VIDEO: Meryl Streep’s Miranda Priestly Meets Anna Wintour in Milan Fashion Week

Milan Fashion Week delivered a full-circle fashion moment when Meryl Streep, in character as Miranda Priestly, greeted Vogue icon Anna Wintour — the real-life inspiration behind her “Devil Wears Prada” role.

On Sept. 27, Streep reportedly attended Dolce & Gabbana’s Spring/Summer 2026 show in Milan while filming the highly anticipated sequel. She sat front row alongside costar Stanley Tucci, reprising his role as art director Nigel Kipling, and newcomer Simone Ashley. Streep, dressed in a latex camel trench coat with leopard-print accessories, greeted Wintour backstage. The two hugged and chatted warmly, a moment captured in a video posted by Vogue, where Streep even joked, “This is my first fashion show.”

See more

The fashionable encounter came as filming for “The Devil Wears Prada 2” ramps up. The sequel, set to release May 1, 2026, reunites much of the original cast — including Streep, Tucci, Anne Hathaway, and Emily Blunt — while introducing new faces like Ashley, Lucy Liu, and Justin Theroux.

---

Anna Wintour’s Cameo Rumors Addressed

Wintour’s appearance with Streep and Tucci immediately sparked speculation that she might appear in the film. However, Entertainment Weekly confirmed she will not have a cameo in the sequel despite the long-rumored possibility.

According to EW, Wintour’s Milan meeting with the cast was separate from filming, though it still fueled excitement. A faux Vogue article tied to the Milan shoot described Miranda Priestly’s “surprise appearance” at the show with Nigel Kipling and a “mystery new hire,” confirming Ashley’s new role. The storyline will reportedly follow Priestly as she returns to the fashion frontlines after stepping away from the spotlight.

Though she won’t be seen onscreen, Wintour’s influence remains central. Lauren Weisberger’s 2003 novel, the basis for the 2006 film, was inspired by her time as Wintour’s assistant at Vogue, and the magazine editor’s iconic office was meticulously recreated for the movie. Director David Frankel has said Wintour herself attended the first screening in New York and “showed she had a great sense of humor” about the portrayal.

---

Wintour’s Take on “The Devil Wears Prada”

Despite being the reported inspiration for Miranda Priestly, Wintour has repeatedly expressed her enjoyment of the film. Earlier this month, she told New Yorker editor David Remnick that she saw the portrayal as more of a “caricature” than a true reflection. “I found it highly enjoyable. It was very funny,” she said, adding she often jokes with designer Miuccia Prada about how beneficial the movie was for her brand.

She also praised the cast including Streep, Hathaway, and Blunt, and said the movie gave audiences a fair look at the “hard work that goes into the making of a magazine.”

With Streep and Tucci back in character, Ashley stepping into the spotlight, and Wintour’s presence off-camera reminding fans of the story’s roots, “The Devil Wears Prada 2” is shaping up to be one of 2026’s most anticipated films. As Wintour once put it: “In the end, I thought it was a fair shot.”

The post VIDEO: Meryl Streep’s Miranda Priestly Meets Anna Wintour in Milan Fashion Week appeared first on EntertainmentNow.