Do you think you could do Macho Man's Hat and shades?
Or his flat tiger cap with goggles and hair?
I'm gonna have to now.
Also, I added a to do list in the OP so you can see what ideas I'm going to attempt. If one of your ideas didn't make it on the list, tell me and Ill add it/tell you why its not on the list.
Also, also, quick hat related update:
More hats