Natural hair color: Brown

Why she went red: It was 1997, and Debra had scored a part on a TV series called Prey. She wanted to change her look, so shortly before filming started, she paid a visit to her hair stylist and his wife, a colorist. Speaking to, the stylist described a six-hour session that required six different shades of red. And so it was the modern Debra Messing, red curls and all, was born. Prey didn't last, but within a year she was on Will and Grace.