How to Wear Men’s Boots – A High Level Guide 2022

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If you want to start looking fresh and more mature as a man, boots are a must. You can’t be wearing sneakers all the time and consider yourself to be well-dressed. Sneakers are comfortable but aren’t very stylish.

But if you’ve made the decision to wear boots, you should commit and wear them exactly like they should be worn.

How to Fit Boots

To make sure you stay comfortable while looking classy, the boots you wear should meet a few characteristics.

First, make sure they fit you right. When trying them on for the first time, your feet should feel supported and shouldn’t be pressed against the inside of the boots.

Make sure you can move your ankle and feet without it hurting, if it does then that pair isn’t for you.

Finally, put your finger behind your heel and see if your toes are pressed against the ends, if they don’t then this pair will definitely fit you.

– How to Wear Ankle Boots

These boots are very easy to wear, and can be both worn for casual and official occasions. These can look amazing when paired with a pair of jeans or trousers. Then, you can finish the look with a sweater and overtop jacket.

– How to Wear Combat Boots

This type of boots can look very tough and are actually similar to those worn by soldiers. These classic boots are a very good addition for casual outfits and will give them a rugged feel.

They will also look really good when paired up with clothing items that are somewhat edgy. Dark colors always look better with these combat boots, especially with dark denim or dark leather jackets.

– How to Wear Work boots

Nowadays, everyone wears these boots, not because they need them for work or protection but because they look very cool and stylish.

Not only that but they’re also very practical and comfortable to wear. They look best with jeans, paired with a t-shirt or a button-up shirt. You practically can’t go wrong with these boots.

– How to Wear Timberland Boots

Timberlands have a unique design that lets you spot them from afar. They are high quality and are very durable.

If you’re someone who likes to look fashionable, then these are definitely for you. Wear them with a pair of black jeans, and a simple blazer on top. Finally, if you want to make sure your boots are visible, don’t hesitate to cuff your jeans a bit.

– How to Wear Biker Boots

You don’t have to own a motorcycle to wear these boots, they look great either way. Just like combat boots, they look very tough and edgy.

Partner these boots with a pair of dark skinny jeans, a grey, simple t-shirt, and finish it with a rugged, dark leather jacket to add even more ruggedness to your look.

– How to Wear Lace-up Boots

Lace-up boots are some of the most comfortable type of boots you can get your hands (or feet) on. You can get them in either brown or black, and would look great with a range of different styles.

These boots are for the more edgy/different type of looks. Pair them with some trousers, a sweater, or even a sophisticated shirt.

– How to Wear Chelsea Boots

Chelsea boots are more on the comfy side of the spectrum. Their look also allows them to be paired with both casual and formal clothes.

To wear them formally, simply wear them with your favorite suit and that’s it. For a casual look on the other hand, wear some jeans, a t-shirt, or even a turtleneck if the weather allows it.


It’s not enough to grab a pair of boots to look more stylish. There are some unwritten rules that you need to be aware of in order to look stylish, and more on the classy side.


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