Jennifer Love Hewitt Attends Gen Art’s Fresh Faces Show in NYC

A vision in noir minimalism, Hewitt slipped into Gen Art’s fashion orbit—her look, a quiet rebellion against the rhinestone excess of Y2K.

September 12, 2000. Manhattan’s Metropolitan Pavilion. The air buzzed with the promise of discovery as Gen Art’s Sixth Annual Fresh Faces in Fashion unfolded—a showcase for emerging designers, but also a magnet for style-savvy celebrities. Enter Jennifer Love Hewitt, fresh off her Heartbreakers press tour, and already a red carpet regular.

She arrived in a sleek black slip dress—cut on the bias, with a subtle sheen that caught the gallery lighting like moonlight on lacquer. The silhouette was pure early-aughts restraint: spaghetti straps, a gently scooped neckline, and a hem that grazed the ankle with just enough sway. No embellishments. No theatrics. Just a woman letting the fabric speak.

Jennifer Love Hewitt Attends Gen Art’s Fresh Faces Show in NYC – Sep 2000

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