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When connected to the school Wifi, the only way to actually be able to use the internet I need to have the school proxy set up, which obviously filters content.

Is there any way I can bypass this proxy?

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Bear in mind school filtering systems can be quite sophisticated and can still log activity and produce screenshots, so maybe if you want to check your facebook, I suggest doing it on your phone or waiting until you get home ;) Also depends on the SysAdmin's view of proxy useage. – tombull89 Oct 4 '10 at 19:48
The Firewall may be setup to only allow connections coming from the proxy server, which would make bypassing it difficult. – steve.lippert Oct 4 '10 at 20:03
Buy an iPhone, browse the internet that way for personal use. – Moab Oct 4 '10 at 21:04

Have you tried services like Hide My Ass!?

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Just perform a quick search on google for Proxy avoidance or Free Proxy server.

As long as your school websense doesn't block Proxy avoidance search.

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It depends which website do you want to use, if you need to access some websites which are not accessible, you can trick it by using different services, see:

If you are using Linux, you could use corkscrew or connect-proxy (SSH through http proxy).

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This is just a bunch of links. Doesn't really offer any guidence. It certainly does not explain HOW to bypass the proxy. – Ramhound Jul 27 '12 at 10:30
links which are providing solutions, so I don't have to copy and paste the instructions. I was reading them by my-self, if you don't have problem with proxy, don't read the answers. – kenorb Jul 27 '12 at 10:57

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