Alyssa Milano Maxim Photoshoot 1998 • CelebMafia

Alyssa Milano, “Charmed” star, stunned in a sultry Maxim photoshoot, highlighting her breakout appeal in March 1998.

Back in March 1998, Alyssa Milano turned heads with her Maxim photoshoot, a bold move that screamed late ’90s vibes. Fresh off “Who’s the Boss?” and stepping into her “Charmed” era, the 25-year-old actress posed in edgy outfits—think leather jackets and barely-there tops—that captured her shift from sitcom sweetheart to full-on icon.

The spread, shot by Andrew Eccles, hit newsstands just as she was prepping to play Phoebe Halliwell, giving fans a taste of her fearless side. Maxim, always on the pulse of pop culture, knew they had a gem—Alyssa’s mix of grit and grace was electric. Ever flipped through those old mags and felt the nostalgia hit? This was peak Milano, unapologetic and owning it.

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