‘Never Felt So Underdressed’- Jasmine Paolini Left Embarrassed as Anna Wintour’s Fashion Sense Stuns the Italian Star

The 2024 US Open has been full of surprises. Top seeds like Carlos Alcaraz and Novak Djokovic received early round byes, while American players like Coco Gauff were overlooked for prime-time matches, causing fan discontent. Amidst the tension and scheduling issues, Jasmine Paolini provided a refreshing change of pace with her unexpected performance on Saturday. Moments after which she came up with a fun moment!

For Paolini, it was a usual day where she put all her focus on defeating Yulia Putintseva for the second time (first at 2021 Zavarovalnica Sava Portoroz) in her career. With her aggressive playing style, Paolini cruised past the 2020 US Open quarterfinalist in the third round by 6-3, 6-4. And Paolini’s excitement over reaching the US Open third round was only surpassed by her unexpected meeting with Anna Wintour.

The world No. 5 tennis player was casually dressed in a white outfit, beige hoodie, and sneakers, a stark contrast to Wintour’s elegant floral dress, with the omnipresent sunglasses and bob hairstyle. On meeting her, Paolini quickly decided to click a photo with the 74-year-old British-American media executive and later posted it on Instagram with, “Met Anna Wintour today — I’ve never felt so underdressed in my life!😅,” as a relatable caption by poking fun at herself.

A major Roger Federer fan, Wintour is often found in the front-row seats of tennis tournaments. With the most recent being the 2024 Olympics. Not many would know that Wintour, who has been serving as the Vouge’s EIC since 1988, shares a decade-long friendship with Federer. “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,” Federer once said in an exclusive interview with Us Weekly.

However, for Paolini, it was a day for celebration as she became 1st Italian woman in the Open Era to reach R4 of all 4 Slams in a season. When asked where her consistency comes from, she said, “This year, I started, well, I have to say and then I started to believe more in myself. I started to believe that I could play well, also in the Slams, because before this year, I never passed two rounds, so it changed a little bit, I guess.”

The French Open finalist’s high spirits were palpable as her funny remarks continued to please fans when she paid a special tribute to her mother!

Jasmine Paolini’s hilarious shout-out to her mother after third-round victory at the US Open

Remember Jasmine Paolini’s mother Jacqueline’s animated reactions during her Wimbledon championship matches that the fans absolutely adored? The runner-up of the event recalled those moments after her latest victory and gave a shout-out to her mama.

“I think she has jet lag because when I played at night, she sent me a message after the match. They’re following even in the night. I don’t know how they do it. My mom became famous at Wimbledon. She’s a meme I think.”

The Italian Open doubles winner humorously added, “I just want to say to her and also to my father.. because if not, he’s a bit jealous.. that I love them. I love my brother. I love my family. One kiss for them.”

Jasmine Paolini is now onto her round of 16 match against Karolina Muchova. Hopefully, after meeting with Wintour and making new records in tennis, Paolini is all pumped up to show another amazing performance!