Hilary Duff

August 26

Topping the Charts

Duff releases Metamorphosis, which reaches No. 1 on the U.S. charts and goes platinum. The following year, she wins Nickelodeon's Kids' Choice Award for Favorite Female Singer as well as Best New Female Artist at the World Music Awards.

July

Dating Joel Madden

After being introduced by a mutual friend, Duff, 16, begins dating Joel Madden, 25, lead singer of the band Good Charlotte. "We were on the same level, even though he was so much older," Duff tells Teen People. She also stars in A Cinderella Story, which earns $50 million . For the soundtrack, Duff and Haylie record a cover of the Go-Go's' "Our Lips Are Sealed".

Through the Storm

Duff donates $200,000 to the American Red Cross and $50,000 to USA Harvest for victims of Hurricane Katrina. "It's heartbreaking to see the devastation. People are missing family members and have absolutely nothing left, not even food or water," Duff says in a statement. "I want to do everything I can to help those who have survived rebuild their lives."

August

Duff Gets Buff

Despite a thinner appearance, Duff denies reports that she has developed an eating disorder, attributing the loss to a low-carb diet and exercise. "My best friend of nine years was on tour with me, and we swam 30 laps every day," Duff tells Cosmopolitan. "My sister [introduced] me to Pilates, and I just got obsessed with it. I do it three or four times a week when I'm not traveling."

October 12

Stalkers Stopped

Duff files for restraining orders against an 19-year-old Russian immigrant identified as Max and his roommate David Joseph Klein, 50. Duff claims that Max "threatened to kill himself" to get her attention. She also alleges that he threatened to "remove enemies" who stand in his way, including Duff's boyfriend Madden. Max, later identified as Maksim Myaskovskiy, will be sentenced to 117 days in prison.

November 28

Love Just Is...Over

After nearly two and a half years together, Duff and Madden split. Shortly after, Madden begins dating Nicole Richie. Duff, on the other hand, tells PEOPLE that she's enjoying the single life and dating.