Duff began dating singer Aaron Carter in 2002. They met on the set of Lizzie McGuire, when Carter had a cameo role on a Christmas episode. The relationship lasted a year and a half. It was reported that Carter left actress Lindsay Lohan for Duff. Carter said he also cheated on Duff with her best friend, that Duff "got her heart broken" and that he is "sorry" for his actions.[35] Duff and Lindsay Lohan were later reported to have been involved in a "feud" with each other, over their relationship with Carter.[36] As of 2006, the two have reportedly still not reconciled.[37]
From 2004 to 2006, Duff dated Good Charlotte singer Joel Madden.[38] Duff's mother Susan announced their relationship in the June 2005 interview for Seventeen magazine, after a long period of tabloid speculation.[39] In a June 2006 interview with ELLE magazine, Duff was quoted as saying "...(virginity) is definitely something I like about myself. It doesn't mean I haven't thought about sex, because everyone I know has had it and you want to fit in. "[40] Duff later told MuchMusic that she didn't say the quotes attributed to her in the article and that the subject was "definitely not something that I would talk about..."[41] Duff and Madden broke up in November 2006.[42]
In late 2006 Duff took legal action against an alleged stalker and the stalker's roommate.[43] The police are currently investigating. On November 3, 2006 Duff's stalker, Maksim Miakovsky, was arrested for threatening to kill her that weekend. He was booked on charges of making criminal threats and stalking. He came to the U.S. "for the sole purpose of meeting and becoming romantically involved with Ms. Duff." Miakovsky is currently being held on $200,000 bail at the Manhattan Beach jail. He was arraigned on November 7, 2006.[44] On January 19, 2007 Miakovsky was sentenced to 117 days in jail and five years probation after pleading no contest to the charges, according to the Associated Press.[45]
Duff is involved with several charities, is an animal rights enthusiast, a member of "Kids with a Cause,"[46] and has donated US$250,000 to help the victims of Hurricane Katrina.[47] In late August 2006 Duff traveled to a New Orleans elementary school and worked with USA Harvest to distribute meals. In 2005 she donated more than 2.5 million meals to Hurricane Katrina victims in the south.[48]
In August 2005 Duff said she received veneers because she chipped off one of her front teeth on a microphone during a concert.[49] On the internet, fans of Duff complained that her veneers were too large for her face and made her appear "horse-like". She has subsequently had her veneers redone to match the size of her original teeth.[50][51] In late 2005 Duff took a month off from work as a belated eighteenth birthday present. She said that she wanted to take a short break after releasing Most Wanted and writing three new songs for it, shooting three films, and embarking on her U.S. "Still Most Wanted Tour". By 2005 Duff appeared to have lost weight, leading the media to speculate that she had developed an eating disorder, although Duff has denied this claim.[52] Duff was interviewed on the Australian current affair show Today Tonight and stated that she lost weight by living a more active lifestyle.
Later, an article on Digital Spy stated that in 2006, Duff slimmed down to a US size zero because of the media reporting she had gained 15 pounds.
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