Anna Wintour Graces Vogue’s Cover

Riley Calderon

Published: April 7, 2026 6:31 PM ET

Anna Wintour has made headlines once again, this time gracing the cover of Vogue alongside Meryl Streep. This marks a significant shift in Wintour’s attitude towards “The Devil Wears Prada,” a film she previously dismissed.

From Dismissal to Endorsement: Wintour’s Transformation

Two decades ago, Anna Wintour reportedly believed that “The Devil Wears Prada” would go straight to DVD. However, her perspective has evolved. Last month, she made a notable appearance with Anne Hathaway at the Oscars, signaling her newfound support for the franchise.

The Vogue Cover

This Vogue cover, a first for Wintour, features both her and Streep, the actress portraying the iconic Miranda Priestly, a character inspired by Wintour herself. The editorial was conceptualized by Vogue editor Chloe Malle, who pitched the idea to Wintour last October. Initially hesitant, Wintour eventually agreed, thanks to Streep’s influence.

A Special Conversation

The cover story features a moderated conversation between Wintour and Streep, facilitated by filmmaker Greta Gerwig. They delve into topics such as fashion, their roles as grandmothers, and Matthieu Blazy’s latest Chanel collection. Notably, the topic of the original film’s production challenges arose, with Streep recalling the difficulties they faced in securing clothing due to fears surrounding Wintour.

The Upcoming Sequel

Wintour’s endorsement comes just ahead of “The Devil Wears Prada 2,” set to release shortly before the Met Gala. Malle has also announced that the original novel by Lauren Weisberger, which inspired the film, will be featured in the Vogue Book Club.

Release Date for “The Devil Wears Prada 2”: Scheduled for May 2025
Vogue Event: Early screening of DWP2 with former assistants invited

A Change of Heart

Over the years, Wintour’s views on the film have transformed. In 2025, she expressed enjoyment of the film, calling it “highly enjoyable” and “very funny.” This participation in the sequel’s promotional activities marks a complete turnaround in her stance.

As the anticipation builds for the new film, it appears that both Wintour and the iconic character of Miranda Priestly remain steadfast in their formidable personas. Wintour’s shift from disinterest to active involvement highlights a fascinating chapter in her relationship with the film and the fashion world.