Boy Meets Girl is a movie about a cis guy who meets a trans girl who is actually played by a trans girl. The representation of trans girls/women in general appears to be very positive. Though I haven't watched it, actual trans girls have said that it's great.
You can get it on Vimeo on Demand. Rental price $4. I'm going to need to watch it when I find some time.
Boy Meets Girl - Trailer from Wolfe Video on Vimeo.