Anna Wintour’s Met Gala Look Seemed Flawless, Until Fans Spotted Tiny Fatal Detail

At the 2025 Met Gala, fashion royalty Anna Wintour did what no one expected — she shocked everyone with a wardrobe disaster. Known for her ice-cold perfection and razor-sharp standards, the Vogue editor-in-chief stepped onto the red carpet in a stunning custom Louis Vuitton gown by Pharrell Williams, honoring the late Virgil Abloh. But something wasn’t right.

At the end of the article, there is a bonus part with the top 5 style tips from Anna Wintour.

All eyes were on Anna — and then someone noticed it. A red stain. On the hem of her dress. Cue internet meltdown.

Social media exploded. “Anna... is that a stain on your dress?” one user gasped on X. Another shrieked, “THE STAIN?!!! Someone is getting fired...” Theories flew faster than flashbulbs: Was it lipstick? The dress was supposed to be flawless—but that smudge became the story.

For a woman who defines untouchable elegance, this tiny blemish felt seismic. While the true cause remains a mystery, the message was loud and clear: not even Anna Wintour is safe from public scrutiny. Especially at the Met Gala — the night where every step, every thread, and every mistake is magnified under the world’s spotlight.

Despite the drama, Wintour held her head high. As co-chair of the evening’s theme, Superfine: Tailoring Black Style, she stood tall alongside Colman Domingo, Lewis Hamilton, A$AP Rocky, and Pharrell.

Bonus: 5 outfit tips from Anna Wintour.

1. She found shoes that can suit any outfit.

For many years, starting from 1994, Anna Wintour has worn beige Manolo Blahnik shoes. The trendy editor uses them as universal footwear that suits any occasion. You can see Wintour wearing them at fashion shows, movie premieres, and on TV shows.

2. She never wears dresses and skirts above the knees.

Wintour typically prefers to wear midi dresses; more rarely, you can see her in floor-length designs. Sometimes she dons a Chanel getup with a blazer and a skirt that hits below the knees. This length adds elegance to her look.

3. She wears boots of the same model.

Every fall, Anna Wintour dons leather knee-length boots with a massive heel. They can be plain or have a pattern characteristic of leather products. Anna combines such shoes with Chanel suits, dresses, trench coats, and jackets.

4. She only wears sweatshirts over the shoulders.

You’ll never see Anna Wintour wearing a sweatshirt. Moreover, she claims that she has never worn this wardrobe item. The most she will do is drape bright monochrome sweatshirts over her shoulders. Usually, Wintour combines them with her favorite midi dresses.

5. She never wears boring coats or trench coats.

Long coats and trench coats seem to be Anna Wintour’s passion. She wears them over dresses in combination with knee-high boots or shoes. There are 3 models she wears the most: plain leather basic trench coats, different variations of the checkered pattern, and, of course, bright, unusual massive prints. Sometimes Wintour even shows up in fur coats.

One tiny stain, one massive reaction. The Met Gala may be over, but Anna Wintour’s dress is still making waves. Meanwhile, Brooke Shields, 59, stunned fans with bold bikini photos — though some were quick to point out scars from past injuries. And at the Fashion Trust U.S. Awards, stars served everything from sleek minimalism to full-on glam, proving that in fashion, every detail matters.