These days admins are pretty anal about security, especially since it means their jobs if they are lax on it. At a school, that network is gonna be LOCKED DOWN. I know when I was in high school, my admin did not mess around. He knew what he was doing, and had that network air tight. The heartache is not worth it, and you would face expulsion by messing with him. The network admin at your school is prolly one of the highest paid members of administration, therefore he has lots of power. I'm fairly certain too, not to be conascending, that he is far smarter than you are and will screw you five times harder than anything you can do to him.
To be blunt, forget about messing with him. Move on, it would only be fun until you get caught. and then it will suck hard.