80 Insightful And Interesting Questions To Ask Your Boyfriend 

Dive deeper into your partner’s thoughts by asking these interesting questions and let the conversation unfurl…

Written by Anshita Singh

On Aug 17, 2023 – 13 minutes read

Questions to Ask Your Boyfriend

Whether you’re married to your partner or the ring of commitment has not enclosed you two yet, the adage “Conversation is the key” holds true for all kinds of relationships. Although the conversation might be naturally interesting and filled with curiosity at the start of a relationship, the deeper discussion slowly starts fading down the line. But in the long run, a relationship needs those difficult conversations or just interesting talks that keep you and your partner close. So, “what are questions to ask your boyfriend”? In this blog, we’ll explore all sorts of questions that you can ask your boyfriend.

From deep questions to flirty ones, this “Q&A Guide to Getting into Your Boyfriend’s Psych” is all you need to spark that important yet fun conversation with your boyfriend. So, let’s dive straight in:

Questions To Ask Your Boyfriend

Get your cups of coffee ready and let the conversation begin with these questions: 

Questions To Ask Your Boyfriend

Deep Questions To Ask Your Boyfriend

These are the questions that help you understand your boyfriend better. It’s like getting into the core of their value system. These questions might also help you strengthen the relationship with your boyfriend:

1️⃣What makes you happy?

A basic but important question, especially for the new couples. This will help you understand what brings joy and fulfillment to his life. You might also get to know about his values and goals by asking this question. 

2️⃣How do you identify politically?

This question can help you understand your boyfriend’s views on social and economic issues. This will also show your compatibility with him regarding some important social issues such as feminism and equality. 

3️⃣What is your love language?

Ah, the classic one. We all have different love languages. Basically, words of affirmation, quality time, physical touch, acts of service, and receiving gifts. Knowing your boyfriend’s love language can help you understand how your boyfriend likes to express and receive love. (1)

4️⃣Who was your role model growing up?

This one will help you dive into the childhood of your boyfriend and the influences that shaped his personality and character. It will also show the qualities that he admires and respects. 

5️⃣What is the biggest misconception people have about you?

This question will help you understand your boyfriend’s perception of himself and how he deals with the judgments of others. It will help you know his challenges and appreciate his unique traits. 

6️⃣What is the hardest decision you’ve ever had to make?

Asking about the hardest decision your boyfriend has faced will help you know the dilemmas and conflicts that he has faced. It will help you understand his values, morals, and priorities. 

7️⃣How important is religion or spirituality to you?

This question will help you understand your boyfriend’s perception of religion, his beliefs in faith, and the meaning of life. It can also show your compatibility with your partner when it comes to religious sentiments and spirituality. 

8️⃣What is something you’ve always wanted to try with your partner?

We all have had our fair share of imagining fake scenarios in the romantic realm. This question will help you dive into the boyfriend’s fantasies and desires in a relationship. This will also spice up the intimacy with your partner and give you new things to try with him. 

9️⃣How do you deal with stress and anger?

This is a rather important question you should ask your boyfriend. You need to know how your boyfriend copes with negative emotions and challenges in his life. It can also help you support him in tough times. 

🔟What are some of the things that make our relationship special?

This one might make you feel happy. This question will help you know what your boyfriend appreciates in your relationship. This will help you two strengthen the bond and celebrate your love for each other. 

Fun Questions To Ask Your Boyfriend

This is where the fun begins. The following set of questions is going to give you and your partner a jolly good time while getting into each other’s trail of thoughts. 

relationship Question

1️⃣Would you rather sing every other word you say or yell every other word? 

This “would you rather” question is gonna make your partner imagine how he would sound in both situations.

2️⃣ If you could swap bodies with anyone for a day, who would it be and why?

This one will let you deep diver into their fantasies, curiosity, and sense of humor. 

3️⃣What is the weirdest thing you’ve ever eaten? 

This might give you both humorous culinary stories to laugh about. 

4️⃣What is the most embarrassing thing that ever happened to you?

We all have embarrassing funny stories. Asking your partner about it might let you in on their not-so-perfect side. 

5️⃣If you had to give up one of your five senses, which one would it be and why? 

A rather weird question that will make your partner wonder about his most precious sense. 

6️⃣ If you won the lottery, what is the first thing you would buy? 

This one will help you find out if your boyfriend is modest or how wild he can go with his imagination. 

7️⃣If you could have any superpower, what would it be and why? 

We all have once earnestly wished for some kind of superpower and imagined what we would do with it. Know your partner’s wish for the same too. 

8️⃣What are three things that are on your bucket list? 

Ask your boyfriend this question and get to know what dreams and desires they would want to accomplish before dying. Share yours too and measure your compatibility meter. 

9️⃣ If you could have any animal as a pet, what would it be and why?

This is an interesting thing to know about your partner. 

🔟What is the best prank you’ve ever pulled or witnessed? 

This question will give you both interesting instances to giggle about. 

Juicy Questions To Ask Your Boyfriend

Aha! Things are going to go to the next level with these questions. Are you ready?

relationship question

1️⃣What is your guilty pleasure?

This question will let the conversation slide into an interesting one from the surface-level talks. 

2️⃣Do you sing in the shower?

Know if your boyfriend is a bathroom singer. If you both turn out to be bathroom singers, maybe you can have a singing session together in the shower. (Just an idea)

3️⃣What was the last thing you searched on Google?

A risky one, but oh so worth it. 

4️⃣What’s the craziest dare you’ve ever accepted during Truth or Dare?

An interesting question to unfurl funny stories. 

5️⃣What’s one fact no one else knows about you?

Hmmm…even I’m curious about the possible answers to this question.

6️⃣Do you believe in ghosts?

Get to know who is a more scaredy-cat, you or your partner. 

7️⃣What do you think your best attribute as a boyfriend is?

Let the guy give some credit to himself about the relationship. 

8️⃣Do you believe that every person has one soul mate?

The theory of soulmates is a topic with varied opinions. Know your boyfriend’s opinion on this topic. 

9️⃣If you started a podcast, what topic would it be on?

It’s like asking your boyfriend, “What turns you into a chatterbox?”

🔟 How would you react if you met your favorite celebrity in real life?

Get to know their “nerdy fan” side by asking this question. 

Cute Questions To Ask Your Boyfriend 

Get all cutesy by asking these sets of questions to your boyfriend. These are gonna make you both blush. 

Cute Questions To Ask Your Boyfriend 

1️⃣What was your first impression of me?

This will help you both relive those beautiful moments that started it all. This is also your chance of getting complimented by your boo. 

2️⃣What is your favorite memory of us?

Cherish the best moments of your relationship and remind each other why your relationship is special. 

3️⃣What’s a hobby you think we should try together?

This will help you know what are the things your partner will like to enjoy with you. 

4️⃣What are some things that I do that make you happy?

This will give him a chance to appreciate and be grateful for all those little and big things you do for them. 

5️⃣Would you prefer to cook for me?

Get to know if cooking is your partner’s language.

6️⃣Do you think we spend enough time together?

Haha, I can sense some boyfriends getting all sweaty. But this question is worth a discussion. 

7️⃣What’s your favorite love song?

And then put that song on and dance to the beats. 

8️⃣How do you like to be treated when you’re sick?

To reach “together in sickness and in health”, know what your partner wishes to be treated like when he’s sick.

9️⃣What’s the best gift you’ve ever received?

Give him a bombastic side-eye, if he doesn’t say “you”

🔟Can you think of two people in your life who have a relationship you look up to?

This will help you know your partner’s expectations in the relationship and how he idealizes a relationship. 

Romantic Questions To Ask Your Boyfriend

The heart of a romantic relationship…romance, duh! Bring the lovey-dovey vibe to the conversation with these romantic questions:

Romantic Questions To Ask Your Boyfriend

1️⃣What is the idea of “falling in love” according to you?

This will help you know about his perception of love and what love means to him.

2️⃣When did you know you were in love with me?

I mean you got to know when your boyfriend realized his feelings for you and what it made him feel. 

3️⃣How do you like to express love?

Some acts of love by your partner might go unnoticed by you. Know what are the things that he does to show you affection. 

4️⃣How do you want me to express love to you?

Get to know what are the needs and wants of your partner when it’s your turn to show affection. 

5️⃣What according to you is the best kind of date night?

Discover what kind of date your partner idealizes. 

6️⃣What’s your favorite date we’ve ever been on?

Get to know what is the best date that your partner cherishes. 

7️⃣Do you think we have healthy emotional intimacy?

Discover if you and your partner are on the same page when it comes to emotional intimacy as a couple

8️⃣Do you like being surprised by random gifts?

If his answer is yes, please make him a gift basket, bestie. 

9️⃣If you could plan a date for us anywhere in the world, where would we go and what would we do?

And then ask him to book the tickets. 

🔟Do I show up in your dreams?

You need to be on his mind 24/7 and that means in his dreams too. 

Spicy Questions To Ask Your Boyfriend

Let the conversation spice up and potentially lead you two to the bedroom with these questions:

1️⃣What is something that we never tried you wanna try together?

Don’t let things go dry in your relationship, let the heat go up by trying “something new” that you and your boyfriend would like to do.

2️⃣Do you like spicy texting?

A spicy text a day will make your relationship intimacy go a long way. Okay, not daily but ask your boyfriend if he would like to receive spicy texts. 

3️⃣Do you have any fetishes?

Of course, he does! Dig what it is. 

4️⃣What is your favorite sexy scene from a movie?

Then play that movie and Netflix and Chill, If you know what I mean. 

5️⃣What non-sexual act turns you on the most?

The possible answers to this question can be hilarious. 

6️⃣Do you wish we used more sex toys together?

I hope he says yes to this. Don’t you?

7️⃣What’s one public place where you would want to do it?

Get to know where your boyfriend would like to go wild.

8️⃣What’s the sexiest thing someone could say to you in bed?

And then say that in bed.

9️⃣What are your thoughts on foreplay?

If he says “Foreplay is not so important”, dump him.

🔟Do you like it when someone pulls your hair?

Hair pulling, back scratching…yeah, ask him how wild he wants to go. 

Serious Questions To Ask Your Boyfriend

If you want to get serious with your boyfriend, you might want to ask him some serious questions. See if you two are compatible by asking the following questions:

1️⃣Do you see yourself getting married someday?

If you’re serious about the relationship and want to get married. You need to know if your boyfriend is on the same page and wishes the same.

2️⃣What qualities do you expect from your future spouse?

This will help you know what your boyfriend is looking for in a marriage partner.

3️⃣Do you envision having kids in the future?

Again, you and your partner need to know each other’s views and desires on having kids and parenting.

4️⃣What kind of parents do you want to be?

Get to know what your boyfriend envisions about the way he would raise his children and what his parenting style is.

5️⃣How do you deal with anger?

This question will help you know how your boyfriend deals with his emotions and possibly, what triggers his anger. 

6️⃣How do you deal with conflicts?

Resolving conflicts is important in a relationship. Know how your partner resolves problems and disputes in his life.

7️⃣How do I make you feel when we hang out with your friends?

This question can help you know how your boyfriend perceives you in relation to his friends and what role you play in his social circle.

8️⃣How do I make you feel when we hang out with my friends?

 This question can help you know how your boyfriend feels about your friends and how much he supports and respects your friendship.

9️⃣Does something I do bother you?

This will help you know if your partner has any issues with any kind of behavior or habit. It will help you address any underlying concerns in the relationship. 

🔟Do you still keep in touch with your exes?

If he does. Run bestie! I mean, not really. Just know that his connection with his exes is not a concern to your relationship.

Flirty Questions To Ask Your Boyfriend

Dial up the romance a little by asking these steamy flirty questions to your boyfriend:

Flirty Questions To Ask Your Boyfriend

1️⃣What turns you on?

Keep a note and play the card at the right time. (Evil laugh)

2️⃣Do you like when girls make the first move?

Know if he likes to always lead or if he likes to get flattered once in a while. 

3️⃣Do you like when I wear perfume or cologne?

Who doesn’t? This question is just to bring his attention to your perfume. 

4️⃣What is your favorite thing about my body?

Discover what he drools the most about your body.

5️⃣Do you like cuddling?

If he’s not as cuddly as a Panda, he’s not the one. (Just my opinion)

6️⃣Before you got to know me, did you ever fantasize about me?

Know how long he has had his eyes on you. 

7️⃣What gives you butterflies?

Thigh rub or neck stroke? Oh! I bet it is brushing fingers through his hair. 

8️⃣What do you like most about me now?

Let him flatter the beauty that you are as the surroundings start heating up. 

9️⃣Will you dance with me right now?

Play some climax sensual music and let yourself in for a treat. 

🔟Is it hot in here or is it just you?

Yeah, that will do the job of getting laid. 

The Bottom Line 

All these questions pretty much cover every aspect of a relationship. Whether you’re out on the balcony discussing the serious stuff in the relationship or sitting on the cozy couch waiting for things to get spiced up, these questions will get you covered all the way. 

I just presented you with 80 questions you can ask your boyfriend, can you not write one comment? I would appreciate it, you know. Anyway, hope this guide helped you, see you in the next one.

  1. National Center for biotechnology information. (n.d). I love the way you love me: Responding to partner’s love language preferences boosts satisfaction in romantic heterosexual couples. [Online] Available at:

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Anshitha sigh

As a seasoned critic, a style icon, and a compassionate relationship advisor, Anshita has carved a distinctive niche in the world of entertainment and personal development.

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