Hmm.

I'm not familair at all w/ mapping, so I do prefer the first example you provided Winbatch. But despite helping a bit, it has brought a few new questions. How do I implement srand to pick jumbled words at random? Also, how do I go about providing a "Sorry, but it should have been" type of output and throwing another jumble out there? I'm supposing that I need to implement an if statement...

Why don't you start with picking the first one and asking the user, then validating his input against the first one. Once you have that working, then change it to continue to ask until he gets it right (ie while loop, etc.). Then start dealing with the random stuff later.