Interesting questions to ask your crush

300+ Questions to Ask a Guy – The only list you’ll need

Getting to know someone is harder these days. Here are some questions that can help you learn a lot about who that guy you have a crush on.

You have a crush on this guy, classmate, friend or even a co-worker, whoever he may be – you probably want to know more about him. Getting to know someone is harder these days. Here are some questions that can help you learn a lot about who a person really is.

It is essential not to judge, so he answers your questions honestly. This opens the gateway to surely honest responses.

Get to know a guy with these 300+ Questions

  • Do you have any insane turn-ons?
  • Ever been to jail?
  • Ever been in a cop car?
  • What is the craziest thing you have done?
  • Is there anything you have done but would never tell anyone?
  • Deepest, darkest secret?
  • What do you feel most ashamed about from your past?
  • If you could murder someone would you?
  • What is your biggest regret?
  • Biggest lie you ever told?
  • What song makes you cry?
  • Who or what do you love more than anything in the world?
  • What do you remember most from your childhood?
  • Anything special in particular?
  • What’s the sweetest thing you’ve done for someone?
  • What would you do if you won the lottery
  • What do you find most attractive about a woman?
  • What’s the most ridiculous talent you have?
  • What is something everyone always gets wrong about you?
  • How do you relax after a stressful day?
  • Who is your role model?
  • Which celebrity would you want to meet the most?
  • What is something you’ve never been good at doing?
  • What is the one thing you always notice first about a woman?
  • What’s your favourite childhood memory?
  • What have you done that you’re most proud of?
  • What have you done that you’re really not proud of?
  • What’s the scariest thing you’ve ever done?
  • If you could be a pro at any sport, what would it be?
  • If you could marry one celebrity, who would it be?
  • Why is your best friend?
  • What do you think the best thing about being in a relationship is?
  • What’s your favourite animal?
  • What’s something on your bucket list you really want to do soon?
  • What’s something on your bucket list you think you’ll never actually do?
  • What’s the weirdest thing that’s ever happened to you on a date?
  • What do you always lie about on your resume?
  • Which show could you binge-watch more than once?
  • What’s your go-t0 flirting move?
  • What would be the worst thing that could happen for you on a first date?
  • If you could meet one dead celebrity, who would it be?
  • Who is your favourite person to follow on Instagram?

Here Are a few generic questions to ask a guy

  1. Which is the most boring show you ever attended?
  2. What is it that you can rewrite about your future given a chance?
  3. Which part of your body amazes you the most?
  4. Which of your personality do you love the most?
  5. Whom do you go for consolation and sometimes advice when you feeling down?
  6. If you were to choose one meal to eat for the rest of your life, which one could you choose?
  7. What is it that you are passionate about the most?
  8. Which one of the five senses do you think you least need and you cannot mind losing it in case you have to lose one of your senses?
  9. What do you think is the hardest decision you ever made?
  10. Which physical activity have you ever engaged in and you swear never to do it again since the experience was awful?
  11. What do you love the most about your current job?
  12. How many jobs have you done ever since you graduated from college?
  13. Which wild animal can you compare your character with?
  14. Which one question do you feel you have never got a contented answer on?
  15. Do you believe in reincarnation?
  16. Which three words do you think best describes who you are?
  17. Which country do you think is the coolest and you intend to visit very soon?
  18. What one thing do people misjudge you about the first time they see you?
  19. What attracts you to the opposite gender?
  20. What traits do you always look for in a lady?
  21. Which girl characters do you think are a turn-off to most guys?
  22. What do you think is the sweetest thing you ever did to a lady?
  23. What nickname do your buddies call you?
  24. How can you describe your home town in one word?
  25. Which is your favourite pub in town and why do you like it the most?
  26. What do you think makes an ideal date?
  27. What is your all-time wish?
  28. Which activates do you engage in during your free time?
  29. Whom do you think has ever given you the best complement that you will never forget?
  30. What is it you think is your talent?
  31. Do you know how to cook?
  32. Which was your favourite joint in college?
  33. How can you describe your close friends in six words?
  34. Which state in the United States do you feel has the highest level of racism and you do not wish to visit?
  35. Do you believe that Donald Trump will make America great again?
  36. Which one thing do you want to accomplish within the next 5 years?
  37. Can you kill the person you hate in life for five million dollars?
  38. Which one decision do you think changed your life for the better?
  39. What is your favourite genre of music?
  40. Do you have any regret in life?
  41. What motivates you in life?
  42. What do you think is your guilty pleasure? Junk food, snacks or drink?
  43. Which three fast food would you choose from when forced to eat fast foods for the rest of your life?
  44. Which fast food do have to crave on?
  45. Do you have any traits that you are not proud of?
  46. If given an opportunity to begin your life again, can you go back to your mother’s womb?
  47. What was your feeling when you lost your close family member?
  48. Have you ever cried over heartbreaks?
  49. Do you have a favourite social network profile?
  50. What do you do every time you are disappointed?
  51. Can you recall the last time you cried? What was it about?
  52. What thing about the future scares you the most?
  53. Do you love children? How many girls and boys do you wish to have?
  54. Have you formulated a hypothesis for your future family?
  55. Do you have one thing that you cannot live without?
  56. Who is that one person that brightens your life?
  57. What do you love about the Chinese?
  58. Which name of a country do you think is very funny?
  59. Do you have a favourite sentence, poetic line or quote?
  60. How many lovers have you had in life so far?
  61. Based on your last relationship, how can you describe love?
  62. How can you describe your first love?
  63. What one thing do you find consistent about the ladies you have dated so far?
  64. Do you have a favourite pop star?
  65. How many years do you think you are remaining with before you die?
  66. How many years from now do you want to settle?
  67. What attracted you the most to me?
  68. Do you have a favourite word?
  69. How much money do you think will quench your thirst for cash?
  70. Do you think gambling is the key to easy money?
  71. How often do you dream? What is it about?
  72. Which childhood toy do you still have and you always play with?
  73. Which billionaire do you admire the most?
  74. Who is your role model?
  75. What is your all-time joke?
  76. Would you donate your body for medical studies when you die?
  77. Which character about me do you think is the weirdest?
  78. Do you have a celebrity crush?+
  79. Can you remember the first time you had wet dreams?
  80. Between texting and phone call, which one do you prefer?
  81. Do you have a favourite movie site?
  82. What is the name of the biggest scammer you ever came across in life?
  83. Do you have any phobia?
  84. How many minutes do you think a perfect love-making session should last?
  85. Have you ever dated a pervert?
  86. Which is your favourite meeting station in town?
  87. Which co-curriculum activity were you a member in while in College?
  88. How old were you when you first went to watch a movie in a cinema?
  89. How long did your first relationship last?
  90. Do you think you can make a good team leader? Why?
  91. Describe a perfect man in five words?
  92. Which is your dream city that you wish to go on vacation?
  93. Which social media site do you visit often?
  94. How can you rate your achievement so far out of 100?
  95. Have you ever been admitted to the hospital?
  96. Which fast food do you love?
  97. Will you be free tomorrow?
  98. Have you ever ate crayfish?
  99. How can you describe your workplace boss in 2 words?
  100. What childish thing do you still enjoy?
  101. What have you done wrong for most of your life and only recently found out the right way to do it?
  102. Have you ever met anyone famous?
  103. Do you think you’re a competitive person?
  104. What’s your favourite restaurant?
  105. If you could learn one new skill right now, what would it be?
  106. Is there a song that always brings up old memories for you?
  107. If you had to pick one song to listen to on repeat, what would it be?
  108. What is something you think everyone should experience at least once in their life?
  109. What have you always imagined doing with a girlfriend that you’ve never done?
  110. Where do you think the most romantic vacation would be?
  111. If you could move to any other state, which would it be?
  112. If you could move to any other country, which would it be?
  113. Would you rather ski/snowboard or surf?
  114. What do you tell women about yourself to impress them?
  115. Who would be the worst celebrity to have dinner with?
  116. What small thing makes you angrier than it should?
  117. What flavour combination is kind of weird but you really like it?
  118. What is your most prized possession?
  119. What is one thing you never get bored of?
  120. Who’s your favourite comedian?
  121. What show do you love that people would be shocked about if they knew?
  122. What’s a secret thing about you only your girlfriend would know?
  123. If you had to pick, would you choose Instagram or Facebook?
  124. What’s something you know you’re judgmental about?
  125. What do you hate talking about at parties or gatherings?
  126. What ice cream flavour would you eat every day if you could?
  127. What is something illegal that you think should be legal?
  128. What is your favourite part of every day?
  129. Would you rather give up coffee or alcohol
  130. What’s the most romantic movie you can think of?
  131. What would be the best gift you could get from a girlfriend?
  132. What age has been your favourite so far?
  133. How old were you when you had your best birthday ever?
  134. Which celebrity was your very first crush?
  135. How old were you when you had your first kiss?
  136. How do you know when you really, really like a woman?
  137. What’s the most useful skill you’ve ever learned?
  138. What is something that happened to you that’s so ridiculous you wouldn’t have believed it if you weren’t there?
  139. What is one temptation you can never resist?
  140. What is your least favourite fashion trend right now?
  141. What’s your favourite store to shop at?
  142. What was the most historic thing you witnessed in person or took part in?
  143. What is one story you tell that always makes people laugh?
  144. What do you do every night before bed?
  145. Would you say you’re a night owl or a morning person?
  146. If you could travel back in time, which decade would you like to live in?
  147. What do you miss most from your childhood?
  148. Who’s your favourite fictional villain?
  149. Would you rather watch an action/adventure movie or a comedy?
  150. What’s your favourite holiday?

Interesting questions to ask your crush

  1. Which is that you cannot survive without?
  2. Have you ever hooked up with your crush?
  3. What comes to your mind each time you meet your crush?
  4. Which date and month do you cherish the most? Why?
  5. Do you have any likes and dislikes?
  6. Whom are you very close to?
  7. What is your definition of a close friend?
  8. Which is your favourite zodiac?
  9. Whom do you love talking to?
  10. Do you think you are an introvert or an extrovert?
  11. What things make you annoyed?
  12. What is your definition of happiness?
  13. What things make you feel crazy?
  14. What place do you visit most when you feel sad/lonely
  15. Between your Dad and mum, who are you so close to?
  16. Are you a member of any dating site?
  17. Do you have any idol people in your family?
  18. Do you feel like you ain’t getting enough support from your family?
  19. Who is your favourite sibling?
  20. Which of your siblings are you very close to?
  21. Which is your favourite colour?
  22. How many girls/boys have rejected your marriage proposal?
  23. McDonald’s or Kentucky Fried Chicken?
  24. What event changed your s*x life?
  25. What do you wish to forget but it has stuck in your mind?
  26. How many lies do you tell in a day? (average)
  27. When you went shopping, did you stare at any lady/man in the supermarket?
  28. How often do you take a bath in winter?
  29. What are you planning to do for your parent as a sign of appreciation?
  30. Whom do you wish to meet again?
  31. Did you cheat in your final exams?
  32. Do you feel like some of your dreams are unrealistic?
  33. How many times have you lied to me ever since we met?
  34. What is the most expensive gift you ever bought a friend?
  35. What image comes to mind every time you listen to your favourite song?
  36. What best thing are you planning for me?
  37. Which among your Ex do you think was the best kisser?
  38. Which song reminds you of your former lover?
  39. Do you still remember your first love favourite song?
  40. Do you remember what your first romantic date was like?
  41. Do you love wild romance?
  42. What makes you think you are romantic?
  43. What is your role in your Church?
  44. How sure are you that you will fulfil your dreams?
  45. Whose advice do you always take seriously?
  46. Have you ever contemplated committing suicide? If yes, what was the driving force?
  47. What things must you do on daily basis at all cost?
  48. What thinks do you wish to avoid but they prove to be next to impossible?
  49. Which dream job are you ready to sacrifice everything until you get it?
  50. When do you think you will be competent for your dream job?
  51. At what age do you think you will have fulfilled most of your dreams and you will see yourself as a successful man/lady?
  52. Which is the best moment in your life?
  53. Do you always expect favours from the person you have given a gift to?
  54. Whom do you think you cannot live without?
  55. Do you remember the day you were $exually assaulted?
  56. How many times have you travelled by air?
  57. Whose company have you enjoyed the most in your life?
  58. What can you do if given a chance to do anything with an opposite gender?
  59. Can you sleep with a stranger in the same house? Only the two of you?
  60. What could you ask from God if He gives you a chance to ask for anything?
  61. If given a chance to kiss someone you like, who will that be?
  62. Which is your magic word?
  63. Picture this. Your family wants you to marry a person you don’t like or they excommunicate you. What will you do?
  64. Can you marry someone you do not like just to please your family?
  65. What would you do if your parent tells you that they are not your real parents? What would you do?
  66. What would you do if you go out with your crush and he/she falls in love with another person?
  67. Can you sleep with your crush on the first date?
  68. What food does your boyfriend/ girlfriend like?
  69. Do you have strong feelings for your boyfriend/girlfriend?
  70. Which is your favourite hotel destination?
  71. Which pet do you like the most and you are ready to keep several?
  72. Which one do you prefer; Diamond or Gold?
  73. What are you addicted to?
  74. Have you ever had more than one lover at the same time?
  75. What did you do you buy with your first salary from your first job?
  76. When did you last saw your crush?
  77. Whom don’t you want to meet again?
  78. Are you a non-vegetarian or a vegetarian?
  79. What do you love most about kids?
  80. What gift would you buy your wife the moment she gives birth?
  81. Do you have any TV show that you cannot miss any episode?
  82. Which politician could you marry?
  83. Which movie do you think is the most boring ever?
  84. Which bird do you like the most?
  85. Would you accept me if I propose to you right now?
  86. What nickname do your parents call you?
  87. Which types of socks do you like?
  88. What nickname do you hate the most?
  89. What do you expect from your lover?
  90. Can I take you out today?