photography of couple holding hands

31 Deep Questions to Ask Your Girlfriend

At the beginning of any relationship, the conversation always seems to be flowing naturally. As the two of you are trying to get to know one another, there are questions to ask your girlfriend that will help strengthen your bond.

However, as time goes by, it is natural to run out of things to talk about. Being in each other’s company in silence might be a wonderful thing, but not always.

You want to keep the conversation and spark alive by being actively involved in each other’s lives.

Wanting to know every little detail and each aspect of your girlfriend’s life is a good way to enhance your bond and make the relationship strong.

So, if you’re not sure what deep questions to ask your girlfriend so that you can become even closer, keep reading the article to find out the answer.

Table of Contents

How to Have an Engaging Conversation with deep Questions to Ask Your Girlfriend?

unrecognizable couple holding hands at sunset
Photo by Trung Nguyen on

Before we get to the juicy and exciting questions to ask your girlfriend, let us help you set the mood.

You can choose to have the conversation over the phone, via video chat, or in person. Our suggestion is that you do this in person as it will be much more effective and fruitful.

As you decide to sit down and look at the deep questions to ask your girlfriend in order to have a meaningful conversation with her, keep these tips in mind.

  • To keep the conversation flowing, ask open-ended questions.
  • Begin by sharing something personal about yourself to make her feel comfortable.
  • Do not judge her opinions, thoughts, or words as she is being open and honest with you about herself and her life.
  • Open up a bottle of wine and set the mood so it doesn’t feel like you’re interrogating her.
  • If you want to ask for more details about a particular topic, ask follow-up questions.
  • Make eye contact so that she knows you’re genuinely interested in listening to what she has to say.

20 deep Questions to Ask Your Girlfriend.

Deep Questions to ask your girlfriend

How does someone feel closer and connected with their partner? It’s simple. By asking deep questions that will make them open up to you.

The best way to get to know someone on a personal level is through questions that don’t end with a “yes” or a “no”.

In this article, we have put together some amazing questions to ask your girlfriend. These will definitely come in handy when the conversation is lagging.

1. Do you make decisions with your heart or brain?

In order to know someone deeply, it is important to learn what kind of a person they truly are.

Depending on which decisions need to be made, she might listen to her head or follow her heart. This vital piece of information will give you an insight on how her decision-making process is.

2. How would you describe what kind of person you are?

From childhood till adulthood, our experiences with life and all of its ups and downs shape our personalities.

The way we view the world, the decisions we make, our thoughts, dreams, opinions, and choices, all make up what kind of person we are.

Being able to gauge who she is and what kind of a person she is, is one of the most essential questions to ask your girlfriend.

And the answer you receive will help you figure out if she’s a kind, compassionate, fierce, strong, independent, gullible, mature, or smart person.

3. Are you closer to your mom or dad?

We’ve all heard that parents have a favorite child, but does the same apply to the kids as well? Do kids have a favorite parent whom they like to share things with and seek advice when needed?

Perhaps your girlfriend is closer to her mother or father, and likes to confide in them, share their life’s big or small moments, and spend quality time with them. Wouldn’t it be a good thing to know this information beforehand?

4. What is your favorite childhood memory?

Growing up, we all have seen happy, sad, and unforgettable moments in our lives. It’s obvious that you want to know more about your girlfriend’s past.

Which is why, wanting to know about the most treasured childhood memory is so special. It not only gives you a peek into her younger days, but it will also make you a small part of it, even now.

5. Have you ever lived with any of your ex-boyfriends before?

Chances are you may not be her first boyfriend. As your relationship grows stronger, wanting to know about her past relationships and how serious they were is important for you.

So, in order to figure out how “serious” those relationships truly were, it is natural that you want to know if she’s lived with any of her ex-boyfriends before or not.

6. Do you have any fantasies?

Having fantasies is a healthy and natural thing, and is quite common for individuals with overactive imaginations.

Whether they are kinky, dark, fairy tale kind, superhero fiction, magical or sci-fi fantasy it may be, we all have thought about it.

So, share the most intimate of details as the possibilities are endless. You can really spice things up in the bedroom and your relationship.

7. What is your dream job?

Since childhood, we have an idea of who we want to be when we’re adults. Similarly, your girlfriend too might have thought of some professions too.

Now that you’re both adults and navigating life through work, school, and other responsibilities, she might have an idea of what her dream job is. Find out what it is and maybe, you can motivate her in achieving that goal.

8. If you had a choice, where would you like to travel to?

Most of us are fond of traveling as it takes us out of our comfort zone and helps us explore and see new surroundings. It gives us the opportunities to experience different cultures, be adventurous, and meet new people.

By asking your girlfriend this question, you are figuring out more details about her personality and her love for embracing new challenges and adventures.

9. What are the things that make you mad?

We all have trigger points and there is only so much we can handle. Your girlfriend too has certain limitations after which her threshold is shaken.

The reason this is one of the more important questions to ask your girlfriend is because it will help you steer clear of such incidents in the future. Making sure you’re not constantly pushing her limits, even unintentionally, is a sign of a considerate boyfriend.

10. Do you have any regrets in life?

From time to time, everyone has one or more regrets in life. It is natural to feel this way and to hope that things would’ve been different in certain situations.

By sharing her regrets with you, she is letting you in and giving you a glimpse of a slightly vulnerable person. However, this doesn’t mean she’s weak.

On the contrary, when we disclose our feeble thoughts, we are in fact stronger on the inside to show such vulnerability.

11. Have you ever been convicted of a felony?

This is a heavy question, but an essential one. Many people like to hide the bad phases of their lives from the world. However, knowing this information is crucial as it can either make or break your relationship.

There is nothing wrong with having a past and making mistakes we wished we had avoided.

But being open and honest about our misdoings is a true testament to our character. So, whether or not your girlfriend has been convicted of a felony, what you do with this information to strengthen your relationship is key.

12. Are you a democrat or a republican?

Many relationships have been on rocky grounds over this question. People take politics very seriously as it has the power to shift opinions, beliefs, and actions one way or another.

When you’re asking integral questions to your girlfriend, you might want to touch up on this topic as it showcases what her mindset is and how she views the world around her.

13. What are your thoughts/opinions on LGBTQ+ rights?

This is another very significant topic of discussion for couples. Depending on where you stand on the issues, you should be aware of how your girlfriend views it as well.

As people across the globe are becoming more and more woke, it is necessary to be aware of each other’s views, thoughts, and opinions on LGBTQ+ community, rights, and awareness.

14. Have you ever been in therapy?

Just like good physical health, sound mental health is essential as it affects every aspect of our lives.

From an emotional, psychological, and social standpoint, our current state of mental health impacts the way we think, feel, act, respond, speak, or not speak.

If your girlfriend has ever been at a low stage in her life, you should be aware if she has sought help in order to turn things around. Seeking therapy is a courageous thing that not many of us are open to admitting and following.

15. Do you believe in the existence of God or any higher spiritual being?

Not everyone is innately spiritual or believes in God. Depending on what kind of environment your girlfriend was raised in during her childhood, her beliefs and opinions on this subject will fall.

As most questions to ask your girlfriend are debatable, this topic can open up a wide range of discussions for the two of you.

So, be open and accepting of her thoughts, opinions, and beliefs as we are sure she will be of yours.

16. What are your expectations from me and this relationship?

Women love to have “the talk”, don’t they? “Where is this relationship going?” “Where do you see us in the next 5 years?” “When will you propose to me?”

Although these are all valid questions, it is not necessary that only women tend to ask them.

Even men, some of them, want to know what their girlfriends are expecting from them and their relationships. This way, there are no confusions or arguments occurring down the line.

17. What are your thoughts about sharing financial responsibilities?

This is one of our favorite topics of discussion because it roots down to the stereotypical thought that men should bear all financial burden.

And to that we say, why? Women have come a long way in this world and are fighting for their rights and a place for themselves in society.

So, why should only men be responsible for both their finances? Knowing how your girlfriend feels about sharing the financial responsibilities is the key to figuring her out as an individual.

18. What do you consider as cheating in a relationship?

This is a hot topic for discussion because we all have our own opinions on the matter. For many, if not all, cheating means flirting, chatting, touching, ogling, messaging, dating, kissing, and sleeping with another person.

So, it’s better to know what her and your boundaries are when it comes to cheating on your SO because certain acts might seem harmless to you, but are a definite red flag for her.

19. Do you have a go-to drink/cocktail?

Imagine coming home after a long day at work or school, and being handed your favorite drink. Or, you’re out at the bar or hanging out with your friends, and your boyfriend knows exactly which drink will help you relax and have a good time.

Wouldn’t it be nice, for her, that you’re aware of her go-to drink or cocktail? It’s nice when your boyfriend notices and remembers the smallest of things. It is what makes the relationship last for a long time.

20. What is your idea of a perfect birthday?

Most women go crazy around their birthdays. We don’t know why but for them, their birthday is the single most important day of their lives.

And then there are women who like to celebrate the entire week or even the whole birthday month; but we won’t get into any details on that one.

However, if you’re in a committed relationship, it’s nice if you took the time to make her birthday a special one, just how she imagined. You’ll get huge brownie points for that, trust us.

21. What Is Your Biggest Fear?

Everyone has fears. Some people are afraid of losing, others are afraid of regrets and sometimes it’s just as simple as the fear of heights. Your girlfriend is no different. Talk to her about what scares her the most.

Chances are, she’ll be happy to share her story with you. Not only will you get to know her better, but you’ll also gain a better understanding of how she deals with difficult situations.

Additionally, you may be able to provide support and encouragement if she ever feels overwhelmed by her fear.

22. Where Do You See Our Relationship Going In The Future?

It can be difficult to bring up tough topics in day-to-day conversation that you have with your significant other, but it’s important to be open to them for a relationship to be healthy.

If you’re curious about where your relationship is headed, the best thing you can do is straight up ask your girlfriend about her thoughts. This doesn’t have to be a heavy or formal conversation – you can simply ask her what she envisions for the future, and what her hopes and goals are.

This will give you a better sense of where she sees the relationship going, and whether or not her plans align with your own.By having this honest discussion, you can ensure that you’re both on the same page about the future of your relationship.

23. What do you think is the key to a successful relationship?

When it comes to relationships, everyone has different ideas about what makes them successful. For some people, it’s all about finding a partner who is loyal and supportive. Others may prioritize physical intimacy or financial security.

Ultimately, there is no wrong or right answer to it, but this one out of all deep questions to ask your girlfriend sure will help you in evaluating if your partner shares the same values as you.

It will help you to understand her priorities and give you insight into what she expects from the relationship. By asking your partner how she defines a successful relationship, you can ensure that you are both working towards the same idea of happiness and growth.

24. What do you think is the best thing about being in a relationship?

One of the best things about being in a relationship is that you always have someone to talk to. Whether you’re sharing exciting news or just venting about a frustrating day, it’s nice to know that there’s someone who is always willing to listen.

Knowing that you have someone who cares about you and wants to help you through tough times can make all the difference. So if you’re wondering what your girlfriend thinks about being in a relationship with you, just ask her.

Chances are, she’ll be able to give you a long list of reasons why she loves being in a relationship with you.

25. What do you love about yourself?

One of the best ways to get to know your girlfriend better is to ask her what she loves about herself. This deep question to ask your girlfriend can open up a whole new conversation about her likes, dislikes, and what makes her feel good.

It can also help you to understand more about what she values in herself and what her goals are. Plus, it’s a great opportunity to show your support and let her know that you think she’s amazing just the way she is.

26. What do you think about compromise in a relationship?

When it comes to relationships, it’s often said that compromise is key. But what does that really mean? And is it always necessary? It might be helpful to ask your girlfriend about her thoughts on compromises before moving forward.

Through discussion, you may discover that she’s willing to make some compromises herself. Or, you may learn that she’s not interested in compromising at all. Either way, the conversation will give you both a better understanding of each other’s needs and expectations.

It could be the first step towards a stronger, more fulfilling relationship.

27. What is your definition of happiness?

One important question you should ask your girlfriend before moving forward in the relationship is what her definition of happiness is. Everyone has their own unique idea of happiness, and it’s important to make sure that you and your partner are on the same page.

For example, some people might define happiness as spending time with loved ones, while others might define it as having a successful career.

By asking your girlfriend what her definition of happiness is, you can get a better sense of what she wants out of life. This can help you to gauge whether or not the two of you are compatible in the long run.

28. What’s Her Idea For A Perfect Date Night?

Planning the perfect date night can be tough, especially if you’re stuck in a rut of going to the same old places and doing the same old things. If you’re looking to mix things up and sweep your special lady off her feet, why not ask her what her perfect idea for a date night is?

Chances are she’s got a few ideas up her sleeve that you’ve never even thought of. Not only will this give you some great new ideas for dates, but it will also show her that you care about making things just right for her.

So don’t be afraid to ask your girlfriend what she wants to do on the next date night.

29. How Does She Deals With Difficult Emotions Like Anger, Sadness, or Anxiety?

When it comes to difficult emotions, everyone has their own way of dealing with them. For some people, it may be helpful to talk about their feelings, while others may prefer to keep them bottled up.

If you’re not sure how your girlfriend deals with difficult emotions, it’s worth asking her about it. This can help you to understand her better and provide support when she needs it most. Additionally, it can also help to build trust and intimacy in your relationship.

Ultimately, open communication is essential for a healthy relationship, so don’t be afraid to ask your girlfriend about her emotional needs.

30. If She were to break up, what would be the reason?

No one wants to think about the possibility of a breakup, but it’s important to be aware of the reasons why relationships end. So that you can avoid those reasons in the future. If she were to break up, what would be her reason?

It could be something as simple as compatibility issues or different interests, or it could be something more serious like infidelity or abuse. Whatever the reason, it’s important to have an open and honest conversation about it.

This way, you can address any problems in your relationship before they become irreparable. Not only will this improve the health of your relationship, but it will also give you a better understanding of your girlfriend and what she needs from a partner.

31. What are your thought on marriage and family life?

Deep and meaningful conversations are a cornerstone of any strong relationship. If you’re thinking about taking your relationship to the next level, it’s important to gauge your partner’s thoughts on marriage and family life.

This will give you a good indication of what she is looking for in a relationship and whether or not she is ready to settle down. It is also important to ask about her views on children. If she does not want children, then it is unlikely that she will be willing to have them in the future.

However, if she is open to the idea of having children, then it shows that she is willing to compromise and that she is capable of making sacrifices for the sake of a family. Either way, it is important to have an open and honest conversation about these topics before getting married.

Conclusion : deep Questions to Ask Your Girlfriend.

woman kissing boyfriend on forehead Questions to Ask Your Girlfriend
Photo by Dmitriy Ganin on

In a relationship, regardless of which stage you’re at, either partner should not be held responsible for disclosing the deepest, most personal information about themselves.

However, in order to get to know each other as intimately as possible, asking these deep questions to ask your girlfriend are vital.

This is how you will progress in your relationship and make your bond stronger. Both of you have made a commitment to one another and sharing important information will bring you closer than ever.

Thank you for reading.

Shopping Cart