Today my guest is Jessica Willis, fashion director of The Cut at NY Magazine, and the stylist behind some of the most important cultural moments of recent years. She's worked on Solange’s album 'When I Get Home' and Kendrick Lamar’s music videos for 'Not Like Us' and 'Squabble Up'. In February 2025, she styled the entire ensemble cast for his Superbowl halftime show - the most viewed in history. She's also responsible for The Cut's stunning cover story with Rama Duwaji, the new first lady of New York.
Here, we discuss the items of clothing that chart Jess' impressive rise through costume design, music and fashion. From a tongue-in-chic pair of Chanel boots, to a Prada dress with a dramatic history.
A reminder that you can also watch the video episode and see pictures of Jess' chosen items - find both in the accompanying newsletter here.
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