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If you haven't had a proper bra-fitting since you were a tween, head to Intimacy's new flagship store, where lingerie experts are ready to make you over Tim Gunn--style. Staffers have all been through owner Susan Nethero's "bra boot camp," and they're ready to size you up in any of the 11 dressing rooms or teach you why (bra) size does matter during a free 30-minute consultation. Select Chantelle bras run $62 to $84, sports bras are $50, and Hanky Panky underwear runs from $12 to $75.

Find more shops at Time Out New York.