Hilary Duff's Relationship Timeline

Publish date: 2024-05-06

Hilary Duff fell for Good Charlotte rocker Joel Madden when she was 16, and their age gap made constant headlines, with the rocker being nine years her senior. In a 2005 interview with "The View," Duff revealed that for some time, she kept their relationship a secret because of their age difference. The two split in 2006 when Duff was 19, per ET

In 2007, Madden told People that he and Duff did not end things on a sour note. "Every girl I've ever dated I have respect for, and I always try to leave them in good terms," he said. That same year, Duff told Ellen DeGeneres that her "Dignity" album included songs that were inspired by their breakup. The rocker went on to date Nicole Ritchie, and the two wed in December 2010. 

In a 2015 interview with Cosmopolitan, Duff did not mention Madden by name but hinted that she lost her virginity to the singer. "I had a 26-year-old boyfriend, so everyone can make their own assumptions about what I was doing." In 2016, she gave a little more insight into her short-lived relationship on "The Love Bomb" podcast. "It was all so encompassing. It was so intense. It was my life," Duff revealed to host and "Younger" co-star Nico Tortorella. In February 2022, Page Six reported that Duff and Madden were spotted grabbing dinner in Los Angeles with their respective spouses, proving that exes can be friendly. 

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