Meryl Streep will date Anna Wintour at Milan Fashion Week

Fiction and reality were met at Milan Fashion Week.

On Saturday, September 27th, Meryl Streep made a surprise appearance at the Spring/Summer 2026 show at Milan Fashion Week as fashion boss Miranda Prada 2 while filming fashion boss Miranda Prada 2.

Streep, 76, sat in the front row at the show next to her co-star Stanley Tucci, who appeared to be a character as Nigel Kipling, the film’s runway art director. Costar Simone Ashley also sat behind a fictional fashion icon and appeared together after the show. Ashley plays a new character in the highly anticipated sequel.

Before joining the show, 75-year-old Streep and Wintour met each other and the pair seemed to be getting along beautifully, as seen in a video posted to Instagram by Vogue. In the clip, Streep and Wintour shared a hug and chatted happily as they stood by the leopard print interior.

Streep wore the character’s signature white-gray cropped hairstyle, and was dressed in Full Miranda Priest Mode in a latex camel-colored trench coat with a leopard print belt and matching clutch, black trousers, white sunglasses and a satin pump.

Meanwhile, Wintour wore a colorful floral maxi dress with hekinskin heeled boots. She decorated her outfit with a gold chain necklace and stacks of black sunglasses while she had her long-standing bob haircut.

Tucci, 64, wore a black shirt, a gray waistcoat and matching tailored pants, while Ashley (30) looked chic in a D&G brand high-waisted gold mesh skirt, black sunglasses and a black mesh corset with gold hoops.

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Streep’s appearance at Milan Fashion Week comes after the Oscar winner pioneered Miranda’s charming red ball gown when he filmed an event like the Met Gala of Devilwear Prada 2 in August.

Streep and Tucci were joined by several actors who filmed scenes for the sequel to the American Museum of Natural History in New York City.

Devil Wears Prada 2 will see several cast members return from the original 2006 film The Devil Wears Prada. Anne Hathaway will be seen on-screen as Miranda’s senior personal assistant Emily Charlton, including Andrea “Andy” Sachs and Emily Blunt.

According to Variety, the sequel follows the priest.

Devilware Prada 2 is scheduled to be released on May 1, 2026.