Your post resonates so much with a similar coming out experience I had on Wednesday. Over the last couple of months I have been coming out to my close family and a few friends, up until Wednesday I had told everyone except my brother in law (my sister passed away three years ago) everyone I have told so far have been very accepting and supportive but I really wasn’t sure about him, he’s a good guy but is a true Yorkshire Man and doesn’t mince his words. The dilemma I had was that this weekend we have a family Wedding and because everyone else in the family knows about Stephanie I really felt he should know especially as his three daughters also don’t know but their cousins do! Anyway I thought of other was to tell him and I even thought of asking one of his daughters about how he would take the news but in the end I decided that I owed it to him to be open and honest and tell him directly about Stephanie and that’s what I did, I called him up and after a few pleasantries told him that on occasions I like to present myself as Stephanie and have been a Crossdresser on and off for the last fifty years.
we’ll just like everyone else he took the news really well he was just pleased that I had told him and even praised me for my courage in doing so. He has already told his three daughters and I’m quite looking forward to the Wedding as it will be the first time in ages everyone has got together but I’ll be intrigued to find out if anyone mentions this news. I’m actually quite excited.
sorry it’s such a long reply