Serena Williams never played it safe with tennis fashion. From catsuits and knee-high boots to Virgil Abloh’s tutu, these looks helped redefine on-court style.

From the Met Gala to bows at the US Open and an Allen Iverson-inspired look, Naomi Osaka's looks prove there has never been another tennis style star like her.

Serena Williams never played it safe with tennis fashion. From catsuits and knee-high boots to Virgil Abloh’s tutu, these looks helped redefine on-court style.