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Privoxy, tor, and firefox on a usb stick?
There's a project called Portable Firefox that is more suited for the purpose. It minimizes writes to the usb stick to extend its life. Between Tor and Privoxy, DNS requests and page content are fairly secure. I haven't heard of any firewalls or content filtering boxes sniffing Tor traffic and effectively conducting man in the middle attacks on it. Depending on the sophistication of said device, it might not sniff SSL connections, so you could save some trouble that way.
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