How to Choose the Best Boots for Men? [Ultimate Guide]

how to choose best men's boots

With regards to must-have footwear for men, various types of boots for men are at the top of the list. Not only are these comfortable and practical wear, but at the same time, there are so many different types of men’s boots that they lend flexibility, style quotient and even some kind of snazzy jazz to your fashion image.

How to Select Perfect Boots For Men?

These days there are so many different kinds of men’s boots, that any would-be buyer can be left overwhelmed whether he walks into an offline store or looks for an online shopping option. But with our expert guide below on how to select the best types of boots for men, you will find the best ones easily to effortlessly match your style.

1.  Size

Always select a shoe size that fits you well at the end of a hectic day when your feet are a little larger than normal due to the whole day’s activities. Try them and see if your toes can wiggle inside freely, and you are comfortable inside the boots. Walk around and select a pair of any type of boots for men that is comfortable while walking.

2.  Heel Measurements

Heeled Boots for men's

Always carry a heel size that you can carry all day around/long and not just momentarily to any special occasion because you never know when you might have to slip in or slip out of any situation. So the ideal size of heels is between one inch to two inches. Beyond that it depends on the personal comfort level which kind of heel will suit all different types of men’s boots that you select.

3. Arch of the Foot

Arch of the Foot
Boot Chelsea Shoe Man Luxuryshoe Marten

Some people have a normal arch of the foot, while others have some kind of difference by birth or due to some accident. In such cases, go for shoes that you feel comfortable in or a shop that provides arch support, or else you may face foot pain or bunions in future. So it’s better to select the right types of boots for men and the arch than to have issues later.

4. Check for the Toe Box

What is a toe box and how to choose boots for men keeping it in mind? Well, the toe box is nothing but the ideal space that must be there between your toes and the front end of your shoes. After having worn the shoe fittingly, ensure that there is a half an inch gap between your longest toe and the front end of the shoe.

Otherwise, your toes will get bruised while walking by rubbing against the inside front of the shoe. Similarly, even the back of the shoe must have an eighth of an inch gap, so that the back of the foot also doesn’t bruise away.

5. Type of Soles

As are different types of men’s boots, so are the different types of soles for the same. The point here is that neither the sole must be too hard, nor it must be too soft, so as to be just right on the pressure points of the foot sole. The whole idea is that the foot must have ample movement, correct art support as well as right pressure on the foot so as to develop no pain or ailment.

Sole of Boots

Some people feel that having a soft sole is ideal, but it is not. Acupressure science says that a soft sole means the absence of the right amount of pressure on the sole, which can be overall bad in the long run. The same reason why in the olden days only leather.

6. Type of Occasion

men's boots to wear in occasion

Selecting types of boots for men as per the occasion is a great idea if you have time. Like the Oxford Boots and Derby Boots can be worn on formal occasions while Chukka boots are ideal for casual occasions. But if you aren’t too sure, when and how you will end up during the day, then go for dress boots. We will share more about these and more boots below to make you learn which kinds of boots can be worn.

5 Types of Boots Every Man Should Own

5 Types of Boots Every Men Should Own
Men’s Boots Styles

1. Chukka Boots For Men’s

The legend goes that the Chukka Boots got their name from the game of Polo which in older times came to be known as Chukka. Among the different types of men’s boots, these are the ones that are laced up and come mostly in leather uppers and rubber soles.

Chukka Boots for men's

How to Wear Chukka Boots?

These types of boots for men look great with jeans and chinos alike. Depending on one persona to another persona you can wear these types of dress boots with semi-formal dress shirts or T-shirts to style yourself up extraordinarily.

2. Work Boots

Among the different types of men’s boots, the work boots for men are identified by their tough looks, feature waterproof and yet breathable lining with thick and heavy soles.

Work Boots for guys

How to Wear Work Boots?

Earlier worn only by construction workers, today these tough and viable boots are additionally worn with relaxed outfits and have become a fashion statement among the youngsters. Most usually planned in a light earthy colored tone, these shoes are quite elegant shoes. Because of their casual appearance, they will quite often look best with jeans and a T-shirt.

3. Brogue Boots For Men

Among the most stylish types of dress boots, these types of boots for men are ankle-high boots with multiple-piece, sturdy leather uppers. The uppers have decorative perforations, also known as broguing, and hence the name. And these serrations are visible all along the edges like a sleek design.

Brogue Boots for men

How to Style Brogue Boots?

The best part of Brogue Boots is that nowadays these come in various colors, hence depending on the color, these can look great on both formal suits as well as jeans and other casuals. The only styling tip is that these look great on ankle-length pants/trousers or jeans that are slim wear so that the brogues are clearly visible and enhance the style!

4. Monk Strap Boots For Guy’s

A closed-toe version of the strapped sandals, monk strap shoes originated in the 15th century. Originally worn by the monks, these became a fashion statement later with three versions – Single Monk Strap, the Monk Strap and Triple Monks Strap, depending on the number of buckles and straps they had. 

3 type of Monk Strap Boots for guys

How to Wear Monk Boots?

The single monk strap can be worn with both formal and semi-formal attire, but the double and triple monk strap shoes are ideal for casual outfits only. 

5. Chelsea Boots For Guy’s

Ankle-length close-fitting boots that have an elastic side panel are identified as Chelsea Boots. These are among the most stylish types of dress boots.

Chelsea Boots for men's

How to Style Chelsea Boots?

Leather Chelsea boots look ideal as formal ones, but when you wear brown, suede Chelsea boots you can wear them with casual outfits too. Black and Tan leather Chelsea boots look great with a men’s suit, but the other informal Chelsea boots tend to look great when paired with jeans and T-shirt. A blazer or jacket thrown in will be icing on the cake with types of boots for men.

6. Jodhpur Boots For Men

Jodhpur boots are a type of riding boot, named after the city of Jodhpur in India. They are mostly available in black or brown color. They are often decorated with intricate stitching. They typically have a low heel and close-fitting leg, making them ideal for riding. The boots often have an elastic panel or strap at the ankle, which helps keep them snugly in place. Jodhpur boots are a popular choice for riding, hunting, and other outdoor activities.

men's boots to wear in occasion

How to Style Jodhpur Boots?

If you are thinking about how to wear men’s boots the most stylish possible way, here are a few tips on Jodhpur boots style. For a casual look, pair jodhpur boots with your favorite pair of jeans. Add a chunky sweater or denim jacket for extra warmth. For a more polished look, try pairing jodhpur boots with a tailored blazer and cigarette pants.

7. Ankle Boot For Male

Ankle boots cover the ankle and extend up the leg. They are typically made of leather or suede, and often have laces or zippers up the front. While they were once primarily worn by men who worked in construction or other manual labor jobs, ankle boots have become increasingly popular as a fashion item in recent years. Whether you’re looking for a rugged pair of boots to wear on the job or a stylish pair to wear out on the town, there’s sure to be a pair of ankle boots that’s perfect for you.

Ankle Boots

How to Wear Ankle Boots?

Here are some more men’s boots with outfit ideas. For a casual look, pair ankle boots with jeans or khakis. For a more formal look, try pairing ankle boots with chinos or dress pants. 

8. Snow Boots For men

If you are thinking about how to choose Winter boots, try Snow boots. These are a type of footwear specifically designed for winter weather conditions. They are typically made from waterproof and insulated materials to keep your feet warm and dry in the snow. Many snow boots also have fur or other types of lining for extra warmth. Some Snow boots even have heated elements built in. Some are designed for particular activities like hiking or sledding, while others are simply meant for everyday wear.

Snow Boots for men's

How to Wear Snow Boot?

Thinking about the best possible way to wear boots with jeans for men? Pair Snow Boots with jeans for a casual look. To add some extra warmth, wear socks underneath your boots. Finally, accessorize with a cap to complete the look.

9. Combat Boots For Men

Combat boots are a type of footwear designed originally for soldiers to wear in combat. These boots usually have a thick sole and a higher heel to provide extra support and stability when walking or running. The boots’ upper is usually made from tough leather or fabric to protect the foot from debris. Combat boots come in different sizes and styles to suit different needs.

Combat Boots for men

How to Style Combat Boot?

One way to style combat boots is to wear them with jeans. This look is casual and comfortable. Whatever you choose to wear your combat boots with, make sure that the rest of your outfit is simple and streamlined. With the right outfit, combat boots can take your style to the next level

10. Wingtip Boots for men

Wingtip boots feature a small, pointed flap at the toe. This design element is known as a wingtip, and it was originally used on dress shoes for men. However, wingtip boots can be worn by both men and women, and they come in a variety of styles. While some wingtips are purely decorative, others serve a functional purpose, such as helping to keep the foot warm or dry. No matter what the purpose, wingtip boots add a touch of style to any outfit.

Wingtip Boots

How to Wear Wingtip Boot?

Wingtip boots are a great way to add a touch of style to any outfit. They can be worn with jeans, chinos, or even a suit. For a more casual look, pair them with dark wash jeans and a flannel shirt. To get a dressier look, pair them with a tailored suit or skinny trousers.  Whatever your style, wingtip boots are a great way to add a little personality to your look.

3 Things to Ignore While Wearing Boots 

When it comes to wearing boots, there are a few things that men should ignore:

  • Don’t worry about whether or not your socks match. Unless you’re going for a formal look, mismatched socks can actually add a bit of personality to your outfit. 
  • Don’t be afraid to experiment with different styles of boots. There are so many great options out there, from rugged work boots to stylish dress shoes. 
  • Stop worrying about getting a little dirty. Boots are made to be worn in all kinds of weather, so don’t worry about getting them wet or muddy. After all, that’s what they’re made for! 

So next time you pull on your boots, just relax and forget about all the little details.

These days there are so many different kinds of men’s boots that it has become very easy to maintain harmony among formal and casual outfits for men. The above-listed types of dress boots are effortless yet fun and come in an assortment of styles. Thus, we hope that our guide on how to choose boots for men will help you look dapper every time you step out from now onwards. So cheers to you!


  1. How tight should boots fit at first?

Not tight, but your boots should feel snug on your forefoot, have adequate space in the toe box, and the heel should not slide more than a quarter of an inch.

  1. How to maintain boots?

You should protect your boots from harsh weather conditions, like heavy rain or snow. If the boots are made of leather, condition them to maintain the shine. Add a thin rubber sole to the existing sole of your boots to make the sole last longer. Store tall boots with boot shapers. Use leather creams to protect the color and shine of the leather boots. And finally, wipe down your boots once you are done wearing everyday with a dust bag

  1. What can I wear with black boots for men?

Black boots have a classic touch that can look good with both formal and informal outfits. You can wear a polo neck t-shirt and chinos with black boots. Grey chinos also look casually classic when you team them with black boots. A beige overcoat and white chinos with black boots look sophisticated and perfect as formal wear. 

  1. Can I wear black boots with jeans?

Without a second thought, you can wear black boots with blue or black jeans to look casual and stylish.

No wonder boots for men are no longer confined to the winter season but worn all year round, depending on their type. But before we discuss different kinds of men’s boots let’s first learn step by step how to choose boots for men towards happy feet! Because only happy feet will lend you great confidence and style.

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