Did you know that the average person encounters tricky questions more? These questions put your thinking skills to the test. We have 125+ of them to share with you! Whether you’re looking to challenge your friends or simply want to flex your mental muscles, this list is full of funny, good questions to ask people. Get ready to send some hilariously confusing questions to your group chat and watch the fun unfold!
Prepare for some lighthearted banter as you dive into these hilariously confusing questions! So, gather your group chat and get ready to share some hilariously confusing questions that will spark laughter and conversation!
Funny Questions With Answers
What are two things you can never eat for breakfast?
Lunch and Dinner
What is it that lives if it is fed, and dies if you give it a drink?
Fire
What never asks a question but gets answered all the time?
Your cellphone
What word would you use to describe a man who does not have all his fingers on one hand?
Normal, because people usually have half their fingers on one hand.
What goes up but never ever comes down?
Your age
What can one catch that is not thrown?
A cold
A girl fell off a 50-foot ladder but didn’t get hurt. How come?
She fell off the bottom step
If you have one, you want to share it. But once you share it, you do not have it. What is it?
A secret
How do you make the number one disappear?
Add a ‘G’ and it’s gone!
What two keys can’t open any door?
A monkey and a donkey
What can run but not walk?
Rain drops
Some months have 31 days, others have 30 days, but how many have 28 days?
All 12
Thanks to me, you can see straight through the wall. What am I?
A window
Which weighs more, a pound of feathers or a pound of bricks?
Neither. They both weigh exactly one pound
Uncle Bill’s farm had a terrible storm and all but seven sheep were killed. How many sheep are still alive?
Seven
How can the pocket of your pants be empty, but still have something in it?
When the something is a hole.
What do you call a woman who knows where her husband is all the time?
A widow
What has a thumb and four fingers but isn’t actually alive?
A glove
What do you sit on, sleep on, and brush your teeth with?
A chair, a bed, and a toothbrush
Tricky Questions With Answers
What has a head, a tail, but does not have a body?
A coin
What starts with “e” and ends with “e” but only has one letter in it?
An envelope
If a plane crashes on the border between the United States and Canada, where do they bury the survivors?
Survivors aren’t buried!
How can a girl go 25 days without sleep?
She sleeps at night
If it takes eight men ten hours to build a wall, how long would it take four men?
No time, because the wall is already built
You spot a boat full of people but there isn’t a single person on board. How is that possible?
Everyone on board is married
If you have a bowl with six apples and you take away four, how many do you have?
The four you took
Imagine you’re in a room that’s filling up with water quickly. There are no windows or doors. How do you get out?
Stop imagining
What goes up and down, but always remains in the same place?
Stairs
Everyone in the world needs it, but they usually give it without taking it. What is it?
Advice
What happened when the wheel was invented?
It caused a revolution
What can you hold without touching it at all?
A conversation
Who is bigger, Mr. Bigger, Mrs. Bigger, or their baby?
The baby, since he is a little Bigger.
I’m light as a feather, but not even the strongest girl can hold me for more than 5 minutes. What am I?
Breath
If you sit a cup on the table facing south while you are on the north side of the table, on which side is the cup’s handle?
No matter which way the cup is turned, the handle is always on the outside
Two mothers and two daughters went out to eat, everyone ate one slice of pizza, yet only three slices were eaten. How’s that possible?
The group included a grandmother, her daughter and her daughter’s daughter.
A man lives on the 100th floor of an apartment building. On rainy days he rides the elevator all the way up. However, on sunny days, he goes half way and takes the stairs the rest of the way. Why?
The man is short and can only reach the button for the 50th floor on the elevator. On rainy days, he uses his umbrella handle.
What 5-letter word becomes shorter when you add two letters to it?
Short
A man dressed in all black is walking down a country lane. Suddenly, a large black car with no lights on comes around the corner and screeches to a halt. How did the car’s driver know he was there?
It was day time
Can you name three consecutive days without using the words Wednesday, Friday, and Sunday?
Yesterday, today, and tomorrow
Robert, my neighbor, a forty-five-year-old blacksmith is seven feet tall, and eats all day long. What does he weigh?
Iron
What gets sharper the more you use it?
Your brain
There are three important rooms in a house. The first one is filled with money. The second one is filled with important papers. The third one is filled with jewelry. One day all of these rooms burst into fire. Which room did the policemen put out the fire in first?
None of them, because policemen do not put out fires; firemen do
What can you make that no one not even you can see?
Noise
Why are 1968 pennies worth more than 1967 pennies?
Because there is one more penny in 1968 pennies than in 1967 pennies
What belongs to you but gets used by everyone else more than you?
Your name
There are eight men sitting on a couch. Three legs break and six men leave. How many legs are remaining?
Five, the legs of the two remaining men and the remaining couch leg.
You are driving a bus. When you begin your route, there is an old woman named Mrs. Smith and a young boy named Raymond are on the bus. At the first stop, the old woman leaves, and a salesman, named Ed, enters. At the next stop, Jack and his sister Jill get on, as well as three women with shopping bags. The bus travels fifteen minutes, then stops and Raymond gets off and a man and his wife get on. Next, a woman with a bird in a cage gets on the bus. What is the name of the bus driver?
It’s you!
What occurs once in a minute, twice in a moment, and never in one thousand years?
The letter M
What is the maximum number of times a single page of a newspaper can be folded in half by hand?
Once
I’m so fragile that if you say my name, you’ll break me. What am I?
Silence
On a Sunday morning, the oldest girl in a family was murdered. The father was reading the paper, the mother was in the kitchen cooking breakfast, and the girl’s brother was playing video games. Uncle George was visiting and was out getting the mail. Who murdered the girl?
Uncle George. Mail isn’t delivered on Sundays
What’s full of holes but can still hold liquid?
A sponge
What two words, when combined, hold the most letters?
Post Office
If a monkey, a squirrel, and a bird are racing to the top of a coconut tree, who will get the banana first?
None, coconut trees don’t grow bananas.
I have teeth but can’t eat. What am I?
A comb
First you throw away my outside and cook the inside. Then you eat my outside and throw away my inside. What am I?
Corn on the cob. Because you throw away the husk, cook the corn. Then you eat the kernels, and throw away the cob.
If ten birds are sitting in a tree and a hunter shoots one, how many birds are left in the tree?
None, because after one bird got shot, the rest flew away
What runs, but never walks. Murmurs, but never talks. Has a bed, but never sleeps. And has a mouth, but never eats?
A river
What has 4 wheels and flies?
A garbage truck
What bird can lift the most weight?
A crane
Why did the woman run around her bed at night?
To catch up on her sleep
What goes up as soon as the rain comes down?
An umbrella
How much dirt is there in a hole that is 3 feet deep, 6 feet long, and 4 feet wide?
None, because a hole does not have any dirt inside
The more you take, the more you leave behind. What am I?
Footprints
How many legs does an elephant have if you count his trunk as a leg?
Four, because calling the elephant’s trunk a leg does not make it one.
I have all the knowledge you have. But I’m so small, you can hold me in your fist. What am I?
Your brain
How many animals did Moses take into the ark?
None because it was Noah who built and loaded the ark
What has three feet but can’t walk?
A yardstick
“The attorney is my brother,” testified the accountant. But the attorney testified he did not have a brother. Who is lying?
Neither one, because the accountant was his sister
How many seconds are there in a year?
Twelve. January 2nd, February 2nd, March 2nd, etc.
What breaks and never falls, and what falls and never breaks?
Day breaks and night falls
If an electric train is moving north at 100mph and a wind is blowing to the west at 10mph, which way does the smoke blow?
An electric train has no smoke
If Mrs. John’s one-story house is decorated completely in pink, with the walls, carpet, and furniture all shades of pink, what color are the stairs?
There are no stairs
What will you actually find at the end of every rainbow?
The letter ‘W’
How did the boy kick his soccer ball ten feet, and then have it come back to him on its own?
He kicked it up
A young boy was rushed to the hospital emergency room, but the ER doctor saw the boy and refused to operate. “This boy is my son,” the doctor said. But the doctor wasn’t the boy’s father. How could this be?
The doctor was the boy’s mom
How could a man go outside in the pouring rain without protection, and not have a hair on his head get wet?
He is bald
If you had only one match and entered a dark room containing an oil lamp, some kindling wood, and a newspaper, which would you light first?
The match
What’s greater than God and more evil than the devil. Rich people want it, poor people have it. And if you eat it, you’ll die?
Nothing
If you spell “sit in the tub” s-o-a-k, and you spell “a funny story” j-o-k-e, how do you spell “the white of an egg”?
E-G-G W-H-I-T-E
A cowboy rode into town on Friday. He stayed in town for three days and rode out on Friday. How is that possible?
His horse is named Friday
Is it legal for a man to marry his widow’s sister?
No, but since he is dead it would be hard to do so.
If a plane crashes on the border between the United States and Canada, where do they bury the survivors?
Survivors aren’t buried!
How can a girl go 25 days without sleep?
She sleeps at night
If it takes eight men ten hours to build a wall, how long would it take four men?
No time, because the wall is already built
You spot a boat full of people but there isn’t a single person on board. How is that possible?
Everyone on board is married
If you have a bowl with six apples and you take away four, how many do you have?
The four you took
What are two things you can never eat for breakfast?
Lunch and Dinner
What is always coming but never arrives?
Tomorrow
What gets wetter the more it dries?
A towel
What can be broken but never held?
A promise
What word is spelled incorrectly in every single dictionary?
Incorrectly
What is it that lives if it is fed, and dies if you give it a drink?
Fire
What never asks a question but gets answered all the time?
Your cellphone
What word would you use to describe a man who does not have all his fingers on one hand?
Normal, because people usually have half their fingers on one hand.
What goes up but never ever comes down?
Your age
What can one catch that is not thrown?
A cold
A girl fell off a 50-foot ladder but didn’t get hurt. How come?
She fell off the bottom step
If you have one, you want to share it. But once you share it, you do not have it. What is it?
A secret
Some months have 31 days, others have 30 days, but how many have 28 days?
All 12
Thanks to me, you can see straight through the wall. What am I?
A window
Which weighs more, a pound of feathers or a pound of bricks?
Neither. They both weigh exactly one pound
If it takes eight men ten hours to build a wall, how long would it take four men?
No time, because the wall is already built
You spot a boat full of people but there isn’t a single person on board. How is that possible?
Everyone on board is married
If you have a bowl with six apples and you take away four, how many do you have?
The four you took
Logical Funny Questions And Answers
What has one eye but can’t see anything at all?
A needle
If you were running a race and passed the person in second place, what place would you be in now?
Second place
If you threw a red rock into a green sea, what would it come back as?
Wet
What kind of tree can you carry in your hand?
A palm
The teacher asked the two girls who looked exactly like the following questions: a.) Are you from the same family? b.) Do you have the same parents? c.) Were you born on the same day? They answered truthfully “yes” to those questions, and yet told the truth when they indicated they were not twins. How can this be?
They were triplets
A woman pushes her car to a hotel and then proceeds to tell the owner that she is bankrupt. Why?
She is playing Monopoly
If Mr Smith’s peacock lays an egg in Mr Jones’ yard, who owns the egg?
Peacocks don’t lay eggs
A 10 foot rope ladder hangs over the side of a boat with the bottom rung on the surface of the water. The rungs are one foot apart, and the tide goes up at the rate of 6 inches per hour. How long will it be until three rungs are covered?
Never. The boat rises as the tide goes up.
A truck driver is going down a one way street the wrong way, and passes at least ten cops. Why is he not caught?
Because he was not driving! He’s walking on the sidewalk
If a doctor gives you 3 pills and tells you to take one pill every half hour, how long would it take before all the pills had been taken?
1 hour! Take the 1st pill right away, half an hour later take the 2nd and half an hour after
that the 3rd.
Name the most recent year in which New Year’s came before Christmas.
This year. New Year’s always comes before Christmas of the same year.
How many times can you subtract 10 from 100?
Once. Next time you would be subtracting 10 from 90.
Who’s buried in Grant’s tomb?
No one. Ulysses Grant is interred in Grant’s tomb but not buried.
Before Mount Everest was discovered, what was the tallest mountain on Earth?
Mount Everest
If the vice president were to die, who is supposed to be president?
The President
If a rooster lays an egg on top of the barn roof, which way will it roll?
It will not roll, because roosters do not lay eggs
If two’s company and three’s a crowd, what do four and five make?
Nine
How can you lift an elephant with one hand?
You cannot, because you will never find an elephant with one hand
What travels the world while stuck in one spot?
A stamp
How can you drop a raw egg onto a concrete floor and not crack it?
No problem, because concrete floors are very hard to crack
Name four days of the week that start with the letter “t”?
Tuesday, Thursday, today, and tomorrow.
Which room has no walls?
A mushroom
What has four eyes but can’t see?
Mississippi
Where is an ocean with no water?
A map
What’s as big as an elephant but weighs absolutely nothing?
Its shadow
How can a door be not a door?
When it’s a jar
What word starts with IS, ends with AND, and has LA in the middle?
Island
What has a neck but no head?
A bottle
What is the coldest country in the world?
Chili
What moves faster: heat or cold?
Heat because you can always catch a cold.
Forwards I’m heavy but backwards I’m not. What am I?
A ton
A girl leaves home and turns left three times, only to return home facing two guys wearing masks. Who are the two guys?
The catcher and the umpire
Beth’s mother has three daughters. One is called Lara, the other one is Sara. What is the name of the third daughter?
Beth
What gets bigger and bigger the more you take away from it?
A hole
Tricky Questions Wordplay Funny Questions and Answer
The more you take, the more you leave behind. What am I?
Footsteps.
I am always hungry. I must always be fed. The finger I touch will soon turn red. What am I?
Fire.
What has an endless supply of letters but starts empty?
Mailbox.
What has a heart that doesn’t beat?
Artichoke.
What can travel around the world while staying in a corner?
A stamp.
What has a head and a tail, but has no legs?
A penny.
The person who makes it, sells it. The person who buys it never uses it. What is it?
A coffin.
You have me today, tomorrow, and yesterday. I am never here but always there. What am I?
The answer is “nothing.”
What is always in front of you but can’t be seen?
The future.
Forward I am heavy, but backward I am not. What am I?
Forward.
You are in a dark room with a match, a gas lamp, and a candle. What do you light first?
The match (You need the match to light the other two sources)
What gets smaller the more you use it?
A bar of soap
Two fathers and two sons went fishing together. They caught three fish in total, yet each person had one fish. How is this possible?
There was a grandfather, father, and son (two fathers and two sons)
In which year did the first episode of “The Simpsons” air?
1989.
Who is known as the “Queen of Pop”?
Madonna.
Which planet is known as the “Red Planet”?
Mars.
In which year did the Titanic sink?
1912.
Who wrote the play “Hamlet”?
William Shakespeare.
Which famous scientist developed the theory of general relativity?
Albert Einstein.
What is the largest mammal in the world?
Blue Whale.
Who painted the famous artwork “Starry Night”?
Vincent van Gogh.
Which planet is often referred to as the “Evening Star” or “Morning Star”?
Venus.
In what year did the first manned moon landing take place?
1969.
Who wrote the novel “1984”?
George Orwell.
Who composed the musical masterpiece “The Four Seasons”?
Antonio Vivaldi.
What is the name of the first person to walk on the moon?
Neil Armstrong
What soft drink was originally created as a medicine?
Coca-Cola
Also Read: 275+ Conversation Starters for Any Social Situation
