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)
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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.