Etymology

Gentleman Jim

Today it means: A man, especially one named James, whose behavior shows him to have a polite, courteous, and respectable nature. Full definition →

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The story

Possibly from the nickname of champion American boxer James J. Corbett (1866–1933) or American country music singer Jim Reeves (1923-1964).

Etymology from Wiktionary, CC BY-SA 4.0.