Boots For Men - What Styles You Should Buy & What Mistakes To Avoid (2024)

In another video, we discussed the first two men’s boots every man should buy but today, we’re going to dig deeper and figure out who boots are for, who they’re not for, and what you should look for.Unfortunately, there’s not one boot that works for everybody because we all have different needs and preferences.

Table of Contents

  1. Chukka boot or Desert boot
  2. Jodhpur boots
  3. Chelsea boots
  4. Balmoral boot
  5. Winter boots
  6. CONCLUSION
Boots For Men - What Styles You Should Buy & What Mistakes To Avoid (1)

Chukka boot or Desert boot

It got its name from the polo field where aone-time slot is called “chukka” or “chukker”.

Who’s the chukka boot for?

Ideally, it’s a great boot for students because it pairs with a lot of outfits so if you don’t have much money, you can invest in one pair of boots and it works with a lot of combinations. It’s also a fantastic boot for men who like to wear denim or jeans because it pairs really well. It’s a boot that pairs well with corduroys when it’s cold outside during fall/winter, or with khakis when it’s warmer outside. It’s also great for men who like a soft boot because the leather is usually unlined and extremely comfortable.

Since these boots are much shorter than others, you can see your socks and it pays to have some interesting combinations to just upgrade your outfit especially when you pin roll jeans.

Overall, it’s a boot that can be dressed down with all kinds of casual wear and even with a not so formal suit or combination, it looks stunning.

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What colors should you go for?

If it’s your very first boot, I suggest you go with a dark brown, a choco brown, or a mid brown because it’s most versatile. If you already have boots in those colors in your closet, I suggest you go with something lighter which is sand because it underlines the casual character of the boot and it just gives you more versatility.

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Who’s this boot not for?

If you wear a lot of suits, it’s not the boot for you because it’s very suited to casual outfits. Also, if you like formal wear, be it a stroller suit or a morning wear or tuxedos, not the right boot for you.

It’s not great for the colder times of the year because it’s unlined and it doesn’t insulate very well. To learn more about chukka boots, please check out our full-fledged guide to get tips about what to buy, the history, and anything else you want to know about this wonderful boot.

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Jodhpur boots

Personally, I like them a lot because they have a very clean, elegant silhouette yet, they have some history. The characteristic of Jodhpurs is the buckle and it goes around. There are lots of variations of it. Originally, it comes from horseback riding and Indian heritage just like many other menswear garments and boots or shoes.

Who’s the Jodhpur boot for?

I think it works really well with casual suits, flannel suits, and sport coat combinations. You can also pair it with a leather jacket or jeans, or chinos. Because there’s no broguing and it’s a flat boot, you can also pair them with a regular suit. It’s great for men who like clean, classic, elegant lines and you don’t just want to buy a boot anybody else has.

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What color should you go for with a Jodhpur boot?

Ideally, a mid brown or something lighter, maybe tan, works best and it’s most versatile.

Who is this boot not for?

If you’re in a hurry and you don’t have the time to buckle the boot every time and take it off, it’s not a boot you should go for. Otherwise, it’s a great boot to have in your collection.

Chelsea boots

Chelsea boots have become a timeless classic because they have that insert and it’s easily recognizable especially if you have a colored insert .

Who are the Chelsea boots for?

They’re perfect for men who look for a convenient, easy slip on version of the boot. Even though they’re quick to put on, they are super elegant and classy and don’t look sloppy at all. They’re also great for eccentrics because you can add green, red, or blue inserts that really give you a personal note. They’re also great for men who want their very first boot that is quite versatile that can be worn with suits or casually and you can adapt it to your needs based on if you need a cap-toe or not, broguing or not, and so you can find exactly what you need.

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In what color and what style should you get a Chelsea boot?

Well, that depends a little bit on what you already have. If it’s your very first boot, I suggest you go with something darker, maybe dark brown, or chocolate brown. You can have some broguing like a medallion, with a cap toe is good because it’s not too casual and not too formal but can be paired with a lot of things. If you like to wear suits in the evening, you may consider black Chelsea boots. If you already have a few boots in your closet, you can consider getting a little more out there and having maybe a suede Chelsea boot in brown, tan, burgundy, or even blue.

So who are the Chelsea boots not for?

Actually, I believe every man should have at least one Chelsea boot in their wardrobe because they are so timeless, versatile, and easy to use.

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Balmoral boot

The Balmoral boot is a classic dress boot that works well with formal outfits.

Who is the Balmoral boot for?

It’s basically the choice of elegant gentlemen who want something like an oxford shoe as a boot version. It’s a fantastic boot if you have lots of formal outfits in charcoal, navy, and grey. It’s also fantastic with three-piece suits or you can wear it with a morning coat, or with a stroller suit. If you live in a moderate climate, it’s a perfect boot for winter because it’s warm enough and always very elegant.

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What colors should you go with?

I suggest you start with black with black suede insert. If you are more advanced, you can have a contrasting insert in beige or buff or off-white and if you have that, you can move on to something in brown, burgundy, or other colors. It’s a great alternative for a button boot especially if you’re not quite sure about the whole buttoning process and it’s a little more subdued.

Who is it not for?

It’s not for people who like country outfits, who like to wear tweed, chinos, browns, and corduroys because it’s just too formal for those kinds of outfits. Luckily, there are lots of other options.

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Winter boots

If you live in a climate where it gets close to freezing outside, you need winter boots. They may just look like regular boots but they have a wonderful fur lining. With fur, I usually mean sheepskin or lamb skin. It’s quite plush and insulating and cozy warm especially if you’re outside a lot when it gets cold. Of course,

Of course, there’s lots of ugly boots in polyester but as an elegant gentleman who wears a suit, those kind of boots would ruin your entire outfit. For added traction, those boots should always have a rubber sole. Obviously, they come in different styles. If you are more of a casual guy, get them in tan, if you’re more into suits, you should go with a version that’s kind of a balmoral, it’s just like an oxford but with the fur lining that keeps you warm.

Who is it for?

It’s for every man who likes warm feet and does not want to sacrifice style.

Who is it not for?

Winter boots are a high budget item and they are much harder to find so if you live in warmer climates or you’re never outside for longer than 5 minutes, you can skip them otherwise, I strongly suggest you invest in one of them.

No matter what boots you buy, one item that you should invest in is a shoe horn. If you go in without a shoe horn, you’ll damage the shoe and it’ll wear out much more quickly.

That being said, most boots would only come with black or brown shoelaces. While that works, it doesn’t give you much versatility. That’s why we offer more than a dozen different boot laces in different colors because with aninvestment of a few bucks, you can change the entire look of your shoe and your outfit. This comes particularly handy when you’re just starting out and you have enough money for one boot. if you invest in five or six different pairs of laces, it creates a different look and people may think you have a different boot even though it’s the same just with different shoelaces.

CONCLUSION

These are just five basic men’s boots that I think should be the first five every man should invest in. Once you have those, there are a lot more boots out there to experiment on. We’ll cover all of those in another video. So stay tuned!

Boots For Men - What Styles You Should Buy & What Mistakes To Avoid (2024)

FAQs

How to pick a boot for men? ›

To pick the right boots, start by assessing the environments you'll face and the activities you'll undertake. If your daily routine involves rugged outdoor work, you'll need boots that offer robust protection and support. Urban dwellers might look for something sleek yet comfortable for pavements and public transport.

How are men supposed to wear boots? ›

Add a t-shirt or cosy knit and your outfit is complete. If you're after something a little smarter, brown boots will go well with beige chinos or a navy or grey suit. Black Chelsea boots look really streamlined with a pair of black skinny jeans. This simple base can be dressed up or down with a shirt, polo or t-shirt.

How to pair boots for men? ›

Opt for slim or straight-leg jeans that can be effortlessly tucked into the high ankle boots for men to showcase their full glory. For a casual and laid-back outfit, pair them with a graphic tee and a leather jacket. Alternatively, dress them up with a shirt and blazer for a more refined yet relaxed look.

What type of jeans to wear with boots for men? ›

As a general rule of thumb, we recommend wearing medium to dark-wash jeans over your boots (not tucked in). The jeans should be fairly form-fitting in the upper legs but have enough space in the lower leg to accommodate the boot, without showing an outline.

Which color boots go with everything for men? ›

In conclusion, black boots are a versatile and stylish choice for men. They can be paired with almost anything, from jeans and a t-shirt to a suit. Whether you're going for a casual look or dressing up for a formal occasion, black boots are the perfect choice.

How do I choose the right boot? ›

Boots should not be too loose or too tight on your foot. The best fit should be snug (but not tight) around the whole of your foot, with enough room to move your toes and a maximum of a quarter to a half-inch of slippage at the heel.

Why do guys tuck their pants in their boots? ›

Tucking your jeans into your cowboy boots serves three purposes: First, it prevents your jeans from getting dirty. Second, it gives you better access to the roper boot's kick-off heel if you need to take them off in an emergency.

Do girls like it when guys wear boots? ›

Women love a man who looks clean and elegant and a pair of stylish boots do exactly this for you. The classic, simple lines of a Chelsea Boot or the minimalist and refined look of a Memphis Zip Boot are perfect examples of how your well-kept boots can make you look distinguished and appealing.

Why don't men wear boots anymore? ›

As men began to prioritize comfort and ease of movement, sneakers and loafers became the go-to footwear choice. Boots were seen as too formal, too restrictive for everyday wear.

What goes well with boots for men? ›

Business Casual: Dress boots or sleek Chelsea boots, when combined with dark wash straight-cut jeans, can look refined and professional for a business casual setting. Date Night: Go for a polished look with a pair of slim jeans, tweed dress boots, and a nice jacket or blazer on top.

What kind of pants to wear with boots? ›

When it comes to wearing boots to work I personally prefer them with full-length pants. The pants can be wide-leg, flare, or full-length straight. Ankle pants are great, but I think they look best with a shoe that shows some skin like a ballet flat, pump or loafer.

Do boots go with jeans men? ›

In autumn and winter, a guy only needs two things to look good: a pair of leather boots, and some quality jeans. Jeans and boots go together so well, and it's actually quite hard to mess up this look (though not impossible, as we'll discover below).

Should men cuff jeans with boots? ›

The general rule is that wide-leg, boot-cut jeans shouldn't be cuffed. Same usually goes for skinny jeans. One has too much fabric, and the other is snug enough already. Cuffing also doesn't work if the denim is too thick—it could feel like trying to roll a newspaper.

What color boots go with jeans? ›

Generally speaking, mid-wash jeans will work with the majority of footwear colours – that's what makes them such good all-rounders. However, lighter shades tend to look best. Think beige, tan and light-to-mid brown suede, light grey and white.

What cut of jeans to wear with boots? ›

Boot Cut. Boot-cut jeans are slim through the hip and waist and open up at the leg to accommodate your favorite pair of boots. These are a staple for any boot-wearer–hence the name!

Do you want boots to be tight or loose? ›

Generally speaking, there should be about one finger's width of space between your longest toe and the end of the shoe. Another way to check this is to slip a finger between the heel of your foot and the heel of your shoe. There should be just enough space for your finger to fit nice and snugly.

Should men size up in boots? ›

Finding Your Perfect Boot Size:

If you are an "in-between" size, we recommend ordering the larger of the two sizes you are between. If your feet are a narrow width (and no narrow sizes are available to purchase), you may need to order a 1/2 size smaller than your normal size.

What boot size should I get? ›

If you don't remember the size, look inside the shaft of the boots or on the inside bottom. If this is your first pair of workboots, normally start with 1/2 a size down from your normal shoe size. If you are between sizes, order 1/2 size up.

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