311+ Funny Questions to Ask on Instagram Story To a Boy

Well well well, if it isn’t that person who wants to make a boy laugh through the Instagram story! We got you, dude! We have a list of more than 311 funny questions to ask on Instagram story to a boy! These questions will make your boy laugh, think twice before answering, and at least smile.

Instagram has become so much more than Social Media these days. It has become a place to tell people and to show them who you are, what kind of a person you are, what’s your ideology, whether you are funny or not, and most importantly, it is now a place to be happy, and show people that you care, and to make them laugh – one way or the other.

Asking questions on an Instagram story, in that case, can be a real bonus to the engagement for your account and will increase your presence on Gram! And if you are targeting boys (or just a single boy), here are more than 311 funny questions to ask on Instagram story to a boy.

The listed questions below are not only funny, but also deep, casual, quizzy, and most of all, interesting. Read this article to the very end and we will make sure that you get a reply to your story from the one boy you are secretly wishing for.

65+ Funny Questions to Ask on Instagram Story to A Boy

1. How do you waste your day?

2. Tell us a successful DIY story.

3. Tell us a true story that doesn’t sound true.

4. Did you ever fail a test? What happened then?

5. Can you touch your nose with the tip of your tongue?

6. If you had your start-up, what will you name it?

7. Are you taking proper care of your body?

8. What’s the creepiest thing anyone has ever told you?

9. What’s your “bro code”?

10. Is there a person both you and your bestie don’t like? What have you named him/her?

11. If you were a female author of the victorian era, what would your pen name be?

12. If you get famous, what would that be for?

13. Opinion on the Kardashian-Jenners?

14. What would you consider yourself – a morning or a night person?

15. What’s one thing you could never understand?

16. Which is the worst song remix you ever heard?

17. Which is the dumbest soap opera ever?

18. Drama or thriller?

19. Did you like school?/Do you like school?

20. On a scale of 1-10, how intelligent are you?

21. On a scale of 1-10, how stupid are you?

22. On a scale of 1-10, how mentally mature are you?

23. The easiest maths problem ever that you couldn’t solve?

24. Do you like math?

25. What would be a nightmare of a name for someone?

26. Do you remember your kindergarten teacher?

27. Which is your longest friendship ever?

28. Which is/was your longest relationship ever?

29. What would an ideal prom dress look like for you?

30. What would an ideal prom dress look like for your partner?

31. Have you read Harry Potter?

32. Which Harry Potter character do you despise the most?

33. Which Harry Potter character do you like the most?

34. What was the name of Harry’s wand?

35. If you could make a spell, what would it be?

36. Would you ride on the magic broom?

37. Do you think the movie had a good ending?

38. What was your favorite teacher like?

39. What’s the worst pizza topping ever?

40. Which is the best yet underrated pizza topping ever?

41. Thoughts on “pineapple on pizza”?

42. Which Italian cuisine can you eat for the rest of your life?

43. Which Chinese cuisine can you eat for the rest of your life?

44. Do you sleep with the door of your room opened?

45. Do you know what things you are allergic to?

46. Can you play any instruments?

47. Did you ever plan on going to an Ivy League?

48. Thoughts on Community Colleges? Why do you think they are not given a good status?

49. Which is the cutest wild animal ever?

50. Would you rather date funny or date handsome?

51. Did you ever try twerking in front of anyone?

52. Ona scale of 1-10, how strong is your twerk game?

53. On a scale of 1-10,  how strong is your selfie game?

54. On a scale of 1-10 how aesthetic would you say your Instagram is?

55. On a scale of 1-10 how trendy is your fashion sense?

56. On a scale of 1-10 how good is your fashion sense?

57. On a scale of 1-10 how badly do you want to be rich?

58. Which is the weirdest thing you did because of your spouse/partner?

59. Did you ever puke on a date?

60. Did you ever have sex on the first date?

61. If you could interview anyone of the avengers while being one of the avengers, who would you interview? Why?

62. Did you ever eat with a dirty fork/spoon because you didn’t wash it?

63. If you get three free wishes, what would they be?

64. Which is your most stalked IG account

65. Do you have a private IG no one knows about?

66. Did you ever make a laughing noise funnier than the actual joke?

25 Best Quiz Questions for Instagram

1. Which is one of the best Instagram trends for you?

2. If you could become one of the literary characters, which one would you choose?

3. Which is the silliest prank you ever pulled?

4. What’s one decision you never regretted?

5. What’s one of the most successful pranks ever?

6. What’s your worst online shopping experience?

7. One fashion blunder that you thought was cool?

8. One regret that you still have?

9. If you could become anything in the world, what would you become?

10. If there was music on every entrance that you made, which music will you choose?

11. If you could be one of the avengers, which one would you choose to be?

12. What’s your idea of a perfect romantic date?

13. What’s your idea of a perfect day out with friends?


15. If you could eat one Indian cuisine for the rest of your life, what would it be?

16. If you had the chance to move anywhere in the world for free, which place would you choose?

17. What’s one little silly goal of yours?

18. Would you rather not see for a day or not hear for a day?

19. What’s the one thing you absolutely cannot give up?

20. How would you describe the taste of lemon to a person who has never tasted anything sour?

21. If you could, would you rather be a novelist or a poet?

22. What’s your favorite joke?

23. Who do you think does the best comedy?

24. Which is your favorite comedy movie of all time?

25. If you had to get a tattoo on your face, what would you get?

25 Top Funny Questions to Ask on Instagram 

1. What is better – to cough or to sneeze during a kiss? 

2. What inspires you to create art (write-up, poem, drawing, painting, just about anything?

3. If you can print a funny picture on a mug for your best friend, what would you print?

4. What’s your funniest Kindergarten memory?

5. Have you ever watched Bollywood movies? What did you like about them the most?

6. Which was the last movie that you watched that defied all laws of physics?

7. What is the best thing that happened to you in Kindergarten?

8. Which is the funniest meme you saw on Instagram? DM me.

9. Would you rather be an air disaster or a water disaster?

10. Did you ever have someone jealous of you? What was the reason for the jealousy?

11. Were you ever pissed just because of someone’s existence?

12. What’s your pet peeve?

13. What gives you “the ick”?

14. Which has been, by far, the most awkward moment of your life?

15. Did you ever like any outdoor sports? Which one and why?

16. What’s one thing that shouldn’t but turns you on?

17. Which is your favorite season of all time? Would you live in it forever?

18. Show me one picture from your childhood that is extremely cute.

19. Have you ever experienced cuteness aggression? When?

20. Tell us a supernatural incident (true or made up).

21. What’s one silly thing you could make your mom/dad understand?

22. Did you ever make up a silly conspiracy theory? What was it?

23. What’s your favorite part of the day?

24. Are you a fitness enthusiast?

25. Which is one bad childhood memory but, you think it’s funny now?

15 Deep Questions to Ask on Instagram

1. What’s art according to you?

2. What’s one thing you learned from your mom?

3. What’s one thing you learned from your dad?

4. Do you, if ever, pay attention to the words that you are using?

5. What’s one thing in movies you wished to portray realistically?

6. Do you control your anger or let it burst out as wrath?

7. What’s one lesson a children’s show taught you?

8. If someone is having a mental breakdown in front of you, what would you do?

9. What scares you? Why?

10. In which case, if any, is it okay to shout at someone?

11. What’s one habit that you developed in childhood that you are thankful for?

12. What is your thought on waking up early?

13. Is it important to have money or is it important to be happy?

14. Do you maintain personal boundaries? If yes, Where do you draw the line?

15. How honest are you when giving your opinion?

15 Best Instagram Questions for Story

1. Which masculine trait do you like the most?

2. Which feminine trait do you like the most?

3. If you could swap your lives with someone you know, who would it be?

4. Which is your favorite quote from a movie/book?

5. One life mantra that you live by?

6. Which is the cheapest yet yummiest meal you ever had?

7. Who would it be if you could trade lives with one Harry Potter character except for Harry, Ron, and Hermione?

8. What’s your “I don’t feel good” snack?

9. Where do you feel safe the most?

10. Who’s your safe person?

11. If you could only eat one vegetable for the rest of the year, what would it be?

12. In which case, if ever, is it okay to hit someone?

13. What’s one joke that isn’t funny but you? laughed at it?

14. Which is the cutest nickname ever?

15. If you could stop one of my habits, which one would it be?

15 Funny Questions to Ask on Instagram Story About Me

1. If you know me, which school teacher did I make fun of most?

2. What was the name of my first school crush?

3. Which is the most embarrassing thing that happened to me while playing a sport?

4. Which is the one joke I made that wasn’t funny but you laughed at?

5. What’s my childhood nickname?

6. Which weird skills do I have?

7. What was my career plan as a child? What is it now?

8. What’s one unhealthy food that I like?

9. What’s one thing I whine about the most?

10. If you had to stop 1 thing I do, what will you stop?

11. Which is my weirdest facial feature?

12. What is one weird thing I do when my crush is around?

13. Which is the worst fight I have gotten into?

14. Do you think I am aggressive?

15. What is one thing I need to be working on the most?

Best Instagram questions to Ask on Instagram Story poll

1. Gym or Yoga?

2. Meditate or write?

3. Talk to your feelings or keep them in?

4. Sex before marriage or wait till marriage?

5. Live alone poor, or live with your ex, rich?

6. Smell good or look good?

7. Be short and kind or tall and rude?

8. Stay in or go out?

9. Netflix or Amazon prime?

10. Breakfast or dinner for the rest of your life?

11. Change your past or know your future?

12. Eat your favorite ice cream for the rest of your life or eat your favorite chocolate for the rest of your life?

13. Solve one ancient mystery or invent a time machine?

14. Be invisible or read people’s minds?

15. Never have sex again or never have Food again?

10 Hypothetical/Situational Instagram Questions to Ask on Instagram Story

1. If you had to choose, would you rather die by a zombie or a vampire?

2. Which Friends character would you make out with?

3. If you had the power to understand only one concept of physics, which one will you choose?

4. In case of an emergency, who would you call first?

5. If you were to die tomorrow, what will be your last words?

6. Who will not be invited to your funeral?

7. Which celebrity will you invite to your funeral?

8. If you could marry an already married celebrity, who would it be?

9. In case of an alien attack, what would be your safe space?

10. If your house is on fire, what is that 1 thing you will not get out of the house without?

10 Random/Casual Questions to Ask on Instagram Story

1. How was your day?

2. How’s your mental health?

3. What’d you eat today?

4. What song do you have on a loop these days?

5. What has been making you happy recently?

6. Have you been working out?

7. When did you last talk to your best friend?

8. How are your studies/work?

9. What time have you been sleeping lately?

10. If you live away, do you miss home? If you don’t live away, do you wish you could?

10 Juicy Questions to Ask on Instagram Story

1. Who’s the weirdest person you had a wet dream about?

2. What’s your wildest fantasy?

3. Your most erotic sexual encounter.

4. Rough or soft lovemaking?

5. How old were you when you did the deed for the first time?

6. Did you ever fake it for someone?

7. What turns you on?

8. What’s the oldest you would do it with?

9. Did you ever kiss someone just because?

10. Would you make out with your best friend for $1000?

10 Debatable Questions to Ask on Instagram Story

1. Have you ever fallen off a bike in front of a lot of people?

2. What was the funniest thing your mom/dad ever told you?

3. Funniest memory with your mom/dad?

4. Do you think you’re a good person? Will your friends agree?

5. What are the most basic manners that people lack?

6. Was the pandemic for the good or bad?

7. Is it okay to tell older people that they’re wrong?

8. What’s the worst but funny advice someone gave you?

9. What’s one unusual thing that makes a lot of sense?

10. Pineapple on pizza?

10 Intense Funny questions to Ask on Instagram Story

1. Have you ever had a supernatural experience? If yes, what happened?

2. What smells the best to you?

3. Have you ever had an embarrassing incident?

4. What combination of stuff will you buy to make the cashier uncomfortable?

5. What was one weird habit of your maths teacher? (C’mon, all maths teachers have at least 1.)

6. Did you ever slap yourself because you were angry?

7. Did you ever have a secret crush on any of your teachers?

8. What’s one thing you could tell everyone if your anonymity was safe?

9. Were you ever caught dancing in front of a mirror? By whom?

10. What’s the weirdest thing you ever told yourself?

Also, check out – How To See Sent Follow Request On Instagram In 2023

10 Funny questions to Ask on Instagram Story for Game

1.  Which has been the latest song that you find yourself humming?

2. How much will you rate my personality on a scale of 1-10?

3. How much will you rate my appearance on a scale of 1-10?

4. How much will you rate my confidence on a scale of 1-10?

5. What’s my best facial feature?

6. What’s my worst facial feature?

7. What’s my Green Flag trait?

8. What’s my red flag trait?

9. If you could kiss anyone on the entire planet, who will you kiss?

10. If you had to murder someone to save someone close to your heart, who would you kill?

10 Funny Questions to Ask on Instagram Story for True Followers

1. Which was my most liked post?

2. Which is my most bizarre post?

3. In which photo/video do I look the funniest?

4. If you could describe my content in just one word, what would it be?

5. What’s the most awkward thing that reminds you of me?

6. How many followers did I have when you first followed me?

7. What made you follow me?

8. Judging by my content, am I a romantic?

9. DM me my post that makes you cringe the most.

10. Is there something I said that made you feel the ick?

10 Top Questions to Ask on Instagram Story to Make Everyone Laugh

1. Why is your ex, your ex? Answer in 2 words.

2. If you could, who would you go out on a date with? (someone who’s died).

3. Which is the last ancestor you know about?

4. If you ever had the chance to choose where you were born, where will you choose to be born?

5. If you could play only one sport for the rest of your life, which sport would it be?

6. If you could ban one thing for everyone forever, what will you ban?

7. What’s the one thing about boys that only boys know?

8. Where do you think you will go – hell or heaven?

9. Do you think girls and guys can be just friends?

10. Which was the first song you remember that you couldn’t stop listening to on loop?

10 Funny Questions to Ask on Instagram Story Trending Today

1. Which is the stupidest Instagram trend you have seen?

2. Which is the stupidest Twitter trend you have seen?

3. Which is the stupidest Snapchat trend you have seen?

4. Do you think OnlyFans is a worthy way of making money?

5. Have you ever watched p*rn on Twitter?

6. Opinion on feet pictures?

7. Which has been your favorite Instagram trend?

8. Which has been your favorite Twitter trend?

9. What has been your favorite Snapchat trend?

10. What do YOU think about those stupid black snaps?

10 List of Crazy Funny Questions to Ask on Instagram 

1. Which food is the worst but is overrated?

2. What do you think is the best quality of yourself?

3. What do you think is the worst quality of yourself?

4. If you could 1 year of your life all over again, which year would it be?

5. If you could change a year that you already have lived, which year will it be?

6. If there was ever a zombie apocalypse, do you think you will survive?

7. If there was a zombie apocalypse, name three people who will survive.

8. If there was a zombie apocalypse, name three celebrities who will survive.

9. Which is your favorite Harry Potter character? Why?

10. Which Harry Potter character do you dislike the most? Why?

10 This or That Questions to Ask on Instagram Story

1. Books or movies?

2. Speak or listen?

3. Day or night?

4. Yoga or gym?

5. Stay in or go out?

6. Know the harsh truth or live a beautiful lie?

7. Denim or PJs?

8. Intellect or appearance?

9. (now this is a tricky one) Family or Best Friend?

10. School life or college life?

10 Extremely Funny Questions to Ask on Instagram Story 

1. If you were in trouble, would you come to me for advice?

2. Am I a green or red flag?

3. If I was the last person on earth, will you marry me?

4. If I was the opposite gender, would you still be friends with me?

5. Do you think I am greedy?

6. What’s the one thing you saw me doing and will never do yourself again?

7. If you could give me a funny nickname, what will it be?

8. Does my appearance match a cartoon character? If yes, then which?

9. If you had to slap me for free, would you do it?

10. Me or a $1 million?

10 Funny Questions to Ask on Instagram for Friends

1. What do you think is the funniest thing about me?

2. If you could unfriend me for one reason, what reason will it be?

3. What was your first impression of me?

4. If there was one good thing about me that. you could tell my parents, what will it be?

5. If there was only one bad thing about me that you could tell my parents, what will it be?

6. When did you think for the first time that we can become friends?

7. Do you think I am funny?

8. Rate my fashion out of 10.

9. If I was a subject, would you study me?

10. One life advice for me?

Readers also read – 201+49 Funny Instagram Comments To Make the Post Interesting!

5+ Tips for Choosing Funny Questions to Ask on Instagram Story

Well, there are some things to always keep in mind when it comes to humor. As we also mentioned in funny questions to ask on the Instagram story to a girl, here are 5 tips for choosing funny questions to ask on the Instagram story:

1. Remember that the questions do not target a cultural belief or group. Social media can turn a little joke into a socialistic movement fast. Keep in mind that you are not targeting any ethnic communities or religious groups.

2. Be mindful of the language you are using.

3. Always make sure that the question that you are asking relates to the audience.

4. DON’T overdo it. You might come out looking like a fool.

5. Be ready for some humorous replies as well if you are asking funny questions. Take nothing personally.

Conclusion |

So these were the 311+ funny questions to ask on Instagram story to a boy. If you read these questions down, let us know what questions did you choose.

If you have any questions in mind that we might have missed share them with us here and we will be sure to add them here.

Also, don’t forget to keep in mind the 5 tips for choosing funny questions to ask on Instagram stories to a boy. They will save you from a lot of trouble!

We will see you soon in other interesting articles, VERY SOON!

Related: 311+ Funny Questions To Ask on Instagram Story To a Girl

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