Anna Kournikova revisits old-school glamour in a sophisticated black halter-neck swimsuit for a poolside photoshoot, blending athletic grace with cinematic drama.

Anna Kournikova, the former tennis prodigy and enduring style icon, channeled a bygone era of Hollywood glamour during a poolside photoshoot on January 17, 2006. The setting is a quintessential sun-drenched resort, but Kournikova’s look is anything but standard. It’s a deliberate nod to the golden age of cinema, where swimwear was less about sport and more about pure, unadulterated elegance.

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Brooks Nader makes a case for unconventional resort wear in Ibiza, pairing a sleek leopard print swimsuit with wide-leg trousers for a chic, unapologetically modern look.

The sun-drenched streets of Ibiza are a perpetual runway, and on August 6, 2025, Brooks Nader proved that vacation style is all about unexpected juxtapositions. Spotted with her sister Sarah Jane while grabbing a quick ice cream, Nader’s outfit felt like a fashion-insider’s wink—a high-fashion take on what one might wear when yachting leads to an impromptu shore excursion.

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Blake Lively debuts a vivacious yellow floral dress on the Gossip Girl set, channeling an Upper East Side bohemian glamour with a vibrant, playful twist.

Blake Lively, in her iconic role as Serena van der Woodsen, captured the essence of New York’s elite style with a bohemian flourish on the set of Gossip Girl on April 23, 2008. The look, a vivid splash of yellow, was a departure from the city’s usual palette of muted tones and dark neutrals, a visual punch that felt both fresh and utterly Serena.

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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.

There’s a particular kind of Miami glamour that doesn’t scream—it smirks. And on September 11th, 2007, Anna Kournikova embodied that mood with uncanny precision. The former tennis star stepped out in Miami Beach wearing a look that was equal parts laid-back and calculated, a masterclass in early-aughts casual chic.

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