Personal Life
Duff dated pop singer Aaron Carter on and off between 2001 and 2003 before he met and dated Lindsay Lohan. It was reported that Carter soon left Lohan and went back to dating Duff, starting a feud between the two actresses. After Duff showed up to the red carpet premiere for Lohan's film Freaky Friday (2003), Lohan further fueled this feud by appearing at a red carpet premiere for Duff's film Cheaper by the Dozen (2003). In 2007, it was reported that the two reconciled, with Lohan accepting an invitation to Duff's Dignity album release party. A spat with Avril Lavigne has also made headlines because the Canadian singer called Duff a "mommy's girl". The two have never had any public reconciliation.
In July 2004, a 16-year-old Duff began dating Good Charlotte singer Joel Madden (who was 25). After a long period of tabloid speculation, Duff's mother Susan announced their relationship in a June 2005 interview for Seventeen magazine. In November 2006, Duff and Madden broke up. The same year, Duff's parents separated after 22 years of marriage. She wrote about the pain caused by the separation in her songs "Stranger" and "Gypsy Woman".
In 2006, Duff was stalked by a 19-year-old Russian immigrant identified as Max and his roommate David Joseph Klein, aged 50. She filed for restraining orders against the two men, claiming that Max "threatened to kill himself" to get her attention. She also alleged that he threatened to "remove enemies" who stand in his way, including Duff's then-boyfriend Joel Madden. Max, later identified as Maksim Myaskovskiy, was sentenced to 117 days in prison.
In 2007, Duff began dating NHL player Mike Comrie. On February 19, 2010, Duff and Comrie announced their engagement. The couple married on August 14, 2010 in Santa Barbara, California. Duff gave birth to their first child, a son named Luca Cruz Comrie, on March 20, 2012.
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