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.
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