[tor-talk] Force VirtualBox through Tor on Windows XP Host?

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<malcolm.turmel at gmail.com> wrote:
> How can I force VirtualBox to only use Tor?
>
> Host OS: Windows XP SP3
>
> Guest OS: Windows XP SP3

Short answer:
Not recommend.

Long answer:
You can not simply torify VirtualBox with torsocks or so.

Easiest thing to use two Virtual Machines. One works as a gateway, the other one as the client. The client may only connect to the gateway through a virtual internal wired network. The gateway has two network cards, one for communication with WAN, the other one solely to communicate with the gateway. It's possible to do that using a Transparent Proxy. [1]

Windows is not designed to offer strong privacy/anonymity or to be torified. See Transparent Proxy Leaks. [2]

Even when not using Windows, using a Transparent Proxy does not only have advantages, there are also disadvantages. TorBOX documents these pros/cons. [3]

[1] https://trac.torproject.org/projects/tor/wiki/doc/TransparentProxyLeaks
[2] https://trac.torproject.org/projects/tor/wiki/doc/TransparentProxy
[3] https://trac.torproject.org/projects/tor/wiki/doc/TorBOX

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