What I wish I’d known when I was 19 and had sex reassignment surgery

When I was 19, I had surgery for sex reassignment, or what is now called gender affirmation surgery. The callow young man who was obsessed with transitioning to womanhood could not have imagined reaching middle age. But now I’m closer to 50, keeping a watchful eye on my 401(k), and dieting and exercising in the hope that I’ll have a healthy retirement.

In terms of my priorities and interests today, that younger incarnation of myself might as well have been a different person — yet that was the person who committed...