My first time out crossdressing on Halloween as an adult I dressed as a french maid. Went to a LGBT friendly bar and had so much fun! Been a few years. Maybe again this year something New, Moulin Rouge? I do not limit my costume wear to just Halloween though, some of my favorite afternoons have been dressing up trying different looks including costumes, but I have only left the house wearing a costume on Halloween, ( I do not consider my regular crossdressing as a costume!) Maybe Comicon or some other event might be fun too!