Like you I'm always on the look out for good gender-bender media and I'm not exaggerating when I say that the Korean Drama Mr. Queen is by far my favorite media representation of this concept of all time. It's better constructed as a show than anything else I've seen. I think it would play perfectly to MtFers' fantasies.

It's a 20 episode romcom light tone show that's airing right now, doing really well in Korea. I just found it myself. It's about a 21st century 'Chad' man who gets trapped in a queen's body from old Korea. It combines the struggle of this man inside the woman trying to deal with his sexuality (or bisexuality..) in a society that suppresses females, and a political power struggle that threatens his position and life as queen. It's hilarious and the dramatic elements keep it grounded. The actress who plays this man in a woman is amazing, extremely convincing and hilarious.

If you want to watch it check the site that this Redditor created, it's the best.