These riddles from Ask Reddit are going to stump you.

1. Take me out of a window, and I leave a grieving wife. But stick me in a door, and I can save somebody’s life. What am I?

The letter N.

2. A big black dog stood in the middle of a black road. There were no street lights above the road. An old car with broken headlights drove towards the dog but turned in time before he hit it. How did the driver see the dog in time?

It was daytime.

3. The man who made it didn’t want it. The man who bought it didn’t need it. The man who used it never knew it. What is it?

A coffin.

4. If you have three, you have three.

If you have two, you have two.

If you have one, you have none.

ANSWER: Choices.

5. What gets more wet as it dries?


6. What is greater than god, More evil than the devil, The rich need it, the poor have it and if you eat it you die?


7. What has a mouth but never talks,
Often runs but never walks,
Has a bed but never sleeps,
And has a head but never thinks?

A river.

8. In a saloon there is a cowboy shot dead and 53 Bicycles on the table. Why did he die?

Bicycle is a brand of playing cards. Somebody caught him with an extra card.

9. A man lives on his own. One stormy night, he goes upstairs, turns off the light, goes downstairs, and sleeps in his bed. The next morning, he finds that he is responsible for multiple deaths. How could this be?

He’s a lighthouse keeper.

10. One train leaves the station at 11. Another train also leaves at 11 and is traveling in the opposite direction on the same tracks. The trains do not collide. How is this possible?

One leaves in the AM and the other leaves in the PM.

11. I have always been odd. Remove my start and I am even. What am I?


12. What is yours but only used by others?

Your name.

13. What gets bigger the more you take away from it?

A hole.

14. What is lighter than air, can be seen with eyes unaided, and when put into a barrel, will make it easier to lift?

A hole.

15. The names of the seven dwarves are Doc, Grumpy, Happy, Sleepy, Bashful, Sneezy, Dopey. What is the name of the tallest one in their house?

Snow White.

16. What walks on four legs in the morning, two legs in the afternoon, and three legs at night?

Humans, who crawl in their infancy, walk in their prime, and lean on a cane in old age.

17. I’m the beginning of the end and the end of time and space. I am in everything and surround every place. What am I?

The letter E.

18. How do you spell hard water with three letters?


19. I promise, I do, I offend, I direct and I fight. What am I?

A hand.

20. Two perfectly preserved bodies are found in a bog. The archaeologist who discovers them is certain, on sight alone, that they are the bodies of Adam and Eve. How?

No bellybuttons.

21. When I am alive I do not speak.

Anyone who wants to takes me captive and cuts off my head.

They bite my bare body

I do no harm to anyone unless they cut me first.

Then I soon make them cry.

Answer: Onion.

22. Halo of water, tongue of wood, walls of stone, long I stood.

A castle.

23. When does 11+3=2?

On a clock.

24. What can you hold in your right hand but not in your left?

Your left hand.

25. I am broken when my name is spoken. What am I?


26. How far can you walk into a forest?

Halfway. After that, you’re walking out.

27. Four men sit down to play, They play all night ’till break of day. They played for gold and not for fun, With separate scores for everyone. When they came to square accounts, They all had made quite fair amounts. Can you this paradox explain, If no one lost, how could all gain?

They are musicians.

28. What comes once a minute, twice in a lifetime but never in a thousand years?

The letter I.

29. In English, what word changes pronunciation, part of speech, and meaning when you capitalize it?


30. There’s a plane crash on the border of Alberta and Saskatchewan. Where do you bury the survivors?

Survivors don’t get buried! TC mark

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