Difficult Riddles

Get ready to put your brain to the ultimate test with our Difficult Riddles category! These mind-bending challenges will keep you guessing, pondering, and celebrating every "Aha!" moment. Dare to take on the most challenging riddles in our collection and see if you have what it takes to solve them. Join the league of puzzle masters – explore our Difficult Riddles now for a mental workout like no other!

What has a single eye but cannot see?

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Difficult

An iron horse with a flaxen tail. The faster the horse runs, the shorter his tail becomes.

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What is it that was given to you, belongs only to you. And yet your friends use it more than you do?

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I hide but my head is outside.

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Who works when he plays and plays when he works?

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At the sound of me, one may dream or stamp their feet, At the sound of me, one may laugh or sometimes weep.

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What kind of room has no windows or doors?

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What has roots as nobody sees, is taller than trees. Up, up it goes, and yet never grows?

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Scythe of darkness, Shadow’s light. Guiding eye of thirteenth sight.

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Pregnant every time you see her, yet she never will give birth.

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My love, when I gaze on thy beautiful face. Careering along, yet always in place, the thought has often come into my mind. If I ever shall see thy glorious behind.

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It comes only before, it comes only after. Rises only in darkness, but rises only in light. It is always the same, but is yet always different.

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I'm white, I'm round, but not always around. Sometimes you see me, sometimes you don't.

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I am the hole in the night, the ever watchful eye. I return in a cycle, to enlighten the sky.

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Always old, sometimes new. Never sad, sometimes blue. Never empty, sometimes full. Never pushes, always pulls.

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What goes further the slower it goes?

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A hill full, a hole full, yet you cannot catch a bowl full.

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When there is fire in me then I am still cold. When I own your true love’s face then you will not see me. To all things I give no more than I am given. In time I may have all things, and yet I can keep nothing.

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Look into my face and I'm everybody. Scratch my back and I'm nobody.

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If you drop me I'm sure to crack. But give me a smile and I'll always smile back.

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Difficult

Riddle of the Day

Jan 30, 2026

What do you purposefully put lots of in and on your body, but run away from when you encounter it outside?

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