Never had a problem myself, I know that many around the world do. Personally I always use the facility appropriate to my presentation, I think it would be wierder for anyone in a dress to use the gents than the ladies, whatever may be underneath the dress. However relaxed I may be this is a big issue and one which my loca group has addressed and produced a document with the aid and approval of the Met Police, if this is an issue for you take a look.
This is one of the most painful issues for me. I'm not male enough to pass to go into a gents loo, but too male not to get loads of strange dirty looks when I go in the ladies.
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