Only posting here as I cant find the post I read last night about talking to close friends at work which inspired me to as something similar as well.
I decided to talk to a close female colleague who I am quite friendly with, and as we have a good working relationship, are of a similar age (55) and have helped each other at work a lot.
Given I have never said anything to anyone outside wife and sons this was a big deal for me, so my choice had to be the right one. I explained my situation quickly, as she had been concerned for me as I am under a lot of stress at work and at home with the divorce (friendly one hopefully), especially about my TransGender status, the Dysphoria and where I was with my feelings and worries, the status of Doctor assessments etc, and she was absolutely so supportive all the way through, and wishing me well with going where I would be happier and a more complete person. We chatted for about 30 mins (her boss is away ill) until I had to go to another meeting (after clearing my eyes a bit..) at which point she gave her solemn word not to say or imply anything until I was ready to be more open at work (she has previously worked with me in confidence so I absolutely trust her). As a sort of clincher of confidentiality she shared some quite major personal issues with herself, and we actually ended with a hug wishing each other the best with our situations and that if either of us needed to talk then we would both make time.
I was somewhat flabbergasted and so happy at this outcome and that I had confirmed my first non-family friend as a transwoman (apprentice), and it has really built up my confidence as I do need to stop hiding all the time from the world. I will be cautious as well though. Baby steps...
So - A good day at the office!!
Hugz
Katie