Cowboy Boots Can Be Tricky to Style—7 Outfits That Make It So Easy

Cowboy Boots Can Be Tricky to Style—7 Outfits That Make It So Easy

Cowboy boots are a thing again, though I’d argue that they’ve never been as “in” as they are right now. Between appearing in the collections of Saint Laurent and Celine to being worn by the likes of Emily Ratajkowski and Sienna Miller, cowboy boots are it for autumn/winter 2022. However, I fully appreciate that they’re not exactly the shrinking violets of the shoe-and-boot family, so I understand if you find cowboy boots a little too costume-like for your taste. However, there are also plenty of styles to be found that offer a subtler nod to Western-inspired styling via a Cuban heel or embroidered stitching. I personally think you can’t go wrong with a classic black leather pair, which is sure to go with everything you own.

There has been no end to the cowboy-boot outfit inspiration on Instagram this season, and of course, I’ve been making a mental note of each one. You’ve got the likes of Megan Adelaide Vega embracing the trend with a sleek grey blazer, white vest, and sleek black boots, and then Chrissy Ruthford similarly keeping her outfit simple but allowing her statement-making boots to breathe new life into her jeans. Scroll down to see my full edit of chic cowboy-boot outfits to inspire your 2022 style. 

Megan Adelaide always offers up the coolest low-effort but high-impact pairings. Take a blazer, vest top, miniskirt, and cowboy boots, and you’re good to go. 

Bootcut jeans were made for the very purpose of, well, being worn over boots, so they make for a no-brainer solution for any cowboy boot-based fit. As far as your top is concerned, flannel feels most fitting for this pairing. 

Why not combine cowboy boots with one of the hottest dress trends of the season, the basic tube. I love how Rae has also worked on-trend Barbie pink into the equation with her mini. 

Take a straight-cut or skinny pair of jeans and tuck them into your boots for an easy outfit you’ll come back to throughout the colder months. A checked blazer completes the “rich girl” aesthetic. 

I’m so into the throwback appeal of this pleated-skirt-and-crew-neck-knit pairing, which is perfectly offset with a pair of fresh white cowboy boots. 

A brightly coloured shoe is an easy way to liven up your wardrobe basics and otherwise muted ensembles, just as April has done here with her red pair. 

Black and white outfits were all over the autumn/winter 2022 runway, and one of the quickest ways to channel it is by way of black clothing and white boots; in this instance, cowboy boots. 

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