Choosing shoes for work can be very difficult as you want to make sure that they’re comfortable. Furthermore, some of us have to adhere to a specific dress code for work, which usually includes shoes as well.

However, we understand both the importance of healthy feet and the correct attire. Therefore, this guide offers our suggestions for the best and Most Comfortable Men’s Shoes For Work:

  1. Premium Oxford Shoe: Wolf & Shepherd Closer
  2. Affordable Oxford Shoe: Beckett Simonon Dean
  3. Premium Brogue Shoe: Wolf & Shepherd Senna
  4. Dress Boot: Wolverine 1000 Mile Original
  5. Walking Shoe: Saucony Grid Omniwalker
  6. Orthotic Dress Shoe: Rockport Almartin
  7. Work Boot: Wolverine Legend Durashock
  8. Tactical Boot: Timberland Pro Valor Duty

You can use the links above to jump ahead. Afterwards, we’ll discuss what features to look for to ensure that your shoes remain comfortable throughout the work day.

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Quick Buyer’s Guide

Don’t have time to read about the details? Just use the Quick Buy Guide below! Otherwise, scroll down to learn more about each pair.

Premium Oxford

Wolf & Shepherd Closer Cap Toe Oxford Shoe

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Affordable Oxford

Becket Simonon Dean Oxford Dress Shoes

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Premium Brogue

Senna Wingtip Brown Comfortable Dress Shoes

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Dress Boot

Wolverine Original 1000 Mile Cordovan Boot

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Walking Shoe

Saucony Grid Omni Walker

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Orthotic Dress Shoe

Rockport Almartin Brogue Shoe

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Work Boot

Wolverine Legend DuraShocks CarbonMax Boot

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Tactical Boot

Timberland PRO 8 Valor Duty Composite Toe Boots

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What Are The Most Comfortable Men’s Shoes For Work?

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1. Wolf & Shepherd Closer Cap Toe [Premium Oxford Shoes]

Wolf & Shepherd Closer Cap Toe Oxford Shoe
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Overview

Wolf & Shepherd continue to make headlines with their proprietary high-tech construction that’s designed for comfort. Inspired by athletic footwear, they’re crafted with supportive midsoles and EVA footbeds for cushion, support and shock absorption.

How To Wear

If you work in an office that requires the typical business professional dress code, then these are the perfect shoes. They’re perfect for daily use at the workplace and will make your commute far more agreeable. Furthermore, they’re great for more formal gatherings such as galas and black tie affairs.

Best Colors

If your needs are more casual, then you can go for either a “honey” tan or “maple” mid-brown. Nevertheless, we think that these are perfect in black for the most typical dress shoes needs.

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2. Beckett Simonon Dean [Classic Oxford Shoes]

Becket Simonon Dean Oxford Dress Shoes
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Overview

If you want something more affordable yet equally classic, these traditional Oxfords are the perfect companion. Handmade from Argentinian calfskin, they give you exceptional value for money. You can even get a 20% Beckett Simonon discount code by going to the review linked below.

How To Wear

Like the Oxfords above, these are perfect for professional and formal wear. They’re among the best shoes that we have yet to try and will cater to all your formal needs.

Best Colors

You can opt for brown Oxfords as an alternative. However, these look their best in black and will be far more practical too.

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3. Wolf & Shepherd Senna [Premium Wingtip Shoe]

Senna Wingtip Brown Comfortable Dress Shoes
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Overview

Another offering from Wolf & Shepherd, these are an excellent alternative if you’re looking for brown shoes. With their brogue details and wingtip design, they exude a dandy flair while remaining conservative enough for office wear.

How To Wear

As they’re blind brogues, they don’t feature a medallion on the toe cap. As such, they’re more formal to wear than full brogues and can be integrated into your business professional wardrobe.

Best Colors

The black leather is best reserved for the Oxfords just as the brown colours are much more appropriate with these brogues. Opt for the maple mid-brown for a more formal approach while the honey tan is a better casual shoe.

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4. Wolverine 1000 Mile Boot [Dress Boots]

Wolverine Original 1000 Mile Cordovan Boot
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Overview

Those looking for comfortable dress boots need look no further than Wolverine. We love the 1000-Mile Original and its versatile aesthetic. Originally a work boot when released in 1914, it had grown to become quite dressy and perfectly appropriate with less conservative business attire.

How To Wear

If your workplace embraces contemporary style, these boots would go quite well with a relaxed business suit. However, it’s probably best worn as casual or business casual footwear in conventional settings.

Best Colors

We’re really fond of the Cordovan No.8 leather as it’s quite versatile in that it’s somewhere between black and brown. However, if you’re looking for formal boots, they’re also available in black.

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5. Saucony Grid Omni Walker [Office-Friendly Walking Shoes]

Saucony Grid Omni Walker
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Overview

If your workplace doesn’t have a dress code and you’re always on your feet, you’ll probably need an understated sneaker instead. Bristling with features, these are ideal for men who are always on the move.

Key Features

The Omni Walker offers excellent stability thanks to the Visible Rearfood system that includes Hytrel filaments. Furthermore, the Forefoot High Rebound Compound EVA offers cushion and shock absorption to reduce fatigue.

Best Colors

You have the choice between black or white shoes, which is ideal for most work environments. For instance, the white sneakers would be perfect for medical professions while the black shoes are a great understated alternative.

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6. Rockport Almartin Brogues [Orthotic Dress Shoe]

Rockport Almartin Brogue Shoe
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Overview

If Wolf & Shepherd don’t cut it, then you might require an orthotic friendly dress shoe. These are great for those who suffer from foot pain at work as they feature an EVA footbed, which provides stability and cushioning.

How To Wear

We’ve struggled to find appropriate orthotic shoes for business professional wear. Therefore, we were delighted to find these. They offer excellent comfort and can be worn for most formal occasions.

Best Colors

Oddly enough, these brogues are only available in black. This is a shame for those who would prefer a classic brown brogue. However, we’ve yet to find better in the orthotic shoe market.

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7. Wolverine Legend Durashocks [Work Boots]

Wolverine Legend DuraShocks CarbonMax Boot
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Overview

Not all work takes place in an office. Therefore, we were sure to include some work boots here too. These are some of the best that we’ve yet to try – they’re very comfortable and ideal for all-day wear on-site.

Key Features

Thanks to the CarbonMax safety toe, they’re much lighter than steel toe boots without sacrificing protection. Furthermore, the H-Plate suspension and shock-absorbing compression sidewalls offer extra comfort and energy return when moving.

Best Colors

While the tactical matte black boots look great, we prefer the two-tone brown.

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8. Timberland PRO 8″ Valor Duty [Tactical Boots]

Timberland PRO 8 Valor Duty Composite Toe Boots
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Overview

Let’s not overlook the needs of our law enforcement, emergency, security and military personnel. With their professions, their feet take a lot of punishment. From patrol and standing guard to sudden sprints and pursuit, comfort is a factor that shouldn’t be overlooked.

Key Features

Thanks to the composite safety toe, these meet or exceed the tested ASTM standards. They’re crafted from waterproof full-grain leather uppers and pathogen-resistant ballistic nylon uppers. There’s also a moulded EVA midsole, which provides lightweight cushioned comfort.

Best Colors

Being tactical boots, it’s no surprise that these boots are only available in black. However, it’s unlikely that you’ll need them in another colour!

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How To Choose Comfortable Shoes

We shockingly recently learned that the majority of American men actually wear footwear that harms their feet. While they won’t be dropping off, they can instead cause conditions such as Plantar Fasciitis or overpronation.

Given that we wear shoes throughout the entire day, it’s essential to wear shoes that are kind to your feet. However, this tends to quite often get overlooked.

Yet, you’re here for a reason and whether you suffer from foot pain or sore feet, you want to make a lifestyle change.

Unfortunately, we can’t just wear slippers and sneakers all day. In fact, most of us have to adhere to strict dress codes for work. Consequently, the guide above endeavoured to cater to these very needs.

Nevertheless, you may be wondering what can offer your comfort or indeed how to improve the comfort that you experience.

Measure Your Feet Properly

Shoe horn in brown dress shoeSurprisingly, the most common problem is that many of us are wearing shoes that aren’t the right size. When was the last time you measured your feet because most people don’t do it for years.

Of course, you can do this at home rather than feeling obliged to going into a store. However, a professional may give you a more accurate result.

Once you’re familiar with your true size, consider reading on how a shoe should fit. You may be surprised what you find out!

Bear in mind that not all shoes will fit you even if they’re the right size. All shoes are made using “lasts”, which are foot-shaped moulds.

As they differ between brands, there are some that may fit you while others won’t. This is especially true in the foot arches and it’s important to understand the curve of yours.

Breathable Materials

Rolles Of Horween Leather HidesWhile the materials used for making a shoe won’t provide instant relief for any soreness, they do make a huge difference in the long-term.

Shoes made from synthetic or heavily-treated materials won’t breathe, which can cause a buildup of moisture.

This can cause your feet to rub and blister over time. As your feet will compensate to take pressure of the sore spots, you’ll force them into an unnatural position, which can cause long-term injuries.

Support Your Arches

We mentioned this earlier and covered it more in our arch support shoe guide. In short, the key is to provide just the right amount of support that they’re cupped by the cushion.

Too little support may cause your ankles to twist as you pronate. Meanwhile, too much support can bruise the arches and be a painful experience.

Stable & Lightweight Footwear

Allen Edmonds Dalton Wingtip Brogue Boots GrassFlexibility may be the fashionable topic but stability is what we believe to be key. Shoes that are too flexible become unstable, which can cause your feet to curl and bend in ways that they should.

Meanwhile, stability prevents you twisting your ankles or having an unnatural gait.

With stability features such as shanks, your weight is better distributed across the sole. This takes lessens the load on some pressure points and reliefs the feet.

Cushioning

Cushioning is another fashionable topic but for good reason. Cushion inside the shoes will cradle the contours of your feet and reduce pressure on key areas.

Generally, it’s much more comfortable but also offers extra shock absorption on the foot.

Similarly, you can expect some cushioning in the midsole. This is usually provided by materials like EVA, PU or even leather.

Midsole cushioning is the first line of defence against heavy shocks on the feet. Therefore, this is something to keep tabs on when looking for comfortable shoes.

Finally, the cushion can also be contoured, which provides some motion control to your heel. This is something that mostly benefits people with pronation.

However, even normal feet can gain something from motion control. In short, motion control locks the heel in place and prevents the foot rotating in the shoe. If you’re always moving, it can prevent sprains and strains in unnatural positions.

Achilles Notches & Ankle Collars

A similar concept are Achilles notches and ankle collars. These don’t offer any form of motion control per se but they do prevent the foot slipping inside the shoe.

As mentioned above, blisters cause discomfort and the feet will try to compensate. Thanks to these features, friction is reduced, which lessens the chances of the outbreak of sores.

What Next?

Now that you have read about the most comfortable work shoes for men, check out some of related guides for more help!

Most Comfortable Work Shoes For Men Guide
Reviewed by Ron J., on .
"Was struggling with my usual shoes for work. The shoes that I found here have made such a huge difference!"
Rating: 5.0 ★★★★★

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