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Synonyms

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

The conundrum is that, when I pass, all my retirement income will be reduced to $30,000 a year for my wife, assuming she outlives me.

From MarketWatch Jul. 13, 2026

Most electronics—laptops, tablets, gaming devices, phones, your next car, your next smart TV—are getting way more expensive, thanks to a simple supply-and-demand conundrum.

From Slate Jul. 2, 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

You will recall the cosmological conundrum with which we ended the first chapter–that the Big Bang created lots of light gases but no heavy elements.

From "A Short History of Nearly Everything" by Bill Bryson

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

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

For this week’s Slate Plus bonus episode, Emily, John, David, and special guest Stephen Colbert answer listeners’ conundrums of all kinds: the meaningful, the trivial, and the delightfully absurd.

From Slate Dec. 18, 2025

That means some interesting conundrums may arise during the race.

From BBC Dec. 2, 2025

The categories of grammar reflect the building blocks of thought—time, space, causality, matter—and a philosophical wordsmith can play with them to awaken her readers to metaphysical conundrums.

From "The Sense of Style" by Steven Pinker

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