If there truly are NO examples out there, why might that be?I think I recall some movie with some godawful comedian who was a robber who swapped bodies with a cheerleader or something...
A statement such as "a woman can do anything a man can do" implies the fight is to disprove the stereotype that women aren't suited for doing a man's job.
Combine the three, and you have this: a man turning into a woman has drama, excitement and comedic fuel. A man becoming a woman is going from the standard to the non-standard. Dating the Enemy does a bit, but it's kinda hard to say seeing as neither of the main characters are really paragons of masculine and feminine stereotypes to start with (e.g. I dont have any examples, like you said, it seems really rare.
the woman is a slob, the man constantly preens over his appearance; he (as her) has to deal with periods and PMS, she (as him) has to deal with... But at least I HAVE read stories of male to female (permanent) where it isnt treated as a comedy. Naruto gets turned female and spends probably the first half of the story trying to avoid a full on mental breakdown over his/her loss of identity.
People like myself, with relatively little ambition, get stuck at the bottom with nothing but regrets. Or at least, we're taught that failing means letting down the ones who depend on us.
Yeah, I think that has a lot to do with why genderbending stories are so one-way.