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I have gone as an Indian in full feather garb and suede dress (that was way too short!) I have also gone as a prisoner; striped outfit, ball and chain around my ankle and I even blacked out some of my teeth. My friends and I decided to make it a theme at work. That was a blast.
When I was 7 or 8, I had to be made up as a butterfly and give out candy to kids who came to the restaurant my mom worked at. And then, at age 20, I attended a co-worker's party dressed as Santa Claus. That's been it.