Courtney -
I am a hs director with about a billion years under my belt. It's great that you are looking to challenge your kids especially since they, too, want that. So often, kids just want to have "fun". I try to teach them the FUN is there no matter what the subject matter - and often, we laugh MORE during a drama.
Before I suggest anything (and in a pm, I'll give you my school email address if you want/need to talk more specifically) tell me more:
HS? MS? When you say diverse - exactly what do you mean? What is the climate of your school and what kinds of things (subject matter) are ok or not? At my school, I've been pretty much given carte blanche to do whatever I feel is appropriate.
Look for my PM.
If we're not having fun, then why are we doing it?
These are DISCUSSION boards, not mutual admiration boards. Discussion only occurs when we are willing to hear what others are thinking, regardless of whether it is alignment to our own thoughts.