Sometimes a young boy puts on an article of women's clothing because they find it soft, silky, smooth, or whatever. For years they are satisfied by wearing their discretely acquired stash of apparel. Some people discover or realize that they were born in the wrong body and take actions to physically change. Some people started by wearing one item of women's clothing and progress by adding more. Some people have no desire to physically change but transform their persona into a female and impersonate a female.
For some people like myself it was only about the clothing. Early on it was soft and silky then erotic. I never wanted to be or impersonate a woman. Recently, I realized that I was not happy with the fit or feel of any of my male clothing not even the undergarments. The only thing I liked were my warm wool socks. I decided to go extreme and wear women's clothing out in public or around the house. The interesting thing is that today there is underwear that is "male" that looks like female panties. There are "male" running tights and/or leggings that are like female. If I crossdress today it is only because the clothing is comfortable and or I like it. I would not wear pantyhose under my clothing in the summer because it would be too hot and not comfortable for me. However it will be below 20* and snowing later today. I might wear pantyhose or tights when I go out to deal with the predicted snow. My wife purchased some "male" underwear that looks, fits, and feels like panties. I now have a full underwear drawer with both female panties and men's bikini underwear. I think it would be hard to tell the difference, as mentioned I wear them for the feel and fit.
A problem I have is that I am wide 42" chest, close to 36" waist but am only 5'7" or maybe even a little under. My pants have never fit good. The "rise" causes my pants to hang someplace between my crotch and knees or need to be close to my breast line. Women's slacks really don't fit any better. In fact I have laid out men's trousers on top or under women's slacks and the rise is the same. The fabric of the ladies slacks may be more comfortable then that of the men's and the ladies clothing can easily be found with a wide elastic waist band eliminating the need for a strangling belt. My wife recently found me a couple of pairs of pants that are very comfortable that are low rise and fit good. I think my body/frame makes it difficult to find comfortable clothing.
For me I think crossdressing ends with wearing female clothing if it fits better than male clothing. A few weeks ago when I decided to take action to find better fitting clothing I explored wearing skirts or whatever in public and didn't care what others thought. I still do not care what others think but I want comfort and functionality. There is no need for me to make a fashion statement or try to change the worlds perception of what male clothing should be.
Where do you expect your crossdressing to end? Is it about clothing or something more?