apoc if he wants to be a woman, thats fine. what i know about this is..
if he takes oestrogen in the correct quantities, it will stop male pattern baldness, there is no debate about that. Transexuals have done this for years. It works. this is not new, it has been done 1000's of times before. There is no question at all that it works.
taking oestrogen lowers the level of serum testosterone in the blood, and therefore hormonally, you are a woman, and therefore you dont lose your hair.
however, what you do lose, is a bit more serious. With decreased testosterone in the blood, the testes slow down and then stop functioning. They go into permanent decay. After 6 months to a year, your ability to have children will disapear for ever. Your penis will shrink, and in many cases, stop functioning all together. Hard-ons will not be possible in many cases. Oestrogen changes the skin tone, you look more feminine, but with a male bone structure you still look like a man. You will develop breasts, but not to the extent of a natal female.
i think before embarking on this course of action, its very important someone is aware of the consequences. Wearing a skirt is one thing, but embarking on this kind of action is something totally different