Weird Questions to Ask Middle Schoolers
Fun, quirky questions to spark interesting conversations with middle schoolers and get them thinking creatively while having a good time.
1If you could have any animal as a pet, what would it be and why?
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If you could have any animal as a pet, what would it be and why?
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Why this works
Encourages creativity and reveals their interests while being a fun, imaginative question that's easy to answer and can lead to interesting discussions.
2What's the weirdest food combination you actually enjoy?
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What's the weirdest food combination you actually enjoy?
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Why this works
Creates humor and reveals their adventurous eating habits while being a light, fun question that can spark laughter and interesting stories.
3If you could be invisible for one day, what would you do?
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If you could be invisible for one day, what would you do?
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Why this works
Encourages imagination and reveals their interests and values while being a thought-provoking question that can lead to creative discussions.
4What's the strangest dream you've ever had?
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What's the strangest dream you've ever had?
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Why this works
Creates interesting conversation and reveals their creativity while being an entertaining question that can lead to funny or bizarre stories.
5If you could have any superpower, what would it be and how would you use it?
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If you could have any superpower, what would it be and how would you use it?
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Why this works
Reveals their personality and values through their choice of power while being a universally engaging question that encourages creative thinking.
6What's the most ridiculous thing you've ever done to impress someone?
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What's the most ridiculous thing you've ever done to impress someone?
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Why this works
Creates humor and reveals their social awareness while being a relatable question that can lead to funny stories and bonding.
7If you could live anywhere in the world, where would you choose and why?
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If you could live anywhere in the world, where would you choose and why?
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Why this works
Reveals their interests and aspirations while being an engaging question that can lead to discussions about different cultures and places.
8What's the weirdest habit you have that most people don't know about?
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What's the weirdest habit you have that most people don't know about?
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Why this works
Creates intimacy through sharing personal quirks while being a fun question that can lead to interesting revelations and bonding.
9If you could have dinner with anyone living or dead, who would it be?
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If you could have dinner with anyone living or dead, who would it be?
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Why this works
Reveals their interests and values while being a thought-provoking question that can lead to interesting discussions about history and culture.
10What's the most expensive thing you've ever bought that you probably shouldn't have?
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What's the most expensive thing you've ever bought that you probably shouldn't have?
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Why this works
Creates relatable conversation about spending habits while being a fun question that can lead to interesting stories about purchases and regrets.
11If you could read minds for one day, whose mind would you want to read?
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If you could read minds for one day, whose mind would you want to read?
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Why this works
Reveals their curiosity about others while being an engaging question that can lead to interesting discussions about relationships and psychology.
12What's the most awkward situation you've ever been in?
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What's the most awkward situation you've ever been in?
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Why this works
Creates bonding through shared awkwardness while being a relatable question that can lead to funny stories and mutual understanding.
13If you could have any job in the world, what would it be?
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If you could have any job in the world, what would it be?
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Why this works
Reveals their career aspirations and interests while being an engaging question that can lead to discussions about different professions and goals.
14What's the weirdest thing you've ever eaten?
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What's the weirdest thing you've ever eaten?
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Why this works
Creates humor and reveals their adventurous side while being a fun question that can lead to interesting stories about food and experiences.
15If you could go back in time and change one thing, what would it be?
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If you could go back in time and change one thing, what would it be?
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Why this works
Reveals their regrets and values while being a thought-provoking question that can lead to interesting discussions about life and choices.
16What's the most ridiculous lie you've ever told that people actually believed?
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What's the most ridiculous lie you've ever told that people actually believed?
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Why this works
Creates humor and reveals their creativity while being a fun question that can lead to funny stories and bonding.
17If you could have any animal as a roommate, what would it be?
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If you could have any animal as a roommate, what would it be?
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Why this works
Encourages creativity and reveals their preferences while being an imaginative question that can lead to interesting discussions about animals and living situations.
18What's the weirdest thing you've ever seen someone do in public?
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What's the weirdest thing you've ever seen someone do in public?
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Why this works
Creates humor and reveals their observational skills while being a fun question that can lead to interesting stories and bonding.
19If you could have any talent instantly, what would it be?
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If you could have any talent instantly, what would it be?
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Why this works
Reveals their interests and aspirations while being an engaging question that can lead to discussions about different skills and abilities.
20What's the most random thing you've ever thought about?
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What's the most random thing you've ever thought about?
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Why this works
Encourages creativity and reveals their thought processes while being a fun question that can lead to interesting discussions about random thoughts and ideas.
Best Practices for Fun Middle School Conversations
Expert tips and techniques for getting the most out of these questions.
Best Practices
Keep It Light and Fun
Focus on questions that are entertaining and engaging rather than serious or heavy. Middle schoolers are more likely to open up when they're having fun.
Be Patient and Encouraging
Give them time to think and respond. Avoid rushing them or making them feel pressured to answer quickly.
Share Your Own Answers
Model openness by sharing your own responses to the questions. This creates a more comfortable environment and encourages them to share as well.
Question Sequences
The Imagination Sequence
The Funny Stories Sequence
Common Pitfalls
Don't Make It Too Personal
Avoid questions that are too personal or invasive. Keep the focus on fun, light topics rather than serious or sensitive subjects.
Don't Judge Their Answers
Avoid making negative comments about their responses. The goal is to create a safe, fun environment where they feel comfortable sharing.
Don't Push Too Hard
If someone seems uncomfortable with a question, don't pressure them to answer. Move on to something else and respect their boundaries.