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Originally posted by Fenton-J-Cool
What the hell does that mean?
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DOLLARS TO DOUGHNUTS (or donuts) – “The almost forgotten terms ‘dollars-to-buttons’ and ‘dollars-to-dumplings’ appeared in the 1880s, meaning ‘almost certain’ and usually used in ‘I’ll bet you dollars-to-buttons/dumplings.’ They were replaced by 1890 with the more popular ‘dollars-to-doughnuts’ (a 1904 variation, ‘dollars-to-cobwebs,’ never became very common, perhaps because it didn’t alliterate).” From “Listening to America” by Stuart Berg Flexner (Simon and Schuster, New York, 1982).
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And now you have the rest of the story.