This is an old question that many of us older members have thought about. And, 50 yrs from now the younger ones will ask themselves. Somethings are easier today yet others are not.
When I was young the general population didn't know about alternate lifestyles. For a long time I thought I was unique. I was very lucky in that my sisters' coaching made it possible for me to learn to be a girl. What I realized was that I was not gay, nor was I transgender. I liked girls, but I also enjoyed appearing as one. I've had a great exciting successful life and family. I wouldn't trade it for anything.
If I was a late teen today I probably would go 24/7 as a girl, but would never transition. But remember, life might be very different this time around so I'm happy where I am in life.