When I first started dressing, I was surprised at how little of the common guilt and shame that I felt. If I was going out for, say, 5-6 hours, might feel it for the first 15 or 20 minutes while getting dressed. After that, it was over. The rest of the time was just spent functioning and interacting with others as my alter-ego, DeeAnn. These days, that initial shame and guilt has long since vanished. Some here view themselves as 2 distinct personalities; one male and one female. For me it is one personality, but different traits become stronger or weaker as a function of presentation. In other words, all traits exist all the time, but some may be more intense considering presentation.
In the last year or so, I've realized that the notion of feminism was always much closer to me than I thought. By junior high school, or early high school, I knew what Dolman sleeves, peplums and bust darts (and many other things) were. It wasn't that I was consciously trying to learn; it just stuck. Women's fashions of the mid-50's to the early 60's also made a very strong impression on me.
Years ago when I started doing some personal introspection work, someone who had known me for all of 30 minutes said that I had peaceful and gentle soul. Historically my relationships with women have been very good; usually quite a bit better than with men. I suspect that there is a relationship here as my default personality is low key and non-aggressive. Usually women take me into their confidence fairly easily. I prefer consensus building instead of command and control. Not that I can't do these things, but it isn't usually my starting point. Anyway, all this seems to point towards a distinct feminine component to my personality.
One final point: when I started dressing, it didn't feel foreign to me. Obviously women's and men's clothing have very different sensations as a function of material, weight, design, etc. It's hard to explain. The sensations felt new and old at the same time; perhaps something like the idea of getting in touch with a past life. I don't know how else to say it.
I think any one of these things by themselves wouldn't necessarily have a lot of impact. However, taken in aggregate, it struck me that I was in a place that was beyond Crossdressing. It all seemed almost too easy and too comfortable for me to become DeeAnn. I feel comfortable as Don and as DeeAnn. I'm not distressed wearing male clothes and I'm not distressed wearing female clothes. They are all just My Clothes.
So, my conclusion was that I am transgender to some degree, but not enough at this time to warrant considering transition. The amount of time spent as DeeAnn seems to be sufficient and things appear to be stable.
DeeAnn