63 Best Deep Questions To Ask Your Boyfriend - Just Jamila (2024)

Dating, Relationship advice ·

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This post is all about deep questions to ask your boyfriend.

63 Best Deep Questions To Ask Your Boyfriend - Just Jamila (1)

According to the Independent News, “single people rate meaningful conversation as the most important factor when looking for a relationship”

That’s right! We all long for deep and meaningful conversations with another human being. At the end of the day, aren’t we all just looking for someone to talk about the moons and the stars with?

One of my personal favorite things about going on dates in my college years was the opportunity to really get to know someone. Of course, I don’t surprise my dates with deep questions right away. But it’s something that I like to eventually ask later on. So here are 63 deep questions to ask your boyfriend to get to know him more!

Related Post: Is Dating In College Worth It? Everything You Need To Know

Deep Questions To Ask Your Boyfriend: Romantic

  1. If you could describe me in only one word, what would it be?
  2. When are you the happiest with me?
  3. What was the first thing that you noticed about me that made you feel attracted?
  4. When did you first find out that I liked you?
  5. Is there a song that you think of when you think about me?
  6. If you could travel anywhere in the world with me with no monetary restrictions, where would we go?
  7. What is the best compliment you have ever received from me?
  8. When did you decide you wanted us to be officially together?
  9. If I were to make you breakfast in bed, what would you want it to be?
  10. What is your favorite thing about us as a couple?
  11. How would you describe the feeling of being in a relationship with me?
  12. What is your favorite thing that I do for you?
  13. When did you realize you’re falling in love with me?
  14. What is the weirdest thing you want to do with me?
  15. What is your idea of a perfect date?

Get To Know His Past

  1. If you can change anything about the way you were raised, what would it be?
  2. Have you ever done something that you deeply regret?
  3. What has been the biggest change you ever made that made you proud of yourself?
  4. Have you ever had your heart broken?
  5. Is there a book or movie that completely changed your life?
  6. Have you ever emotionally hurt someone before? What did you do?
  7. Who do you think influenced you the most throughout your childhood?
  8. What is your happiest memory?
  9. Were you close to your family when growing up?
  10. Have you ever cried tears of joy?
  11. What was the most painful experience you ever had to go through?
  12. How did your parents meet?
  13. How have you changed the most since you were younger?
  14. What was your childhood dream, and have they changed?
  15. Have you ever lost a friend? If so, what happened?
  16. What were some lessons in life that you had to learn the hard way?

Related Post: 99 Dirty Questions To Ask A Guy

63 Best Deep Questions To Ask Your Boyfriend - Just Jamila (2)

Deep & Spiritual Questions

  1. What do you think happens after death, if anything?
  2. Do you think we have the power to control our own destinies?
  3. Where does true happiness come from? And how would you describe it?
  4. Do you think we have a purpose in life?
  5. What do you think was there before the universe came into existence?
  6. If you could be anywhere other than where you are right now, where would you be and what would you be doing?
  7. Do you believe in a higher power?
  8. What do you think the meaning of life is?
  9. Is the meaning of life the same across all species?
  10. Why are we on this Planet Earth?
  11. Do you believe in the concept of parallel universes?
  12. If you could teach the entire world one concept, what would it be?
  13. Do you think we truly have free will? Or is it all an illusion?
  14. How do you really “know” anything for sure?
  15. What would you change about your current life situation if you knew you’d never die?
  16. How would you know if you have lived a good life?

Deep Relationship Questions To Ask Your Boyfriend

  1. What are your biggest fears about relationships?
  2. What is your definition of intimacy?
  3. Do you believe in true love or love at first sight?
  4. What do you look for in a life partner?
  5. What is the most important thing in a relationship?
  6. Do you think fights and jealousy are healthy components of a romantic relationship? Or do you think it should be avoided?
  7. How long did you think our relationship was going to last when we first started dating?
  8. What is one major difference between us that you really love?
  9. What do I mean to you?
  10. If you could only use one word to describe this relationship, what would it be?
  11. What is one question that you’ve been hesitant to ask me because you’re scared to know the answer?
  12. If we only have one more night together, how would you want us to spend this time?
  13. When do you think is the “right time” to say I love you?
  14. What is a mistake you’ve made in a relationship in the past that you don’t want to repeat?
  15. How can you tell you’re really comfortable with someone?
  16. What do you think is your best attribute as a boyfriend?

Ask Away!

I hope these “63 deep questions to ask your boyfriend” was helpful to you! If you have a romantic date with him coming up, don’t forget to pull out a few of these questions to really get the conversation going. And most importantly, get to know him on a much deeper level!

These questions will for definitely help bring your relationship to a whole nother level. And I’m so excited for you!! Have fun!

xoxo

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63 Best Deep Questions To Ask Your Boyfriend - Just Jamila (2024)

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