an honest answer to that Madelyn....
society does not accept it because GG do not accept it. Women have a natural tendency of whats yours is mine and whats mine is DEFINITLY mine. Women generally have zero desire to share anything thats feminine with men....and that bodes double with fashion. Women also dictate what men wear. Men will do most anything to attract women. If all the women on this planet started thinking men in dresses/drag was what they wanted sexually every man in the world would be wearing skirts/heels/makeup etc.
There are women that are attracted to men in drag as far as sexually/physically but the ones i have know only are attracted to the ones that can really pull off the look (ie androginous/look very female). because its less distracting and more natural. Last thing most women want is a guy in drag who looks like a guy in drag...it just provides alot of embarrissment for them.
honest....but true