The Life of Riley - Etymology

Etymology

The expression, "Living the life of Riley" suggests an ideal contented life, possibly living on someone else's money, time or work. Rather than a negative freeloading or golddigging aspect, it implies that someone is kept or advantaged.

The expression is of uncertain origin, and is first attested from around World War I, particularly in American servicemen. Various theories exist as to the origin, such as to an origin in the 1880s, a time when James Whitcomb Riley's poems depicted the comforts of a prosperous home life, but it could have an Irish origin—after the Reilly clan consolidated its hold on County Cavan, they minted their own money, accepted as legal tender even in England. These coins, called “O'Reillys” and “Reilly's” became synonymous with a monied person, and a gentleman freely spending was “living on his Reillys”.

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