Best Stylish Shoes For Men To Kick It In Reviewed
I’m sure you’ve heard the saying, “You can judge a lot about a man by the shoes on his feet!” With that in mind, its an important part of today's society - looking fashionable, that is! Some men forget that shoes are one of the first things a potential suitor will look at and definitely one of the first things a potential employer sees too. With that, thanks to the list provided below, you can choose a sophisticated pair that will leave a remarkable impression among your peers.
In a Hurry? The test winner after 100 hrs of research
Wing Tip Oxford
- Bruno Marc Prince
- Timberland 6"
- Vans Checkerboard
- Ecco New Jersey
- Dr. Martens 1460
- Calvin Klein Maine
- Cole Haan Ross Dustin
- Frye Sam Chelsea
- Camper Morry
- Want Les Essentials Montoro
- Criteria Used for Evaluation
- Other Factors to Consider
- Frequently Asked Questions
Top 10 Picks
1. Bruno Marc Prince
Wing Tip Oxford
Bruno Marc’s Prince is for the gentleman at heart and delivers a new-age spin on the classic oxford silhouette. This wing-tip is made from synthetic materials that are breathable and lightweight for an enjoyable wear and features a wooden one-inch heel for a little extra lift. This shoe is available in ten colorways so you can easily match it with nearly any outfit and it's flexible build lets you move freely without restriction.Read more
Bruno Marc is known for their finely crafted designs that are retailed for a reasonable selling price. This brand delivers fashionable designs for the sharp dressed man and is widely recognized for their modern yet classic looks.
The Prince is made in the USA and offers a comforting ride thanks to its cushioned latex footbed that’s perfect for protecting the delicate underside of the foot. This pair is perfect for wearing to the office thanks to its professional structure, though its comforting enough to wear for more informal occasions too.
2. Timberland 6"
Rubber Lugged Sole
Timberland’s 6” is a seriously high-quality and ultra-modern pair! It delivers a premier leather upper unit and a seam-sealed design that makes for waterproof wear. Its direct attached manufacturing makes this a long-lasting boot that’s ready to tackle any weather conditions thanks to its PrimaLoft insulation. The 6” was specifically made to help alleviate ankle and lower limb fatigue while its lace-up design makes for effortless wearability that you can adjust to your desired fit. Its rubber outsole boasts a grippy lug pattern for superior traction on any surface and allows you peace of mind while you move. Wearers love this boot for its streetwear-approved appearance and tough work-ready wearability.Read more
Timberland makes footwear that men love by researching the current industry and delivering exactly what it is that consumers are looking for. This brand is known for delivering key elements that are absent from the styles available today in order to satisfy the footwear needs of men far and wide.
But these work-ready boots aren’t just built for the job, they’ve become something of a fashion statement among Hollywood’s stars too. Celebrities like David Beckham, Pharrell, Jay-Z, and Kanye West, are just a few of Hollywood’s A-listers that have been snapped rocking a pair of Timbs.
3. Vans Checkerboard
The Checkerboard from Vans is a classic from the Vans Old Skool line. It was the very first to display the infamous side stripe and it boasts a classic low-top design that keeps you looking cool while you move. A reinforced toe cap helps with water-resistance, while its rubber waffle sole adds incredible grip to this athletic-inspired pair making it a great choice for nearly any weather conditions. The Checkerboard has a padded collar that makes it an extra supportive shoe and allows for a flexible wear.Read more
Vans has been designing skate and athletic looks since 1966. By the 1970’s they had over 70 retail stores and sold both locally and internationally. Vans has made a name for themselves with skateboarders who love their laid back and rugged structure that’s perfect for boarding.
The Checkerboard is a great looking pair of shoes! Its durable canvas upper and modernized checker print makes this an in-demand design that’s as hot today as when it first debuted. Try these with a pair of khakis or board shorts for a look that’s perfectly trendy.
4. Ecco New Jersey
Squared Bicycle Toe
Sizes Run Large
Ecco’s New Jersey loafer is a cool looking shoe that’s perfect for professional occasions and dressy events like weddings, birthdays, or holidays. Its slip-on design makes for effortless wear, while its PU outsole provides a rubber-like grip on any surface, even wet or slippery ones. This smooth shoe gives a whole new meaning to the square-toe style and features an embossed logo for added finesse. The New Jersey’s full-grain leather upper will keep you cool and comfortable thanks to its moisture-wicking properties that help to draw excess moisture away from the skin and its elastic goring ensure that your shoe will stay perfectly in place all day longRead more
Ecco is a unique brand that was motivated by the Scandinavian philosophy for design, 'form following function'. A simple yet powerful method that has helped propel this brand to the forefront of the fashion scene since 1963. Fashionable men look to Ecco for the latest designs that provide a comforting environment for the foot while looking ultra-sharp at the same time.
The New Jersey is a great looking pair of loafers that will make the ideal addition to any professional man’s wardrobe. Its functional enough to wear for almost any occasion and looks amazing with a fitted suit. This shoe delivers a smooth finish that is fit for a gentleman and exudes a timeless yet modernized vibe that wearers can’t get enough of.
5. Dr. Martens 1460
Air Cushioned Sole
No Half Sizes
Dr. Martens’ 1460 is an eight-eyelet boot that's as sharp looking as it is comforting for your feet. The 1460 boot delivers a smooth finish and designer appeal that makes it a popular go-to among men from all over the world. It offers an iconic Dr. Martens sole with built-in air cushioning for the most enjoyable ride and is oil and fat-resistant making this pair the perfect choice for safety at the workplace. The 1460 boot is abrasion and slip-resistant thanks to its firm leather upper that comes to a smooth yet lustrous finish, along with its heavy-duty rubber sole.Read more
Dr. Martens is a label that hails from England and started out appealing to the grunge subculture and punk rock scene. However, today Doc Martens caters to a much wider scope and has become a go-to staple for both younger and older men who love this line for their comfortable, durable, and fashionable pairs.
The 1460 boot is a great looking pair! They sit midway up the calf and feature a distinguishable eight-eyelet lace-up front that gives them an edgy stand-out from the rest. This pair is ideal for wearing while you work, but it looks just as great for informal occasions too. Go ahead and match these with a pair of plaid pants for a nod to Doc Martens’ roots that will have you looking as sharp as ever.
6. Calvin Klein Maine
100% Leather and Synthetic
The Calvin Klein Maine is crafted from smooth leather and suede and is the perfect shoe for any man that values style, comfort and a clean-and-polished look. Appropriate for business-casual or casual dress, the Maine is a versatile piece of footwear that can go well with almost any outfit. The dark upper, available in black, brown or tan, contrasts cleverly with the bright white outsole, for an urban, trendy look.Read more
The counter features a suede patch that adds style and support to the back of the shoe. It is adjoined to the midsole by a strengthened layer of leather that further adds to the great overall appearance of the Maine sneaker. The stitching on the upper matches the clean line style that Calvin Klein is known for.
The outsole of the shoe is synthetic, reinforced rubber, providing the foot comfort and protection on almost any terrain. The grooves in the sole provide grip and traction, while helping ensure proper gait. An overall great shoe for under $100 MSRP, make the Maine one of your main sneakers for everyday wear.
7. Cole Haan Ross Dustin
100% Leather Upper
No list of fashionable footwear would be complete without Cole Haan being on the list! The Ross Dustin in yet another ultra fashionable pair from this timeless label that will keep you looking sharper than ever! It's made from 100% high-quality leather and features a non-slip rubber sole that’s perfect for wet and slippery conditions. This low-top pair is a dressy oxford that will have you looking your best while you’re at the office. For a pair of professional shoes, Ross Dustin is a comfortable option that won’t cause foot fatigue or lower limb discomfort.Read more
Cole Haan has been crafting quality apparel since 1928 and has continued to be a go-to label for stylish men looking for a professional yet fashionable pair of footwear. Whether you’re at work or play, Cole Haan offers versatile looks that are ready to take on whatever may come your way. These shoes are made using on high-grade materials and careful craftsmanship to ensure that each one exceeds the industry standards.
The Ross Dustin is a smart looking shoe with a little attitude to boot. If you’ve opted for a brown or tan oxford try matching it with a dark brown, grey, or even a navy-colored suit, these colors will look the most appealing together. While a black oxford looks will also look great with these colors, the brown will really pop more so than the dark black shade.
8. Frye Sam Chelsea
Size Runs Small
Frye’s Sam Chelsea is a smooth looking pair that’s ready to carry you wherever it is that you need to go! Featuring a simplistic design and made for effortless wear, men just can’t get enough of this Chelsea boot. It offers an Italian leather upper and soft leather lining that keeps you cool and comfy by wicking excess moisture away from the skin. A rubber outsole prevents any accidental slips, while its 4 ¾ inch shaft adds just the right amount of coverage for a trendy vibe that’s right in line with the hottest looks in menswear.Read more
Frye was founded in 1863 by John A. Frye and has been delivering finely crafted footwear ever since. Their designs have carried men across the battlefield during World War II, sailed the seven seas on the feet of navy and army men, and have been customized for countless celebrities and politicians through the years.
The Sam Chelsea is a modernized take on a classic design that has proved truly timeless in its unwavering popularity. These boots would look great with a pair of loosely fitted blue jeans or a pair of laid-back slacks, but they’re slick enough to wear to your office party or semi-formal meeting.
9. Camper Morry
The Morry from Camper is a modernized men’s boot that features a lightweight build and a hip design. Its made from high-quality leather for a breathable wear and has a cushioned insole that is perfect for relieving arch and heel pain. Its upper has a suede finish that makes this shoe all the more desirable, along with a lace-up closure system for a fit that stays perfectly in place all day long. This chukka boot is right on trend and offers a great combination of streetwear and professional attire that makes dressing a snap!Read more
Camper has been designing footwear since 1975 and boasts an impressive shoemaking history. This family business is noted for their unique and trendsetting styles that are ideal for the everyday man who's looking for a little more from his footwear. Each of their collections is crafted using a creative and innovative process that helps to ensure each of their shoes meets the highest possible standards.
The Morry is a great looking chukka boot that is perfect for easy-going guys on the go. Despite its slightly laid back feel, this boot is still professional enough to wear while you’re at work and it offers an extremely fashionable silhouette. These boots would look amazing with a pair of designer blue jeans (for added flair, try rolling the cuffs up to just above the ankle) or a nice tailored suit for those days spent at the office.
10. Want Les Essentials Montoro
The Montoro Derby from Want Les Essentiels is a fashionable looking pair that’s made tough to last. Its gold and silver tone accents make this a unique pair of footwear that adds class to any style. The Montoro has a high-quality leather upper unit and smooth leather lining for a comforting next to foot feel that wearers rave about. Its rubber outsole is perfect for rainy or damp weather because it provides excellent traction, even on wet or slippery surfaces.Read more
Want Les Essentiels is a luxury leather goods label that started back in 2002. Originally run by twin brothers Byron and Dexter Peart (who have since sold their stake), the label is now being headed by Mark and Jacqueline Wiltzer. This brand is all about smooth lines and polished finishes that have helped propel their name towards the top of the fashion scene and are much loved by wearers from around the world.
The Montoro is a classically styled pair with a twist of modern eccentricity! It delivers a powerfully smooth finish with a unique splash of metallic tones that enhance the overall look and feel. This is a great shoe to match with a loose pair of jeans for a relaxed vibe or a tailored suit for an air of distinction.
Criteria Used for Evaluation
A fashionable pair of footwear needs to offer more than just appearances! It should be as comfortable to wear as it is fancy by design. There are certain aspects that can affect the overall comfort of a shoe like the cushioning, support, breathability, and flexibility.
A shoe should provide a supple cushioning that cradles the delicate underside of the foot for an all around enjoyable wear. The footbed is one of the most important contributors to its overall comforts because its the part of the shoe that your foot sits on. Foam is an excellent material for both the midsole and the footbed because it gives good rebound with every step and prevents lower limb and foot fatigue. EVA is a lightweight foam-resin that is known to deliver the ideal kind of padding and is supportive enough to prevent arch problems, while memory foam is another option to consider because it offers a one-of-a-kind comfort.
Support is another consideration because without proper support your arch can start to cause you all sorts of aches and pains. In order for your foot to be properly supported a shoe needs to have a slightly rigid frame instead of one that’s too flexible. If a shoe is too flexible it won’t have the density that’s necessary to protect and support the foot.
Airflow is a big aspect! Without proper ventilation, your feet will easily overheat and start to sweat. Once this happens it can get pretty uncomfortable (and smelly too). Sweating inside of a shoe leads to the growth of odor-causing bacteria and can ruin any pair in little time. If a pair is made from leather or mesh it will naturally allow for adequate airflow inside of the shoe that will make for a more comforting foot feel overall.
While branding isn’t everything, it can make a big difference in the quality of a shoe’s construction, as well as, its overall appearance. Certain brands are known for their killer styles, while others offer fewer visuals but pack some serious performance features. It really all depends on the style of footwear that you’re looking for, which will affect which designers you should be considering.
Dr. Martens, for example, is notorious for their functional yet fashionable designs that come in several styles, with some of the most popular being their boots. This brand delivers incredible quality and makes shoes that are super comfortable to wear but are quite plain in appearance. Whereas, Vans is more about athletic and streetwear looks that appeal to a different crowd than Dr. Martens.
It’s always a good idea to research a label before purchasing their products so you can get a sense of other wearers experiences with the brand. Just be sure to read reviews left by ‘verified’ users because they’re more likely to offer truthful opinions than those left by people who you aren’t sure to have even purchased the shoe they’re reviewing.
There are many materials used to construct shoes and each offers its own set of perks and downfalls. A commonly used material is leather which is a great choice for breathability that also helps to control odors by eliminating excess sweat that leads to the growth of odor-causing bacteria. The leather wicks excess moisture away from the skin and pushes it to the outer side of the material helping to keep your feet dry and comfortable. By removing the excess moisture it prevents the growth of bacteria and therefore, keeps your shoes smelling fresher.
Mesh is another material that’s advisable for warmer weather because of its open-weave concept that allows for plenty of airflow inside your shoe. Although mesh isn’t all that durable which is why its often just used on small areas of a shoes surface, as a strip or overlay, so it doesn’t compromise the integrity of the pair overall.
For the interior of a shoe, the midsole and footbed materials are very important because they dictate how comforting a pair is going to feel while you walk in them. Foam is an excellent choice, though it needs to be somewhat firm in order to properly support the arch area. EVA and memory foam are two great choices of foams that provide an incredible cushion while also offering a dense structure that supports the foot the way that it needs.
The outsole should, preferably, be made from rubber because it offers solid grip on almost any surface, including wet and slippery ones. Rubber is also waterproof so it will help to keep you dry when the weather outside turns dark and rainy.
Your shoes should never be poorly fitted! It can lead to all sorts of problems ranging from blisters to painful lower limbs and feet, which no one likes to have. If a shoe has design flaws that affect its fit you should consider shopping around for a different pair altogether. The stitching, for example, should always feel smooth in all areas because if there are seams that protrude these could rub against your foot causing friction and pressure.
Another aspect that affects the overall fit is the room allotted in both the toe box and heel area. If you have wider feet, squeezing them into a narrow shoe is going to get very uncomfortable and will lead to foot pain and fatigue. There should always be enough room to wiggle your toes without touching the shoe’s material and you should be able to comfortably slide one finger down the back between your heel and the material.
Your footwear should never feel too rigid because this can cause your feet to feel constrained and will eventually start to press on certain areas repeatedly, leading to bunions and other issues. Look for an option that has a semi-rigid structure but still allows for some flexibility so that it naturally moves with your foot and not against it.
Style, it’s what this page is all about! There’s more to it than simply saying that you’re looking for a new pair of fashionable shoes because there are so many varieties and choices within the style scope. There are all kinds of different footwear designs including athletic, professional, and informal pairs. Depending on the specific purpose you have in mind for your shoes, there will be multiple different kinds to choose from. Let’s break down the different options that are available;
Professional: Also known as dress shoes, these are intended to be worn in a professional setting like while you’re at the office. They consist of a more polished style of shoe that is considered to be respectable in its appearance. Some of the most popular options available to men include;
- Oxford:This is the most basic of men’s dress shoes and is also considered to be the most classic. It's an easy-going option that's ready to tackle both the office, as well as, after work activities. Traditionally, Oxfords come in either leather or suede and are usually available in many colorways. For work settings, the best colors to opt for are darker browns, blacks, and possibly a tan option, preferably in leather. For informal occasions, suede is a great choice in practically any color.
- Derby:Back in the 1850’s Derby styled shoes were won while playing sports or while you were out hunting. Then, around the early 1900’s these shoes became a popular choice for wearing around the cities too. These shoes have what’s known as ‘open-lacing’ that sets them apart from the Oxfords.
- Monks:A monk strap is a lot like a Derby except instep of laces, it has one or two strapped buckles. A monk can be worn with everything from blue jeans to suits and delivers just the right mixture of professionalism and easy-going attire.
Informal and athletic shoes are more alike because they’re both used for recreational occasions that don’t include your workplace. Athletic pairs will need to offer some form of performance enhancing features and should be lightweight in their construction. Whereas, informal shoes can include many styles that vary in weight and lack many of the features of an athletic. Let's examine the various kinds of athletic and informal footwear offered to men:
- Sneakers: Sneakers (aka running shoes) encompass a large number of styles within a style. Some are designed for athletics like running and walking, while others are more of a streetwear design that is less focused on performance and more with appearance. Urban streetwear ties in closely with kind of shoe because many of its designs are also styles made for athletic wear. Basketball shoes, for example, like high, low, and medium tops are worn for both athletic use and just for fashion.
- Work Boots: Work Boots consist of designs in the fashion of Timberlands and is a popular choice for people whether they’re working or not. Most work boots have a steel or composite toe and are made from thick and protective materials. This style is perfect for the workplace, so long as you don’t work in an office environment, or for easy-going occasions and looks great with a pair of bootcut jeans.
- Chukka:This style is a more semi-formal ankle height option that offers a lace-up structure for a secure and comforting foot feel. Chukka boots look the best with a pair of jeans and come in classic materials like suede.
- Brogue: Brogues are a type of informal dress boot that has a cap toe design (a specific line of stitching that sits near the toe joint and separates the toe from the midpoint of the shoe). They usually sit just above the ankle bone and use a lot of heavy stitching while being constructed.
Expert Interviews & Opinions
Wearing leather? Take care of that material if you don't want to end up lookin' a mess. Invest in a shine kit and put that to use.
Just like leather, all materials need special care. Suede, for example, is far different than canvas or leather. Make sure you look up exactly how to clean your kicks.
Other Factors to Consider
What makes a shoe valuable comes down to much more than just its selling price. The real value is in its detailing and craftsmanship. A well-constructed shoe is an invaluable asset, especially if it's going to be worn while you’re at work, though any footwear is an important wardrobe essential.
If a shoe is fashionable, people rush out to buy a pair based on its looks alone, which is going to cost them in the future. Shoes need to be well made if they’re going to be worth anything to you because if they’re poorly made they’re more likely to fall apart much faster. This will end up costing you more money and leaving without a good pair of shoes for your feet. This is why it's always important to consider how well a shoe is made before you purchase it.
A valuable pair of footwear is also going to make the day to day motions feel all the more enjoyable by keeping you comfortable and well supported. You really can’t put a price on comfort which is why it's such a contributing factor in its appraisal. Good support, a cushioned footbed, and a lugged outsole are all features to consider before making your selection if you’re looking to feel good in the pair of shoes you’re wearing.
These are the reasons we crafted this 10-best list for you. All of the products on this list were carefully curated to keep you looking and feeling your best. There is a wide range of selection, from sneakers to oxfords, that can suit you no matter what type of job you have or lifestyle you live.
Also be sure to check out our "Criteria" section to understand how we arrived at our 10-best list. You may find some criteria are more relevant to you than others. By discounting the criteria that don't apply to you, and valuing the ones that do, you can find the best pair on our list that meet your needs.
Frequently Asked Questions
q: Can leather shoes be stretched?
Okay, you just bought a great new pair of leather shoes and realize that they're a bit too snug. The good news, there are a few methods of stretching out those too-tight shoes that are easy and quite effective. The following is the easiest and most effective, especially when you're dealing with leather.
First off, you can try the freezer method. Simply take a thick ziplock bag and place it inside of your shoe. Make sure that it fills the whole inside before carefully filling the baggie with water and then sealing it. Once this is done place your shoes inside the freezer until the water fully freezes. This process will stretch your shoes, making roughly 9% more room inside of them.
q: What makes a shoe fashionable?
Its all about the current trends and what's considered hot, or not. Have a look at trusted sources like GQ or Esquire magazine, where you're sure to find some inspiring designs. Or, you can always look to the stars of Hollywood for some inspiration, because let's face it, that's who dictates what's trending anyways! Most importantly, make sure that whatever shoe you're wearing makes you feel good because you won't look good wearing something that doesn't feel right.
q: What color shoes look good with light denim?
Light denim looks great with most colors, though if you can avoid black, go for it! Lighter tans and browns are a great choice because they aren't too dramatic which can distract and draw too much attention to your feet. If you must wear black consider opting for a lower profile pair that has a thinner sole and more refined appearance.
q: Are sneakers office-appropriate?
This truly depends on your office or workplace culture. In a law office, I would be willing to bet that sneakers would be shunned and you would most certainly lose the respect of your peers and clients; however, in big tech or software companies, sneakers are often a must, as these companies purport themselves to be young, trendy and future-forward.
You have to use your best judgement when deciding whether or not to wear sneakers to the office. If no one else is, then you probably shouldn't either!