@lookingforward As far as I know, there are various kinds of transgender individuals. On one end of the scale are those who are born with XY chromosomes but female genitalia for example, or with a hormonal makeup from a different gender. On the other end may be kids who are just depressed and think gender switch will help them not to hate themselves.There are very many different scenarios.
My suspicion is that our society moved a long way towards allowing women to fill traditionally male roles, but not other way around, and there might have been fewer actual transgenders if it was as routine for men to wear skirts and makeup as it is now for women not to.