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Fun Riddles And Brainteasers

This article contains plenty of fun riddles to entertain you, your friends, family, and colleagues.

We’ve got everything from the best to silly riddles, so check them out and have a blast!

Best fun riddles.

Best Fun Riddles

Do you like riddles? If yes, then you have come to the right place. I have designed a list of the best fun riddles for you.

1.) How can the number four be half of five?
Write it as a Roman numeral.

The first thought that comes to mind when hearing the question is to devise a mathematical solution. However, as with almost all riddles, it appears impossible through computations. When written in a Roman numeral format, four becomes “IV,” and when the two letters are divided in half, it will show “V,” which is five in Roman numerals.

2.) A man was driving a black truck. His lights were not on. The moon was not out. A lady was crossing the street. The lady was safe. Did the man see her? Explain.

The man saw the lady crossing the street as the riddle only described the truck and the moon, not the time of the day. The correct answer was “yes” because it happened on a bright, sunny day.

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fun riddles fo kids.

Clever Riddles To Stump Your Friends

3.) I have cities but no houses. I have mountains but no trees. And I have water but no fish. What am I?
A map.

The purpose of this riddle is to perplex you and direct your attention to the elements that are lacking, specifically the fish, trees, and houses. The fact that you need to focus on something that isn’t alive is probably apparent to you by now. It is also possible to have a “globe” as the correct answer.

4.) I have keys, but no locks and space and no rooms. You can enter, but you can’t go outside. What am I?
A keyboard.

In this one, you are given the impression that you are looking at a room that you could potentially enter. But, the “Enter” in this riddle pertains to the Enter button of a keyboard. Solving this would require scanning and evaluating all words that can have a double meaning.

5.) There’s a one-story house where everything inside is white: white walls, white doors, white floors, white ceilings, white windows, white curtains, white chairs, and white tables. What color are the stairs?

Riddles are always designed to trick others by including extraneous details that cause them to miss the answer – which is already incorporated within the question itself. This riddle indicates that the house is only one story tall. Having said that, there would be no stairs at all.

Tough Stumpers

6.) You see a boat filled with people, yet there isn’t a single person on board. How is that possible?
The people on the boat are all married.

This kind of complex puzzle is deceptively tricky because it seems to encourage linear, logical thought. It somehow has the same technique as the riddle above. One word is all that is needed to solve it, which is right in front of you.

Possible solutions include if there had been phrases like “jumped into the sea” or “went below deck.” It somehow has the same technique as the riddle above. One word is all that is needed to solve it, which is right in front of you, which in this case, is the word “single” in context.

The Prisoner’s Dilemma

7.) A prisoner is forced to go into one of three rooms, but he can choose which room. The first room is ablaze with fire. The second one is rigged with explosives that will go off as soon as he enters. The third contains a pair of lions who haven’t eaten in years. Which room should he choose to survive?
The third room.

This is another example of a riddle that includes words or phrases that can be used as hints to solve the problem. We can see that the third room contains lions that haven’t eaten in years. Here, we would initially assume that they are so hungry that they will eat anything that enters the room. But, when carefully considered, any lions that hadn’t eaten in years would be dead. As a result, the third room is the answer.

A Minnesota stumper - fun riddles.

Good Fun Riddles

There’s nothing quite like a good riddle to brighten up a day. But finding a good one is more complicated than you might think. So I’ve compiled some of the good fun riddles just for you.

8.) Poor people have it. Rich people need it. If you eat it, you’ll die. What is it?

9.) What is black when you buy it, red when you use it, and white when you are done with it?

10.) Walk on the living; they don’t even mumble. Walk on the dead, and they mutter and grumble. What are they?

11.) What 4-letter word can be written forward, backward, or upside down and can still be read from left to right?
The word “NOON.”

12.) Sometimes, I am born in silence; other times, no. I am unseen, but I make my presence known. In time, I fade without a trace. I harm no one, but I am unpopular with all. What am I?
A fart.

13.) What starts with an E, ends with an E, and only has one letter in it?
An envelope.

See 173 Questions For Conversation Starters.

Best fun riddles.

Short Fun Riddles

Oddly enough, although they are short, riddles can be hard to solve. That’s why you need to be ready with some quick, fun puzzles perfectly tailored to fit any boring situation at hand.

14.) What can you catch but never throw?
A cold.

15.) What building has the most stories?
The library.

16.) What vehicle is spelled the same backward and forwards?
A racecar.

17.) If life gets tough, what do you have that you can always count on?
Your fingers.

18.) What has hands but can’t clap?
A clock.

19.) What runs around the whole yard without moving?
A fence.

20.) What goes up and never comes down?
Your age.

Hard Fun Riddles

Let’s face it. Riddles are fun to solve. And most of the time, a riddle is easy to figure out. But sometimes, a riddle can stump even the best of minds. Here is a list of challenging, fun riddles to test your wits:

21.) There were two ducks in front of a duck, two ducks behind a duck, and one duck in the middle. How many ducks were there in total?

22.) What kind of band never plays music?
A rubber band.

23.) The man who made it doesn’t want it. The man who bought it doesn’t need it. And, the man who needs it doesn’t know it. What am I talking about?
A coffin.

24.) A man describes his daughters, saying, “They are all blonde, but two; all brunette but two; and all redheaded but two.” How many daughters does he have?
Three: A blonde, a redhead, and a brunette.

If you buy a rooster to lay eggs and expect to get three eggs each day for breakfast, how many eggs will you have after three weeks?
Zero as roosters do not lay eggs. Hens do.

Challenging Riddles.

Tricky Fun Riddles

You might already be aware that tricky, fun riddles are entertaining, and when to read them for the first time, you will wonder about their correct solution, so now try these tricky, fun riddles and have a great time cracking them with friends or family members.

25.) A magician promises that he can throw a ball as hard as he can and have it stop, change direction, and come back to him. He claims he can do it without the ball bouncing off of anything, the ball being tied to anything, or using magnets. How is this possible?
He throws the ball straight up in the air.

26.) How many animals of each species did Adam take with him on the ark?
None. Noah took the animals on the ark, not Adam.

27.) What has many teeth but can’t bite?
A comb.

28.) Three people said that Mark was their brother. Mark says he has no brothers. How many brothers does Mark have?
None. He has three sisters.

29.) A monkey, a squirrel, and a bird race to the top of a coconut tree. Who will get the banana first, the monkey, the squirrel, or the bird?
None of them. A coconut tree can’t produce a banana.

30.) You cannot keep this until you have given it. What is it?
A promise.

See Christmas Riddles.

Fun Riddles for Kids

This section is a compilation of fun riddles that will keep kids entertained and provide hours of mental workouts. Read on:

31.) What is full of holes but still holds water?
A sponge.

32.) What has legs but doesn’t walk?
A table.

33.) I follow you and copy your every move, but you can’t touch or catch me. What am I?
Your shadow.

34.) I have a tail and a head, but nobody. What am I?
A coin.

35.) Which is the most curious letter?
The letter “Y.”

36.) What does it become if you drop a yellow hat in the Red Sea?

37.) A group of bunnies was having a birthday party. What kind of music were they listening to?
Hip-hop music.

Fun Riddles for All Ages

Riddles are a fun party game that can help guests get to know one another better. They also tend to challenge people’s minds and find out how well they think on their feet. Check out some of them here:

38.) Which word in the dictionary is spelled incorrectly?

39.) What has to be broken before you can use it?
An egg.

40.) Many have heard me, but no one has seen me, and I will not speak back until spoken to. What am I?
An echo.

41.) What is made from ears but cannot hear you when you speak, no matter how loud?

42.) What starts with a T, ends with a T, and is full of T?
A teapot.

43.) The more of this there is, the less you see. What is it?

44.) What grows when it eats but dies when it drinks?

See Funny Puzzles and Trick Questions.

Fun Riddles with Puns

A pun is a play on words that makes a joke, often clever and sometimes confusing, making riddles with puns so fun to figure out.

45.) What do you call a fake noodle?
An impasta.

46.) What’s the best way to watch a fly fishing tournament?
At a live stream.

47.) What kind of room has no doors or windows?
A mush-room.

48.) What do you call someone with no body and no nose?
Nobody knows.

49.) Where do fruits go on vacation?

50.) What time did the man go to the dentist?
Tooth hurt-y.

51.) Which U.S. state is famous for its extra-small soft drinks?

Clever Fun Riddles

Clever, fun riddles are designed to be solvable, but interestingly, solving them is more of an adventure than just logic. Many intelligent, fun riddles have answers you won’t get right away, but with some thought, they’re not so hard. Here are some:

52.) What is as big as an elephant but weighs nothing?
A shadow of an elephant.

53.) I am a fruit, but also a shape. If you had two of me, I would sound just the same. If you rearrange my letters, it could be a crime. Add me to a montage, and I can become a different fruit. Remove my head, and you can still listen; take away the end, and I can still be eaten. Without a piece of the center, I am still a word; take away all of the middle, and I am just an acronym. What am I?
A pear.

54.) Twelve ladies tried to fit under a small umbrella, but none of them got wet. How did they do it?
There was no rain.

Brain Twisters

55.) What word in the English language does the following: the first two letters signify a male, the first three letters signify a female, the first four letters signify a great, while the entire world signifies a great woman? What is the word?

56.) Why can’t someone living in Maine be buried in Florida?
Because the person is still living.

57.) When you want to use me, you throw me away. When you’re done using me, you bring me in. What am I?
An anchor.

58.) What is so fragile that just speaking its name will break it?

See Tricky Riddles.

Silly Fun Riddles

Full of silly riddles and misleading fun, these riddles will have you laughing at the wacky ways to deceive friends, family, and colleagues.

59.) What would you find in the middle of Toronto?|
The letter “O.”

60.) A man goes out in heavy rain with nothing to protect him from it. His hair doesn’t get wet. How does he do that?
He is bald.

61.) What English word has the same sound, even after you take away four of its five letters?

62.) How do you get a squirrel to like you?
Act like a nut.

63.) What is red and smells like blue paint?
Red paint.

64.) With pointed fangs, I sit and wait; with piercing force, I crunch out fate, grabbing victims, proclaiming might, physically joining with a single bite. What am I?
A stapler.

65.) You need me for dinner, but you can’t eat me. What am I?

Fun Puzzles To Solve

Fun riddles aren’t necessarily serious or just to encourage thinking healthily and using your common sense at times – they’re meant to be fun.

66.) If a red house is made of red bricks, has a red wooden door, and a red roof, and a yellow house is made of yellow bricks, has a yellow wooden door, and a yellow roof, then what is a greenhouse made of?

67.) What invention lets you look right through a wall?
A window.

68.) How many months of the year have 28 days?
All twelve months, as every month has at least 28 days.

69.) A precious stone as clear as a diamond. Seek it out while the sun’s near the horizon. Though you can walk on water with its power, Try to keep it, and it’ll vanish within an hour. What am I?

Logical Puzzles – Critical Thinking Skills

70.) What has 13 hearts but no other organs?
A deck of playing cards.

71.) What comes once in a minute, twice in a moment, but never in a thousand years?
The letter “M.”

72.) What is the beginning of eternity, the end of time, the beginning of every end, and the end of every place?
The letter “e.”

73.) The more you take, the more you leave behind. What am I?

74.) You enter a room that contains a match, kerosene lamp, candle, and fireplace. What should you light first?
The match.

75.) What’s bought by the yard and worn by the foot?
A carpet.

76.) What can you hold in your right hand but never in your left hand?
You left hand.

77.) What has many keys but cannot open a single lock?
A piano.

78.) A bus driver goes the wrong way down a one-way street. He passes the cops, but they don’t stop him. Why?
He was walking.

79.) What do you see once in June, twice in November, and not at all in May? Answer: The letter “e.”

80.) A cowboy rides into town on Friday. He stays three days, then rides out of town on Friday. How?
His horse is named Friday.

Funny Riddles

81.) Where do you take a sick boat?
The dock-tor.

82.) What five-letter word becomes shorter when you add two letters to it?

83.) What’s bright orange and green on top and sounds like a parrot?
A carrot.

84.) What kind of room has no doors or windows?
A mushroom.

85.) Where do sheep go to get their haircuts?
The Bah-Bah Shop.

86.) I make a loud sound when I’m changing. When I do change, I get bigger but weigh less. What am I?

87.) Which weighs more: a ton of bricks or a ton of feathers?
Neither. They both weigh a ton.

88.) Michael’s father has three sons: Snap, Crackle, and Who?

89.) How many of each type of animal did Moses take on the arc?
None. The animals on the ark were taken by Noah.

90.) You’ll find me in Mercury, Earth, Mars, and Jupiter, but not in Venus or Neptune. What am I?
The letter “r.”

91.) I am a rock bigger than Venus but smaller than Uranus. What am I?

92.) What do you get when you cross a snowman with a vampire?

Fun Math Riddles

93.) A dog was tied to a 12-foot rope, but he walked 30 feet. How could this be?
The rope wasn’t tied to anything.

94.) What has 13 hearts but no other organs?
A deck of cards.

95.) How many gold rings do you have after the song “The Twelve Days of Christmas” is completed?
40 gold rings. (The Math: 8 days from day five through 12 times five rings = forty).

96.) A farmer has twenty sheep, ten pigs, and ten cows. If we call the pigs cows, how many cows will he have?
Ten Cows. You may call the pigs cows, but it doesn’t make them cows.

97.) If Emily has three pairs of mittens, three pairs of socks, and three pairs of jeans, how many articles of clothing does she have?
Emily has 15 items of clothing. While jeans are referred to as pairs, it’s really only one article of clothing.

98.) Eggs are $0.12 a dozen. How many eggs can you get for a dollar?
You could buy 100 eggs — one penny each.

99.) Can you arrange four nines in an equation to make it equal to 100?
99+9/9 = 100.

Super Stumpers

100.) What are the last four hairs on a dog’s tail called?
Dog hairs.

101.) How do mice kiss?

102.) How do you spell jealousy with two letters?
N-V. (Envy)

103.) How can you drop an egg five feet with a concrete floor below you and not have the egg break?
Drop it from six feet. For the first five feet, the egg wouldn’t break. (After that, the yolk’s on you!)

104.) What has fifty heads and fifty tails?
Fifty pennies.

105.) Would you rather have a tiger attach you or a lion?
I’d rather he attack the lion.

106.) What has six legs but walks with only four?
A horse with a rider.

107.) If you had three potatoes and had to divide them equally among seven people, how should you do it?
Make mashed potatoes and divide by size.

108.) What has a hundred limbs but cannot walk?
A tree.

109.) On which side does a turkey have more feathers?
On the outside.

Pleasing Puzzles

110.) Why does a stork stand on one leg?
Because if he lifted it, he would fall quickly.

111.) What happens when you throw a yellow rock into the red sea?
It gets wet!

112.) What is a calf after it is eight months old?
Nine months old.

113.) How do you tell the difference between a can of tomato soup and a can of vegetable beef soup?
Read the label.

114.) What’s the difference between here and there?
The letter “t.”

115.) When can’t astronauts land on the moon?
When it is full!

116.) Why can’t Batman go fishing?
Robin ate all the worms.

117.) What do you drop when you need it and take it back when you don’t?
An anchor.

By Michael O’Halloran

Mike is the founder and editor of Greeting Card Poet. He has co-written four books on kid’s trivia and riddles.


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