During Shakespeare's time men dressed as women as women were not allowed to participate in plays. Families sat around the television in the 50's watching Uncle Miltie dress in drag. Some Like it Hot was a big hit still popular today. Bosom Buddies got Tom Hanks career off the ground. I recall as a kid seeing billboards along the highway to places like Myrtle Beach advertising drag shows. I think they were more known as female impersonators then but meh, it was what it was and has been for a long time.