Remember when the only time you saw a cross dresser or transvestite on the media was when they were up to no good.
One of the primary examples I can think of is Christopher Morley. Perhaps you will remember him on Magnum PI when he played a rogue British agent trying to assassinate a politician. One of his "disguises" was a policewoman.
Ironically, I just saw the episode on the "Hallmark Channel" this morning. By total accident.
I guess you can say even then I wasn't very pleased about the negative presentations concerning "transvestites" back in those days. But, that was all there was except for the early talk shows such as Phil Donahue. Check out this picture from 1991 of a transsexual on Donahue"
Unfortunately, as all of this played out I was in a severe battle with my own gender dysphoria and none of it provided much relief.