Cowboy Boots: 6 Things to Consider for the Ultimate Fit

Posted by Jackson's Western Store on Aug 20th 2019

Cowboy boots fit quite differently than shoes and other more common footwear. Because of the way that cowboy boots are made, it is an entirely different fit and feel than with any other type of footwear. To ensure a proper fit, “it really is best if you are able to try on the boots before purchasing,'' says Mike Freas of Jackson’s Western Store. There are so many variances with cowboy boots, the slightest differences can be quite significant when it comes to a comfortable fit. Here Mike gives away some of his secrets on boot fitting, hoping it can benefit you even if you live so far away that it’s not feasible to drive to Jacksons.

How to Ensure the Perfect Fit for Your Cowboy Boots

Ensuring your cowboy boots have a perfect fit benefits both you and the boots. You enjoy comfort while the boots enjoy durability. Here is a comprehensive guide to wearing cowboy boots, compiled from top tips from different sources, to help you stay stylish and confident.

1. Start With Your Shoe Size.

Start by choosing your usual shoe size, but remember that the sizing of cowboy boots may differ depending on the style or brand. For instance, a snip toe might necessitate sizing up by half for extra room, whereas wide square toes generally provide more space in the front. Some brands such as Justin or Boulet may run big, necessitating a half-size reduction. Make sure to try out various sizes in order to discover the perfect fit.

2. Put the Boot On: The “Pop” Test

After selecting your size, simply slip your foot into the boot. You should hear a small popping noise when your foot goes over the arch and lands in the heel. This noise indicates the boot is securely wrapped around the arch of the foot, essential for both comfort and support. If there is no popping sound, the boot could be either too loose or too tight.

3. Test Heel Lift and Snugness

Cowboy boots typically have a slight heel lift while walking, which is considered normal. It is normal for there to be about 1/8" to 1/4" of heel slippage in boots, as the sole will gradually become more pliable. Nevertheless, an excess of lift, more than 1/2 inch, suggests that the boot is too big. Additionally, ensure that the fit around the foot is snug. A tight fit at first is best because the leather will stretch with wear. If the boot is too spacious, it will fit poorly and feel uncomfortable after being worn in.

4. The Thumb Trick for Toe Space


To guarantee sufficient space for your toes, stand in a relaxed position and insert a sideways thumb between your toes and the end of the boot. This small gap the width of a thumb gives your toes space to move freely, preventing discomfort in the long run, especially with pointed-toe shoes that have limited room.



5. Find the Ball of your Foot

When you are on your feet, ensure that the ball of your foot is placed at the widest area of the boot. If your foot is positioned too much in front or behind, the boot size might not be suitable for you. This alignment is essential for even pressure distribution when walking or standing for long periods of time.

6. Walk Around and Test Several Brands

In the end, try on the boots and walk around to ensure they are comfortable, fit well, and don't have any heel lift. Trying on various brands is essential as each company employs unique molds or "lasts" to form their boots. One brand could feel comfortable, while another may seem too tight or loose, despite being the same size. Trying out various brands will assist you in discovering the ideal pair.

By following these steps, you’ll ensure that your cowboy boots fit like a glove—or more aptly, a second skin—for years of comfort and style. Happy boot shopping!

Common Mistakes When Buying Boots

“The biggest mistake people make is to buy their cowboy boots too big or too small,” Mike says. “When they buy too big, it’s usually because they’re not used to the fit of new cowboy boots. That snugness element is really important and some mistake snugness for being too tight.”

“When they buy too small,” he continued, “It’s usually because they aren’t used to the heel slip when they walk, so they assume the boot is too big and go for a smaller size.

Problem Issues with Boot Fitting and What You Can Do

Mike has seen many challenges with fitting boots on different types of feet and knows how to accommodate almost anyone so they leave the store with great-fitting boots. Here are some common issues he’s come across and what to do about them:

Large Calves. Similar to having large calves, some of us have high insteps. Here Jackson’s can stretch the instep area so you can get the boots on and off easier. “ We’ve had many customers claim they cannot wear cowboy boots over the years because of a large instep or calf, but very rarely do we find that we cannot fit them in something.

High Instep. Similar to having large calves, some of us have high insteps. Here Jackson’s can stretch the instep area so you can get the boots on and off easier. “ We’ve had many customers claim they cannot wear cowboy boots over the years because of a large instep or calf, but very rarely do we find that we cannot fit them in something.

My Boots Are Too Big. Wearing thicker socks can help if the boots aren’t excessively big. Adding an extra insole can also close up some of the space and help your feet fit snugger.

My Boots Are Too Tight. Stretching the boot can often make a significant difference when they are too tight. Most people would agree that cowboy boots become more comfortable as they get “broken in,” and this is essentially what stretching the boot does. “It doesn’t change the size of the boot, it makes the leather more pliable and less stiff,” Mike said.

Regardless of your foot size or type, style preference, or favorite brand, you’re pretty much guaranteed to find a pair of cowboy boots that fit well at Jackson’s English & Western Store. We have over 4,000 pair of boots in stock - the largest selection in Michigan - and employ expert boot fitters with decades of experience ready and willing to assist you. Stop in today at 1110 W. Superior St. in Wayland, Michigan and bring home the best fitting cowboy boots you’ll ever own.