Hilary Duff has been in the spotlight for as long as we can remember, and she’s managed to maintain her “good girl” image over the years with only a few minor indiscretions.
Many of her fans have wanted to know for years with whom Duff lost her virginity, so the 27-year-old singer finally gave a hint: “I had a 26-year-old boyfriend,” she said of Good Charlotte rocker Joel Madden.
“So everyone can make their own assumptions about what I was doing.” Hilary was 16 when the pair started dating and 19 when they broke up in late 2006.
After Hilary and Joel broke up, Duff revealed she did a massive “friend cleanse”.“That was really hard, to sit down with people and say ‘We can’t be friends anymore.’ They were like ‘That’s f—ked up; you’re a bitch.’ But having a good reputation was important to me. That’s not to say I didn’t screw up and do little naughties here and there.”