Fortunately (for us BOFHs) many of the dumbest people on earth auto-darwinate themselves, and the methods and results are hilarious.
I won't talk about Dilbert and userfriendly, they are must-sees anyway..
This is a very good compilation of computer jokes.
There's the list of toaster makers^W^Wcomputer companies and the famous methods of how to shoot yourself in the foot, but see also other Unix methods.
Internet...On A Stick is cool! Attrition has a nice picture gallery.