Fun Facts (Hints)
Did you know that riddles have been used in many famous stories and literature? Check below for some interesting facts related to this matter:
One of the most famous brain teasers books is the "Exeter Book" of Anglo-Saxon fame.
Babylonian school texts are said to be the oldest type of riddle.
The Bible details the story of the Queen of Sheba testing Solomon with tricky questions in the first book of Kings.
Norse mythology of the Viking tradition describes a number of wisdom-contests. Most of these were related to the God Odin.
Bugtong is the Philippine version of the word riddle.
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Riddles and Answers © 2023

Though sometimes riddles are hidden within stories and called story riddles, this collection of the such is solely for mental exercise rather than for just reading. Also, these all come equipped with some type of question along with clues.
A good way to get a great amount of fun from these challenging story puzzles is you to use them in a group setting. Lots of people, and kids especially will have a great deal of fun when they take part in solving these puzzles with a bit of competition.
Think you're ready to have fun? The story riddles are here for the taking!
Born In London Riddle
Simon Simpleton was born in London, England.
His mother was Welsh and his father Scottish.
When Simon was eight his mother died.
When Simon was ten his father married an Irish women and suddenly Simon had an Irish sister.
When Simon was twenty four he graduated as a lawyer and took a job in Edinburgh, Scotland.
He is now sixty six.
Why can he not be buried on the banks of Loch Lomond in his favorite village of Luss, in Bonnie Scotland?
His mother was Welsh and his father Scottish.
When Simon was eight his mother died.
When Simon was ten his father married an Irish women and suddenly Simon had an Irish sister.
When Simon was twenty four he graduated as a lawyer and took a job in Edinburgh, Scotland.
He is now sixty six.
Why can he not be buried on the banks of Loch Lomond in his favorite village of Luss, in Bonnie Scotland?
Hint:
100 Floors Riddle
There was a building with 100 floors. A short man lived on the very top floor, the 100th floor. On sunny days, he would ride the elevator up to the 70th floor, then climb the stairs up the rest of the way. On rainy days, he would ride the elevator straight to his apartment, the 100th floor. Why?
Hint:
He is short, so he can't reach the 100th floor button. On rainy days, he can use his umbrella to poke the button. Did you answer this riddle correctly?
YES NO
YES NO
No More Pennies Riddle
A guy came around the corner of a square lot and found a coin sitting on the ground, but did not pick it up. He kept walking and came across a penny, but did not pick it up, yet again. He kept walking and found yet again, a penny. He picked it up. He continued his walk a and discovered there were no more pennies, even when he went backwards, why?
Hint:
He was walking around a SQUARE lot! It was like a circle. Did you answer this riddle correctly?
YES NO
YES NO
One Wise Son
An old man wanted to leave all of his money to one of his three sons, but he didn't know which one he should give it to. He gave each of them a few coins and told them to buy something that would be able to fill their living room. The first man bought straw, but there was not enough to fill the room. The second bought some sticks, but they still did not fill the room. The third man bought two things that filled the room, so he obtained his father's fortune. What were the two things that the man bought?
Hint:
The wise son bought a candle and a box of matches. After lighting the candle, the light filled the entire room. Did you answer this riddle correctly?
YES NO
YES NO
Haunted Halloween House Riddle
To spice up your Halloween, you decide to enter a haunted house with your girlfriend. As you enter, an eerie silence embraces you and you can see nothing because its dark. You fumble your way and try your luck to find the switches, but it turns out to be a waste as there is no electricity connection to the house.
When you decide to turn back, the door closes on you and you are trapped in the house with your girlfriend who has now started panicking.
While you are trying to console her, an evil laughter takes you by surprise. Then, you see a faint figure who tells you that you have three doors in front of you and you must take one of them; it is the only way to free yourself. The figure describes that the first door opens up to a compact space filled with a swarm of deadly bees and you will be stung endlessly by them. The second door opens up to the electricity chairs. You both will be strapped to the chairs for five minutes and exposed to high voltage electricity. The third door opens up with a pit that has no bottom and you will keep falling endlessly into nothingness.
While this leaves you all panicked, which door will you choose if you have no other choice?
When you decide to turn back, the door closes on you and you are trapped in the house with your girlfriend who has now started panicking.
While you are trying to console her, an evil laughter takes you by surprise. Then, you see a faint figure who tells you that you have three doors in front of you and you must take one of them; it is the only way to free yourself. The figure describes that the first door opens up to a compact space filled with a swarm of deadly bees and you will be stung endlessly by them. The second door opens up to the electricity chairs. You both will be strapped to the chairs for five minutes and exposed to high voltage electricity. The third door opens up with a pit that has no bottom and you will keep falling endlessly into nothingness.
While this leaves you all panicked, which door will you choose if you have no other choice?
Hint:
You must choose the door that opens with electric chairs. This is because there is no electricity in the house. Thus, you will just have to sit on the chairs for five minutes and then you will be free to go. Did you answer this riddle correctly?
YES NO
YES NO
Shortcut Through The Woods
4 friends were walking home when they decided to take a shortcut through the woods. It begins to rain and they cannot find their way out of the woods since it becomes dark out. So they find a cabin and decide to stay in it till Morning. The cabin has no lights and no windows so it is pitch black. Scared, the 4 friends huddle together in the middle and decide to do the whole: 1 person stays awake to keep watch while everyone sleeps and they'd switch off every hour. But this plan didn't work as everyone was too scared to sleep. So they decided to play a game until sunrise. Each of the friends went into one of the four corners of cabin and played a game. one person would run out of their corner along the side of the cabin and tag the next person on their back and take their place. That person would then do the same as the last person and they would keep going at this till morning. They kept playing the game over and over till one of the friends realized something wrong and screamed. What did that person realize?
Hint:
As soon as the 3rd person was tagged they'd run to a corner where no one is standing since person 1 is at corner 2, person 2 is corner 3 person 3 is corner 4.
Since they can't find a person there they screamed. Did you answer this riddle correctly?
YES NO
Since they can't find a person there they screamed. Did you answer this riddle correctly?
YES NO
The Great War Riddle
Did they tell my precious children about the war we fought?
In the fray, King Red did say, I order the onslaught.
A final fight, of tempered might, to settle this old dispute,
Men cried for their holy king, who donned his armored suit.
Once he showed his deep red robe, he fought the enemy,
Nay other men, nor two nor three, could cause any entropy.
Did they tell my precious children about the Kings disgrace?
Some King was he, who lost to thee, the victor without a face.
Who won the battle?
In the fray, King Red did say, I order the onslaught.
A final fight, of tempered might, to settle this old dispute,
Men cried for their holy king, who donned his armored suit.
Once he showed his deep red robe, he fought the enemy,
Nay other men, nor two nor three, could cause any entropy.
Did they tell my precious children about the Kings disgrace?
Some King was he, who lost to thee, the victor without a face.
Who won the battle?
Hint:
Walking With A Nurse Riddle
One day a boy was walking with a nurse. The boy was the nurses son. But the nurse was not his father. How is this possible?
Hint:
The Fireproof Stairs Riddle
There was a tornado. The power went out and the man went to his basement to take cover. As he was carrying the candles down the old, wooden stairs, he tripped and the candles dropped on the stairs. Why didn't the stairs catch fire?
Hint:
Owl Doctor Riddle
An owl son and a owl father were flying and they got hit by a car. The son and the father went to the owls padil. They went into different rooms. The doctor said "I can't work on this boy owl, he's my son."Who was the owl doctor?
Hint:
John's Three Daughters Riddle
John has three daughters who are all unmarried. The youngest always lies, the oldest always tells the truth, and the one in the middle either tells the truth or lies. A very rich young man comes to John's house and says he wishes to marry one of his daughters. Naturally he wants to marry the oldest or the youngest so he will always know if she is lying or telling the truth. John agrees but says he can only ask one of the girls a yes or no question to decide which one he marries. They all look the same age.
What one question does he ask one of the daughters at random to figure out which daughter is the youngest or oldest?
What one question does he ask one of the daughters at random to figure out which daughter is the youngest or oldest?
Hint:
"Is she older than her?"
Explanation: (He would ask one of the daughters if one of the other daughters is older than the last daughter). He always should pick the younger daughter based on what he knows. If he asks the older daughter and she says yes, then the youngest daughter will be known. If he asks the older daughter and she says no, then the youngest daughter is the other one. If he asks the youngest daughter and she says yes, she is lying and he will still pick the oldest. If he asks the youngest and she says no, he will just pick the other like in the first case. If he asks the middle daughter it doesn't matter because both will be acceptable choices. Did you answer this riddle correctly?
YES NO
Explanation: (He would ask one of the daughters if one of the other daughters is older than the last daughter). He always should pick the younger daughter based on what he knows. If he asks the older daughter and she says yes, then the youngest daughter will be known. If he asks the older daughter and she says no, then the youngest daughter is the other one. If he asks the youngest daughter and she says yes, she is lying and he will still pick the oldest. If he asks the youngest and she says no, he will just pick the other like in the first case. If he asks the middle daughter it doesn't matter because both will be acceptable choices. Did you answer this riddle correctly?
YES NO
Panning Gold Riddle
Before dying, a father left a will to his two sons telling of a gold-panning stream that had supported his father's family long and hard. The will said that the two sons could make one, only one trip to the stream to pan for gold, but for as long as they wanted, and that whoever carried the gold back got it. On their way to the stream, the two sons lost a big fraction of their supplies, reducing their stay to two months. All they had now were some food, a mule, and panning supplies. During their stay, they managed to pan and smelt a gold bar 5 inches in diameter and 5 inches in height. Back in their hometown, the two sons disputed long and hard in court over who should get the gold bar. Now, the judge was a wise one. Who did he say got the gold bar?
Hint:
The mule. A gold bar 5 inches in diameter and 5 inches in height would have weighed far too much for either of the sons to carry, only the mule could have. Did you answer this riddle correctly?
YES NO
YES NO
Listens Yet Tells Riddle
Hint:
Writing a book. A book listens as you write, and tells your story when read. Did you answer this riddle correctly?
YES NO
YES NO
A Man And Not A Man Riddle
There is a story that a man and not a man
Saw and did not see a bird and not a bird
Perched on a branch and not a branch
And hit him and did not hit him with a rock and not a rock.
How is this possible?
Saw and did not see a bird and not a bird
Perched on a branch and not a branch
And hit him and did not hit him with a rock and not a rock.
How is this possible?
Hint:
A eunuch who did not see well saw a bat perched on a reed and threw a pumice stone at him which missed. Did you answer this riddle correctly?
YES NO
YES NO
I Wind About Riddle
Hint:
Post Your Story Riddles Puns Below
Can you come up with a cool, funny or clever Story Riddles of your own? Post it below (without the answer) to see if you can stump our users.
1. Why did the tomato turn red?
Because it saw the salad dressing!
2. What did the grape say when it got stepped on?
Nothing, it just let out a little whine.
3. Why did the bicycle fall over?
Because it was two-tired!
4. How does a penguin build its house?
Igloos it together!
5. How do you know if a joke is a dad joke?
It becomes a-parent!
6. Why did the chicken cross the road?
To get to the other side!
7. How do you catch a squirrel?
Climb up a tree and act like a nut!
8. Why don't scientists trust atoms?
Because they make up everything!
9. Why don't skeletons fight each other?
They don't have the guts!
10. Why don't scientists trust stairs?
Because they're always up to something!
11. Why was the math book sad?
Because it had too many problems!
12. What did the big flower say to the little flower?
"Hey, bud!"
13. Why did the coffee file a police report?
It got mugged!
14. Why did the scarecrow win an award?
Because he was outstanding in his field!
15. How do you get a squirrel to like you?
Act like a nut!
16. Why do seagulls fly over the sea?
Because if they flew over the bay, they'd be bagels!
17. Why don't ghosts use elevators?
Because they live for the screams!
18. What time is it when the clock strikes thirteen?
Time to get a new clock!
19. Why did the tomato turn yellow?
Because it was afraid of the blender!
20. Why can't you hear a pterodactyl go to the bathroom?
Because the "P" is silent!
21. Why did the smartphone go to college?
To become a smarty-phone!
22. Why do golfers wear two pairs of pants?
In case they get a hole in one!
23. Why did the banana go to the doctor?
Because it wasn't peeling well!
24. Why did the painter paint his only thumb green?
Because he wanted to see what he called his masterpiece!
25. How do you make a tissue dance?
Put a little boogey in it!
26. Why don't ants get sick?
Because they have tiny ant-bodies!
27. What do you call an alligator in a vest?
An in-vesti-gator!
28. Why did the bike fall over?
Because it was two-tired!
29. What do you call a bear with no teeth?
A gummy bear!
30. Why did the cookie go to the doctor?
Because it was feeling crummy!
31. What do you call a snobbish criminal going down stairs?
A condescending con descending!
32. Why do dogs wag their tails?
Because no arms!
33. What did the grape say when it got squished?
Nothing, it just let out a little wine!
34. What do you call a snowman party?
A snowball!
35. Why did the tomato turn red?
Because it saw the salad dressing!
36. What did the ear of corn say when it got complimented?
"Aw, shucks!"
37. Why do you never see elephants hiding in trees?
Because they're really good at it.
38. What do you call an alligator detective?
An investi-gator!
39. Why do bees hum?
Because they can't remember the words!
40. Why did the firefighter wear red suspenders?
To keep his pants up while he slid down the pole!
41. How can you tell if a vampire has a cold?
By the coffin!
42. Why did the magician get hired at the grocery store?
He just needed a magic onion!
43. What did the teacher do when he saw the spider in the classroom?
He said "Great, class, now let's spell spider!"
44. Why did the potato cross the road?
To get to the French fry!
45. Why did the duck go to the movies?
For the quack-tion!
46. Why did the gym close down?
It just didn't work out!
47. Why did the tomato get angry with the salad dressing?
It said, "Why are you always trying to change me?"
48. Why did the monster eat the light bulb?
He wanted a light snack!
49. Why don't skeletons fight each other?
They don't have the guts!
50. What do you get when you cross a snowman and a shark?
Frostbite!
1. Why did the tomato turn red?
Because it saw the salad dressing!
2. What did the grape say when it got stepped on?
Nothing, it just let out a little whine.
3. Why did the bicycle fall over?
Because it was two-tired!
4. How does a penguin build its house?
Igloos it together!
5. How do you know if a joke is a dad joke?
It becomes a-parent!
6. Why did the chicken cross the road?
To get to the other side!
7. How do you catch a squirrel?
Climb up a tree and act like a nut!
8. Why don't scientists trust atoms?
Because they make up everything!
9. Why don't skeletons fight each other?
They don't have the guts!
10. Why don't scientists trust stairs?
Because they're always up to something!
11. Why was the math book sad?
Because it had too many problems!
12. What did the big flower say to the little flower?
"Hey, bud!"
13. Why did the coffee file a police report?
It got mugged!
14. Why did the scarecrow win an award?
Because he was outstanding in his field!
15. How do you get a squirrel to like you?
Act like a nut!
16. Why do seagulls fly over the sea?
Because if they flew over the bay, they'd be bagels!
17. Why don't ghosts use elevators?
Because they live for the screams!
18. What time is it when the clock strikes thirteen?
Time to get a new clock!
19. Why did the tomato turn yellow?
Because it was afraid of the blender!
20. Why can't you hear a pterodactyl go to the bathroom?
Because the "P" is silent!
21. Why did the smartphone go to college?
To become a smarty-phone!
22. Why do golfers wear two pairs of pants?
In case they get a hole in one!
23. Why did the banana go to the doctor?
Because it wasn't peeling well!
24. Why did the painter paint his only thumb green?
Because he wanted to see what he called his masterpiece!
25. How do you make a tissue dance?
Put a little boogey in it!
26. Why don't ants get sick?
Because they have tiny ant-bodies!
27. What do you call an alligator in a vest?
An in-vesti-gator!
28. Why did the bike fall over?
Because it was two-tired!
29. What do you call a bear with no teeth?
A gummy bear!
30. Why did the cookie go to the doctor?
Because it was feeling crummy!
31. What do you call a snobbish criminal going down stairs?
A condescending con descending!
32. Why do dogs wag their tails?
Because no arms!
33. What did the grape say when it got squished?
Nothing, it just let out a little wine!
34. What do you call a snowman party?
A snowball!
35. Why did the tomato turn red?
Because it saw the salad dressing!
36. What did the ear of corn say when it got complimented?
"Aw, shucks!"
37. Why do you never see elephants hiding in trees?
Because they're really good at it.
38. What do you call an alligator detective?
An investi-gator!
39. Why do bees hum?
Because they can't remember the words!
40. Why did the firefighter wear red suspenders?
To keep his pants up while he slid down the pole!
41. How can you tell if a vampire has a cold?
By the coffin!
42. Why did the magician get hired at the grocery store?
He just needed a magic onion!
43. What did the teacher do when he saw the spider in the classroom?
He said "Great, class, now let's spell spider!"
44. Why did the potato cross the road?
To get to the French fry!
45. Why did the duck go to the movies?
For the quack-tion!
46. Why did the gym close down?
It just didn't work out!
47. Why did the tomato get angry with the salad dressing?
It said, "Why are you always trying to change me?"
48. Why did the monster eat the light bulb?
He wanted a light snack!
49. Why don't skeletons fight each other?
They don't have the guts!
50. What do you get when you cross a snowman and a shark?
Frostbite!