Say I want to surf the web using anonymous proxy servers around the web. I have encountered several Windows apps that will bounce traffic to different proxy servers around the Internet. I understand how this works, however, I am wondering about the security of it. Say a user wants to authenticate with web mail, such as hotmail. When he or she authenticates with hotmail, that traffic would also pass through the anonymous proxy servers. I assume this can/does lead to someone getting password and username information from the data that goes through the proxy server, in a way using a proxy server to collect this sort of information from consumers who don't know any better, but were informed by someone that this "anonymizes" Internet surfing. Just how good are these anonymous web surfing applications/services in this respect? I am asking from the standpoint of using this to add another level of security to an otherwise tight system.
Thanks, Jason
