I believe that as developers, it's our role to give the users what they want and not judge them.
Except in cases where we really do know better and the user is likey just digging themselves deeper (e.g., creating security problems). Then they deserve a warning.
If you were WalMart manager and someone came in and a schoolteacher bought your entire inventory of crayons and wanted more, would you not order more for them? Or would you say "you need to change those kids' habits so they aren't breaking all those crayons".