A movie (amoungst others, but I saw it while I was ripening) that helped me with NOT being trans was "V For Vendetta."
Evey is... well, my heroine. Watching her go from a timid, scared little girl afraid to say or do anything... to realizing she believed in something more important than even her life, AND acting on that faith... wow. I felt sick after watching it, knowing she was me, knowing I had been throwing away my one shot at doing what I ALWAYS knew I was meant to do in this life.
But it's sorta a zen thing. They say that when enlightenment is ripe, anything can spark it: tripping on a crack, accidentally kicking a pebble, a dog bark... anything.
But movies with trans characters? No, I really haven't been able to relate to them, including Trans America. I DID love "Orlando" very much, though she's not exactly a trans character. But I can relate to her, and her journey.
~Kate~