Alyssa Milano

Appearing at age 12 in an R-rated action film, Milano admitted she was sometimes "freaked out" by the weapons on set. A few years later this film was shown in Japan, prompting a producer to offer Milano a five-album record deal. Milano's albums, which she described as "bubblegum pop", scored platinum in the country, though she in later life showed her discontent in its musical quality. Subsequently, she appeared opposite John Gielgud in the children's film The Canterville Ghost (1986). The film did not achieve much praise or attention, and Variety magazine noted in its review: "Milano as the catalyzing daughter Jennifer adapts to the ghostly Sir Simon without a qualm; that, of course, is the true charm of the story, but Milano doesn't exhibit enough presence to match the droll, charming Gielgud.

By the late 1980s, Milano was established as a teen idol, appearing in made-for-television teen films such as Crash Course and Dance 'til Dawn (both 1988). Both projects allowed her to work alongside close personal friend Brian Bloom. Bloom and his brother Scott worked with Milano in episodes of Who's the Boss. This working camaraderie would later expand in 1993 when Milano guest starred in Brian's series The Webbers. Read Less

The couple separated after a year and a half. Milano has since expressed her discontent in Wolf discussing their engagement and break-up with the press. Read Less