Anna Wintour's Milan Moment: Meryl Streep, Devil Wears Prada 2, and a Viral Hug
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Anna Wintour's Milan Moment: Meryl Streep, Devil Wears Prada 2, and a Viral Hug
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Anna Wintour made headlines over the past week with a high-profile appearance at Milan Fashion Week, where she was seen warmly greeting Meryl Streep in a moment that sent social media into a frenzy. Vogue’s Instagram showcased their hug and exchange, with Wintour quipping, I can’t believe you flew from New York to Milan. Streep, delighted and playful, revealed it was her first-ever fashion show and both women wore their signature sunglasses, prompting fans to call the encounter iconic according to reporting from US Weekly and Reuters. The public embrace instantly went viral, with viewers looping the clip and commenting on seeing two legends together.
The meeting was especially notable as Streep appeared to be channeling Miranda Priestly, the famously frosty editor inspired by Wintour herself in The Devil Wears Prada. This wasn’t mere nostalgia: filming for The Devil Wears Prada 2 was underway at the event, with Streep joined by costars Anne Hathaway, Emily Blunt, and Stanley Tucci in full Dolce & Gabbana. Images shared by Vogue and coverage in The Associated Press, Hindustan Times, and Manila Standard highlighted this event as a rare merging of fashion lore and Hollywood myth, with Wintour herself acknowledging on The New Yorker Radio Hour that the film’s humor and wit won her over at its premiere. She joked about wearing Prada to the Devil Wears Prada premiere while admitting she had no clue what the movie would entail.
This all unfolded against the backdrop of Wintour’s recent transition after stepping down as Vogue’s editor-in-chief earlier in 2025, a move widely reported in the entertainment press and featured prominently in Vogue’s own coverage. With her stepping back from the front lines of Vogue, Wintour’s visible appearances—fashion week, the US Open where she mingled among celebrities like Alec Baldwin and Vera Wang, and Angel Reese’s Vogue shoot where she pulled all the styling strings—are being interpreted by many as a new chapter, perhaps more present on the public-facing side of events and legacy building as global editor and Condé Nast’s chief content officer.
Speculation online surged regarding upcoming Met Gala plans, hints at new business moves, and hopes for fresh interviews, but as of Saturday, October 4, 2025, the Milan moment and Devil Wears Prada sequel filming remain the only truly confirmed major news for Anna Wintour. All other rumors swirling on social media—possible collaborations, committee roles, or future film and fashion projects—have yet to be verified by reputable outlets and remain firmly in the realm of speculation. For now, her Milan appearance alongside Meryl Streep stands as the headline and the lasting image shaping her biographical legacy this week.
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