Interesting Questions to Ask a Guy

Interesting Questions to Ask a Guy
By Soma Banik Updated

Umm! Interesting questions to ask a guy? Should I ask him funny questions? What do you mean by interesting? Okay! We know these are the questions you have right now in your mind. Actually interesting questions can have many dimensions. They can have a subtle personal touch yet they might sound funny.

Guys feel joyous when girls ask them interesting questions. It gives them a clear signal that the girl is extremely interested in the guy. Isn’t it amazing?

100+ Interesting Questions to Ask a Guy: Gateway to a Lasting Conversation

So, here we will give you a bunch of interesting questions. The questions are mostly open-ended so both girl and boy can have a long-term discussion. These are made in such a way that you will find them relevant to various situations. So, are you ready to fly high? Let us dig up the top 100 interesting questions to ask a guy.

  1. What is the change you want to bring in your life as soon as possible?
  2. What keeps you happy?
  3. Which is the best book you have read so far?
  4. Who is the most bad-ass person you have ever seen in your life?
  5. What is the one thing you love about yourself?
  6. So, have you ever met your doppelganger?
  7. How long your first kiss was?
  8. What is your dream wedding place?
  9. So, what is your dream honeymoon spot?
  10. Which food do you eat when you feel depressed?
  11. Have you ever thought to use a sanitary napkin?
  12. So, how would you define your best buddy?
  13. Are you doing your dream job now?
  14. Which is the one thing you want to do before you leave this earth?
  15. Do you fantasize beautiful ladies?
  16. Who is your role model?
  17. So, last time, when did you laugh really hard that you almost cried?
  18. What is your definition of an ideal partner?
  19. What is the next big thing in your life?
  20. So, who can make you really happy?
  1. If you asked to make a viral video, which issue you would showcase?
  2. Which is the one thing you cannot imagine your life without?
  3. So, who is a real man? – According to you.
  4. How much would you rate your humor?
  5. Do you think that your life partner can be your role model too?
  6. Do you love kids?
  7. So, which food gives you tremendous happiness?

Interesting Questions to Ask a Guy about Foods

  1. What is the funniest thing you have don today?
  2. Which meme gave you a real LOL moment?
  3. So, is there anything that has changed your life forever?
  4. Who bothers you the most?
  5. Which is the one thing you cannot do ever?
  6. Does life change when you find someone special in your life?
  7. So, what is the most intelligent thing you have ever done?
  8. Which is the one product that remained on your wish list for a long time?
  9. Have you ever bought a luxury perfume and later on regretted?
  10. Which is the one thing you wished you have never done?
  11. So, how do you judge a stranger?
  12. Do you judge a book by its cover?
  13. Do you buy products totally being influenced by brand advertisements?
  14. So, who was your first celebrity crush?
  15. What is the one thing you find attractive about a woman?
  16. How do you treat your enemies?
  17. How do you look at the world?
  18. What is the one thing necessary to lead a happy life?
  19. So, how do you want to be remembered?
  20. What is the most impressive thing you have ever done in your life?
  21. What is the nickname your friends have given to you?
  22. Which bizarre incident have you ever seen?
  23. Are you afraid of ghosts?
  24. Are you phobic about any bug?
  25. So, how do you take negativity in your life?
  26. If someone deliberately blames you for something that you have not done, how would you tackle that person?
  27. Have you ever done anything brave?
  28. So, what is the one quality you are famous for?
  29. Do you think black and white are mysterious colors?
  30. Which movie character does resemble you?
  31. So, are you inspired by any fictional character?
  32. Which cartoon always makes you nostalgic about your childhood?
  33. Which is the one thing you used to do as a child, but you still love to do?
  34. So, would you ever push your children to choose a career as per your wish only, or you would let them take a free and independent decision?
  35. Do you believe in women empowerment?
  36. So, what is the one thing men should learn from women?
  37. What is your type of fragrance?
  38. So, have you ever fallen in love with a movie character?
  39. What is the music track you are playing repeatedly?
  40. What is the one thing you wished you could do?
  41. So, do you consider yourself fortunate?
  42. What is your lucky number?
  43. So, which is the best ice-cream you have ever tasted?
  1. Which is the one food item, that makes you crazy and gives you out of the world joy?
  2. How do you convince people?
  3. What is your favorite summer drink?

Interesting Questions to Ask a Guy about Beverages

  1. So, what is the funniest report you have ever read on newspaper?
  2. Whom do you admire the most in your life?
  3. Which is the safest place according to you apart from home?
  4. So, if you ever fall in love with your best friend, how would you propose the person?
  5. What is your definition of a romantic date night?
  6. What is the perfume you want to wear on your D-day?
  7. So, how long do you take to cope with an unpleasant situation?
  8. If you are asked to do an illegal thing in your job, would you do that just to save your job?
  9. Our Life full of unforeseen circumstances – do you think in this way?
  10. Do you blush in front of your crush?
  11. So, what is the most bizarre thing you have done in front of your crush?
  12. What is the one thing people find very difficult but you do that easily?
  13. Do you think that life could have been better without examinations?
  14. So, do you analyze yourself at the end of a day?
  15. An average girl with a golden heart or just a beautiful girl – whom would you choose?
  16. What is the song that can make you dance anywhere?
  17. So, how do you motivate yourself every day?
  1. What is the first unusual thing you do in the morning?
  2. If you suddenly reach the Space, how would you react?
  3. Who is the most beautiful person according to you?
  4. So, would you ever endanger your life to save someone else?
  5. Do you love or hate studying?
  6. In which subject, you score 100?
  7. So, do you believe that you are absolutely an amazing person?
  8. Do you believe anyone easily?
  9. What is the most bad-ass compliment you have ever received?
  10. So, which is the one thing you condemn the most?
  11. Whom do you love the most between your mom and dad?
  12. Which subject is your favorite of all time?

Different scenario demands different questions. The above interesting questions to ask a guy are finest in every aspect. You can ask questions that suit the scenario. So, are you ready to ask your guy some of these?


  • Your voice should sound natural and fun-filled at the same time.
  • Do not take an unnecessary pause between two questions.
  • If your guy wants to share something in between, give him space.
  • Do not gasp for asking questions. It should sound natural and interesting. As if you are in a flow, but not in a hurry. Fun is what everyone wants.