Quote Originally Posted by Rebecca Jackson View Post
There’s something that concerns me which I don’t recall seeing discussed here before. I have two sons who don’t know that I'm a crossdresser, and it worries me that if something were to unexpectedly happen to me that they would find all my clothes, make-up, etc. It would be bad enough having to cope with the loss of their father, but I would hate to make an already difficult situation even harder for them by having them discover that part of my life which they know nothing about. I realize the best option is to tell them now so they don’t have to figure it out on their own when I’m not there to talk to them about it and answer their questions, but as of now I’m not ready to tell them. It’s also not practical to store my things at another location. I think I’m going to write a letter explaining everything and keep it with all the stuff so that it will be there for them if/when they find it. It’s not the perfect solution but it’s the best I can come up with right now. As I’ve gotten older and had had to deal with a couple of health issues this has become a bigger concern for me, so I just wondered what others in my situation have done, or what your thoughts are. Thanks.

Rebecca
Rebecca, this issue has been discussed here before but it is nice to see it being brought up again. I believe that we do owe our heirs some sort of explanation when they discover this part of our lives after we have passed on. It is already difficult to deal with a loved ones passing and to have this thrown into the mix only complicates things more. Therefore we owe it to them to explain things to them when they are surprised or even shocked to discover this part of someone that they thought they knew.

Tracy S. has written an excellent letter in this thread and I would recommend copying it and then using this as an outline to form your own personalised draft. I am going to do this for the sake of those that did not know of my crossdressing before my passing and hopefully they will gain an understanding of a subject that they know litte or nothing of.

I have only one heir and that is my son. He is 26 now but was told all about my crossdreessing by his mother at the age of 10 during the divorce. She saw the need to out me to all of my family members including our son and all of our friends. She did this only to spite me but unknowing to her at the time she did me a huge favor. I discussed my crossdressing with my son when he was 16 and unlike his mother he was accepting of it. I looked at him as being very mature and open minded for such a young age and I love him dearly.

My son will be the one left with the responsibility of going through my belongings when I am gone and although it will not be a shock to him to see all my cd related things I am sure that he might feel reluctant to disclose this to others that did not know about this very personal part of my life. I hope that the letter I leave behind will be a means to help him in disclosing this part of me to those that will have a need to know. I am confident that he will be responsible and mature enough to deal with this in a proper manner.