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The Best Cross-Dressing Movies

Updated January 15, 2021 6k votes 2k voters 454.3k views87 items

List RulesMovies must feature cross-dressing and cross-dressers.

Here is a list of the best cross-dressing movies that can include a man dressed as a woman or a woman dressed as a man. Genre-wise, this list includes both dramas and comedies (and even a few thrillers). Cross-dressing has been a staple of storytelling since ancient Greece. At times, it was even required by law as women were sometimes prohibited from working as actors. While some may consider crossdressing (and transvestites) as something that only belongs in comedy, that is far from the truth. Many of these films are dramas, and movies like "Psycho" are all out horrors. That said, many of them are indeed uplifting comedies. Enjoy!

Vote for your favorite crossdresser movies, or movies about crossdressers, or movies with crossdressing right this second!

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