So, You've Bought Some Cowboy Boots—Now, What Should They Match With?

I spent my childhood in Texas and have been residing in New York for the last seven years, which has exposed me to the complete range of styles people adopt. cowboy boots . I write about Westernwear a lot—like, a lot — and with the revival of the trend This year, I have noticed an increase in cowboy boots than ever .

Occasionally, they are presented as traditional way , similar to what people in Houston would wear. Occasionally, it's a touch more bold and contemporary There’s no lack of stylish men in Lower Manhattan who are eager to show off their Luccheses during happy hour at Dimes Square.

No matter how you view it, we are smack dab in the midst of a Renaissance. cowboy Boot, and you have to be prepared for it. If you've recently done so, secured a pair And whether you're newcomers to the realm of cowboy boots or have owned them for some time and simply want some fashionable styling ideas, you’ve arrived at the perfect spot. Prepare yourself for an enlightening session on pairing your cowboy boots stylishly. cowboy boots .

The All and Every Possible Way

Living in Texas teaches you one thing about cowboy boots—they’re considered an essential part of daily footwear. Head south to their place of origin, and you’ll see everyone wearing cowboy boots for every occasion. These boots are just as versatile and common as a pair of sneakers.

In my high school days, guys used to sport cowboy boots every day, pairing them with outfits ranging from jeans to cargo pants. Nowadays, let me share something with you— can and should Are varied. Indeed, you can pair boots with almost anything, but that doesn’t imply every outfit will look equally appealing when paired with cowboy boots.

I’m going to share some top methods for styling your boots, but first, remember that you’re welcome to play around with different looks as much as you like. Just keep in mind that avoiding an overly TikTok cowboy-core appearance means choosing how you’ll wear those boots wisely. under Your pants go beyond expectations. They offer much more versatility and wearability than you may imagine; enjoy experimenting with various styles. There’s no need to stick strictly to a classic Western cut to make them work for you.

Cowboy boots are designed to withstand the test of time and numerous fashion trends that will come and go during their lifespan. These boots are classic and can easily be incorporated into various styles. Pair them with a graphic t-shirt or a plaid shirt, along with either a denim jacket or a blazer, and observe how versatile they truly are.

The Casual Way

The most traditional and straightforward method to wear your cowboy boots is undoubtedly with bootcut jeans. Naturally, you won’t make a mistake pairing them with slightly flared denim—there’s no need for an extreme design; just ensure there's ample room for the boot beneath the hem of your pants.

This silhouette is timeless (and recently had a major moment at the Super Bowl, thanks to Kendrick Lamar ) and offers plenty of space to experiment with your upper outfit choices. Opting for a button-down paired with a belt is consistently stylish; you could choose anything ranging from plaid shirts to classic Oxfords. T-shirts combined with either jackets or cardigans also create an appealing outline. Should you wish to emphasize the Western theme more, consider wearing a waxed trucker jacket alongside a baseball cap.

Remember that most cowboy boots include a small heel, thus tucking your shirt into your pants can enhance the length of your legs even more and create an appearance of greater height. You shouldn’t have To tuck in your shirt using whatever method suits you best, it’s wise to always have a nice belt available. Additionally, owning one or two shirts that appear stylish when tucked can be beneficial. Keep in mind that for a cohesive appearance, your belt ought to complement the hue and possibly the texture of your footwear—especially if adhering strictly to classic style guidelines.

The Cool Way

If you lean towards being trendy, your wardrobe likely includes fewer bootcut jeans and more baggy ones. Fortunately, these looser fits continue to complement cowboy boots well.

I I recently penned a piece giving advice on which type of footwear complements loose-fitting jeans. And both boots and pointy-toe footwear made the list. What usually fits into these categories? That’s right—cowboy boots!

In essence, boots with a pointed toe and a subtle heel enhance your overall appearance. They make your relaxed style appear more deliberate, particularly since loose-fitting jeans often create the impression of being shorter. The added height from the heel significantly improves your vertical lines. Additionally, this combination provides a touch of novelty; while baggy jeans paired with sneakers always work well, pairing them with cowboy boots adds a dynamic flair instead of just looking ordinary. good .

You have some flexibility when choosing an upper outfit as well. Opt for a t-shirt or tank top paired with a light jacket or sweater, particularly if you’re considering a boxy bomber or a stylish leather jacket. Adding a hoodie could also work; just put a blazer on top to dress it up slightly. Additionally, remember to enhance your look by styling your cowboy boots fancily.

The Elevated Way

Certainly, you can style your cowboy boots. Just ask any of the guys from my high school class about the shoes they sported at their senior prom.

On many occasions, your cowboy boots can serve as viable substitutes for loafers, derbies, or even Oxfords. When paired with a pleated or dress pant, they create an appealing look; opting for a straight-legged pant over a slim one enhances the overall appearance, complementing the boot’s form perfectly.

Your cowboy boots might seem mismatched with a complete suit (or a tuxedo), but pairing them with elegant trousers and a basic sweater, or perhaps a shirt paired with a blazer, could work well. For an extra touch of informality, add a baseball cap as well. To maintain a sophisticated appearance, consider adding a leather belt along with a tie.