Black Grain Chelsea Boots

Combining luxury craftsmanship and high-performance running technology, Fliteless’ line of dress shoes (and now boots) are as light as sneakers. This pair—a durable and minimal Chelsea boot—is made in Portugal, with a black grain Italian leather upper and natural rubber outsole. But, the most impressive feature is the insole, which is outfitted with what the brand calls a “soft bounce” sole. The boot is meant to feel like you’re wearing sneakers—making your time on your feet more comfortable.

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