44 Deep Questions to Ask if You Really Want to Get To Know Someone!

44 Deep Questions to Ask if You Really Want to Get To Know Someone!

Getting to know someone on a more personal level can be a tricky task. Not everyone wants to open up and getting certain people to talk will be more difficult than others.

Therefore, to really get to know someone, it is very important to ask the right questions to not only get someone to open up but get them to answer honestly.

While answering these kinds of questions might be uncomfortable, it’s possible to ask them in a way so you don’t make the person shut down and emotionally withdraw.

As mentioned above, the most important thing is that you elicit a completely honest response.

MORE: 50 Great Questions To Ask A Guy

Asking these questions can bring out some serious emotions so ask wisely. If you’re looking for some easy going banter these questions may not be the right ones to ask! After asking these questions you should know each other on much deeper, more profound level.

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Click here to take our quick (and shockingly accurate) “Is He Losing Interest” Quiz right now and find out if he’s really losing interest in you…

Here are some topics I came up with that should really help in elevating your conversation and get you to know someone much better!

1. How many times have you felt so hopeless you wanted to give up on life?

2. Have you ever had any serious trouble with the law?

3. Have you or anyone you’ve known struggled with an addiction to substance?

4. What’s your biggest fear in life?

5. What’s your biggest regret?

6. What’s the most important thing that happened to you in your childhood?

7. Have you ever hated someone or something?

MORE: Deep Questions To Ask A Guy (To Reach His Heart)

8. Do you think one day technology will be so advanced we may live forever?

9. Do you think humans will ever know the real reason behind existence?

10. Do you think be conscious is a blessing or a curse?

11. Do you believe in extraterrestrial life?

12. What do you think finding life other than ours in the universe will do to change our society?

13. In the future could you ever see an Orwellian universe controlled under a new world order being played out?

14. Do you think one day the earth will reach its maximum population causing the destruction of humanity?

MORE: 40 Personal Questions to Ask A Guy

15. Would you ever feel justified in killing someone?

16. Have you ever felt so passionately about something you would die for it?

17. Have you ever almost died before?

18. Have you ever had a close family member or a friend pass away?

19. How long do you think you’ll be remembered after your death?

20. Do you believe in life after death?

21. Do you believe good people will be ultimately rewarded for their charity and sacrifices?

MORE: Random Questions To Ask A Guy

22. Do you believe in any sort of god?

23. Are you religious?

24. In what ways do you measure the value of your life?

25. Do you think that some life has more value than others?

26. What is your final goal in life?

27. What do you think the point of life is?

28. Do you take anything for granted?

MORE: 225+ Amazing Questions to Ask a Guy: The Ultimate List

29. If you created a miracle cure would you sell it and become a billionaire or give to people for free?

30. Do you believe that true evil exists?

31. Do you believe in fate or destiny?

32. On the whole, do you find life to be fair?

33. How important do you think our lives are when we know we are such a miniscule component of the entire known universe?

34. If you had one day left to live what would you do?

35. Are you afraid of a possible forthcoming apocalypse or world war three happening in your lifetime?

MORE: 20 Questions to Ask a Guy You Like to Get Closer

36. Do you think it’s possible we are living in a virtual world like the one Elon Musk believes?

37. Have you ever felt totally alone?

38. What’s the saddest moment of your life?

39. Why are some people perfect for each other, and why are some people so toxic for each other?

40. Would you take care of your parents when you get older or would you send them to an old folks’ home?

41. Is poverty something that is innate within society or can it be solved?

42. What is the purpose of pain?

MORE: 36 Deep Questions to Ask Your Significant Other So You Can Truly Know Them

43. What is the most unnerving thing to you going on in the world today?

44. Have you ever been depressed?

Just remember to take it slow, and tread softly. It’s amazing to have someone you can totally trust and be candid with, so getting used to answering questions like these comfortably can be a major benefit to any relationship.

Being judgmental is the worst possible thing you can be! Even if some answers surprise you or sound ridiculous, which they may, just remember to stay cool. We don’t want to make the other person get defensive or feel like they are being questioned in a negative way.

Being a great listener is imperative as well. We are only comfortable opening up when we feel the other person is genuinely listening to us and giving us cohesive answers that show they understood exactly what we said. We are all humans and we are all different and all make mistakes. No one is perfect!

MORE: 100 Good, Personal & Deep Questions to Ask Your Best Friend

Just remember. Be sure to let the conversations flow naturally, be honest, pay attention, and make it a safe environment. Deep questions can only strengthen your connection and are something that must be incorporated into any serious relationship!

After these questions you’ll have a much clearer picture of the person you are talking to.

There are 2 big turning points every woman experiences in her relationships with men and they determine if you end up in a happy relationship or if it all ends in heartbreak.

So pay attention because the next step to take is vitally important. At some point he’s going to ask himself if you are the woman he wants to commit himself to for the long term…

Do you know how men determine if a woman is girlfriend material (the type of woman he commits himself to) or if he sees you as just a fling? If not, you need to read this next: The #1 Thing Men Desire In A Woman…

And the second big problem many women face: Do you feel he might be losing interest, going cold emotionally or pulling away? If so, then you need to read this right now or risk losing him forever: If He’s Pulling Away, Do This…

Want to find out if he’s really losing interest? Click here to take our quick (and shockingly accurate) “Is He Losing Interest” Quiz right now and find out if he’s really losing interest in you…

Take The Quiz: Is He Losing Interest?

30 comments… add one
  • oprah July 11, 2018, 7:17 pm

    i’ve been waiting for this my whole life! thanks for posting this! i will absolutely keep this in mind.

  • mary ann July 10, 2018, 7:46 pm

    deep conversations give us perspective. i love asking deep questions because it allows me to understand people. it is one way to form a connection that i can’t achieve from a lighthearted talk.

  • mia July 9, 2018, 7:28 pm

    developing a deeper understanding with someone that you just met without getting too personal is very tricky. you have to think of good questions to ask for you to determine who your friends are and also your soulmate.

  • harper July 7, 2018, 8:21 pm

    i want to deepen our relationship but i don’t know how..it is not easy. i should try asking him these questions.

  • naomi July 5, 2018, 9:48 pm

    you are really an expert in giving tips to have a happy and lasting relationship! keep up the great work!

  • sandra July 4, 2018, 6:16 pm

    like what this post says, no one is perfect. i hate the feeling of being judged especially by someone you love. that happened to me once and i can say that it was one of my painful experience.

  • julia July 3, 2018, 7:05 pm

    this is the only list i’ll need! complete and very detailed. i can’t believe getting to know someone on a deeper level can be simple just by asking these questions.

  • allyson July 2, 2018, 7:58 pm

    i fell in love with these questions! they are perfect! i just need to learn more on how to approach these questions. thanks!

  • zsa zsa June 29, 2018, 7:36 pm

    i love this! i tried it out and it worked! i told my friend about this and they hope it will work for them too.

  • hillary June 29, 2018, 2:32 am

    these are fantastic! i was looking for deep questions i could ask my partner and this article is the first i came across. i will definitely use them!

  • sarah June 27, 2018, 8:01 pm

    yes, we should not be judgemental and also we should know the right questions to ask, so we can discover what our partner really needs and wants from us.

  • selma June 26, 2018, 7:55 pm

    i found this article very helpful. i want to develop a deeper and more meaningful relationship with my man and what i’ve learned from this post could really help me.

  • luna June 25, 2018, 8:25 pm

    i really want to discover things that my partner and i have in common. i am confident that these deep questions can help me with that. i am glad you shared this.

  • dolores June 22, 2018, 5:47 pm

    these are some intense questions i could ask my love! i could ask myself some of these questions too!

  • isla June 21, 2018, 7:33 pm

    these questions will definitely tell mo more about my partner and not only that, it will also start a deep and very meaningful conversation.

  • belinda June 20, 2018, 5:50 pm

    take it slow, and tread softly – i will remember this. thank you so much for the wonderful tips. your article is really helpful.

  • ashlyn June 19, 2018, 6:02 pm

    well, these are nice questions but good luck if you can get an honest response from guys. i mean not all will answer truthfully.

  • jennifer June 18, 2018, 5:40 pm

    Would you ever feel justified in killing someone? – i probably wouldn’t want to ask this question to someone i just met….

  • betty June 15, 2018, 8:17 pm

    i have a friend that i really want to know on a deeper level. i could use some of these questions. all your articles are really a great help.

  • tisha June 14, 2018, 9:04 pm

    good questions! This type of question will surely bring out strong emotions. it is very important to ask them wisely.

  • olivia June 13, 2018, 4:52 pm

    thank you so much for this amazing article! getting to know someone on a more personal level is no longer a tricky task!

  • alisa June 12, 2018, 6:34 pm

    it is good to have questions like these that you can ask your guy to get to know him on a deeper level. i will definitely save this list.

  • blance June 11, 2018, 5:05 pm

    great questions!if you like someone and you want to get a glimpse into who that person is and what it is he enjoy to do, these questions can help.

  • ashley June 8, 2018, 5:36 pm

    even if you ask your guy some of these wonderful questions but you are not genuinely listening to his answers, then he will not open up to you. just saying.

  • rhonda June 7, 2018, 4:58 pm

    my guy hates being asked questions. he said he feels being interrogated. i want to know him deeply and i should think of better ways to be able to do it.

  • carol June 6, 2018, 5:18 pm

    trust me,, these questions can help make your relationship with your guy go to the next level. knowing him deeply is the key if you want a real relationship.

  • barbara June 5, 2018, 7:13 pm

    thanks for sharing a very informative post like this. it is very interesting! will let my friends know about this excellent website.

  • mary June 4, 2018, 7:45 pm

    i am very happy i found this article. i’ve been wanting to know my guy deeply and i don’t know what to ask him. these deep questions are perfect. now, i feel confident to get to know him better.

  • aurora June 2, 2018, 3:31 am

    getting to know someone is really hard especially if you don’t have any idea on what to ask them. you must be prepared with good questions like these so you can get people to open up to you.

  • dora May 31, 2018, 4:52 pm

    great article! it will never be hard to get to know someone on a personal level with these questions. thanks for sharing!

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