I'm in the midst of committing myself to leading a series of discussions about privacy and anonymity on the Internet (though, to properly tackle the subject, I'll have to embrace meatspace as well) with a given number of likely non-technical persons. Though I'm fairly comfortable discussing such matters amongst persons of a technical inclination, when starting to prepare some outlines, I realized that these two demographics have some significant differences. I have pulled through any number of papers, publications, websites, books, etc. that I still have kicking around, and though it /should/ be enough to fill up all my allotted time, I thought a solicitation for help and pointers couldn't hurt. If you were to lead a discussion on privacy and anonymity (regardless of the involvement of the Internet), what topics would you want to discuss? Which areas would you want to focus on? How would you start out?