My wife and I just had this conversation the other day. It amounted to the things I did as a kid I would never let my own do. Like play in the road, walk to school, ride bikes. Heck I don't even let my 6yr old play outside without any supervision.....I don't think my mother ever watched me while outside.....but we never did come up with a good answer on how much Parenting is too much on letting the little one grow up. Our 19 yr old isn't going to leave home I fear. In his first year of college, I wish he'd go play in the road sometimes....eating us out of house and home.