I just watched a movie called Sam.  Your basic womanizing alpha male turned into a female and learns the thrive and live as one. In the end she has her choice to make. I won't spoil the ending, although it is predictable. 

It's not the greatest movie.  Sort of like an HBO late night skin flick from the 90s just with out the nudity but the subject matter was right up many of our alleys.   It's streaming on freeve.