In 1987, Alyssa Milano participated in a notable photoshoot for LIFE magazine that captured her as a burgeoning teen icon during the height of her Who’s the Boss? fame.
The 1987 photoshoot featured a classic “teen girl” aesthetic of the era, showcasing Milano with her signature thick, dark hair and expressive features that made her a staple in 1980s pop culture.
By 1987, Milano was one of the most recognizable young actresses on television, playing Samantha Micelli on the ABC sitcom Who’s the Boss?, which had premiered in 1984. That same year, she made several high-profile appearances, including the 14th Annual American Music Awards alongside Corey Feldman and the ABC Affiliates Party.
Beyond LIFE, she was a frequent cover star for youth-oriented publications like Movie Mirror and international magazines such as Japan’s Privacy. 1987 marked the beginning of her publicized relationship with fellow teen star Corey Haim, which lasted until 1990.
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