135+ Super Funny & Challenging Riddles for All Ages

What's green and white and makes you think? A wikiHow riddle guide! In this article, we'll cover all the silliest, goofiest, dad-jokeyest riddles for all audiences, from kindergarteners to octogenarians and beyond. Ready to challenge your brain while having a good laugh? Keep scrolling for our favorite funny riddles (with answers to each, if you get stumped!).

Hilarious Riddles

What kind of room has no doors or windows? A mushroom.
What is on the ground and also 100 feet in the air? A centipede on its back!
What tastes better than it smells? Your tongue.
What do you call a snail on a ship? A snailor!
What gets wet while drying? A towel.

Section 1 of 8:

Easy Funny Riddles

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Let's start things off with some easy-peasy funny brainteasers. It's riddle time! These simple (or so-simple-they're-complicated) riddles are perfect for getting the ball rolling:
- What type of music do rabbits listen to?
  - Hip hop!
- What fruit can you never cheer up?
  - A blueberry.
- What kind of room has no doors or windows?
  - A mushroom.
- What is on the ground and also a hundred feet in the air?
  - A centipede on its back!
- During what month do people sleep the least?
  - February. It’s the shortest month!
- I have a neck but no head, and I wear a cap. What am I?
  - A bottle.
- What can you break, even if you never pick it up or touch it?
  - A promise.
- Which month has 28 days?
  - All of them.
- What has legs, but does not walk?
  - A chair.
- What can make the octopus laugh?
  - Ten tickles (tentacles)!
- Why is England the wettest country?
  - Because the queen has reigned (rained) there for years!
- What goes up but never comes down?
  - Your age.
- Why did the introvert become an astronomer?
  - She needed her space.
- What tastes better than it smells?
  - Your tongue.
- I travel all around the world, but never leave the corner. What am I?
  - A stamp.
- Mr. Blue lives in the blue house. Mr. Yellow lives in the yellow house. Mr. Black lives in the black house. Who lives in the white house?
  - The president!

Section 2 of 8:

Silly Riddles

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Get some guffaws going with these goofy riddles! These funny riddles are cringeworthy, dad-jokey, and just the right amount of stupid. See if you can figure out the answers—or ask your friends to get everyone laughing :
- What kind of running leads to walking?
  - Running out of gas!
- Why are As like flowers?
  - Because Bs come after them!
- I start with M and end with X, and I have an endless number of letters. What am I?
  - A mailbox.
- What do you call a snail on a ship?
  - A snailor!
- A farmer has twenty sheep, ten pigs, and ten cows. If we call the pigs cows, how many cows will he have?
  - Ten cows. We can call the pigs cows, but it doesn’t make them cows.
- When does a dad joke become a dad joke?
  - When it becomes apparent.
- What has to be broken before you can use it?
  - An egg.
- What kind of band never plays music?
  - A rubber band.
- What has lots of eyes, but can’t see?
  - A potato.
- What does a house wear?
  - Ad-dress.
- People make me, save me, change me, raise me. What am I?
  - Money
- What breaks yet never falls, and what falls yet never breaks?
  - Day, and night
- What goes through cities and fields, but never moves?
  - A road
- What is orange and sounds like a parrot?
  - A carrot.
- Why did Tigger go to the bathroom?
  - He wanted to find his friend, Pooh!
- Why didn't the skeleton go to the party?
  - Because he had no body to go with.
- I make a loud sound when I’m changing. When I do change, I get bigger but weigh less. What am I?
  - Popcorn.
- What time is it when an elephant sits on a fence?
  - Time to fix the fence.
- What do you call a can opener that doesn’t work?
  - A can’t opener.
- What can go up a chimney down, but can’t go down a chimney up?
  - An umbrella.

Section 3 of 8:

Funny Clever Riddles

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These witty riddles will really get the gears turning. Share these clever brain-ticklers with your friends and let them admire your sharp intellect:
- A man goes out in heavy rain with nothing to protect him from it. His hair doesn’t get wet. How does he do that?
  - He’s bald.
- What kind of coat is always wet when you put it on?
  - A coat of paint.
- I am always hungry and will die if not fed, but whatever I touch will soon turn red. What am I?
  - A fire.
- How many bananas can you eat if your stomach is empty?
  - Just one. After that, your stomach’s not empty anymore.
- The more of this there is, the less you see. What is it?
  - Darkness.
- The person who makes it has no need of it; the person who buys it has no use for it. The person who uses it can neither see nor feel it. What is it?
  - A coffin
- I have cities, but no houses. I have mountains, but no trees. I have water, but no fish. What am I?
  - A map.
- What belongs to you, but everyone else uses it?
  - Your name.
- What can fill a room but takes up no space?
  - Light.
- What has words, but never speaks?
  - A book.
- What has a head and a tail but no body?
  - A coin.
- What can you hold in your right hand, but never in your left hand?
  - Your left hand.
- What question can you never say yes to?
  - “Are you asleep?”
- What kind of ship has two mates but no captain?
  - A relationship.
- What has three feet but can’t walk?
  - A yardstick.
- I am weightless, but put me in a bucket, and I will make it lighter. What am I?
  - A hole.
- What rock group consists of four famous men, none of whom sing?
  - Mount Rushmore.
- If you throw a blue stone into the Red Sea, what does it become?
  - Wet
- What’s at the end of the rainbow?
  - The letter “W.”
- What has a heart that doesn’t beat?
  - An artichoke.
- Why did the fly never land on the computer?
  - He was afraid of the world wide web.

Section 4 of 8:

Difficult Funny Riddles

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Ready for a challenge? These riddles will give you a run for your money. Really give your brain a workout with these difficult —but still funny–brainteasers:
- An electric train is going south at 200 mph. Which way is the smoke blowing?
  - There’s no smoke—it’s an electric train.
- A man calls his dog from the opposite side of the river. The dog crosses the river without getting wet, and without using a bridge or boat. How?
  - The river was frozen.
- A man looks at a painting in a museum and says, “Brothers and sisters I have none, but that man’s father is my father’s son.” Who is in the painting?
  - The man’s son
- I have branches, but no fruit, trunk or leaves. What am I?
  - A bank.
- What building has the most stories?
  - The library.
- With pointed fangs I sit and wait; with piercing force I crunch out fate; grabbing victims, proclaiming might; physically joining with a single bite. What am I?
  - A stapler
- What has many hearts but no other organs?
  - A deck of cards.
- The cowboy rode into town on Friday. He stayed for five days and left on Friday. How?
  - The horse’s name is Friday.
- What is the difference between a jeweler and a jailer?
  - A jeweler sells watches and a jailer watches cells.
- What is taken before you can get it?
  - A photo.
- What has a neck but has no head?
  - Guitar.
- A bus driver goes the wrong way down a one-way street. He passes police officers, but they don’t stop him. Why?
  - He’s walking.
- What grows when you feed it but dies when you water it?
  - A fire.
- What’s full of holes but still holds water?
  - A sponge.
- What do you bury when it’s alive and dig up when it’s dead?
  - A plant.
- Sara has four daughters, and each of her daughters has a brother. How many children does Sara have?
  - Five—each daughter has the same brother.
- Which is heavier: a ton of bricks or a ton of feathers?
  - They weigh the same.
- If two’s company and three’s a crowd, what are four and five?
  - Nine.
- How much dirt is in a hole that’s 2 feet long by 3 feet wide?
  - None, it’s a hole.
- Two fathers and two sons are in a car, yet only three people are in the car. How?
  - They are grandfather, father, and son.
- What do you call a nose that's 12 inches long? ^{[1]
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  Research source}
  - A foot.

Section 5 of 8:

Funny Word Riddles

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These language-related riddles spell FUN. Check out these brainteasers that combine wordplay, logic, and humor for a fun way to pass the time:
- Where does today come before yesterday?
  - In the dictionary.
- What word in the dictionary is spelled incorrectly?
  - Incorrectly.
- What can run but never walks, has a mouth but never talks, has a head but never weeps, has a bed but never sleeps?
  - A river.
- What type of cheese is made backward?
  - Edam.
- Forward, I am heavy; backward, I am not. What am I?
  - Ton.
- What word is pronounced the same if you take away four of its five letters?
  - Queue.
- What starts with T, ends with T, and has T in it?
  - A teapot.
- What five-letter word typed in all capital letters can be read the same upside down?
  - SWIMS.
- What has 10 letters and starts with gas?
  - Automobile.
- You see me once in June, twice in November, and not at all in May. What am I?
  - The letter “E.”
- How many letters are in the alphabet?
  - Eleven, “t-h-e-a-l-p-h-a-b-e-t.”
- What occurs once in a minute, twice in a moment, and never in 1,000 years?
  - The letter “M.”
- The alphabet goes from A to Z but my name goes from Z to A. What am I?
  - A zebra.
- What begins with an “e” and only contains one letter?
  - An envelope.
- What five-letter word becomes shorter when you add two letters to it?
  - Short.
- What’s the difference between a literalist and a kleptomaniac?
  - A literalist takes things literally. A kleptomaniac takes things, literally.
- A word in this sentence is misspelled. Which one is it? ^{[2]
  X
  Research source}
  - "Misspelled."
- Which letter of the alphabet has the most water?
  - “C.”

Section 6 of 8:

Funny Riddles for Kids

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These riddles are age-appropriate for youngsters. Have fun with your kids or students by posing some of these humorous—but totally guessable— brain-ticklers :
- What has a face and two hands but no arms or legs?
  - A clock.
- I have hundreds of wheels, but move I do not. Call me what I am; call me a lot. What am I?
  - A parking lot.
- What do you lose the moment you share it?
  - A secret.
- If you drop me I’m sure to crack, but give me a smile and I’ll always smile back. What am I?
  - A mirror.
- What’s always on the ground but is never dirty?
  - A shadow.
- The more you take, the more you leave behind. What are they?
  - Footsteps
- I turn once, what is out will not get in. I turn again, what is in will not get out. What am I?
  - A key
- What gets smaller every time it takes a bath?
  - A bar of soap.
- What do you buy to eat but never consume?
  - Silverware.
- What can’t talk but will reply when spoken to?
  - An echo.
- What has many teeth but cannot bite?
  - A comb.
- What gets shorter as it gets older?
  - A candle.
- What has one eye, but can’t see?
  - A needle.
- What can you catch, but not throw?
  - A cold.
- What gets wet while drying?
  - A towel.
- What has many keys but can’t open any locks?
  - A piano.
- Where would you take a sick boat?
  - To the dock.
- What kind of murderer is full of fiber?
  - A cereal killer.
- I give milk and I have a horn, but I’m not a cow. What am I?
  - A milk truck.
- How does a bee get to school?
  - On a buzz!
- What creature is smarter than a talking parrot?
  - A spelling bee!

Section 7 of 8:

Funny Riddles for Adults

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These riddles are a tad more difficult! Not that a kid couldn't figure out the answers, but these brainteasers are probably easier for a grown-up (or an older child):
- What is so fragile that saying its name breaks it?
  - Silence.
- What two things can you never eat for breakfast?
  - Lunch and dinner.
- What do Alexander the Great and Winnie the Pooh have in common?
  - Their middle names.
- Two in a corner, one in a room, zero in a house, but one in a shelter. What am I?
  - The letter “R.”
- What runs, but never walks. Murmurs, but never talks. Has a bed, but never sleeps. And has a mouth, but never eats?
  - A river.
- Spelled forward, I’m what you do every day; spelled backward, I’m something you hate. What am I?
  - Live.
- The person who makes it has no need for it; the person who buys it has no use for it. The person who uses it can neither see nor feel it. What is it?
  - A coffin.
- What do you throw out when you want to use it but take in when you don’t want to use it?
  - An anchor.
- Jared’s father has three sons: Snap, Crackle and…?
  - Jared.
- How many bricks does it take to complete a brick building?
  - One—the last one.
- You walk into a room that contains a match, a kerosene lamp, a candle and a fireplace. What would you light first?
  - The match.
- A plane crashed on the border of France and Belgium. Where were the survivors buried?
  - They weren’t. Survivors don’t need to be buried.
- No matter how little or how much you use me, you change me every month. What am I?
  - A calendar.
- If your uncle’s sister is not your aunt, what relation is she to you?
  - Your mother.
- Until I am measured, I am not known. Yet how you miss me when I have flown. What am I?
  - Time.
- Poor people have it. Rich people need it. If you eat it, you die. What is it?
  - Nothing.
- Sara has four daughters, and each of her daughters has a brother. How many children does Sara have?
  - Five, each daughter has the same brother.
- The 22nd and 24th presidents of the United States of America had the same parents but were not brothers. How can this be possible?
  - They were the same man: Grover Cleveland.
- Before Mount Everest was discovered, what was the highest mountain in the world?
  - Mount Everest, it just wasn’t discovered yet.

Section 8 of 8:

Why solve riddles?

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Asking young children riddles is a good way to help them practice thinking outside of the box. It invites new ways of looking at and engaging with their environment—plus, riddles can be educational, so solving riddles is a fun way to learn more about the world.
2
It can also keep your brain sharp as you age. "Engage in daily activities that challenge you mentally to keep your mind fresh: crossword puzzles, sudoku, other word games," says Licensed Clinical Psychologist Jennifer Guttman, PsyD. ^{[3]
X
Expert Source

Jennifer Guttman, PsyD
Licensed Clinical Psychologist

Expert Interview} Just like doing the daily crossword, solving challenging riddles is a great way to exercise your intellect as you get older. Some studies suggest solving riddles and doing puzzles may keep you sharp and keep cognitive decline at bay. ^{[4]
X
Research source}
- "You need to keep your mind active," agrees Board Certified Brain Health Physician Michael Lewis, MD, MPH, MBA, FACPM, FACN. "But," he adds, "it's not just [about doing] cognitive exercise[s], if you will. But it's also that social interaction that we get with games like chess." ^{[5]
  X
  Expert Source
  
  Michael Lewis, MD, MPH, MBA, FACPM, FACN
  Board Certified Brain Health Physician
  
  Expert Interview} All the more reason to share these brain-bending riddles with your friends!
3
Solving riddles challenges biases (but in a fun way). Because riddles are, by nature, not straightforward, they invite us to question our assumptions and take a more circuitous route to the answer than we might otherwise. This is what makes them perfect at challenging any biases we might be holding onto—and doing so in a low-pressure, fun way. ^{[6]
X
Research source}
- Think of this classic riddle, whose answer forces listeners to question assumptions they may hold about gender roles: "A father and his son are rushed to the ER after an accident. The surgeon takes one look at the boy and says, 'I can't operate on this child—he's my son!' How is this possible?"
- The answer is that the surgeon is the boy's mother, and what makes this (honestly, fairly obvious) question a classic riddle is it forces listeners to investigate their biases regarding about who can and should be a surgeon.
- If you were stumped by this riddle, take it as a friendly nudge to investigate any gendered assumptions you may be subconsciously holding onto!
Solving riddles on your own is a great way to pass the time and keep your mind sharp as a tack—but it's also super fun to engage friends with a tricky brainteaser, especially if it's a silly one that cracks you all up. Solving puzzles together is a good way to bond with others, but so is laughing! ^{[7]
X
Trustworthy Source
Greater Good Magazine
Journal published by UC Berkeley's Greater Good Science Center, which uses scientific research to promote happier living
Go to source}

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[1]

[2]

[3]

Expert Source

Jennifer Guttman, PsyD
Licensed Clinical Psychologist

[4]

[5]

Michael Lewis, MD, MPH, MBA, FACPM, FACN
Board Certified Brain Health Physician

[6]

[7]

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135+ Super Funny & Challenging Riddles for All Ages

Hilarious Riddles

Steps

Easy Funny Riddles

Silly Riddles

Funny Clever Riddles

Difficult Funny Riddles

Funny Word Riddles

Funny Riddles for Kids

Funny Riddles for Adults

Why solve riddles?

Expert Q&A

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