I am 56 and ,completing 40 years on 1st of July as CD and I am proud of having this habit to wear woman clothings and it gives me a great pleasure.
I have tried all possible items in my life to wear Bangles, Earrings, different colours blouses, Sarees, Churidar etc.
However did not try any wig.
The one and only one wish remain pending is to buy a wig and take some photographs and find someone (other than my wife) who can share cross dressing with me together.