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1804 N. Damen Ave., Chicago, IL 60647, United States

Style-savvy men frequent this Bucktown clothing boutique to find the latest fashions from both established and emerging designers. Owned by sisters Amy and Sarah Blessing, the spacious wood-and-concrete shop showcases everything from patterned button-downs and well-tailored blazers to raw denim jeans and basic black trousers. The store specializes in clean, classic pieces by designers like Paul Smith, Michael Kors, and Nicole Farhi, although it also carries more eccentric, hard-to-find brands such as Dries Van Noten and Martin Margiela. A variety of accessories, including ties, socks, bags, and cufflinks, rounds out the inventory.

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Apartment Number 9

Style-savvy men frequent this Bucktown clothing boutique to find the latest fashions from both established and emerging designers. Owned by sisters Amy and Sarah Blessing, the spacious wood-and-concrete shop showcases everything from patterned button-downs and well-tailored blazers to raw denim jeans and basic black trousers. The store specializes in clean, classic pieces by designers like Paul Smith, Michael Kors, and Nicole Farhi, although it also carries more eccentric, hard-to-find brands such as Dries Van Noten and Martin Margiela. A variety of accessories, including ties, socks, bags, and cufflinks, rounds out the inventory.