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Re:Why Johnny Still Can't Encrypt: Evaluating the Usability ... by greggarious on Saturday November 07, 2015 @11:55AM (#10525306)
There is actually a whole paper about this by Roger Dingldine: http://www.freehaven.net/anonbib/cache/usability:weis2006.pd...

Basically, you're more anonymous the more people use Tor, so increasing Tor's usability increases it's security.

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