Wired.com has an interesting article regarding anonymity on a disk, an initiative by kaos.theory security research to make a bootable CD and make anyone totally anonymous.
The goal is to put a secure crypto-heavy operating systems on a bootable CD called Anonym.OS: a disk that would offer the masses the same level of privacy available to security professionals, but with an easy user interface. In turn, anyone will be able to enjoy the advantages of anonymity without any highly technical skill.
Anonym.OS is an OpenBSD 3.8 Live CD with strong tools for anonymizing and encrypting connections. Standard network applications are provided and configured to take advantage of the tor onion routing network. There is a PDF presentation on how to make your own Anonym.OS. Of all the operating system mentioned in the presentation, Windows is the hardest to secure. I concur, from a user and admin point of view. Take note that if you have no time to spare on making your own Anonym.OS just use the Anonym.OS Live CD.
Anonym.OS Live CD is now available via Sourceforge(ISO) or LinuxTracker (BiTtorrent).
Links:
Kaos.theory security research
Anonym.OS Live CD: Shmoocon 2006 [ ISO ] [ BitTorrent ]