Carefree starring Fred Astaire and Ginger Rogers (1938).
Aren't these titles great?
Summary via Wikipedia -
Psychiatrist Dr. Tony Flagg (Fred Astaire) does his friend Stephen Arden (Ralph Bellamy) a favor by taking on his fiancee, Amanda Cooper (Ginger Rogers), as a patient. Amanda, a singer on the radio, can't seem to make a decision about Stephen's many proposals of marriage, so Tony probes her subconscious, but in the process Amanda falls in love with him. He tries to cure her with hypnosis, but this only leads to chaos, as Amanda wanders around in a carefree hypnotic state.
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