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Alyssa Milano transformation From 13 to 46 years old (Then and Now 2018) Alyssa Milano started her career as a child star, appearing on TV's Who's the Boss? 15 Must-See Photos Of A Young Alyssa Milano. Some people seem to age so gracefully, somehow defying the test of time. These people remain as beautiful today as they were when they first appeared in the limelight. Maybe their debut appearance was. By Chase Clute Jan 15, 2017.