The best riddles. Anywhere.

Lateral Thinking Riddles

Lateral Thinking puzzles are a special brand of riddles that are designed to be interactive. They are fun for car rides or other occasions when you have time to kill.

The way they work is that one person knows the answer to the riddle. This person poses the riddle to someone else, who may ask only "Yes" or "No" questions to try to figure out the answer.

Easy

A man is found hanging in a room 30 feet off the ground. There is nothing else in the room except ...
A father and his son are in a car accident. The father dies instantly, and the son is taken to the ...
A man and woman run through a field holding hands. They bound toward the sunset, happy as can be. ...
Two soldiers, William and Ethan, are assigned to guard a bridge, which connects the West and East ...
There is a small town in the midwest with exactly 2 barbershops, one on each side of town. The ...
Why are manhole covers round? Do manhole covers really need to be circular?
This is an old classic: As I was going to St. Ives I met a man with seven wives The seven wives had ...
A blind man walks into a hardware store to buy a hammer. There are hammers hanging behind the front ...

Medium

A girl lives in a house with her parents. There is a cellar door in the house, and her parents warn ...
You overhear a man talking to a clerk in a hardware store. The clerk says "One will cost you 12 ...
What belongs to you, but other people use it more than you do?
A man who lives in Middletown has two girlfriends, one in Northtown and one in Southtown. Trains ...
A truck stops at a weigh station at the entrance to a bridge and is shown to weigh exactly 2000 ...
Romeo and Juliet are found dead in a small puddle of water, surrounded by broken glass. The ...
A man is found dead in the desert. He is wearing only his underwear. Half of a straw is found ...
A man eats dinner, goes up to his bedroom, turns off the lights, and goes to sleep. In the morning, ...
A man lives on the 44th floor of his building. On rainy days, when he gets home from work, he takes ...
A poor miller living with his daughter comes onto hard times and is not able to pay his rent. His ...
Pete is a worker on a large ship with hundreds of other men. He is constantly making mistakes, ...

Hard

A man goes to a movie at the local theater. In the middle of the movie, the man smiles in delight. ...
A man goes into an ocean-side restaurant and orders the albatross dish. He takes a single bite when ...