entry
conundrum
/kəˈnʌndrəm/A difficult problem, puzzle, or bewildering choice
From English, origin uncertain conundrum (A difficult puzzle or problem).
Word Ancestry
Conundrum entered English in the 1590s wearing what looks like a scholarly costume, but nobody can quite identify the tailor. It may have been an Oxford University joke: a pompous, mock-Latin word used to tease a pedant, much like hocus-pocus or panjandrum. One older theory connects it with Latin *conandrum*, “a thing to be attempted,” while Anatoly Liberman has proposed a link to the sixteenth-century Conimbricenses, Jesuit commentaries from Coimbra notorious for elaborate arguments about the many meanings of words. By 1745, the word had become a kind of verbal trap—a riddle whose answer depended on a pun or a bizarre comparison, such as a sash window being like a woman in labor because it was “full of panes.” Today it can describe either a brain-teaser or an agonizing choice, so a conundrum is not merely a question: it is a question that has somehow learned to smirk.
The Story
Conundrum entered English in the 1590s wearing what looks like a scholarly costume, but nobody can quite identify the tailor. It may have been an Oxford University joke: a pompous, mock-Latin word used to tease a pedant, much like hocus-pocus or panjandrum. One older theory connects it with Latin *conandrum*, “a thing to be attempted,” while Anatoly Liberman has proposed a link to the sixteenth-century Conimbricenses, Jesuit commentaries from Coimbra notorious for elaborate arguments about the many meanings of words. By 1745, the word had become a kind of verbal trap—a riddle whose answer depended on a pun or a bizarre comparison, such as a sash window being like a woman in labor because it was “full of panes.” Today it can describe either a brain-teaser or an agonizing choice, so a conundrum is not merely a question: it is a question that has somehow learned to smirk.
Modern Usage
An emotionally difficult or confusing problem, especially involving relationships
Kin & Kindred
From 'conundrum'·A difficult puzzle or problem
Derived Terms
English words from this root
Sources
Free Dictionary
Urban Dictionary
Wiktionary