Well when I began my transition, I started to grow my hair, as it easier to look more feminine with long hair.
I just let it grow, had it styled to a more female style, but let it grow. I ended up with my hair down to my bum. Washing my hair became a chore and blow drying took forever. and the weight gave me head aches. So off the hair salon I went.. I had it cut to about shoulder length.
These days, I keep my hair between shoulder length to maybe halfway down my back, when it get half way down my back, i cut it back to shoulder length. I love my long hair..