Never one to shy from the spotlight, tennis phenom Anna Kournikova brought her signature blend of athletic charm and casual allure to a signing event for For Him Magazine (FHM) at the Virgin Megastore in New York City on September 6, 2001.

The global sports icon, whose striking looks frequently graced magazine covers, celebrated her FHM feature in an ensemble that felt both approachable and undeniably chic. Kournikova opted for a vibrant red satin-blend shirt, its lustrous fabric and tie-front detail adding a touch of playful sophistication. The color popped, perfectly complementing her long, golden blonde hair, which cascaded around her shoulders.

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In a candy-striped crop and glossy locks, Jennifer Love Hewitt’s 1997 shoot bottled the era’s teen-idol aesthetic—equal parts innocence, ambition, and mall-girl magnetism.

Before the scream queens and red carpet gowns, before Ghost Whisperer and The Client List, Jennifer Love Hewitt was the undisputed sweetheart of late-’90s pop culture. And nowhere is that more crystallized than in her 1997 photoshoot—an image that feels like a time capsule of teen stardom, pre-Y2K.

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Never one to shy from a playful fashion moment, Jennifer Love Hewitt brought a vibrant, Y2K-era energy to the premiere of “Road Trip” in Los Angeles on May 11, 2000.

The beloved actress, a quintessential face of late ’90s and early 2000s cinema, arrived in an ensemble that perfectly encapsulated the fun-loving spirit of the era. Hewitt’s striking orange top, heavily adorned with intricate beading, was the undeniable centerpiece of her look. Its relaxed, sleeveless silhouette offered a playful contrast to the dazzling embellishment, catching the light with every move. The vibrant hue spoke to a burgeoning optimism in fashion, a departure from the grunge-infused minimalism of the decade prior.

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