Interesting Questions & Riddles 99% of People Probably Can’t Solve  

Jacob Shelton
1.4M views 17 items

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 take a stab 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 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.
Return to Sender is listed (or ranked) 1 on the list Questions & Riddles 99% of People Probably Can’t Solve
Photo: Anders Adermark/flickr/CC-BY-NC-ND 2.0

Return to Sender

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

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.
The Most Reliable Business is listed (or ranked) 2 on the list Questions & Riddles 99% of People Probably Can’t Solve
Photo: Fouquier ॐ/flickr/CC-BY-NC 2.0

The Most Reliable Business

"The man who makes it doesn't want it, the man who buys it doesn't need it, and the man who needs it doesn't know it yet. What is it?"

This riddle probably came to prominence during a world war, when the looming inevitability of mortality was around every corner. Quickly put yourself in the shoes of the man who doesn't know he'll be needing "it" and you realize that the answer is a coffin.

10 Horses is listed (or ranked) 3 on the list Questions & Riddles 99% of People Probably Can’t Solve
Photo: Carsten ten Brink/flickr/CC-BY-NC-ND 2.0

10 Horses

"How do you fit 10 horses into nine stalls?"

This riddle is more visual than some of the others, and the answer lies in actually typing out the word ten horses and getting creative with the concept of a stall: [t][e][n][h][o][r][s][e][s].
The Worst Four Letter Word is listed (or ranked) 4 on the list Questions & Riddles 99% of People Probably Can’t Solve
Photo: Moyan Brenn/flickr/CC-BY 2.0

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?"

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 "i" is a phonetic-ish spelling of debt. And if you "win" your diet all you can do is lose weight.