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Square Toe Cowboy Boots: What’s the Deal?

Last updated: November 15, 2023

By: Miles HenryFact Checked

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Square toe cowboy boots are a modern twist on traditional cowboy boots, designed for increased comfort and better fit, particularly for those with wide feet or foot conditions like bunions. Unlike the classic pointed-toe design, square toe boots offer more room, allowing your toes to spread naturally and making walking easier.

In this article, we delve into why square toe cowboy boots are gaining popularity, their benefits over traditional styles, and how to decide if they’re the right choice for you. Discover the comfort and practicality that these contemporary boots bring to the table, and whether they fit your style and needs.

Picture of me wearing a pair of square toe Tecovas cowboy boots.
Tecovas “The Doc”

Why do some cowboy boots have square toes?

Square and wide round toes were the original design of cowboy boots. However, as riding became more popular in the 19th century, riders began to feel that the square toe was too wide and unwieldy. In response, bootmakers began to narrow the toe of the boot, giving it a more pointy look.

Modern square toe boots are quickly becoming the favorite of cowboys. There are several theories as to why this design feature made a comeback. One theory is that they are more comfortable to wear.

This is because the square shape of the toe provides more room for the foot, which can prevent rubbing and blisters. Another benefit of square-toe cowboy boots is that square-toe cowboy boots are also stylish and distinctive, which makes them a popular choice for both cowboys and fashion-conscious individuals.

Bootmakers provide various styles to fit most cowboys’ needs, including horseback riding. So, whether you’re a cowboy or just looking for stylish and comfortable boots, square-toe cowboy boots are a great choice.

Be sure to try on a few pairs to find the perfect fit, and then enjoy the benefits of this unique and practical footwear.

Picture of a cowboy wearing square toe cowboy boots.

Do real cowboys wear square toe cowboy boots?

There is some debate on whether real cowboys wear square toed boots. Some people argue that real cowboys only wear pointy-toed boots, while others argue that square toed boots are just as much a part of cowboy culture as pointy-toed boots.

My family members would take offense if anyone claimed that real cowboys don’t wear square toe cowboy boots. I don’t think the younger ones own a pair of pointy-toe boots; they ride daily, rope, and work cattle; they are true cowboys.

However, I have some horse trainer friends who only wear wide-toe ropers, so there is no right or wrong answer, which ultimately comes down to personal preference.

Picture of my Chisos cowboy boots.
Chisos #2

Are square toe cowboy boots more comfortable?

There is no definitive answer, as everyone’s feet are different. However, many people find that square toe boots are more comfortable than traditional round-toe boots, as they have more room in the toe box.

They are especially beneficial for people with wide feet. I have three pairs of square toe cowboy boots and a couple of round-toe boots, and they’re all comfortable. But I’ve also given away a few pairs of boots that hurt my feet.

If you’re looking for a comfortable pair of cowboy boots you need to ensure they fit you properly and they are well-made cowboy boots. They will be comfortable regardless of the toe shape.

However, it’s likely a coincidence, but the two most comfortable boots I own are square-toed, the Tecovas Docs and Chisos #2, and the most comfortable steel-toe work boots I own are square toe Ariat Workhogs.

Some people also find that square toe boots are more stylish than traditional round-toe boots. Whether or not you find them more comfortable or stylish, square toe boots are definitely worth a try. You might be surprised at how much you like them.

The popularity of square toe cowboy boots today.

There is no doubt that square-toe cowboy boots are popular today. Many people wear them because they offer a unique look and feel. Additionally, they can be an excellent option for those who want to perform activities like horseback riding or hiking.

That said, it’s essential to understand that square-toe cowboy boots aren’t for everyone. In fact, some people find them to be uncomfortable. So, if you’re considering purchasing a pair of square-toe cowboy boots, it’s important to consider both the pros and cons.

Pros and cons of square toe cowboy boots

Let’s start with the pros. First, as we mentioned, square-toe cowboy boots offer a unique look that will turn heads. If you’re looking for a boot that will make you stand out from the crowd, square-toe cowboy boots are definitely worth considering.

Second, square-toe cowboy boots can be an excellent option for those who participate in activities like horseback riding or hiking. This is because they provide extra support and stability in your stirrup. This can be particularly helpful if you’re riding a lot.

Now, let’s take a look at the cons. One of the biggest complaints about square-toe cowboy boots is that they don’t look western enough.

Another con to consider is that square-toe cowboy boots can be challenging to break in. Because they fit differently around your shank, getting them to conform to your feet can take time and effort. If you’re not patient, you may end up with boots that are simply too uncomfortable to wear.

So, there you have it: the pros and cons of square-toe cowboy boots. As you can see, there are good and bad points to consider before purchasing. Ultimately, the decision of whether or not to buy square-toe cowboy boots is up to you. Be sure to weigh the pros and cons carefully before making your final decision.

Best cowboy boot brands for square toe boots

There are many different brands of square toe boots on the market. Some of the more popular brands include Justin, Tony Lama, and Ariat. When choosing a brand of square toe cowboy boots, there are a few things you should keep in mind.

First, consider the type of activities you will be using them for. For example, if you are looking for boots to wear while riding horses, you will want to choose a brand known for making quality riding boots.

My favorite brand of square toe boots for riding is Ariats. They have a few styles to choose from, but my favorite is the men’s Sports model.

On the other hand, if you are looking for square toe boots to wear out on the town, you will want to choose a brand that is stylish and fashionable.

Check out the picture of my Tecovas “Docs” and Chisos #2 in this article. I love the look and feel of both. I’m hard-pressed to choose a favorite between the two.

Next, consider your budget. Square toe boots can range in price from relatively affordable to quite expensive. Be sure to choose a brand that fits within your budget.

Finally, try on several different pairs of boots before making your final decision. This will help you find a pair that is comfortable and stylish.

Conclusion

Now that you know more about square toe cowboy boots, it’s time to decide if they’re the right choice for you. As with any other type of footwear, it’s essential to consider both the pros and cons before making your purchase.

If you’re on the fence about whether or not to buy square-toe cowboy boots, keep the following things in mind:

-Square toe boots have a bit more room in the toe box, which can make them more comfortable for some people.

-Square toe boots are available in many different styles, so you can find a pair that fits your personal taste.

-Before purchasing square-toe cowboy boots, be sure to try on several different pairs to find the perfect fit.

Below is a YouTube video comparing traditional ropers to square toe cowboy boots.