Thanks Grey - you're appreciated for the feedback from his point of view.
I do have the parental controls installed now on the TV. He asked if he could setup the NetFlix account on the XBox in his room - I said no to that. We haven't yet talked about it (just happened Sat. night) - so I'm thinking I want to approach it with the caring father who wants him to avoid getting addicted to stuff like internet porn or other accesses. I know he'll get his friends to tell him how to avoid filters on the PC. So, other than putting in a Proxy server on our home network (we're pretty tech savvy) I think I need to at least trust him and our daughter for now.
If I was 13 or 14 and had the internet like it is now - I wouldn't leave the house! :-)