In my humble opinion it is naive to think dressing convicingly as a woman on Halloween will not raise suspicions even if it is a women's costume. How many guys are going to shave their legs and chest for a Halloween costume? And as a counterpoint how often have you seen or heard about a woman dressing convincingly as a man on Halloween? I dressed as a woman on a Halloween almost 50 years ago but my transformation skills were amateurish and I still had a moustache so far as I know no one concluded I was a crossdresser.
