Boy Meets Girl

Every category has to have a pinnacle, a top dog, a number one film.

This is it for transgender female ie MTF.

This is a Wiki link that will see that you get the relevant details.
https://en.wikipedia.org/wiki/Boy_Meets_Girl_(2014_film)
And a relevant IMDB link which has a trailer option.
https://www.imdb.com/title/tt3007302/

It can be found on YouTube for a modest fee (3 bucks), or if you are both cheap and clever, it can be located on 'free' locations like 123movies (this site wanders due to being closed down, but remember, I mentioned clever).

I've watched a LOT of transgender content, NOTHING though as genuine as this film.
The role is played by a genuine transgender female who was pre-op during the film but has since 2014 joined me in becoming post-op.

This film is certainly triggering. I cried watching it, as I was still pre-op the first time I saw it.
It touches on almost everything that matters to a transgender woman. The film is fictional, the reality isn't.

I most definitely have no trouble saying, "watch this with your cis friends, and let them see what it REALLY means to be transgender." Anyone that won't watch this with you, is A. NOT an Ally, and B. not someone you want in your life.