conundrum

noun

1. A difficult question or riddle, especially one using a play on words in the answer.

   ““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.””

   “Besides assisting in unravelling these two etymological conundrums, the present research also made an effort to approach a greater accuracy in presenting the original sources of borrowed words.”

2. A difficult choice or decision that must be made.

   “2004, Martha Stewart, statement read before being sentenced to five months in prison And while I am more concerned about the well-being of others than for myself, more hurt for them and for their losses than for my own, more worried for their futures than for the future of Martha Stewart the person, you are faced with a conundrum, a problem of monumental, to me, proportions.”