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Born into a vaudeville family, O'Connor was the youthful figure cutting a rug in several Universal musicals of the 1940s. His best-known musical work is probably Singin' in the Rain (1952), in which he did an impressive dance that culminated in a series of backflips off the wall. O'Connor was also effective in comedic lead roles, particularly as the companion to Francis the Talking Mule in that film series.