Quote Originally Posted by DemonicDaughter
So really the argument is "why isn't it fashionable anymore?
No thats not the argument at all. This is about gender perception not fashion. It does not matter to which sex certain clothes are attributed to, what matters is that clothes do have a known gender attribute and so they can be used to alter your gender presentation. The argument is why is it when women use clothes with male attributes, this is not considered crossdressing while the same is not true for men.

So your question of why don't women, other men, society, etc. accept you in a skirt but are okay with women in pants, well that's easy. Because it's become commonplace.
This narrow focus on just pants makes it easy to claim that it is just a practical choice. This argument ignores that the issue that ALL items of male clothing have been appropriated by women. If it were just jeans then nobody would ever suggest that this was crossdressing. But when women wear everything from army boots to boxer shorts to braces and baseball caps, it becomes obvious that women are deliberately choosing to integrate male clothing (whether actual or women's mimicing mens clothes) into their everyday appearance. This means something way beyond practicality or fashion, it means women are using clothes of the opposite sex to move away from femininity towards androgyny. That is what crossdressing is. The main difference compared to male crossdressers is to do with the much larger degree of the gender switch and the emotions and motivations underlining the choice.