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Probably the most popular movie with this theme is My Fair Lady, made in 1964. It was directed by George Cukor and starred Rex Harrison and Audrey Hepburn. My Fair Lady won eight Oscars, a real sweep for its year. If you have not ever seen it, you probably should. The music is wonderful and you would enjoy seeing how the themes of Pygmalion are played out in Hollywood. This movie, based on the Broadway play of the same name, is a direct steal from George Bernard Shaw's Pygmalion, but with music. Another movie that has similar themes is Educating Rita, made in 1983 and directed by Lewis Gilbert. The "professor" is played by Michael Caine and the "Liza" character is played by Julie Waters. This movie was nominated for three Oscars, and it is a movie worth watching.
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