Milan Fashion Week is always full of surprises, but this year it delivered something unforgettable — Anna Wintour came face-to-face with Miranda Priestly, the character famously inspired by her. On 27 September, Meryl Streep arrived at the Dolce & Gabbana Spring 2026 show dressed head-to-toe as her iconic character from The Devil Wears Prada.
Meryl Streep Steps Back Into Character
Streep fully embraced the role, wearing the signature cropped haircut, oversized sunglasses, and a classic trench coat that defined Miranda Priestly on screen.
Fans in attendance erupted with excitement, instantly recalling the cult classic’s most memorable lines.
The encounter happened backstage, where Streep, still in character, toasted the Dolce & Gabbana designers before sharing a rare, warm moment with Wintour.
The Vogue editor arrived in a beautifully tailored couture dress and her signature bob hairstyle.
A Playful Exchange Captured on Camera
The meeting was immortalized on Vogue’s Instagram.
In the clip, Streep’s Priestly leaned into her sharp but charming persona, complimenting Wintour with the words, “You look so beautiful,” before joking, “This is my first fashion show.”
The video quickly spread online, showing the mix of joy, nostalgia, and respect between the real-life fashion powerhouse and her fictional counterpart.
The Devil Wears Prada Returns
This glamorous reunion isn’t just for fun — it comes as filming continues for The Devil Wears Prada 2, confirmed by The Hollywood Reporter.
The sequel will tackle the decline of print magazines, a theme that mirrors Wintour’s own influence and challenges at Vogue.
Returning alongside Meryl Streep are Anne Hathaway and Emily Blunt, reprising their roles as Priestly’s former assistants who now navigate new spaces in the fashion industry.
The sequel is scheduled for release on 1 May 2026, including cinemas across South Africa.
Anna Wintour on the Original Film
Interestingly, Wintour herself has expressed fondness for the first film.
In a recent podcast, she admitted: “It was Meryl Streep, which was fantastic. I found it highly enjoyable and very funny.
It’s something Miuccia Prada and I talk about a lot; it was really good for her.”
Her openness has only added to the excitement surrounding this cultural crossover moment.
Fashion and Film Inspire Each Other
The Milan encounter was more than a playful cameo — it was a reminder of how fashion and film feed off each other’s influence.
For South Africa and other growing fashion hubs, it highlights the global stage where creativity, power, and style collide.
This rare meeting of Anna Wintour and Miranda Priestly wasn’t just entertainment; it was a symbol of how timeless stories and real-world icons continue to inspire new generations.