Few people in fashion command attention like Anna Wintour. Known for her signature bob, dark sunglasses, and unmatched authority, she has been shaping the global fashion industry for decades. This September, she reminded the world of her cultural power with a cheeky moment at Milan Fashion Week that had fans buzzing online.
At the Dolce & Gabbana Spring 2026 show, Wintour shared a viral exchange with Meryl Streep, the Academy Award-winning actress who famously played Miranda Priestly in The Devil Wears Prada. When Streep revealed it was her first fashion show, Wintour’s quick response — “You’re kidding” — instantly set social media ablaze.
Why Anna Wintour Is Iconic Right Now
A Legendary Fashion Week Moment
The Vogue Instagram clips of Wintour and Streep were pure gold. Fans couldn’t get enough of seeing the real-life editor embrace the woman who portrayed her fictional alter ego. The moment blurred the lines between fashion fantasy and reality, proving why Wintour remains a true cultural icon.
The Devil Meets Prada Again
Nearly two decades after The Devil Wears Prada hit theaters, its influence is stronger than ever. Seeing Streep and Wintour together created a full-circle moment. Even better, with the upcoming The Devil Wears Prada 2, the timing couldn’t be more perfect.
A Career That Defines Fashion
Anna Wintour isn’t just part of the fashion industry — she is the industry. As Vogue’s former editor-in-chief and Condé Nast’s Chief Content Officer, she has shaped designers’ careers, trends, and the way fashion is viewed worldwide. Her presence at Milan confirmed her ongoing role as the ultimate front-row authority.
Bridging Fashion and Pop Culture
Wintour has always been more than an editor. She connects the worlds of fashion, film, and celebrity. Her influence crosses industries, making her one of the few figures to stay relevant in every cultural conversation. With Milan Fashion Week and Hollywood colliding once again, her legacy feels fresher than ever.
The Wintour Effect
Anna Wintour’s power comes from more than her iconic look. She continues to adapt, inspire, and influence. Whether through a witty remark at a fashion show or decades of editorial leadership, she has proven that true icons don’t just reflect culture — they shape it.
As The Devil Wears Prada franchise gears up for a sequel and fashion fans revisit her legendary career, one thing is clear: Anna Wintour is still the queen of fashion.
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