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Updated by HELM Boots on Jan 11, 2017
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The 5 Types of Boots for the Style-Conscious Gent

It’s not only important to keep a few pairs of boots if you want to get through the autumn and winter seasons, but it’s also crucial to pick the right types to complement your every look, no matter what the weather is. is your ultimate source of the newest and most popular arrivals.


Chukka Boots

Similar to their desert boot cousins in terms of height, size, and shape, the Chukka boot became an important casual footwear in the mid 20th century, and continues to be a casual staple in this day and age. Unlike desert boots with crepe soles, the Chukka boots come in rubber or leather soles, which make them a classier and sturdier alternative. Whether you need to dress up or down, you can always get away with a pair of leather Chukkas.


Wingtip Boots

Often used interchangeably with brogue, a wingtip is actually a type of brogue boot, characterized by intricately patterned perforations and detailed stitching. More commonly seen in formal settings, the wingtips are traditionally matched with suits and look best in black or chestnut leather. Yet this timeless footwear is casual enough to end up under a pair of jeans or cords


Chelsea Boots

After making a comeback in the recent years, it’s hard to imagine not having a pair of these 19th century classics. The ankle-high, close fitting Chelseas were originally made for Queen Victoria by shoemaker J. Sparkes – Hall. The boots rose to even more prominence during the 1960s, when the Beatles started the trend of suits paired with Chelseas.

The boots are characterized by their elastic side panels, making them even easier to slip on. The simplicity of its design makes the Chelsea very easy to incorporate into the modern-day wardrobe.


Duck/Bean Boots

A real game-changer, the duck boots are a perfect combination of comfort and functionality, thanks to L.L. Bean who came with his feet soaking after a hunting trip. Designed to keep your feet protected from rain or snow, the duck boots are a must-keep, especially during the winter seasons.

While modern iterations of the boot are being produced, they originally come with leather uppers and brown rubber bottoms.


Hiking Boots

Finally, hiking boots deserve our number one spot because of their extreme versatility and durability. While definitely made with the outdoor guys in mind, these bad boys can be used to trek the city as well.

There’s no problem wearing them in the woods or in the mountains, but if you want to wear them in the metro, it’s easy to rock a pair of hiking boots with some rugby tops and even Oxfords.

Investing in a quality pair of boots can be costly in the beginning, but is sure to pay itself over the long haul. For more of our collection of men's fashion boots, feel free to check out