Stop Wearing Square Dress Shoes: Men’s Professional Style Tips

Tip #15: Square-toe dress shoes are out. 

Finding the right dress shoes can be a challenge, especially if you have larger feet. Square-toe dress shoes were once popular in the ‘90s, but have since fallen out of style and honestly, never should’ve been in style. Many brands still offer square-toe options, and many guys still purchase them. The main reason we have found is guys who have wide feet or larger fit. They have less options to choose from and have always found square toe shoes to fit and feel better, especially when walking for long periods of time. 

The Best Option 

There are countless shoe options in the market, especially with the explosion of ecommerce. We know a lot of guys don’t trust ecommerce but to succeed most companies need to have amazing return policies. If you have a hard time finding a shoe that fits, you need to explore this option. Try a few brands with a few different sizes, whatever doesn’t fit, send it back. If you can find something that fits and you love the style, marry that brand and become their best customer. You now know your size and can proceed to purchase online which will save you hours or shopping in the long run, you just have to do the up front work to find that brand. 

A few other options are to shop at outlet stores. These stores often carry a wider range of sizes, including larger ones, and often have round-toe options available. It’s important to note that while the shoes may be affordable, it’s always wise to prioritize quality over price when it comes to dress shoes. 

No More Excuses 

The excuse of “nothing fits me” is no longer valid. With so many retail brands available, it’s easier than ever to find shoes, clothing and accessories that cater to your unique measurements and preferences. Like your shoes, if you’re having trouble finding a suit that fits, consider bespoke. Our bespoke navy suit and white dress shirt are cut to your 20 individual measurements, ensuring a perfect fit every time. 


Finding the right dress shoes doesn’t have to be a challenge, even if you have larger feet. Explore your options, find the brands that fit you and choose a round-toe option that fits. From there you can donate your square-toe shoes to someone who needs a decent option of dress shoes. 


Derek Burbidge - Owner/Founder of Cardero Clothing

In 2014, Derek rented a suit for his wedding only to later discover the advice he received was terrible and the fit of the rentals was way off. After travelling to Thailand and Europe soon after his wedding he was introduced to bespoke clothing and various timeless styles. As a lover of all things men's fashion, he started Cardero Clothing to keep men from making the same mistakes he did.

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