257+ Confusing Riddles (with Answers)

Riddles have been around for centuries, and they continue to intrigue and perplex us to this day.

These brainteasers are a great way to exercise our minds and challenge our problem-solving skills.

However, some riddles can be particularly confusing, leaving even the most astute minds scratching their heads in bewilderment.

In this article, we’ll explore some of the most perplexing riddles out there, and we’ll provide you with the answers so you can finally put your mind at ease.

Whether you’re a fan of riddles or just looking for a mental challenge, this article is sure to entertain and stimulate your mind.

So, get ready to put on your thinking cap and let’s dive into the world of confusing riddles.

Confusing Riddles with Answers

Confusing Riddles with Answers:

1. What has a heart that doesn’t beat? Answer: An artichoke.
2. What starts with an E, ends with an E, but only contains one letter? Answer: An envelope.
3. What has a head and a tail but no body? Answer: A coin.
4. What can you hold without ever touching or using your hands? Answer: Your breath.
5. What is so fragile that saying its name breaks it? Answer: Silence.
6. What has a neck but no head, and wears a cap but has no hair? Answer: A bottle.
7. What can run but never walks, has a mouth but never talks, and has a bed but never sleeps? Answer: A river.
8. What goes through cities and fields, but never moves? Answer: A road.
9. What belongs to you but is used more by others? Answer: Your name.
10. What is always in front of you but can’t be seen? Answer: The future.

Confusing Jokes

Confusing Jokes:

1. Why did the scarecrow win an award? Because he was outstanding in his field.
2. Why don’t scientists trust atoms? Because they make up everything.
3. Why did the coffee file a police report? It got mugged.
4. Why couldn’t the bicycle stand up by itself? It was two-tired.
5. Why did the tomato turn red? Because it saw the salad dressing.
6. Why did the chicken cross the playground? To get to the other slide.
7. What did one wall say to the other wall? I’ll meet you at the corner.
8. Why did the math book look so sad? Because it had too many problems.
9. Why do fish live in saltwater? Because pepper water makes them sneeze.
10. Why did the hipster burn his tongue? He drank his coffee before it was cool.

Riddles with Hidden Answers

Riddles with Hidden Answers:

1. What starts with T, ends with T, and has T in it? Answer: A teapot.
2. I am always hungry, I must always be fed. The finger I touch, will soon turn red. What am I? Answer: Fire.
3. What goes up but never comes down? Answer: Age.
4. What has four legs in the morning, two legs in the afternoon, and three legs in the evening? Answer: A human being (crawling as a baby, walking on two legs as an adult, and using a cane in old age).
5. What is full of holes but still holds water? Answer: A sponge.
6. What has a heart that doesn’t beat? Answer: An artichoke.
7. I am not alive, but I grow; I don’t have lungs, but I need air; I don’t have a mouth, but I need water to live. What am I? Answer: Fire.
8. The more you take, the more you leave behind. What am I? Answer: Footsteps.
9. The more you take, the more you leave behind. What am I? Answer: Footsteps.
10. What can be broken without being touched? Answer: A promise.

15 Tricky Riddles That Will Drive You Insane

Mind Boggling Riddles

Mind Boggling Riddles:

1. What has a face and two hands but no arms or legs? Answer: A clock.
2. What is so light that even the wind can carry it, but so strong that not even the mightiest man can hold it for long? Answer: Your breath.
3. What can you catch but not throw? Answer: A cold.
4. The more you take, the more you leave behind. What am I? Answer: Footsteps.
5. What has a neck but no head, and wears a cap but has no hair? Answer: A bottle.
6. What has to be broken before you can use it? Answer: An egg.
7. What has a thumb and four fingers but is not alive? Answer: A glove.
8. I am always hungry, I must always be fed. The finger I touch, will soon turn red. What am I? Answer: Fire.
9. What is full of holes but still holds water? Answer: A sponge.

Mind Bending Riddles

Mind Bending Riddles:

1. What goes up but never comes down? Answer: Age.
2. What is so fragile that saying its name breaks it? Answer: Silence.
3. What is always in front of you but can’t be seen? Answer: The future.
4. What starts with an E, ends with an E, but only contains one letter? Answer: An envelope.
5. What can you hold without ever touching or using your hands? Answer: Your breath.
6. What has a heart that doesn’t beat? Answer: An artichoke.
7. What can be broken without being touched? Answer: A promise.
8. What has four legs in the morning, two legs in the afternoon, and three legs in the evening? Answer: A human being (crawling as a baby, walking on two legs as an adult, and using a cane in old age).
9. What can run but never walks, has a mouth but never talks, and has a bed but never sleeps? Answer: A river.
10. What belongs to you but is used more by others? Answer: Your name.

Most Confusing Riddles with Answers

Most Confusing Riddles with Answers:

1. What has a heart that doesn’t beat? Answer: An artichoke.
2. What is so fragile that saying its name breaks it? Answer: Silence.
3. I am taken from a mine and shut up in a wooden case, from which I am never released, and yet I am used by almost every person. What am I? Answer: Pencil lead.
4. What starts with an E, ends with an E, but only contains one letter? Answer: Envelope.
5. The more you take, the more you leave behind. What am I? Answer: Footsteps.
6. What has a head and a tail, but no body? Answer: A coin.
7. What is always in front of you but can’t be seen? Answer: The future.
8. What is always coming but never arrives? Answer: Tomorrow.
9. What is full of holes but still holds water? Answer: A sponge.
10. The more you have of it, the less you see. What is it? Answer: Darkness.

Tricky Hard Riddles with Answers

Tricky Hard Riddles with Answers:

1. What has a head and a tail, but no body? Answer: A coin.
2. What has a heart that doesn’t beat? Answer: An artichoke.
3. I am taken from a mine and shut up in a wooden case, from which I am never released, and yet I am used by almost every person. What am I? Answer: Pencil lead.
4. What starts with an E, ends with an E, but only contains one letter? Answer: Envelope.
5. The more you take, the more you leave behind. What am I? Answer: Footsteps.
6. What is always in front of you but can’t be seen? Answer: The future.
7. What is always coming but never arrives? Answer: Tomorrow.
8. What is full of holes but still holds water? Answer: A sponge.
9. The more you have of it, the less you see. What is it? Answer: Darkness.
10. What has a thumb and four fingers but is not alive? Answer: A glove.

Most Confusing Riddles with Answers

Here are 25+ of the most confusing riddles with their answers:

1. What has a heart that doesn’t beat? Answer: An artichoke.
2. What begins with T, ends with T, and has T in it? Answer: Teapot.
3. What has a head and a tail but no body? Answer: A coin.
4. What has four legs in the morning, two legs in the afternoon, and three legs in the evening? Answer: A human being (crawls on all fours as a baby, walks on two legs as an adult, and uses a cane in old age).
5. I am always hungry, I must always be fed. The finger I touch, Will soon turn red. What am I? Answer: Fire.
6. What runs but never walks, has a mouth but never talks, has a head but never weeps, has a bed but never sleeps? Answer: A river.
7. What is so fragile that saying its name breaks it? Answer: Silence.
8. The more you take, the more you leave behind. What am I? Answer: Footsteps.
9. What belongs to you but is used more by others? Answer: Your name.
10. What comes once in a minute, twice in a moment, but never in a thousand years? Answer: The letter “M”.
11. I am taken from a mine and shut up in a wooden case, from which I am never released, and yet I am used by almost every person. What am I? Answer: Pencil lead.
12. What has a neck but no head, and wears a cap but has no face? Answer: A bottle.
13. What is so light it can be carried by the wind but even the strongest man couldn’t hold it for more than a minute? Answer: Breath.
14. What has a heart that doesn’t beat, a mouth that doesn’t eat, and a bed that nobody sleeps in? Answer: A river.
15. What has a thumb and four fingers but is not alive? Answer: A glove.
16. The more you take, the more you leave behind. What am I? Answer: Footsteps.
17. What has a tongue but cannot talk, gets around a lot but cannot walk? Answer: A shoe.
18. What is so fragile that saying its name breaks it? Answer: Silence.
19. I am not alive, but I grow; I don’t have lungs, but I need air; I don’t have a mouth, but I need water to survive. What am I? Answer: Fire.
20. I am light as a feather, yet the strongest man cannot hold me for more than a few minutes. What am I? Answer: Breath.
21. The more you take, the more you leave behind. What am I? Answer: Footsteps.
22. What has a head and a tail but no body? Answer: A coin.
23. What goes up but never comes down? Answer: Age.
24. What has an eye but cannot see, and a needle but cannot sew? Answer: A hurricane.
25. What has a heart that doesn’t beat, and a body that is dead? Answer: Artichoke.
26. What gets bigger and bigger the more you take away from it? Answer: A hole.

Riddles to Confused Your Friends with Answers

Riddles to Confuse Your Friends with Answers:

1. What has a bottom at the top? Answer: Your legs.
2. What word is spelled incorrectly in every dictionary? Answer: Incorrectly.
3. I am always hungry, I must always be fed, the finger I touch, will soon turn red. What am I? Answer: Fire.
4. What goes up but never comes down? Answer: Age.
5. What has four legs in the morning, two legs in the afternoon, and three legs in the evening? Answer: A human, as they crawl on all fours as a baby, walk on two legs as an adult, and use a cane in old age.
6. What has to be broken before it can be used? Answer: An egg.
7. I am not alive, but I grow; I don’t have lungs, but I need air; I don’t have a mouth, but I need water to live. What am I? Answer: Fire.
8. What has a neck but no head, and wears a cap? Answer: A bottle.
9. What is full of holes but still holds water? Answer: A sponge.
10. The more you take, the more you leave behind. What am I? Answer: Footsteps.

Cryptic Riddles with Answers

Cryptic Riddles with Answers:

1. I am always hungry, I must always be fed, the finger I touch, will soon turn red. What am I? Answer: Fire.
2. What has a neck but no head, and wears a cap? Answer: A bottle.
3. The person who makes it doesn’t need it; the person who buys it doesn’t use it, and the person who uses it doesn’t know they are using it. What is it? Answer: A coffin.
4. The more you take, the more you leave behind. What am I? Answer: Footsteps.
5. I am taken from a mine and shut up in a wooden case, from which I am never released, and yet I am used by almost every person. What am I? Answer: Pencil lead.
6. What starts with an E, ends with an E, but only contains one letter? Answer: Envelope.
7. I am not alive, but I grow; I don’t have lungs, but I need air; I don’t have a mouth, but I need water to live. What am I? Answer: Fire.
8. What is always in front of you but can’t be seen? Answer: The future.
9. What is always coming but never arrives? Answer: Tomorrow.
10. What has a heart that doesn’t beat? Answer: An artichoke.

Riddles That Make No Sense (with Answers)

Riddles That Make No Sense (with Answers):

1. What has a head and a tail but no body? Answer: A coin.
2. What runs but never walks, has a mouth but never talks? Answer: A river.
3. What has a neck but no head, two arms but no hands? Answer: A shirt.
4. What is always in front of you but can’t be seen? Answer: The future.
5. What is black when you buy it, red when you use it, and gray when you throw it away? Answer: Charcoal.
6. I am not alive, but I grow; I don’t have lungs, but I need air; I don’t have a mouth, but I need water to live. What am I? Answer: Fire.
7. What goes through cities and fields, but never moves? Answer: A road.
8. What is so fragile that saying its name breaks it? Answer: Silence.
9. I am not alive, but I can die. I don’t have wings, but I can fly. What am I? Answer: A balloon.
10. What has four legs in the morning, two legs in the afternoon, and three legs in the evening? Answer: A human.

Psychological Riddles with Answers

Psychological Riddles with Answers:

1. What is always in front of you but can’t be seen? Answer: The future.
2. What is it that you can break even if you never pick it up or touch it? Answer: A promise.
3. What is always in bed but never sleeps, always has a mouth but never eats, and always runs but never walks? Answer: A river.
4. I am not alive, but I grow; I don’t have lungs, but I need air; I don’t have a mouth, but I need water to live. What am I? Answer: Fire.
5. What starts with an “E,” ends with an “E,” but only contains one letter? Answer: An envelope.
6. What is so fragile that saying its name breaks it? Answer: Silence.
7. What is always in front of you but can’t be seen? Answer: The future.
8. What is full of holes but can hold water? Answer: A sponge.
9. I am not alive, but I can die. I don’t have wings, but I can fly. What am I? Answer: A balloon.
10. What belongs to you but others use it more than you do? Answer: Your name.

Confusing Family Riddles

Confusing Family Riddles:

1. What has a heart that doesn’t beat? Answer: A deck of cards.
2. What is so delicate that saying its name breaks it? Answer: Silence.
3. I am taken from a mine, and shut up in a wooden case, from which I am never released, and yet I am used by almost every human being. What am I? Answer: Pencil lead.
4. What begins with T, ends with T, and has T in it? Answer: Teapot.
5. What is full of holes but can hold water? Answer: A sponge.
6. What can be cracked, made, told, and played? Answer: Jokes.
7. What is always in front of you but can’t be seen? Answer: The future.
8. What has a neck but no head, two arms but no hands? Answer: A shirt.
9. What is black when you buy it, red when you use it, and gray when you throw it away? Answer: Charcoal.
10. What is so fragile that saying its name breaks it? Answer: Silence.

Very Confusing Riddles with Answers

Very Confusing Riddles with Answers:

1. What starts with an “E,” ends with an “E,” but only contains one letter? Answer: An envelope.
2. What is full of holes but can hold water? Answer: A sponge.
3. What is always in front of you but can’t be seen? Answer: The future.
4. I am not alive, but I grow; I don’t have lungs, but I need air; I don’t have a mouth, but I need water to live. What am I? Answer: Fire.
5. What can be cracked, made, told, and played? Answer: Jokes.
6. What is so fragile that saying its name breaks it? Answer: Silence.
7. What has a neck but no head, two arms but no hands? Answer: A shirt.
8. What goes through cities and fields, but never moves? Answer: A road.
9. What has a heart that doesn’t beat? Answer: A deck of cards.
10. What is taken from a mine, and shut up in a wooden case, from which it is never released, and yet it is used by almost every human being. What is it? Answer: Pencil lead.

Funny Confusing Riddles with Answers

Funny Confusing Riddles with Answers:

1. What has a heart that doesn’t beat? An artichoke.
2. What has a head and a tail but no body? A coin.
3. What is always in front of you but can’t be seen? The future.
4. I am taken from a mine and shut up in a wooden case, from which I am never released, and yet I am used by almost every person. What am I? A pencil lead.
5. What starts with an E, ends with an E, but only contains one letter? An envelope.
6. What has a neck but no head? A bottle.
7. What is always coming but never arrives? Tomorrow.
8. What has a thumb and four fingers but is not alive? A glove.
9. What can you catch but not throw? A cold.
10. What has a bed but never sleeps, has a mouth but never eats, and can run but never walks? A river.

Really Confusing Riddles with Answers

Really Confusing Riddles with Answers:

1. What has a heart that doesn’t beat, a mouth that doesn’t eat, and a body with no hands? A strawberry.
2. I am always hungry, I must always be fed. The finger I touch will soon turn red. What am I? Fire.
3. What belongs to you but is used more by others? Your name.
4. The more you take, the more you leave behind. What am I? Footsteps.
5. I am not alive, but I grow. I don’t have lungs, but I need air. I don’t have a mouth, but water kills me. What am I? Fire.
6. The person who makes it doesn’t want it, the person who buys it doesn’t need it, and the person who uses it doesn’t know it. What is it? A coffin.
7. What has a mouth but doesn’t speak, and a bed but never sleeps? A river.
8. I am always in front of you, but you can’t see me. What am I? The future.
9. What starts with an E, ends with an E, but only contains one letter? An envelope.
10. What has a heart that doesn’t beat, a mouth that doesn’t eat, and a body with no hands? A strawberry.

Misleading Riddles with Answers

Misleading Riddles with Answers:

1. What has a head and a tail but no body? A coin.
2. What has a neck but no head? A bottle.
3. What is always in front of you but can’t be seen? The future.
4. What has a thumb and four fingers but is not alive? A glove.
5. What is always coming but never arrives? Tomorrow.
6. What has a bed but never sleeps, has a mouth but never eats, and can run but never walks? A river.
7. What starts with an E, ends with an E, but only contains one letter? An envelope.
8. What can you catch but not throw? A cold.
9. I am taken from a mine and shut up in a wooden case, from which I am never released, and yet I am used by almost every person. What am I? A pencil lead.
10. What has a heart that doesn’t beat, a mouth that doesn’t eat, and a body with no hands? A strawberry.

FAQs – Confusing Riddles with Answers

What are some of the most confusing riddles with answers?

1. I am not alive, but I grow; I don’t have lungs, but I need air; I don’t have a mouth, but water kills me. What am I? Answer: Fire.
2. What can be cracked, made, told, and played? Answer: A joke.
3. The more you take, the more you leave behind. What am I? Answer: Footsteps.
4. I am taken from a mine, and shut up in a wooden case, from which I am never released, and yet I am used by almost every person. What am I? Answer: A pencil lead.
5. What has a heart that doesn’t beat? Answer: An artichoke.
6. What goes up but never comes down? Answer: Your age.
7. I am always hungry, I must always be fed. The finger I touch, will soon turn red. What am I? Answer: Fire.
8. What is full of holes but still holds water? Answer: A sponge.
9. I have cities but no houses, forests but no trees, and water but no fish. What am I? Answer: A map.
10. What has a head, a tail, is brown, and has no legs? Answer: A penny.
11. I am taken from a mine, and shut up in a wooden case, from which I am never released, and yet I am used by almost every person. What am I? Answer: A pencil lead.
12. What has a neck but no head, and wears a cap but has no face? Answer: A bottle.
13. I am light as a feather, yet the strongest man cannot hold me for much more than a minute. What am I? Answer: Breath.
14. The more you take, the more you leave behind. What am I? Answer: Footsteps.
15. I have a heart that doesn’t beat, a mouth that doesn’t speak, and a soul that doesn’t leave. What am I? Answer: A painting.
16. What gets wetter and wetter the more it dries? Answer: A towel.
17. I am not alive, but I grow; I don’t have lungs, but I need air; I don’t have a mouth, but water kills me. What am I? Answer: Fire.
18. What is always in front of you but can’t be seen? Answer: The future.
19. What starts with an E, ends with an E, but only contains one letter? Answer: An envelope.
20. I am always hungry, I must always be fed. The finger I touch, will soon turn red. What am I? Answer: Fire.
21. What is so fragile that saying its name breaks it? Answer: Silence.
22. The more you take, the more you leave behind. What am I? Answer: Footsteps.
23. I am not alive, but I grow; I don’t have lungs, but I need air; I don’t have a mouth, but water kills me. What am I? Answer: Fire.
24. What has a neck but no head, and wears a cap but has no face? Answer: A bottle.
25. What is full of holes but still holds water? Answer: A sponge.
26. I am always hungry, I must always be fed. The finger I touch, will soon turn red. What am I? Answer: Fire.
27. What starts with the letter T, is filled with T, and ends with T? Answer: A teapot.
28. I am light as a feather, yet the strongest man cannot hold me for much more than a minute. What am I? Answer: Breath.
29. What has a heart that doesn’t beat? Answer: Artichoke.
30. I am always hungry, I must always be fed. The finger I touch, will soon turn red. What am I? Answer: Fire.
31. What is always in front of you but can’t be seen? Answer: The future.
32. What starts with an E, ends with an E, but only contains one letter? Answer: Envelope.
33. I am not alive, but I grow; I don’t have lungs, but I need air; I don’t have a mouth, but water kills me. What am I? Answer: Fire.
34. What gets wetter and wetter the more it dries? Answer: Towel.
35. I am taken from a mine, and shut up in a wooden case, from which I am never released, and yet I am used by almost every person. What am I? Answer: Pencil lead.
36. I am light as a feather, yet the strongest man cannot hold me for much more than a minute. What am I? Answer: Breath.
37. What is full of holes but still holds water? Answer: Sponge.
38. What is so fragile that saying its name breaks it? Answer: Silence.
39. What is always in front of you but can’t be seen? Answer: Future.
40. What has a heart that doesn’t beat? Answer: Artichoke.
41. The more you take, the more you leave behind. What am I? Answer: Footsteps.
42. I am not alive, but I grow; I don’t have lungs, but I need air; I don’t have a mouth, but water kills me. What am I? Answer: Fire.
43. What goes up but never comes down? Answer: Age.
44. I am taken from a mine, and shut up in a wooden case, from which I am never released, and yet I am used by almost every person. What am I? Answer: Pencil lead.
45. What has a neck but no head, and wears a cap but has no face? Answer: Bottle.
46. I have a heart that doesn’t beat, a mouth that doesn’t speak, and a soul that doesn’t leave. What am I? Answer: Painting.
47. What starts with the letter T, is filled with T, and ends with T? Answer: Teapot.
48. What is full of holes but still holds water? Answer: Sponge.
49. What is so fragile that saying its name breaks it? Answer: Silence.
50. I am not alive, but I grow; I don’t have lungs, but I need air; I don’t have a mouth, but water kills me. What am I? Answer: Fire.

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