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conundrum

/kəˈnʌn.dɹəm/ noun C2
  1. A difficult question or riddle, especially one using a play on words in the answer.
  2. A difficult choice or decision that must be made.

Plural conundrums

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A sandwich and a cup of coffee, and then off to violin-land, where all is sweetness and delicacy and harmony, and there are no red-headed clients to vex us with their conundrums.”
The Adventures of Sherlock Holmes, p. 20 · B2

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Words, meanings, pronunciations and translations from Wiktionary (CC BY-SA 4.0); how common each word is from wordfreq. Made into this dictionary by FluentPlex.