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Challenging Riddles

Scroll down for some really challenging riddles for kids as well as adults.
Plentifun Staff
Last Updated: Jan 16, 2018
Riddles are something that keep you engrossed or occupied until you actually solve them completely. While some really enjoy solving them, others may find them very frustating.
Either way, these brain teasing riddles are exciting, and exercise our problem solving and reasoning abilities. So get ready for some of the most challenging riddles for both adults and kids, that will make you rack your brains.
Challenging Riddles for Adults

» The following number is the only one of its kind: 8,549,176,320. Can you figure out what is so special about it?

» A woman from New York married ten different men from that city, yet she did not break any laws. None of these men died, and she never divorced. How was this possible?

» What are the next two letters in the following series and why? W A T N T L I T F S _ _

» If you wrote all the numbers from 300 to 400 on a piece of paper, how many times would you have written the number 3?

» Two vertical 750 ft posts have 1000 ft rope stretched between their topmost points. The rope sags to within 250 ft from the ground. How far apart are the posts?

» A murderer is condemned to death. He has to choose between three rooms. The first is full of raging fires, the second is full of assassins with loaded guns, and the third is full of lions that haven't eaten in 3 years. Which room is safest for him?

» I have two arms, but fingers none. I have two feet, but cannot run. I carry well, but I have found I carry best with my feet off the ground. What am I?

» In Okmulgee, Oklahoma, you cannot take a picture of a man with a wooden leg. Why not?

» You are in a place called Jack's world and there is only one law. There is a mirror, but no reflection. There is pizza with cheese, but not sausage. There is pepper, but no salt. There is a door, yet no entrance or exit. What is the law?

Challenging Riddles for Kids


» I am strongest when you see me as round, but I am often viewed in other forms. I lift & drop the sea with my tremendous strength, and a man with a name like 'powerful bicep' was the first to tread on me. What am I?

» Rearrange the letters in the word, "new door", to make one word.

» Which is correct to say, "The yolk of the egg are white" or "The yolk of the egg is white"?

» What three letter word can prefix the following three words to make three new words? Ache, Nest, and Drum.

» If you toss a die and it comes up with the number one 9 times in a row, what is the probability that it will come up with one on the next throw?

» Look at me. I can bring a smile to your face, a tear to your eye, or even a thought to your mind. But, I can't be seen. What am I?

» Farmer Higgs owns three pink pigs, four brown pigs, and one black pig. How many of Higgs's pigs can say that it is the same color as another pig on Higgs's farm?

» Can you name three consecutive days without using the words Monday, Tuesday, Wednesday, Thursday, Friday, Saturday, or Sunday?
These were some of the best riddles that would have surely brought a big smile on your face while deciphering them. So till I get you more for next time, keep solving and have fun!