90 Fun Questions With Which To Surprise Someone (and Have A Good Time)

Sometimes finding a topic of conversation with someone can be difficult, especially if we try to get away from common topics such as the weather, work environment or hobbies.

Sometimes it is better to try to surprise someone with Fun and unexpected questions that can help you understand the person better and start a conversation a little less conventional and more entertaining. Knowing how to break the ice is easier if you start a game of questions that turns the dialogue into a light-hearted experience full of humor.

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Fun questions with which to surprise and have conversation topics

When you start getting to know someone, it is common to feel a lot of pressure to make a good first impression; However, this nervousness so linked to stress causes many people to sabotage themselves by behaving in a way that is too serious and distant. Asking fun and surprising questions is a very good way to avoid making that mistake and make the conversation flow spontaneously and breaking that tension caused by the fear of “what will he think of me.”

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And it is that One of the key social skills is having the ability to laugh at yourself and the absurd aspects of life ; This attitude demonstrates self-confidence, in addition to having a great time in relationships with others. Being a person with charisma means leaving behind the pretension that conversations are perfect and totally serious or formal.

Throughout this article we propose fun questions to surprise someone with ; You can use them both to have conversation topics and to propose a game of questions and answers in which you both agree to ask things from humor. And in the final section, you’ll find tips on how to entertain the person you’re talking to.

1. Why do you think they gave you your name?

All proper names have a meaning or are derived from words referring to different elements. Many people know or can research its meaning. However, it is not so common that attempts are made to link said meaning with the thoughts, expectations and beliefs of the people who chose it.

2. If you were a product, what would your slogan be?

Although in the world we live in, personal image is important and on many occasions we can try to show off our virtues or “sell ourselves” in jobs or to potential partners, We don’t usually think of ourselves as if we were a teleshopping product. That is why thinking about what slogan you would have if you left can be fun, trying to synthesize our virtues so that we are as attractive as possible without breaking the truth.

3. If you directed a film, what genre would it belong to?

This question can give us information about the way the person answering sees life, or how they would like to see it.

4. What did you want to be as an adult when you were a child?

Remembering our childhood can be something pleasant and melancholic for many as long as it has been happy. Dreams and ways of thinking from childhood can be fun to remember, including those related to our dream occupation.

5. What would you ask your self in twenty years?

Uncertainty regarding how we will be and what we will experience as the years go by is very common to be found in the Western population. Imagining talking to a more vivid self about how you got to where you are or what we will come to think or experience over time can generate a large number of questions and aspects that we want to know about our future.

6. If you could travel in time, would you travel to the past or the future?

Time travel is a topic when asking questions when trying to surprise others. However, these types of questions help to show whether the person is more focused on determining how things have come to be the way they are (or thinking about how the past would change) or if they are curious about where we will end up.

7. If you were able to change something in the world… what would you change?

The world is not necessarily fair. There are a large number of things that we would like not to be as they are, from transcendental matters to small unimportant details.

8. If you were told that you were immortal and that none of your actions would be punished, what would be the first thing you would do?

Many times we limit our desires and impulses out of fear of consequences and social judgment. If our actions had no consequences, what would we want to do?

9. How would you try to seduce me?

While it may be uncomfortable for some people, This question can be fun for both the questioner and the person questioned as it is unexpected. It can also lead to facilitating a representation of said attempt, making it somewhat easier to break the ice in the event that there is real interest.

10. If you could have dinner with any historical figure, who would you choose?

Knowing a person who is a reference or who causes us interest would give us the opportunity to know how these people have been, what they have thought, what they have done or what they have felt throughout their lives. In addition, allows you to see the areas that cause concern and curiosity to the person being asked.

11. Which of the five senses could you live without?

Human beings have different senses with which they are able to perceive the stimuli that surround them and adapt to the environment. The loss of one of them can cause severe difficulties. This question allows us to assess which vital aspects we consider most necessary to perceive.

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12. If eating and drinking whatever you wanted had no consequences, what would you eat most often?

Nowadays we know that in order to maintain our state of health and our physical fitness it is necessary to eat in a controlled and balanced way, avoiding great excesses as much as possible. But if the latter were not a problem, we could consume our favorite dishes and drinks much more frequently. This question allows us to know the culinary preferences and tastes of our interlocutor being a topic of conversation that can be very useful.

13. If you had ten seconds to make a wish, what would you make?

Knowing what you want is sometimes not easy, especially if you ask it to be formulated in the moment and without time to reflect. Through this question, the subject is encouraged to think quickly and answer in the most instinctive and least censored way possible.

14. What superpower would you like to have?

Having the ability to perform great feats or possess incredible skills is something that many children and young people (and not so young people) have ever dreamed of. Asking about the type of special skills they would like to have can help you see what they would like to be able to do and what they would use these skills for.

15. How would you check if it was the chicken or the egg first?

It is about making the interlocutor think about how he would be able to resolve this paradox trying to make use of logic or intuition.

16. In what era would you have liked to live?

The history of humanity is extensive and has gone through very different periods over time. Many people would be excited by the idea of ​​having been born in another time to see what life was like at that time, or to consider that the situation was or will be better than the current one in some aspects.

17. What has been the strangest dream you have ever had?

Our dreams and desires are elements that escape our conscious control and that reflect aspects of our personality and psyche that we are sometimes not aware of.

18. An unspeakable fantasy?

Sometimes we have desires and fantasies that we are ashamed to talk about, either because of their strength or their content. However, expressing it is a liberating element that at the same time allows you to increase the level of trust with the person you are telling.

19. Imagine being mistaken for a famous actor/actress. Who would she be with?

The type of life, the way of being or even the role he or she plays, whether in real life or on stage, makes many famous people and celebrities the object of admiration and even envy. Commenting on who we would like to be confused with allows us to see what values ​​we respect in others at the same time it allows sharing common and divergent points between the admired and the admirer.

20. What would you do if a stranger kissed you in the middle of the street?

Exposure to controlled situations makes people capable of putting into practice strategies and behaviors that we have previously tried, knowing in many cases how we should respond. However, such strategies may not take into account some unexpected situations, such as the proposal.

21. If you could lock up someone for life, who would it be?

An interesting question in which the person asked can reflect their feelings for someone in particular, as well as why.

22. If a bear attacked you, what would you do to survive?

Imagining your own performance in an extreme situation may not seem like fun, but it stimulates creativity and depending on the context and imagination of each one, it can lead to an interesting and even surprising conversation.

23. What is the craziest thing you have done for love?

When we fall in love we are capable of the greatest follies, many of which we are completely happy to carry out. Remembering what we are capable of doing can fill us with melancholy or smile at what we have been able to do.

24. What part of your body do you like the most and why?

While this question may seem narcissistic, helps focus attention on an aspect of oneself that the person questioned considers positive which can serve to increase self-esteem and be aware of one’s own beauty.

25. How would you make someone laugh?

Making someone laugh is usually a small pleasure, leaving a feeling of well-being when said laughter is intentionally provoked or produces a well-being not derived from humiliation or vexation. Imagine how to make someone laugh too, especially if it is someone you love.

26. If you could exchange your life with anyone, who would it be?

This question helps you see what things and aspects of your life the person you are asking would change as well as who he admires and what elements of said person make him worthy of respect.

27. What would you do if you won the lottery?

Money is an element that, although it does not bring happiness, contributes to having a peaceful life in which you do not have to worry about basic needs. Although this is a very typical question, can make us think about what we like and would be excited to get if we were not limited by aspects such as economics.

28. What animal would you like to be and why?

The fauna and flora of our planet have interested us since the beginning of time, observing the different species and their characteristics. Over the centuries we have symbolized certain values, virtues and defects in these animals. Knowing what animal we would like to be can be used to observe the values ​​and/or characteristics that a person would like to have or the type of life that they consider they would like to lead.

29. If you had to give yourself a name, what would it be?

One of the best fun questions to connect with someone. Each of us has a name that we have received from our parents, relatives or guardians. This name is generally not chosen by the individual themselves. This is something we don’t usually worry about. But what would happen if we had to name ourselves? What would we choose and on what basis would we do it?

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30. What type of publication would you be the cover of?

Our ideal self, our desires and tastes, who we would like to be, what we would like to stand out for …these aspects are not usually communicated on a regular basis. Imagining yourself as the cover of something can help us see what you want or what aspects of yourself you consider or want to be recognized.

31. Who would you like to see naked and who would you hate to see like that?

Imagining the nakedness of someone to whom we feel attracted or imagining someone who does not attract us as they came into the world can lead to prolonged, more or less pleasant conversations. A question that can be uncomfortable, but the answer to which can be fun to hear.

32. What is the most embarrassing thing you have been caught doing?

We all have little secrets or things we would be embarrassed for others to see us do, and that on occasion we have been caught doing. Although it can be embarrassing to confess, it helps you get to know the person more while being a fun and enjoyable topic of conversation.

33. What would you do if you had a fit of laughter in an inappropriate situation or where you couldn’t get out?

Sometimes we get a little fit of laughter at the most inopportune moments. In tense situations, or in moments when it is not appropriate and from which we cannot easily escape (a class, a work meeting). Imagining the scene and thinking and feeling what we would do in that situation can be fun.

34. What song do you hate but yet you know by heart?

It is common for most people to have a song or musical genre that they hate or that seems heavy or tiresome. However, Sometimes it is possible to surprise yourself humming these songs.

35. What is the moment in which you have felt sexiest throughout your life?

Feeling admired and desired by someone we are attracted to is something that most people like. Knowing when you had this feeling can bring to mind pleasant and fun memories for those who are asked.

36. What makes you most nervous?

The things that irritate or make each person nervous can be multiple and varied. Explaining them and contrasting the differences between people can be entertaining and surprising while also helping to better understand the other person.

37. If you were a ghost inhabiting a haunted house, how would you lure people inside?

A lot of horror movies take place in mansions and haunted houses where a group (usually families or groups of friends) decide to spend the night. In general, these mansions are usually unoccupied and almost empty except for the presence of spirits that usually cannot leave the place. If those who inhabited it were alive they would probably feel bored and lonely. The point is to think about what a person would do if they were the ghost in order to attract company and have fun.

38. If you could know only one thing about the future, what would you ask?

Knowing what the future holds for us is quite common. But those who want to know what the future of the world will be like usually want to know a large number of aspects. Choosing just one thing is complicated, having to reflect on which element causes us the most curiosity.

39. What would a perfect day be like for you?

We all have things that make our day better or worse. Expressing what would make us happy can make us smile when we imagine it.

40. If they played a practical joke on you, how would you get revenge?

Playing certain jokes on us can make us angry and angry, as well as the desire to take revenge**. Thinking about how we would return certain types of jokes** and coming up with a little plan can give us some perverse pleasure.

41. What is the strangest thing you have done to eat something you wanted?

There is no reasoning with the stomach, and that is why there are times when cravings make us perform strange actions, inappropriate for ourselves. Commenting on these types of anecdotes can serve both to learn more about the other’s personality and to laugh.

42. What is the topic about which you are embarrassed to know so little?

We are all ignorant of many aspects of life, and that is why our level of knowledge usually has striking gaps that we may be embarrassed to uncover. In any case, recognizing it is the first step to solving it, and if it also helps us have a fun time, the better.

43. What has been the funniest fall you’ve ever had?

Bumps and falls, if they leave no marks and the damage is slight, can be very funny; You just need to see that they have their own audiovisual genre, slapstick. So remembering those little accidents can make you laugh.

44. What type of people scare you the most?

What we are afraid of defines us, and if we apply this to personal relationships, it can be as entertaining as it is meaningful.

45. In which city that you haven’t been to would you like to spend a million euros?

Imagining situations in which you have more power than usual can be very exciting especially if we add a small hidden test to the question to find out to what extent you know the places you have not been to.

46. ​​What is the strangest pub or club you have ever been to?

To remember an epic night in a grimy place or with some unique characteristic.

47. Do you love your dog (or cat) more than any other member of your family?

Some pets are like family.

48. Have you felt attracted to a friend’s sister (or brother)?

We all have a friend who has a really attractive brother or sister.

49. What has been your worst drunk?

Almost all of us have had a night when we have lost even our dignity.

50. Have you ever downloaded a dating app?

Typical funny question that few people want to answer.

51. What song best sums up your life?

A way of summarizing one’s life through music or song lyrics.

52. What movie best sums up your life?

A variant of the previous question, addressing the seventh art.

53. What is the most absurd idea that has come to your mind while trying to pay attention in class?

Boredom can unleash our imagination.

54. If you could dedicate a year solely to taking photos, what do you think you would photograph the most?

A question to express personal tastes.

55. What do you think is the most accurate stereotype that exists about your country?

An excuse to laugh at yourself.

56. What is the most bizarre thing you have come across on YouTube?

Among so many millions of videos, many of them are true Internet rarities.

57. What is the most bizarre thing you have come across in social media chats?

Due to the anonymity and the ease with which technical or communication problems occur, very strange interactions can occur on digital platforms.

58. Which famous person do you think is most likely to secretly admire you?

A paradoxical and curious hypothetical situation.

59. What curious fact about science or general culture do you know that you think you should not know?

There are those who are ashamed of knowing certain things.

60. What artist would you never let into your house?

A way to express the type of artists that make him “angry”.

61. What is your favorite food that you would be embarrassed to be seen eating?

Beyond the taste, certain images can be somewhat disturbing or uncomfortable.

62. What is the strangest sound you can make?

The question explains itself: the other person will practically be forced to make that sound.

63. What is the most ridiculous thing that has happened to you while walking down the street?

Public roads are a place that lends itself a lot to certain mistakes or small funny accidents.

64. What do you think is the best invention that has ever existed?

Some seemingly absurd inventions can become highly valued or necessary in special circumstances.

65. What is the name for the strangest child among those you like?

There is nothing written about tastes for names.

66. Who do you usually get confused with?

Perfect question to make funny comparisons.

67. What is the Guinness Record that you think you are most likely to achieve?

An excuse to find out more about someone’s skills and interests.

68. What is the strangest food combination you like?

There are mixtures of ingredients that only one understands.

69. What is the most ridiculous thing that has happened to you trying to flirt?

Moments of flirtation often lead to fun situations.

70. Are leagues better in person or online?

A question that serves to find out more about the other person’s social skills.

71. Have you ever been surprised when you have met someone without having met them before?

We have all been screwed at some point.

72. What is the time you have been most absent-minded?

Forgetfulness and carelessness can cause tragedies.

73. Have you ever received an indecent proposition from someone you didn’t expect to make it to you?

There are times when you don’t see it coming.

74. Have you kissed someone for the first time while you were swimming in the pool or in the sea?

Wet loves are usually born from pure passion.

75. What is your favorite genre of music to listen to while exercising?

This is one of those fun questions that gives rise to funny anecdotes about how you motivate yourself to become “your best version.”

76. What was the worst hangover you’ve ever had after a night of partying?

Hangovers can be an experience that predisposes you to behave in a fun way, even if at the time you experience them they are not funny at all.

77. Would you have sex with someone 15 years older than you?

Many people like older people.

78. Would you open an Only-Fans channel if you were sure that you were going to earn more than what you earn now?

Many would probably consider it seriously.

79. What is your favorite food to eat in your pajamas?

There are people who have their own junk food menu for times when no one sees them.

80. What has been the most creative romantic date you have ever had?

Dating can be a moment between the original and the surreal.

81. Are you more into getting a massage or having your back scratched?

Although a massage is more complex, there are always those who prefer something as simple as feeling the friction of nails against the skin, something a little more vulgar.

82. What is your favorite bad joke?

It’s time to confess to what extent you are capable of enjoying bad or even ridiculous jokes.

83. What’s the weirdest place you’ve ended up after a night out?

There are improvised situations in which one thing leads to another and, without really knowing how, you end up in a totally different context than the one you had planned when you left your house.

84. Who is your sexual myth from when you were a child?

A way to get to know your oldest passions.

85. What is the strangest object you keep in your room?

These types of objects can say a lot about oneself, although, at the same time, some can be somewhat absurd.

86. Have you ever met a double of yourself walking down the street?

These types of situations generate a strange tension, not knowing if the other person has also noticed the similarity.

87. What is the strangest ad you have seen while browsing the Internet?

For better and for worse, it is very cheap to advertise on the Internet, and that means that all kinds of crazy marketing ideas are put into practice.

88. What physical detail about a person excites you the most?

Some fetish can make us go crazy.

89. What was the strangest encounter you’ve had when meeting someone online?

The network of networks gives rise to very strange interactions, in part due to the anonymity behind the screens.

90. If you had to organize a marathon of geeky movies or series, which ones would you select?

Taking into account the effort and time involved in undergoing these experiences, the type of films and series chosen for a marathon of this type says a lot about oneself.

How to entertain a person using charisma?

In interpersonal relationships, theory is one thing and practice is another. To harness the potential of the fun questions you’ve found in this article, Keep these tips in mind to work on your social skills and strengthen your charisma.