Cowboy Boot Buying Guide: Your First Pair of Men’s Cowboy Boots

Country and western wear has become increasingly popular in men’s fashion. Country icons such as Garth Books and Alan Jackson love a good, sturdy pair of cowboy boots while country singer Luke Bryan likes something a little more extravagant. At Sheplers Western Wear, we’re sharing a cowboy boot buying guide with some tips you can keep in mind as you purchase your first pair of men’s cowboy boots.

Lucchese Handmade Lonestar Calf Cowboy Boots - Medium Toe

Lucchese Handmade Lonestar Calf Cowboy Boots – Medium Toe

What Looks Good To You

When searching for you first pair of men’s cowboy boots you want to go with the pair that catches your eye. There will be hundreds of cowboy boots as you scroll through the website, and you might begin to feel overwhelmed, but just breathe. Look for the pair that you have in mind and if you do not find a match, then aim for a pair that is easy to style with your wardrobe such as our Lucchese Handmade Lonestar Calf Cowboy Boots – Medium Toe.

Watch Out for Your Toes

Cowboy boots tend to be pointy and tight. When you are buying your first pair of men’s cowboy boots, take the style of the toe into consideration. If you are not used to pointed boots, go for a more rounded style cowboy boot. Ariat Men’s Sport Stratton Western Boots – Round Toe is a great starter pair of cowboy boots if you have never owned one. Made with full-grain leather with an 11-inch shaft and round toe, these boots are stylish, comfortable, and will complete your western look.

Go with a Smaller Size

Usually when buying shoes, we aim for a bigger size, but when buying cowboy boots it’s the complete opposite. Cowboy boots tend to run larger, so aim for a size smaller than your shoe size. They are meant to be fitted, snug, it should fit like a glove.

Breaking in the Boots

Your first pair of men’s cowboy boots might feel strange. Stiffness and tightness are common in the sole. How do you break them in? Wear your cowboy boots as much as you can. Wear them to work, church, or a concert. There are plenty of styles that can be worn to all three events such as our Justin Men’s George Strait Twang Waterproof Cowboy Work Boots – Round Toe, which are waterproof and slip resistant for safety.

Return and Exchange

Now that you have read our cowboy boot buying guide and you’ve purchased your first pair, you’re happily anticipating their arrival. However, if you find that they don’t quite fit your style after all, Sheplers will be more than glad to accept the boots in exchange for store credit within 60 days of purchase as long as the boots are in as-new condition and the soles are unscratched. Be sure to walk on carpeted areas when you’re trying on boots for the fit to ensure you don’t scratch the soles.


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