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Ms. DKNY has a practical bent, so she packs light: neutral tones of khaki, gray, and navy, in easy fabrics like washed silk and cotton, jersey, and lightweight wool. Since traveling beyond the 212 area code counts as exotic in her book, she might grab a safari jacket or perhaps the loose silk trench that doubles as a dress. A few pairs of soft, low-slung pants, a slim skirt worn with a tiny yellow chiffon hoodie, or a snug silk tank (cinched with the thinnest snakeskin belt) will take her at least as far as the first rest stop.
For exploring the nightlife options across America, our heroine will throw in a couple of colorful little silk dresses, or shock the natives in a hot-hued chiffon dress or poncho—which, conveniently, becomes a beach cover-up when she finally stops to admire the sunset over the Pacific.