Guess

This streetwear brand’s jeans covered the butts of every cool girl in the ’80s, and this two-story flagship (the largest Guess store in the U.S.) keeps it on our radar. The gargantuan shop—Guess’s third location in Manhattan—is designed in a red, white and black color palette and holds the entire men’s ($29–$168), women’s ($29–$328) and accessories ($18–$2,700) collections. Find classic dark skinny jeans ($128), owl-shaped pendant necklaces ($75) and chain-strap leather bags ($115). Ballers can shell out on Swiss-made watches, such as men’s croc-embossed leather-strap time-tellers ($2,700).