I think...

That males (and females, though this is lessoning) are forced into a fairly narrow list of acceptable behaviour and expression.

I don't believe there is anything inherently gender specific about a certain piece of clothing (at least not truly). The idea that a skirt "belongs to girls" is simply a result of the society in question having randomly claimed that.

You can see this is true by just looking at various cultures and various times. You can clearly see how "girls clothes" move into completely acceptable "male clothes", and vise versa. Even today, we see men begining to wear "skinny jeans" as a trend in younger generations (along with increased attention to cosmetics). Just go into the store and you will see female beauty products being re-packaged and sold to males (something that wasn't there a while ago).... this is also a growing trend as males (in general) begin to move away from their limited positions.

I often see CD'ers and TS's be guilty of using and playing to these stereotypes (which, they are trying to get away from in their own gender!). Saying "oh, women must *insert whatever women must do here*"... as if being female (or being male) comes with a rule-book of how you "should be".

For some, it is a sexual fetish. But for many others, it seems to be an extreme caused by the lack of a "middle ground" (there simply aren't a wide range of fashion and cosmetics for men...so, the only option when faced with the desire to explore this type of expression is to think "well, I guess that means I'm a girl" as they go looking for female clothing and makeup and hair).

Where this is all headed? Sadly, things move veryyy slowly. But, eventually society will allow males more freedom in this area (again, you can see this with women already happening). Men won't be faced with social pressure and ridicule for wanting to dress and use makeup in increasingly diverse ways (just as no one bats an eye when they see a woman walking down the street without makeup and in pants and a jacket).

Society would have you believe that a man can not be beautiful and that is a quality left to females. They would have you believe that it makes you "un-manly". Yet, I would argue that males do have beauty and society is simply refusing to explore that possibility. ((Again, just look at history for how men were able to express themselves... frills, makeup... even the very form of a man was celebrated in roman culture).

Would you still be considered a crossdresser if everything you currently do were accepted by society as male behaviour?