now's the perfect opportunity to branch out and try a different material or color. Dare I suggest a mock croc or a taupe suede? 


Next up: You're In, You're Out: 7 Dated Boot Trends That Didn't Make the Cut In 2023

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.