Anna Wintour Is on the Cover of ‘Vogue’

Twenty years after reportedly saying that The Devil Wears Prada would go straight to DVD, Anna Wintour seems to have changed her tune. She’s now a fan and is willing to play along for the sequel’s promo. Last month, she appeared with Anne Hathaway at the Oscars. Now, she’s gracing the cover of Vogue for the first time alongside Meryl Streep, whose Miranda Priestly is, of course, a fictionalized version of Wintour.

According to her editor’s letter, this was actually Vogue editor Chloe Malle’s idea. Malle wrote that she first pitched the idea to Wintour last October, but her mentor told her, “That’s very flattering, Chloe, but it’s not really my style.” Months later, it was actually Streep who managed to convince Wintour to join her on the cover (shot by Annie Leibovitz, obviously).

The resulting story is a conversation between Wintour and Streep, moderated by Greta Gerwig. In it, they discuss fashion, being grandmothers, and Matthieu Blazy’s Chanel, only briefly touching on the fact that Wintour and Vogue wanted nothing to do with the first movie. Streep made passing mention of it at one point, saying, “Well, everybody was afraid of Anna on the first one, so we couldn’t find any clothes. Nobody would give us any clothes.” Wintour did not comment on that.

Wintour and Vogue are now all in on The Devil Wears Prada 2, which comes out just days before the Met Gala. In addition to the cover, Malle announced in her letter that the original film’s source material, The Devil Wears Prada novel written by former Wintour assistant Lauren Weisberger, was going to be the next pick for the Vogue Book Club. Later this month, the magazine will be hosting an early screening of DWP2, with Malle vowing to “invite as many former assistants to Anna as we can find.”

If you can’t beat ’em, join ’em! Back in 2021, director David Frankel told Entertainment Weekly that Wintour once took her hand out of their handshake when he told her he was behind the film. A few years later, in 2025, Wintour told New Yorker editor David Remnick that she actually found the movie “highly enjoyable” and “very funny.” And now here she is, a totally game part of the sequel’s enormous press tour. The trailers for DWP2 do not make it seem like Miranda has softened at all in the last 20 years, but maybe Anna has.