234 Deep Relationship Questions to Ask Your Boyfriend

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Did you know that it can take years to know a person fully? And your boyfriend is no exception to it.

Yes, I know; when you are getting to know your partner slowly at the beginning of your relationship, you enjoy the process a lot. And your love for him increases.

But you don’t want to be in a relationship for years only to discover that you and your boyfriend don’t share the same goals or don’t see the future in the same way, right?

For example, maybe you are open to relocating to a different country for work and want to continue your relationship long-distance. But your boyfriend is not okay with long-distance relationships.

Maybe you want to marry your boyfriend in the future, but your boyfriend doesn’t see his future with you.

This makes it important for you to ask your boyfriend deep questions so you can understand where your relationship is heading. After all, you don’t want to go through the pain of heartbreak, right?

I married the guy I dated since my school days, and still now, sometimes, I feel like I don’t know him. So, you know, the process of knowing a person completely is never-ending!

But still, when you have a long and honest conversation with your partner about serious things, you get at least some idea about your relationship and the kind of person you are dating.

Deep Questions to Ask Boyfriend

Deep Questions to Ask Boyfriend

So, what questions should you ask the love of your life?

Well, to help you with that, I have come up with a list of some deep questions to ask boyfriend. Go ahead, girl!

Also Read: How Well Do You Know Me? Questions

Serious Questions to Ask Your Boyfriend

Serious Questions to Ask Your Boyfriend

Start with these deep questions to ask your boyfriend and see what he says!

  • When we have an argument, what is the longest amount of time you have stayed angry with me?
  • What is your favorite thing about me?
  • What, according to you, is the best quality I have?
  • What is the one thing that has made you fall for me?
  • Have you ever thought of going away from me?
  • How do you feel when you hold me in your arms?
  • What is the best memory that you have of us?
  • How many times do you think about me in a day?
  • If you were blindfolded, could you tell if it were my hands just by touching it?
  • What do you want to do to me right now?
  • Have you ever wished I were with you when I’m away?
  • Is there anything that you get inspired by me?
  • Is there anything that you have learned from me?
  • If you were to describe me using three words, what words would you use?
  • Do you want me to move in with you?
  • When was the first time that you realized that you have fallen for me?
  • Do you want me to be in your life forever?
  • Do you see your future with me?
  • Do you think we are a good couple?
  • Do you think we are the right match for each other?
  • Do we complete each other? What do you think?
  • Will you be with me in the future if your family doesn’t approve of our relationship?
  • Do you want to take me to your home?
  • Do you want to introduce me to your parents anytime soon?
  • Do you take me as a part of your family, or do you think I have still not reached there?
  • What makes you happy when you think about me?
  • Is there any specific memory you have of us that makes you laugh whenever you think about it?
  • What is the silliest thing you have done in our relationship?
  • What is the craziest thing you have done in our relationship?
  • When, according to you, did I look the prettiest?
  • Do I make you happy?
  • Is there anything in me that you want to change?
  • Do you think I’m a good girlfriend?
  • How do you feel when you go out with me?
  • How do you feel when you notice other guys checking me out?
  • What would you do if you somehow get to know that your best friend has a crush on me?
  • Would you still be in a relationship with me if you get to know that your family doesn’t like me?
  • Would you still love me if you find out that I have done something horrible in the past?
  • What is the one thing that you have learned from our relationship?
  • Have I shaped your life in any way? If so, tell me in detail
  • What, according to you, is the worst trait I have?
  • Have you ever wanted to change me?
  • What are your thoughts about your future with me?
  • Do you want me to be a part of your future?
  • What, according to you, is the best thing about our relationship?
  • What, according to you, is the worst thing about our relationship?
  • What are your thoughts about kissing me in public?
  • What is the one thing I have done that impressed you the most?
  • Do you think we can make it to the future together?
  • What, according to you, is the best thing that I have ever done for you?
  • How did you feel when we first kissed?
  • Were you nervous when we kissed for the first time?
  • Do you think I will be a good mother?
  • What was your thought about me when we met for the first time?
  • Have you ever felt nervous when I’m around?
  • Is there anything that you want to know about me but never asked?
  • Have you ever thought of going on a vacation with me?
  • How do you feel when I nag?
  • Have you ever kissed me when I’m asleep?
  • Have you ever seen lingerie in a magazine and imagined me wearing it?
  • Do you like spending time with me?
  • When do you feel the happiest?
  • Am I cute?
  • What is your thought about me?
  • Have you ever imagined your life without me?
  • What is the one specific characteristic I have that you adore?
  • If you could change any one thing about me, would you change anything? If so, what would it be?
  • Do I have any characteristics that, according to you, are important in a relationship?
  • Were you attracted to me the first time you saw me?
  • Do you remember the date when we met for the first time?
  • Do you remember what I was wearing when we first met?
  • What do you remember most about the night we first met?
  • What about our relationship makes you think that we can survive the future together?
  • What is the one thing about our relationship that makes you happy?
  • When we first started dating, did you think that our relationship would last this long?
  • What qualities or traits of mine attracted you the most?
  • Did you think we could be a perfect couple when we first started dating?
  • Do you think if you introduce me to your family, they will like me?
  • What is the one similarity between us that you love?
  • What is the one difference between us that you think is for good?
  • Do you believe in destiny – now that we have met?
  • Do you think it is fate that has brought us close?
  • Do you believe that we were meant to be together?
  • What do you fear the most about our relationship?
  • Do you fear losing me?
  • If I give you just one word to describe our relationship, how would you describe it?
  • Does your heart beat faster when I’m close to you?
  • Would you like me to initiate things in our relationship?
  • What made you fall in love with me?
  • Do you think you were better alone, or you are better now that we are together?
  • If you could go back in the past and undo one relationship mistake, what would it be?
  • Are you scared about anything in our relationship?
  • Are you scared of us being apart?
  • What is the one thing that you love to do with me the most?
  • Which side of me attracts you the most?
  • What is the one thing that you want us to do together at least once?
  • Is there anything that you want to try with me?
  • Do you want to take me somewhere alone?
  • Have you ever dreamt of marrying me?
  • Have you ever wanted to see me in a white wedding dress?
  • How often do you want to get intimate with me?
  • How much do you trust me?
  • If someone comes to you and tells you something about me, will you believe that person?
  • What is your favorite place where you want to be with me?
  • Is there any specific place where you want to get close to me?
  • Does my presence excite you?
  • What do you want to do to me when there is no one around – only you and I?
  • Do you get excited when I send you selfies?
  • Do you want me to send you nudes?
  • What do you do after you see my nudes?
  • What do you feel when you see me in sexy dresses?
  • What is the first thought that comes to your mind when you see me in bodycon dresses?
  • Does it affect you when you see me talking to my guy friends?
  • Do you get jealous seeing me talking to other guys?
  • What kind of boyfriend would you like to call yourself – a possessive one, a romantic one, or a cool one?
  • What do you do when you miss me in the middle of the night?
  • Do you miss me when I’m not with you?
  • Do you wish that we were always together?
  • If I need to go to a different country for my career, would you prefer to go our separate ways? Or, would you choose to continue our relationship long-distance?
  • If there is a misunderstanding between the two of us, how would you like to solve it?
  • Where do you like to kiss me the most?
  • Do you like PDA?
  • What if I do some PDA? Would you like it or not?
  • Would you rather cuddle with me all night and watch movies or make love and go to sleep?
  • Do I remind you of someone?
  • Do you think I’m sweet or I’m sexy?
  • Which of my body parts do you like the most?
  • Is that anything that is lacking in our relationship?
  • Do you think I’ll be a good wife?
  • What kind of a mother will I be, according to you?
  • Is there anything that you are really scared and nervous to ask me but you are dying to know the answer?
  • Do you think your parents will be happy to meet me?
  • Do you think your parents will accept me as their daughter-in-law?
  • Do you like my cooking?
  • Do you want to spend the rest of your life with me?
  • Do you think I’m intelligent?
  • What are you attracted to the most: my beauty or my intelligence?
  • Do you like the fact that I’m ambitious?
  • Is there something in me that I hate but you love?
  • What, according to you, has been the funniest moment of our relationship?
  • What is the one moment in our relationship that you want to relive again and again?
  • Do you want to meet my parents anytime soon?
  • Do you think I’m a possessive girlfriend?
  • Do you think I have been vulnerable all along in our relationship?
  • If our relationship ended because of some reason, what do you think you would miss the most about it?
  • Would you miss me if I’m out of town for a week?
  • What is the one moment in our relationship when you were the most vulnerable?
  • Would you like to have kids in the future?
  • What are your thoughts on having a family of yours in the future?
  • Is there any secret about you that you want to tell me but never found the right opportunity?
  • Do you want to tell me something about your family?
  • How do you like to show your affection the most?
  • Do you want to tell everyone that we are in a relationship, or do you want to keep it a secret?
  • What do you think I find the most attractive in you?
  • If I would allow you to date other girls, would you do it?
  • What is the one thing that I do that you find adorable?
  • What makes me sexy in your eyes?
  • Do you think I’m a good person? What makes you think so?
  • Can you look at me for hours?
  • How do you like to react when I show affection?
  • What makes you think we are the best for each other?
  • What, according to you, is the biggest strength in our relationship?
  • What, according to you, is the weakest thing in our relationship?
  • Do you think our relationship is different from every other relationship? What makes you think so?
  • What, according to you, is that one thing that makes our relationship unique?
  • What, according to you, in our relationship works really well together?
  • How do we balance our strengths and flaws?
  • What do you want to say about my flaws?
  • What, according to you, is my biggest flaw?
  • What is that one thing about life that you always want to be the same and never change, even for me?
  • Is there anything that I do that makes you feel good, and you secretly wish I did more?
  • What is that one thing about us that is still the same as the time we started our relationship?
  • Do you think we understand each other well?
  • Do you think we trust each other a lot?
  • Do you think we can survive the test of time?
  • Do you think we will always be there for each other as we are today?
  • Do you think we will always care for each other the same way as we do now?
  • Does my presence make you feel better?
  • Do you like the way we gel with each other so well?
  • Do you think we will always be happy in each other’s arms like we feel today?
  • Do you think we both have changed a lot since the time we started dating each other?
  • What is the one thing that you love the most about our relationship?
  • Have you ever taken me for granted?
  • What is my place in your life?
  • Where do you want to see me in the future?
  • Do you love me for what I am?
  • How much do you think you love me?
  • What does our relationship mean to you?
  • What do you mean by love?
  • Do you want to see me by your side when we grow old?
  • If you ever get a chance, would you write a poem about me?
  • What is the one thing you dislike about me?
  • What is my name on your phone?
  • If I feel scared for some reason, would you hold me?
  • What is your favorite dress of mine?
  • What crazy dreams do you have about me?
  • When I say “I love you,” how do you feel?
  • How did you feel when I said I love you for the first time?
  • How were you feeling before confessing your feelings to me?
  • Do you, by any chance, think that we are made for each other or soulmates?
  • How would you like to describe our first kiss?
  • Would you shout my name and let the world know that you love me?
  • When you woke up beside me today morning, what was the first thought that came to your mind?
  • Is there any specific song that reminds you of us when I’m not with you?
  • How do you feel when I’m in your arms?
  • Do you like romancing me?
  • Would you take care of me when I’m unwell?
  • Would you carry me if we go on a trek and I cannot walk anymore?
  • How do you feel when we hold each other’s hands and walk closely?
  • When you looked at me for the first time, what was it that you noticed first?
  • What is your favorite part about dating me?
  • Have you ever wanted to kiss me under the mistletoe?
  • How do you want to spend your Christmas with me?
  • Have you made any sacrifices for our relationship? If so, what is it?
  • What would you do if you ever noticed me talking to my colleagues? Would you feel jealous?
  • How do you feel when I take your leave?
  • Wouldn’t it be great if we could stay like this forever?
  • Do you want to come to my house?
  • According to you, how mature am I? If you were to rate me in this regard, what would you give me on a scale of one to ten?
  • Do you think you have found “the one” for you?
  • How much would you rate our relationship on a scale of one to ten?
  • Is there any specific place where you want to be close to me?
  • What is the kinkiest dream that you have ever had of me?
  • What were we doing in your kinkiest dream?
  • Do you think we spend enough time with each other?
  • Is there anything I can do to make our relationship happier?
  • Do you think we support each other?
  • Do you think we are making an impact in each other’s life in a positive way?
  • Do you think we are picking up each other’s bad habits?
  • Have I done anything embarrassing?
  • Do you butterflies when I send you flirty texts?

Conclusion

Once you know the answers to all these questions, you will have a better understanding of your relationship.

Do you want to add some more deep questions to ask boyfriend to this list?

Let me know in the comments!

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