via: Depositphotos / Ivanko1980
Having fun questions to ask in your repertoire is a must!
Why do you need them?
First impressions last.
It’s why you you wear your best clothes to an interview, scrub every inch of your body before a first date, and freak out before meeting her parents the first time.
The key to making a great first impression? Knowing fun questions to ask the people that you meet.
When you enter a novel situation with a stack of interesting questions to ask you allow the people you meet to talk about their favorite subject: themselves.
Asking a person questions about him or herself is an even better way to make a positive first impression than directing their focus on your own charm or sociability. Make use of these fun questions to help new people open up, feel comfortable, and walk away remembering how good you made them feel.
Contents
72 Best Fun Questions to Ask
via: Pixabay / selassie
What are some fun questions to ask? Well, the best fun questions to ask all have a few things in common: they focus on positive ideas and memories, they are great segues for fun stories, and they show your interest in the person you’re speaking to.
Use these questions next time you’re with someone riding in the car, sitting down to lunch, or grabbing drinks.
1. What accomplishment are you most proud of?
Everyone loves a chance to brag a little bit.
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2. Which of your friends are you proudest of? Why?
A person who can recognize greatness in others is the type of person you want to keep around.
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3. What’s the most beautiful place you’ve ever been?
This is a great way to begin a conversation about travel.
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4. Do you feel like a leader or a follower?
All societies needs both types.
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5. What’s the most courageous thing you’ve ever done?
Moments of true courage are rare and inspiring.
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6. When you’re having a bad day, what do you do to make yourself feel better?
Everyone needs a feel-good ritual.
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7. Which would be harder for you to give up: coffee or alcohol?
Which method of self-medicating is most important?
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8. What is your favorite Wikipedia article?
No matter what your teachers said, Wikipedia is the ultimate collection of mankind’s knowledge.
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9. What’s your favorite cheesy pick-up line?
It might be time to try out that old favorite again.
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10. Can I get you another drink?
Everyone’s favorite question.
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11. On a scale of 1-10, how strict were your parents?
On either end of the scale, parents are a great source of stories.
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12. Who was your worst teacher? Why?
Bad teachers are the stuff of nightmares.
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13. Who was your favorite teacher? Why?
Great teachers can change a student’s life forever.
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14. What was your favorite toy growing up?
Childhood toys keep their sentimental value for life.
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15. If you could time travel, when would you go?
First stop: wherever Mary McFly got his Nike’s.
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16. What’s your best childhood memory?
Tapping into childhood memories is a great conversation starter.
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17. What’s your pet peeve?
People can be annoying, but venting helps.
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18. What personality trait has gotten you in the most trouble?
Everyone has a natural tendency that has caused them trouble in the past.
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19. What is the best piece of advice you’ve received?
Good advice works best when it’s shared.
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20. If you had to pick a new name for yourself, what name would you pick?
Some names seem to fit certain personalities.
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21. Would You Rather burp every time you lean in for a kiss or drool every time you talk?
Either way, good luck in the dating scene.
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22. Would You Rather not brush your hair ever or your teeth?
Some of us already make this choice when we’re running late.
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23. Would You Rather sleep wearing handcuffs or a bike helmet?
I guess the answer depends on what else happens in bed.
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24. Would You Rather embarrass yourself at a party or get caught making out with your best friend’s sister?
Either one will seriously impact your social life.
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25. Would You Rather be uncontrollably laughing for the rest of your life or uncontrollably crying?
Laughter requires less clean up but can land you in hot water in the wrong setting.
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26. If you could ask your pet 3 questions, what would they be?
You always ask who’s a good boy, but what about how’s a good boy?
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27. What is the funniest thing you have ever seen a stranger do?
People watching is the new national pastime.
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28. Do you think cats have any regrets?
Do those jerks have any remorse?
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29. How many days do you wear the same pants in a row before it becomes a problem?
Pants: the napkin you wear.
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30. What are your movie theater popcorn habits?
How many previews before you need a refill?
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31. Which room in Hogwarts would you most want to have sex in?
What happens in the Chamber of Secrets stays in the Chamber of Secrets.
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32. Do you put the toilet paper roll on the right way or the murderer way?
Yes, there is a right way.
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33. What would your perfect Saturday be like?
Take notes and plan accordingly.
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34. Which movie sequel do you wish you could erase from history?
Sequels are notoriously disappointing.
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35. What would your perfect vacation entail?
Mountains, beaches, or exotic lands?
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36. What’s a great book you’ve read recently?
Literary tastes are a good signal of personality traits.
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37. What’s the one food you could never bring yourself to eat?
Remember the show Fear Factor?
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38. What’s your dream job?
Imagine money wasn’t an issue, what would she want to be doing?
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39. What fictional character do you wish you could meet?
It’s amazing how much a made up person can impact real life.
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40. What’s the first thing you do when you get home from a trip?
After kicking off her shoes, of course.
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41. What was the funniest way that you have been injured?
Goofy injuries are just part of being a man.
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42. If your life was a movie, what songs would be on the soundtrack?
This question will tell you about his musical tastes and personality.
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43. What TV catch phrase do you most enjoy using?
Catch phrases may be a thing of sitcoms past, but they’re still hilarious.
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44. What terrible movie do you love?
There’s a certain pleasure to be found in awful movies.
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45. What song do you have to sing along with when you hear it?
Get the answer and find a karaoke bar, stat!
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46. If you could choose your own nickname, what would it be?
People usually have no say in their nicknames, give him the power to choose his own.
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47. What extracurricular activities were you involved in during high school?
This question will give a quick peek into what someone was like in the most awkward time of life.
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48. Do you think of yourself as being naughty or nice?
The price of fossil fuels is going down, but some people embrace the naughty lifestyle anyways.
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49. What movie title best describes your life?
Would it be as dramatic as The Notebook or as crazy as The Hangover?
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50. As the only human left on Earth, what would you do?
There are endless possibilities as to what they can do as the only person on Earth. This is definitely a fun question to talk about.
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51. What is one of your favorite smells?
With the abundance of smells in the world, it's impossible not to choose one.
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52. Ever tried putting a bunch of glue on your palm and then peeling it off?
The real question is... who hasn't?
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53. If you had to change your name, what would your new one be?
You might get some ideas on what to name your kid in the future.
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54. Who would you trade places with someone for a day and why?
If you want a fun question, this one should be in your options. Dive into why one person's life is so interesting to live.
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55. Do you love pineapples on pizza?
The never-ending debate.
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56. If you could have dinner with anyone from history, who would it be?
History is full of people who would make great dinner dates.
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57. Who would play you in a movie of your life?
Be sure to ask if that casting decision is based on appearance or personality.
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58. If you could shop for free at one store, which one would you choose?
Whether the person chooses pragmatically or
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59. If you could marry a fictional character, who would it be and why?
Everyone has fallen for someone who doesn’t actually exist.
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60. What television show do you plan your day around in order to see it live?
We live in the golden age of TV
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61. What's something that's true that almost nobody agrees with you on?
We all have something we take seriously and believe in strongly and it's the rest of the world that needs to wake up to our brilliance.
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62. If you were starting a company tomorrow, what would the top 3 core values for your company be?
How well can the candidate articulate their core values?
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63. If a genie granted you 3 wishes right now, what would you wish for?
Wildest dreams or practicalities? Selfish wishes or Manifestations for the world and ending suffering? This shows how far outside of their own survival your candidate is willing to consider.
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64. Why do they call them "Free Gifts"? Aren't all gifts free?
There's an oxymoron to wade through like quicksand and taffy. Hopefully, the answerer enjoys this sort of quandary.
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65. If a criminal turns himself in, shouldn't he get the reward money?
This is a gauge for compassion. Many criminals aren't inherently bad. Wouldn't everyone who can't get employment fast enough or due to discrimination be driven to steal in order to provide for their child whom they love?
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66. Why does a round pizza come in a square box?
If you've seen the octagonal shaped boxes that some pizzas come in, you'll notice they're more complicated to construct than a square box...
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67. Do they bury people with their braces on?
This brings up how most people braces aren't of typical age for dying which makes this question kind of sad actually.
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68. Why is the man who invests your money called a broker?
What exactly has broken here?
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69. Why are dogs noses always wet?
Do they come up with something witty or do they go the nerdy science route?
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70. Can you cry underwater?
Has a tree still fallen if nobody hears it crash?
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71. How old are you before it can be said you died of old age?
Is old age a cop-out? Does it just mean there was no ravaging disease present?
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72. If I had my legs amputated, would I have to change my height and weight on my driver's license?
With prosthetics available, this is an interesting question.
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Ultimate List of Fun Questions To Ask
via: Unsplash / Metin Ozer
Contents
Fun, Random Questions to Ask To Ask Friends
via: Unsplash / Elevate
This list of fun random questions to ask hits on all kinds of topics.
No matter the context of your conversation, you’ll find a question here to keep things flowing in a fun, positive direction.
- What’s something that people think makes them look cool but actually has the opposite effect?
- Have you ever counted your steps while walking?
- How does someone politely end a conversation with a person who won't stop talking?
- If you have a million, what are the things you wouldn’t spend?
- What is the best excuse for being late you’ve heard or used?
- What is the worst/most annoying catchphrase?
- What is the best color in the rainbow?
- What is the best Wi-Fi name you've ever seen?
- Do you like dipping your Oreo in milk?
Fun Ice Breaker Questions
via: Unsplash / Thought Catalog
Get everyone giggling with these witty ice breaker questions. Get everyone feeling friendly with some next-level ice breaker games.
- Which is better—a novel or a movie?
- If you could read minds, whose would you want to read?
- Is soup something you eat or drink?
- Are you embarrassed of your Google search history?
- What's the funniest insult you can come up with?
- If you were told you only had one week left to live, what would you do?
- Who wins a fight between Superman and Batman?
- What's your favorite dinosaur?
- Can you touch your nose with your tongue?
- What's your cringiest drunken moment?
Fun Never Have I Ever Questions
via: Pexels / ELEVATE
If you're ever hanging out and connection reaches a lull, you might want to play the game, never have I ever questions.
It's sure to create space for everyone to feel good sharing.
- Never have I ever tasted cat food
- Never have I ever believed there was a ghost under my bed
- Never have I ever gotten lost alone in a foreign country
- Never have I ever cursed in a place of worship
- Never have I ever slept outdoors for an entire night
- Never have I ever clogged somebody else’s toilet
- Never have I ever pretended I was sick for attention
- Never have I ever eaten something past its expiration date
- Never have I ever used a fake ID
- Never have I ever tasted Himalayan salt
- Never have I ever eaten anything uncooked
- Never have I ever worn someone else’s underwear
- Never have I ever gone 24 hours without showering
Fun Would You Rather Questions
via: Pixabay / angelladagenhart0
Would you rather questions are like the multiple choice section of a test. You still have to think about your answer, but you have options to choose from.
The best thing about these questions is that there’s no wrong answer, and the questions are all fun.
- Would you rather speak in rhyme or riddles for the rest of your life?
- Would you rather become an adult overnight or stay a teenager forever?
- Would you rather skip class or have a 2-hour-recess at school?
- Would you rather lose all your money and valuables or lose all the pictures you have ever taken?
- Would you rather wear only uncomfortable shoes whenever you go outside or comfortable shoes 24-hours a day?
- Would you rather have five half-sized clones of yourself or one full-sized clone of yourself?
- Would you rather someone read your diary or someone read your text messages?
- Would you rather be an only child or have ten siblings?
- Would you rather speak to animals or speak 10 foreign languages?
- Would you rather walk barefoot in a public restroom or get poisoned ?
Fun Conversations Starter Questions
via: Unsplash / Baylee Gramling
There’s nothing more awkward than meeting someone new and panicking to find something to talk about.
Small talk will last you a minute or two, but what you need at that moment are conversation starters that will lead you towards an fun, fascinating conversation. Before you know it you and your new friend will feel at ease and open, and the conversation will flow naturally.
- Do you ever sing in the shower?
- Tell me about the worst pickup line you've ever gotten.
- What is your favorite celebrity scandal right now?
- If you were immortal for a day, what would you do?
- Do you think you’d survive a zombie apocalypse? Why or why not?
- What weird conspiracy theory do you believe?
- If animals could talk, which animal would be the rudest?
- Which Hogwarts house do you belong in and why?
- If you could talk in your sleep, what would you say?
- What old person tendencies do you have?
- What’s the worst thing about peanut butter and jelly sandwiches?
Fun Questions to Ask a Girl
via: Unsplash / Jonathan Borba
There is a time for deep questions, there is a time for serious discussions, but there is also a time for fun.
This list of fun questions to ask a girl is designed to keep things your interactions with the ladies light and interesting.
They’re the type of questions that are answered with a laugh and that light touch on the arm that lets you know things are going well. Pick your favorites from this list before a night on the town or a date with your lady and be prepared for sparks to fly.
- Cake or pie?
- Have you ever thought of what your future baby will be named?
- What flower would you prefer if you awoke as a flower one day?
- What movie makes you laugh even after watching it several times?
- What is your favorite sleeping position of all time?
- Have you ever been caught staring at the similar gender?
- Have you tried flirting with a stranger online?
- Are you afraid of ghosts?
- What are the three scents you like?
- Do you think you would enjoy a love-hate relationship with someone?
- If someone would let you borrow their car, where would you go?
Fun Questions to Ask a Guy
via: Unsplash / Anna Vander Stel
Men’s minds work differently than women’s. We can argue whether or not that’s a good thing, but the truth is that we tend to think about different things in different ways.
What are some fun questions to ask guys? Well, the following list of fun questions to ask a guy is designed to hit the topics that men think and talk about and is sure to come in handy whether you’re meeting someone new or hanging out with the crew.
- How do you feel about sharing your password with your partner?
- Do you judge a book by its cover?
- Do you like to stalk someone on social media?
- Who eats the most in your family?
- What sport would be the funniest to add a mandatory amount of alcohol to?
- Which one do you like: foot massage or hand massage?
- Which of the politicians would you like to marry?
- Has anyone given you a strange gift?
- Would you choose to live for another 100 years or start over from the beginning?
- If you could teach a dog one trick, what would it be?
Fun Questions to Ask to Get to Know a New Friend
via: Unsplash / Eliott Reyna
Getting to know someone, to really know them, can be a challenge.
It’s a process that requires time and dedication, but as you know from the close relationships you already have, getting to know people is worth the effort.
These get to know you questions are a fun, easy way to set off on the path towards friendship. Just because it takes some effort, doesn’t mean it can’t be fun.
- What game are you really good at?
- Which movie do they need to make a sequel to?
- What’s the right age to get married?
- What’s the worst thing you did as a kid?
- What’s the best type of cheese for you?
- What’s the weirdest item you keep by your bed?
- What’s your favorite childhood book?
- What are your 3 favorite movies?
- If you had to live in a different state, what would it be?
- As a child, what did you wish to become when you grew up?
- Are you old-fashioned?
Fun Interview Questions
via: Unsplash / You X Ventures
When you're choosing candidates for your team, you'll need some fun interview questions to go along with the regular interview questions.
What is the most useless talent you possess?
If you could invent a holiday, what would it be?
- How do you test a calculator?
- If you wrote a book about your career so far, what would you title it? Why?
- How would you split three slices of cake among eight people?
- What advice would you give to your former boss?
- Design a spice rack for the blind.
- If you were the ruler of the world, who would be your top adviser?
- Why aren’t manhole covers square?
- How would you explain our product/service to a child? A martian?
- What weighs more, all of the ants in the world combined or all of the humans combined?
- If you were an ice cream flavor, what would you be?
Fun Questions To Ask Video
Fun Questions to Ask Infographic
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Downloadable and Printable List of Fun Questions to Ask
Here is a downloadable and printable jpg/pdf list of fun questions to ask (right click the image and select Save Image As...):
via: Mantelligence
Frequently Asked Questions
What is a playful question?
What fun topics should I ask?
What are fun questions when you are bored?
What's the funniest joke you've ever heard?
How to use fun questions to ask?
You know how important it is to make a good first impression, and you now you know dozens of fun questions to ask in order to ensure that you’re remembered positively. Even though it’s hard to go wrong with these questions I have a few tips to help you get the most out of them.
- Adapt. Even though this list has questions for every scenario, not every question is best for every setting. Choose the questions that make sense for the context you’re in.
- Listen. If you want people to open up about themselves, you’ll have to show them that you’re listening. Ask follow up questions and show interest in the person you’re speaking with.
- Be open. Because fun conversations depend on equal participation. Be prepared to answer your own questions and to share your stories when asked.
More Fun Questions to Ask
Looking for even more fun conversations to ask? Check out these great posts.
- This or that Questions - Lightning round questions that lead to fun questions.
- Weird Questions to Ask - Sometimes you just gotta get weird.
- Interesting Conversation Topics - The Dos Equis guy approves.
