I have just found Progress Quest (http://progressquest.com/). It's a great game and it's free.
I'm sorry Craig, but it seems that right now your games aren't as advanced in easiness of game play and AI as that one. But I believe you can get there with enough effort.
(For those who want to try it out before installing, there is an online version following the "Play" link.)
Ah, Progress Quest! I remember "playing" that one back in college. It was the first truly cutting RPG parody, IMHO. ;)