[Hard] Riddles for junior high school students
Hey you there who thinks, “Riddles are a piece of cake!” This time, we’ve put together some tough challenges we want you to try.
Solving riddles requires flashes of insight and flexible thinking, but some of these also call for specific knowledge.
Middle schoolers who are building up knowledge through daily study—show us what you’ve got and aim for a perfect score! Some problems may be harder than you expect, but that’s exactly what makes them so engaging and fun.
They’re great for killing time too, so give them a try with your friends and family!
- Riddles for middle school students
- Funny quizzes for middle school students. Quizzes that can liven up a middle school setting.
- [Easy] Riddles for Middle Schoolers
- [Difficult] Riddles for High School Students
- [Difficult] A top recommended quiz collection for junior high school students. Casual questions you can enjoy easily.
- [Easy] Quiz for Middle School Students
- [Trick Quiz] Quiz Questions That Excite Everyone from Kids to Adults
- [Advanced Level] Difficult Riddles for Elementary School Students
- [Brain Training] Difficult Riddles That Even Adults Struggle With
- Easy Quiz for High School Students
- Quiz for junior high school students
- [Simple Riddles] A curated selection of fun questions that will excite everyone from kids to adults!
- [Interesting] Collection of Math Quiz Problems
[Hard] Riddles for Middle Schoolers (11–20)
Edo-period riddles: hanjie (pictorial puzzles)

These are picture-based riddles that were widely popular among commoners of all ages during the Edo period.
Centered on the theme of “creatures that live in water,” the set presents 17 riddles.
You derive the answers by interpreting the words written in the illustrations.
This chic Edo pastime can still be enjoyed today—give it a try!
difficult riddle

When you tackle high-level riddles, it really loosens up your mind, doesn’t it? Here are 10 challenging riddles that also serve as brain training.
Many of them require creativity and clever thinking, making them perfect to try before a language arts test.
20 Fun Riddles!

It’s a riddle that looks easy but can trip you up.
With a shift in perspective and by considering a few different angles, it becomes easier to solve.
Give it a try—each correct answer feels like it sharpens your mind.
It’s even more fun to tackle with multiple people.
Why are there sneakers whose laces never come undone no matter how much you run around?
@igosso.youtube♪ Original Song – Igossou [YouTube] – Igossou [YouTube]
Sneaker laces sometimes come undone while you’re wearing them, right? You can just retie them when they come loose, but if your hands are full, you end up walking with untied laces—your shoes feel like they’re about to slip off, and you might even trip over the laces.
A lot of people probably have those quietly annoying memories.
Here’s a quiz about lace-up sneakers! Sneakers whose laces never come undone no matter how much you run around… sounds like a dream product, doesn’t it? But in fact, kids are already wearing this dream-like item.
You might figure out the answer just by looking at your own sneakers!
Riddles: Advanced Level

The words “nazo-nazo” (riddles) and “quiz” are used with similar meanings.
I tend to think of quizzes as knowledge questions like “Who founded the Tokugawa shogunate?” and riddles as insight-based ones like “What’s something you can’t cut no matter how much you cut it?” How do you draw the line between them? When it comes to insight-based riddles—especially at an advanced level—the difficulty can be sky-high.
If you’re confident in your riddle-solving skills, give it a try! People who love books or newspapers and are strong with print might have an advantage… or maybe not—that’s what makes it fun!


