Men’s Cowboy Boots: How to Wear Them

Men’s boots have hit a new high when it comes to popularity, and cowboy boots definitely fit into the mix. Men and cowboy boots have been a fabric of our society for well over one hundred years and they continue to have a place in our style as the boots continue to evolve.

The question is: how does a man wear cowboy boots? You see a lot of celebrities wearing cowboy boots while sporting a casual look these days. Basic cowboy boots are very versatile, look cool, are comfortable and can be very unique.

Men’s Cowboy Boots and Jeans

I’m more of a purist when it comes to wearing cowboy boots and thinks that they look best with jeans. There is no more classic American look for men than a white t-shirt, jeans and a great pair of cowboy boots.

Now, I’m not saying that’s the only way to wear them, but it’s a really great look.

Wearing Men’s Cowboy Boots with Suits or Khakis

Now there are parts of the country where cowboys boots are less about style and more about lifestyle. You’ll see guys wearing them with suits. I would personally never do that, but if boots are part of your lifestyle, then it’s your call.

While nothing goes better with men’s cowboy boots than jeans, I have seen a more basic and clean looking boots go well with a pair of very casual, dark khakis. A pair of snakeskin cowboy boots or something similarly extravagant wouldn’t work, but a nice basic boot would look good — and add a little different look to your ever-evolving style.

Where to Buy Western and Cowboy Boots Online

From fashion western boots to working cowboy boots; and discount to custom, who knew there were so many types of western and cowboy boots to choose from? This list of top online retailers will help you narrow down your search and find the perfect cowboy boots for your needs.

Little’s Boots – Custom Cowboy Boots

Established in 1915, Little’s Boots carries a huge array of exotic skins, and offers boots in stock or made to measure sizes. With boots made from ostrich, alligator, crocodile, eel, calf and more, their prices aren’t cheap, but the craftsmanship shows. They also specialize in custom boots, claiming that if you can dream it, they can make it. And if that’s not enough, Little’s also offers boot repair services. I guess after 90 years in the business, you learn a thing or two.

Zappos – Fashion & Brand-Name Western Boots

With specialty brands like Frye, Lucchese, Ariat and Justin, and fashion western boots from dozens of other makers, Zappos has far more options in women’s western footwear than in men’s. But with an expanding inventory, great customer service, and free shipping they’re definitely worth a look if you’re in the market for any kind of western boots. (Buy Direct)

Boot City – A Huge Selection of Cowboy Boots & Apparel

With a huge selection of boots from brands such as Dan Post, Justin, Lucchese, Tony Lama, Ferrini, Nocona, Stetson and more, men and women are almost sure to find the boots they’re looking for. They also have some great sales, and loads of shirts, hats, belts, and buckles as well. (Vendor’s Site)

Sierra Trading Post – Discount Cowboy Boots

While Sierra Trading Post doesn’t have quite the selection of some of most of the other vendors listed here, what they do have is at fabulous prices. Find sales and discounts on brands like Ariat, Ariat, Justin, Tony Lama, Nocona and Roper for men and women.

Bootbay.com – Large Selection of Western and Other Boots

With a large selection of men’s and women’s boots from some of the most popular brands around, Bootbay.com offers a guaranteed low price and offers free shipping to boot. And if you happen to be in the market for non-western boots, they also have a great selection in motorcycle, hiking, work, and equestrian footwear as well. (Buy Direct)

Sheplers – “The World’s Largest Online Western Store”

With great prices and sales on men’s and women’s western boots, Sheplers also offers cowboy boots for kids and a huge selection of additional western apparel. And for those who prefer their telephone to their mouse, Sheplers also offers a free mail-order catalog. (Vendor’s Site)

Caboots – Custom Working, Retro and Exotic Cowboy Boots and Shoes

Caboots offers a startling array of cowboy boots, from exotic skins to retro styles, and offers customization options as well. Pricing for these styles is reasonable, and the site is full of great ideas and images. (Manufacturer’s Site)