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Definition of quandary : 1. A state of difficulty or perplexity; doubt; uncertainty.
2. To bring into a state of uncertainty, perplexity, or difficulty.

Synonyms:

puzzle, troth, study at predicament

jam, pickle, difficulty, problem, perplexity, fix, dilemma, predicament, ordeal, plight

Usage examples:

• The poor woman was in a great quandary, fearing to offend either the one family or the other; yet she was compelled to admit the truth. - "Eastern Shame Girl The Wedding of Ya-Nei; A Strange Destiny; The Error of the Embroidered Slipper; The Counterfeit Old Woman; The Monastery of the Esteemed-Lotus; A Complicated Marriage", Charles Georges Souli.
• We're rather in a quandary. - "K", Mary Roberts Rinehart.
• Having captured their men, they were somewhat in a quandary how to keep them. - "Roosevelt in the Bad Lands", Hermann Hagedorn.