By Dara Clariza Evangelista
Some cultural moments feel too perfectly scripted to be real, and Milan Fashion Week just delivered one. At Dolce & Gabbana’s Spring 2026 show, Meryl Streep, slipping back into the icy poise of Miranda Priestly from The Devil Wears Prada, crossed paths with Anna Wintour, the Vogue editor whose legacy inspired that very role.
Backstage, the two women, both in their signature dark sunglasses, embraced with a laugh. A Vogue Instagram clip captured Streep breaking character long enough to confess, “This is my first fashion show,” while Wintour chatted warmly with Stanley Tucci, Streep’s co-star, and Simone Ashley, who will appear alongside them in the upcoming The Devil Wears Prada 2. The sequel, set for a May 2026 release, reunites Streep, Tucci, Anne Hathaway, and Emily Blunt, nearly twenty years after the original film became a cultural touchstone.
The encounter blurred the lines between cinema and real life. Priestly, a fictional editor who defined ruthless chic for a generation, was suddenly face-to-face with her living counterpart, a woman who shaped fashion itself for nearly four decades. That handshake and smile weren’t just a backstage pleasantry, they were a reminder of how fashion, film, and culture often mirror one another.
What makes the moment even richer is how Wintour herself has recently spoken about the film. On Run-Through with Vogue, she revealed that she had attended the movie’s premiere “wearing Prada, completely having no idea what the film was going to be about.” The fashion world worried she would be portrayed as a caricature, but Wintour later admitted she found it “highly enjoyable and very funny,” even calling the depiction “a fair shot.” With her usual sharp wit, she even quipped about the infamous line on assistants moving at a “glacial pace,” saying, “Nobody at Vogue moves at a glacial pace, least of all my assistants.”
Front row, the theatricality continued. Streep, Tucci, and Ashley sat together in head-to-toe Dolce & Gabbana looks that could have walked straight out of Runway’s offices. The vinyl trench, leopard accents, crystal mesh, and sharp tailoring paid homage to the glamour and drama that both the film and Wintour’s career represent.
For an industry that thrives on image, spectacle, and storytelling, the moment was more than just celebrity spotting. It was a rare convergence of fact and fiction, enriched by Wintour’s own reflections, a wink at how deeply The Devil Wears Prada has seeped into fashion’s DNA, and how Anna Wintour and Miranda Priestly will always remain part of the same conversation.
———————————————————–
Jasmine Curtis-Smith is on the cover of STYLISH Magazine right now, as she shares her thoughts on good storytelling in films, as she’s set to star in upcoming movies Open Night, a 2025 Cinemalaya Philippine Independent Film Festival sapphic film entry; and Manila’s Finest, an upcoming 2025 Metro Manila Film Festival (MMFF) crime drama movie.
Read the Stylish Magazine September-October 2025 cover story here.
Watch out for a new #StylishPodcast episode featuring our cover girl Jasmine Curtis-Smith, dropping soon on Facebook and YouTube.
Stylish Magazine is “your source of self-love, style & inspiration” first introduced in June 2020. Our television series format, Stylish TV, once ranked one of the Top 50 Most Watched Multicultural Shows in the USA, can be streamed on iWantTFC and be watched on TFC (The Filipino Channel) in more than 50 countries. Watch it online here.
Style Visionary Network is a lifestyle-business online platform where #WeCreateVisionaries. Also introduced in June 2020, Style Visionary Network is also the digital home channel of media brands Stylish Magazine and Stylish TV.