[For Seniors] Fun Brain Training! A Collection of Tricky Quizzes You’ll Definitely Get Stumped By
Quizzes are one of the recommended recreational activities for seniors to stimulate the brain.
Solving problems lets people feel happy and have fun.
And when they crack a tough one, they can experience an unmatched sense of achievement!
So this time, we’re introducing quizzes designed for seniors.
These aren’t just ordinary quizzes—we’ve prepared questions with plenty of trick elements!
The surprising answers typical of trick questions are sure to liven things up.
Try tailoring your approach—offer hints or adjust the difficulty to suit each senior.
Enjoy a fun time with trick quizzes that are guaranteed to trip you up.
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[For Seniors] Fun Brain Training! A Collection of Tricky Quizzes You’ll Definitely Get Stumped By (11–20)
When Jiro tried to close the door, it swung open because of the strong wind. He tried to close it, but the door wouldn’t shut. Why is that?
See the answer
Because the door opened and then 'closed'
It’s a riddle that uses the two identical-sounding words “shimatta” and “shimatta,” and you can solve it by reading the sentence carefully. Because the strong wind caused the door to open and then ‘close’ (shimatta), it seems they couldn’t close the door again. Using homophones—words that sound the same but have different meanings—could inspire other original riddles too!
A wordplay lettering using “u” and “shi.”

Let’s figure out the correct answer from the combined characters.
Here’s a wordplay puzzle using the Japanese characters “う” (u) and “し” (shi).
The character “u” forms a ring encircling “shi.” It’s a unique arrangement, and some people might have no idea what the answer could be.
The hints are that there are ten “う” characters and that “し” is placed in the center.
The answer is “雨天中止” (canceled due to rain).
ポイントは、数字の10を「ten(テン)」と読むことで、日本語の読み「テン」と同じ音になり、その結果としてそのフレーズにつながるということです。
There are 12 months in a year; how many of them have 28 days?
See the answer
12
The answer is “12.” It’s similar to the common riddle, “How many months have 31 days?” which makes you think only some of the 12 months qualify. But if you think carefully, there’s no month that doesn’t have 28 days. It’s a quiz that’s easy to get tripped up by.
There are people who, despite suffering badly from lower back pain, go to the dentist every day. Why on earth is that?
See the answer
Because (he/she/they are) a dentist.
The answer to this riddle is “because he’s a dentist.” Even if his back hurts and he’s having trouble, a dentist still has to go to work, so he goes to the dental clinic—his workplace—every day. It’s easy to think about the problem from the patient’s perspective, but if you change your point of view, it leads you to the answer, doesn’t it?
A tomato is still a tomato even when turned upside down. So, what happens to a cucumber when you turn it upside down?
See the answer
Still just a cucumber
“Tomato” reads as “tomato” even when reversed, right? So you might think that if you read “cucumber” backwards it would become something like “rebmucuc,” but the problem statement only says to turn it upside down, not to “read it upside down.” A cucumber remains a cucumber even if you flip it upside down!
There are grapes, pears, and tangerines in the bicycle basket. What fell when the brakes were applied?
See the answer
speed
In this problem, because the names of fruits—grapes, pears, and mandarins—appear, you might be tempted to answer with a fruit. But that’s the trick! Since the person is braking while riding a bicycle, what’s dropping isn’t a fruit but “speed”! It’s a fun riddle once you know the answer.
[For Seniors] Fun Brain Training! A Collection of Tricky Quizzes You’ll Definitely Get Stumped By (21–30)
There’s a detergent that can remove any stain. Yet the shirt that was supposedly washed came out pitch black. Why is that?
See the answer
Because the clothes I washed were jet black
Since the problem statement says it “removes any kind of stain,” you might get the illusion that the clothes will become “pure white” after washing. However, the item you washed was originally pitch black. Even if the stains come out and it becomes clean, it won’t turn pure white—it will stay pitch black, right?


