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Men's Leather athletic walking Moto Boots OS-5008-S-2 Vintage Brown
Men's Leather athletic walking Moto Boots OS-5008-S-2 Vintage Brown
$141.99 USD
No reviews
Men's Leather athletic walking Moto Boots OS-5008-S-3 Retro Darkbrown
Men's Leather athletic walking Moto Boots OS-5008-S-3 Retro Darkbrown
$141.99 USD
No reviews
Men's Leather athletic walking Moto Boots OS-5008-S-5
Men's Leather athletic walking Moto Boots OS-5008-S-5
$141.99 USD
No reviews
Men's Leather athletic walking Moto Boots OS-5008-S-8-Classice-Black
Men's Leather athletic walking Moto Boots OS-5008-S-8-Classice-Black
$141.99 USD
No reviews
Men's Leather athletic walking Moto Boots OS-5008-S-8-Leopard
Men's Leather athletic walking Moto Boots OS-5008-S-8-Leopard
$141.99 USD
No reviews
Men's Leather athletic walking Moto Boots OS-5008-S-8-PHair-A
Men's Leather athletic walking Moto Boots OS-5008-S-8-PHair-A
$141.99 USD
No reviews
Men's Leather athletic walking Moto Boots OS-5008-S-8-PHair-B
Men's Leather athletic walking Moto Boots OS-5008-S-8-PHair-B
$141.99 USD
No reviews
OSSTONE Men's Leather Steampunk Ankle Motorcycle Kilt Captain Chukka Boots
Men's Leather Chukka Boots
$149.99 USD
1 review
Mens Heeled Chelsea Boots
Mens Heeled Chelsea Boots
$179.99 USD
No reviews
Save $40.00
Osstone Retro Blue leather boot with a zipper
Moto Boots Zipper-up Leather Chukka Boots Retro Style OS-5008-8-Retro-US
$179.99 USD $219.99 USD
No reviews
OSSTONE Dress Boot for Men Leather Glitter Chukka Designer Boots Casual Heel Shoes Zipper-up
OSSTONE Dress Boot for Men Leather Glitter Chukka Designer Boots Casual Heel Shoes Zipper-up
$139.99 USD
No reviews
OSSTONE Men's Double Side Zipper Ankle Boots 5008-1-H-GREEN
OSSTONE Men's Double Side Zipper Ankle Boots 5008-1-H-GREEN
$139.99 USD
No reviews

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30-Days Return

Timeless. Versatile. Effortless.

Osstone Chukka Boots bring together timeless design and modern comfort. Each pair is handcrafted with retro craftsmanship and a hand-stitched welt, using premium cowhide leather that feels broken-in from day one. Finished with lightweight, durable rubber soles, they’re perfect for everything from casual weekends in jeans to smart-casual looks with chinos or a blazer. Stylish, versatile, and built to last—Chukkas that truly fit your lifestyle.