The deepweb is alright, but back in High School the main use for Tor was to get Halo:Gilroy (a very awesome custom version of Halo that installed to the temp files, and had a few custom maps) and Facebook running after the various blocks put up by the IT guys.
The best bit is we were playing Halo: Gilroy in the IT class, with the IT teacher right there watching us, not giving a stuff.