Alyssa Milano in Who’s the Boss?

Alyssa Milano’s career took off at the young age of seven after being selected for the national touring company of Annie. But her breakout role as Samantha Micelli on the hit 80’s show “Who’s The Boss” made her a household name. However, with fame came drawbacks, including being constantly reminded of the one episode where her character had to buy a bra.

Milano shared with Entertainment Weekly that people on the streets would stop her and say things like she was getting older or growing up. Nonetheless, she established herself as a successful actress and activist, notably playing a role in the MeToo movement.