On the issue with the passwords, you need to setup an account on the W2K machine that has the same name/password as you log into the W98 machine with. Give that account permissions to access the printer on the W2K machine, and you should be all set.
As far as the W98 machine printer, it's hard to say without seeing it in person, but it's likely a driver issue. I've had varying degrees of success with W98 shared printers, and almost all the problems were print driver related.
As far as the W98 machine printer, it's hard to say without seeing it in person, but it's likely a driver issue. I've had varying degrees of success with W98 shared printers, and almost all the problems were print driver related.