Men’s Dress Shoes That Will Have Him Looking On-Point

At some point in their maturation, many men realize their scuffed converse and vans will no longer suffice as “business casual” in the real world; they must confront the reality of buying a pair of men’s dress shoes. It is quite simple: well-dressed men impress. Although it is abominable truth for many men, one pair of shoes usually does not cut it. That being said, one does not need to spend thousands of dollars to fill their dresser with designer brands. There are many affordable options for men who are ready to adopt a pair of men’s dress shoes.

For the Casual and Modest Look: Timberland Men’s 2-Eye Boat Shoes

It is easy to write off boat shoes as the premature, lazier version of dress shoes, but in 2021 form follows function. Function is no longer high-end events and office meetings, it is long days staying inside or lounging on the water. These hand-sewn boat shoes are for the man who is still coming around to the idea of men’s dress shoes. They are not flashy or overly formal, but classy enough to impress Grandma, Since the shoe’s shape is still reminiscent of sneakers, many men find it easier to transition into the intimidating world of dress shoes with these. The Derby shoes come in a root beer, dark brown, or navy, making them easy to dress up or down. The rawhide lacing system provides the perfect custom fit. Timberland says they are “Not a trend – a way of life.” The nautical way of life can be purchased for $95. 

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For the Simple Gentleman: Men’s Shop Bryan Cap Toe Oxford from Nordstroms

Oxfords are the archetype of mens dress shoes. For under $60, these Italian leather cap toe’s are another great place to start for shoe shopping novices. The classic oxford cut functions well for men stepping into in the business world. Stitch detailing adds some texture to the shoe, bringing dimension to it’s sleek look. They may not be stilettos, but for men who want to add another inch or two to their height, the heal provides just that. The oak tan color compliments just about any outfit, and the black can be paired easily with a suit. It is hard to go through with a shoe that is as versatile and sleek as this one.

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For the Boot Man: Ketonic Dress Boots Steve Madden

For someone who appreciates a sturdier shoe that can cover all terrain, $71.99 can get them a dress boot that is exactly what they need. Dress boots offer some more insulation then the typical loafer or oxford, so they are preferable in cold weather. This pair comes just above the ankle, so it can easily be worn with dress wear or jeans. Straight laces give the boot more flexibility. The polished finish brightens up the reddish-brown tones. This dress boot is as attractive as it is practical, and it is a truly timeless look.

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For the Want-to-be Wolf of Wall Street: Jetson Oxford

Some save shiny black Oxford’s for weddings and Christmas pictures, but these men’s dress shoes also a must-have for anyone looking to step up their dress shoe game at work. These oxfords scream swanky and sophisticated, and likely could double as a mirror their reflective, polished finish. For $69.98, this pair is an absolute steal. The embossed accent, classic cap toe finish, and leather laces make for a tailored look. Oxfords are to suits as cheese is to wine – an absolutely essential pairing. The Jetson Oxford’s are quintessential and promise to prepare their wearers for a Wall Street debut, ballroom dance or cocktail hour.

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For Something to Spice up an outfit: Rockport Style Purpose Wingtip

For someone ready to add some character to their outfit, these contemporary specimens are just for them. The spiral design sets them apart from the smoother men’s dress shoes, and adds a fashionable flair when worn with plain clothing. But they don’t just have beauty, they also have brains. EVA technology includes a removable footbed which provides lightweight impact absorption and a heel cup for extra support. Investing $89.95 in these shoes should be well worth it, as they won’t need to be replaced as often as others.

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For the Trend-setter: Amali Heath Mens Dress Shoes with Gunmetal Horn Tassels with Luxurious Velvet

These shoes are for the man who who enjoys turning heads and having all eyes on them. It takes some careful texture and color planning to pull them together with the rest of an outfit. The silver horn ornament and gunmetal tip gives these shoes a distinctive look. A black trim accents the rich velvet material. They  are offered in multiple shades, from a striking red to balancing burgundy. Another perk is that loafers are easy to slip on and off, convenient for coming home from a date. Men who aren’t afraid of a bold look will love these loafers. Try wearing them with a velvet tuxedo for the ultimate statement.

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For the Cowboy: Handmade Men Spectator Shoes, Two Tone, Wingtip Brogue Shoes

The Wingtip Brogue Shoes are for the man who wants to wear jeans with his dress shoes. The unrefined, tanned leather contrasts with smooth white to add a sense of Southern style to this pair of men’s dress shoes. They’re made for line-dancing bars and country music festivals, but in a pandemic they work just as well on the porch with a bottle of corona. The genuine handmade leather is famous for it’s durability and is even said to get better with age. For $169.99, this pair of boots can convert a city boy to rancher in seconds.

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For the Comfort King: Men’s Gold Cup Exeter Penny Loafer

The Sperry brand is typically associated with the preppy style of the East Coast, but it also delivers ultimate comfort for someone on their feet all day. They are worth a pretty penny for $179.95, but often can be found for resale on online shops like Poshmark and Depop. The luxury lambskin material hugs the foot, and a foam footbed adjusts for customized fit. Wear them with thin socks or no socks at all. The dusty grey and sandy brown pair handsomely with any type of dress pant. Yet, these men’s dress shoes are still casual enough to throw on with khaki shorts or pants in the summer. For someone unwilling to sacrifice comfort, this is the dress shoe for them.

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Dress shoes are the hidden diamonds of male wardrobes. They are rarely seen and scarcely sought after, yet they exhibit a sort of power and elegance that one might assume most men desire. What type of dress shoes do you like or want to try out? Let us know in the comments!