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A thoughtful woman | Source: Shutterstock
A thoughtful woman | Source: Shutterstock

10+ Selected Riddles (With Answers) to Make You Scratch Your Head

Caitlin Farley
Aug 30, 2024
11:45 A.M.

Get ready to put your brain to the test with these 17 riddles that range from the intriguingly simple to the truly mind-bending. Perfect for challenging yourself or stumping your friends! Each riddle comes with a twist that will leave you smiling until the very end.

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Who doesn't love a good riddle? They're the perfect mix of brain teasers and entertainment, challenging your mind while also providing that "aha!" moment when the answer finally clicks.

A man having an idea | Source: Pexels

A man having an idea | Source: Pexels

Whether you're looking to test your wits or stump your friends, riddles are a timeless way to keep the mind sharp and the conversation lively.

So, get ready to dive into some intriguing puzzles that range from the deceptively simple to the truly perplexing. Can you solve them all? Let's find out!

Riddle 1

The creator doesn't want it, the buyer doesn't need it, and the one who uses it can neither see nor feel it. What is it?

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A woman sawing wood | Source: Pexels

A woman sawing wood | Source: Pexels

The answer to the first riddle might surprise you, but we're just getting started. Our next riddle will definitely require you to think before you speak!

Riddle 2

What is so delicate that just speaking its name will shatter it?

A woman pressing a finger to her lips | Source: Pexels

A woman pressing a finger to her lips | Source: Pexels

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If you managed to figure out that last one, you're on a roll! Now, let's switch gears and head into a riddle that's a bit more puzzling.

Imagine stepping out into a heavy rainstorm without any protection. What would happen to your hair? Or rather, what wouldn't happen to it?

Riddle 3

A man ventures out in a downpour without any form of protection, yet not a single hair on his head gets wet. How could that be?

A man standing in the rain | Source: Pexels

A man standing in the rain | Source: Pexels

Did that one leave you scratching your head? Don't worry, we're taking things to the Wild West for our next challenge.

This riddle has a bit of a time-bending twist, involving a cowboy, his trusty steed, and a curious journey into and out of town.

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Riddle 4

A cowboy rides into town on Friday, stays for three days, and leaves on Friday. How is this possible?

A cowboy riding a horse | Source: Pexels

A cowboy riding a horse | Source: Pexels

Cowboys and time travel might not mix, but this riddle certainly does! Now, let's move on to a riddle that might seem simple at first but will have you counting twice.

It’s about a peculiar car ride where the math just doesn’t seem to add up.

Riddle 5

Two fathers and two sons are in a car, but there are only three people in the car. How?

A car driving on a street | Source: Unsplash

A car driving on a street | Source: Unsplash

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If you solved that one, you're in great shape! Our next riddle will take you on a trip around the world.

It’s all about something that can travel vast distances without budging an inch. Can you guess what it is?

Riddle 6

What can circumnavigate the globe yet remains in its corner?

A person holding a globe | Source: Pexels

A person holding a globe | Source: Pexels

Now, we're shifting gears to something that might leave you a bit confused.

The next riddle has a nautical theme, and it's all about something you toss out when you want to use it and reel in when you don't. Ready to cast off?

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Riddle 7

What do you discard when you need it and bring in when you don't?

A row of dumpsters | Source: Pexels

A row of dumpsters | Source: Pexels

Now, we're soaring to new heights, or rather, we're coming down to earth with a riddle that's right on the border of being tricky.

The answer to this one might surprise you.

Riddle 8

A plane crashes right on the border between France and Belgium. Where do they bury the survivors?

Plane crash wreckage | Source: Midjourney

Plane crash wreckage | Source: Midjourney

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That riddle might have caught you off guard, but don't worry, we're keeping the surprises coming!

Our next puzzle is all about family, with a twist that might leave you questioning the relationships you thought you understood.

Riddle 9

If your uncle's sister isn't your aunt, then who is she?

Siblings sharing a mischievous look | Source: Midjourney

Siblings sharing a mischievous look | Source: Midjourney

Family riddles can really make you think, and this one is no exception! Now we're past the warm-up phase, the riddles are only getting harder! Next, we're heading out into the desert.

This scenario is both mysterious and a bit unsettling.

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Riddle 10

Two men are in the desert. Both have backpacks, but only one survives. The survivor's backpack is open; the other's is closed. What's in the closed backpack?

A backpack | Source: Pexels

A backpack | Source: Pexels

That riddle was intense, wasn't it? But let's take a breather as we head into a city street with a bus driver who seems to be breaking all the rules.

Or is he? This next riddle might seem straightforward, but it's got a clever twist that will have you rethinking what you thought you knew about the rules of the road.

Riddle 11

A bus driver goes the wrong way down a one-way street but isn't stopped by the police. Why?

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A bus traveling down a street | Source: Pexels

A bus traveling down a street | Source: Pexels

That one was a real head-scratcher, but now it's time to lighten things up.

The next riddle is about something you can put in a bucket that makes it weigh less. It's a simple concept, but don't be fooled; this one might just throw you for a loop if you're not careful!

Riddle 12

What can you add to a bucket to make it weigh less?

A bucket | Source: Pexels

A bucket | Source: Pexels

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We've certainly covered a lot of ground, but there's more to come.

This may be the trickiest one yet! Ready to place your bet on the right answer?

Riddle 13

What has 13 hearts but no other organs?

Decorative wooden hearts | Source: Pexels

Decorative wooden hearts | Source: Pexels

Don't relax just yet, our next riddle is a bit of a trickster, so keep your wits about you as you try to unravel the mystery.

Riddle 14

What is always found on the ground but never gets dirty?

Woman standing barefoot on ground | Source: Pexels

Woman standing barefoot on ground | Source: Pexels

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This riddle certainly plays with the unexpected! But if you're ready for a real challenge, let's dive into a magical conundrum.

The solution to this riddle is as surprising as it is clever. Can you figure it out before time runs out?

Riddle 15

A magician boasts he can hold his breath underwater for six minutes. A kid bets he can do it for ten minutes without any equipment. The kid wins. How?

A magician | Source: Pexels

A magician | Source: Pexels

That one might have left you gasping, but there's no time to catch your breath! We're hitting the road for our next riddle.

Picture driving across the country, only to discover something shocking at the end of your journey.

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Riddle 16

A man drives from New York City to Los Angeles in four days, only to find that one of his tires was punctured. How did he complete the trip?

A car tire | Source: Pexels

A car tire | Source: Pexels

Did you manage to figure it out? If so, you're on a roll, but we've saved one of the best for last.

This final riddle is a challenge that will have you singing a familiar tune with a whole new perspective.

Riddle 17

A poor man claims he can sing a genuine song that includes a lady's name of your choice. A rich man bets his fortune that the poor man can't sing a song with his daughter's name, Joanna Armstrong-Miller, in it. The poor man wins the bet. What song did he sing?

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A man singing | Source: Midjourney

A man singing | Source: Midjourney

That one certainly had me doing some tricky mental gymnastics, what about you? I bet you're itching to find out how many of these you guessed correctly. Read on for the answers!

Answers

Answer 1: A coffin. The person who makes a coffin has no need for it and the one who buys it isn't going to use it.

Answer 2: Silence. Once you say it, the silence is broken.

Answer 3: He's bald. He has no hair to get wet.

Answer 4: His horse is named Friday.

A horse yawning | Source: Pexels

A horse yawning | Source: Pexels

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Answer 5: They are grandfather, father, and son. Therefore, there are two fathers and two sons.

Answer 6: A stamp. Mail can be sent anywhere in the world and the stamp always stays on the corner of the envelope.

Answer 7: An anchor. You throw it out when you need to stay in one spot and reel it in when you don't need it anymore.

Answer 8: They weren't. Survivors don't need to be buried.

Survivors walking around the wreckage of a crashed plane | Source: Midjourney

Survivors walking around the wreckage of a crashed plane | Source: Midjourney

Answer 9: Your mother. She's also your uncle's sister!

Answer 10: A parachute. The man who survived used his, which is why his backpack is open.

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Answer 11: He was walking. He's still a bus driver when he's not driving a bus.

Answer 12: A hole. That will definitely make your bucket lighter!

A rusty bucket | Source: Midjourney

A rusty bucket | Source: Midjourney

Answer 13: A deck of cards. There are 13 cards in each suit, giving us 13 hearts.

Answer 14: A shadow. It's always on the ground, but it can't get dirty.

Answer 15: He filled a glass of water and held it above his head for 10 minutes.

Answer 16: It was his spare tire.

Answer 17: The song the poor man sang was "Happy Birthday"

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A rich man giving a poor man money | Source: Midjourney

A rich man giving a poor man money | Source: Midjourney

Riddles are more than just a fun way to pass the time: they're a great exercise for your brain, helping to sharpen your problem-solving skills and think outside the box.

Whether you got every answer right or found yourself stumped, hopefully, these riddles brought a smile to your face and gave you something to ponder. Next time you're with friends, why not challenge them to a riddle or two? You might just be the one to stump them!

And if you want to test your wits against some more challenging riddles, why not journey through time and tackle nine mind-bending riddles from Egypt and Sumer that have stumped scholars for centuries? Click here to take these ancient riddles next.

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