64 Deep Questions Worth Asking for a Good Conversation

Deep conversations are always beautiful and intriguing; you get to know and share a lot about a topic. Sometimes a good conversation makes you travel a very different thoughtful journey with a person you never expected. Deep questions come with creative and deep answers, you might agree with some of them, and some might surprise you. We thought to make a list of some deep questions to ask and discuss with people around you-

Good Deep Questions to Ask from Crush

Are you trying to understand your crush? If you are done with random questions and want to ask some deep questions to know more about them, we got a couple of them in this article. Some time with deep conversations, you can discover a whole different side of your crush-

1. What kind of music do you prefer when you are working?
2. What kind of books do you prefer to read when you aren’t doing well, motivational or spiritual?
3. Do you like volunteering for social causes?
4. What do you find better: a long conversation or laying beside each other silently?
5. Do you prefer watching the same series on repeat when you are sad?
6. Do you prefer cuddles or forehead kisses?
7. What makes you feel proud of yourself?
8. What Does your ideal birthday celebration look like?
9. Do you ever notice details in someone’s actions and or reactions?
10. Do you ever imagine yourself in an unrealistic situation?
11. Do you judge others, based on what? 
12. What are your expectations from your future partner? 
13. What is the most important thing in life you learned from your parents? 
14. How would you describe me as your friend? 
15. When you don’t want to go out, what do you do at home?

Also read: Random Questions to Ask Him/Her [ULTIMATE LIST]

Deep Questions to Ask from a Guy

Men usually don’t express much or prefer deep conversations as they don’t want to share much. But if you ask them and want to understand them more, here are some good deep questions you can ask from a guy:

16. Who understands you better?
17. Do you like noticing and discussing the lyrics of a song?
18. Did you ever have a crush on your teacher?
19. Who was your first crush?
20. What makes you feel confident about yourself?
21. Did you ever have an emotional or thought-provoking conversation with your parents?
22. What is the most memorable celebration of your life?
23. How do you feel when you achieve something after a hard-working phase, I mean how do you react?
24. Do you remember the last time you cried?
25. A place that makes you feel safe and secure.
26. In your family who is the closest to you and how? 
27. Which movie or book really has a huge influence on your thinking? 
28. Is it a good idea to be friends with your ex or better to move on completely? 
29. Have you ever broken someone’s confidence? Did you apologize? 
30. Besides money, what are the most important things in your life?

Also read: Trending Instagram Reels Songs and Music

Beautiful Deep Questions to ask from a Girl

Girls love having a good conversation, no matter if you are talking on-call or simply texting. If you are patient enough to listen and discuss, they would love to share with you. If you are looking for some deep questions to ask from the girl, you can choose some questions from this list:

31. Who makes you feel most special in your family?
32. Who was your first celebrity crush?
33. Have you ever met someone and thought this is how I want to be in the next five years?
34. What is your take on feminism or several new policies made during elections for women?
35. Do you believe in telepathy or sixth sense?
36. What makes you feel insecure?
37. Is there any incident from your past that still triggers your emotions?
38. Do you get emotional while watching a film?
39. A lesson you learned and won’t forget.
40. How do you want to be remembered after death?
41. If these things won’t be in your life, would it be a lot better, What are those? 
42. What is the one thing that you wish you could change from our society? 
43. Is there any book that you recommend everyone to read at least once? 
44. Have you ever done something for someone without expecting or thinking anything? 
45. What makes you believe that our educational system needs a heavy change?

Also read: Interesting Games to Play Over Text with Crush

Questions to Ask from Friends

Whenever we meet our old friends, we laugh and share what is going on in our lives, our plans. But sometimes, we want to discuss more than our regular lives and amusing incidents, a good conversation with deep and thoughtful questions like therapy. So, here are some deep questions you can ask your friends.

46. A quality of me you think I am not aware of.
47. How do you spend your quality time?
48. What do you prefer, looks or intelligence?
49. What is the craziest thing you did?
50. What is the best thing you find about our friendship?
51. Did you ever feel betrayed?
52. A connection you wanted to keep for a time but couldn’t.
53. What motivates you to work on your plans?
54. A thing you want to change from your childhood.
55. What things can make you upset in a strong relationship?
56. How would you describe yourself to someone you just met?
57. What do you want to accomplish in the coming five years?
58. How our friendship will change after a decade?
59. According to you, what does everyone have to do to make it a great day?
60. What are the life principles that you live by? 
61. Are there any bad habits or things that you successfully get rid of? 
62. What is the best year in your life so far? 
63. Do you expect others to change or simply change your perspective? 
64. During your hard phase, who gives you hope, or how do you get out of it?

Also read: Trending Instagram “Ask Me Anything” Questions

Deep questions are like therapy sometimes especially for the people who don’t express much. These days we all are stuck with Instagram reels and posting deep philosophical stories and forget to ask deep questions with people around us.

So, let’s take out some time and ask the above questions from people you love to talk to.