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Noun Difficult question burning question difficult question knotty question sixty-four-thousand-dollar question Noun A difficult or perplexing question or problem poser conundrum enigma mystery puzzle riddle dilemma facer puzzler toughie awkward problem brain-teaser cruncher knotty problem stumper challenge perplexity problem question tough one hard nut to crack tough nut to crack Noun A confusing and difficult problem or question difficulty head-scratcher mystification puzzlement quandary secret why teaser closed book Noun A situation that requires resolution issue predicament adversity bother complication grievance obstacle pitfall trouble barrier dispute drawback hassle headache hiccup hindrance hitch impediment plight snag vexation worry catch difficult situation handicap hurdle mess obstruction pickle rub stumbling block tight spot catch-22 gremlin mix-up muddle question mark source of difficulty source of trouble thorn in one's flesh thorn in one's side trammel fly in the ointment hornets' nest hot potato monkey wrench in the works spanner in the works Find more words! 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