British film, woman is actually a man

England, 1600. Queen Elizabeth I promises Orlando, a young nobleman obsessed with poetry, that she will grant him land and fortune if he agrees to satisfy a very particular request.

Virginia Woolf's 1928 novel "Orlando: A Biography" follows the centuries-spanning life of a young nobleman who awakens to find that they a woman. Almost a century after its publication, Paul B. Preciado claims that fiction has become reality and Orlando's story lies at the root of all contemporary trans and non-binary life.

When Gerda Wegener asks her husband Einar to fill in as a portrait model, Einar discovers the person she's meant to be and begins living her life as Lili Elbe. Having realized her true self and with Gerda's love and support, Lili embarks on a groundbreaking journey as a transgender pioneer.

A film exploring the complicated relationship between British espionage and male homosexuality.

An actor's career takes a "Tootsie"-like turn when he lets himself be cast as a woman in a movie.

Man dresses up as a woman, and the film is reversed.

A girl is drafted due to a misunderstanding and this gives her the occasion to check on her boy-friend, whom she believes to be a womanizer.

A Vietnam vet decides to undergo a sex change operation in the 1970's.