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.
Duff launches her own clothing and jewelry line for tweens, Stuff by Hilary Duff. The line grosses $5 million in its first year at Target. Duff continues to expand her retail empire. In 2006, she enters the fragrance market by releasing her perfume With Love.
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".
For her sophomore album, Hilary Duff, Duff cowrites several of the tracks. The album is released on Duff's 17th birthday, and peaks at No. 2 on Billboard's 200 album chart.
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."
Duff's latest release, Most Wanted, is a compilation of her favorites from previous albums, remixes and some new songs. This time around, she cowrites and coproduces new material with boyfriend Madden and his brother Benji. It goes platinum and becomes her second No. 1 album.
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."
Duff expands her roles in Hollywood by becoming a producer on the film Material Girls. The big-screen comedy features Duff playing a sister alongside her real-life sister Haylie.
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.
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