Comfortable Men’s Shoes Perfect for the Workplace

For many 9-to-5ers out there, looking the part is almost as important as getting the job done. Of course, this is always easier said than done. Long hours full of meetings, conference calls, shuffling back and forth, and straining your eyes as you stare at a computer screen for eight hours can really take its toll on both your mind and body.  

That’s why, when it comes to shoes, comfort is just as important as style. On a busy day chock-full of tasks, the last thing you want to experience is cramped toes, blisters, or whatever else uncomfortable shoes tend to create.  

So we’ve put together a comprehensive list of the best comfortable men’s shoes, perfect for the workplace. Keeping one or more pairs of these versatile dress shoes in your footwear arsenal will have you looking and feeling good, for office hours and beyond.  

Men’s Total Motion Sport Dress Plain Toe 

If you’re looking to rock a classic black dress shoe look but want a boost of comfort, check out our Total Motion Sport Dress Plain Toe. If you’re looking to find your favorite color, this style is available in eight different colors, including classic muted shades such as brown and cognac, as well as dress blues nubuck and grey leather. 

A modern twist on a timeless classic, the Total Motion Sport Dress Plain Toe shoes boast a sleek silhouette and leather welt and is further accented by a footbed drawing inspiration from the interior of Italian racing cars. This highly rated option also utilizes the best in truTECH® technology and a removable EVA footbed to offer ultimate shock and impact absorption.  

Enjoy the 24/7 support and stability needed for jam-packed days at the office, thanks to exceptionally molded TPU plates that also provide enhanced breathability and flexibility – so you can keep moving forward without a hitch.  

Men’s Kenton Wingtip  

If you’re looking for another smart, simple option, our Men’s Kenton Wingtip may be the right choice for you. Enjoy the classic, definitive look of the Italian-inspired men’s dress shoe while also reaping the stylish and comfortable benefits of our legendary innovation.  

The Men’s Kenton Wingtips are available in black and brown colors, and provide the increased flexibility and softness needed to keep you on your toes all day long. Wide and medium width options allow for a more personalized fit for added comfort, while an EVA outsole offers maximum impact absorption to reduce foot fatigue, perfect for those who stand to give presentations or who rarely take the elevator.  

This stunning yet versatile dress shoe can be smartly paired with just about any business suit or pair of slacks, making them suitable for everyday wear.  

Men’s Dustyn Wingtip 

Does your day at the office often include stepping outdoors or traveling to several different locations? If so, our Men’s Dustyn Wingtip may be just what you’re looking for. Available in two shades of brown and traditional black and accentuated by intricate perforated designs, this premium men’s dress shoe is outfitted with Hydro-Shield® seam-sealed, waterproof technology to keep you dry in most any weather. 

Adaptable enough for a variety of business casual, semiformal, and formal outfits, our men’s Dustyn’s Wingtips are perfect for both work and nights out on the town with co-workers. This modern take on the iconic wingtip style comes in medium, wide, and extra wide widths to ensure a snug, yet comfortable for fit for everyone.  

A durable rubber outsole provides the traction and grip needed to prevent slipping as you fight the downpour to make it to your meeting across town, while the advanced truTECH® system offers the best of the best in shock absorption so each and every step is as effortless and lightweight as the last – so you can get the job done, rain or shine.  

Men’s DresSports Accel Plain Toe 

If your job requires more movement and activity than usual, check out our Men’s DresSports Accel Plain Toe, available in brown, black, and tan. The look of the timeless, plain toe oxford is infused with contemporary attitude and a sporty footbed to create a comfortable men’s dress shoe, designed to keep up with the movers and shakers of the world.  

Featuring elaborate stitching on the premium leather upper, the DresSports Accel Plain Toe shoes offer the best in form and function. Enhanced shock absorption keeps fatigue at bay, while a cutting-edge EVA outsole allows for increased flexibility for added comfort and helps to propel you forward on the busiest of days.  

Easily paired with your favorite suit or slacks for a no-nonsense business casual look, this style can be dressed down with a pair of jeans perfect for casual Fridays at the office or your favorite weekend activities.  

Men’s DresSports Business 2 Apron Toe 

For the ultimate in 9-to-5 style and comfort, look no further than our Men’s DresSports Business 2 Apron Toe. This comfortable men’s shoe transcends traditional men’s dress shoes, thanks to a smart combination of hand-finished, sophisticated style and the latest technology that provides all-day comfort.  

Available in classic black, this lightweight, durable option boasts high-grade leather and a wood-wrapped heel, and is accentuated by subtle yet statement-making stitching across the upper.  

Thanks to truTECH® technology and a strong yet flexible outsole, the DresSports Business 2 Apron Toe shoe offers increased shock absorption and flexibility so you can put your best foot forward with every step.  

With Rockport, you never have to sacrifice comfort for style. Our assortment of comfortable men’s shoes features a multitude of options that suit every style, preference, and occasion, be it a grueling day at the office or a lively night out with friends.  

Shop our collection today!  

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