Conversations, conversations and more conversations. Well, that is the foundation of every and any relationship. And when trying to get to know a girl, you must be equipped to ask the right questions. This list of 100 questions to ask your girlfriend attempts to do just that- help you with questions and follow up questions to ask her and keep the conversation rolling without much effort.

And who knows, the key to her heart might be one of these. So let’s get started.

100 Questions To Ask Your Girlfriend In Every Situation

When it comes to girls, the first and foremost thing to remember is that they like to be seen and heard. Seen, as in you can’t stop those compliments coming; and heard as in they want you to learn about them, understand and value their personality. No, that does not infer that women are more talkative, as even mentioned in this study, but simply that women like to interact. Possibly, more than men do.

So in case you like a girl and want to take things further with her, just remember that communication, no, let me put it right, two way communication is the key to any healthy relationship.

So lets get started. For your ease, this list of romantic questions to ask your girlfriend has been divided into 9 sections. Pick the one that appeals you most and seethe magic unfold.

1. Intimate Questions To Ask Your Girlfriend 

If you are looking to connect with your girlfriend emotionally and make her feel she can open up to you, asking intimacy questions to your girlfriend would be a great way to begin. If you can make a girl feel validated and safe, you can be assured that you will get to know her deeply. And deeply knowing someone (and yourself) paves the way to a fulfilling interpersonal relationship.

Asking deep and meaningful questions to your girlfriend will give you an insight of how she is as a person. When to ask intimate questions to your girlfriend – when you have been together for a while and have developed a sense of trust and commitment towards each other.

  1. How was my first impression on you when we first met?
  2. How was your childhood? Follow this one with
    • Is there anything I do that reminds you of these good (or bad)times?
    • Do you have any bad memories of your childhood that you think I should be aware of?
    • How was your school like? How were you treated at school?
  3. Have you ever been cheated on? And follow this one with-
    • Is there something I do that reminds you of your past relationships?
    • Have you ever felt you could have handled a past relationship better?
    • What should I do to make you always feel secure and safe?
  4. Do you see a future with me? And follow up with
    • When did you think we could be a couple?
    • What do you find most attractive and most unattractive in me?
    • What is your view on marriage and kids?
    • Do you think we could ever have children together?
  5. What is your family to you now?
    • Who are you closest to- your mom or your dad?
    • Did you ever feel your family let you down? When and why?
  6. What is love to you?
    • How do you like to show love?
    • How do you like to be shown love?
  7. Have you ever lost a friend because you just did not stay in touch?
  8. If you had one person to get back from the Heaven- who would that be?

Before you ask any intimate question, make sure you know her mood and she is at a happy place.

2. Romantic Questions To Ask Your Girlfriend 

Romance, yeah, that feeling that sends that butterflies fluttering in our tummies. Well, you have a girlfriend because you are romantically interested in her. And while it is deemed as rather inappropriate to ask sexual questions directly, the below list of romantic questions to ask your girlfriend will actually make her feel wanted, desired and loved – not just physically, but even intimately. These questions will prove to her that you want to know her inside out.

  1. When did you fall in love with me? And follow up with-
    • Do you remember what I wore when you first saw me?
    • Did I make your heart race then?
    • Do you still think I look as attractive to you as then?
  2. Did you like when we first kissed? Followed up with
    • Did you ever feel like kissing me?
    • Do you think I could have kissed you better?
    • What did you feel like after our first kiss?
  3. Is there a fantasy you want to live with me?
    • Where would you want your dream date with me?
    • What would your dream wedding be like, if we do get married ever.
    • Which was our best date so far?
    • What do you look forward to most when we go on a date?
    • What is your idea of a romantic date?
  4. Do you believe in love?
    • Do you think our love could last forever?
    • Do you believe in happily ever-afters?
  5. How do you like to be loved?
    • Will you tell me if I am moving too quickly or too slowly as far as physical intimacy is concerned?
    • Just remember your consent is of prime importance to me. Except for a direct ‘No’, is there any other way you would communicate your displeasure to me?
    • Do you like the idea of foreplay and teasing?
    • How can I be more loving?
  6. What best describes your love language?
  7. What is the most romantic thing someone has ever done for you?
  8. What is that one thing you would want your man to do for you in bed?
  9. How would you want your next date night to be?
  10. How do you feel when we are not together?
  11. Which is your least favorite sexual position (and of course, the most favorite one as well)

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3. Deep Questions To Ask Your Girlfriend

Getting to know each other, spending time together and asking relevant questions at the right time will make you develop a connection with your woman. And to know someone from within, their wounds and their triumphs, you need to ask some deep questions to make them open up you. If these questions help your girlfriend to open up to you, she will trust you and let you know her deepest fears and desires. These questions, when asked at the right time can help you know her beyond the surface level.

Deep questions should be asked in private settings only. Just the two of you.

  1. What is your philosophy of life?
    • Do you think life has been fair/unfair to you? Why?
  2. Do you believe ‘what goes around, comes around’?
  3. Do you have any regrets?
  4. How long was your last relationship?
  5. Are you someone who holds onto grudges?
  6. Are you ambitious?
    • What are your life goals?
    • How important is success to you?
    • Do you feel successful?
    • What is your deepest secret?
    • Are you someone who takes failures in your stride or someone who frets over them?
  7. What is friendship to you?
    • Do you have friends who have had a profound impact on your life?
    • Are you in touch with your school mates?
    • Have you ever lost a friend?
    • How do you cope with misunderstandings between friends?
    • Which friends have been a constant in your life?
    • When was the last time you met your friends?
    • When are you planning your next trip with friends?
  8. What is that one thing you always wanted to do but could never do?
  9. Which has been your most serious relationship so far?
  10. What has been your life’s biggest decision so far?
Cute questions to ask your girlfriend

4. Cute Questions To Ask Your Girlfriend

Now that the conversation has been so deep and meaningful, it is time to steer in some giggles and laughs. And what better way than to ask some really cute questions to ask your girlfriend? These will serve as a breather for the times when the air gets too serious to handle and will keep the conversation flowing.

  1. How was your day like?
    • What was the best part of your day?
    • Tell me how do you like to start your day?
  2. Which is your favorite color to paint your nails with?
  3. Which fragrance do you like the best?
  4. Where do you want to have your dream vacation? 
    • Do you think we could do it together?
    • How do you like your vacations: touristy or laid back?
  5. Share the top 5 things that are currently on your bucket list
  6. What is your guilty pleasure?
  7. Do you like PDA? Is that off-putting for you?
  8. Do you find puppies cute?
  9. Do you sing in the shower? Will you mind if I sing in the shower?
  10. Are you good at keeping secrets?

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5. Serious Questions To Ask Your Girlfriend 

Well, relationships are not always fun and romance, and they do not work if you are not serious enough. The below set of questions are sensitive in nature, but if you two can talk about things as these, rest assured, you will bond on another level. These questions will help you know your girl much, much better and you will gain her perspective on things that hold the most value in life. These serious questions should be brought in a conversation only when you have bonded well and are looking to take things further with her.

  1. What is your relationship like with your parents? Followed by:
    • Were you a close knit family growing up?
    • Would you want your family to be like what you grew up in?
  2. Have you ever been in therapy?
    • What are your learnings from therapy?
    • Do you think therapy has helped you cope with a given situation better?
  3. What has been the most traumatic experience of your life? Would you to share that with me?
  4. Which is that one memory you think you will always hold onto?
  5. Have you ever used drugs or been on addiction of any kind?
  6. What do you think about having a family?
    • Do you ever want to have children? Why/why not?
    • What kind of mother you think you will be?
  7. What is that one thing that gives your life a purpose?
  8. Would be rather be in a unhappy marriage with kids or opt out of it?
  9. How would you want me to comfort you should you feel low or hurt?
  10. What is that one thing that you will not compromise on or change for your relationship?
  11. Do you have any inhibitions? What are they?
  12. Do you believe in Karma?
  13. What is the most difficult thing you ever had to do?
  14. Where do you see yourself 5 years from now?

Serious questions can stir some memories from the past, before you ask them do guage your girlfriend’s mood.

6. Questions To Ask Your Girlfriend About Yourself

Now that you are trying to get to know each other, it makes sese to ask your girlfriend some questions that will help you know yourself from her perspective. Not only will these questions help you know what she thinks you are great at, but will also help down understand a personality she thinks she could be with the rest of her life. You will have a lot of smiles and giggles and shy gazes and starry eyes when these conversations happen, and we promise you, not a single dull moment will envelope your time.

  1. Do I make you feel safe?
  2. Me in black or blue- which color suits me the most?
  3. What do you think I am really good at?
  4. What are my biggest flaws according to you?
  5. If you were to describe me in 5 words, how would you do it?
  6. Do you like the cologne I am wearing?
  7. What did you think of me when we first met?
  8. Do you think I am dependable?
  9. Do you want me to change something in me?
  10. What do you like the most in me?
  11. What do I do that frustrates you?
  12. Do you like my personality?
  13. Do you think there is something particular I need to work on?

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7. Fun Questions To Ask Your Girlfriend 

While asking deep and serious questions is great and all, but if you cannot make a girl laugh, you will never win her. Researchers say that when two strangers meet, the more times a man tries to be funny and the more a woman laughs at those attempts, the more likely the woman is interested in the man. When both laugh together, it’s an even better indication of a romantic connection. It is only an intelligent move to ensure you keep on making your ladylove laugh, and laugh hard with her. So lets get laughing straight away.

Fun Questions to ask your girlfriend
  1. Which is your favorite song to sing in the bath?
  2. What was the funniest nickname you ever had? Why did you find it funny?
  3. Which was that one subject in school that you completely detested?
  4. Did you ever trip on your heels in public? Followed by:
    • Have you ever had your heels broken while walking?
    • Did you ever fall in public view? What was your reaction like?
  5. One person you hated just because you did not like his/her hairstyle.
    • Your favorite swear word
  6. What is one funny joke you never get tired of hearing?
  7. Share one of your funniest memory with me.
  8. Tell me your funniest go to party story
  9. Did you ever try to put on makeup when you were young?
  10. Do you close the washroom door when you are alone in the house?
  11. If you could choose to be anyone for a day, who would you choose and why?
  12. Your silliest high-school memory would be…..
  13. Did you ever have a crush in your teacher?
  14. Have you ever tried to seduce someone for favour?
  15. How long can you stay without laughing?
  16. That one thing that I do that you find absolutely silly….
  17. Have you ever been in a street-cat-fight?

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8. Flirty Questions To Ask Your Girlfriend 

So now that you are wondering if you could take things toward the flirty side, and perhaps make her blush and watch her turn pink, then this list of flirty questions to ask a girl would do just that. Asking these questions at the right moment will make her think about you, notice you, and perhaps even consider you to be her bae.

Here goes-

  1. Do you know I am crazy about you?
  2. What would you say if I tell you I have a crush on you?
  3. Do you get many compliments for your beautiful eyes?
  4. The weirdest place you would want to make out with me.
  5. Would you let me know when you want to be kissed? What cue should I be looking for?
  6. Kiss on the cheeks first or on the lips? What do you prefer?
  7. When did you have your first kiss?
  8. You know I sleep naked. Do you?
  9. What is that one thing you found the most attractive in me?
  10. Do you ever envision your married life? How does it look like?
  11. Do you believe in love at first sight?
  12. How would you talk about me to your friends?
  13. What is your idea of a perfect romantic date?
  14. You prefer early mornings or late nights?
  15. What is your idea of a perfect evening with me?
  16. Tell me about your celebrity crush(es).
  17. Which is that one romantic thing you expect your partner to do everyday?
  18. Is there any song that reminds you of me?

9. Random Questions To Ask Your Girlfriend

A relationship requires two people to be on the same page, and when that is missing, it can turn into a disaster. If she’s important to you, you need to let her know that. When she is seemingly not her usual self, you can ask some random questions that will not be heavy on her and yet will help you bond stronger. 2 cups of coffee, a bagel and this list – just what you want.

  1. Which has been the most vulnerable moment of your life so far?
  2. Which is your favorite fictional character, that you wish were you.
  3. Which is your favorite reality tv show?
  4. So is it Marvels or Avengers that would eventually save the world?
  5. Do you day dream? What about?
  6. Sunrise or sunset- what do you prefer?
  7. Do you like your name? Why/why not?
  8. Are you interested in knowing about dinosaurs?
  9. Will you share your best childhood memories with me?
  10. Who has been the most positive influence on you?
  11. Which is your favorite season?
  12. When did you start dating seriously?
  13. If you get a million dollars someday, what’d you do with them?
  14. What has been your greatest accomplishment so far?
  15. What is the best way to get your attention?
Random questions to ask your girlfriend

When you ask your girl such questions as listed above, you get a vivid idea of how she is as a person, whether the two of you are moving in the same direction or not. These questions and their answers pave the way for a honest, truthful relationship between you. There is no denying that couple activities such as doing things together, exploring new places and food, dancing, and indulging each other give away a great deal of your SO’s personality, asking relevant questions will further deepen your bond. Your connect will be deeper, intimate and closer.

However, avoid going too personal or triggering any trauma or painful memories. Ensure that your girl enjoys answering as much as you are enjoying asking. Let her know upfront and wait for her response. Any question she denies to answer should not be forced. Respect her boundaries.

Let us know how this article helped you!