Taggart 
It was my job for a decade to try to keep tweens and teens safe online. Let me tell you what you already know: no law or technology can do it. There are no lengths kids won't go to to talk to friends without prying eyes. The harder you try to lock it down, the dodgier their solutions will be.
PeterAnd they aren't secretive about these techniques - by that I mean, it's not "just the tech savvy kids".
At least in my daughter's middle school, the techies seem to thrive on getting as many non tech kids to bypass the school restrictions as possible.
My 7th grader is clever, but in no way tech adept.
She comes home and shares with me a new way to get unfettered Internet access at school maybe every other week.
Kevin Karhan