Naomi Osaka's latest Wimbledon cultural fashion statement turns heads. It's far from the first time.

Naomi Osaka's Wimbledon outfits have once again put fashion at the center of the tennis conversation. The celebrity spectators' style at Wimbledon — and other prestigious tournaments — has long been dissected, and what the players themselves wear is now increasingly attracting chatter.

Tennis has produced its fair share of fashion moments in recent history, including Serena Williams's catsuit, Maria Sharapova's tuxedo shorts and Venus Williams's lace dress. But it dates back longer than that. After all, it was 1949 when Gussie Moran scandalized Wimbledon with lace-trimmed knickers, while Andre Agassi's denim-and-neon Nike era in the 1980s is still remembered for changing the image of tennis fashion. What does feel new is the level of intention and couture-infused storytelling now attached to those walk-outs.

Osaka made headlines on Monday when she stepped onto the court at the British tennis championships wearing an homage to Japanese ceremonial dress. Created by Tokyo-based designer Hana Yagi, the maximalist look, complete with tulle skirt and adorned with embroidered cranes, bows and a cherry blossom print, included detachable layers that Osaka was able to deftly remove in seconds to reveal her Nike kit. Again today, Osaka arrived on court wearing another high-fashion nod to her heritage: an embellished Nike top and the same cascading tulle skirt worn on Monday.

The 28-year-old star has become adept at walking the line between high fashion and strict dress codes. Wimbledon, for example, requires players to wear "almost entirely white" from the moment they enter the court area. But guardrails that could have felt limiting to some felt liberating to Osaka. "Obviously, the outfit has to be white, but aside from that, you can play with a lot of different design elements," she told Vogue. "In some ways, not having to think about the color allows you to highlight other cool features like fabrics and textures."

It's not just Wimbledon where Osaka has shared her self-proclaimed "dramatic" fashion taste with the world. Here are her best on-court looks to date.

Naomi Osaka at Wimbledon 2026

On day three of Wimbledon 2026, Osaka wore a cascading tulle skirt with the waistband from her June 30 look, paired with an embellished Nike shirt.

Osaka kick-started Wimbledon 2026 in style, walking out in a traditional Japanese ceremonial outfit by Tokyo-based designer Hana Yago, along with a kanzashi — a traditional Japanese hair ornament.

Naomi Osaka at the French Open 2026

Osaka enjoyed a sparkling moment in this look by Swiss couturier Kevin Germanier in France. Custom-made from Osaka's past competition gear, it was worn over a brown sparkly Nike skirt set.

Naomi Osaka at the Australian Open 2026

In Melbourne, Osaka enjoyed a high-fashion moment in a jellyfish-inspired creation. A miniskirt was worn over wide-legged trousers, a wide-brimmed hat with a transparent veil and a parasol. The watery turquoise colors of her top enhanced the jellyfish messaging, with frills resembling tentacles. The inspiration came to Osaka while she was reading to her then-two-year-old daughter, Shai, and she collaborated with Nike and couturier Robert Wun to create the look.

Naomi Osaka at the U.S. Open 2024

At the U.S. Open, Osaka wore a lime green look, including a tiered, ruffled miniskirt and a statement bow while practicing before playing Jelena Ostapenko.

Another U.S. Open look worth revisiting is this black-and-white get-up Osaka wore while warming up for her women's singles second-round match against the Czech Republic's Karolina Muchova, featuring another maximalist bow.

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