In my area, the metrosexual look is popular. So it is becoming more acceptable here to be a feminine male. (pastel shirts, trimmed eyebrows, lazer hair removal, manicures). I live in a big metropolitan city so maybe it will take some time to catch on other locations.
However, being a GG, I think that to society, there is a big difference between a feminine man and a man trying to pass as a female. The later seems to throw some people off guard and make them uncomfortable. Mostly because they don't understand the motivation for it.
Tomboys are girls who dress how they want, simple and comfortable. they are not trying to pass as a man.
