7 Classic Boots Every Man Should Own | What Styles You Should Buy

These are the 7 boots every man should own, including the classy Chelsea boots, casual work boots, versatile brogue boots etc.

I’ve got this good friend of mine who loves wearing his well-tailored suits with boots instead of dress shoes.

Now I’m sure you are imagining this right now (see pix below)

Boots Every Man Should Own

Nah! That’s not what I meant …

Actually, I was not referring to heavy work boots, ranger boots, or cow boy boots. On the contrary, I meant good classy Chelsea boots and other dress boots that were always perfect for his suit look (see pix below and tell me if this doesn’t look great).

Boots Every Man Should Own

Now, there is nothing wrong with the other boot styles I mentioned, however, from my experience dealing with a lot of male clients while working on their style upgrades, I’ve realized that each time I mentioned the word “boot” or I suggested including the footwear in their Style Plan – most of the time, what comes to their mind are – HEAVY FOOT WEARS that are clearly not appropriate for certain occasions.



While many men concern themselves with picking out the right shoes for the situations that they find themselves in most, boots are often a great replacement for regular shoes in many cases, and they are a trendy way to set yourself apart from the rest.

Just like their smaller counterpart, you can find boots in a variety of styles, for everyone from the most outspoken to the most withdrawn among us.

If you’re just wondering where to start, we’ve compiled a list of the top 7 boots every man should own. You should consider them to be ‘must-have’ items for your wardrobe.


Top 7 Boots Every Man Should Own

#1. Special Occasion Dress Boots

Boots Every Man Should Own

When you’re planning a night out on the town, a good pair of dress boots will be your first choice. While you might not consider dress boots to be a category, there is an entire collection of boots that don’t fit into any particular type of style, but they are built to be shown off.

A great example of dress boots would be wingtip boots with a slightly more easy going appearance than the rugged work boots described below. These are a staple for any man’s closet.


#2. The Rugged Boot

Boots Every Man Should Own

The rugged boot is what most men think of when the word ‘boot’ is brought up, and that’s because the rugged boot is the epitome of an old-school work boot, with steel toes, incredibly rigid construction, and potentially a longer shelf life than the wearer.

Today, rugged boots are a must for many types of work, and one good pair of these boots can last you for most of your life if you take care of them.

Related: The Eight Golden Rules Of Shoe Care


#3. Suede Desert Boots

Boots Every Man Should Own

Desert boots have long been a staple in men’s wardrobe, and still exude a hint of old-school masculinity due to their military pedigree.

Today, the desert boot is much more fashionable than in years past, with a popular option being the suede desert boot.

While it doesn’t have the same watertight functionality of the original desert boots (you have to treat them with a weatherproof coating for that), they can power through most types of weather and come out looking great on the other side.


#4. Everyday Casual Work Boots


Boots Every Man Should Own

Just like the office, work boots are also adopting a casual new look as well, and just like the business casual dress, your casual work boots should still be able to hold their own on the job site or during a particularly busy weekend.

The difference here is that your work boots will be just as easy to wear with a pair of jeans for a laid back night out after you wear them all day. They should be comfortable, functional, and look good enough for most events that don’t require choosing a dressier option.


Recommended: Double Monk Strap – The One Shoe Every Guy Should Own


#5. Adventurous Hiking Boots

Boots Every Man Should Own

One of the keys to being a well-dressed man is being able to roll with the punches and have an outfit that’s suitable for all occasions. If you’re going on a long walk or hike, the last thing that you want is to wear a pair of stiff work boots.

Hiking boots are built to be comfortable during long periods on your feet, and they can handle ongoing movement while remaining supportive. Make sure that you look for hiking boots that are waterproof too, just in case you run into a stream or river on your hike.


#6. Classy Chelsea Boots


The Chelsea boots have been around since 1851, and no, they don’t come from the neighborhood in New York City with the same name. Chelsea boots were originally designed for royalty and were said to be a regular piece of footwear for Queen Victoria.

Although they may have been invented over 150 years ago, the Chelsea boot was popularized in the 1960s, and the look remains consistent to this day. If you are buying a Chelsea boot, make sure to get brown or black. While there are plenty of places that you can skew more modern, the Chelsea boot looks great when worn in the traditional style.


#7. Brogue Boots

Rounding up our list is a much less traditional option in boot form: the brogue boot. While the brogue has been a staple of menswear for decades, the brogue boot is a relatively new addition to most closets.

That isn’t to say that they aren’t a versatile investment, as the brogue looks just as good in boot form, and it can be worn with more outfits due to its hybrid nature. When you’re picking out outfits, it’s also a great boot to highlight, whereas some of the others in our list are considered more of a subtle accessory.

Also Read: The Gentleman’s Guide to Shoes and Shoe Care



There you have it – The 7 boots every man should own. However, you don’t need to have every type of boot to have a well-rounded wardrobe, but it does help to have a few boots that you can go to for most situations. In summary, we all want the perfect boots for our feet and the right occasion.

Having a good casual work boot, a nice dress boot, and a functional boot that you can throw on for any situation is a great place to get started.

What boot styles have you found to be staples of your wardrobe? Let us know in the comments.

Also feel free to share this article as well by clicking any of the share social media buttons below.

Thank you so much for stopping by. Until next time, Stay classy!

Yours in Style,

Kobi O. Mbagwu (Mr. Kobi)
Founder, MrKoachman.com
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Mr. Kobi

I am Mr. Kobi, a professional style consultant, menswear blogger & entrepreneur who uses fashion to change people’s lives. My personal goal is to help gentlemen dress better, live well, do well and develop a unique personal style that matches with their lifestyle and goals. I believe that success can be built through style. I believe that fashion is a tool that can be used to change people’s lives positively. I strongly believe that if you dress well, you look good, and if you look good, you feel good and when you feel good, you worry less, and the less you worry the more you are able to stay motivated and focused in your goals pursuit and by so doing you are able to live a more fulfilling and successful life.

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