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I just saw the French film "The New Girlfriend" and really enjoyed it. It is beautifully shot and the characters are interesting as well as complicated. It involves a cross dresser as a main character but is also about much more. I recommend it even though it has subtitles. French is a beautiful language even though I don't understand it---LOL
Others I like are "The Danish Girl" with Eddie Redmayne and a much older movie "Mascara". The latter is the 1987 version as there are multiples with that name.
I just saw the trailer on the "The New Girlfriend". Thanks for the recommendation Maureen.
While not a movie, I enjoyed "Casa Valentina", a play based upon photos found of crossdressers and transgender women who spent time in the Catskills in the 1960's at a resort called Casa Susanna. There is also a documentary and book on Casa Susanna.