This is the question pondered in this Washington Post essay.
I've told Jennifer alot, but not all, like that one night-stand I had with an Israeli soldier-turned-tour-guide 25 years ago. I figure when she gets serious about someone I may have a deeper conversation about my love life with her.
She's already been asking about my first kiss (and I told her) and when I lost my virginity (in college...well depends on one defines virginity-another conversation I'm postponing with her).
So how much are you planning on telling your daughter or son?