2007

Hilary Duff

Duff's Dignity

Duff debuts a more grown-up, dance-driven single "With Love," kicking off her latest release, Dignity, which peaks at No. 4 on Billoard's 200 albums chart. On the film front, the actress-singer plays a European pop star in the satire War, Inc. alongside John Cusack and Marisa Tomei.

Hilary Duff

August

Duff Discusses Madden

After a newly brunette Duff makes PEOPLE's Most Beautiful list, she graces the cover of Seventeen and discusses her ex Madden. "I felt disrespected that he moved on so quickly," she says of Madden, who has a daughter with girlfriend Nicole Richie in 2008. "All of the going out he did after we broke up sort of shocked me...when we were together, he hated that stuff, so I felt like I just didn't really know him as well as I thought I did."

Hilary Duff

Hilary Hooks Hockey Player

With heartbreak behind her, Duff moves on with new beau, N.Y. Islanders hockey player Mike Comrie. And Comrie seems like a catch: he gives Duff a Mercedes-Benz G-class SUV as an early 20th birthday gift in September.

Photo Credits

BIOGRAPHY (top to bottom): Proya Productions

Edited by Mai Dinh, Janet Murphy