quandary

Words with a similar base: quandary

'quandary'

[predicament.n.01] as in: a situation from which extrication is difficult especially an unpleasant or trying one

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Examples:
finds himself in a most awkward predicament
the woeful plight of homeless people

'quandary'

[dilemma.n.01] as in: state of uncertainty or perplexity especially as requiring a choice between equally unfavorable options