Uploaded May 2026 | Updated September 2026, 2 weeks ago

---

Anna Wintour looks back on two of her most memorable Vogue covers: her very first cover, which was so unexpected the printers thought it was a mistake, and Michelle Obama’s landmark cover photographed before President Obama took office.

In this interview clip, Wintour reflects on the Christian Lacroix T-shirt and jeans cover, why it became one of her favorites, and what it was like working with Michelle Obama and Annie Leibovitz on a cover she remains especially proud of.

#annawintour #vogue