30+ Challenging Riddles To Ask Your Friends

By Ridam Sharma
Fri, 23 May 2025 06:05 PM (IST)

Source:JND

Challenging Riddles To Ask Your Friends: Riddles are the best way to spend playful and good times with friends and loved ones. Additionally, riddles are brainteaser puzzles that have long been a fun and engaging way to challenge the mind, spark creativity. Whether you’re looking to break the ice at a party, entertain friends during a game night, or simply sharpen your brain, riddle games are the perfect way to do so. Here’s a list of 30+ challenging riddles that are perfect to ask your friends and test each other's IQ.

List Of 30+ Challenging Riddles to Ask Friends:

1. I speak without a mouth and hear without ears. I have nobody, but I come alive with the wind. What am I?

Answer: An echo

2. You see a boat filled with people. It has not sunk, but when you look again, you don’t see a single person on the boat. Why?

Answer: All the people were married

3. What has keys but can’t open locks?

Answer: A piano

4. What can travel around the world while staying in the same spot?

Answer: A stamp

5. What has a head, a tail, but no body?

Answer: A coin

6. The more you take, the more you leave behind. What am I?

Answer: Footsteps

7. What has to be broken before you can use it?

Answer: An egg

8. What comes once in a minute, twice in a moment, but never in a thousand years?

Answer: The letter 'M'

9. What has many teeth but can’t bite?

Answer: A comb

10. What is always in front of you but can’t be seen?

Answer: The future

11. What can fill a room but takes up no space?

Answer: Light

12. What has one eye but can’t see?

Answer: A needle

13. What gets wetter as it dries?

Answer: A towel

14. What has hands but can’t clap?

Answer: A clock

15. What has a neck but no head?

Answer: A bottle

16. What has an end but no beginning?

Answer: A rope

17. What can you catch but not throw?

Answer: A cold

18. What has cities, but no houses; forests, but no trees; and rivers, but no water?

Answer: A map

19. What can run but never walk, has a mouth but never talks, has a head but never weeps?

Answer: A river

20. What is so fragile that saying its name breaks it?

Answer: Silence

21. What has four legs in the morning, two legs at noon, and three legs in the evening?

Answer: A human (Sphinx’s riddle)

22. What can’t talk but will reply when spoken to?

Answer: An echo

23. What has a ring but no finger?

Answer: A telephone

24. What begins with T, ends with T, and has T in it?

Answer: A teapot

25. What comes down but never goes up?

Answer: Rain

26. What has a bottom at the top?

Answer: Your legs

27. What is full of holes but still holds water?

Answer: A sponge

28. What goes up but never comes down?

Answer: Your age

29. What can you break, even if you never pick it up or touch it?

Answer: A promise

30. What has an eye but cannot see?

Answer: A hurricane

31. What word is spelt incorrectly in every single dictionary?

Answer: Incorrectly

32. What has no beginning, end, or middle?

Answer: A doughnut (or a circle)