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A modern spin to the classic chukka boot featuring flexible comfort and tailored craftsmanship.

Gentle Souls Men's Albert Chukka Lightweight Boots - Dark Gray

Water-resistant and ready for adventure, the Best Chelsea booties from Gentle Souls by Kenneth Cole pull-on in effortless fashion with a classic silhouette for timeless appeal.

Gentle Souls by Kenneth Cole Women's Best Chelsea Booties - Espresso

Harness straps and ring hardware pair with exposed zips securing a bold moto look in the fresh Barker boots from Gentle Souls.

Gentle Souls Women's Barker Moto Booties - Black Leather

Work to weekend, the Emma 2 booties from Gentle Souls accent casual and dressed up look with casual ruching and exposed zips.