Ashlee's Second Act

About to turn 21, Jessica's little sis is back in the spotlight with a new album, a new style and her own voice. By Serena Kappes with Carrie Borzillo-Vrenna


Since getting together in 2003, Simpson and singer Ryan Cabrera (onstage at the Orange Bowl in January) have had an on-and-off relationship. Even after reportedly breaking up last summer, they've shown up looking cuddly as recently as last month. When asked if they had rekindled their romance, Simpson simply said: "Me and Ryan? We're really good."