Hilary Duff

The ‘How I Met Your Father’ star didn’t have sex until her first marriage to Mike Comrie, with whom she has 11-year-old son Luca.

At the time, she told ELLE magazine: “It’s harder having a boyfriend who’s older because people just assume. But [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, but when they talk about it, it doesn’t sound special, like you would imagine it to be.”