15 Mind-Bending Puzzles That Will Drive You and Your Friends Nuts | 22 Words

Everybody loves a good riddle, right?

(OK, actually, that's not quite true. I once had a coworker who would become visibly angry any time someone told a riddle.)

But you! You love a good riddle, don't you? How could you not? They're a great way to exercise your brain muscles, think outside the box, and (if you're lucky) confuse the heck out of your friends. And also confuse yourself, if you're not on your toes.

Here's a list of some of my favorite riddles that I've come across lately. If you can guess at least 10 of them, I'm pretty sure you're some kind of genius. If you get all 15?! You should probably be studied because you're on a whole other level. After you test yourself, be sure to test your friends, too.

Have your own favorite riddle? Leave it in the comments and see if you can stump other readers! (Don't give away the answer right away!)

Without further ado, riddle me this!

Riddle #1

There are five sisters in a room. Emily is reading a book. Barbara is cooking. Katy is playing chess. Jaime is doing laundry. What's the fifth sister doing?


She's playing chess with Katy! (Did you use your deductive reasoning skills? I hope so. Otherwise, the rest of these are going to be pretty tough.)

Riddle #2

There are two men standing in a room. One is facing South, while the other faces North. They can see each other without using mirrors. How can that be?


The two men are facing each other. (That one took me longer than I'd care to admit!)

Riddle #3

He got it in the woods and brought it home in his hand because he couldn't find it. The more he looked for it the more he felt it. When he finally found it he threw it away. What was it?


A splinter!

Riddle #4

You are in the basement of your house where you have 3 switches which turn on 3 bulbs upstairs. You have to figure out which bulb corresponds to which switch. The problem is that you can only go upstairs once before giving your final answer How do you accomplish this?


Turn the first switch on and leave it on for 10 minutes, then turn it off. Turn the second switch on. Go upstairs. The light bulb that's still warm goes with the first switch. The one that's on goes with the middle switch. The light that's off? Third switch.

Riddle #5

What can you see once in a minute, Twice in a moment, And never in one thousand years?


The letter "M." (Minute, moment, one thousand years.)

Riddle #6

You're in a bathroom and the tub is filled to the brim with water. You have a spoon, an eyedropper, a bucket, and a teacup. What's the fastest way to empty the tub?


(You're gonna hate me for this one.) Pull the plug!

Riddle #7

You leave home and make three left turns. Upon returning home, you find two men wearing masks. Who are they?


The catcher and the umpire. (Psst. "Home" is home plate.)

Riddle #8

Two fathers and their two sons go hunting in the woods. Each of them shoots and kills a rabbit and brings it home. When they get home, they only have three rabbits, yet they didn't lose any. How is this possible?


Only three men went hunting: A grandfather, his son, and his grandson. (Two fathers, two sons.)

Riddle #9

You stand before three doors and are told you must go through one of them. Behind the first door, the room is on fire. Behind the second door, the floor is covered with venomous snakes. Behind the third door are three lions who haven't eaten in three years. Which door do you choose?


You should choose the third door. The lions that haven't eaten in three years will be dead.

Riddle #10

What's black when you get it, Red when you use it, And white when you're done with it?


Charcoal. (It's black before you heat it up, red when it's being used to cook, and it turns white when you're done cooking.)

Riddle #11

What word starts with "e," Ends with "e," and only has one letter? (No, it's not "the letter e.")


An envelope. (Get it? It has a letter inside it!)

Riddle #12

You come down with a deathly sickness and are prescribed 2 different sets of pills. You must take exactly one of each pill every day to survive. When you get down to the last two days and have four pills remaining, you accidentally drop them on the ground and they get mixed up. Unfortunately, the pills are completely unmarked and look exactly the same. You have no idea which pills are which. What do you do to make sure you take the correct medication?


Line all four pills up next to each other and cut them all in half. On the first day, take the top halves of all four pills (this will give you one full pill of type A, and one full pill of type B). The next day, take the rest of the pill halves.

Riddle #13

I know a word. Six letters it contains. Take away one, and twelve is what remains.


"Dozens." (Take away the "s" and you're left with just "dozen.")

Riddle #14

A man is walking down a black road. He's wearing a black suit, a black hat, black gloves, and black sunglasses. The streetlights are off. There is no moon. Suddenly, a truck comes out of nowhere, driving directly toward the man. Its lights are off. The truck stops before hitting him. How did he know to stop?


It was daytime. The truck driver could see the man perfectly.

Riddle #15

A man is walking through a town when he sees a wanted poster. As he's looking at the poster, a woman walks by and asks, "Who's the man on the poster?" The man answers: "Brothers and sisters have I none, but this man's father is my father's son." Who's the man on the poster?


The wanted man on the poster is the man's son. (This one is tricky! If you need help, start with "my father's son." Since you also know he has no other siblings, the phrase "my father's son" has to refer to him. Therefore, he is "that man's father." Which he could have just said, if you ask me.) Share these riddles with your friends and see how well they did!