The Lemon Drop Kid (1951)
Later Bob Hope films were more consistent than this comedy; Hope is a cheap racetrack tipster and tout, and suddenly owes a lot of money to a gangster. Part of the means of getting out of this problem involves setting up a charitable home for old ladies, but this is soon taken over as a good cover by the gangsters. Hope tries to infiltrate the home to get some cash by posing as an old lady himself.
HF September 2005
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The Lemon Drop Kid
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