There are still laws that are mainly not enforced that make it a arrestable offense to impersonate,masquerade and dress like a women. See article about sir Lady java " the worlds prettiest man". There was rule 9.
Would you break the law?
Would you dress in private are secretly?
Those laws are probably now considered unconstitutional in the USA but there was a time in new york ,los angeles and Oakland when you where carted off to jail and embarrassed. You had to be more secretive and closeted then now. There was few clubs and no internet to bring the 1.4 Million in the USA together to share interest and aid each others.