I used to think the same way myself, now I am not convinced about it anymore. Female to Males have just as much problems trying to be accepted in society. If you present well as a female most people will accept you as such, sure if you talking about men dressing in women's clothing then yeh it isn't seen as the norm in the same way as a woman wearing men's style clothing, but thats just fashion, women wear trousers in everyday life whereas men generally don't wear skirts ect. So it will always be unusual to see a man wearing a dress or skirt, cause its not mainstream.
I am not certain about this but I do believe that makeup was first worn by men, in the days when males were seen as the peacocks in society, something did change in the 19th century, men ended up working in tougher job roles, where it was perhaps impractical for them to be seen dressed too flamboyantly. Where there is masculine there has to be feminine, it doesn't matter which way around it is, but it had to be there. Part of the problem as I see it is most men these days seem happy with masculinity, they seem to reject the idea of becoming more feminine, women fought for the right to have the same rights and privileges as guys do, whether they have got it or not remains to be seen, but I guess what we have to remember is as a transgendered person you want something that goes against the majority of what society wants, I honestly believe that if most men wanted to wear skirts and dresses and makeup ect, it would have happened a long time ago.