Wired's coverage of the DC area Schmoo Con security/hacker convention includes an article on a project that attempts to use a LiveCD to provide convenient and secure anonymous Internet access for everyday users. The Anonym.OS v1.0 release, put together by kaos.theory security research, is a bootable CD-ROM (a LiveCD) that runs OpenBSD 3.8 and contains a number of tools and configuration options that are aimed at preventing anyone on the other end of a network connection from identifying the anonymized user and/or tracking his or her activities.
The idea behind Anonym.OS is that the stereotypical "grandma" can pop in the Anonym.OS LiveCD, find an open access point, and do whatever she likes with her Internet connection—visit online shrines to St. Juarez, download pirated knitting patterns and free recipes, meet single grandpas, etc.—in the comfort of complete and untraceable anonymity. In addition to the grandmothers of the world, who for whatever reason have become emblematic of all that is naive and techno-clueless, the target audience for Anonym.OS also includes the stereotypical Chinese political dissident who wants to bypass the Great Firewall and post things that the government doesn't like.
Anonym.OS does a number of tricks, like spoofing and altering TCP/IP traffic, so that it appears to an outsider like a Windows XP SP1 machine. The OpenBSD build on the LiveCD is also totally locked down and patched, making it secure from active intrusion. The available software is individually tweaked for maximum anonymity, so that Mozilla, for instance, doesn't give you away with some automatic feature like auto update. (For more on how the build is locked down, see this PDF presentation.
I'm personally interested in LiveCD projects like this because of my own experience with using them for disaster relief work, which is why I was motivated to write up this project. This being the case, some of the constructive criticisms of the project reported in the Wired article resonated with me quite a bit. Specifically, there was some skepticism about the project's "one size fits all" approach, where there's a single build that's supposed to be used by the entire target audience.