quan·da·ry

[kwon-duh-ree, -dree]
noun, plural quan·da·ries.
a state of perplexity or uncertainty, especially as to what to do; dilemma.

Origin:
1570–80; perhaps fancifully < Latin quand(ō) when + -āre infinitive suffix


See predicament.
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World English Dictionary
quandary (ˈkwɒndrɪ, -dərɪ) [Click for IPA pronunciation guide]
 
n , pl -ries
a situation or circumstance that presents problems difficult to solve; predicament; dilemma
 
[C16: of uncertain origin; perhaps related to Latin quandō when]

Collins English Dictionary - Complete & Unabridged 10th Edition
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00:10
Quandary is always a great word to know.
So is callithumpian. Does it mean:
a children's mummer's parade, as on the Fourth of July, with prizes for the best costumes.
an extraordinary or unusual thing, person, or event; an exceptional example or instance.
Etymonline
Word Origin & History

quandary
1579, "state of perplexity," of unknown origin, perhaps a quasi-Latinism based on L. quando "when."
Online Etymology Dictionary, © 2010 Douglas Harper
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Example sentences
She is soon thrust into a series of deceptions and a perilous quandary.
He is in a quandary or quite confused.
It is not an economic quandary, but rather one of self-perception and future
  path.
The plot examines the quandary of how to go about finding out who we really are
  when the rug is pulled from under us.
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