Random Questions to Ask a Guy

Random Questions to Ask a Guy
By Tessa Updated

Hmm! So, if you are asked to think of random questions to ask a guy, what would you do? See, you have already formed a random question yourself. It is not a difficult thing to do. In fact, if you believe us, this is the simplest thing ever. Guys love to talk about random things. Random questions can be funny, can be serious, or can be casual. These questions are something that you can ask anyone, even your first date.

100+ Random Questions to Ask a Guy: Show Him Your Inquisitive Side

It is extremely important in any relationship to keep the flame burning. But, the question is how to do so. And, right now you might be wondering when we are going to tell you the main thing. Well! We will not let you wait for long. Here, we are going to give you a list of 100+ random questions to ask a guy. Now, without anymore exaggeration, let’s hop inside.

  1. What is the most amazing thing you did recently?
  2. Who is your favorite author?
  3. If you ever get lost in the woods, then how would you survive?
  4. What is the funniest thing you have ever read?
  5. Whom do you respect the most in your life?
  6. Which food looks ugly but tastes delicious?
  7. Who does inspire you the most in your life?
  8. Which is your favorite Superhuman character?
  9. What is the most beautiful thing you have ever created?
  10. Do you follow any ritual before going to bed?
  11. Which gadget does provide you the utmost happiness?
  12. What is the first thing you notice in a stranger?
  13. Do you have any tattoos?
  14. What is the one thing you feel that makes a person bad?
  15. How would you rate yourself as a student?
  1. Which is the one thing you always love to do?
  2. Good morning or good night – Which sounds best to you?
  3. Which planet attracts you?
  4. Have you ever watched a horribly bad film alone in the theatre?
  5. Which is the one thing you hate the most?
  6. With which villainous character do you feel a connection?
  7. If a movie is made on your life, then what should be the name of the movie?
  8. Which is your favorite holiday destination?
  9. On a romantic date night, which food would you like to offer your lady?
  10. What is the most luxurious gift you have ever received?
  11. Which is the one food that you can eat forever?
  12. Which is your favorite beverage?
  13. If in a certain situation, you come face to face with a real bad man. Then would you ever fight with him?
  14. What is the best thing about you?
  15. Are you in a happy space of your life?
  16. Who is your lucky charm?
  17. Have you ever dated your crush?

Random Questions to Ask a Guy about Dating

  1. Which celebrity have you met in real life?
  2. Which is the most horrible song you have ever heard?
  3. If you are provided with a lot of money, then how would you live your life?
  4. Do you believe in horoscopes?
  5. One food that makes you super happy whenever you eat that?
  6. If you are trapped in your own house for a month, then how would you survive?
  7. Who does love you the most with your parents?
  8. If you are offered a lot of money, then how differently would you live your life?
  9. If you can remember, what is the most amazing dream you have ever seen?
  10. Have you ever tried any illegal food or beverage?
  11. Would you rate your life 10/10?
  12. If you are asked to, then which negative point would you point in you?
  13. Suddenly, if Police raid your house and during frisking, they find some illegal objects in your pocket. What would be your reaction?
  14. Have you ever been pranked by anyone?
  15. Which is the one book that you found so interesting that you finished at one go?
  16. Who is the funniest one among your friends?
  17. What is the one thing you like the most about your best friend?
  18. If your partner ever lies to you, then would you forgive her?
  19. What is the coolest gadget you have?
  20. Have you ever experimented something cringy with your mobile phone?
  21. Is there anything you hate but have to use it every day?
  22. So, what is the one thing that separates you from many people?
  23. Have you ever predicted that a movie would flop after merely watching the trailer only, and it happened in reality?
  24. What is the specialty of your personality?
  25. Do you wear any signature clothing?
  26. Which is your favorite fragrance that you wear all the time?
  27. Is there anything unusual about you?
  28. How quickly can you befriend anyone?
  1. Which song is absolutely close to your body, mind, and soul?
  2. Do you love your name?
  3. If you go for a long drive, then whom would you want as your partner?
  4. What is the most brilliant idea you have heard of?
  5. If you ever become President for a day, what are the changes would you want to establish?
  6. Who is your favorite celebrity?
  7. If someone ever asks you, then would you change everything about you?
  8. If you are asked to capture your life in a photo frame, then what would be the caption of the photo?
  9. So, what is your favorite one-liner?
  10. Which movie according to you is the most underrated?
  11. If you rewind your life to 5 years back, and if you try to remember. Have you achieved everything that you dreamt of?
  12. Who bothers you so much that you almost try to avoid the person?
  13. What is the best song to dance?
  14. If a beautiful girl proposes to you, then what would be your answer to her?

Random Questions to Ask a Guy about Girls

  1. Which is the one thing you are an expert at?
  2. What do you do when you feel really upset?
  3. Has anyone ever deceived you?
  4. So, what is the most bad-ass thing you have ever said to anyone?
  5. Have you ever insulted anyone in such a way that sounded funny?
  6. If you ever write a book, then what would be its title?
  1. What was your favorite dish in childhood?
  2. Which phase of your life you still miss?
  3. Chicken or Egg – which one came first?
  4. If you ever want to replace any part of your body, then which part would it be?
  5. Name your favorite movie that is totally based on a famous book?
  6. How many times have you met your doppelganger?
  7. Are you doing the job that you always dreamt of?
  8. Last time, when did you laugh loudly?
  9. Do you love kids?
  10. Do you think that your life partner can become your role model?
  11. Which is the one thing you find very difficult but others can do very easily?
  12. What is the one thing necessary to lead a happy life?
  13. What is the bravest thing you have ever done?
  14. If your bride breathes bad on the day of your marriage, then would you kiss her?
  15. What is the one thing you hate about the education system?
  16. If you do something wrong, then do you say sorry easily?
  17. Who gave you the best compliment of your life?
  18. Is there any motivational quote that you follow?
  19. What is the food you love to eat during any celebration?
  20. Have you ever taken a meal in a famous restaurant without paying a single penny?
  21. So, what is the most unusual thing has happened to you today?

It is not so difficult to impress a guy if you can play the right chord. Well! The above 100 random questions to ask a guy would give you a proper guideline that can give you a hilarious D-day. And, of course! Do not forget that the right food adds a different dimension to any conversation. So, are you ready to enjoy the moments? We are sending all the charms and best wishes on your way.


  • Show him that you are extremely interested to know him.
  • Be honest with him. Do not fake anything.
  • Do not take unnecessary breaks in between questions.
  • Maintain a firm eye-contact with him to show your curiosity and confidence.
  • And lastly. do not forget to order some delicious dishes.

We love it when you ask for more! Be ready because we are gifting you some more questions like these…