Do you design web non-sense? Do you build real world tools? If the things you build in life require at some point for someone to interact with it, at some point you are going to have to educate the user how to perform some necessary actions. It is our job as designers to not only make powerful and efficient “tools”, be they websites or awesome power drills, just as important is guiding the user to success without patronizing their intelligence.

This article does a pretty great job at summing up the concept of walking a fine line of simplicity, personality and intuitiveness in web design.