A question asked for amusement.

It's a rubber contraceptive used in sex.

1) "1. a riddle, the answer to which involves a pun or play on words, as What is black and white and read all over? A newspaper. 2. anything that puzzles." Dictionary.com Unabridged (v 1.1) "1. A riddle in which a fanciful question is answered by a pun. 2. A paradoxical, insoluble, or difficult problem; a dilemma: "the conundrum, thus far unanswered, of achieving full employment without inflation" (Arthur M. Schlesinger, Jr.)" American Heritage Dictionary Source and further information: http://dictionary.reference.com/browse/conundrum 2) "1. A difficult question or riddle, especially one using a play on words in the answer. 1816, Jane Austen, Emma, Vol. 1, Ch. 2 “Why should I understand that, or anything else?” asked the girl. “Don’t bother my head by asking conundrums, I beg of you. Just let me discover myself in my own way.” 2. A difficult choice or decision that must be made." "Synonyms (diffcult question): brain-teaser, enigma, puzzle, riddle (difficult choice): dilemma, decoy, drawback, joke." Source and further information: http://en.wiktionary.org/wiki/conundrum Examples: http://en.wiktionary.org/wiki/Citations:conundrum http://www.businessballs.com/puzzles.htm

Another name for a riddle. It's also the name for a nine-letter word, which is 'jumbled up', and has to be re-arranged correctly, in a gameshow, called 'Countdown', shown on U.K. television. :-)

Ya know...Me either...

It's when you're damned if you do, and damned if you don't.

no one ever told me either

OK, say you have date with George Clooney and Brad Pitt calls up to ask you out for the same night --- THAT'S what a conundrum is.