(My goodness! It has been so long since my last visit that I could find no trace of my last user name. Oh well, not the first time I have "started over"

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I have found this thread very interesting as I have been considering the matter again.
I had SRS in 1974 - I'm a "Biber Girl" - in my early 20's. Prior to SRS, the psychological testing had placed me at 50/50 - could be either. Some people around my home town knew I was "strange" but I did a good job of passing as a male (most of the time) and lived a pretty "straight" life - small towns were not tollerent of "differences" in those days!
I made the transition and SRS in one great jump - from male in my home town to female in a new location - and made a complete break from the past. I looked the part (of my new identity) and was never suspected. I will admit that I was pretty wild in my early days (thank god it was before AIDS!) and having any guy I fancied did a lot for my crumpled sense of self (BAD home life, even without dealing with TSism!). In the early days, I took the attitude that it was nobody else's business, PERIOD! I was married (briefly) and chose not to share my background with my husband. (The marriage ended after a year but it had nothing to do with my past.)
The only "problem" came up when a traveling salesman visited my employer's office, a salesman who had seen me in my home town years earlier, and asked someone in the office if I had a sister in my home town. They put two and two together and the story spread thru the office. (My employer was extraordinary and told people that if they had any problem with me, they could look for another job.)
About 10 years post-op, I had moved a number of times (career moves) and was living in a different part of the country when I became involved with a person I cared about. When the relationship turned serious, I chose to share my past with him. My choice to share was simply so that if anything happened and the past came back to haunt us, he would have heard it from me rather than someone else. He was very understanding and sympathetic (he was a really nice guy!).
About 8 years into that relationship, something DID happen! "A friend of a friend" (and I use the word "friend" with considerable venom!) was working in a medical facility in a nearby city and saw my medical file. When my so-called friend and I had a parting of the ways, she spread the story of my medical background far and wide.
Over the years post-op, I had slowly drifted into "being just me" with little consideration to what others thought and I became involved again in some of the not-typically-feminine things that I had enjoyed pre-op, so when the stories spread, I guss they were more believable.
I neither dispelled nor confirmed the stories that went around, although no one asked me directly. I lost a few "friends" who were put off by the rumours.. There were a few co-workers who treated me differently, and there were a few very close friends that became even closer friends. Among those who continued to be my friends (without having the rumour confirmed or denied), I did detect a change in the way they interacted with me. Many were a little more aloof.
It has been almost 15 years since the rumours and I have been single again for the past 10 years. I would like to get out and "date" again but it's kind of tough, living in a rural area. I know that just about everybody heard the rumours and I know that the rumours could be a source of "hesitation" for many guys. I often wonder if "coming out" about my past would at least remove any uncertainty and maybe . . . maybe what? Now being in my mid-50s, I know that there are fewer available men and the ratio will continue to thin out the field, but it would be nice to have companionship.
The other thing I have considered about coming out is the "PR effect" for other TS people. I have been very high profile for many years and a lot of people sort of "look up" to me for my career and other achievements in the communitiy. To be able to say "Hey, I was born with the wrong body and I turned out ok, didn't I?"
I have never lied to anybody about my past (although I am very good at deflecting any inappropriate questions) but I have shared it only with a VERY few people. I have always felt that it is (usually) nobody else's business. On the other hand, it should not be something that needs to be hidden.
Maybe one day the world will be perfect and it will no longer be an issue . . .