Conversing with teenagers isn’t always easy. Between the massive amounts of homework they have and the notoriously short attention span, it can be hard to connect. But if you can make your teen laugh, you’re probably on the right track to a lasting, respectful relationship. How do you make them laugh, though? Telling dad jokes might do the trick. Another great option could be jokes about their favorite things, like owls or shopping. Of course, you can also bond over our personal favorite parent-teen pastime: riddles for teens. Giving them a tough-ish brainbuster will stop them in their tracks and make them think. You might even get the chance to talk it through with them. And, of course, you get to laugh at the end about how simple or silly the answer was — right there, in plain sight.
Not every riddle will have the same effect. Like all things involving teens, it’s hard to tell what will earn you an eye roll. Still, why not give it a go? Below are some riddles to get you started, perfect for tweens and teens. Give ’em something to think about… and something to laugh about.
If you are running in a race and you pass the person in second place, what place are you in?
During which month do people sleep the least?
February — it’s the shortest month, with the fewest nights.
What has to be broken before you can use it?
I have no doors, but I have keys; I have no rooms, but I do have a space; you can enter but you can never leave. What am I?
What gets sharper the more you use it?
What can you hear but not touch or see?
I call the trees my home, yet I never go inside, and if I ever fall off the tree, I will surely be dead. What am I?
I am the sweetest and most romantic fruit. What am I?
What has a thumb but no fingers and is not living?
What is full of holes but still holds water?
I have hands, yet I cannot shake your hand, cannot give you five, and have no fingers. What am I?
Born in an instant, I tell all stories. I can be lost, but I never die. What am I?
What do you find at the end of the line?
The letter e.
What is made of water but if you put it into water it will die?
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 greatness, while the entire world signifies a great woman?
Lives in winter, dies in summer, and grows with its roots upward. What is it?
Name three days consecutively where none of the seven days of the week appear:
Yesterday, today, and tomorrow.
What can go up a chimney down, but cannot go down a chimney up?
What fruit is always sad?
I’m tall when I’m young, and I’m short when I’m old. What am I?
People walk in and out of me. They push, and I follow. When they walk out on me, I close up, and I stay waiting for the next person to walk into my life when I am again open. What am I?
What is it that you cannot hold even ten minutes, even though it is lighter than a feather?
If an electric train is traveling south, which way is the smoke going?
It’s electric! There is no smoke!
They are many and one, they wave and they drum. You take them with you everywhere. What are they?
How can a man go eight days without sleep?
He sleeps at night.
You walk into a room with a match, a kerosene lamp, a candle, and a fireplace. Which do you light first?
What has a bottom at the top of them?
What gets wetter and wetter the more it dries?
What do teens say when they have trouble with even numbers in their math class?
I can’t even.
The person who makes it has no need of it. The person who buys it has no use for it. The person who uses it can neither see nor feel it. What is it?
What kind of room has no doors or windows?
What kind of tree can you carry in your hand?
What is so delicate that saying its name breaks it?
You can’t keep this until you have given it?
What has 13 hearts, but no other organs?
A deck of cards.
There was a greenhouse. Inside the greenhouse, there was a white house. Inside the white house, there was a red house. Inside the red house, there were lots of babies. What is it?
Two fathers and two sons went duck hunting. Each shot a duck but they shot only three ducks in all. How come?
The hunters were a man, his son, and his grandson.
If you have me, you want to share me. If you share me, you haven’t got me. What am I?
You can drop me from the tallest building, and I’ll be fine. But if you drop me in the water I die. What am I?
Alcohol makes me thrive and multiply, yet water will kill me. What am I?
They come out at night without being called and are lost in the day without being stolen. What are they?