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Smart Money

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Money paid by a person to obtain exemption from some disagreeable office or duty; in law it means a heavy fine; and in recompense it means money given to soldiers or sailors for injuries received in the service. It either makes the person “smart,” i.e. suffer, or else the person who receives it is paid for smarting.

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Entry taken from Dictionary of Phrase and Fable, edited by the Rev. E. Cobham Brewer, LL.D. and revised in 1895.

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Sly-Boots
Sly Dog
Sly as a Fox
Slyme (Chevy)
Small
Small-back
Small Beer
Small-endians
Small Hours of the Morning (The)
Smalls
Smart Money
Smash
Smec (in Hudibras)
Smectymnuans
Smectymnus
Smell (an acute sense)
Smell a Rat (To)
Smelling Sin
Smells of the Lamp
Smelts (Stock-Exchange term)
Smiler