Meryl Streep And Anna Wintour Vogue Cover Gets Devilish

The Meryl Streep and Anna Wintour Vogue cover gave fashion exactly what it loves most: power, polish, and a delicious little identity crisis. Anna Wintour and Meryl Streep fronted the May 2026 issue in images shot by Annie Leibovitz and styled by Grace Coddington, while Greta Gerwig stepped in to moderate their conversation. One woman built the legend. The other made it immortal on screen.

The cover arrived as The Devil Wears Prada 2 heads toward its May 1, 2026 theatrical release, which gave the whole package the sparkle of a press tour with better tailoring. The magazine’s May editor’s letter explicitly tied the issue to the film’s return, placing this glossy encounter right in the middle of the sequel buzz.

Then came the extra fun. A companion cover video staged Anna Wintour and Miranda Priestly in the same elevator, with Meryl Streep sliding back into character for a scene directed by Nina Ljeti. It played like a fashion in-joke told with a straight face and excellent sunglasses. That is the charm here: everyone knows the myth, everyone knows the reference, and everyone is elegant enough to enjoy the game.

The cover works because it never settles for plain nostalgia. It lets real fashion authority and fictional fashion terror share the same immaculate frame, then turns that overlap into entertainment. Meryl Streep even says in the interview that, in returning to Miranda Priestly, she thought honestly about Anna Wintour and what it means to carry that scale of responsibility. Suddenly, the fantasy feels a little sharper, a little smarter, and much more alive.

This moment belongs to the rare fashion image that understands camp, timing, and cultural memory all at once. The Meryl Streep and Anna Wintour Vogue cover did not just sell an issue. It reopened one of fashion’s favorite fictions, gave it a new Prada-lined entrance, and let Miranda Priestly sweep back in without missing a step.