As one who started transitioning at 60, I have been filled with the what if's. If I transitioned at 20 or younger would my life had been better, different.? Would I have missed having a family, child, love of my wife? The list goes on and on. The only thing I can come up with is life is life. Decisions are made and we move forward. Good, bad, whatever. There is no sense dwelling on the past, at least I finally got up the courage to do it and live the rest of my life happy.
In the 60-70's there was really not any info out there about transitioning. Of course we had Benny Hill dressing as a woman and getting laughs about it and Klinger on Mash trying to get a section 8 (crazy) discharge because of it. But real info was not available. Fast forward, family develops, work and friends form. It all seamed harder to transition and possibly lose all this until it really didn't matter anymore.