The Little Gentleman from Okehampstead is a collection of connected stories about Mendel Honeywood, a diminutive insurance agent who skips out on his family and his hometown of Okehampstead, Massachusetts, and arrives in England, without a cent, to enter into a life of crime. He meets up with James Van Clarence Smith, disinherited scion of the wealthy American millionaires, and Lady Felicia Lakenham, upper-class, with a very small income.
These three engage in somewhat shady adventures in the art world, politics, and international finance, as they seek to make their fortunes.