Anna Wintour has just stepped away from her iconic uniform to wear a surprising drop-waist dress at Wimbledon.
(Image credit: Getty Images) Anna Wintour's fashion sense is highly consistent. For decades, she has adhered to a similar uniform, always complemented by her signature sharply-cut bob and oversized sunglasses. Her preferred attire typically includes a midi or maxi dress in a vibrant floral print. On warm days, she opts for strappy heeled sandals by Manolo Blahnik, while in cooler weather, she can often be spotted in tall boots and a trench coat.
At first glance, her latest outfit for Wimbledon appears to fit this established style perfectly. However, upon closer examination, it's clear that it represents a significant shift for her due to the drop-waist design. Wintour's typical dresses are usually fitted at the waist or have a more columnar silhouette—drop-waist styles have not been part of her collection until this point. Continue reading to see what she wore while attending the 2025 men's semifinal matches with Tom Ford at Wimbledon today.
Anna Wintour's New Drop-Waist Silhouette (Image credit: Getty Images)
On Anna Wintour: Thom Browne dress; Manolo Blahnik shoes
(Image credit: Getty Images)
Shop Drop-Waist Dresses
MISSGUIDED Linen Drop Waist Corset Style Midi Dress
Urban Outfitters Glamorous Striped Cotton Drop Waist Halter Maxi Dress
Another Girl Drop Waist Pleated Shirt Mini Dress
Urban Outfitters Kiss the Sky Boatneck Button-Front Drop Waist Midi Dress
Reformation Camella Dress
Other articles
Avoid the mainstream—pair *this* shoe trend with your favorite white dress.
Just like Keira Knightley does.
Hello, fans of non-skinny jeans—these styles from the Nordstrom Anniversary Sale are ideal for fashion enthusiasts.
We're highlighting the top baggy, relaxed, and wide-leg jeans to grab at the Nordstrom Anniversary Sale 2025.
The Fashionista's Handbook for Purchasing a Pre-Owned Designer Bag
Shopping for secondhand items is a favored pastime among fashion enthusiasts. If you're searching for a new addition to your collection, this guide will help you purchase a designer bag secondhand.
I Enjoy Wearing Jeans, But I Adore Skirts—5 Stylish Options to Consider for Summer 2025
Step aside jeans, the focus this summer is on the 'nice top' paired with a mini skirt, with everything from linen to check patterns already making an appearance.
We're on a mission to eliminate our dark circles — these LED eye masks have revolutionized the process.
Your skincare regimen has just improved.
Family, Love, and Fidelity Day at "Dream Island" on July 12 — a celebration where every smile matters!
The "Dream Island" Cultural and Entertainment Complex invites you to spend a day filled with warmth, magic, and family happiness! On the second Saturday of July, "Dream Island" will celebrate the most heartfelt summer holiday — Family, Love, and Fidelity Day. "This year, the holiday falls on a weekday, so it was decided to reschedule all events to the weekend. This will allow the widest possible audience..."
Anna Wintour has just stepped away from her iconic uniform to wear a surprising drop-waist dress at Wimbledon.
She was seated at the courtside next to Tom Ford.