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Those of you who are interested in Securing Your Communications, may be interested in a guide I just posted.

You will find the guide here http://pastebin.com/CFgnhQMf.

Comments and feedback always welcome.....
I used to use Tor with T4Fx. At one point I paired it with JonDoAnym.

I'd start the JonDoAnym service first and then startup Tor. What would happen is that my data would funnel through JonDo's network (encrypted) into Tor's anonymization entrance nodes. So anyone watching the entrance nodes would already find my data anonymized. And of course, Tor anyonymized it through their network.

If you use the OS X system proxies you can redirect them to the local host so both SOCKS, FTP and HTML are all anonymized through TOR.

It all worked beautifully for me. My major problem though was I was using this just for regular browsing and my services started not to like it. Cox stopped accepting my outgoing email because they thought it was compromised from outside the country, Google kept popping up CAPTCHAs and Microsoft and Facebook were not playing nice.

No one could see my data but all my services thought I was using them from outside the country! Big mess. Nothing I do warranted that so I stopped using it.
 
Security isn't hard, but its not easy. There are challenges in routing all your internet traffic over TOR. Similar issues to the ones described by Erik are not unique to TOR, they often occur due to using a TOR or VPN exit point that's outside your normal country.

Unless your internet connection is known or suspected to be compromised, don't use TOR for your private web transactions on the public internet. For example banking, stocks, etc....

Like most things in life, there is no single solution that's works for everyone. Each person needs to determine the amount of security they need or want and the effort they are willing to make (both in learning and when using).

But most of you already knew this ;)
 
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