75 Questions to Ask a Girl to Get to Know Her Better

Getting to know people is hard, especially in our present times. Knowing what questions to ask a girl doesn’t always come naturally. Since you are still navigating murky waters, it is not like you could invite her to play a game of “Never Have I Ever” during your first conversations. Although such questions are more than welcome after the ice broke and the two of you start engaging in sharing more personal stuff.

We understand that talking to people can not only be discouraging but nerve-wracking as well. We’re here to help you avoid the difficulty and rejection you might encounter for using the wrong approach. You may be wondering how to best express your feelings and what the best questions to ask a person are. After all, your goal is to start a meaningful conversation, right? The following questions to ask a girl are just the beginning. Of course, you should adapt them to the person in front of you.

That is exactly why we compiled this list of the best questions to ask a person you barely know thus far. Now you can stop overthinking and start properly connecting with that person you’ve been meaning to strike up a conversation with for weeks. You can start a conversation by asking funny questions, personal questions, or even random questions.

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Connecting with a person that you want can be fun and exciting. Shooting questions about life and love can spark interest from the person you’re talking to. By taking the time to get to know the person you give them a sign that you are interested in their likes and dislikes. Who knows? One great question could be the start of a well-founded and fun relationship.

People with a good sense of humor are very attractive. People like it when you are fun to talk to. In fact, research shows that women like men who make them laugh. Human mating draws on a range of mental skills and attributes – from the creative use of pick-up lines, to displays of charisma, intelligence, humor, personality, and compassion. According to Time Magazine there are five things your can count on to make you irresistable. Humor leads the group as funny people are preceived to be smart. Why not make her talk and laugh more by asking the funniest questions? A fun question can also make a person answer and engage in a conversation with you. Don’t waste time, and make that person fall for you! On the other hand, avoid those questions to ask a girl that might be way too intimate or tap into sensitive subjects. At least in the beginning.

We have provided you with six categories of questions to give you a better idea of what to do and what not to do. This list contains flirty questions, get to know her questions, funny questions, weird questions, awkward questions, and random questions. Read on and turn your crush into a full-blown relationship. These are really interesting questions to ask a girl you want to know better. Use this comprehensive list of questions to take your relationship to the next level.

20 Flirty Questions to Ask a Girl

These questions are recommended only for women that you already know pretty well – commenting on someone’s physical appearance right off the bat is off-putting and awkward and will make most women extremely uncomfortable. You don’t want to be one of “those guys” do you? However, if you are a master of words, you can adapt these questions to ask a girl you just met recently to show her you are genuinely interested without coming off as a creep.

You look absolutely radiant. How do you make your skin glow like that all of the time?

People give you tons of compliments everywhere you go, don’t they?

What do you think you would do if I said that I have been wanting to ask you out for forever?

Are you aware of how much your adorable smile can brighten up a room?

If we could get out of here right now and run away together, where would you want to go?

Why can’t we hang out together like this all of the time?

Do you realize how much I look forward to seeing you when I finally get the chance?

I never see you with makeup on-do you seriously wake up this cute every day?

So where am I taking you on our first date?

What is your favorite food and can I cook it for you sometime?

Will you send me a picture of you so that I can see you more often?

Those glasses look stunning on you, where did you get them?

What do you do to your hair every morning to make it look so shiny and perfect?

How are you not famous and living in Hollywood yet?

Why would you want to go on a date with that guy when you could go on a better date with me?

How do you make sweatpants look so good?

Do you have a partner?

How do you get your hair to smell so good all of the time?

Do you want to go grab a coffee so that we can get to know each other better?

Do you want to meet later for a drink out in the city?

25 “Get to Know Her” Questions

Most of the questions below tap into sensitive subjects, such as religion, politics, sex, life, love, and many more. Before you blatantly ask them to any girl you fancy, make sure you have a good context for them. It is not like anyone would be OK with having a pizza and a drink and being asked about their spiritual beliefs or to make predictions about their future love life… or what they might want for their birthday (although you can find good gift ideas at this gift guides for women), actually this question may actually be one they want to talk about.

Think twice before you ask any of these questions any woman you show an interest in and always make sure you adapt them to the situation you are in. Get some inspiration from this set of fun icebreaker questions that help people feel more comfortable in each other presence without pressure or prejudice looming above their heads.

A little advice, be genuine and don’t make it a checklist of information to get. Out of the blue deep and intimate questions in a casual context may reduce her interest in you. Moreover, keep in mind that if you ask serious questions, you should always answer them yourself.

What keeps you up at night?

What are the qualities that you are looking for in a person?

When you were younger, what did you want to be when you grew up?

What do you think are your greatest weaknesses and why?

What do you think are your greatest strengths and why?

What do you consider to be your greatest achievement in life so far?

Do you pay attention to politics or do you tend to stay away from that?

Is there any particular religion that you feel closer to as values and principles go?

If you were stuck on an island and you could only choose one person to be stuck with, who would you choose and why?

In your opinion, who are the five most influential figures in history?

What was/is your favorite subject in school?

Do you believe that the saying “nice guys finish last” has any truth to it?

Have you ever been in love and do you think you could be in the future?

What is your favorite type of music?

What is your favorite color?

What is your dream car?

Do you care more about making money or pursuing happiness?

Do you think that you would be happiest living in a city or on a farm?

Do you believe that we will have a female president in our lifetime?

What is the most interesting place you have traveled to and would you like to go there again?

How does it feel for you when you feel you are in love?

Have you ever experienced an unrequited love?

Did you support a cause or protest anything?

What is your most unusual or biggest fear? If it would be a Harry Potter boggart, how would it look like?

9 Weird and Awkward Questions to Ask a Girl

This series of questions to ask a girl works best when you two have been out once or twice already, had a few conversations before, and now you are just having fun discovering each other. This is not an interrogation, so be prepared to provide answers to the same questions if she prompts you to. In this category, you can add a few “Never Have I Ever” quirky questions, together with some questions inspired by The Newlywed Game. Select them well, however.

Have you ever tried to count the stars in the night sky and had to start over again?

Do you ever look at the moon at night and wonder if I’m looking at the same moon wondering the same thing about you?

How often is someone supposed to cut their toenails?

Do you know how a person is technically supposed to clean the under part of their fingernails?

Do you ever wonder how many people just died while you were wondering how many people just died at that moment?

Do you ever wonder if cats have been planning to kill us and take over the world this whole time?

Would you get mad if we were on a spaceship voyage to a different planet and I woke you up thirty years before we were due to arrive simply because I wanted to hang out or would you be excited about it?

Do you feel that it is awkward that I am asking you so many questions the first time we have even spoken?

If I were in the role of “damsel in distress”, being terrorized by a gigantic dragon, would you ride in on your white horse and save me?

12 Funny Questions to Ask a Girl

Being great at conversation AND having a sense of humor will take you places. The next series of questions to ask a girl are also on the quirky side. Some of them might be a bit too personal – or trigger a shy/shocked reaction – so be careful about her mood, the context, and the depth of your relationship so far.

For lighthearted questions that can spark some laughter and help you both relax and feel even more comfortable with each other, get some inspiration from our list of best Truth or Dare game questions. Forget the dare part of that game, just focus on the truth side, and make sure you do not cross any lines! It is one thing to ask a woman what was the weirdest thing she bought and quite the other to ask her how would she name your pet one-eyed snake.

How many chucks could a woodchuck chuck if a woodchuck begged you to go on a date with me?

On a scale from 1 to Chris Hemsworth, how attractive do you think I am?

Is that just your typical beautiful smile on your face or are you just happy to see me?

I swear that you have that Benjamin Button disease where you start out old and only get younger as you age. Otherwise how could it be possible that every time I see you look better than the time before?

If Natalie Portman passed away, how prepared would you be when the world called upon you to take her place because only your beauty compares to hers?

If we got into a fight and I moved away overnight how long do you think it would take you to follow me in order to pursue a romantic comedy moment?

What is the most hilarious moment on either television or a film that you have ever seen and why did that moment make you laugh so hard?

Do you ever wonder how great life would be if you just dropped everything and traveled with a roaming renaissance fair or is that just me?

If you could have anything you wanted in the whole wide world, what would it be?

Can you tell that all of the questions I am asking you came directly from an online blog or am I successfully communicating with a person right now?

You find a bottle and discover that there is a genie inside. What do you wish for?

Would you be more or less likely to talk to me more if I got a man bun and a bicep tattoo of a bicycle with flowers around it?

9 Random Questions to Ask a Girl

We only post here 9 random questions you ask a girl as examples. In reality, if you got this far into knowing her, you are probably making it on your own. However, don’t forget to avoid being too intrusive or inconsiderate. Sexy questions are fun only when both people engaged in the conversation are open to flirting and innuendo. If she wants to talk politics, don’t randomly ask her about her favorite vegetable. It makes you sound like you don’t listen to her or completely uninterested in what she has to say. However, in between some well-chosen Truth or Dare questions, ice-breaking questions, and Never Have I Ever questions, we are sure you can find something. The sky is the limit, especially after you created a genuine bond with that woman and you are both willing to let the guard down and have some fun.

Is there a word that you usually misspell? If yes, what is it?

Where would you most likely enjoy your vacation, in big cities? Or in rural areas?

What is the ugliest looking vegetable?

What is the worst movie you’ve ever seen in your life?

What is your favorite animal?

What is your dream job?

Between the quiet ones or the loud ones, what kind of people do you usually hang out with?

What is the shortest answer you ever gave someone?

What kind of people do you like?

Other Advice to Take Into Consideration

The questions mentioned above can help you approach a girl and get to know her better, but it’s also important how you plan on doing the entire thing. You can’t just go to a random girl and pop out a question out of nowhere. You need to at least try and form a connection beforehand so that it won’t be weird or awkward. Before you worry about what you are going to say or do to approach girls, you first need to understand when you should approach them. Oftentimes, timing can mean the difference between being ignored and winning a date.

As a simple guide, you can start approaching a girl if she looks happy or has given you several glances and smiles throughout the encounter. Otherwise, if she is occupied with something else or if she seems distressed or angry, just leave her alone. Doing otherwise will only make a bad first impression and you might lose any chance you had so far. Look at her body language and interpret it properly. Don’t’ jump in front of her without having a plan beforehand.

And most importantly, before starting to ask questions or even introducing yourself, you have to get one more thing right. Eye contact. This tiny little detail can make or break any interaction you have with a complete stranger, or even with close friends at times. Making eye contact with someone encourages the production of oxytocin, “the cuddle hormone” as it is more commonly known. While simple eye contact won’t be enough to create attraction, it facilitates trust and comfort so you’ll be able to approach a person with more confidence. Similarly, the person you’ll be approaching will also feel more comfortable once you establish eye contact with them before approaching. It’s a small trick that has helped out a lot of people throughout history. Just remember, though eye contact is extremely important, be careful not to stare. This could create an uncomfortable situation that neither of you want to be in. Finding a good balance will be between maintaining good eye contact but not staring will be vital.

Final Thoughts on Questions to Ask a Girl

As long as you do not turn this whole “get to know a woman better” business into a third-degree interrogatory, everything should be fine. Be genuinely interested and always mind the personality of the other person involved in the conversation and the actual context of your little fun talks. Sharing some of your most intimate thoughts, darkest fears, and weird fantasies right off the bat is not a good idea for obvious reasons. It is even a worse idea if your TMI style of sharing has the purpose of encouraging her sharing. Forcing people to put their hearts on the table in the first few rounds of conversation does not end well, usually. Any question from our list of good questions to ask a girl would be a great conversation starter. Once your crush turns into a relationship, make sure you also find a cute nickname to call that special someone.

As a word of advice before we part ways, if you have some deal breakers with anyone, get them out of the way in a gentle, witty, and smart manner. You can be sure she has her own deal breaking list of items, so trade carefully.

Featured Image via Pixabay