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20 Really Good Questions To Ask A Girl

One of the most important parts of getting to know a girl on your first couple of dates is making interesting conversation. But coming up with things to say on a first date can be difficult. Yet few things will turn a first date sour (and ruin your chances at a second) like boring, awkward small talk.


Question 1 – What is your favorite movie?

Starting off light and carefree is a great way to open up a girl to you. Asking them what their favorite movie is will move the conversation forward and show them your interest.

Question 2 – What is your favorite book?

As with question one, asking a girl what kind of books they like is a great way to open up a conversation. Maybe you will even connect over a particular book that you both love!

Question 3 – What is your favorite place you have visited?

The kind of places that a girl loves say a lot about her personality and what she enjoys doing. Some girls like the beach, some like the city, some like the outdoors, and so on.

Question 4 – Where would you go if you could travel anywhere in the world?

This is a great follow-up question to the one above. It acts as a bridge and allows you to continue moving your conversation along without any awkward delays.

Question 5 – What is your biggest pet peeve?

A question like this one is great to ask a girl because it forces them to think. Unlike a favorite book or movie, many people don’t think about what their pet peeves are before they are asked about them.

Question 6 – What is your worst habit?

Asking a girl what is their worst habit is a great question because it can go so many ways. Depending on how your conversation is going, you can steer it in a serious direction, a funny direction, or even a flirty direction.

Question 7 – Do you dream often?

Almost everybody likes to talk about their dreams. And asking a question related to them can open up a topic to talk about for quite a long time.

Question 8 – Who are your closest friends?

Asking a girl who their closest friends are shows that you are interested in their life. Most girls love to talk about their best friends. Their answer will also help you get a better feel for what they find important in others.

Question 9 – What is your perfect day?

A fun question, asking a girl what is their perfect day is a surefire way to learn a thing or two about them. Guys, stay focused and remember what they say. If things continue going well, you might be able to use some of what you learned as a nice surprise at a later date.

Question 10 – What do you do when you have free time?

The more you know about a girl you like the better. Asking them what they like to do with their free time is a great way to find out what their primary interests are. It can help you figure out if you two are truly compatible.

Question 11 – Who is your hero?

This is another question that can potentially cut deep. Depending on their answer, it can tell you a lot about who they are as a person and what is important to them.

Question 12 – Do you have a first memory? What is it?

Asking this to a girl lets them know that you are definitely interested in them. People generally don’t ask questions like these if they aren’t actually into someone else.

Question 13 – What school activities did you do in high school?

This is another one of those questions that can help you figure out her interests.

Question 14 – If you could go back in time, what is one piece of advice you would give your younger self?

Asking this question is fun and interesting because it makes a girl think before they answer.

Question 15 – What is the first thing you would buy if you won the lottery?

Another fun question, this one in particular can tell you a lot about what a girl values. It can also lead to an interesting conversation.

Question 16 – What is your favorite memory of growing up?

Girls generally like to talk about their past. This question allows them to do that by showing you are interested!

Question 17 – What is the worst fashion choice you have ever made?

Sure, it’s a stereotype, but most girls are in some way interested in fashion. And what is funnier than revealing your worse fashion decision?

Question 18 – What is the most embarrassed you have ever been?

This question is similar to the one above. It is funny and a great way to get a girl to open up and laugh.

Question 19 – What is your favorite food?

The more you can get to know about a girl you like, the better. Questions about food help with this and also help you plan future dates!

Question 20 – Would you like to hang out again?

This question is especially important to ask after a first date. It might seem straightforward but sometimes you need to be straightforward to see if a girl truly had a good time with you. There is no use being unsure!

BONUS – 40 More Questions To Ask A Girl

Question 21: What’s your dream job? Why?

This helps you see more about her. She could be already working her dream job, but something could be holding her back. You may be able to give her the encouragement she needs to work toward that dream job.

Question 22: What’s your Favorite Color?

A fairly basic question, this is good to know. It could help you when you’re shopping for a gift for her later.

Question 23: What’s your favorite holiday? Why?

Believe it or not, a girl’s favorite holiday is not always Valentine’s Day. Find out what she likes the most, and why, so you can make the next one special for her.

Question 24: What musical instruments would you play if you could? (Or what instruments do you play?)

Find out if she has a creative streak or musical talent. If you can play one of the instruments she wants to play, offer to teach her how.

Question 25: Tea or Coffee?

Asking this question much you learn a bit more about who she is. If she hates coffee, then you obviously now asking her out for a coffee date is not a good idea.

Question 26: Morning or night?

If she’s a morning person, then you know she likes to be in bed early. You can adjust your future date plans accordingly. If you are a night person and she is not, you have to get a little creative but it can still work out.

Question 27: Coke or Pepsi?

Soda drinkers are usually quite passionate about the answer to this one. If the two of you are opposites, make sure both are always around and you’ll be fine.

Question 28: What’s your favorite scent?

Knowing the answer to this question can help you when it comes to shopping for gifts such as candles, perfumes, or even cologne for yourself. After all, she’s the one to smell it on you.

Question 29: Favorite Disney movie?

Unless her favorite movie is a Disney movie, on the movie question and see what she has to say. No matter how old we are, we always have one or two classic favorite Disney movies that let us keep the child in us alive.

Question 30: Are you a collector?

Not everyone is a diehard collector, but most people have something they tend to collect. Whether it is stamps, coins, books, or something else entirely, knowing what she collects can give you some gift ideas for later.

Question 31: Where were you born?

If she wasn’t born in the same city where the two of you are now, you’ve learned a bit about her background. If she was, you can ask about whether she’s left the area and come back, or been there her entire life.

Question 32: Have you ever met anyone famous?

This is always a fun one. Find out if she’s ever met anyone famous and if so, where she met them. If you’ve ever met anyone famous, share your story here as well.

Question 33: What is the best concert you’ve ever been to?

This one will give you a little bit more insight into her musical taste.

Question 34: How long was your longest relationship? Why did it end?

This one is a little touchy, so make sure you save it until you know her well enough to know how she will respond to it. Once you are comfortable enough to get, you can learn more about what to expect from your relationship with her.

Question 35: What “bad” thing did you do as a child that your parents never found out about?

This is a good one for learning more about what kind of person she is and what she considers to be bad.

Question 36: What’s your favorite restaurant? (If you’re not already there, of course)

If you’re dining out at her favorite restaurant, then it is obvious to skip this one, but knowing her favorite restaurant will give you an ideal date location later.

Question 37: Are you a cat or dog person?

Knowing the answer to this question will help you learn how to address your own pets with her. If she hates dogs, and you have one, you’ll know to keep him away from her in the beginning.

Question 38: Which person in your life do you admire the most? Why?

Learning the answer to this question will help you see more about the quality she admires in a person and how well you can match them.

Question 39: What do you hate most about first dates?

Knowing the answer to this question will help you avoid doing or saying the things she hates.

Question 40: Which parent are you closer to?

Only ask this question if you know she has a relationship with her parents. If her parents are estranged, rephrase it to referred to the people who raised her.

Question 41: Did you move around a lot as a kid?

This one ties back to the where were you born question. Some families move around a lot within the same city, while others move around a lot within the state, within the country, or within the world.

Question 42: Tell me about a life-changing moment for you.

Learning about something that changed her life, can tell you a lot more about who she is as a person.

Question 43: Would you ever have plastic surgery?

If she answers yes, don’t automatically write her off a superficial. Listen to her reasoning and under what circumstances she would agree to it before making any judgment.

Question 44: Are you frugal?

Don’t ask this in such a way that implies she is cheap. Some girls just love finding a good deal and spending their money wisely.

Question 45: Do you have any hidden talents?

If she answers yes, ask her to show them to you.

Question 46: Tell me something “weird” about you.

If she’s willing to open up, this means she trusts you. Don’t use whatever she tells you about herself against her later.

Question 47: Tell me one musical artist you can’t stand.

There are plenty to choose from. This will give you further insight into her musical taste.

Question 48: What’s your favorite song, right now?

Favorite songs constantly changing because every time we turn around new Windsor coming out. Ask what she likes right now, and follow it up with favorite song of all time.

Question 49: Who’s your favorite musical artist?

Much like the favorite song, focus on right now, and then of all time.

Question 50: Where do you see yourself in five years?

This lets you see more about what she expects out of life and how she plans to achieve her goals.

Question 51: Are you an indoor or outdoor type?

This will help you see what types of activities planned with her own future dates, as well as more about the things you have in common.

Question 52: Are you spontaneous or do you like things planned?

This will help you see more about what the two of you have in common.

Question 53: Where do you fall in the family? Oldest, middle, youngest? One of many?

Not only does this show you care about who she is, but her position in the family will give you some insight into who she is. Some personality traits are said to be closely associated with familial position.

Question 54: What’s your favorite sport to play/watch? Favorite team?

Some women do not like sports at all, but there are others who fight against the stereotype to prove that they can like sports just as much as men. If she shies away at the question, and you are a huge sports fan, move on to another subject.

Question 55: Where would you love to go on vacation?

Knowing where she would love to visit on vacation can give you ideas for future planning should the relationship reach that point. Asked her to let her imagination run wild and tell you more about where she would go if money were no object.

Question 56: Who’s your favorite painter/photographer/artist?

You should probably only ask this question if she’s giving you some signs that she’s into art. If you don’t have an answer ready for it, skip it.

Question 57: What’s your favorite art medium? (Clay, canvas, etc.)

Again this is a question you should only ask if she’s given you some inclination she is an artsy type. Prepare your own answer first.

Question 58: Who is your favorite comedian?

This will give you some insight into the type of humor she most appreciates, and whether or not she is easily offended.

Question 59: What was your favorite cartoon as a child?

This is another way for the two of you to find out what you have in common.

Question 60: What TV show do you wish could make a comeback?

This helps you find out what taste she has and TV shows

We hope you enjoyed our list of 20 questions to ask a girl plus the 40 bonus questions. These questions should be exactly what you need to learn about a girl, keep the conversation moving, and show your personality when you are on one of your first couple of dates together.

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