“Vibram rubber soles are more durable and comfortable, especially for men living in cities where driving isn’t the norm,” says Allen. Sole and Insole: Soles are made of leather or rubber, and while leather has some give to it, rubber soles offer more flexibility and springiness. “They can function better and will be more comfortable if they’re not encumbered.” “Your toes splay while you’re standing and they need room to move,” says Friedman. In general, a rounded toe will be more comfortable as opposed to pointed styles. Shoe Shape and Width: Not all shoes come in wider widths, so if you have a wide foot or prefer a little more room at the bridge of your foot, try to find a style that can accommodate you. It will get blistered and, with repetitive use, the area will callous and you may experience prolonged discomfort.” You’ve been warned. “It likely won’t ‘break in,’ and your foot is going to suffer. “If it’s squeezing your toes, that’s not going to improve with time,” says Friedman. If a dress shoe is uncomfortable at the outset, move on.Try on shoes with the socks you plan on wearing with them, says Friedman.This way you can visually see if it accommodates both the length and width of your foot to ensure you won’t experience rubbing on the sides, front or heels. If possible, remove a shoe’s liner and stand on it, says Friedman.To ensure you have the best fit, the experts we spoke with recommend taking the following steps when trying on dress shoes: You may measure a certain size, but that size is only a starting point of your length, width and depth.” Also, if you haven’t been measured in a few years, it’s a good idea to go into a shoe store to get professionally measured: “It’s typical for a person’s foot to elongate and widen over time,” says Friedman. “Simple designs are the most appealing because they’re the most versatile.”įit: “It’s important to remember that you have a foot shape, not just a shoe size,” says Dombroski. “Since most men no longer have to wear a suit and tie every day, oxfords are less popular, and derbys and loafers are in,” says Turner. I ultimately chose the best comfortable dress shoes by evaluating whether they successfully met most of the following criteria: universality of fit, size availability, width availability, adjustability, degree of cushioning from a liner or sole, flexibility and overall versatility.Īs with many things, men’s dress shoes have become more casual overall post-pandemic. Finally, I read hundreds of customer reviews of men’s dress shoes at a wide variety of price points. I considered shoes highly recommended by podiatrists, and I evaluated the models highlighted by the experts I spoke with. To determine the best comfortable dress shoes for men, I first informally surveyed the men I know to learn about their favorite comfortable shoe styles, brands and models. How I Chose The Best Men’s Comfortable Dress Shoes Their unifying message: Finding a great dress shoe isn’t just about picking something you like in your size, it’s about finding a fit that accommodates the entire shape of your foot. They discussed things to consider when shopping for comfortable dress shoes, how to find the best fit, and the specific pairs that combine comfort and style. For this story, I spoke with three foot and footwear specialists: Colin Dombroski, PhD, author of The Plantar Fasciitis Plan: Free Your Feet From Morning Pain and founder and clinical director at orthotic and footwear company SoleScience New York-based men’s fashion stylist Turner Allen, founder and lead stylist at Style Turner and Howard Friedman, DPM, podiatrist and owner of Suffern Podiatry.
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