Anna Wintour Faces Off With Miranda Priestly on Vogue’s May 2026 Cover

By Alexus Mosley

There are fashion covers, and then there are historic fashion moments in which the deepest parts of ourselves always yearned for but never thought possible. And when Anna Wintour sits across from Meryl Streep, dressed as The Devil Wears Prada’s Miranda Priestly on the cover of Vogue, one must pinch oneself to make sure they haven’t gone completely off the edge. We’re glad to inform you that you haven’t, and that this is actually happening.

For Vogue’s May 2026 cover, the two appear side by side most symbolically and deliberately. Wintour, the woman who has shaped the fashion industry’s visual language for decades, and Streep, who immortalized that very authority as Miranda Priestly, now share the same frame. With the styling deepening the narrative, Wintour remains her unmistakable, composed, precise, and anchored self. Streep, meanwhile, leans into her character’s polished, commanding, and just-theatrical-enough performance.

We’ve always known Miranda Priestly wasn’t created in a vacuum, but Anna Wintour has never really been one to entertain the comparison. Her reputation has been built on control, discretion, and a certain distance. Which makes this moment feel more unexpected and even more significant. What can we say? It looks like fashion is having fun again.

Anne Hathaway & Meryl Streep Bring Couture to Tokyo for The Devil Wears Prada 2 Press Tour