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Chelsea boots are a classic for a reason: They never go out of style.

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Courtesy of Margaux

The essential style has a long history, in fact.

It featured an elasticized inset and a comfy flat sole.

According to Halls, the Queen loved them so much, she walked in them daily.

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Jean Shrimpton, 1967

The unflinching popularity of the styleas Queen Victoria so rightly noted a century agocomes down to their practicality.

Chelsea boots are effortless and wearable, and quickly become the footwear workhorses of any wardrobe.

Chelsea boots inweather-proofmaterials are also popular.

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Timothée Chalamet in Tom Ford Chelsea boots in New York, October 2023

As for exactly how to wear Chelsea boots, thats also up to you.

It looked fresh and cool, Pierson says.

Want more ideas for how to wear Chelsea boots?

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Sao Paulo Fashion Week, October 2024

Below, a look at some styling inspirationas well as some tips for making them your own.

Play up their outsized proportionand sportinessby pairing them with wide-legged cropped pants, boxy coats, and chunky sweaters.

However, it may be just as important to consider the length of the jeans.

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New York Fashion Week, September 2024

Generally, the hem should hit at the ankle or higher.

It depends on the style of the jean.

For all other jean styles, Chelsea boots can be worn underneath the hem.

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In Paris, January 2024

Again, the length of the jean matters a lotperhaps even more than the actual cut.

This lets the boot stand alone, and works well with nearly every jean style from straight-cuts to wide-legs.

Wearing Chelsea boots under cropped jeans or pants that are just the tiniest bit flared at the hem.

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New York Fashion Week, February 2023

The mods of the 1960s would certainly approve.

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Paris Fashion Week, September 2024

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Paris Fashion Week, October 2024

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Berlin, 2022

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Paris Fashion Week, October 2020

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Milan Fashion Week, February 2020