132 Trick Questions That Will Baffle You

If you’re looking to test your brain then grab your thinking cap and give these trick questions a crack. Engaging in a delightful dance of wit and misdirection, trick questions are like a harder brain teaser that will both delight and confound the curious and unsuspecting. These cunning queries wield the power to challenge your assumptions, tease your intellect, and test your ability to think on your feet.

From seemingly simple riddles that hide a clever twist and tricky interview questions from prospective employers to thought-provoking conundrums designed to baffle even the sharpest minds and funny trick questions that are both challenging and hilarious, trick questions playfully blur the line between what we know and what we think we know.

With a twinkle in their eye and a puzzle on their tongue, a trick question invites you into a world of mental acrobatics, where the answers lie just beyond the surface, waiting to be unraveled. Embark on this whimsical journey as we unravel the mysteries and delights of trick questions, where the unexpected becomes the norm and the quest for truth takes on an enchanting and puzzling form.

132 Trick Questions That Will Baffle You



1. 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.

2. What gets wetter the more it dries? 

A towel.

3. Some months have eight letters in their name, whereas others have five. How many have three?

They all do.

4. If seven adults can eat seven cupcakes in seven minutes, how long would it take 30 adults to eat 30 cupcakes?

Seven minutes; one adult takes seven minutes to eat a cupcake.

5. What can be broken but never held? 

A promise.

6. How many letters are in the alphabet?

11 (“the alphabet”).

7. What are two things you can never eat for breakfast?

Lunch and dinner. 

8. You have two coins that equal 30 cents, and one of them is not a quarter. Which coins do you have?

A quarter and a nickel (the nickel is the one that isn’t a quarter).

9. If the vice-captain of a sports team were to die, who would lead the team?

The captain.

10. A girl fell off a 50-foot ladder but didn’t get hurt. How come?

She fell off the bottom step.

11. What is always coming but never arrives? 


12. Ted is the father of Sam, but Sam is not the son of Ted. How is that possible?

Sam is not a boy.

13. If you build a fort, drive a Ford, and fill out a form, then what do you eat soup with?

A spoon.

14. What word is spelled incorrectly in every single dictionary?


15. If Mrs. Smith’s rooster lays an egg in Mr. Brown’s yard, who owns the egg?

No one; roosters don’t lay eggs.

16. What is it that lives if it is fed, and dies if you give it a drink?


17. If you have one, you want to share it. But once you share it, you do not have it. What is it?

A secret.

18. What never asks a question but gets answered all the time?

Your cellphone.

19. If there are eight oranges in a bag and you take away two, how many do you have?


20. 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.

21. A deli worker in a grocery store is described as being 6’1″, wears size 10 shoes, and wears a medium-sized shirt. What does the deli worker weigh?

Lunch meat.

22. What goes up but never ever comes down?

Your age.

23. If a plane crashes on the border between the United States and Canada, where do they bury the survivors?

Survivors aren’t buried.

24. What can one catch that is not thrown?

A cold.

25. How can a girl go 25 days without sleep?

She sleeps at night.

26. What has five fingers but isn’t a hand?

A glove.

27. 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.

28. A woman quickly realizes there is no air in her driver’s side tire, but she finds something else in the tire instead. What is it?

A hole.

29. What starts with “e” and ends with “e” but only has one letter in it?

An envelope.

30. A suspected burglar is brought in for questioning for a robbery that happened in New York on the 4th of July. He tells the police he has an alibi, as he was home at the time of the robbery. A mailman comes into the police station and verifies that he saw the suspect at home at the time of the robbery while on his mail route. The police, however, immediately know the mailman is lying. How?

The mail doesn’t run on the 4th of July, so there’s no way the mailman could have seen the suspect on his mail route.

31. What babbles but never talks?

A brook.

32. 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.

33. What has teeth but can’t chew?

A comb.

34. Mandy claims she saw an ocean without water, and it turns out, she was being honest. How is that possible?

Mandy saw the ocean on a map.

35. If you have a bowl with six cookies and you take away four, how many do you have?

The four you took.

36. How can you drop a glass vase on a hardwood floor and not crack it?

Hardwood floors are hard to crack.

37. What happens when you throw a blue rock into the Red Sea?

It sinks to the bottom.

38. How do you make the number one disappear?

Add a “G” and it’s gone!

39. 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.

40. 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?


41. A boy kicks his soccer ball ten feet and comes back to him on its own. How is this possible?

He kicked it up in the air. 

42. What has a head and a tail but no body?

A coin.

43. 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.

44. What is something that copies your looks but not your sounds?

A mirror.

45. I wave, even if you don’t say hello. What am I?

A flag.

46. What can travel around the world while staying in the same corner?

A stamp.

47. 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.

48. What only has one foot, one head, and four legs?

A bed.

49. If two’s company and three’s a crowd, what do four and five make?


50. What two keys can’t open any door?

A monkey and a donkey.

51. If you were running a race and passed the person in second place, what place would you be in now?

Second place.

52. What word becomes longer after you add two letters to it?


53. She has married many men but has never been married. Who is she?

The minister.

54. What is something that has a lot of holes in it but can still hold water?

A sponge.

55. Spell enemy in three letters. 


56. What is something that gets warmer the more it cools?

An air conditioner.

57. A man went outside in the pouring rain without an umbrella. Not a single hair on his head got wet. How is this possible?

He’s bald. 

58. If Mr Smith’s peacock lays an egg in Mr Jones’ yard, who owns the egg?

Nobody, as peacocks don’t lay eggs. 

59. What will you actually find at the end of every rainbow?

The letter “W.”

60. Who is bigger: Mr. Bigger, Mrs. Bigger, or their baby?

The baby, because he’s a little Bigger.

61. 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.

62. Which month has 28 days?

Every month. 

63. What is something you can hold without touching it?

Your breath.

64. 9876, 6987, 7698. What is the next number in the series?


65. Let’s say you have to lift a hippo with one finger. How would you do it?

You wouldn’t because you can’t find a one-fingered hippo.

66. A young kid 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.

67. What is something that has a lot of problems and not many people are eager to solve?

A math book.

68. Before Mount Everest was discovered, what was the highest mountain in the world?

The correct answer is Mount Everest.

69. What is the biggest problem with snow boots?

They melt. 

70. Is a ton of feathers or a ton of bricks heavier?

They weigh the same. 

71. How many seconds are there in a year?

Twelve. January 2nd, February 2nd, March 2nd, etc.

72. I start out tall, but the longer I stand, the shorter I grow. What am I?

A candle.

73. What can run but not walk?


74. A man runs out of his home, yelling, “Help a thief!” Instead of stopping the thief, his neighbor hands her car keys to the thief. Why?

The man didn’t use a comma. 

75. How can you drop a raw egg onto a concrete floor without cracking it?

Concrete floors are very hard to crack.

76. Why did the woman run around her bed at night?

To catch up on her sleep. 

77. How much dirt is there in a hole 3 feet deep, 6 feet long, and 4 feet wide?

None. There’s no dirt in the hole.

78. Thanks to me, you can see straight through the wall. What am I?

A window.

79. How can the pocket of your pants be empty, but still have something in it?

When that something is a hole.

80. If a monkey, a squirrel, and a bird are racing to the top of a coconut tree, who will get the banana first?

None of them; you can’t get a banana from a coconut tree. 

81. What has a face and two hands, but no arms or legs?

A clock.

82. If an electric train is moving north at 100 mph and a wind is blowing to the west at 10 mph, which way does the smoke blow?

An electric train has no smoke.

83. Everyone in the world needs it, but they usually give it without taking it. What is it?


84. 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.

85. 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.

86. What two words, when combined, hold the most letters?

Post office.

87. I am an odd number. Take away one letter and I become even. What number am I?

Seven (take away the “s” and it becomes “even”).

88. A woman goes into the forest and sees ten trees. She then proceeds to snap all their branches at once. How is this possible?

She took a picture of the trees.

89. Can you name three consecutive days without using the words Wednesday, Friday, and Sunday?

Yesterday, today, and tomorrow.

90. What belongs to you but gets used by everyone else more than you?

Your name.

91. I’m so fragile that if you say my name, you’ll break me. What am I?


92. Which button cannot be unbuttoned?

The belly-button.

93. What was the President of the United States’ name in 1990?

The same as it was then. 

94. How was it possible that every single person in an airplane crash died, but two people survived?

The two survivors were married.

95. What gets sharper the more you use it?

Your brain. 

96. You see a truck driver going the wrong way down a one-way street. He passes at least 10 police but doesn’t get stopped. Why?

The truck driver was walking, not driving.

97. What has a spine but no bones?

A book.

98. 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 daytime.

99. What is always on the ground but is never dirty or soiled?

A shadow.

100. You see two girls on the street who look identical. You ask them the following questions: Do you come from the same family? Do you share the same parents? Are your birthdays on the same day? Both girls answered yes to all your questions, but they said no when you asked if they were twins. How is that possible?

Because they aren’t twins, they are triplets.

101. What breaks and never falls, and what falls and never breaks?

Day breaks and night falls.

102. Two security guards arrive for work at the same time in the morning. They have both guarded the same bank vault for the past 10 years. Neither of them ever takes a sick day, but they have never once laid eyes on each other. How is this possible?

They guard the vault on different days.

103. 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.

104. How can a man who shaves several times a day still have a long beard?

He is a barber. 

105. Every single person at the restaurant got sick, except for two people who were completely fine. How is that possible?

The two people were a couple and, therefore, not single.

106. What bird can lift the most weight?

A crane.

107. If Susan had four piles of sand and Mary had five piles of sand, and they put them all together, how many piles would there be?

One big pile.

108. What has four eyes but can’t see?


109. Forwards I’m heavy but backward I’m not. What am I?

A ton.

110. What has a neck but no head?

A bottle. 

111. A woman ran away from home, turning left three times only to return home, where she came face to face with two guys wearing masks. Who were those guys?

The umpire and the catcher. 

112. “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.

113. What has one eye but can’t see anything at all?

A needle. 

114. Uncle Tony’s farm had a terrible storm and all but seven sheep were killed. How many sheep are still alive?


115. Beth’s mother has three daughters. One is called Lara, the other one is Sara. What is the name of the third daughter?


116. What building has more stories than any other building in the entire world?

The library.

117. If it took eight men ten hours to build a wall, how long would it take four men?

No time at all because the wall was already built.

118. What goes up and down, but always remains in the same place?


119. A group of ten ostriches are in a field. If four of them take off flying, how many are left in the field?

Ten. Ostriches can’t fly.

120. What can you make that no one – not even you – can see?


121. How many sides does a house have?

Two: an inside and an outside.

122. What occurs once in a minute, twice in a moment, and never in one thousand years?

The letter “M.”

123. When is a door not a door?

When it’s ajar. 

124. What do you sit on, sleep on, and brush your teeth with?

A chair, a bed, and a toothbrush.

125. Dead on the field lie ten soldiers in white, felled by three eyes, black as night. What happened?

A bowling ball knocked down ten pins.

126. What has 4 wheels and flies?

A garbage truck.

127. Which room has no walls? 

A mushroom. 

128. What does an island and the letter “T” have in common?

They are both in the middle of water.

129. A woman pushes her car to a hotel and then proceeds to tell the owner that she is bankrupt. Why?

She is playing Monopoly.

130. What can fill up an entire room without taking up any space?


131. I’m where yesterday follows today, and tomorrow is in the middle. What am I?


132. There are three important rooms in a house; one is filled with money, another with important files, and the last with jewelry. One day these rooms burst into flames! Which room do the policemen put out first?

None because firemen put out fires not policemen.