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Meryl Streep and Anna Wintour Share Stylish Reunion at Milan Fashion Week 2025

Meryl Streep and Anna Wintour crossed paths at Milan Fashion Week 2025, recreating a moment many feel echoes 'The Devil Wears Prada.' Their warm encounter highlights how art and real life remain intertwined in the worlds of style and culture.

By Ankita Banerjee
New Update
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Image Courtesy: Hindustan Times

Actress Meryl Streep and fashion editor Anna Wintour, two cultural and fashion icons, met in first row seats at Milan Fashion Week 2025 on 27th September, smiled warmly, and created a real-life echo of 'The Devil Wears Prada.' The meeting between the actress who made Miranda Priestly iconic and the woman who inspired her has swiftly emerged as the fashion season highlight.

A Front-Row Moment to Remember

Meryl Streep and Stanley Tucci acted in character (or in tribute) as Miranda Priestly during the Dolce & Gabbana event in Milan, where 'The Devil Wears Prada 2' was being filmed. Anna Wintour, who has long been considered one of the real-life sources of inspiration for the Priestly archetype, was seated close by. Cameras captured Streep and Wintour meeting one other as models strutted the runway in lingerie-inspired costumes and soft pajama patterns. Especially in the public spotlight of Milan Fashion Week, their moment together in the front row—smiles, nods, and subtle recognition—felt symbolic.

Miranda Priestly meets Anna Wintour at Milan Fashion Week | GMA News Online

Image Courtesy: GMA Network

Streep leaned into the atmosphere of the role she is closely associated with, wearing exquisite, gloom-tinged clothing with her characteristic calm elegance. Wintour, who is renowned for her exquisite tailoring and understated yet commanding demeanor behind dark spectacles, answered warmly. According to witnesses, their conversation was lovely and focused more on respect for one another than on fanfare.

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Behind the Glamour

There is more to Streep and Wintour's relationship than just appearance. In the 2006 film 'The Devil Wears Prada,' Streep played Miranda Priestly, a fictitious editor of a fashion magazine with a cold personality who is frequently thought to be at least partially modeled after Wintour. 

Meryl Streep and Anna Wintour on Miranda Priestly

Image Courtesy: Bravo TV

When queried about the resemblance on numerous occasions, Wintour has said in passing that the character is a composite, a fictional exaggeration rather than a document-style picture. 
Wintour has accepted her place in fashion history with her characteristic poise and influence, while Streep herself has discussed in recent years how playing that role influenced certain aspects of public view.

The timing of their meeting is further enhanced by the fact that 'The Devil Wears Prada 2' is currently under development, with scenes shot in Milan. Their interaction is a reminder that the narratives we create about identity, power, and style are still relevant as Milan Fashion Week continues to reveal creations that push boundaries.

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