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Home » Alyssa Milano » Alyssa Milano’s Daring Twist on the LBD

Alyssa Milano’s Daring Twist on the LBD

Last Updated on August 10, 2025 by Lara Parker Leave a Comment

Alyssa Milano

Alyssa Milano attends Justin Timberlake’s ‘Justified’ release party, putting a fresh, asymmetrical spin on the little black dress—a silhouette that defined the early 2000s (and feels surprisingly current).

Alyssa Milano, a fixture of the late ’90s and early ’00s, had a knack for showing up and showing out on the red carpet. At the Justin Timberlake ‘Justified’ release party in November 2002 at Smashbox Studios in Culver City, she unveiled a look that was classic yet entirely of its moment. Instead of a simple slip, Milano debuted a black gown with a striking, architectural bodice. One strap wraps around her shoulder with a delicate, lacy detail, while the other—a bold, angular cut—slashes across her decolletage, creating a fascinating asymmetry. Is it a dress? Is it a statement? Yes, to both.


Alyssa Milano
Alyssa Milano
Alyssa Milano
Alyssa Milano
Alyssa Milano
Alyssa Milano
Alyssa Milano
Alyssa Milano
Alyssa Milano

The dress itself flows in a column, the fabric clinging just enough to hint at her form without revealing too much. The texture seems to be a light jersey or a similar clingy knit, giving it a casual-cool sensibility that’s perfect for a party, not a formal ball. This wasn’t about high-drama couture; it was about modern, effortless chic. She accessorized minimally with a sleek watch on her left wrist and a pair of open-toed heels that were, perhaps, a slightly forgotten element but still played their part.

The Smashbox Studios setting itself, a hub for fashion and photography, lent an industrial, edgy vibe that her outfit perfectly complemented. Her hair, styled in soft waves with a side part, framed her face beautifully, and her deep red lip was the only splash of color needed to complete the look. This ensemble wasn’t just clothing; it was a cohesive narrative of confident, understated glamour that still holds up. It was a testament to how the smallest details—that single lacy strap, the bold slash—can elevate a look from simple to unforgettable.

Posted to: Celebrity Photos Alyssa Milano

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