conundrum

US /kəˈnʌn.drəm/
UK /kəˈnʌn.drəm/
"conundrum" picture
1.

a confusing and difficult problem or question

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The politician faced a difficult conundrum regarding the new policy.
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Solving this mathematical conundrum will require a lot of effort.
:
puzzleriddleenigmadilemmamystery
2.

a question asked for amusement, typically one with a pun in its answer; a riddle

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He loved to tell silly conundrums to make everyone laugh.
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Can you solve this old conundrum?
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riddlepuzzlebrain-teaser