Wikipedia: History of cross-dressing

The history of cross-dressing in the United States is quite complicated as the title of 'cross-dresser' has been historically been utilized as an umbrella term for varying identities such as cisgender people who dressed in the other gender's clothing, transgender people, and intersex people who dress in both genders' clothing.[31] The term pops up in many arrest records for these identities as they are perceived …