How to Wear Trendy Cowboy Boots

Cowboy boots are trending once more. Can anyone pull them off, or are they reserved solely for trend-setting models?

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Answer: Cowboy boots are versatile enough for any aspiring fashion gal to work into her wardrobe. Here’s how to wear this fun Western-inspired style.

How to style cowboy boots

Dos

• Wear cowboy boots with skirts, dresses, jeans, and even trousers or leggings.
• Choose boots with modern styling. Lean towards sleek shapes and understated details.
• Layer your top half with a cardigan or blazer.
• Keep your boots clean. A muddy boot just isn’t chic.
• Go monochrome by pairing all-black boots with an all-black outfit.

Don’ts

• Don’t add lace, fringe or other country-inspired details to your outfit. Let the boots make your Western statement all by themselves.
• Don’t wear cowboy boots with shorts. Let the celebs have this look. It’s very hard for us non-famous ladies to pull off.
• Don’t double down on denim. You can pair cowboy boots with jeans — but not jeans and a denim jacket.
• Don’t bare too much skin unless you’re intentionally channeling Daisy Duke.

4 cowboy boots outfits

1. Cowboy boots + maxi dress

You absolutely can ease into the cowboy boot trend. Translation: Don’t feel pressure to go all-out Western with the boots and jeans and belt buckle.

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Instead, establish balance by pairing a lower-profile boot with a flirty maxi dress. This combo unites two opposing worlds — which always makes an interesting fashion statement. The leather jacket shown here adds a welcome edge to an already flawless ensemble.

Globalwin vegan boots will look right at home with your favorite maxi.

2. Cowboy Boots With Casual Duds

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If you’re less a jeans-and-tee type and more the kind to wear your casual best even on the most relaxed of days, slip into something like this to pull it off perfectly. The simple black jeans and lean sweater look pulled together with rugged boots and, naturally, a lovely hat to match.

Try Roper’s Judith Western boot to make this look your own.

3. Blue jeans, the classic pardner

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Is there anything more classic than a pair of blue jeans and cowboy boots? Nope. You could wear a classic white t-shirt with this combo or mix things up with a cashmere sweater as shown here.

Laredo’s two-tone boot makes a perfect statement under bootcut jeans.

4. Sassy Style: Cowboy Boots + Short Dress

Just as you can wear them with a maxi, you can easily pair your boots with a shorter silhouette, too.

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If their tiered dress ensemble looks to country for your taste, opt for a sleeker, more sophisticated silhouette — perhaps a sweater dress.

The Anrabess sweater dress complements the Canyon Trails embroidered boot nicely — not too city, nor too country!

For more cowboy boot style inspiration, see our Pinterest board below!