: : "saying "Let's bet or I'll bet dollars to donuts" implies if I'm right (the winner) then I expect to be paid in your dollars for my risking my donuts (pennies)." David, that's the point in your argument where a reversal has occurred. "I'll bet dollars to doughnuts" means I bet (put at risk) my dollars and you bet your doughnuts. The first explicit reference to betting is not found until the 1920s, in a story by “Ellery Queen”–“I’ll bet dollars to doughnuts Field played the stock market or the horses”–but betting is unquestionably the origin of the expression. Origin courtesy of The Maven. To understand "dollars to doughnuts" you have to realize that, when the phrase was coined, a dollar was worth considerably more than a doughnut; hence, a person who was willing to bet a certain number of dollars against an equal number of doughnuts would be giving heavy odds. So "dollars to doughnuts" is a way of saying you have a lot of confidence in your assertion, i.e., you'd be willing to Dollars to doughnuts is one of several ‘dollars to …‘ phrases, like ‘dollars to buttons’ and ‘dollars to cobwebs’, which date from 1884 (in G. W. Peck’s Boss Book) and 1904 (in The Boston Herald) respectively. It is obviously an American phrase and so it is used as donuts rather than its actual notation doughnuts. Definition of dollars to donuts in the Idioms Dictionary. dollars to donuts phrase. What does dollars to donuts expression mean? Definitions by the largest Idiom Dictionary. Dollars to donuts - Idioms by The Free Dictionary Well, I'll bet you, Alex, almost dollars to donuts that I'll wake up at 3am, as I do every morning now. See also 'Dollars to doughnuts' is a pseudo betting term, pseudo in that it didn't originate with actual betting involving doughnuts, but just as a pleasant-sounding alliterative phrase which indicated short odds - dollars are valuable but doughnuts aren't. The phrase parallels the earlier English betting expression 'a pound to a penny'. bet a dollar to a donut; wager a dollar to a doughnut; bet dollars to doughnuts; Etymology . Possibly adapted from "bet dollars to buttons" and "bet dollars to dumplings" that appeared in the 1880s, meaning "to feel almost certain" because the dollars are bet against something nearly worthless and perhaps shaped like a zero. Verb Dollars to doughnuts means something that is certain. The phrase dollars to doughnuts is an American idiom that originated in the middle 1800s and is still mostly seen in American English. The idea behind the shorthand phrase dollars to doughnuts is the sentiment that the speaker is so confident that he is right about something, he will put forth his dollars against the listener’s doughnuts A couple decades later, “dollars to cobwebs” also popped up, but none of these had the staying power as “dollars to doughnuts.” In all cases, the latter thing is the worthless item relative to the value of the dollars, but you’re so sure about what you’re saying, you’ll happily bet your dollars to someone else’s doughnuts over On the origin: As to why “dollars to doughnuts,” beyond the alliterative qualities, it was essentially just a way to say you’d bet dollars to something mostly worthless, relative to the dollars, emphasizing how sure you are that you’re correct.
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