Anna Kournikova

Anna Kournikova, in a plunging black halter and crimson skirt, delivered athletic elegance with a hint of early-aughts drama at the 2003 Bambi Awards in Hamburg.

Anna Kournikova, the original tennis-core pioneer, debuts a fresh, playful campaign for K-Swiss, bridging athletic prowess with her signature casual-cool glamour.

A quintessential Y2K icon, Anna Kournikova fused sporty essentials with low-rise denim for a classic (and frankly, flawless) zoo-day outing in 2002.

In a frayed mini and cowboy boots, Anna Kournikova turned the World Music Awards into a Y2K style time capsule—equal parts pop princess and off-duty rebel.

Anna Kournikova’s Miami night-out look—red dress, leopard sandals, and a white tote—was peak 2007: sporty, sultry, and just a touch unpredictable.

Anna Kournikova, the tennis sensation, stepped onto the black carpet for the 3rd Annual “An Enduring Vision” charity Gala on October 10th, 2004, in a subtly captivating black cocktail dress. A look that, even then, hinted at a refined evolution.

Anna Kournikova attends the Teen People Young Hollywood Issue party, unveiling a fresh, effortlessly cool (yet decidedly Y2K) take on casual glamour.

Effortlessly capturing the spotlight, Anna Kournikova fused casual allure with red carpet confidence in her appearance at the Sony Ericsson Players Party.