Okay I have a school laptop, and I was wondering If they could read my emails since they can find out what I've been on...there have been rumors that they can also see our facebook messages too. Right now I'm on my house wifi..but still.
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If it's a school-owned laptop, they have every right to track all traffic thru the computer to make sure that you're not going to risky sites (virus threats, porn, etc) or using it for illegal purposes.
technically it is quite easy to implement - say you login to your fb or email account, but didn't properly signed out or forgot to clear cookies, once you hand in your laptop, the person wouldn't even have to enter password. Alternatively, they can install a sniffer, which is a software that will keep record of each keystroke - so all your letters, emails, password will be stored without you knowing it.
However, this is a huge privacy violation - I believe you can sue the school if you can prove that they have violated your privacy.
If they knw ur email address and password then they can
Yes everything they are monitoring use http://hidemyass.com/ to safe anonymously without them seeing what you are doing.
they can see EVERYTHING!..trust me :)