Riddles are great conversation starters. They bring a group together, help people become more interactive with each other, boost confidence, and are fun to solve!
Here is a collection of challenging riddles for teens that will not just have them scratching their heads and thinking, but they will, in the end, also have a good time.
Best Riddles for Teens
Riddles are entertaining, testing your knowledge and ability to think outside the box. Here are a few of the best riddles with explanations.
1.) What has a face and two hands but no arms or legs?
For our first puzzle, we’ll use a bit of wordplay based on most people’s mental images of a clock’s components. The natural assumption is that it is a living being. One more clock-related question: “What has hands and a face but can’t hold anything or smile?”
2.) During what month do people sleep the least?
At first glance, this question may imply that this is the time of year when people are busy, given the correlation between inadequate sleep and high activity levels. But since the only thing that matters is how many times a person sleeps in a given month, the answer points squarely at February, which contains only 28 days.
See our Riddles Main Page for funny, easy, and difficult riddle pages.
3.) Greg’s mother had three children. The first child was named April. The second child was named May. What was the third child’s name?
This is an excellent example of how riddlers often use preconceived ideas against you. Even though the answer is right in front of you, you continue making the same errors of overthinking it.
4.) What came first, the chicken or the egg?
This question has, without a doubt, been asked numerous times. However, the answer has remained largely unclear, and anything has been accepted based on personal judgment. Nevertheless, scientifically speaking, the question did not imply that the egg was laid by a chicken. And dinosaurs were the first to lay eggs, long before the chicken evolved.
See 73 Fun Riddles.
5.) Mr. Blue lives in the blue house. Mr. Yellow lives in the yellow house. And Mr. Black lives in the black house. Who lives in the white house?
Riddlers frequently hastily ask this to prevent the respondent from having time to think of an answer. Despite the simple answer, many individuals still get it wrong when they respond on a whim.
6.) One word in the dictionary is spelled wrong. What is it?
The correct response would be the word “wrong.” It is the only word in the English language spelled literally as W-R-O-N-G, not because that is incorrect.
7.) How can you make six into an odd number?
Remove the letter S.
If you take out the S from “Six,” the remaining letters spell IX, which is the roman numeral for 9, which is an odd number.
8.) What has four wheels and flies?
A garbage truck.
Since no vehicle can (yet) fly, this question is guaranteed to confuse any listener. In this conundrum, “flies” refers not to the action of flying but to the insect itself.
9.) If you go to the movies and you’re paying, is it cheaper to take one friend to the movies twice or two friends to the movies at the same time?
Take two friends at the same time.
In this situation, you’d only be purchasing three tickets; however, if you took the same friend twice, you’d be purchasing four.
10.) How many bananas can you eat if your stomach is empty?
When asked this, most people think about how hungry the person asking is or how many bananas the average person can consume in one sitting. However, adding “your stomach is empty” throws off any answer more than one because once you eat one, your stomach is no longer empty.
11.) Two children are born on the same day by the same mother, but they are not twins. How is that possible?
They are part of triplets.
One of your responses to this question is that the children are part of a triplet. However, since the question implies that the children are not twins, they are more likely to be born as part of more significant multiple births, such as a quadruplet, quintuplet, or even more.
12.) A group of students was standing in the blazing sun facing due west on a march past event. The leader shouted at them: Right turn! About turn! Left turn! At the end of these commands, which direction are the students facing now?
They will turn 90 degrees in a right turn, 180 degrees in an about-turn, and then 90 degrees in a left turn. As a result, the pupils are now facing east.
Good Riddles for Teenagers
Here is a list of good riddles for teens that you can use in your back-and-forth with your peers – they’re perfect for breaking the ice and getting a fun conversation going.
13.) I have branches, but I have no leaves, trunk, or fruit. What am I?
14.) I give milk and have a horn, but I’m not a cow. What am I?
A milk truck.
15.) A farmer has twenty sheep, ten pigs, and ten cows. If we call the pigs cows, how many cows will he have?
Ten. Calling pigs “cows” will not make them actual cows.
16.) What has four fingers and a thumb but isn’t alive?
17.) Bennett is six feet tall, works at a butcher’s, and wears size eleven shoes. What does he weigh?
18.) What is orange and sounds like a parrot?
Funny Riddles for Teens
Every teen loves riddles, and these Funny Riddles for Teens are so hilarious that you’ll be hard-pressed not to laugh out loud!
19.) What is the best way to keep a skunk from smelling?
Hold its nose.
20.) Why did Tigger go to the bathroom?
He wanted to find his friend, Pooh.
21.) What animal turns about 200 times around its axis after it dies?
A roast chicken.
22.) What can jump higher than a building?
Anything that can jump as buildings don’t jump.
23.) How do you make seven even?
Take away the ‘s.’
Clever Riddles for Teens
This collection of clever riddles for teens is an excellent way to woo and astound your fellow teens with your superior intellect and increase your knowledge.
24.) What runs but never walks?
25.) What always goes to sleep with shoes on?
26.) Imagine you are in a room with no windows or doors. How will you get out?
27.) What spends all the time on the floor but never gets dirty?
28.) What word becomes shorter when you add two letters?
When you think you have a knack for these little puzzles, you run into some really hard riddles.
Hard Riddles for Teens
Tricky riddles are great for keeping your brain muscles in shape. The better you think, the more you get out of these questions!
29.) There are two ants in front of 2 other ants, two ants behind two ants, and two ants next to 2 ants. How many total ants are there?
Four. They are standing in a square position.
30.) There was this competition where the contestants had to hold ‘something.’ At the end of the event, the winner was a person who was physically disabled (he had no hands and no feet)! What was that ‘something’?
31.) I always run but never walk. I often murmur but never talk. And I have a bed but don’t sleep, and I have a mouth but never eat. What am I?
32.) I have three letters. I read the same forward and backward. And, I know you’ll get the answer, I know you’ll see. It’s a word that is important to you and me. What word am I?
33.) Before Mt. Everest was discovered, what was the highest mountain in the world?
Mt. Everest; just wasn’t discovered yet.
Riddles with Puns for Teens
Riddles aren’t all that complicated once you learn what they are. You begin with a simple pun, and, from there, the joke only gets better—they make us laugh, count on our wit, think outside the box and relish in the joy of jokes. The best thing about them is that once you understand how they work, you can make up your own at any time.
34.) What do you call a factory that makes okay products?
35.) Where would you take a sick boat?
To the dock.
36.) What does a house wear?
37.) What do scholars eat when they’re hungry?
38.) What do you call a snail on a ship?
Cool Riddles for Teens
Because of the internet, riddles have more than survived – they’ve thrived. If you know a teenager looking for cool riddles and answers, you have come to the right place!
39.) What can travel around the globe but stay in a corner the whole time?
40.) What kind of running leads to walking?
Running out of gas.
41.) Why is someone who borrows money but does not pay it back like a football agent?
Because sometimes he gives you a quarter back and sometimes a half back.
42.) What can you give a man with no hair that he will never part with?
43.) It belongs to you, but your friends use it more. What is it?
Think these are tough? Try our tricky riddles.
Math Riddles for Teens
Math riddles are a fun way to test your skills and can help improve your mathematics abilities while you are having fun. Here are some that you can share with friends:
44.) What can you put between a seven and an eight so that the result is greater than a seven but less than an eight?
A decimal point.
45.) I am a three-digit number. My second digit is four times bigger than the third digit. My first digit is three less than my second digit. Who am I?
46.) You are given three positive numbers. You can add these numbers and multiply them together. The result you get will be the same. What are the numbers?
1, 2, and 3.
47.) When this number is multiplied by any other number, the result is the same. What number is this?
48.) A grandmother, two mothers, and two daughters went to a baseball game together and bought one ticket each. How many tickets did they buy in total?
The grandmother is also a mother, and the mother is also a daughter.
49.) A phone and phone case cost $210 in total. The cell phone costs $200 more than the phone case. How much was the cell phone?
Silly Riddles for Tweens
Silly riddles for teens always make me giggle. I love that stupid riddles can create laughter no matter how old you are. In this section, you’ll find some of the best Silly riddles for teens:
50.) What two things can you never eat for breakfast?
Lunch and Dinner. (Okay, I should’ve had the answer for this one!)
51.) What rock group consists of four famous men, but none sing?
52.) Why are As like flowers?
Because B’s come after them!
53.) What is on the ground and a hundred feet in the air?
A centipede on its back!
54.) An elephant in Africa is called Lala. An elephant in Asia is called Lulu. What do you call an elephant in Antarctica?
55.) What do Alexander The Great and Winnie The Pooh have in common?
Their middle name.
Short Riddles for Teens
Twiddle your thumbs no more! In this section, you’ll find our collection of short, tricky riddles that are all great fun to read and solve.
56.) What tastes better than it smells?
57.) What fruit can you never cheer up?
58.) I have a neck but no head, and I wear a cap. What am I?
59.) If you don’t keep me, I’ll break. What am I?
60.) Which side of the chicken has the most feathers?
Common Sense Riddles for Teens
61.) If you have only one match and walked into a room with an oil burner, a kerosene lamp, and a wood-burning stove, which one would you light first?
62.) I start with M, end with X, and have a never-ending amount of letters. What am I?
63.) What goes up and down but never moves?
64.) I have hundreds of wheels, but I do not move. Call me what I am; call me a lot. What am I?
A parking lot.
65.) What is at the end of a rainbow?
The letter “W.”
Here are some frequently asked questions about riddles.
Here’s a riddle for teens that is sufficiently difficult, and yet, still answerable: What has 13 hearts but no other organs? Answer: A deck of cards.
Riddle: A house you enter blind, but come out with sight? Answer: A school.
The riddle: What being has four legs, then two, and then three? Answer: Man – who crawls as a baby, walks on two legs as an adult, and uses a cane in later years.
By Mike O’Halloran
Mike is the founder and editor of Greeting Card Poet.
You are on our 65 Fun Riddles For Teens page.
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