At the height of Zach's Garden State fame, he linked up with Mandy. The couple dated from 2004 to 2006, and their breakup later inspired many of the songs on Mandy's Wild Hope album. Zach took a more direct approach of how their split made him feel, telling Howard Stern that he wasn't a huge fan of their relationship. "I don't want to date the superfamous girls," he said. "Remember, I did that once before when I dated Mandy Moore and it was not a good — I didn't like it." Harsh.