Hi Stardust
I too have wondered over the years, why I pursued and put on female articles of clothing wherever I could and whenever I was able to and during my previous life that the amount of times I was able to was few and far between.
In my early days there was not much chance of that because in my family and close relatives (who we hardly visited) had boys mostly and very few girls, so I was not brought up in a feminine environment.
So why did I want to wear and why did I feel so comfortable wearing female clothing? It certainly was not the environment I was brought up in, I was not spoken about female clothing let alone how comfortable that the items were. Which leaves us with the only possible answer and that it lies within ourselves, this answer is of course, "we are females". In other words (or cliché), we have a 'female brain in a male body' and we wear female clothing, because that is what females do and this is the answer to why.
So stop trying to answer why. It does not matter what you wear now because people will see you as a female and you can wear what you want to wear. Take it from me I have worn suits (power dressing) to evening dresses, to going out dinner party clothes, barbeque wear, to wearing old baggy track suit pants with a t-shirt (underclothes of course) pair of socks and joggers for university and this was crappiest clothing I ever wore but I still felt comfortable wearing what I wanted to wear and nobody new anything other than I was a female wearing what I wanted to wear.
So did I ever suffer from dysphoria, in relation to what I was doing? No I did not, because whatever I did, I did it because it was the right thing to do. In addition, my gender is female and will always will be, I never asked why me? and "I'm just content to be me. People can either take me or leave me as they find me." as Rejennyrated said.
Kind regards
Sarah B