Well I don't know if you could act or not. I'm guessing about what you think about it. Obviously some people can really do it and have done it.
Well, maybe I'll make a pretty serious reply...
Obsydian and I have been friends for awhile. We mirror different aspects of the feminine side though. Obsydian is fully gay and knows how to dress to pass if needed. I'm bi, and though I haven't crossdressed much, I will very likely be the first of us two to get on hormones (HRT). Personality wise, Obsydian probably thinks I act more feminine than him in personality. But he has that dressing like both genders thing nailed down. And of course he's older and has more life experience.
All this is just for informational purposes. Not meaning to embarrass anyone. This just seems like an awfully good question for the Games board, is all.
So I am taking steps to become quite frankly, a different gender. Doesn't mean it'll happen overnight.