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50 Good and Cute Questions to Ask a Girl and Why They Work

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Let’s face it- Girls get tired of being asked the same old boring questions over and over! The last thing you want to do when you’re talking to a pretty lady is scare her away with awful and dull questions. Asking her good, cute and interesting questions is super important when you’re building a relationship with a girl, even if the two of you are just friends as of right now. Asking the right questions will help you get to know each other in ways that actually matter. Not only will you create a stronger bond with one another, but you’ll gain a lot of important information that you can keep as discussion material for future conversations. These questions will also allow you to see how much you have in common with her! So dive and start asking any of these follow 50 good and cute questions. We’ll even let you in on the secrets of what makes them work so well!

  • What’s one thing that always makes you smile?

This is a great question to ask a girl,even if you are just friends. But it’s especially great to ask if you want to take things to the next level. Asking her what makes her smile will let her know that you care about making her happy. You can also store away her answer in the back of your brain and break it back out on a rainy, gloomy day when she has one!

  • What was your childhood like?

There’s a lot it takes when getting to know someone that you don’t really know that well. Even if you do know her, you should get to know about her childhood. Questions like these make her feel like you are really listening to her. Getting to know about someone’s past also sheds light on why they are the way they are! Getting that information is never a bad idea.

  • Who is your favorite parent and why?

Whether we like to admit it or not, we all have a favorite parent! Asking this question will open up a path to then discuss your families. You could talk for an hour about your favorite parent, imagine how long you’ll be talking about the rest of your families?

  • Where is your favorite secret, special place?

Everyone has a special place they love to go away to and think. These places usually are considered very special and aren’t very often talked about. She will appreciate the fact that you are asking her about hers. It will also bring feelings of warmth and good memories to her!

  • What is your biggest goal in life?

Whether it’s climbing Mount Everest or getting the next promotion- She has a huge goal in her life! Get her to talk about hers and in turn you can discuss yours! What’s a better conversation than one about hopes and dreams?

  • What was your dream job as a child and what inspired you to consider it?

Now that you’ve got her to open up about her biggest goal, you can dive into what her biggest goal when she was younger once! You’ll definitely get a couple of giggles and smiles out of her when you talk about this question.



  • Who is your best friend and why are they the best?

They say that you can’t have the girl without accepting her friends. And they are right! Every girl loves for you to get to know her friends, too. This question is a great way to start doing that.

  • What is your favorite quote?

Quotes are amazing conversation pieces and they give you a little look into a person’s soul. They let you see how someone’s mind works. Things may get deep after you ask this question, but it’s definitely worth it!

  • If you could drop everything and travel anywhere in the world, where would you go right now?

Although it may not be possible to just up and leave, she will love to talk about it anyway! Daydreaming is an amazing thing to do. The two of you could be daydreaming for hours when you ask this question.

  • What do you think your biggest pet peeve is?

Asking her this is crucial! You are going to want to know what really irks her, so that way you can avoid doing so in the future. Better to get a jump start on these things now, don’t you agree?

This also gives you the opportunity to tell her what your biggest pet peeve is, too!

  • If you wrote a novel about your life, what would you title it?

This question will ultimately end in some laughter, as you both discuss the sarcastic, ironic names you’d use to describe your lives.

  • What is one thing you would eliminate from the world if you had the power to?

Yeah, yeah, this isn’t exactly a logical question. But who doesn’t like to think about getting rid of world hunger or whatever it may be that she dislikes?



  • What’s your favorite way to celebrate a holiday or an accomplishment?

This way you will know how to celebrate with her when she does something awesome. You could even take this idea and use it as a surprise date in the future!

She will like that you listened to her and it will definitely help push her right into your arms.

  • What is your one true talent?

Let her have a little bit of pride by asking her what she is the best at. Raising her ego just a tiny bit with this question only works in your favor! Give it a shot.

  • Have you ever had a crush on a fictional character? Who was it?

She might blush a little bit, but she’ll probably be more than willing to tell you! This is a great conversation piece. The two of you can reminisce about your silly television or book characters.

  • Have you ever been in love? What was it like?

Talking about romance is always a romantic, but can give you an idea of what her thoughts on love are at this point.

  • What’s one food combination that you love that other people think is gross?

Whether is pickles and ice cream or anchovies on pizza, this is a great question to ask that will keep the two of you chatting for awhile.

  • What makes you feel safe?

It’s important to take note when she gives you her answer to this question. She will like that you are asking these types of personal question and appreciate your effort to get to know her on a much deeper level.

  • How would you suggest someone cheer you up when you are feeling down?

Just like she’ll be touched that you wanted to know what makes her feel safe, she will feel equally as special when you ask her what cheers her up. Again, it’s recommended that you take notes of these answers and use them later to charm her to the max!

  • If you were to get three wishes, what would you wish for?

Not only is this a really fun and good question to ask, it’s a great way to get to know her a little better. You can get a peek at what she truly desires.

  • What never fails to make you cry?

This question gives room for a little vulnerability. Which is a great thing to bring out when you are building a stronger bond with someone. It let’s her know you also care about what brings her down just as much as you care about what cheers her up.

  • What is your favorite healthy food? What is your favorite junk food?

Who doesn’t love to talk about food? By asking her what her favorite in each category is, you might inspire a junk filled movie date in the future or be able to use her answers to surprise her with her favorite treats next time the two of you hang out. The options are endless!

  • What always makes you nervous?

Again, you’re opening up a doorway into letting her be a little vulnerable with you. This is an awesome way to connect with someone on a less shallow level.

  • Do you think you have an irrational fear? What is it?

Talking about your worst fears may not be funny, but talking about irrational fears sure is! Get a few laughs going between you two as you discuss the silliest things that scare you both.

  • What are your thoughts on soul mates?

Each person may hold different ideas on what soul mates should be or may even be hesitant to admit they exist. This opens up a great amount of discussion between people. Once again, it also gives you an idea of what her thoughts on love are.

  • How would you describe your idea of a perfect romantic date night?

This will give you hints for the future. Wink wink.

  • When you date someone, what are three things that are incredibly important in maintaining a strong relationship?

What’s cuter than discussing the perfect relationship? She will take note of your efforts when you ask questions like these! She may even start to see you as a true romantic. That never hurts your case, does it?

  • Is there a movie or piece of literature that made a deep impact on you? What was it?

We each have that certain film or book that brings out raw emotion in us. She will love discussing some of her favorite things that mean a lot to her with you.

  • Have you ever seen anything close to a miracle happen right in front of your eyes?

This is going to an interesting topic, that’s for sure! Hopefully she’s seen something good. You can use this to also discuss the crazy stuff you’ve seen right before your very eyes, if anything at all!

  • What is the craziest thing you have ever done in your life?

You’ll never know what kind of crazy adventures someone has been on until you get the guts to ask them! You may be surprised at the wild stuff she’s done in her life. Nothing makes for more exciting conversation than that!

  • Do you consider yourself an animal person? What’s your favorite animal?

Usually women love talking about animals! Get her all warm and fuzzy with this adorably good question to ask!

  • Would you say that you’ve ‘found yourself’ yet?

A great question to ask that will help you get a little insight into her thoughts on herself.

  • What T.V series can you re-watch over and over without getting sick of?

You’ll never know if you obsess over the same shows if you don’t ask her! Who knows, you may both have more in common than you thought before.

  • What is your favorite memory from growing up?

What inspires more grand feelings than discussing your best memories?

  • Have you ever had a really embarrassing moment in public?

Now that you’ve gone over the best memories, start discussing some of the more cringe worthy ones. Maybe you both share some of the embarrassing moments from your youth.

  • What is your favorite genre of music?

Nothing brings people closer together than music! That’s for sure. The two of you could talk forever about your favorite bands or what music means the most to you.

  • Would you consider yourself a happy person? Why or why not?

When getting to know anyone it’s extremely crucial to discover if they feel happy or not. Get a feel of how critical they are of their lives. This may bring you closer together or it may give you the push you need to stay away from someone that you may not feel is good for you.

  • Who is one person you wish you could have a conversation with, either alive or dead?

This is an interesting question to discuss. You can bond over which legends you would like to have dinner with. Maybe you both wish you could have a tea with John Lennon. You may not know unless you take the leap and ask her!

  • Do you believe people can live happily ever after?

Everyone has a different idea of what happily ever after really means to them. This is your chance to get to know what it means to her. After she tells you then you can discuss your thoughts on it, too.

  • Have you ever been caught doing something you shouldn’t have been doing?

Nothing inspires more giggles and blushing than this question! It might spark a little intimacy, too, depending on how naught the act she was caught in is.

  • What’s your favorite thing to dress up for Halloween?

A bit of a quirky question, but totally fun to talk about! Who knows, maybe you both love costumes and want to plan something together for the next Halloween that comes around. One things for sure, most women love makeup and costumes and will jump at the chance the talk about them with you.

  • What are some qualities that attract you to a man?

A perfect way to get her idea of a perfect man out of her. That way you can see if she sees potential in you as more than just a friend. If that’s what you’re looking for that is. If not, it’s still a great question to ask if you want to get to know her better.

  • What is your biggest first world problem?

Everyone has that one silly problem they get upset over. Like their phone charger being too short or their laptop always randomly shutting off. Not only is this an awesome question to ask, it’s a great way for you two to come closer together over a little change of perspective.

  • If you could change one thing about yourself physically, what would you change?

Although at first she may feel a little blue discussing what she thinks her biggest flaw is, but don’t worry! That is exactly what it’s meant to do, but only for a second! Right away after she answers is when you should jump in and reassure her that she is perfect and there’s nothing she needs to change about herself. It’s a smooth mood and she’ll come out with stronger confidence! All thanks to you.

  • What’s the first thing you would buy if you won the lottery?

It’s always fun to talk about what you’d do if you were stinkin’ rich.

  • What three words would you use to describe me?

Okay, now that you’ve spent forty five questions talking about her, here is a question that will help turn the spotlight on you for a second.

  • Do you have any guilty pleasures? What are they?

She may be a little hesitant to let you in on her secrets, but with a little motivation from you she will inevitably open up about it. Maybe you both hold the same ideas of a guilty pleasure and it will lead the the ultimate bonding experience!

  • What is your wildest fantasy, if you have one?

More of a naughty question and better left asked if you have intentions of being more than just friends with her. If you were looking a cute and good question that’s also flirty, this is the question for you.

  • Are you an introvert or an extrovert?

When you’re getting to know someone it’s extremely important to discover whether they are more of an extrovert or an introvert. This will let you know if the two of you are actually compatible or not. Even as friends. Sometimes opposites can be friends or lovers, but oftentimes it takes the same type of personalities to get along the best.

  • Do you get jealous?

A great question to ask her if you like her as more than a friend. It will give you an idea of what type of girlfriend she would be. It’s also great to ask if you want to drop hints that you like her. Why else would you be asking such a question?

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