Almost all flirting tips are connected with communication and asking all the right questions to the girl you like. If you want for the girl you’re into to fall for you, you simply have to make the conversation amusing and find a way for her to show interest in you.
The worst thing you can do is use cheesy pick up lines and ask random questions just to keep the conversation alive. Instead, what you should do is use this initial stage to learn more about your date and present yourself in the best possible manner.
Besides, knowing whether you like someone right from the start or not is usually mission impossible because you need some time to sort your first impressions out and to form an opinion about a girl. However, in the era of modern dating, everything happens incredibly fast and you are often expected to make a decision on the spot.
You rarely have enough time to get to know your date before deciding about your next move regarding them. Not only that – sometimes you even meet a girl over text or social media, which makes it even more difficult to form an opinion about her.
Or is it that you are aware of the fact that you are crazy about a girl, but you get tongue-tied every time you’re near her and you suddenly forget about all flirting tips, pick-up lines and interesting questions you’ve read and prepared? You know that you are interesting, but when it comes to this girl, you lose all of your inspiration and you become completely mute, without any good questions to ask.
Either way, what you need is some concrete help in keeping the conversation going and in getting to know your potential girlfriend on a deeper level. Even though you want to make this communication serious, you want it to be flirty as well.
And that is exactly what you need: help with talking to this girl via text and face to face.
If this is something you need and are looking for, congratulations – you’ve come to the right place. You are about to get some good flirty questions to ask a girl you just met that always work like a charm.
Here you’ll get all the conversation starters you need for every possible occasion. You won’t only get very funny flirty questions to ask a girl, you’ll also find flirty questions to ask a girl over text, flirty questions to ask a girl while playing 21 questions…
Besides some of them being playful, each one of these questions will show you the way to the core of this girl’s personality. They will also help you amaze her with your communication skills – your date will be anything but boring.
If it happens that you don’t like your date’s answers to this list of questions or if she turns out to be a person you can’t see yourself with, don’t fall into despair. Instead, be grateful for running into these questions that helped you dodge the wrong person.
1. What is the thing that first attracted you to me?
Out of all the flirty questions you can ask a girl, this should definitely be the first one on your list. This question will help you find all about this girl’s first impressions of you – the things she liked and didn’t like.
Just ask her to be honest. There is nothing wrong with the fact that she might have not liked you at first. The point is that she obviously likes you now because the two of you are talking, aren’t you?
Besides, you’ll also find out more about her taste in men. Is she the type who falls for looks or the type of girl who is attracted by a man’s smile, charm, and conversational skills?
Does she believe in love at first sight? Or does she need more time to get to know a guy better before she becomes interested in him.
Another thing this question can help you with is finding out more about yourself and the image you show to the world. Even if things don’t work out with this girl, you can use everything she told you to improve your first impression and the first move you make on some other girl.
2. What is your biggest turn-on in a guy?
Number two on this list of questions is pretty self-explanatory. You’ll get to know what her ideal man is like, see if you’re anywhere near that picture, and find out more about her biggest turn-ons.
Is she too picky and looking for perfection? Or does she have realistic criteria?
Besides, this is also the question which can help you sense this girl’s mood because her reaction will let you know if you’re crossing any boundaries. If she backs out or blushes when hearing you ask her this, it is time to change the topic.
However, if you see that she is comfortable talking about her turn-ons, it is a clear sign for you to continue in a flirty direction. Remember that the answer to your questions doesn’t mean that you should pretend to be this ideal man just to make this girl like you more.
Losing yourself for someone else’s sake is never a good idea. Besides, she’ll see right through your intentions and you’ll show her you think the real you is not good enough for her.
3. What are your biggest deal-breakers?
Okay, so this question is quite important for more than one reason and it is one of the best conversation starters that can help you bring your date to the next level.
First of all, it will help you see what this girl wants and doesn’t want from a relationship, as well as the things she would never tolerate. This way, you can check if the two of you are likely to be compatible right from the start.
Do you think that she is asking for too much from a relationship? Or are her demands acceptable and reasonable to you?
This question will also help you find out more about her last relationship without having to directly asking her, as that would be too personal for the first encounter. When you know what she considers a deal-breaker in a relationship, you can sense what she’s been through in the past.
If she speaks about some of the things she would never tolerate emotionally, that means she’s probably been hurt that way before. Just make sure to be careful not to ask too many follow-up questions because your night might go in the wrong direction.
Also, this is the chance for you to follow up and talk about your standards and deal-breakers. A chance for you to tell her more about the things you would never put up with in a relationship.
4. If you could choose one person in the entire world, living or dead, to have dinner with, who would it be?
At first glance, this question sounds like a cliché. Nevertheless, if you carefully listen to your girl’s answer, it will help you get to know her on a much deeper level.
It will help you find out more about her interests and the things and people that amaze her. If she mentions she would like to have dinner with, for example, a famous author, it is clear that reading is her thing; if she names a scientist, it is obvious she is interested in that particular field of science.
Also, hearing the answer to this question will give you the chance to know what amazes and inspires the girl sitting next to you. Do you guys have similar interests?
What are the things that move her and the qualities she appreciates in people the most? Would she rather have dinner with her celebrity crush or with a humanitarian worker?
5. Do you think that guys should always make the first move?
Even though she’ll probably never tell you this directly, the answer to this question will see if this girl likes playing hard to get. Does she enjoy a man chasing her or is it that she doesn’t have a problem with taking the first step?
Is this girl an old soul? Does she enjoy men courting her or is she completely fine with the rules of modern dating where there is nothing wrong with women grabbing what or who they want?
6. Who was your first love?
Well, she doesn’t actually have to tell you his name because it’s not that important. Nevertheless, she should tell you about the whole experience.
This question will reveal her love history and you’ll see when it was that she was mature enough to fall in love. When and why did she think it was time to make a relationship serious for the first time and to take it to the next level?
Don’t show any jealousy while talking about this subject because you’ll appear a creep if you do. After all, this happened before you and the two of you are just getting to know each other.
In case she says that she has never felt love yet, it’s okay. A lot of people are not that lucky to fall in love at a young age and experience that feeling.
This doesn’t have to mean that she is too closed off or overly picky when it comes to men. Maybe she hasn’t met the right guy just yet and there is nothing unusual about that.
Some people are capable of loving only one person their whole life. Maybe you are going to be that person for her.
Just keep in mind that this might mean that she hasn’t experienced her first heartbreak either. So, be extra careful with this girl and don’t be the one to crush her dreams of real love.
7. If you could change one thing about yourself, what would it be and why?
Okay, this one is the trickiest. There are many answers you could get to this one.
If she says something about her looks, be ready to compliment her. However, if she says something about her life in general or some of her characteristics, then be ready to support her.
Either way, the answer will help you see whether this girl’s primary concern are her looks, her brains, or her personality. The purpose of this question is not to find out more about this girl’s deepest insecurities so you could use them against her sometime in the future, because that is the last thing you should even think of doing.
Instead, this is an opportunity for you to show her that she can be comfortable and relaxed around you. If you see that she isn’t eager to answer this question, the best thing you can do is break the ice by naming one thing you don’t like about yourself.
Just be careful not to be too hard on yourself while talking about this. The truth is that we all have flaws but it doesn’t mean you should talk trash about your looks or personality.
Keep the balance: show her that you’re confident enough to be aware of your imperfections and talk about them out loud.
8. What was the most romantic gesture that a guy’s made to impress you?
This question is about her exes, so it is something you have to be extra careful with. The last thing you want is to remind her of the feelings she had for them or make her think that you’re trying to compare yourself with one of them.
However, if you play your cards right, the answer to this question will help you a lot with this girl. Is she a hopeless romantic with her head in the clouds or more of a down-to-earth girl?
What does romance mean to her? Does she consider it cute when she gets a dozen red roses, or when a guy gives her some practical gift or runs an errand for her?
Is she into cheesy, normal romantic gestures, or does she like it more when she gets something personal? Is she a fan of surprises or not?
Remember this answer because it might help you surprise this girl sometime in the future. Don’t get me wrong – I am not advising you to copy her ex’s romantic gestures by throwing her the same type of surprise, but knowing what can impress this girl can steer you in the right direction and give you some basic guidelines.
9. Personality or looks?
Another important thing that might help you find out more about this girl and her relationship preferences is knowing what she is looking for in a guy and the reason she thinks men fall for her.
What is more important to her? Does she think that her biggest quality is her brains or her looks?
What about the opposite sex? If she had to pick, would she rather be with a guy she is attracted to physically but isn’t compatible with or with a guy whose looks don’t turn her on but she is enchanted by his personality traits?
Let’s face it, we’re all drawn by someone’s appearance at first, before we get to know them. However, the question here is about what she considers to be crucial for a successful relationship.
Is it chemistry or a decent personality? Is it compatibility in life or compatibility in the bedroom?
10. What is the craziest thing you’ve done for a guy?
How far is she ready to go for her beloved’s love? Is she ready to put the effort into proving to a guy that she is crazy about him?
Also, what is the craziest thing a man did for her? Was she amazed?
11. In your opinion, which three things are the most important in a relationship?
This is another one of those good questions that will connect you on a deeper level. You’ll understand what she expects from her partner and, in turn, that which she’s ready to give.
How serious is she about romantic relationships in her life? Is it more important for her to have a good time with a guy than to find someone she can meet halfway?
Or is it the opposite? Does she follow her urges and instincts, her heart or her brains?
Is it important for her to have a best friend in her boyfriend? Or does she already have a best friend and is only looking for a lover?
Would she rather have a serious boyfriend or a guy with a sense of humor who can make her laugh at all times? Does she think the same sense of humor is important in a relationship?
Is she ready to do whatever it takes for the sake of her love life? Is she ready to close her eyes on some things she isn’t satisfied with in a relationship, just because she loves a man wholeheartedly?
Or she is someone who would rather spend the rest of her life with a man who respects and appreciates her, even if she isn’t necessarily crazy over him?
Does she prefer butterflies over stability? The storm over the peace?
Or is it the other way around?
12. What is your wildest fantasy?
This is another playful question not everyone would answer. Some girls don’t like talking about it in the beginning, yet others are like an open book.
In case you see that she isn’t comfortable talking about her turn-ons, move on to the next topic and don’t pressure her into telling you anything she doesn’t want to. Don’t push her too hard and remember not to cross her personal boundaries.
After all, the two of you are just getting to know each other and it is perfectly normal if she refuses to answer this type of question. After all, the last thing you want is to make this girl feel nervous.
However, if you see that she doesn’t have any trouble sharing her wildest fantasies, it can serve as a perfect icebreaker to keep the conversation going in a more flirty direction. Not only that – this can also serve as inspiration for you to be a better lover for this girl in the future, if the two of you happen to hook up.
After knowing more about her fantasies, you can move on to other things related to the bedroom. Ask her about her favorite sex position and cuddling and kissing style.
Does she prefer cuddling or rough sex? Does she prefer kissing or hugging?
Also, it can help you see whether the two of you might be compatible in bed in the future. Do you like the same things and are both of you open to experiments?
13. If you could choose any place in the world you’d like to be right now, where would it be and why?
This tells you a lot about her. If she says some place on the other side of the globe, that means she’s adventurous.
If she says she’d like to be next to someone she loved deeply but is no longer alive, that means she’s caring and loving. If she says the mountains or the beach, that means she’s a relaxed person who enjoys nature.
There is no wrong answer here. She could be all of these things at once. This question just helps you to get to know her better and it gives you an idea for where to plan your first trip together, if it happens that this turns out to be something bigger.
14. What is the one word you would use to describe yourself?
This is one of the best flirting questions to ask a girl because it helps you get to know her better.
She can only choose one word! You probably already know what kinds of points of views you want your girlfriend to have and you don’t want her to think low of herself.
Think about the one word you’d use to describe yourself and then see if your word and her word have been taken from the same dictionary of self-respect and confidence. In case they are not, then maybe you could both work together on finding that dictionary.
Just by hearing this word, you can understand much about your guys’ compatibility, similarities, and differences. However, even if you two choose completely opposite words, it doesn’t have to mean you can’t get along just fine.
Maybe she is an introvert and you’re an extrovert? Maybe your word is flirtatious or outgoing while hers is calm and introspective?
That doesn’t mean that you should cut her off right away. Don’t forget that she can be your missing piece of the puzzle, despite the two of you being different at first sight.
15. How do you feel about being single for a long period of time?
One of the best flirting questions to ask a girl is related to her single status. Besides getting to know her better, her answer will also help you see for how long and why she’s been single and when the last time was that she was in a serious relationship.
Has she been hurt in the past to the point that she needed more time to recover? Has she been traumatized by a breakup that she decided to put her guard up and to remain single?
Or maybe she just refuses to settle for less? Maybe this girl knows what she deserves and doesn’t want to lower her standards.
Does this girl have the constant need to be in a relationship? Or is she perfectly fine with being on her own?
These are the questions that’ll help you reveal her motives about getting herself involved with you.
Is she doing it because she is desperate to have a boyfriend and because she is scared of being single? Or does she really like you and is even ready to ditch her amazing single life for your sake?
16. If you could spend an entire day with me, how would it look?
This flirtatious question shows you how much she’s been listening to what you have to say. It will also give this girl a chance to express herself about you and the direction this date is going in.
If she proposes a friendly activity like shopping or hanging out with a group of people, it is obvious that she is not that into you. However, if she tells you that she would like to, for example, cuddle, or if she proposes a couples activity, it means that you are very close to winning her over.
Also, if she chooses a place she thinks you’d both like, then she’s definitely interested in you because she has been paying attention to everything you’ve been talking about and is willing to compromise because she isn’t selfishly looking at her needs only.
17. What do you consider a perfect date and when was the last time you went on one?
In case you want to take her out again, you should know more about this girl’s dating preferences. You need to do something to stand out from the masses and the thing to help you achieve that is impressing this girl by preparing a perfect night for her.
That means that you should use one of the most useful and best flirty questions to ask a girl: you have to spontaneously make her talk to you about the best date she’s ever had.
After she does, don’t recreate that date as she’ll spend the whole night thinking about how her ex did all of those things for her and you’ll be nothing more than a simple copycat. Instead, just take it as inspiration to do something even better.
This answer will help you see what this girl likes about dating: Does she love romantic things? Is she a girl who like picnics and outdoor activities, or does she prefer walks through the city or clubbing?
Does she prefer fancy dinners over spontaneous get-togethers? Does she like her dates to be during the day or at night?
What is her favorite place in the entire world? Somewhere that she would like to have her dream date?
What is her favorite thing to do on a date?
Listen carefully because it’s your job to make her forget about that date and consider the one with you as the best ever.
In case she’s never been on a perfect date, then your job is a bit easier as you have no competition. Just listen to her wishes carefully and plan the way you think would impress her.
Keep in mind that this can be one of the flirting questions to ask a girl over text before you two go out together. This way, you can make your first date worth remembering.
18. What is your biggest regret about your love life so far?
If you’re looking for some deep flirty questions to ask a girl, this one takes it. It will help you see how the girl you like feels about relationships and in love in general. Also, it can be a good insight on the things she doesn’t like in romance.
Of course, you won’t get into details of her past. You don’t want her to start talking about her exes in detail, you just want to know more about her and this is the way to find that out.
What are the things she would like to change about her romantic past, if she could go back in time? Would she start dating a little bit sooner or later?
Does she regret giving away too many second chances? Or does she wish she had accepted an apology from some guy whom she couldn’t forgive?
Does she regret being with some guy in the first place? Or does she see it all as a valuable lesson?
Does she wish she used her brains more? Or regret not following her heart?
19. Have you ever done something in a public place that you probably shouldn’t have?
This is another playful question not everyone would like to answer. If she answers positively, it is clear that you are dealing with a fun and adventurous girl. And who wouldn’t like to date a girl like that?
On the other hand, maybe she is just a shy girl who doesn’t enjoy talking about this type of stuff, especially to someone she doesn’t know very well. If this is the case with your date, please respect her boundaries and don’t push her too hard to reveal her intimacies to you.
However, look at this question as a type of verbal foreplay—something that will get the two of you in a flirty mood. It doesn’t have to mean a thing because she may be hiding true fire behind that shy exterior, or perhaps the other way around.
20. What are your plans for the next 24 hours of your life?
Obviously, you want to know more about this girl’s habits. What does she do for a living, what are her hobbies and interests?
Well, this question is the best way to find out the answer to all of these questions. While answering, this girl will basically describe an ordinary day of hers and tell you all you need to know.
21. How would you react if I told you that I like you?
Among all the flirty questions to ask a girl you like over text, this is the flirtiest. It is a cute and direct way of telling a girl that you are into her.
This question will surprise her if you choose a good moment to ask her. Not only that, she’ll be blown away by your honesty as well and by the fact that you’re so straightforward.
If she tells you she likes you back then you two are definitely a perfect match. You are both being honest with each other at that moment and if you keep on doing that throughout your relationship, then you’re bound to live happily ever after.
22. Would you rather get a kiss on the cheek or the mouth after the first date?
If you’re looking for some flirty would you rather questions to ask a girl, this one is it. Besides it being a great intro for the first kiss, it can also give you an insight on what this girl is into and what kind of person she is.
Is she shy? Does she need time before making any physical contact?
Or she likes you so much that she wouldn’t mind you kissing her right away? Maybe she is open to new things and wants to see if there is chemistry between the two of you from the get go?
Also, this question is great for you if you aren’t sure about your date’s feedback. You don’t want to cross her boundaries and risk her backing out when you try to kiss her, yet at the same time, you don’t want to directly ask her if she wants to kiss you back.
23. Do you prefer texting or phone calls?
Once you find out the answer to this question, you’ll see whether this girl feels more comfortable talking on the phone or texting and you’ll see what way of communication is most suited for her. Or maybe she doesn’t like this type of communication at all and prefers talking face to face.
Besides, it will also tell you more about her personality: does she need time to come up with an answer or prefer chit-chatting on the phone? What is the best way to approach her in the future and stay in touch?
24. If you could have one superpower, what would it be?
Another perfect question to ask a girl is about the superpowers she would like to have. If she meets a genie in a bottle, what would she ask this genie for?
Would she like to have an X-ray vision? Would she like to be invisible?
Would she like the ability to fly? Or the power to stop time?
At first, this question may seem to hold no special importance, but it can actually tell you a lot about your date. For example, if she wants to have X-ray vision, it means that she is curious, and if she’d like to fly, it is likely that travelling and discovering new places is her passion.
25. What are the top items on your bucket list?
The last out of all interesting questions you’ll ask is related to the things she would do before she dies, if she had the money and the time.
Would she go traveling to a specific location? Or would she do some charity work?
This one is also on the list of the right questions to ask a girl you want to get to know more. It will help you get to the bottom of her aspirations, goals and dreams.
What to do if you’re not satisfied with her answers?
Now that you’ve gone through all the questions, you have more than enough tools to properly flirt with the girl and show interest in her at the same time. While doing so, you’ll be able to decide whether or not she’s your perfect match.
If it happens that you don’t like everything this girl has to say, that doesn’t have to mean that she is not the one for you. This is especially the case if you don’t like her first pet name, favorite color, favorite place she’d like to visit, or favorite thing she likes doing in her spare time – these are things that won’t affect your potential romantic relationship.
However, if you see that the two of you disagree regarding most topics and that she answered most of your questions differently from what you expected, then it might be time to reconsider your next move.
Just remember not to judge a book by its cover. It is possible for this girl to actually be your perfect girl, but you just failed to see it right from the outset.