He 'lost his virginity' [=he had sexual intercourse for the first time] when he was in college.
(..) I'll see you later. - Good to see you. - Bye, honey. Shaun White seems really great. Nice dude. - How do you know him again? - I took his virginity. So you guys have known each other for a while? No, it was like eight months ago. Wow. So does the carpet match the drapes? (..)2011 Friends with Benefits