Crack the Hardest Riddle Questions in the World!

Riddles are a fun way to exercise cognitive skills and keep us entertained. A collection of the world’s hardest riddle questions that will make your brain sweat is what we have compiled for you. 

These riddles are thought-provoking and devilishly tricky. After reading through them, you’ll get a taste of the kinds of mental gymnastics that you’ll need to do to solve them. 

How skillful are you at solving riddles? How much experience do you have? Put your problem-solving skills to the test by tackling the challenging riddles below.

Photo by Ana Municio on Unsplash

Best and Hardest Riddle Questions That Will Leave You Stumped

These aren’t just any riddle questions. These questions are the hardest ones in the world that you must answer! You will be left stumped and racking your brains because these riddles are way out of your league. Are you up for the challenge?

  • What’s more durable than steel but can’t withstand direct sunlight?
  • Who or what does everyone fear losing the most?
  • When there’s a lot going on, it’s hard to take anything in. Who am I?
  • How do you get from eight eights to a thousand?
  • Which ten-letter word or phrase begins with the letter “gas?”
  • Sixty pounds was the weight of a water barrel. Something was put in it, and it now weighs 40 pounds. What was put in it?

Interesting Riddles for Adults

Riddles are brainteasers designed to answer questions and raise cognitive skills such as memory recognition, reasoning, and comprehension. These riddles will help children and adults enhance their vocabulary and solve problems.

  • The letters kst appear in the middle, the first and last letters of what word?
  • What type of bird comes to mind when you think of a weightlifter
  • Though I have three legs, I have to lean on all of them to keep from falling over.
  • I can’t prop myself up because I don’t have any arms. Who am I?
  • What passes undetected through window panes?
  • It’s not as long as the others, but it’s the one you raise when everything else has been taken care of.
  • How can 4 be a fraction of 5?
  • In the morning it’s on four feet, in the afternoon it’s on two, and at night it’s on three.

Long Difficult Riddles for Brilliant Minds

There are elementary and quite sophisticated riddles that require much time and creativity to solve. Check out these long riddle questions that will have you scratching your head and puzzling your brain.

  • Some find me readily apparent, while others find me to be a complete enigma. Who am I?
  • I have the flexibility to both extend and shorten my body. What am I?
  • Everywhere you look, I am the main attraction. Who am I?
  • I can change my appearance and/or expression to suit your needs, and I am always close at hand. Who am I?
  • The holes in me make me strong, Who am I?

Hardest Riddle Questions to Ask Family and Friends

Family and friends can have fun with riddle questions by asking each other questions. You can also procure some treasures if you’re good at riddles. 

  • It has a neck but no head, two arms but no hands. What am I?
  • It’s true that I have water, but I can’t find any fish. Who am I?
  • After shooting her husband, she holds him underwater for five minutes. She then decides to hang him. They then sit down to a delicious meal together. How?
  • At my funeral is the only time I plan to lie down. Who am I?
  • What ancient technology allowed people to peer through solid walls?
  • I can communicate despite lacking a mouth and auditory organs. You can’t see me, but I’m here if you need me. Who am I?
  • What bonds two individuals but affects only one of them?
  • Which reader ever makes it to the end of a book without rereading a single sentence?
  • Which ten-letter word or phrase begins with the letter “gas?”


If you’re already an expert, our collection of challenging riddles is sure to raise the stakes. We hope you have a good ride! An entertaining riddle can be a simple way to keep your mind active and a time to escape the mundane realities of life. 

Abir is a data analyst and researcher. Among her interests are artificial intelligence, machine learning, and natural language processing. As a humanitarian and educator, she actively supports women in tech and promotes diversity.

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