When he first arrived in New York, Aucoin was putting makeup on test models for free to build up his portfolio before he was discovered by Vogue. For the next year and a half, he worked daily with Vogue photographer Steven Meisel. In the three years following his first Vogue shoot, he did a total of 18 more. In 1984, he collaborated on Revlon’s Nakeds line, the first line based solely on skin tones. However, his Vogue cover shoot with supermodel Cindy Crawford in 1986 took his career in a new direction. During 1987-89, he did nine Vogue covers in a row, and an additional seven Cosmopolitan covers. At his peak, he would often be booked months in advance and could command as much as $6,000 for a makeup session.