I was a 4 y/o in 1960 when mom told me flat out boys do not wear skirts and then I started to cry because I would not be able to wear my sister's hand-me-down school uniform.
I was about 12 y/o the first time mom found my stash of clothes. It quietly disappeared without a word said. Not even 2 years later the same happened for the 3rd time and 2 weeks latter I was off to the shrink, not a word said ahead of time until I saw what sort of "doctor" she was taking me to. At that time in my life "The Christine Jorgenson Story" aired on TV and at the end of the movie was a PSA for the Eric Erikson Foundation and an address for more info. The next day the letter was in the mail.
The message I heard as a 4 y/o was still very loud and clear in my head "Boys Do Not Wear Skirts". I was the product of first & second generation parents in a heavily eastern European blue collar immigrant city with either a bar, church or bank on about every street corner. I was also bright enough to know what to tell the shrink to get him to think "It was a phase". (getting caught that is

I got better at hiding my stash of clothes)
It was the mid 1970's I did my first transition "experiment". Lack of self esteem, tons of internalized transphobia, tons of external transphobia (across the river from NYC mind you) and the big dark cloud of "Some Guy In A Dress" surrounding me in a world filled with 5'5" tall women and me being 6ft., the experiment was an utter failure. Just settle on being a CD. A few years later after the I know what will cure me marriage, another utter fail experiment.
In my many decades of living I learned how to be a chameleon, blending in with the crowd I am hanging with. When you are in true "Safe Spaces", away from the PC Police, then you get to hear or see the truth. A lot of "Progress" and "Acceptance" in society is purely a veneer forced upon people in general. MTF's are still fair game to pile on. Want to up the ratings on your TV show? Dust off the TG character script for "Sweeps Week". Who's head did not explode when Jenner came out and the media circus that followed? Or, "That state whose name cannot be said's" bathroom bill? Just look at the number of postings of how after coming out you first get the "Oh that's cool" followed some time later non-acceptance when it becomes all too real. That it is not "A Phase". Of course, there is also the outright rejection or worse. I know from personal experience in the bucolic ultra-liberal just outside NYC suburb I live in today myself,my wife and our property's safety will all be jeopardy if I openly presented as female, even part-time, and has been thanks to rumors about my wife being TG. On the other hand, in rural West Virginia I did live part-time as female. Go figure.
Yes, openly being openly TG today is a universe different for the better then it was 20-30-40-50 years ago back in the days of Archie Bunker being the norm. But since that time even Archie learned to "Stifle it". Is that the reason there are so many "Late Transitioners" today? I suspect partly since it is more acceptable by polite society. The root cause for late transitioning, or a desire to, I do not believe has ever changed throughout the centuries. You just reach a point when the GD is just either too great or you lost the will or desire to fight it. History is filled with "Cross-Dressers". Heck even a colonial governor of NJ. Many after the civil war which was sort of OK.... Battle fatigue or whatever it was called that era.