There are a lot of issues involved here but I think the main one is that taking humans out of the loop and fixing the problem with arbitrary inflexible, locked down technology that treats everyone the same always fails

I also can’t resist mentioning Seth Finkelstein’s brilliant observation:

“7. If censorware works for parents to control children in the US, it’ll work for governments to control citizens in e.g. China. Contrariwise, if censorware can’t work for governments to control citizens in e.g. China, it can’t work for parents to control children in the US.

Many discussions of censorware tend to revolve around statements of values, usually concerning which authorities have legitimate rights of control, in what contexts. Typically the values are that parents have a right to prohibit their children from reading certain materials, employers can control what employees view, but governments should not censor citizen’s ability to obtain information. However, the technical implications here are essentially identical, no matter what the social relationships.

So there’s a deep problem in efforts to bypass Internet censorship. If citizens can escape from government control, then children can escape from parent’s control. But if restricting information works on minors in the US, it’ll work on citizens under dictatorial governments. Either way, the results are problematic.”
http://blogoscoped.com/archive/2006-05-15-n66.html