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conundrum

American  
[kuh-nuhn-druhm] / kəˈnʌn drəm /

noun

  1. a riddle, the answer to which involves a pun or play on words, as What is black and white and read all over? A newspaper.

  2. anything that puzzles.


conundrum British  
/ kəˈnʌndrəm /

noun

  1. a riddle, esp one whose answer makes a play on words

  2. a puzzling question or problem

"Collins English Dictionary — Complete & Unabridged" 2012 Digital Edition © William Collins Sons & Co. Ltd. 1979, 1986 © HarperCollins Publishers 1998, 2000, 2003, 2005, 2006, 2007, 2009, 2012

Etymology

Origin of conundrum

First recorded in 1590–1600; pseudo-Latin word of obscure origin

Explanation

The tricky word conundrum is used to describe a riddle or puzzle, sometimes including a play on words or pun. One of the most famous conundrums is the riddle of the Sphinx, famously in the play Oedipus the King by Sophocles. Oedipus encounters the Sphinx, a mythical beast, who asks him, "What walks on four legs in the morning, two in the afternoon, and three in the evening?" The answer is "A person": crawling as a child, walking as an adult, and using a cane in old age. The scary thing is that if the Sphinx asked you the riddle and you didn't know, she'd eat you!

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Example Sentences

Examples are provided to illustrate real-world usage of words in context. Any opinions expressed do not reflect the views of Dictionary.com.

Appeared in the May 14, 2026, print edition as 'Private Equity Faces Conundrum'.

From The Wall Street Journal • May 13, 2026

Housing Affordability Conundrum from the confines of Detroit and the U.S. to all the way around the world.

From Barron's • Jan. 16, 2026

When I first wrote about Conundrum nine years ago, that discovery felt revelatory.

From Seattle Times • Feb. 2, 2024

For this week’s Slate Plus bonus segment, David, John, and Emily talk through a constitutional Conundrum.

From Slate • Dec. 7, 2023

We’re headed to investigate what I think is a pretty promising lead in the Carl Conundrum.

From "Odd One Out" by Nic Stone

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