The Real Life Devil Wears Prada with Cynthia Smith

With The Devil Wears Prada 2 coming out, I had to bring on my longtime best friend Cynthia Smith — former Vogue assistant, fashion insider, and the original style icon of our friend group. We talk about our Sex and the City obsession, 2000s fashion culture, Met Gala chaos, celebrity encounters, Paris Fashion Week, and what it was really like inside the world that inspired The Devil Wears Prada. Truly one of my favorite conversations ever. Produced by Dear MediaSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

What this episode covers

With The Devil Wears Prada 2 coming out, I had to bring on my longtime best friend Cynthia Smith — former Vogue assistant, fashion insider, and the original style icon of our friend group. We talk about our Sex and the City obsession, 2000s fashion culture, Met Gala chaos, celebrity encounters, Paris Fashion Week, and what it was really like inside the world that inspired The Devil Wears Prada. Truly one of my favorite conversations ever. Produced by Dear Media See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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This episode was published on May 13, 2026.

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