Roger Federer fan Anna Wintour, one of the most powerful women in media, makes US Open visit; sits in rising British star Jack Draper's box

Anna Wintour, editor-in-chief of Vogue, graced tennis player Jack Draper's box at the 2024 US Open. British player Draper advanced to the Grand Slam quarterfinals in Flushing Meadows and Wintour was seated beside his brother during the match.

Wintour was honored with the title of 'Most Powerful Woman in Media' by Forbes in 2017. The 74-year-old joined the likes of prominent names like JK Rowling, Taylor Swift, and Beyonce, on the Forbes annual list based on media intentions, earnings, and general influence. Away from her professional engagements, Wintour is often spotted at tennis matches and was a frequent visitor to Flushing Meadows when Roger Federer played.

Recently, she was spotted at the 2024 US Open in British player Jack Draper's box beside the latter's brother.

Dressed in white and sporting a signature pair of sunglasses, Wintour was present in support of the 22-year-old, who ousted Czech player Tomas Machac in the fourth round.

Wintour has been an ardent tennis fan. Federer has said he was unaware of her passion when they first met but recognized her as a fan after spending time in her company.

"She invited me to dinner parties that she hosts always for all her friends and their partners and so forth. I realized she’s a massive tennis fan. Oh my God, she loves my game," he shared. (via US Weekly)

He added:

"We saw each other from time to time and she started skipping some of those fashion shows to come watch my games at the US Open."

Wintour met the reigning Olympic doubles gold medalist Jasmine Paolini at the 2024 US Open. The 74-year-old media personality was also a part of the 'Prelude To The Olympics' at Fondation Louis Vuitton on 25 July 25 in Paris.

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When Anna Wintour penned heartfelt tribute following Roger Federer's news of retirement

Anna Wintour was a regular presence at Federer's tennis matches while the latter loyally took the front rows in her fashion shows. In September 2022, the 20-time Grand Slam winner retired from the sport, leaving fans and friends brimming with emotions. Among them was Wintour, who religiously followed Federer for over two decades.

Following Federer's announcement, she paid him tribute through an essay in Vogue magazine.

"When my friend and hero Roger Federer told me that he, too, was retiring from professional tennis, my own heart skipped a beat. There was the sadness of knowing that I wouldn’t again have the thrill of turning on the television—or rushing to London, to Paris, to Melbourne, to all the places I’ve watched Roger play—and see him do the impossible," she wrote in her essay.

Wintour added that there wouldn't be anybody to replace the Swiss player.

"It’s not a question of who will be the next Roger Federer: There is, and there will always ever be, just one."

Federer and Wintour recently attended a special screening of "Federer: Twelve Final Days," an Amazon Prime documentary on the player, at New York's Whitby Hotel.