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conundrum

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

noun

conundrums plural
  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

Other Word Forms

Noun Inflected Forms

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!

Keep Reading on Vocabulary.com

Vocabulary lists containing conundrum

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.

See Examples For:

Well, that is a conundrum that Mrs. Waters, in the interest of avoiding confrontation with her life’s cognitive dissonance, should probably learn to live with.

From Salon Jul. 27, 2026

Therein lies the conundrum about when to claim Social Security.

From MarketWatch Jul. 20, 2026

That points to another conundrum for the health-conscious white-collar urban workforce: Greens are everywhere and in everything.

From Slate Jul. 17, 2026

The jurisdictional conundrum grew only worse as the VA issued 99-year leases to local developers to build those initial 1,200 units.

From Los Angeles Times Jun. 26, 2026

That was always the conundrum: Had I made the right choice in putting the people’s welfare even before that of my own family?

From "Long Walk to Freedom" by Nelson Mandela

Their work is a cultural bridge much like Ashitaka’s effort to bring the worlds of beasts and men together for a common cause, depicting what Miyazaki sees as one of humanism’s central conundrums.

From Salon Jul. 22, 2026

Spare a thought for Alan Horsburgh, who has a bundle of conundrums to work through.

From BBC Jun. 25, 2026

A trio of comedies about lost, affluent white men grapples with the manly conundrums of our times—and paints a troubled picture of modern men.

From The Wall Street Journal Apr. 13, 2026

He answered listener conundrums, including which Gabfest host would make the best dictator and what pastry he’d like to be reincarnated as.

From Slate Dec. 18, 2025

What senile conundrums was Miss Trixie babbling to Mr. Levy?

From "A Confederacy of Dunces" by John Kennedy Toole

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