A collection of hilarious questions that will liven up the conversation and might help you learn more about the other person
Spending time with friends asking “What if…?” questions can lead to unexpected discoveries and lots of laughs, right? But coming up with good questions is surprisingly hard.
Even when you rack your brain, they tend to end up sounding kind of generic.
In this article, we’ll share plenty of hilarious, high-energy what-if questions and prompts that help you reminisce together.
Depending on your answers, you might even strengthen your bonds.
If you want to make your conversations even more fun, be sure to check it out!
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Love, Relationships, and Self-Introduction (1–10)
Until what age did you believe in Santa Claus?
For children, Santa Claus is the greatest joy of Christmas, and many probably fell asleep looking forward to their presents.
This question lets us see how each of us grew up by exploring what we believed about who Santa really is.
Until when did you truly think Santa was secretly coming? What shattered that illusion, and what were the episodes that led to it? Let’s reflect on those personal stories as well.
And since there may still be people who believe, it’s best to be gentle and avoid spoiling their dreams.
What anime or manga did you like when you were a child?
Guaranteed to get everyone excited.
It’s about the anime and manga you loved as a kid.
This will likely vary a lot by generation.
Start by each naming your favorite titles and see if there’s any overlap.
If you liked the same works, the conversation will probably take off even more.
It’s also fun to chat energetically about which scenes you love and which characters are your favorites.
As a twist, you could also bring up favorite TV dramas or trends from back then.
Romance, human relationships, and self-introduction (11–20)
Which manga or anime character would you like to try going on a date with?
Many people have been exposed to manga and anime, and some may even have had the experience of admiring certain characters.
How about asking people which manga or anime character they would choose to go on a date with, and why? Since it focuses on the characters’ appeal, it might reveal perspectives different from simply liking a particular work.
Whether it’s admiration, ease and comfort, or something else, the reasons behind the choice may vary from person to person.
What was the most interesting thing during your school days?
If you’re looking for an open-ended topic, “What was the most interesting thing you experienced during your school days?” works well.
Have everyone share their own interesting anecdotes.
“Interesting” can mean many things—something fun, a mistake you can laugh about now, a hobby you were really into, and so on—so there are lots of ways to expand the conversation.
Talking about the past reveals personality and interests, helping people grow closer.
Try this when you’re struggling to find a common topic.
What’s your favorite food, and what do you like about it?
Asking “What’s your favorite food?” is a classic in self-introductions, but let’s take it a step further and ask what exactly they like about it—have them tell you what makes it great! If you simply ask the question, many people will just answer, “the taste.” That’s why it’s important to dig deeper.
By doing so, you might discover unexpected ways they eat it or interesting reasons they grew to love it.
If your food preferences align, it can even be a good reason to go out together.
So be sure to ask for details!
When choosing a marriage partner, should you go by looks or personality?
This is a question that could be called the ultimate either-or.
Depending on the situation, it can be an important one that determines how things will unfold.
Whether you prioritize looks or personality varies from person to person, but when it comes to “marriage,” it’s hard not to hesitate.
For a partner you’ll spend a long time with, which matters more…? When you ask this question, be sure to ask for the reason behind their choice as well.
You might discover unexpected perspectives or what they truly value in life.
What foods bring your mood down?
It’s quite difficult to eliminate picky eating, and many people have at least one thing they simply can’t eat.
How about thinking about which foods you’re not good with—the ones that bring your mood down—and sharing them? You might feel reluctant since it means exposing a weakness, but if others relate, it can lead to stronger bonds.
Let’s also share why those foods affect your mood and any episodes that led you to dislike them.