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40 Best Hypothetical Questions - Fun Things To Talk About With Friends

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Jasper is our expert conversationalist and wordsmith. He loves coming up with questions, jokes, and topics designed to create natural conversation. His work has been featured on Marriage.com, iHeart Media, Elite Dai ...
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by | November 2nd, 2021


More than just random questions to askhypothetical questions can be a fruitful way to make your chats into something far more exciting and fun.

Plenty of my works on icebreaker games and things to talk about have been published. Now, I've compiled these questions to ask that are based on an imagined scenario, a future situation, or a hypothetical situation.

Try some of the hypothetical questions below to spice up your discussions. Let's start.

Contents

5 Best Hypothetical Questions For An Exciting Discussion

We should always start with the best, right? These hypothetical questions allow for some great chat that would last for hours on end. These are best for late-night conversations with people who are close to you. If you're up for excitement and the best kinds of conversations, you've got it all here.

Here are the 5 best hypothetical questions:

1. If you could sell your soul to the devil, what would you sell it for?

Starting off strong with this question. It's written in a book somewhere that you should refrain from selling your soul to the devil, or maybe not. Who knows the good you could probably get out of it? What would be your ultimate bargain? What loopholes will you exploit with this one?

2. What superpowers would you wish to have?

Superpowers require being responsible about them and using them for the "greater good." What superpower would be practical at a time like this, perhaps, ending world hunger or eradicating every war? What's better than having superpowers to help those in need?

3. Will you exchange your beauty for more lives?

As they always say, beauty is fleeting. But there are plenty of people out there who'd rather die beautiful than live their life with a mediocre appearance. On a lighter note, do you know what's beautiful and has "many lives"? Cats are beautiful and have "many lives."

4. If a zombie plague were to happen, will you eat your best friend if you become one?

Talking about the end of the world with a hypothetical question is somewhat surreal.  Who knows when an actual zombie apocalypse will start? However, with this question, you wouldn't be aware anymore if you've become a zombie.

5. Do you think jail is necessary for a human being who did wrong to spend his entire life?

This sentence only applies to terrible crimes. If you are an expert witness to a crime, would you feel sorry for the defendant who got sentenced to life imprisonment in a hearing? What would you rather give or take away from them as punishment?

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5 Theoretical Questions To Start A Conversation With Anyone

Getting beyond small talk is perhaps the hardest part of a discussion, but when you've done it successfully, you're opening up a whole new world. You can never go wrong with open-ended questions. Try out some of these conversation starters to introduce engaging and amusing topics everyone will want to talk about.

Here are the 5 theoretical conversation starter questions:

6. Choose a superpower. If you were a superhero, will you pick your S.O. as your sidekick?

A question about relationships and cool powers is sure to get people talking. The best thing about this is that there is no incorrect or correct answer. What powers best fit your dynamic? It's fun to get creative with a question like this.

7. Which one would you rather become, a creature of fantasy or becoming a ghost?

If you think about it, ghosts are fantasy creatures. The real question is, would you like to haunt locals in a pitch-black room or outside? Either way, both are fun if you're thinking of how to spend the rest of your existence.

8. Who would you listen to if you could only listen to one band for the rest of your life?

This isn't just a favorite band. It would keep you from going crazy after so much repeated listening. Try to choose a band that has a dynamic range when it comes to the music they produce. If you choose wisely, you won't have to go crazy trying to tolerate the music that you're cursed to listen to forever.

9. Would you rather travel for the rest of your years, or never leave your home state again?

This one will elicit opinions about their hometowns, both positive and negative. What about you? Do you like living in your hometown? Or are you the kind of person who never wants to settle in one place?

10. If you were being given a chance to have a celebrity actor chauffeur, who would it be?

It's too good, but you must keep calm at all times. Imagine the scenario. Your favorite actor is in the back seat of your car, and you become witness to all of their funny stories and good humor. Hopefully, they leave you with a huge tip and fond memories.

5 "What Would You Do" Questions To Ask A Girl

If you're not sure about how to talk to girls, use these questions to ask a girl something she hasn't been asked a million times. You'll end up learning a lot about her and what she thinks about the world with these.

Here are the 5 what would you do questions to ask a girl:

11. Which one would you rather be with if you were the only species left on earth, turtles or snakes?

Whether you're into them or not, you have to agree that these reptiles have their unique characteristics. To phrase this one better, would you rather slither to places or carry a heavy house on your back? Think about all the creative things you can do.

12. If you choose to become a billionaire or eat without gaining weight, which one would it be?

This one is an easy hypothetical scenario. If you choose to become a billionaire, you can get all the food that you want and still have the means to get a nutrition coach and diet plan to keep a healthy weight. It's all about putting things into perspective.

13. Do you think your personal belief has something to do with how you express your appreciation in life?

Usually, what you appreciate in life as a person reflects your beliefs and thoughts. We all have different beliefs in life, which is why this question can open up a really interesting topic of discussion with your friends, whether you share beliefs or not.

14. If you can go back to your high school days, what question will you ask your first crush this time?

Talking to your crush firsthand might be unnerving. Will you tell them your feelings in the longest sentence or the shortest sentence you can think of? Or will you just simply ask them out to go on a date with you.

15. Which fashion trend will you wish had never existed?

We've seen tons of fashion fails in social media. Maybe we can collectively agree on one and forget it ever happened. Full denim outfits? Chunky highlights? Jelly shoes? Thin eyebrows? Which one should never be brought back?

5 Questions to Ask Friends That Will Make Your Chat A Fun Moment

Having some questions to ask friends makes sure you never run out of fun things to talk about. Use some of these questions to ask your best friend for a fun and interesting chat. You'll never regret it.

Here are the 5 awesome questions to ask friends:

16. What weapon will you yield in the event of a zombie apocalypse?

Always go for the chainsaw. But if you have access to a katana or a machete, pick either of these over the chainsaw. You have to have something handy and does not require fuel. We should all learn something from all those zombie movies. The right weapon can get us through the apocalypse!

17. If you were to attend a job interview, but you were the one interviewing the HR personnel, what will you ask them to get hired?

The interviewer becomes the interviewee. There's always an interview question asked by the interviewer that determines whether you fit the job or not. What do you think these hypothetical interview questions should be?

18. Which scenarios from a movie will you die to experience in the real world?

This is a perfect opportunity to give an example of a specific situation that you want to experience. What kind of an extra life do you want to have? It's always exciting to go for those action or fantasy movies as your answer to this question since scenarios there are something we don't get to experience. At least not in our lifetime.

19. If you fart while on a date, will you admit it or throw an alibi?

Being honest is a great skill. Honesty on dates can be beneficial for your part, especially if you want to be with this person. So it's probably best to admit that you let one out. Plus, you get to clear it out of the way right away. You'll be breathing easy after.

20. If the earth will have a single color, which one should it be?

What color should only exist in the world? What color would every single person want to see every day? Pink could be fun- la vie en rose. Or maybe green, because it's refreshing to the eyes? Hopefully, we choose a color that's not too overwhelming to look at.

6 Interesting Questions To Ask For A Worthwhile Conversation

Every rhetorical question is, at heart, all supposed to be interesting questions. And they can surely bring out wonderful conversations. Use these for more interesting things to talk about. Never have a boring conversation ever again.

Here are the 6 best interesting questions:

21. If you were to eat your last meal on planet earth, who would you share it with?

Not a politician or some criminal. It's better to share your last meal with someone you love or someone who needs food the most. Who would that be? It's best to share it with someone you'd like to spend more time with before you leave completely.

22. Does the fact that we don't know of any human beings from the future time traveling back to our time (or our past), prove that time travel will never be possible?

This can lead to all sorts of explanations why we don't see time travelers everywhere. Would it be a rule for time travel to not meddle with the past, which is our present? All those time travel movies probably won't prepare us for what would happen if we do meet a time traveler.

23. If animals had evolved at the same rate as humans (in terms of intelligence), what do you think would be the dominant species on earth today?

I can say the answer to this question isn't humans. The emperor penguin, for example - it's more than just a name. They're remarkably ginormous birds. They'll easily tower over any average person.

24. If they were real, can time machines change the present?

This is an interesting topic to dive deeper into. I've you're a fan of time travel movies and TV shows like Doctor Who, you'll know that each has its theory about time travel. Do you believe in the butterfly effect or does your decision in the past hold no consequences?

25. What do you think would happen if it was somehow proved there was no god and every religion is pointless?

Different testimonies about this have been raised throughout the years, same with the questioner of the existence of an all-knowing deity. I can say for sure that the first few moments upon knowing the truth would be super chaotic and confusing for everyone.

26. If you were given the chance to know the years of your life remaining on earth, will you be willing to know it?

Much like the movie, "In Time," sometimes it's better to remain ignorant of some things. However, being prepared for the event is also ideal. You can plan your future actions. It can put things into perspective when you know how much time you have left.

5 Random Questions That Will Keep Your Mind Searching For Answers

Sometimes, the best answers to hypothetical questions come from random questions. Throw a few curveballs on your friends using these questions. You'll never know the things that keep their minds occupied every single day and night.

Here are the 5 awesome random questions:

27. Would you change how you live your life if life was like a video game where you respawn back at home after dying?

A great way to imagine the crazy adventures re-spawning would allow you. Imagine if you switch into multiple personalities every time you respawn? That would be fun and crazy! Can anyone even handle that much change?

28. Are you willing to change your gender in exchange for fame?

This question might put off some people. But it will entice a debate on what plenty of people would do to get famous. Are you willing to lose your sense of self for popularity? Most people are probably already losing themselves to be popular already. This isn't much of a difference.

29. Which dictator of a small country would you want to have a chat with?

Dictatorships are a very sad story when you think about it- not having your democracy. Out of all the dictators in the world, who would you pick? Why? Would you have something prepared to tell him or would you just go freestyle and say whatever was going out of your head?

30. If you were to become a fashion icon someday, which adjective do you want to stand out for?

Every fashion icon has its defining adjective. Do you want to be called visionary? Elegant? Enticing? Enchanting? The list goes on. What would you like to be yours? The word will be what immortalizes you in history, so choose wisely.

31. Imagine you were to enter a famous person's body, who would it be?

It's a freaky Friday scene out there. What would you do if you're a different yet incredibly famous person for an entire day? It might be fun to imagine having all the money in the world just without the time to spend it. But you'll also get a deeper look into their daily lives and how normal they are despite the fame, money, and fans.

4 Speculative Questions That Are Funny To Ask Someone

If you're someone who enjoys fun conversations and topics, you're in for a treat. If these questions are good for anything, it's a good laugh. Use these hypothetical funny questions to ask something sure to add a little comedy to your chats.

Here are 4 funny questions to ask:

32. If you're adopted, what was your first reaction when you found out?

This one will only work for actual adopted friends or if you want to try out your story-making skills. Regardless, people react differently upon knowing their legit background. It would depend on their experiences and beliefs in life, so the answer will never be the same for two people.

33. Why is it that if someone tells you that there are 1 billion stars in the universe, you will believe them? But if they tell you a wall has wet paint, you have to touch it to be sure?

This may require a philosophical and potentially messy answer. Still, why do we believe other things without actual proof? And why do we not believe things that are already a given fact? We all cherry-pick at some point, admit it. Some things don't need proof.

34. Are you willing to exchange the things you have right now with your sibling?

Sibling stories are fun to listen to. Especially tales that involve sibling bickering. Are you close enough with them that you're willing to switch your stuff with your siblings'? Perhaps, you can make a viral video out of it.

35. Don't you think that public toilets should also be cleaned by the public?

This question might expose which one of your friends is thinking about the maintenance of public utility spaces. If public toilets are cleaned through the use of citizen taxes, then isn't the public technically paying for it? That's a topic to think about.

5 Hypothetical But Are Thought-Provoking Questions

Are you someone who likes to think about deep topics? Add some depth to your talks with thought provoking questions and deep questions to ask. Use these hypothetical questions to lead your discussion in far more thoughtful directions.

Here are 5 deep hypothetical questions to ask:

36. You lost your fortune, but you manage to get $1000, what will you do with it to work on creating wealth again?

This is an opportunity for you to make your fortunes, a possibly unique way of examining the best ways to get rich. It's all about making and growing the money. You have to be wise with every penny that you spend, or you might lose it all again.

37. If the world was "reset" to the same state it was 5,000 years ago, do you think by the time the alternate world got to our timepoint?

You're asking if things must happen as they have or if it was all chance. Again, if you're referencing time travel movies on this one, many theories will stand. Still, this can lead to a chaotic outcome, depending on the theory you will stand on.

38. Would you live your life differently if nobody would ever judge you for anything you did?

Do you behave as we do because of our morals or because others watch and judge us? What impact do other people's eyes have on your actions? This one is great for late-night talks.

39. Do you think world hunger is the biggest problem the world faces? If not, what is the biggest problem?

What is bigger than this problem? Wars? Sicknesses? Lack of access to educational institutions? Global warming? A lot of problems exist throughout the planet. What should be done to solve them? Give your straightforward answer.

40. What are unlimited services that you will be willing to avail of even though it might cost you a million dollars?

One million dollars for unlimited fast food? I think that's a bargain, but come to think of it, if you are allowed to get unlimited medical procedures for a million bucks, you might want to grab that once-in-a-lifetime chance.

Frequently Asked Questions

Asking hypothetical questions may be challenging for some people. But with the right ideas, it's a breeze. Are you wondering how you can put our set of questions to use? Then, I'll answer the most-asked questions about the topic.

Can you ask rhetorical questions when you are on a date?

Some rhetorical questions might work on a case-to-case basis. However, it's better to stick to date questions if you're on the first date. Better safe than sorry. You can get a feel later on if your date is someone who's game for these kinds of questions.

Do you agree that hypothetical questions can be asked by strangers?

Depending on their reason for asking, yes, questions like these can be asked by strangers to strangers. Just make sure that you're asking them as is. Also, when answering, try to answer as honestly as possible. When you're the one answering, on the other hand, don't force them to answer if they don't want to.

How should you answer hypothetical questions without making the conversation boring?

Answering questions like the ones listed here can be challenging. So it's better to just honestly speak your mind. And try to ask a follow-up question to keep the conversation from becoming stale. With the right question, you won't get a boring conversation because the other person has to answer more than a yes or no.

What will I do if someone refuses to answer these kinds of questions?

Don't force them to answer if they are not comfortable. If you were in their shoes, what would you want the questioner to do? Try to be respectful of others' choices. We all have a different perspective of things, so what's okay with you may not be fine with them.

Are these questions good icebreakers?

Definitely. Ice breaker questions may also be rhetorical as long as they "break the ice." These should also make you pause and consider your thoughts. And most of all, they are fun to ask people whose company you enjoy.

Downloadable List Of Hypothetical Questions

Here is a downloadable list of hypothetical questions (right-click the image and select Save Image As...):

How to Ask Hypothetical Questions

Now that you have the best list of hypothetical questions, it's important to know how to properly ask them to get the best results. Asking hypothetical questions can be as easy as they are fun with the right tips. Just follow these 3 tips to introduce them into any conversation.

Here's how to ask hypothetical questions:

1. Know your audience

Try to learn which questions your audience would appreciate more. Make sure your audience will be game for a few questions. Find people with fun, creative minds that like to be a little intellectually playful. Don't choose questions that you know won't be relatable to your audience. Sometimes, a good question can be ruined if it won't play out well with your audience.

2. Know your questions

Choose questions that fit the mood of the people and the place you're asking. Don't ask a risqué question at a business meeting, and don't go too bland when hanging out with friends at a bar. Find the right mix, and you're sure to have the best time with the people around you.

3. Know your moment

Some questions are great to start a conversation, some to add something midway through. Pick the right moment for your question, then ask away. Always choose the kind of "open" moment. Always read the room, because you might not be asking the right questions at the right moment. When you put in the question at the right moment, you're sure to light up a room.

More Great Questions To Ask

If you're looking for more great questions that go a little beyond the hypothetical, Mantelligence has even more on offer. The more options you have, the better. Try some of these:

  1. Looking to get a little strange? If you appreciate uniqueness, try these weird questions to ask.
  2. Go a little deeper in the speculative with these what if questions. You might find yourself talking to your friends for hours on end.
  3. Keep digging deeper with some philosophical questions for your next gathering. You'll have the best time.

In Conclusion

There's nothing wrong with having deep, hypothetical questions running through your head at all times. All it shows is that you're the sort who likes to be occupied with thoughts that matter. With that, there's also nothing wrong if you want to ask these questions out loud.

Remember: Hypothetical questions can move the conversation outside the traditional limits. These are questions to ask when you are looking for unexpected questions with great, unexpected answers. You will always end up having a bit of unexpected fun.

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