People from different age groups enjoy intellectual challenges every once in a while. It does not matter if you are an adult or a child. If you and your relatives are up for such challenges, why don’t you send each other some hard riddles? There are many uses of difficult riddles. First, challenging questions will keep someone occupied for a quite long period. It is a great and fruitful way to pass the time instead of browsing aimlessly with your smartphone. Solving difficult cases is also a way to test one’s intellectual ability. You have to be able using intellectual resources to solve them.

Most cases will require you to think outside of the box. They do not demand straightforward problem solving. Sometimes the most difficult riddles do not even seem the slightest bit hard. The suitable hard riddles will differ depending on one’s background and age. How to enjoy these riddles in ultimate way? You should spare specific time to solve them. Prepare some snacks and beverages to fuel your brain for the challenging cases. The most entertaining way to solve them is by having somebody else around. The following examples are some of the most difficult riddles that will make you want to rake your brain.

The Hardest Riddles

hard riddles Click to Flip
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short hard riddles Click to Flip
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hard riddles for kids Click to Flip
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hard riddles for adult Click to Flip
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Tricky Riddles with Answers Click to Flip
Tricky Riddles with Answers 2

Funny Hard Riddles Click to Flip
Funny Hard Riddles 2

Impossible Riddles Click to Flip
Impossible Riddles 2

Hard Math Riddles Click to Flip
Hard Math Riddles 2

Difficult Riddles with Simple Answers Click to Flip
Difficult Riddles with Simple Answers 2

Logic Brain Teaser with Answers Click to Flip
Logic Brain Teaser with Answers 2

Tied when shy,

Slurred on wine,

Words on the tip,

Loosened and slip.


What word means the same thing when you take all the letters out of it?

I think there are two answers for it: mailbox and nothing. Both rings true in my opinion.

If Teresa’s daughter is my daughter’s mother, what am I to Teresa?

Teresa’s daughter

What happens twice in a week, once in a year, but never in a day?

The appearance of letter “e”

The part of a bird that is not in the sky when it’s flying. Instead, it roams the land and swims in the ocean, yet remains dry. What is it?

The bird’s shadow

Many have heard me, but nobody has seen me, and I will not speak back until spoken to. What am I?

An echo

Mr Brown was killed on Sunday afternoon. The wife said she was reading a book. The butler said He was taking a shower. The chef said he was making breakfast. The maid said she was folding clothes, and the gardener said he was planting tomatoes. Who did it?

The chef. Who would be making breakfast in the afternoon? So, he clearly lied.

Whoever makes me, tells me not.

Whoever takes me, knows me not.

Whoever knows me, wants me not.

What am I?

Counterfeit money

It goes from the beach, through the town, and up the hill, but it stays in one place. What is it?

The road

I am as light as a feather, but no man can hold me for long. What am I?


Short Hard Riddles

What ends everything always?

The alphabet “g”

I disappear when you say my name. What am I?


What goes up and down without moving?


You answer me, but I never asked you a question. What am I?

A telephone

What’s in a man’s pants that you won’t find in a woman’s dress?


What do the letter “T” and an island have in common?

They’re surrounded by water – as in letter “t” in the word “water”.

What gets wet when drying?

A towel

What has no end, beginning, and middle?

A donut

What question can you never answer “yes” to?

Are you asleep yet?

They try to beat me, they try in vain.

And when I win, I end the pain.


It’s kind of dark, isn’t it? But it’s short and pretty hard too. And the rhyming is awesome, so I included here.

Hard Riddle for Kids

What has hands but does not clap?

A clock

What’s full of holes but still holds water?

A sponge

Which is heavier: a pound of bricks or a pound of feather?

Both weigh the same. A pound

How many animals did Moses take on the ark?

None because Noah did, not Moses

Why do birds fly south during winter?

Because it’s too far to walk

What word is spelled wrong in every dictionary?


How is Europe like a frying pan?

It has Greece at the bottom

How can a man go eight days without sleep?

Sure he can. He sleeps at night.

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

The letter “m”

What can you catch but not throw?


Hard Riddles for Adult

Name a 7-letter word, from which if you take out 4 letters, you will have 1 left.


This mother comes from a family of eight,

Supports her children in spite of their weight,

Turns around without being called,

Has held you since the time you crawled.


I’m black when you get me, red when you use me, white when you’re all done. What am I?


I am heavy and hard to pick up, but backwards I’m not. What am I?

A ton. If you spell “ton” backwards, you’ll get “not”

There are four days that start with the letter “T”. Two of them are Tuesday and Thursday. What are the other two?

Today and tomorrow

Francelia killed almost 100 people, and was accountable for a damage of $4.7 million. Despite all these, she was not pressed with any charges. Why?

Francelia was a hurricane

What is harder to catch the faster you run?

Your breath

If I am holding a bee, what do I have in my eye?


You know, it’s the proverb that says, “Beauty is in the eye of the beholder”. Beholder or bee-holder. Get it?

I can be harbored, but few hold water.

You can nurse me, but only by holding me against someone else.

You can carry me, but not with your arms.

You can bury me, but not in earth.

What am I?

A grudge

It’s shorter than the rest. But when you’re happy, you raise it up like it’s the best. What is it?

A thumb

Tricky Riddles with Answers

I have cities, but no houses. I have mountains, but no trees. I have water, but no fish. What am I?

A map

Jenny was born in December 28th, but her birthday is always in summer. How is this possible?

Jenny lives in the southern hemisphere

What tastes better than it smells?

A tongue

People make me, keep me, change me, raise me, even though I can be very dirty. What am I?


Every night I’m told what to do,

And each morning I do what I’m told,

but I still don’t escape your scold.

Alarm clock

I come from a mine and get surrounded by wood always. Everyone uses me. What am I?

Pencil lead

Which is the correct way to say: “The yolk of the egg are white” or “The yolk of the egg is white”?

Neither, because the yolk of the egg is yellow

What flies when it’s born, lies when it’s alive, and runs when it’s dead?

A snowflake

Frank was born in 1933 and died in 1946 at the age of 57. How can this be?

He was born in the hospital room 1933 and died in room 1946

Three doctors say Alan is their brother, but Alan says he has no brothers. Who’s telling lies?

Nobody, because all three doctors are Alan’s sisters

Funny Hard Riddles

If turkeys are for Thanksgiving, jockeys are for horses and monkeys are for the jungle, then what is for rednecks?


When is 99 more than 100?

A microwave.

Generally when you run a microwave for ’99’ it runs for 1 minute and 39 seconds. ‘100’ runs for 1 minute.

There are 6 sisters. Each sister has 1 brother. How many brothers are in the sisters’ family?

1 brother.

If there was 6 brothers, each sister would have 6 brothers

I have many faces, expressions and emotions and am only one tap away. What am I?


Walk on the living, they don’t even mumble.

Walk on the dead, they mutter and grumble.


Step on the green ones, they won’t make a sound. Step on the fallen brown dead ones, you’ll get a crunching sound

A man runs away from home. He turns left, and keeps running. After some time he turns left again and keeps running. He later turns left once more and runs back home. Who was the man in question?

The catcher in baseball game

What kind of room has no windows or doors?

A mushroom

What can you hold in your right hand but never in your left hand?

Your left hand

What kind of table has no legs?

Periodic table

What goes up a chimney down, but not down a chimney up?

An umbrella

Impossible Riddles

A man wants to enter an exclusive club, but he doesn’t know the password, so he watches the bouncer to figure it out. A woman comes up and the bouncer says, “12.” The woman replies, “6.” The bouncer lets her in. Another woman comes up and the bouncer says, “6.” The woman says “3” and the bouncer lets her in. The man feels he’s heard enough and goes up to the door. The bouncer says “10,” and the man replies, “5.” The bouncer tells him to get lost. What should the man have said instead?

The passwords given by the two previous people refer to the number of letters of the words spoken by the bouncer. There are 6 letters in twelve, 3 letters in six, and 3 letters in ten

How can you physically stand behind your father while he is standing behind you?

You both must be standing back to back

10 fish are in a tank. 2 drown, 4 swim away, and 3 die. How many are left?

10. All the fish are still in the tank

A plane crashes on the border of USA and Mexico. There were only 3 survivors. Where do you bury them?

You don’t. They’re survivors, see?

What has to be broken before you can use it?

An egg

When you need me, you throw me away. When you don’t need me, you bring me back. What am I?

An anchor

You stay alone and you are sleeping in your bedroom, your parents ring your doorbell as they have come to have breakfast with you, you have bread, milk, honey, jam, cornflakes at your house. What will you open first?

Your eyes. You’re still sleeping when your parents arrive

You’re a bus driver. At the first stop you pick up 2 women and 3 men. And the second stop, a man and a woman get off and a man gets one. At the third stop, all the remaining men from the first stop get off and three women get on. At the fourth stop 2 men get on. What is the name of the bus driver?

It depends on you. What’s your name? You ARE the bus driver, after all. LOL. This riddle works best when spoken, when people most likely dismiss the first sentence.

What has 4 letters, sometimes has 9, and never has 5?

What, sometimes, and never. You see, this riddle is not a question at all. It merely states the fact that the word “WHAT” has 4 letter, “SOMETIMES” has 9, and “NEVER” has 5

A man walks into a bar and asks for a drink of water. The bartender pulls out a gun and aims it at him. The man thanks the bartender and leaves. Why?

The man had hiccups. He asked for water to stop it. The bartender instead scared him with a gun and that stopped his hiccup immediately. Honestly, I never knew that scaring can help stop hiccups, but the internet seems to believe it. So, there you go.

Hard Math Riddles

Four in an hour,

Three is seventy five,

Two in a half,

One is a room for me.

A quarter

What are the last five numbers of this sequence: 8, 18, 11, 15, 5, 4, 14, 9, 19, 1, 7, 17, 6, 16, ?, ?, ?, ?, ?

10, 13, 3, 12, 2 (the sequence is ordered alphabetically)

Three times what number is no larger than two times that number?


What three numbers have the same answer when added together and multiplied together?


How can 8 + 8 = 4?

Time works in a funny way, like this one. If you add 8 hours to 8AM, you’ll get 4PM

How can you add eight 6s together so that the total adds up to 750?

666 + 66 + 6 + 6 + 6 = 750

You have been given the task of transporting 3,000 apples 1,000 miles from Appleland to Bananaville. Your truck can carry 1,000 apples at a time. Every time you travel a mile towards Bananaville you must pay a tax of 1 apple but you pay nothing when going in the other direction (towards Appleland). What is highest number of apples you can get to Bananaville?

Step one: First you want to make 3 trips of 1,000 apples 333 miles. You will be left with 2,001 apples and 667 miles to go.
Step two: Next you want to take 2 trips of 1,000 apples 500 miles. You will be left with 1,000 apples and 167 miles to go (you have to leave an apple behind).
Step three: Finally, you travel the last 167 miles with one load of 1,000 apples and are left with 833 apples in Bananaville.

A small number of cards has been lost from a complete pack. If I deal among four people, three cards remain. If I deal among three people, two remain and if I deal among five people, two cards remain. How many cards are there?

47 cards

If you take my son’s age and multiply it by one and a half times his age you get 24. How old is my son?

4 (x * 1.5x = 24)

There is a 5-gallon and a 3-gallon box. You also have a hose with unlimited water. How are you gonna make the 5-gallon box have 4 gallons of water using your items? (You do not know the exact measure measurements of a gallon).

You fill the 5-gallon box up and pour it into the 3-gallon box. Then, dump the 3 gallons of water out and pour what was left in the 5-gallon box into the 3-gallon box, so that you have 2 gallons of water in the 3-gallon box. Then fill the 5-gallon box up and pour it into the 3-gallon box to fill it up until full. Now you have 4 gallons of water in the 5-gallon box.

Difficult Riddles with Simple Answers

What do you lose when you stand up?

Your lap

The man who invented it doesn’t want it.

The man who bought it doesn’t need it.

The man who needs it doesn’t know.

A coffin

What 5 letter English word can be pronounced the same even with 4 of its letters removed?


A little girl kicked a soccer ball. It went 10 feet and came back to her. How is this possible?

She kicked it up

What is made of wood but cannot be sawed?


A red house is made out of red bricks. A blue house is made out of blue bricks. What is a green house made out of?


A man throws his stick across the river, and his dog goes to retrieve it on the opposite bank. The dog returned only a few moments later. How is it possible that his dog returned dry?

The river is frozen

What is red and smells like blue paint?

Red paint

What has a head and tail but no body?

A coin

A patch of lily pads float in a lake. Every day, the patch doubles in size. If it takes 48 days for the patch to cover the entire lake, how long would it take for the patch to cover half of the lake?

47 days.

The riddle says that the patch DOUBLES in size every day, which means that on any day, the lily patch was half the size the day before. So if the patch reaches the entire size of the lake on the 48th day, it means the lily pad was half the size of the lake on day 47.

Logic Brain Teaser with Answers

Before Mount Everest was discovered, what was the highest mountain on Earth?

Mount Everest

A sundial is a timepiece that has the fewest number of moving parts. Which timepiece has the most moving parts?


How, you ask? Well, can you count all the grains of sand inside an hourglass?

A clerk at a butcher shop stands five feet ten inches tall and wears size 13 sneakers. What does he weigh?

Pay attention to the question. It’s “What does he weigh?” not “How much does he weigh?”. Since he works in a butcher shop, of course he always weighs meat

Little Nancy Etticoat, In her white petticoat,

With a red nose, The longer she stands, The shorter she grows.

Given this rhyme, what is “she?

A candle

You have a lighter and two lengths of rope that burn for exactly 1 hour each. They do not burn consistently so you cannot, for example, cut one in half and burn that. How can you use these two ropes to measure exactly 45 minutes?

You light both ends of the first rope and one end of the second rope. When the first rope expires you light the unlit end of the second rope.

David’s mother has three sons: James, Chris, and?


How would you combine one-third of 12 and four-fifths of 7 to get 11?

Add EL (which is one third of TW-EL-VE) to EVEN (which is four fifths of S-E-V-E-N), you’ll get ELEVEN

A farmer has five haystacks in one field and four haystacks in another. How many haystacks would he have if he combined them all in one field?


If he combines all his haystacks, they all become one big stack.

One snowy morning, Jane awoke to find that her bedroom window was misty with condensation. She drew the word “SNOWING” on it with her finger. Then she crossed out the letter N, turning it into another English word: “SOWING.” She continued this way, removing one letter at a time, until there was just one letter remaining, which is itself a word. What words did Jane make, and in what order?

Snowing, sowing, swing, wing, win, in, I

In a town, there are two hairdressers. You walked down the streets and enter one to find that the premises are sparkling clean, and the man is well kept and well-dressed. You walk then into the other to find the man has hair everywhere in his place, and horrible bad head. Which one should you go to for your haircut?

A barber can’t cut his own hair, so each barber visits the other. The one who has a nice haircut indicates that the other one – the one with bad head – is actually the best barber.