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Men’s Dress Shoes Like Sneakers

How To Wear Dress Sneakers At Work

My Versatile Shoe Collection | Men’s Boots, Sneakers & Dress Shoes

As mentioned above, dress codes in offices are changing, but that isnt an excuse not to put the best version of yourself forward. Instead, this is an opportunity to expand your style and grow your wardrobe to include even more versatility.

It also depends on what you do for a living an attorney may not get the same freedom with their wardrobe as a software engineer. The point is that if your workplace does provide space to explore your style then you should definitely experiment.

If you want a more casual look at work, wearing jeans, a tee-shirt, and a jacket, then put on a pair of white dress shoes will help make you stand out. On the other hand, if you want a more balanced and sophisticated look, warm brown or dark tan is the way to go.

If youre wearing chinos, stick with earthy tones of dress sneakers to help accessorize more subtly. Just make sure that the cut of the chinos stands above the tongue of the dress sneaker to streamline the look.

Dress sneakers come in all shapes and sizes, so make sure you choose the right ones that fit your style and set the bar for professionalism high. Aim for high-quality, low-top sneakers that complete your outfit.

When Did Sneakers Get Their Start

The sneaker dates back to the late 18th century, when a crude, rubber-soled shoe became popular.

Then, around a century later , a US-based rubber company created Keds a rubber sneaker with canvas tops.

These became the grandfather of the modern-day sneaker which gets its name from making peoples footsteps so quiet that they could literally sneak up on someone.

More than 23 billion sneakers were produced in 2020, and in the past decade, sneaker technology has paved the way for luxury sneaker brands.

Couple that with changing fashion and businesses relaxing dress codes has led to more self-expression in the workplace.

The 8 Dress Shoes You Need To Know In 2022

And where to buy them at every price point.

A great pair of dress shoes isn’t just a worthy investment, it’s a necessity. Sure, sneakers have their place, but there are times when even the best of ’em just won’t do. Whether it’s a wedding or a funeral, a job interview or a meeting with the head honchos from corporate, some occasions demand footwear that’s as refined as it is timeless. Although it’s definitely been a while, the time has come to bust out the sweetest pair of dress shoes in your arsenal again.

Indeed, there are options out there for every style. And when it comes to price, don’t be afraid of laying down a few extra bucks if you’re able. That doesn’t mean you have to spend outside your budget, but paying more for quality means you’ll have a pair of shoes you can wear for years down the line, not months.

And the best way to ensure you’re spending that money wisely? Know the playing field. That way you’ll find something that fits squarely within your wardrobe, and won’t hurt your wallet in the process. With that in mind, here are the eight definitive dress shoe stylesthe oxford, derby, brogue, loafer, chukka, Chelsea boot, monk strap, and Venetian slipperevery guy needs to know now and always.

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Dress Shoes That Are Actually Comfortable And Stylish

Published on February 25, 2022by Karlton Miko Tyack · Shoes

If youre looking for comfortable dress shoes for men, youre in the right place. Weve got the 15 best right here.

If youre looking for comfortable dress shoes for men, youre in the right place. Weve got the 15 best right here.

Out of every style of shoe, dress shoes rank at the bottom on the comfort scale. Theyre built for style, often rooted in tradition, with comfort rarely taken into account. We may not have it as bad as the ladies, but lets be real.

Those of us who suit up for work arent always just sitting at a desk all day. We might be running from meeting to meeting, sometimes on marble or concrete, or stomping around town to get to clients. Formal occasions like weddings often call for standing or dancing.

For you fellows whod rather not suffer for fashion, weve rounded up the 15 most comfortable dress shoes for men. From clever hybrid footwear to well-padded dress shoes, weve got a range here for smart casual and formal situations.

Rockport Total Motion Sports Wingtip

The Best Men

Similar to the Wolf & Shepherd shoes, the Rockport Total Motion Sports Wingtip is an unabashed hybrid shoe, with a leather dress shoe upper and a sneaker midsole. Its mostly simple on the visual front, but the wingtips add some pizazz without going overboard.

Rockport loads the Motion Sports up with tons of comfort and agility technology.

Zoned flexibility means that usual hotspot suspects, like the ball of your foot and the pinkie toe, are soothed as you walk.

The heel cup provides support and structure, while the heel cushioning absorbs shock. Similarly, the nylon shank is designed for stability and flex, and wont set off any metal detectors like a steel shank would.

As far as the middle of your foot goes, theres a TPU stability plate, making this a good shoe for those of you with plantar fasciitis. And of course, theres an EVA outsole for lightweight impact management.

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Where To Buy Mens Chelsea Boots

Mo Money No Problem

Duke Chelsea Boot:Vianello Chelsea Boot: Chuck Suede Chelsea Boot: Suede Chelsea Boots:Jude Tonal Chelseas:

Did you know that the chelsea boot has Victorian roots and has been around for over 150 years?

Chelseas come in a variety of colors and you cant go wrong with suede or leather.

The bottom line:The simple and clean silhouette of the chelsea boot lends itself to many different styles of dress formal or casual, take your pick.

Dress Sneakers In White

Brilliant white sneakers are adaptable and instantly boost your wardrobe. You can pair these with more casual and light summer suits, jeans, shorts, chinos, and more.

White dress sneakers are popular because of how well they bridge the gap between casual and formal. Just make sure that your clothes are appropriately tailored to give you that impeccable look.

They stand out and are easier to maintain than most people think. White leather and rubber can be polished . Even more impressive is the way white sneakers can take you from the office to the bars seamlessly. Making them truly versatile with any outfit.

Dress sneakers are a fantastic alternative to dress shoes because they offer range, versatility and depth to your ensemble.

There are certain situations, such as formal events, black-tie affairs, and even your workplace that can mean you shouldnt wear them. And on that note, what about the shoes you need to stop wearing?

Also Check: Best Women’s Walking Sneakers With Arch Support

Most Versatile: Florsheim Jetson Cap Toe Shoe

Florsheim’s Jetson Cap Toe shoes prove that two monk straps are better than one, not only adding style but also ensuring a perfect fit. Thanks to the soft leather outer sole, textile lining, and cushioned footbed, they’re also comfortable to walk around in. While the outer sole of the shoe lacks additional detailing, the relatively simple cap toe design will appeal to minimalists. Color options include black or cognac.

Available in sizes 7 to 14 along with some half sizes, these dress shoes can be integrated into just about any wardrobe. You can wear them every day with a suit or just with jeans on the weekends.

If youre looking for dress shoes to complement a casual Friday wardrobe or more sporty looks, opt for Eccos Classic Moc II Venetian Loafers. Available in a classic coffee leather, the simple loafers have contrasting white stitching.

The features of this shoe are particularly appealing to men who live in rainy or wet climates. Thanks to the technology of Eccos Comfort Fibre System, your feet will stay dry, even if you get caught in the rain. Better yet, the rubber soles prevent you from slipping around. Men with smaller feet, or those between sizes, should take note that these shoes run large. Every size is cut to fit both regular and half sizes, ranging from 5-5.5, up to size 14-14.5.

Allen Edmonds Dalton Wingtip Rubber Sole

Carmina: Is It Worth It? (Men’s Luxury Dress Shoe Review)

The Allen Edmonds Dalton Wingtip, with a rubber sole, is another traditional dress boot thats more comfortable than comparable models.

The leather sole versions arent especially uncomfortable by any means, but theyre definitely more standard compared to the shock-reducing Dainite versions.

Rubber, in general, creates a better barrier between your foot and the ground, but the studs on the outsole ease your foots pressure points and add to the flexibility of the shoe. It also performs well on snowy or wet floors. The insole is a good old-fashioned cork which forms a custom fit.

The upper sports a lot of broguing, but the simple lacing tempers this for an overall classic shoe. I do think that the metal eyelets add a ruggedness to the look, but not one that is distracting or inappropriate in the workplace.

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Is There Such A Thing As Dress Sneakers

The men’s dress sneaker is a formal shoe hybrid with the comfort of sneakers increasing the options you have in your wardrobe. With that said, your dress sneakers will also help you stand out with different types, styles, and colors to choose from.

A dress sneaker stands out from the shoe because the sole tends to be uniform, with no distinct heel making it more comfortable and removing pressure from your feet.

Likewise, a dress sneaker stands out from a normal sneaker because of the distinct style and materials used to create it.

Today’s article is sponsored by Ace Marks luxury men’s dress sneakers versatile and timeless enough to fit any outfit in your wardrobe while being both comfortable and built to last.

and use code RMRS’ at checkout to claim a special, limited-time discount!

High Top Dress Sneakers In Warm Natural Tones

Continuing with the high tops, these eye-catching warm-colored dress sneakers can be paired with most outfit choices, giving you the perfect opportunity to show off your taste and style.

Wearing these high tops on evenings and weekends will push your casual wardrobe to just the right side of business casual. Complete this with Chinos, a navy blue shirt, and a neutral jacket you can wear these for a brunch date with your friends.

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Where To Buy Mens Loafers

Quick Note: You might like this review of Jay Butler loafers.

Mo Money No Problem

Howland Penny Loafer: Oval Penny Driving Shoe:Concours Driving Style Loafer:Wyatt Driving Penny Loafer:Gunnison Driver Mocassin:Lewis Penny Loafer:

Did you know that tassel loafers originate from the same design found today in boat shoes?

Less formal than lace-ups, the loafer comes in a myriad of colors of black, navy, and even green or red for the bold. I suggest a brown pair for maximum versatility. Leather or suede, its up to you.

The bottom line:Loafers are a summertime staple. The classic weekend shoe thats comfortable, easy to slip on, and super stylish.

Quick note: If youre enjoying this article on mens fashion trends then youll probably like this article on mens sneaker trends too.

Zerogrand Laser Wing Oxford

You Need These Dress Shoes That Feel Like Sneakers

A sneaker-oxford hybrid, the Cole Haan Zero Grand takes comfort to a whole new level in every part of its design. Its made with the same kind of foam cushioning youd expect from a running shoe, a perforated leather upper for easy movement, and Comfort Fitsock technology that instantly cradles to the shape of your foot without having to be broken in.

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Cole Haan Zergrand Wingtip Oxford


Cole Haan is one of the vanguards of the mens dress sneaker trend. Long before anyone produced the shoe, they were taking sneaker technology and applying it to dress shoes. This is not a mens dress sneaker this is a mens dress shoe that has been sneakerfied. This serious looking wingtip has an EVA midsole and the brands Grandføam multi-layer cushioned footbed. The shoe was constructed to be flexible and move with the foot, and the rubber outsole is just like a sneakers outsole. Pair them with dark rinse jeans and a crew neck sweater when youre off duty.

Highest Quality Honest Prices

Our footwear is handcrafted alongside similar products from other brands that charge customers in the $300-600 price range. We make zero compromises in terms of quality materials, manufacturing, or business ethics . We simply believe that offering customers a great value is the foundation to long-term business success and is the honorable thing to do.

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Florsheim Midtown Plain Toe Oxford

Since they live in completely different price points, people forget that Florsheim grew up with Allen Edmonds. Theyre both Midwest heritage brands, but at one point, Florsheim shifted its focus towards efficiency.

The good thing about this is that you get some pretty great designs, using more reasonable materials and constructions, at lower prices.

The Florsheim Plain Toe Oxford is simple, versatile, and classic. It works with your suit and tie, with your tuxedo, and even a nice pair of jeans.

There are three reasons why this shoe is so comfortable.

First, the leather upper requires zero break in and bends perfectly with your foot as you move. Second, the moisture-wicking synthetic lining is more breathable than most dress shoe linings. Finally, the generously cushioned sole includes Ortholite, similar to the Clarks and the Rockport Tanners.

Rules For Dress Sneakers

How Men’s Dress Shoes Are Made | Men’s Shoes | Making men’s shoes

The smarter the outfit or occasion, the plainer, simpler, and more fitted the sneakers should be. The dressiest sneakers are:

  • Minimalist with a monochrome or subtle two-tone upper and minimal branding
  • Low top rather than high top
  • Sleek and fitted with a similar silhouette to a dress shoe
  • Leather or suede . The finest dress sneakers are made with top-quality dress shoe leathers.

Also Check: Michael Kors Logo Slip On Sneakers

Best Boots: Shoe The Bear Dev Chelsea Boot

Boots make a great alternative for dress shoes. Shoe The Bears Dev Chelsea Boot will help you stand out with a bold, on-trend accessory. Featuring a slightly rugged design, these suede boots are available in black, tobacco, or sand II .

Available in sizes 7 to 13, they’re made in Portugal and boast excellent fit and comfort. With generous elastic side panels, men with larger ankles will find these shoes easy to put on and take off. Theres also an insole that provides extra padding, which can be removed if youd rather insert a custom insole or orthotic. The rubber sole absorbs shock and provides traction, so you won’t slip while walking.

With an infinity shaped leather tassel, Ted Bakers Crecy Suede Loafers are classic, yet modern. Available in three vibrant shades , each one uniquely gives your outfit a pop of color. No matter what you wear them with, they’re the perfect alternative to casual styles like boat shoes or sneakers.

Best of all, these buttery-soft driving loafers are lined in cotton and leather for maximum comfort. The contrasting brown sole is made of leather and rubber, making them ideal for walking. Note that sizing is somewhat limited with only 7 to 12 available.

How To Wear Dress Sneakers For Men

Men’s dress sneakers bridge the gap between casual and formal dress shoes perfect for occasions when you want to look stylish and casual, and wearing dress shoes would make you look a bit too formal.

In this article, we’ll show you how to wear dress sneakers the right way because there’s a fine line between looking stylish and casual, and looking like you’ve just crawled out of bed.

In this article we’ll cover:

Before we get into the detail, let’s take a trip back in time

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Best Budget: Johnston & Murphy Kiltie Tassel Loafer

These Johnston & Murphy loafers prove that style and price aren’t always mutually exclusive. The budget-friendly shoes boast a black upper and chestnut accents, giving you endless options of outfits to style them with. While these loafers arent ideal for formal events, theyre perfect for transforming a less dressy look into a more polished ensemble. So, wear them with jeans, khakis, or even shorts in a business casual setting.

Better yet, these shoes are available in a range of sizes, from 7 to 14 with some half sizes. Men with wide or narrow feet should also consider these, with options for select sizes up to 16W available.

Allen Edmonds Park Avenue Oxford Sneaker

5 Mens Dress Shoes So Comfortable, They Actually Feel Like Sneakers


We have Allen Edmonds on here twice, because they really get what guys need when theyre on the hunt for a mens dress shoe or mens dress sneakers. Like the other Allen Edmonds sneaker, their oxford sneaker is based on their bestselling mens shoe. The slick premium upper has a cap toe and six-eyelet lace up. It comes in three other colors and can be customized as well. This mens dress sneaker comes in widths from B to triple E, so every guy can get a pair of handsome sneakers they can wear anywhere.

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