Tricky Riddles with Answers
Hi! I am Ollie. Welcome to Riddle Kingdom!
Every riddle here is also a level in the Kingdom. Solve them on the map, keep your lives, earn stars and raise a landmark with each one. Good luck, and have fun!
Tricky riddles play dirty. The obvious answer is almost always wrong, and that's the point. They are ordered so the trick lands, graded by how well the trap hides, and every reveal names the exact misdirection that caught you. Slow down, question your first guess, then tap to see if you got played.
Browse all the puzzles on this page โพ
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1. What can you break without touching it, dropping it, or even seeing it? Easy
Show answer
A promise.
You hunt for a physical object that shatters, but a promise breaks with words and needs no touch at all.
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2. A farmer had 17 sheep. All but 9 died. How many sheep are left? Easy
Show answer
Nine. All but nine means nine survived.
You assume the survivor count needs subtracting, but 'all but nine died' already says nine are the ones left alive.
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3. One egg takes ten minutes to hard boil. How long does it take to hard boil three eggs in the same pot of water? Easy
Show answer
Ten minutes. All three eggs cook at the same time.
You multiply ten by three, but all three eggs boil together in the same pot at once.
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4. A plane crashes right on the border between two countries. Where do they bury the survivors? Easy
Show answer
Nowhere. You do not bury survivors.
You debate which country's ground to use, but survivors are alive and nobody buries them.
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5. A rooster lays an egg on the very top of a slanted roof. Which side does the egg roll down? Easy
Show answer
Neither. Roosters do not lay eggs.
You debate which way the egg rolls, but roosters are male and lay no egg to begin with.
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6. What kind of dress can never be worn? Easy
Show answer
An address.
You picture a wearable garment, but the answer is an address, a location that only sounds like 'a dress'.
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7. An electric train is heading north at 100 miles per hour with a strong wind blowing from the west. Which way does the smoke blow? Easy
Show answer
There is no smoke. Electric trains do not produce any.
You track the wind against the train's motion, but an electric train makes no smoke to blow anywhere.
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8. Why can a man living in New York not be buried in Chicago? Easy
Show answer
Because he is still living. You cannot bury a living man.
You hunt for a legal or geographic reason he cannot cross states, but the word living means he is alive, so no burial applies.
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9. How many bricks does it take to complete a brick building? Easy
Show answer
Just one. The last brick completes it.
You try to count every brick in the wall, but only the final brick actually completes the building.
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10. What disappears the moment you stand up? Easy
Show answer
Your lap.
You expect a shadow or object, but a lap only exists while you sit and vanishes when you stand.
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11. Which word is always spelled incorrectly in every dictionary? Easy
Show answer
The word incorrectly.
You hunt for a rare misspelled entry, but the answer is the literal word incorrectly, always spelled i-n-c-o-r-r-e-c-t-l-y.
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12. Railroad crossing, watch out for cars. Can you spell that without any Rs? Easy
Show answer
T-H-A-T. The word that has no R in it.
The railroad line floods your ears with Rs, but you only need to spell the small word that, which has none.
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13. What kind of tree can you carry in your hand? Easy
Show answer
A palm.
You think of a whole outdoor tree too big to hold, but palm is both a tree and the inside of your hand.
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14. Which building has the most stories? Easy
Show answer
The library. Every shelf is full of them.
You read stories as floors and picture a skyscraper, but a library holds the most stories as in tales on its shelves.
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15. What kind of coat is best put on wet? Easy
Show answer
A coat of paint.
You think of a garment you would never wear soaking wet, but a coat of paint goes on wet by design.
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16. Ten children walk to school huddled under one small umbrella, yet none of them gets wet. How is that possible? Easy
Show answer
It is not raining.
You assume the one small umbrella cannot shield ten kids, but nobody gets wet because it is not raining at all.
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17. What goes up every year but never comes back down? Easy
Show answer
Your age.
You hunt for a physical thing that rises, but your age only ever climbs and never falls.
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18. How do you make the number one disappear? Easy
Show answer
Add the letter G in front of it and it is gone.
You hunt for a math operation on the value one, but the trick is spelling, since G in front of ONE makes GONE.
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19. You are running a long race, and just before the finish line you overtake the runner in second place. What position are you in now? Easy
Show answer
Second place. You took the spot of the person you passed, not the leader's.
You feel like passing someone moves you up toward first, but you take the passed runner's second-place spot, not the leader's.
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20. What invention lets you look straight through a solid wall? Easy
Show answer
A window.
You picture a high-tech see-through device, but a plain window already lets you look straight through a wall.
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21. What kind of cup cannot hold any water? Easy
Show answer
A cupcake.
You read cup as a drinking vessel, but a cupcake is the kind of cup that holds no water.
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22. A father and his son are in a car accident. The boy is rushed into surgery, but the surgeon says: I cannot operate on him, he is my son. How can that be? Easy
Show answer
The surgeon is his mother.
You assume a surgeon must be a man, but the surgeon is the boy's mother.
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23. How many animals of each kind did Moses take onto the ark? Easy
Show answer
None. It was Noah who built the ark, not Moses.
You accept the name Moses and start counting, but Noah built the ark, so Moses took none.
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24. You walk into a dark room holding one match. Inside there is a candle, an oil lamp, and a fireplace. Which do you light first? Easy
Show answer
The match. Nothing else can be lit before it.
You rush to choose among the candle, lamp, and fireplace, but you must strike the match first before any of them can be lit.
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25. Which is correct: the yolk of the egg is white, or the yolk of the egg are white? Easy
Show answer
Neither. Yolks are yellow.
You debate is versus are as a grammar puzzle, but both fail because a yolk is yellow, not white.
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26. A man dressed all in black walks down a country lane at night. A black car with its headlights off comes straight at him, yet the driver swerves in time. How did the driver see him? Easy
Show answer
It was daytime. Nothing in the story said it was night for the driver, only that the man wore black.
You pile the black clothes and unlit headlights into a picture of pitch dark, but nothing blinds the driver because it is broad daylight.
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27. What can you serve but never eat? Easy
Show answer
A tennis ball.
You read serve as dishing up food, but serve is also the opening hit in tennis, and you never eat the ball.
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28. Which side of a cat has the most fur? Easy
Show answer
The outside.
You weigh left against right, but a cat's fur is all on the outside, not the inside.
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29. Is it legal for a man to marry his widow's sister? Easy
Show answer
It does not matter. If his wife is a widow, the man is dead.
You weigh marriage law, but the word widow means his wife outlived him, so the man is already dead and cannot marry.
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30. Five frogs sit on a log and one of them decides to jump into the pond. How many frogs are left on the log? Easy
Show answer
Five. Deciding to jump is not the same as jumping.
You subtract the one that jumps, but it only decides to jump, and deciding is not doing, so all five stay put.
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31. A man goes out for a walk in heavy rain with no umbrella, no hat, and no hood, yet not a single hair on his head gets wet. How? Easy
Show answer
He is bald.
You look for shelter or a trick against the rain, but he simply has no hair on his head to get wet.
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32. What goes up as soon as the rain comes down? Easy
Show answer
An umbrella.
You look for something that naturally rises when rain falls, but the answer is the umbrella people raise to stay dry.
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33. You are locked in a room that contains only a bed, a calendar, and a piano. How do you eat, drink, and get out? Easy
Need a hint?
Each object hides a pun.
Show answer
Eat the dates from the calendar, drink from the springs of the bed, and use the keys of the piano to unlock the door.
Each object hides a second meaning: a calendar has dates, a bed has springs, and a piano has keys.
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34. Two friends play five games of checkers on the same afternoon. Each of them wins three games, and not one game ends in a draw. How? Medium
Need a hint?
Nobody said they sat at the same board.
Show answer
They were not playing against each other. Each won three games against other people.
You assume the two friends played each other, but each won three games against other opponents.
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35. You wind up an old fashioned alarm clock, set it for nine, and fall asleep at eight in the evening. How much sleep do you get before it rings? Medium
Need a hint?
The clock has no idea what AM means.
Show answer
One hour. A wind up clock cannot tell morning from evening, so it rings at nine that same night.
You picture waking at 9 a.m. for 13 hours of sleep, but a wind-up clock rings at 9 that same night, one hour later.
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36. How can a man go eight days without sleeping and feel fine? Medium
Show answer
He sleeps at night. The riddle only mentioned days.
You imagine eight sleepless 24-hour spans, but 'days' means daytime and he still sleeps each night.
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37. A pet shop promises that its parrot repeats every word it hears. A week later the buyer wants a refund because the bird has not spoken once, yet the shop told no lie. How? Medium
Need a hint?
The promise was about hearing, not speaking.
Show answer
The parrot is deaf. It repeats every word it hears, and it hears nothing.
You assume 'repeats every word it hears' guarantees the bird will talk, but the parrot is deaf and hears nothing to repeat.
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38. Why are 2019 pennies worth more than 2018 pennies? Medium
Need a hint?
They are counts, not dates.
Show answer
Read them as amounts, not years. Two thousand nineteen pennies is one penny more than two thousand eighteen pennies.
You read 2019 and 2018 as years and compare age, but they are counts of coins, so 2019 pennies is one cent more.
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39. Two boys are born to the same mother on the same day, in the same month and year, yet they are not twins. How can that be? Medium
Show answer
They are two of a set of triplets.
You assume two same-day siblings must be a pair of twins, but they are two of a set of triplets.
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40. What question can you never honestly answer yes to? Medium
Show answer
Are you asleep yet? If you answer, the answer is no.
You hunt for a paradox, but answering "Are you asleep yet" at all proves you are awake, so yes can never be honest.
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41. A woman shoots her husband, then holds him underwater for five minutes. A little later, the two of them enjoy a lovely dinner together. How? Medium
Show answer
She shot a photo of him and developed the film in a darkroom tray.
You picture a real gun and drowning, but shoots means takes a photo and underwater means the developing tray.
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42. A man jumps out of an airplane with no parachute and walks away without a scratch. How? Medium
Show answer
The plane was parked on the runway the whole time.
You assume the plane is in flight, but it is parked on the runway so he just hops down.
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43. A dog stands on one bank of a wide river and its owner calls from the other side. The dog crosses without a bridge or a boat and does not get wet. How? Medium
Need a hint?
Think about the season.
Show answer
The river is frozen. The dog trots straight across the ice.
You picture liquid water and search for a swimming or leaping trick, but the river is frozen so the dog walks across the ice.
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44. What has a foot on each end and another foot in the middle? Medium
Show answer
A yardstick.
You picture a creature with real feet, but foot means the length unit: a three-foot yardstick has one at each end and one in the middle.
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45. What has a head and a tail, is brown, and has no legs? Medium
Show answer
A penny. Heads on one side, tails on the other.
Head, tail, brown, and no legs steer you toward an animal, but they describe the two sides of a penny.
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46. What is the very last thing you take off before you climb into bed? Medium
Show answer
Your feet, off the floor.
You read take off as removing clothing, but the last thing you take off the floor is your feet as you climb in.
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47. A farmer keeps one haystack in the east field and two haystacks in the west field. If he combines them all, how many haystacks does he have? Medium
Show answer
One. Pile them together and you get a single big haystack.
You add one plus two and expect three, but piling haystacks together merges them into a single big one.
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48. Name three keys that cannot open any lock. Medium
Show answer
A monkey, a donkey, and a turkey.
You look for literal keys, but the answer is animals whose names end in key and open nothing.
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49. What has its bottom at the top? Medium
Show answer
Your legs. The bottom sits at the top of them.
You picture an object whose base sits up high, but bottom also means your rear, which rests at the top of your legs.
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50. A hardware store sells 1 for one dollar, 12 for two dollars, and 144 for three dollars. What is it selling? Medium
Need a hint?
You buy them one digit at a time.
Show answer
House numbers. The price depends on how many digits you need.
You assume the price scales with quantity of items, but you are buying digits, so 1, 12, and 144 need one, two, and three digits.
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51. A man in a small town married twenty different women. None of them died and he never divorced, yet he broke no law. How? Medium
Show answer
He is a minister. He performed the weddings, he was not the groom.
You assume he is the groom marrying each woman, but as a minister he marries couples by officiating their weddings.
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52. You have two coins that add up to 30 cents, and one of them is not a nickel. What are the two coins? Medium
Show answer
A quarter and a nickel. One of them, the quarter, is not a nickel. The other one is.
You take one is not a nickel to mean neither coin is a nickel, but only that one specific coin, the quarter, is not the nickel.
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53. If a red house is made of red bricks and a blue house is made of blue bricks, what is a greenhouse made of? Medium
Show answer
Glass. A greenhouse is for growing plants.
You expect the color-plus-bricks pattern to give green bricks, but a greenhouse is a glass structure for growing plants.
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54. What is the longest word in the dictionary? Medium
Show answer
Smiles. There is a whole mile between the first and last letter.
You hunt for a long spelled-out word, but smiles wins because there is a mile between its first and last letter.
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55. A truck driver goes the wrong way down a one way street, passes five police officers, and none of them stops him. Why? Medium
Show answer
He is walking, not driving.
The words truck driver and one way street make you picture him at the wheel, but at that moment he is on foot walking.
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56. A waiter carries a tray of twelve drinks up three flights of stairs. On the top step he trips, and the whole tray flips upside down. Not one drop is spilled. How? Medium
Show answer
Every drink was still sealed in its bottle. Nothing had been opened yet.
You picture open glasses that must splash, but the drinks are still sealed in their bottles, so flipping the tray spills nothing.
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57. Why can you never take a photo of a man with a wooden leg? Medium
Show answer
Because a wooden leg cannot take photos. You need a camera.
You read with a wooden leg as describing the man, but it names the tool, and you take photos with a camera, not a leg.
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58. A tall delivery truck gets wedged tight under a low bridge and the tow trucks cannot pull it free. A kid on a bike solves the problem in ten seconds. How? Medium
Need a hint?
Do not raise the bridge. Lower the truck.
Show answer
Let some air out of the tires. The truck sinks a few inches and drives out.
You fixate on the truck and the bridge and think of cutting or lifting, but deflating the tires drops the truck enough to roll out.
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59. What can you put between 7 and 8 to get a number bigger than 7 but smaller than 8? Medium
Show answer
A decimal point. 7.5 sits right between them.
You hunt for a digit or math operation to insert, but the answer is a punctuation mark that turns 7 and 8 into 7.5.
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60. A rope ladder hangs over the side of a boat with its bottom rung touching the water. The tide rises one foot every hour. After three hours, how many rungs are underwater? Medium
Show answer
None. The boat rises with the tide, and the ladder rises with the boat.
You count a rung per foot of rising water, but the boat floats up with the tide so the water never reaches any new rung.
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61. How can a pocket be completely empty and still have something in it? Medium
Show answer
It can have a hole in it.
You read empty as nothing inside, but a hole counts as something in the pocket while it still holds no contents.
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62. What can you always find at the end of a rainbow? Hard
Show answer
The letter W. Look at the end of the word rainbow.
You hunt for a pot of gold, but 'the end of a rainbow' means the last letter of the written word rainbow, which is W.
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63. You see a boat filled with people, yet there is not a single person on board. How is that possible? Hard
Show answer
Everyone on board is married. There is not a single person among them.
You read single person as one human, but single means unmarried, and everyone aboard is married.
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64. How do you spell cow in fourteen letters? Hard
Show answer
SEE O DOUBLE YOU.
You try to stuff extra letters into the word cow, but you spell each letter name aloud as SEE O DOUBLE YOU.
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65. What begins with an E, ends with an E, and usually contains just one letter? Hard
Show answer
An envelope.
You expect a word built only from E's, but an envelope starts and ends with E and holds a single letter of mail.
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66. A man pushes his car up to a hotel and instantly knows he is bankrupt. What happened? Hard
Show answer
He is playing Monopoly and landed on a hotel he cannot afford.
You picture a real car and a real hotel bill, but he is moving a game token onto a Monopoly property.
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67. Which five-letter word keeps its exact pronunciation after you delete four of its letters? Hard
Show answer
Queue. Drop the last four and it still sounds like Q.
You assume removing four letters must change the sound, but queue is pronounced like its first letter Q all by itself.
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68. Forward I weigh a great deal, but backward I weigh nothing at all. What word am I? Hard
Show answer
Ton. Spelled backward it becomes not.
You search for a heavy object, but the word ton reversed spells not, which weighs nothing.
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69. What five-letter word actually becomes shorter when you add two letters to it? Hard
Show answer
Short. Add e and r to get shorter.
You expect extra letters to make a word longer, but short plus er literally spells shorter.
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70. I am an odd number, but take a single letter away and I turn even. Which number am I? Hard
Show answer
Seven. Remove the s and you get even.
You hunt for an arithmetic trick, but dropping the S from seven leaves the word even.
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71. Before Mount Everest was ever discovered, which mountain was the tallest on Earth? Hard
Show answer
Mount Everest. It was already the tallest, just not yet found.
You assume an unknown peak cannot hold the title, but Everest was the tallest all along whether or not anyone had measured it.
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72. A man builds a house with all four walls facing due south. A bear wanders past. What color is the bear? Hard
Show answer
White. The house sits on the North Pole, so it is a polar bear.
The only spot where every wall faces south is the North Pole, and the only bears there are white.
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73. The moment you share me I am gone, yet everyone is tempted to give me away. What am I? Hard
Show answer
A secret.
You hunt for an object you lose by giving, but a secret stops being a secret the instant you tell it.
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74. Two fathers and two sons go fishing. Each catches exactly one fish, yet only three fish come home. How? Hard
Show answer
There are only three people: a grandfather, his son, and his grandson.
You count two plus two as four anglers, but the middle man is both a father and a son, so three people catch three fish.
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75. A doctor hands you three pills and says take one every half hour. How long until the pills are gone? Hard
Show answer
One hour. You take the first now, the second at thirty minutes, the third at sixty.
You multiply three by thirty and expect ninety minutes, but the first pill is swallowed at minute zero.
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76. A butcher is six feet tall and wears size twelve shoes. What does he weigh? Hard
Show answer
Meat. Weighing it is his job.
You expect a figure in pounds, but a butcher weighs meat on his scale all day.
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77. Take 30, divide it by half, then add ten. What is the result? Hard
Show answer
Seventy. Dividing by half means dividing by one half, so 30 becomes 60, plus ten.
You read divide by half as cut in two and guess twenty-five, but dividing 30 by one half gives 60, and ten more is 70.
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78. Mr. Reed has four daughters, and each daughter has exactly one brother. How many children does he have in total? Hard
Show answer
Five. The four girls all share the same single brother.
You give each daughter her own brother and reach eight, but the sisters share one brother, making five children.
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79. You are in a foot race and you manage to overtake the runner in last place. What position are you in now? Hard
Show answer
It is impossible. To pass the last runner you would have to be behind them, so they were never last.
You start calculating positions, but you can never pass the very last runner without being behind them yourself.
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80. What word do even the sharpest professors always pronounce wrong? Hard
Show answer
The word wrong.
You search for a commonly mispronounced term, but the answer is literally wrong, which everyone says as wrong.
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81. Turn me on my side and I am endless. Slice me down the middle and I am nothing. What am I? Hard
Show answer
The number eight. Sideways it becomes the infinity sign, and cut in half it makes zeros.
You hunt for an object, but a figure eight turned sideways is the infinity symbol, and cutting it in half leaves a pair of zeros, which stand for nothing.
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82. Which everyday English word contains three sets of double letters in a row? Hard
Show answer
Bookkeeper. It stacks oo, kk, and ee back to back.
You dig for a rare term, but bookkeeper lines up oo, kk, and ee in a row.
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83. A man studies a portrait and says, brothers and sisters I have none, but this man's father is my father's son. Who is in the portrait? Hard
Show answer
His own son.
You tangle the family tree and guess himself, but with no siblings my father's son is the man himself, so the portrait shows his son.
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84. What appears once in every minute, twice in a moment, yet not once in a hundred years? Hard
Show answer
The letter M.
You search for an event in time, but the answer is the letter M, counted where it appears in each written word.
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85. Which single word contains all twenty-six letters? Hard
Show answer
Alphabet. It is the word that names all of them.
You try to recall a pangram, but alphabet is the one word that contains, meaning names, all twenty-six letters.
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86. How much dirt is there in a hole two feet wide, two feet long, and two feet deep? Hard
Show answer
None. A hole has no dirt in it, which is what makes it a hole.
You start calculating cubic feet, but a hole is empty by definition, so there is no dirt inside it.
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87. What starts with a T, ends with a T, and is filled with T? Hard
Show answer
A teapot.
You look for a word bracketed by the letter T, but a teapot is filled with tea, which sounds like T.
Tricky riddles with answers for adults
A tricky riddle is a question whose wording plants a false assumption, so the answer that arrives first is the one the riddle was built to make you give. Unlike hard riddles, which demand layered reasoning, tricky ones are simple once you reread the sentence and spot the single word doing the damage. Asked how many animals of each kind Moses took onto the ark, most people say two before noticing that Noah built the ark, not Moses. Asked what position you are in after overtaking the runner in second place, most say first, though passing second place only puts you second. Five frogs sit on a log and one decides to jump, so five remain, because deciding is not jumping. The reliable method is to slow down, restate the question in your own words, and check which word you assumed instead of read.
Tricky questions that punish fast guesses
Break a promise without touching it. Watch your age go up and never come down. Slow readers win here.
Longer tricky riddles to tell out loud
A few of these are little stories, like the locked room with a bed, a calendar, and a piano. Great for parties.
Your score
FAQ about Tricky Riddles with Answers
What makes a riddle tricky instead of hard?
Misdirection. A tricky riddle hands you a wrong answer that feels right, then hides the real one in plain sight. Hard riddles lean more on layered logic and obscure wordplay.
Why do smart people fall for tricky riddles?
Because fluent readers process a sentence as a whole and fill in the expected meaning. A phrase like all but nine died reads as nine died, when it means nine survived. Speed of comprehension is the weakness the riddle attacks, so confident readers get caught more often than cautious ones.
How do you solve a tricky riddle without seeing the answer?
Read the sentence twice and mark every word you filled in yourself. Check the tense, the numbers, and whether the person described is alive, awake, or even the subject of the action. Then ask what the question literally says rather than what it seems to describe, and answer that.
If these tricky riddles have you hooked, step up to our collection of hard riddles that will really test your brain, then flip the challenge on its head with our lateral thinking puzzles that reward creative problem-solving.
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