Thank you for all for your advice about attending my high school reunion as a woman (or not). Your comments have given me some food for thought and here is what I think.
I should have mentioned in
my original post that my wife will not be attending the reunion. She finds my reunions boring because she does not know anyone in my class and feels that the $75 sticker price is a waste of money as far as she is concerned. So she will not be in attendance (and possibly be embarrassed or pitied or questioned about my presentation).
My sister and I are very close, but she has never supported me with regards to my transness. After I came out to her, she was initially surprised and upset by the news and since then, she has never mentioned it. (Out if sight, out of mind.) So why should I be concerned about embarrassing her if I attend the reunion as a woman? For that matter, why should she be embarrassed since she does not seem to care much about my transness.
So I am seriously leaning towards going as a woman. Like Velma advised, "JUST DO IT! Ten years from 'now,' nobody will remember or care what YOU did; except you. Those that DO remember you will RESPECT YOU for your courage to be YOURSELF."
In a similar vein, Rhonda advised, "Do it - you will regret not doing it." I already have a collection of life's regrets and I don't want to add another one to the pile.
Other Thoughts
My high school was a Roman Catholic high school. There were a handful of very religious classmates, but in general, I did not find my Catholic high school classmates much different than my public grammar school classmates. Probably because most of my public grammar school classmates were also Catholic.
That being said, the Catholic religion is notorious for being transphobic. However, I have found that Catholic civilians are no more transphobic than the general population. How this plays out among my Catholic classmates remains to be seen, but my guess is that they will follow the trends of the general population. And I suspect that my female classmates will be more supportive than my male classmates.
Speaking of my male classmates, I had a lot of friends in high school, both male and female, however, most of the jocks were not among my friends. They verbally abused me with regards to my natural femininity. Showing up at my reunion as a woman will prove that they were correct in recognizing my femininity, but were just very rude in the way they acknowledged it.