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Donning comfortable clothing doesn't have to mean dressing like a slob, a point made clear at Shon McCarthy and Jamel Simmons's LES ladies' boutique, Lolli by Reincarnation. The spare, 1,600-square-foot space is filled with the duo's laid-back yet stylish designs, which include hand-crocheted tops, reworked vintage threads and superluxe hand-cut leather goods, like the signature "Lolli" bag, a slouchy lambskin hobo ($300). Polished pieces such as a hand-dyed chocolate-brown cotton dress from the early 1900s ($350) and a cropped "Sergeant Pepper" leather jacket with brass buttons ($675) are vast improvements over a T-shirt-and-sweatpants ensemble.

Find more shops at Time Out New York.