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$175 ($350)
Buy at stuartweitzman.com

The JAQI sneakers deliver the SW take on the popular chunky sneaker trend. Despite their deliberately exaggerated silhouette, these low-tops are effortlessly polished thanks to a modern monochromatic design. They are crafted from leather — featuring a subtle W-shaped motif on the vamp — and finished with a bold rubber platform sole. Temper the laid-back look with a luxe sweater and buttery leather skirt or play up the sportif factor with sleek turtleneck and tailored cargo trousers.

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