There are sooo many dramas where there is a girl who either purposely dresses as a guy to pretend to be a guy or is mistaken as a guy and just goes with it, but I was wondering if there has ever been a drama where the male protagonist dresses as a girl? I haven't heard of one like that but I was just wondering if anyone had...

Ma Boy (2012), I don't know if it's good or not, it's the only one I know of! :)
Ah thanks for the help! :)
yeah ma boy .... its ok.

In one of the hana kimi (i think its J) the boys do dress up as girls during a miss korea type of thing. It's obviously not the name plot though
It's probably not what you're looking for but anchiaras secret has something along those lines!
Not a drama but a movie : Princess Jellyfish...
princess princess d
5 ji kara 9 ji (but he isn't the main character, but extremely convincing)
ma boy
udagawachou de mattete yo (if you are okay with boys love/ movies)
kill me, heal me (the main character sometimes crossdresses)
i second princess jellyfish (live action and the anime/manga is worth checking out too)
secret garden (thats a genderswap tho)
Boku to Kanojo no XXX (again genderswap)
yeah hana kimi they cross dress for one episode (same in the korean version To the Beautiful You)
RH Plus one character crossdresses for an episode (but again slight boys love, but still great drama)
I Do, I Do (the guy dresses up briefly) 
Ouran High School host club (the live action) (the dad is dressed as a woman)

lol thats all i can think of haha :/
yeah i wish there were more of the opposite genderbender, it would be new and the crossdressing genre is getting old/cliche
Hello! ^^ there is a japanese drama "Tempest", and it looks good!