1: a problem or question that is so confusing and befuddling that the emphasis of the expletive fuck is appropriate.
2: a situation where urgent and pressing stimuli force one to hastily make an impromptu decision in which each outcome has serious consequences.
Captain: "Do we have any communication with the crisis team?"
Commander: "No, sir, they're isolated down there; even worse, our fire teams are having serious trouble battling the fire to link up with them."
Captain: "How many men do we have trapped?"
Commander: "Roughly 350 souls, Captain."
Captain: "and you're certain we have only 3 minutes before we approach the event horizon?"
Commander: "No, as of now we only have two and half minutes, and that, yes, I am certain of."
Captain: "My God, what a fuckonundrum!"