Top 100 Deep And Personal Questions To Ask A Guy

One thing you would constantly find yourself doing as a girl in a relationship is asking questions. It's a means by which you get to know your guy better. At other times, it can also serve the purpose of bringing up a discussion. If care is not taken, because of the domineering nature of most guys, you'll find him doing most of the talking while you just look and listen. That is the reason it is always good to ask questions. But just what question do you ask? Well, that is precisely the intent of this article. Relax and if possible, unwind because in front of you lies one of the most personal, deep and even awkward 100 questions you can ever pose to your guy. You need to pay a close attention to him as he answers each of them. Without further ado, here are those questions!

1. How would you describe yourself in three sentences? This question is aimed at determining your guy's self-perception. You want to know how much value he places on himself. And again, you want to know if he has a high opinion of himself i.e if he is proud. 2. Tell me about your family. Of course, as your boyfriend, you already know one or two things about him but what he'll say here would add to the information you already have. 3. Who are you closer to between your two parents and why? 4. How do you think your friends and family would describe you? 5. What do you love doing most? 6. Have you ever cried in the public before? If yes, what made you do so? 7. Who do you take after in your family with respect to your character? 8. What TV program do you love watching most? 9. What genre of music do you listen to most? 10. Tell me how to cook your favorite food? This is a very important question he'll be happy to answer. You can even ask him to demonstrate it and he won't refuse you because he'll probably want you to keep cooking it for him. 11. What is the biggest lie you’ve ever told? 12. Can you accept back a friend that cheated on you? 13. What do you do during your leisure time? 14. What do you call a perfect weekend? 15. Can you resign from your place of work because of love? 16. What kind of book do you love reading? That is if he ever loves reading though. But if it does, it would be nice knowing what type of book he loves feasting on. 17. What sports activities do you like engaging in? 18. What is that bad habit you wish to stop doing? This question already assumes there's a bad side of him he may need to work on. And if he'll be honest, he would admit and point it out. No one is ever perfect and the fact that he has a weakness or even weaknesses does not make him less of a man. 19. Tell me your view about getting involved in politics. You want to know if he has a secret ambition to venture into politics in the nearest future or he's got not one iota of interest in political issues 20. What is your source of inspiration during your dark moments? Everyone surely has dark moments, moments of despair and fear. If such ever come and you find yourself in the position to comfort him, his response here would help you to know how best to do that.

21. What is the best moment you ever had in the past? 22. What hurts you anytime you remember that thing? This can be a deep question that might make him feel awkward. He may feel reluctant in answering but he will share his experience because he feels someone cares to ask. 23. What is the most embarrassing moment you’ve ever found yourself in? 24. Have you thought of the past and imagined doing something differently? 25. What is the worst thing you think you have done? 26. What are you ashamed of about yourself? 27. Do you have any secrets you wouldn’t want anyone to know? 28. Have you made enemies in the past? Why? 29. What is the best moment you had in your high school? 30. What was the worst thing you ever did to your teacher in high school? 31. What is the sweetest gift you have ever given to someone? 32. What is your worst memory with your family? 33. What did you do that eventually surprised you? 34. Have you ever loved or had a crush on someone before? 35. Which social media platform do you love chatting on most? 36. What is the sweetest and memorable gift you have ever been given? 37. What is the nasty experience you had with your friends you cannot forget? 38. What has been the most strenuous activity you’ve ever involved yourself in before? 39. Tell me about the compliment you have received for a job well done? 40. Have you judged someone wrongly before?

41. Do you love yourself? 42. What is that thing that always put a smile on your face? 43. What can you say about two partners in a relationship living far away from each other? 44. How have you been coping with failures? 45. Do you ever wish to be someone else? If he answers in the affirmative, then you know he doesn't like himself. 46. What are the qualities you want in a partner? 47. Tell me about the movie you love watching over and over again. 48. What is that thing that makes you get angry easily? 49. Tell me about your first date. Interestingly, most first dates are usually awkward with either the guy or girl acting funny. Your guy’s response may surprise you if he has ever had a date before. 50. Have you ever thought of dating an older woman? 51. Who do you see as the most significant and valuable person to you? 52. Tell me about your love story. 53. Have you ever cheated on any girl before? 54. Do you wish you were born as a woman? If the reply of any guy to this question is yes, make sure you demand reasons as well. You will marvel at those reasons. 55. What can you say about love? 56. Do you love sleeping with the light off or on? 57. Where would you be if you have been looked for everywhere? 58. What do you love seeing every day? 59. What do you dislike about yourself? 60. What are you passionate about?

61. How do you view the world? Full of Atheists, spirituals, conservatives or liberals? 62. What can you say about the issue of transgender? 63. What type of church will you attend apart from the one you are now and why? 64. Are you a religious person or a spiritual guy? 65. What is your view on “forgive and forget?” 66. Are you an introvert or an extrovert? 67. Have you ever lost a close person to you before? 68. What are your hobbies like? 69. If you are to choose a celebrity as your spouse, who will you choose? 70. What would you rather do, be together with your friends or be alone? 71. Have you been in a dangerous situation before? 72. What can you remember about your childhood experiences? 73. What type of drink do you take most? 74. Do you love traveling? 75. What can you say about dating your close friend? 76. Can you sacrifice your life for your partner? This is a deep question that requires close attention. The response of the guy will show how honest he is. Also with his reply, you will get to know how much love means to him. 77. What can you say about love at first sight and love at first meeting? 78. What would you choose between love and money? 79. What is your belief about heaven? 80. Have you compromised on something you never thought you could before?

81. What would you wish to be doing in the next 5 years? 82. How rich do you want to be in the future? 83. Would you rather work for someone else or have your own personal company in the next 10 years? 84. Do you prefer your children to be boys or girls? 85. What is your dream job? 86. Tell me about your view of philosophies of what life is about? 87. How will your home look like in future? 88. What do you think you will look like at age 70? 89. What is the target you ever wish to accomplish in future? 90. Where would you live the rest of your life immediately you are married? 91. How many children would you love to have? Good question that you must pay attention to while he's responding. This would give you an idea of his thinking and expectations should you both eventually get married. 92. What are you scared of about your future? 93. Do you love singing and dancing? 94. What are those factors you think makes a relationship to last? 95. What do you appreciate most from people? 96. What are the first three qualities you expect from a friend? 97. What type of clothes do you like putting on? Just in case one of these days you plan to get him a shirt or a complete dress. You'll get the idea of the kind of material he likes buying if he ever has such preference 98. What would you like your children to imitate you? 99. Would you love your wife to be a career woman? 100. How do you view sex, before marriage or after marriage? You want to know here the medium he considers sex good so you can know what to expect from him. If he says sex before marriage is good, you know what that means already - that he expects it from you in your relationship

And there you have the questions! Some are easy and straightforward for him to answer, some would obviously require your guy to think carefully before he responds. There are so many questions here that you couldn't exhaust them even in one year of your relationship. So, it's good you mark those ones you've already asked him. It'll be awkward making him feel you are trying to interview him and he may not want to open up if he should sense that. And what does that tell you? You would have to bring in those questions in the midst of your discussions and limit the number of questions you ask him a day to not more than four. Hope this helps in getting to know the heart of your guy better!