Will Poulter Sports Wonky Trousers and Odd Socks Alongside Benedict Cumberbatch, Rami Malek, and Cap-Free Leonardo DiCaprio at Wimbledon Day 12

Hollywood Stars Shine at Wimbledon Men’s Semi-Finals

The Wimbledon men’s semi-finals drew A-list Hollywood talent on Friday, with stars like Will Poulter, Benedict Cumberbatch, Rami Malek, and Leonardo DiCaprio turning heads at the All England Club. As temperatures soared to 32°C, the glamorous crowd enjoyed thrilling matches while showcasing their summer styles—with a few fashion moments stealing the spotlight.

Celebrity Style Highlights
Will Poulter sparked chatter with a quirky wardrobe choice: his mismatched trouser legs and odd socks contrasted with his crisp white-and-blue pinstripe suit. Meanwhile, Benedict Cumberbatch and his wife, Sophie Hunter, exuded elegance in coordinated navy suits, while Rami Malek opted for a champagne-colored ensemble with a striped tie. Leonardo DiCaprio kept it low-key in a gray blazer and white T-shirt, though fans couldn’t miss his focused expression during the Alcaraz-Fritz match.

(Image: Will Poulter’s uneven trousers and socks; Benedict Cumberbatch and Sophie Hunter holding hands; DiCaprio intently watching the game.)

Anna Wintour’s Wimbledon Appearance
Vogue’s iconic editor Anna Wintour made a rare public appearance in a floral-adorned white dress, days after announcing her decision to step down as head of editorial content at American Vogue after 37 years. She chatted with designer Tom Ford and others in the Royal Box, maintaining her signature poised demeanor.

(Image: Anna Wintour in her floral dress alongside Tom Ford.)

Star-Studded Crowd
The Royal Box buzzed with celebrities, including James Norton, who kept sunglasses on while chatting with guests. Podcast duo Jamie Laing and Sophie Habboo brought summer vibes, with Sophie flaunting a floral mini dress despite her pregnancy. Riz Ahmed and Joe Alwyn kept it casual in linen shirts and relaxed separates, while Hannah Waddingham and Bridgerton’s Charithra Chandran added glamour to the Lanson Champagne suite.

(Image: Sophie Habboo’s floral dress; Riz Ahmed and Joe Alwyn’s casual looks.)

On-Court Drama
The day’s matches delivered high stakes. Defending champion Carlos Alcaraz battled Taylor Fritz, while Jannik Sinner faced seven-time winner Novak Djokovic. A potential rematch of last year’s final between Alcaraz and Djokovic loomed, adding to the excitement.

Off the court, tennis legend Pat Cash and partner Charlotte Hodson joined former World No. 1 Bjorn Borg in the stands. Meanwhile, Aryna Sabalenka’s semi-final loss to Amanda Anisimova left her candidly admitting her “hate relationship” with Wimbledon, though she vowed to return stronger.

(Image: Carlos Alcaraz in action; Sabalenka’s emotional post-match moment.)

Final Touches
From quirky fashion to gripping matches, day 12 of Wimbledon blended sports and celebrity culture seamlessly. As the tournament neared its climax, fans eagerly awaited Sunday’s finals—and perhaps another iconic Hollywood turnout.

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