Boots are the trendiest item that never seems to go off trend, traverse south, or subside. It’s like they’re literally culturally allergic to the valleys that all “it” items eventually tumble down.

Maybe it’s because they’re hyper masculine, versatile without attempting to be a Swiss Army Knife, and are the one item, save leather jackets that ride the line between rugged and sleek, aggressive and polished.

Brand’s like Timberland and Android Homme show the range the boot has, from rustic to futura, and all things in between. Personally, I trend toward Android, and here’s why.

But under no circumstance will I circumvent a pair of Timbs. I felt like fucking Ma$e when I got my first pair as a kid in the late 90’s.


Having said all that, here are some of the must have essentials for Autumn, the ideal season for boots. Boots are so autumn, they should all come with a pumpkin spice beer, candied apple, Hot Toddy, and NFL Red Zone. Sadly these don’t, but they’re stellar enough to not need the Happy Meal treatment. But feel free to rock them en route to getting your own craft Pumpkin Spice Beer.

As far as a pumpkin spice fall beer goes – I recommend the stellar “Roadsmary’s Baby by southern CT craft brewery Two Roads. It tastes like autumn in New England in a bottle.


But check the boots below.


Upper is made of croc embossed leather, nubuck, suede, and neoprene side panel. The deep textured navy lends itself to crushing lighter colored denim tucked into the high top. Fine Italian Leather on top, with the sole of a futuristic mattress beneath. Travel on.


KINGS ROAD CHELSEA BOOT BY STREETAMMO Chelsea boots are close-fitting, ankle-high boots with an elastic side panel. They often have a loop or tab of fabric on the back of the boot, enabling the boot to be pulled on. The boot dates back to the Victorian era, when it was worn by both men and women.Chelsea boots and some of its variants were considered an iconic element of the 1960s in Britain, particularly the 60’s Mod Wave in London. Thanks to Kanye and Justin Theroux they’re back.



The most unique piece of footwear on Wanderset is above. Black shiny/gray Italian suede gradient leather, handmade in northern Italy, these boots are both retro, futuristic, and Noircore. The Rocketeer and Bruce Wayne in “Batman The Mask Of The Phantasm” would love these, as would possibly late 90’s nightclub goers.

Check the gradient in full below. 



The second Chelsea boot on the list, but this one is far more sartorial, experimental, rustic meets futura, and well, Android Homme-esque. Rock with dark denim tucked in to the top.



From the cornerstone brand in mens boots, from workwear, to the woods, to the block. These elevated, more rustic and artisanal premium editions are ideal for everything from hikes to campus life, to the office, to the bodega.


Joey A.X is a recording artist, producer, and creative entrepreneur who hails from New Haven CT who has always had an eye for fashion and culture and art. He joins The Set as the voice for "Wander". He digs vintage black leather jackets, crude humor, thin crust pizza, speakeasys, film noir, Liverpool Football Club, and doing hood rat stuff with his friends.

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