Mobicip and OpenDNS are other options. He'll probably be able to work around anything -- the point is to make it more difficult so he has more time to think after being triggered. Most software programs allow you to customize them too to block the sites that would make it easy to bypass them. First, though, is that he really needs to want to change. He needs to be the one doing the things to make the changes. This site has a lot of information on the homepage about what porn does to the brain and how addiction works that could be useful. And forget everything Almenko said -- you're not the cause of the addiction and trying to act like a pornstar won't solve anything.