It really is something to read papers that define the way we think, and it's a nice alternative to short blog posts and (pop) articles versus (pop) books.
Here are some papers to get you started:
\* 'I've Got Nothing to Hide' and Other Misunderstandings of Privacy: http://papers.ssrn.com/sol3/papers.cfm?abstract_id=0998565
\* Broken Promises of Privacy: Responding to the Surprising Failure of Anonymization: http://papers.ssrn.com/sol3/Papers.cfm?abstract_id=1450006
\* A technique for isolating differences between files: http://ejohn.org/projects/javascript-diff-algorithm/
\* A Future-Adaptable Password Scheme: http://static.usenix.org/events/usenix99/provos.html
Maybe this is cheating, maybe it isn't, but I definitely recommend it.
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If you want to get political, some left-of-centre-leaning writers you can't go wrong with:
1. Matt Taibbi on Wall Street, Rolling Stone (http://www.rollingstone.com/politics/blogs/taibblog)
2. Frank Rich in American politics, now at New York Magazine (https://twitter.com/frankrichny)
3. Glenn Greenwald on civil liberties and foreign policy, in moderation (http://www.salon.com/writer/glenn_greenwald/)
4. Juan Cole on the Middle East, in moderation (http://www.juancole.com/)
5. Lawyers, Guns, and Money (http://www.lawyersgunsmoneyblog.com/)
6. The New Yorker's long-form articles. (I find their blog posts to be really poor, by any standards.) Also, ditch the Malcolm Gladwell articles.