/ · 1894 Brewer’s · S · Smiler
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the name of a drink, is a mixture of bitter beer and lemonade. In the United States, a drink of liquor is called a “smile,” and the act of treating one at the bar is giving one a “smile.” Of course this is metaphorical. (See Shandy-gaff.)
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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.