Questions And Riddles 99% Of People Probably Can’t Solve

Riddles can be a great way to pass time on a boring road trip, or to test the waters of your pool of friends and see which of them is the smartest. Hard riddles can take the shape of anything from simple questions to paragraph-long logic problems that are best done with some graph paper and one of those giant pink erasers. Some of the impossible riddles collected here are sure to break your brain for at least a week, but once you solve them you’ll feel like the smartest person on the planet. FYI, if you want to try your hand at these questions most people can’t solve without any help, don’t read the spoilers and answers written below every riddle.

Some of the hardest riddles and brain teasers are incredibly simple questions that have been around for years. In the time that it’s taken to find the Higgs Boson, build affordable electric cars, and hack an iPhone, the world is still having trouble figuring out who had Einstein’s fish. If you’re someone who likes to relax with a nice mystery, these hard brain teasers are the perfect way to spend an afternoon (or longer). Your IQ might even go up a few points, who knows?! If you think you’re ready, start digging into these questions and riddles that most people can’t solve.

1-The Worst Four-Letter Word

This four-letter word is always done tomorrow. We’re out of tea, the ultimate sorrow! Without the eye, you owe me some money. No sugar, no nectar, no sweetness, no honey. Four-letter word, if by chance you choose, you can never win, you can only lose! What is the four-letter word?

Answer:
Let’s break this down into some simpler language. What four-letter word carries the cliche of always starting tomorrow? A diet. But what about the other clues? Diet without the “T” is “die,” the ultimate sorrow. Diet without the “I” is a phonetic-ish spelling of “debt.” And if your diet is a success, it means you’ve lost weight.

2-Up The Down Chimney

What can go up a chimney down but can’t go down a chimney up?

Answer:
Apparently when this riddle was thought up, losing umbrellas via the chimney was a real problem. If you haven’t figured it out yet, a closed umbrella can go up a chimney, but an open one can’t go down.

3-Return To Sender

If you eat me, my sender will eat you. What am I?

Answer:
To solve this you have to think about adjectives for “send”: throw, give, cast, etc. What do you cast? If you guessed a fishhook, then you figured out the answer.

4-The Skydiver

Jeff went skydiving near his house in Portland, OR. As a result, he saved his brother Stewart’s life. Oddly, Stewart lived in Charlotte, NC, and hadn’t spoken to his brother Jeff in 10 years. How did this unlikely miracle take place?

Answer:
Unfortunately, Jeff didn’t make it while skydiving, but he was a sweetie and donated his kidney to Stewart.

5-Long Live The King!

A king has three cups of water in front of him. One is full, one is half-full, and one is empty. What is the king’s name?


Answer:
This one is closer to a joke than a riddle, but his name is King Phillip III (“fill up three”).

6-What Does ‘New Door’ Equal?

How can you rearrange the letters in “new door” to create one word?

Answer:
Hopefully you’ve already realized that the letters in “new door” are an anagram for “one word.”

7-Einstein’s Riddle

• There are five houses that are each a different color. 
• There is a person of a different nationality in each house. 
• The five owners drink a certain drink. They each smoke a certain brand of cigarettes and also have a certain pet. No owner has the same pet, smokes the same brand of cigarettes, or drinks the same drink. 
• The question is, “Who has the fish?” 

CLUES 

1. The British man lives in the red house. 
2. The Swedish man has a dog for a pet. 
3. The Danish man drinks tea. 
4. The green house is to the left of the white house. 
5. The owner of the green house drinks coffee. 
6. The person that smokes Pall Mall has a bird. 
7. The owner of the yellow house smokes Dunhill. 
8. The person that lives in the middle house drinks milk. 
9. The Norwegian lives in the first house. 
10. The person that smokes Blend, lives next to the one that has a cat. 
11. The person that has a horse lives next to the one that smokes Dunhill. 
12. The one that smokes Bluemaster drinks beer. 
13. The German smokes Prince. 
14. The Norwegian lives next to a blue house. 
15. The person that smokes Blend, has a neighbor that drinks water. 

Answer:
You have to form a grid to solve this riddle and deduce which person has which pet. If you’re the kind of person who likes playing Clue, you’ll love working this riddle out for yourself. But if you just want to know who had the fish, we’ll happily SPOIL it for you and tell you it was the German.

8-Meeting People Is Easy

A woman’s mother dies, and at the funeral she meets a man who she falls madly in love with. She has never met this man or heard of him. That night she kills her sister. Why?

Answer:
For some reason, the woman didn’t just ask for the guy’s number. He works at the funeral home, and in order to see him again she killed her sister.

9-The Trip

A man is taking a trip and he’s starting in Charleston then going to Houston. He will stay one night then head to Richmond and after that he’ll go to Georgetown. He’ll stay two nights then go to Raleigh and lastly travel to Sacramento. Where is he now?

Answer:
Another riddle that’s more of a trick than anything. The man still hasn’t left for his trip so he’s in Charleston.

10-10 Horses

How do you fit 10 horses into nine stalls?

Answer:
This riddle is more visual than some of the others, and the answer lies in actually typing out “ten horses” and getting creative with the concept of a stall: [t][e][n][h][o][r][s][e][s].

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