Fran Lebowitz

Anderson & Sheppard jacket, Hilditch & Key white shirt, cuffed Levi's 501s, cowboy boots The most borrowed formula on this list, and the best proof that a uniform can be tailored rather than plain. The jacket comes from the Savile Row tailor Anderson & Sheppard, the men's white button-down from Hilditch & Key, and the jeans are men's 501s with the hems turned up. Round tortoiseshell glasses finish it, and she insists the rest of New York copied them. Lebowitz settled on the look in her twenties and prefers to call it a formula rather than a uniform. It has held for decades, which is the real achievement: her 1978 book jacket and the Netflix series Pretend It's a City show the same rules at work, so the look never dates.