At a midevil fair one year, I got a purple head-dress. One year, I went as a midevil princess and got to wear my head-dress with some sort of princess dress I created out of clothing that I had, but the head-dress made it obvious what I was supposed to be. It was fun!
Also, at work one year, they let us dress up. I just happen to own a pair of scrubs, so it was really fun wearing those with my crocks. Also, my grandmother was a nurse when she was young, so she had an old fashioned . I wore that around my neck and pulled my hair up. I was SO comfy all day playing "doctor" - even though I was a boring Accountant at the time. Ha!