Lateral Thinking Riddles

Lateral thinking puzzles involve solving problems through an indirect and creative approach, using reasoning that is not immediately obvious, thinking out of the box and involving ideas that may not be obtainable by using only traditional step-by-step logic.

The Last Stand

General Custer is surrounded by Indians and he’s the only cowboy left.

He finds an old lamp in front of him and rubs it. Out pops a genie. The genie grants Custer one wish, with a catch. He says, “Whatever you wish for, each Indian will get two of the same thing.”

Custer ponders a while and thinks:”If I get a bow and arrow they get two. If I get a rifle they get two!” He then rubs the bottle again and out pops the genie. “Well,” the genie asks “have you made up your mind?”

What did Custer ask for to help him get away?

Riddle Answer

The Wisest Son

One day, a father went to his three sons and told them that he would die soon and he needed to decide which one of them to give his property to. He decided to give them all a test. He said, “Go to the market my sons, and purchase something that is large enough to fill my bedroom, but small enough to fit in your pocket. From this I will decide which of you is the wisest and worthy enough to inherit my land.”

So they all went to the market and bought something that they thought would fill the room, yet was still small enough that they could fit into their pockets. Each son came back with a different item. The father told his sons to come into his bedroom one at a time and try to fill up his bedroom with whatever they had purchased.

The first son came in and put some pieces of cloth that he had bought and laid them end to end across the room, but it barely covered any of the floor.

Then the second son came in and laid some hay, that he had purchased, on the floor but there was only enough to cover half of the floor.

The third son came in and showed his father what he had purchased and how it could fill the entire room yet still fit into his pocket.The father replied, “You are truly the wisest of all and you shall receive my property.” What was it that the son had showed to his father?

Riddle Answer

The Firing Squad

Pirate Pete had been captured by a Spanish general and sentenced to death by his 50-man firing squad.

Pete cringed, as he knew their reputation for being the worst firing squad in the Spanish military. They were such bad shots that they would often all miss their targets and simply maim their victims, leaving them to bleed to death, as the general’s tradition was to only allow one shot per man to save on ammunition. The thought of a slow painful death made Pete beg for mercy.

“Very well, I have some compassion. You may choose where the men stand when they shoot you and I will add 50 extra men to the squad to ensure someone will at least hit you. Perhaps if they stand closer they will kill you quicker, if you’re lucky,” snickered the general. “Oh, and just so you don’t get any funny ideas, they can’t stand more than 20 ft away, they must be facing you, and you must remain tied to the post in the middle of the yard. And to show I’m not totally heartless, if you aren’t dead by sundown I’ll release you so you can die peacefully outside the compound. I must go now but will return tomorrow and see to it that you are buried in a nice spot, though with 100 men, I doubt there will be much left of you to bury.”

After giving his instructions the general left. Upon his return the next day, he found that Pete had been set free alive and well. “How could this be?” demanded the general. “It was where Pete had us stand,” explained the captain of the squad.

Where did Pete tell them to stand?

Riddle Answer