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What are the five most difficult riddles in the world?

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Answer == The difficulty of a riddle is dependent on the person who asks it. A question can be simple or really hard depending on how it is worded. Consider:
* My weight for words against the wind? * What's heavy, ornamental, almost useless and sits in your office? * If I sit where I am told then all your letters you will hold. What am I? The first one was meant to be hard the last easy, but they all signify the same thing.

Some riddles that have stood the test of time.

  • What goes on four legs in the morning, two legs in the day, and three legs in the evening? The riddle of the sphinx, from the legend of Oedipus. Bronze-age Greece.
  • What has three heads, six legs, two arms, and two wings? Riddle recovered from clay tables in the excavated library of Asphrabal, bronze-age Assyria.
  • The riddle of the Green Knight. From 'Sir Gawain and the Green Knight', dark-age England.
  • If one grain of rice were to be put on the first square, and two on the next, and then four on the next and so on till all 64 squares are visited then shall this suffice for my payment? From Medieval India.
  • Out of the eater has came forth meat, and out of the strong came forth sweetness. Sampson's riddle from bronze-age Israel.
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