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I see, it's simply disallowing everything except a specific port on that IP.
Considering that it will likely be a base Windows install, I don't think other applications will be able to hijack that specific port so swiftly. With that said, can I possibly only allow traffic to and fro from the proxy through my firewall? Assuming that I'll be running an HTTP proxy, I should be able to (in theory) inspect traffic too, although I don't know how far that will take me.
Yes. That is what I suggested. If you configure the firewall to only allow traffic to/from the specific IP and port combination of your proxy, other traffic will be blocked.
You can do content filtering via a proxy like that, yes. A similar sort of configuration is used on school computers to do things like block adult content, with varying degrees of success. Some ad-blocking techniques work on similar principles.
I was wondering if I could label the traffic to and from the proxy, and not have to rely on ports for filtering
You can whitelist both the proxy and the ip, blacklist everything else.
I see. Thanks!