Everyone From Alexa Chung to Rihanna Approves of This Boot Trend

In recent years, what once was a "camp" exaggeration of Western style has now become a wardrobe staple that even celebrities can't ignore. Cowboy boots took over the fashion world slowly and then all at once. It first came off as a kitschy trend but is now one of the most fun ways to dress up a miniskirt or make an outdated pair of pants feel very current. Stars like Rihanna and Alexa Chung would agree, as I have seen them wear these boots countless times.
Ahead of winter, I'm filling up my closet with the greatest pieces possible. That includes my favorite boot trends, and of course, this Western style is one of them. Below, you'll find the candidates for my shopping spree. Keep scrolling for the 27 pairs of boots I'm eyeing.
This story was originally published at an earlier date and has since been updated.

Sierra Mayhew is a fashion editor at Who What Wear, bringing a decade of industry experience to the editorial team. Since joining in 2021, she has made her mark by blending luxury and accessible fashion, decoding runway trends, and curating must-have shopping lists. Before joining Who What Wear, Sierra sharpened her skills at Harper's Bazaar and Elle, with bylines in Bazaar.com and collaborated with iconic brands such as Gucci and Ferragamo. A graduate of the University of Notre Dame, Sierra translates editorial expertise into viral social content, making fashion engaging for a new generation. Her unique perspective is rooted in her love for travel, music, and discovering the hidden gems that make New York City a constant source of inspiration.
-
Listen, Being Cool in 2025 Requires Just Two Things: Loose Jeans and This “Weird” Viral Flat-Shoe Trend
They're strange, but so chic.
-
These Easy Outfit Formulas Make Even Fall's Most Polarizing Boot Trend Look Cool
See the inspiration inside.
-
This Is the Luxe Fall Shoe Trend Every Fashion Person Is Already Wearing on Repeat
Count these inspo pics as proof.
-
It's Controversial (I Know), But Frequent Fashion Flyers Swear By This Jeans Outfit for Long Flights
It involves an elegant leather coat and chic luggage.
-
Taylor Swift Just Wore the Skirt-and-Boots Combo That Screams '90s Jennifer Aniston
It's foolproof.
-
A Rich-Looking Closet Is the Vibe—These 30 Amazon Picks Surprisingly Fit the Bill
See the affordable yet chic finds.
-
The Fall Shoe Trend Everyone in Paris Is Wearing With Black Leggings to Runway Shows and Dinners at Chez Janou
Hint: It's not sneakers or ballet flats.
-
I’m a Senior Shopping Editor—Here’s Everything I Highly Recommend Buying From the Mango Sale
Get 30% off just about everything