The first image of Carolyn Bessette-Kennedy that truly stayed with me was disarmingly simple: a black coat, hair slightly tousled, Selima Optique sunglasses, Levi’s bootcut jeans, and a pair of bright yellow loafers. She was wearing python yellow loafers from a mid-1990’s Prada collection—an incredibly rare style that I would think about for years. The unusual yellow hue and python texture felt almost private, a way of asserting personality without disrupting the quiet uniform she became known for. Those shoes eventually inspired me to source an entire collection of her most iconic footwear, a process that took over a year of meticulous second-hand sourcing. For those who are looking to source her exact pieces, I always suggest studying her street style photos—you’d be surprised by the nuance and precision of her choices.