28 Best Men’s Boots to Buy in 2021: Stylish Boots for Men


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The Chelsea boot is more than a passing trend—it’s an icon that has withstood the test of time. in 1851, royal shoemaker Joseph Sparkes-Hall created the slip-on boot that mimicked traditional riding boots, but with one slight alteration: an elastic side-band to promote ease. Though popular amongst high society, the coveted boot wouldn’t receive its name until 100 years later, nodding to the musicians, writers, and artists who donned the boot in the London borough of Chelsea. (They were even a favorite amongst the Beatles.)

Walking the line between rock ‘n’ roll and the Saville Row elite, the boot’s appeal lies in its ability to span multiple sensibilities. Whether you’re a roll-up jeans type of man or you prefer tailored trousers, there’s a Chelsea boot for you. Most recently, the signature footwear choice has entered a new era, one that taps the chunky lug sole trend that has dominated Instagram over the last year. Take inspiration from Alexander McQueen and Bottega Veneta who have been leading the charge on newer iterations.


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