Everybody loves a good riddle or brain teaser. There are math riddles, interesting riddles, hard riddles, easy riddles, and even short riddles. To be honest, there is a riddle for just about any subject or category. What’s even better is when these conundrums make us laugh. Humor is always a great motivation, with these funny riddles appealing to all generations, from kids to young adults and all the way up to the oldies. They make great ice breakers and can kick-start any conversation. Try a brain teaser next time you are with a group of friends and see how involved everyone gets.
While some clever riddles are quite tricky and involve some thought, others are ridiculous and funny and will have you rolling around on the floor with laughter. That’s what we hope happens when reading this article. Although we must warn you, some of these riddles are quite cheesy and might have you rolling your eyes.
Below is a collection of 100 funny riddles that will test your intelligence while also providing a few laughs. As some of them are a bit hard, we’ve done right by you all and included the answers. The last thing we want is to drive you crazy not knowing what the correct answer is.
So here are 100 funny riddles (with answers) that are sure to prove challenging for you and your friends.
1. Riddle: Where would you take a sick boat?
Answer: To the dock.
2. Riddle: What two things can you never eat for breakfast?
Answer: Lunch and Dinner.
3. Riddle: What has to be broken before you can use it?
Answer: An egg.
4. Riddle: If Apple made a car, what would be missing?
Answer: Windows.
5. Riddle: What has a face and two hands but no arms or legs?
Answer: A clock.
6. Riddle: What does a house wear?
Answer: Ad-dress.
7. Riddle: I give milk and I have a horn, but I’m not a cow. What am I?
Answer: A milk truck.
8. Riddle: Before Mount Everest was discovered, what was the highest mountain?
Answer: Mount Everest.
9. Riddle: What is so unbelievably fragile that just by speaking its name will break it?
Answer: Silence.
10. Riddle: This is an item of clothing you might start wearing in the fall. This also has the same name as a layer of paint on a wall. What am I?
Answer: A coat.
11. Riddle: What word contains all of the twenty-six letters?
Answer: Alphabet.
12. Riddle: What tastes better than it smells?
Answer: A tongue.
13. Riddle: Why did the fly never land on the computer?
Answer: He was afraid of the world wide web.
14. Riddle: I’m tall when I’m young, and I’m short when I’m old. What am I?
Answer: A candle.
15. Riddle: What is the longest word in the English language?
Answer: Smiles – Because there’s a “mile” between the two S’s
16. Riddle: What is orange and sounds like a parrot?
Answer: A carrot.
17. Riddle: What kind of room has no doors or windows?
Answer: A mushroom.
18. Riddle: What five-letter word can be read the same upside down or right side up?
Answer: Swims.
19. Riddle: What do Alexander The Great and Winnie The Pooh have in common?
Answer: Same middle name.
20. Riddle: What creature is smarter than a talking parrot?
Answer: A spelling bee!
21. Riddle: We have no flesh, feather, or bone. Yet we still have fingers and thumbs of our own. What are we?
Answer: A skeleton.
22. Riddle: During what month do people sleep the least?
Answer: February, it’s the shortest month.
23. Riddle: 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?
Answer: The third room – any lions who hadn’t eaten in years would be dead!
24. Riddle: What month of the year has 28 days?
Answer: All of them.
25. Riddle: What rock group consists of four famous men, but none of them sing?
Answer: Mount Rushmore.
26. Riddle: What goes up and never comes down?
Answer: Your age.
27. Riddle: What kind of murderer is full of fiber?
Answer: A cereal killer.
28. Riddle: What is full of holes but still holds water?
Answer: A sponge.
29. Riddle: What word becomes shorter when you add two letters to it?
Answer: Short.
30. Riddle: I have hundreds of wheels, but move I do not. Call me what I am; call me a lot. What am I?
Answer: A parking lot.
31. Riddle: Two fathers and two sons went fishing one day. They were there the whole day and only caught three fish. One father said, that is enough for all of us, we will have one each. How can this be possible?
Answer: There was the father, his son, and his son’s son. This equals two fathers and two sons for a total of three.
32. Riddle: It belongs to you, but other people use it more than you do. What is it?
Answer: Your name.
33. Riddle: Two children are born on the same day by the same mother but they are not twins. How is that possible?
Answer: They are triplets!
34. Riddle: How does a bee get to school?
Answer: On a buzz!
35. Riddle: Johnny’s mother had three children. The first child was named April The second child was named May. What was the third child’s name?
Answer: Johnny of course.
36. Riddle: What has 13 hearts, but no other organs?
Answer: A deck of playing cards.
37. Riddle: What’s the least number of chairs you would need around a table to sit four fathers, two grandfathers, and four sons.
Answer: Four. The four fathers could be grandfathers and are definitely sons already.
38. Riddle: What question can you never answer yes to?
Answer: Are you asleep yet?
39. Riddle: How much dirt is there in a hole that measures two feet by three feet by four feet?
Answer: There is no dirt because it is a hole.
40. Riddle: The ages of a father and son add up to 66. The father’s age is the son’s age reversed. How old could they be? (3 possible solutions).
Answer: 51 and 15, 42 and 24, or 60 and six.
41. Riddle: What is able to travel around the globe, but stays in a corner the whole time?
Answer: A stamp.
42. Riddle: What kind of running leads to walking?
Answer: Running out of gas!
43. Riddle: With pointed fangs, it sits in wait, With piercing force, it doles out fate. Over bloodless victims proclaiming its might, Eternally joining in a single bite. What am I?
Answer: A stapler.
44. Riddle: What has four wheels and flies?
Answer: A garbage truck.
45. Riddle: Mr. and Mrs. Mustard have six daughters and each daughter has one brother. How many people are in the Mustard family?
Answer: There are nine Mustards in the family. Since each daughter shares the same brother, there are six girls, one boy, and Mr. and Mrs. Mustard.
46. Riddle: If there are 3 apples and you take away 2, how many do you have?
Answer: 2 apples of course.
47. Riddle: I Start with M, end with X, and have a never-ending amount of letters. What am I?
Answer: A mailbox.
48. Riddle: There’s a one-story house in which everything is yellow. Yellow walls, yellow doors, yellow furniture. What color are the stairs?
Answer: There aren’t any – it’s a one-story house.
49. Which is the most curious letter?
Answer: Y.
50. Riddle: I’m something that you wear that always comes in twos and I provide a layer between your feet and shoes. What am I?
Answer: Socks.
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51. Riddle: What gets wetter the more it dries?
Answer: A towel.
52. Riddle: I make a loud sound when I’m changing. When I do change, I get bigger but weigh less. What am I?
Answer: Popcorn.
53. Riddle. What can you break, even if you never pick it up or touch it?
Answer: A promise.
54. Riddle: What is full of holes but still holds water?
Answer: A sponge.
55. Riddle: A man who was outside in the rain without an umbrella or hat didn’t get a single hair on his head wet. Why?
Answer: He was bald.
56. Riddle: Why did the skeleton not go to the party?
Answer: Because he had no body to go with.
57. Riddle: Which word in the dictionary is spelled incorrectly?
Answer: Incorrectly.
58. Riddle: What type of music do rabbits listen to?
Answer: Hip hop.
59. Riddle: What starts with “e,” ends with “e,” and contains one letter?
Answer: An envelope.
60. Riddle: 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 the use of magnets. How is this possible?
Answer: He throws the ball straight up in the air.
61. Riddle: What can run, but never walks? Has a mouth, but never talks? Has a head, but never weeps? Has a bed, but never sleeps?
Answer: A river.
62. Riddle: What grows when it eats, but dies when it drinks?
Answer: Fire.
63. Riddle: Where does the Easter Bunny get all the eggs from?
Answer: The egg plant.
64. Riddle: The man who made it doesn’t want it. The man who bought it doesn’t need it. The man who needs it doesn’t know it. What am I talking about?
Answer: A coffin.
65. Riddle: What is on the ground and also a hundred feet in the air?
Answer: A centipede on its back!
66. Riddle: What spends all the time on the floor but never gets dirty?
Answer: Your shadow.
67. Riddle: I shave every day, but my beard stays the same. What am I?
Answer: A barber.
68. Riddle: What part of the chicken has the most feathers?
Answer: The outside.
69. Riddle: What always goes to sleep with shoes on?
Answer: A horse
70. Riddle: Which place in the Us has five boroughs, such as Staten Island and Brooklyn. There is one called The Bronx and one called Queens. And of course, don’t forget Manhattan.
Answer: New York.
71. Riddle: What kind of cheese is made backward?
Answer: Edam.
72. Riddle: The more of this there is, the less you see. What is it?
Answer: Darkness.
73. Riddle: You see a boat filled with people, yet there isn’t a single person on board. How is that possible?
Answer: All the people on the boat are married.
74. Riddle: Ten ladies tried to fit under a small umbrella, none of them got wet. How did they do it?
Answer: It wasn’t raining!
75. Riddle: I have branches, but no fruit, trunk, or leaves. What am I?
Answer: A bank.
76. Riddle: What goes up and down but never moves?
Answer: The stairs.
77. Riddle: What sounds like a sneeze and is made out of leather?
Answer: A shoe.
78. Riddle: I have a neck but no head, and I wear a cap. What am I?
Answer: A bottle.
79. Riddle: Why is Europe like a frying pan?
Answer: Because it has Greece at the bottom.
80. Riddle: Why is someone who borrows money but does not pay it all back like a football agent?
Answer: Because sometimes he gives you a quarter back and sometimes a half back.
81. Riddle: If two is company and three is a crowd, what is four and five?
Answer: Nine of course.
82. Riddle: Jim is six feet tall, he works at a butcher’s, and he wears size ten shoes. What does he weigh?
Answer: Meat.
83. Riddle: What fruit can you never cheer up?
Answer: A blueberry.
84. Riddle: What can’t talk but will reply when spoken to?
Answer: An echo.
85. Riddle: A pet shop owner had a parrot with a sign on its cage that said “Parrot repeats everything it hears”. Davey bought the parrot and for two weeks he spoke to it and it didn’t say a word. He returned the parrot but the shopkeeper said he never lied about the parrot. How can this be?
Answer: The parrot was deaf.
86. Riddle: Mr. Blue lives in the blue house. Mr. Yellow lives in the yellow house. Mr. Black lives in the black house. Who lives in the white house?
Answer: The president!
87. Riddle: What time is it when an elephant sits on a fence?
Answer: Time to fix the fence.
88. Riddle: What starts with a T, ends with a T, and is full of T?
Answer: A teapot.
89. Riddle: What can make the octopus laugh?
Answer: Ten tickles (tentacles)!
90. Riddle: What can you hold in your right hand, but never in your left hand?
Answer: Your left hand
91. Riddle: What can you catch, but not throw?
Answer: A cold.
92. Riddle: What 4-letter word can be written forward, backward or upside down, and can still be read from left to right?
Answer: Noon.
93. Riddle: Where does today come before yesterday?
Answer: The dictionary.
94. Riddle: What is easy to get into, but hard to get out of?
Answer: Trouble.
95. Riddle: What has a bottom at the top?
Answer: Your legs.
96. Riddle: What goes up and down but never moves?
Answer: A staircase.
97. Riddle: What has hands, but can’t clap?
Answer: A clock.
98. Riddle: What has one eye, but can’t see?
Answer: A needle.
99. Riddle: What has words, but never speaks?
Answer: A book.
100. Riddle: A man is washing windows on the 25th floor of an apartment building. Suddenly, he slips and falls. He has nothing to cushion his fall, and no safety equipment — but he doesn’t get hurt. How is this possible?
Answer: He’s washing windows inside the building.