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I agree that you should tell your therapist, since they need to understand this part of you to work with you effectively. However, I will caution you that not all therapists are comfortable with CD/TG matters, some haven't done their work and still hold old biases. If that's the case, fire them and find someone who will be non-judgmental. I remember telling an old therapist (older male), and watching him almost climb over the back of his chair with discomfort, and then rattle off a referral, despite the longer-term nature of our work together. I never came back.
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I've spent the last couple of years as a caregiver, and my own serious health issues. I learned a lot about compassion and kindness and understanding. These things are not considered macho, but living it and feeling love and compassion from others made me realize that it can be a part of me, and that dropping some of the male facade and blending some of my femme tendencies together made me a much happier, well-rounded person. My cross dressing fits nicely with this "new" me, and I've let go of practically all of the guilt.
Life is too short to not enjoy and embrace who you truly are. At the end, one is just another one of billions that have come before and will come after, so worrying about societies hang ups too much might drive you crazy.
This is my perspective; your mileage may vary.
tl;dr: embracing compassion and understanding makes me a happier crossdresser.
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I told almost everything to my therapist .. my gosh how difficult it was ....
When I managed to say ... it was already at the end ...
when I spoke he seemed uncomfortable...
but I think it was more impression and fear of being judged...
So he told me not to worry ... we still need to figure out what that means, and that I opened a curtain just now..
He ended by saying:- in his view seems to be more a fetish (for sexual fulfillment (sorry I dont know to express myself very well in English))... and the biggest problem seems to be my own judgment about all this .. . sense of guilt and discontent. A type of prejudice against myself ...
It's pretty much what you said LaurenS
oh dear...
but I am in the same...
neither bettering nor worsening...
just waiting next week