250+ Flirty Questions to Ask Your Crush (Texting, Romantic, and Cute…)

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Regardless of what you heard, the truth is, flirting is an art. And, just like any art, it can be mastered and improved upon. If you are looking for flirty questions to ask a girl you like, you're in the right place!

Of course, it helps to have natural charisma, but we’re not all blessed that way. So yes, there are ways to get better at flirting, techniques you can learn, and moves to master. But, the art of flirting is based on creativity and wits, and it only works best when two people are fully engaged.

This list of flirty questions to ask a girl you like is perfect to get you started in the game. Each of the questions on the list represents a cute, innocent way to get to know the girl you like. Even more, it will give you an opportunity to show how smart and funny you are, and it will open new topics for communication.

I divided the list of flirty questions to ask a girl you like into several categories, so make sure to choose the right one. If not, you run the risk of asking a question that’s too bold, too early in the relationship. This can easily ruin your game and put an end to what could’ve been a beautiful relationship.

Flirty Questions

a man holding his phone looking confused while a woman walks away from him

When you're trying to get to know your crush on a deeper level, asking specific questions can be a great way to spark interesting conversations and show that you're genuinely interested in them. Here are 25 flirty questions to ask your crush that include something specific:

  1. What's your favorite type of music, and what's a song that always gets you in the mood?
  2. Do you have a favorite movie scene that always gives you butterflies?
  3. What's your favorite food, and what's a dish that you could eat every day for the rest of your life?
  4. Do you have a favorite hobby or passion, and what's something you'd love to do together related to that?
  5. What's your favorite book, and is there a passage that you find especially romantic?
  6. Do you have a favorite vacation spot, and what's a romantic activity you'd love to do there?
  7. What's your favorite way to unwind after a long day, and is there a way we could do that together?
  8. Do you have a favorite type of drink, and what's a recipe you'd love to try making together?
  9. What's your favorite childhood memory, and is there a way we could recreate it together?
  10. Do you have a favorite animal, and what's something fun we could do at a zoo or aquarium?
  11. What's your favorite type of flower, and have you ever received a bouquet that made you swoon?
  12. Do you have a favorite type of dessert, and what's a recipe you'd love to try making together?
  13. What's your favorite way to stay active, and is there a fun activity we could do together?
  14. Do you have a favorite way to spend a lazy Sunday, and is there something we could do together to make it more romantic?
  15. What's your favorite type of art, and is there a gallery or exhibit you'd love to visit together?
  16. Do you have a favorite memory of us, and what's something similar we could do together?
  17. What's your favorite type of weather, and is there an activity we could do together that's perfect for that kind of day?
  18. Do you have a favorite scent, and what's a romantic way we could incorporate that into a date?
  19. What's your favorite time of day, and is there a romantic activity we could do at that time?
  20. Do you have a favorite type of coffee or tea, and what's a cute way we could surprise each other with it?
  21. What's your favorite type of adventure, and is there a place we could explore together that fits that description?
  22. Do you have a favorite type of game, and is there a way we could turn it into a flirty competition?
  23. What's your favorite type of view, and is there a scenic spot we could visit together?
  24. Do you have a favorite way to pamper yourself, and is there a way we could do that together?
  25. What's your favorite type of holiday, and is there a way we could celebrate it together in a flirty way?

Texting Questions

a couple sitting on the grass looking off into the distance

If you're looking to flirt with your crush over text, asking them flirty questions can be a fun and engaging way to keep the conversation going. These questions can be playful, suggestive, or even a little bit teasing, so don't be afraid to be bold and show your interest. Here are 25 flirty questions to ask your crush when texting:

  1. What's something you've always wanted to do, but haven't had the chance yet?
  2. If you could go on a date anywhere in the world, where would you choose?
  3. What's the most romantic thing someone has ever done for you?
  4. Do you believe in love at first sight, or should I walk by again?
  5. What's something that always makes you laugh, no matter what?
  6. What's the most attractive quality someone can have, in your opinion?
  7. What's your favorite type of date, and have you ever done it before?
  8. If you could have any superpower, what would it be, and how would you use it to impress me?
  9. What's something you're passionate about, and can you tell me more about it?
  10. If you were stranded on a deserted island, what three things would you bring with you?
  11. What's the best compliment someone has ever given you?
  12. What's the most romantic thing you've ever said to someone?
  13. Do you prefer staying in or going out for a date, and why?
  14. What's something you've always wanted to try in the bedroom?
  15. If you could be any character from a movie or TV show, who would you choose, and why?
  16. What's your favorite type of music, and can you recommend a song I should listen to?
  17. Do you believe in fate, or do you think we create our own destiny?
  18. What's your favorite type of food, and have you ever cooked it yourself?
  19. If you could have dinner with anyone, dead or alive, who would you choose, and why?
  20. What's something you've always been curious about, but never asked anyone?
  21. What's your favorite type of compliment to receive?
  22. If you could only keep three possessions for the rest of your life, what would they be?
  23. Do you prefer sweet or savory foods, and can you recommend a dish I should try?
  24. What's something that always makes you feel confident, no matter what?
  25. What's the most romantic thing someone could do for you over text, and can I try it?

Questions For Guys

How to show a girl you love her

Flirting with a guy can be both fun and exciting, especially if you're looking to get to know him better. Asking flirty questions is a great way to start a conversation and show your interest in him. These questions can be playful, suggestive, or even a little bit teasing, so don't be afraid to be bold and show your personality. Here are 25 flirty questions to ask a guy:

  1. What's your idea of a perfect date?
  2. What's your favorite type of music, and can you recommend a song I should listen to?
  3. Do you believe in love at first sight, or should I walk by again?
  4. What's something that always makes you smile, no matter what?
  5. What's the most attractive quality a woman can have, in your opinion?
  6. What's the craziest thing you've ever done to impress someone?
  7. If you could be any character from a movie or TV show, who would you choose, and why?
  8. What's your favorite type of food, and have you ever cooked it yourself?
  9. What's your favorite type of compliment to receive?
  10. Do you prefer texting or talking on the phone, and why?
  11. What's the most romantic thing you've ever done for someone?
  12. Do you believe in fate, or do you think we create our own destiny?
  13. What's the most adventurous thing you've ever done, and would you do it again?
  14. What's the most embarrassing thing that's ever happened to you on a date?
  15. If you could have any superpower, what would it be, and how would you use it to impress me?
  16. What's the most important thing in a relationship to you?
  17. What's something you've always wanted to try in the bedroom?
  18. Do you prefer sweet or savory foods, and can you recommend a dish I should try?
  19. What's your favorite way to spend a lazy day?
  20. What's the most spontaneous thing you've ever done, and was it worth it?
  21. What's your favorite type of compliment to give?
  22. Do you prefer someone who's adventurous or someone who's more reserved?
  23. What's your biggest turn-on?
  24. What's your favorite type of movie, and can you recommend one I should watch?
  25. What's the most romantic thing someone has ever said to you, and can I try to top it?

Questions For Girls

Flirting with a girl can be a fun and exciting way to get to know her better and show your interest. Asking flirty questions can be a great way to start a conversation and show your personality. The key is to be playful, teasing, and suggestive without being too forward or disrespectful. Here are 25 flirty questions to ask a girl:

  1. What's your idea of a perfect date?
  2. What's the most romantic thing someone has ever done for you?
  3. What's your favorite type of music, and can you recommend a song I should listen to?
  4. Do you believe in love at first sight, or should I walk by again?
  5. What's something that always makes you smile, no matter what?
  6. What's the most attractive quality a man can have, in your opinion?
  7. What's your favorite type of food, and have you ever cooked it yourself?
  8. What's the most adventurous thing you've ever done, and would you do it again?
  9. Do you prefer texting or talking on the phone, and why?
  10. If you could have any superpower, what would it be, and how would you use it to impress me?
  11. What's your favorite type of compliment to receive?
  12. What's the craziest thing you've ever done to impress someone?
  13. Do you believe in fate, or do you think we create our own destiny?
  14. What's the most embarrassing thing that's ever happened to you on a date?
  15. If you could be any character from a movie or TV show, who would you choose, and why?
  16. What's the most important thing in a relationship to you?
  17. What's something you've always wanted to try in the bedroom?
  18. Do you prefer sweet or savory foods, and can you recommend a dish I should try?
  19. What's your favorite way to spend a lazy day?
  20. What's the most spontaneous thing you've ever done, and was it worth it?
  21. What's your favorite type of compliment to give?
  22. Do you prefer someone who's adventurous or someone who's more reserved?
  23. What's your biggest turn-on?
  24. What's your favorite type of movie, and can you recommend one I should watch?
  25. What's the most romantic thing you've ever said to someone, and can I try to top it?

Questions To See If They Like You Back

Flirting can be a fun and exciting way to get to know someone and see if there's a romantic spark between you. However, it can sometimes be difficult to tell if someone likes you back. If you're looking for a way to gauge their interest, try asking flirty questions that show your interest and give them an opportunity to express their feelings. Here are 25 flirty questions to ask someone to see if they like you back:

  1. What's your idea of a perfect date?
  2. Have you ever had a crush on someone you couldn't have?
  3. What's your favorite type of music, and can you recommend a song I should listen to?
  4. Do you believe in love at first sight, or should I walk by again?
  5. What's something that always makes you smile, no matter what?
  6. What do you think makes someone attractive?
  7. What's the most adventurous thing you've ever done, and would you do it again?
  8. What's the most important thing in a relationship to you?
  9. What's your favorite type of food, and have you ever cooked it yourself?
  10. If you could have any superpower, what would it be, and how would you use it to impress me?
  11. Do you prefer texting or talking on the phone, and why?
  12. What's the craziest thing you've ever done to impress someone?
  13. Do you believe in fate, or do you think we create our own destiny?
  14. What's your favorite type of compliment to receive?
  15. If you could be any character from a movie or TV show, who would you choose, and why?
  16. What's the most important quality in a partner to you?
  17. Do you prefer sweet or savory foods, and can you recommend a dish I should try?
  18. What's your favorite way to spend a lazy day?
  19. What's the most spontaneous thing you've ever done, and was it worth it?
  20. What's your favorite type of compliment to give?
  21. Do you prefer someone who's adventurous or someone who's more reserved?
  22. What's your biggest turn-on?
  23. What's your favorite type of movie, and can you recommend one I should watch?
  24. If you had to choose between love and money, which one would you pick?
  25. If you could go anywhere in the world, where would you go, and would you want me to come with you?

Random Questions

Flirting can be exciting and unpredictable, and sometimes asking random questions can be a great way to get to know your crush better while showing off your fun and playful side. Here are 25 flirty questions to ask your crush that seem very random:

  1. What's the weirdest thing you've ever eaten?
  2. Have you ever been skydiving, and if not, would you ever try it?
  3. If you could live in any fictional universe, which one would you choose, and why?
  4. What's your favorite thing to do on a rainy day?
  5. If you had to describe yourself using only emojis, which ones would you choose?
  6. Have you ever had a dream that felt so real, you had trouble telling it apart from reality?
  7. What's the most embarrassing thing you've ever done in front of a crush?
  8. If you could time travel to any period in history, which one would you choose, and what would you want to see?
  9. What's your favorite conspiracy theory, and do you think there's any truth to it?
  10. If you could have any animal as a pet, what would it be, and why?
  11. Do you believe in ghosts, and have you ever had a paranormal experience?
  12. What's the most romantic thing someone has ever done for you?
  13. If you could switch lives with anyone for a day, who would it be, and what would you do?
  14. What's your favorite type of weather, and how does it make you feel?
  15. Have you ever had a near-death experience, and if so, what did you learn from it?
  16. If you could be any fictional character, who would you choose, and why?
  17. What's your favorite thing to do when you're feeling stressed or anxious?
  18. Have you ever had a celebrity crush, and if so, who was it?
  19. If you could only eat one food for the rest of your life, what would it be?
  20. Have you ever been in a haunted house, and if not, would you go in one?
  21. What's the most important lesson you've learned from a past relationship?
  22. Do you believe in fate or free will, and why?
  23. If you could be any superhero, who would you choose, and what would your powers be?
  24. Have you ever had a lucid dream, and if so, what did you do in it?
  25. If you could learn any skill instantly, what would it be, and how would you use it to impress me?

Cute Questions

When you have a crush on someone, you want to get to know them better, and asking cute questions is a great way to do that. Cute questions are often light-hearted, fun, and playful, which can help you to build a connection with your crush. Here are 25 cute questions to ask your crush:

  1. What's your favorite thing to do in your free time?
  2. If you could have any superpower, what would it be, and why?
  3. What's your favorite type of music, and do you have a favorite band or artist?
  4. What's your favorite thing to do on a lazy day?
  5. What's your favorite type of food, and do you have a favorite restaurant?
  6. What's the most adventurous thing you've ever done, and would you do it again?
  7. If you could travel anywhere in the world, where would you go, and why?
  8. What's your favorite book, and why do you love it?
  9. If you could switch lives with anyone for a day, who would it be, and why?
  10. What's your favorite childhood memory?
  11. What's your favorite movie, and do you have a favorite actor or actress?
  12. What's your favorite thing to do with your friends?
  13. If you could learn any skill instantly, what would it be, and why?
  14. What's your favorite animal, and do you have a favorite pet?
  15. What's the most romantic thing you've ever done, or had done for you?
  16. What's your favorite way to spend a rainy day?
  17. If you could only eat one food for the rest of your life, what would it be?
  18. What's the craziest dream you've ever had?
  19. What's your favorite holiday, and how do you usually celebrate it?
  20. If you could be any character from a book or movie, who would you be, and why?
  21. What's the most embarrassing thing that's ever happened to you?
  22. What's your favorite type of weather, and how does it make you feel?
  23. If you could have any job in the world, what would it be, and why?
  24. What's your favorite thing to do when you're feeling stressed or anxious?
  25. If you could only listen to one song for the rest of your life, what would it be, and why?

Romantic Questions

When you're trying to build a romantic connection with your crush, asking the right questions can make all the difference. Romantic questions can help you learn more about your crush's interests and desires, and they can also help you express your own feelings. Here are 25 romantic questions to ask your crush:

  1. What's your idea of the perfect date?
  2. What's your favorite love song?
  3. Have you ever been in love before?
  4. What's the most romantic gesture you've ever made?
  5. What's the most romantic place you've ever been?
  6. What's the most romantic thing someone has ever done for you?
  7. Do you believe in soulmates?
  8. What's your favorite thing about falling in love?
  9. What's your favorite love story (book, movie, or real-life)?
  10. Have you ever written a love letter?
  11. What's your favorite romantic memory?
  12. Do you believe in love at first sight?
  13. What's your favorite way to show someone you love them?
  14. Have you ever received a romantic surprise?
  15. What's your idea of the perfect romantic weekend?
  16. What's the most thoughtful gift you've ever given?
  17. Have you ever been on a romantic getaway?
  18. What's your favorite romantic movie?
  19. Have you ever had a romantic moment that took your breath away?
  20. What's your favorite romantic quote?
  21. What's the most romantic thing you've ever said to someone?
  22. What's the most romantic thing someone has ever said to you?
  23. Do you believe in fate or destiny when it comes to love?
  24. What's your favorite romantic activity?
  25. What's your favorite thing about being in love?

Before we move on, you should also consider making bets with your crush. Making up little bets in a relationship can be a great way to inject some fun and excitement into your everyday interactions with your partner.

Whether it's a bet about who can finish a household task first, or a creative challenge to come up with the best date idea, these bets can lead to playful competition and even spark some flirty teasing between partners. Here's a list of over 250 flirty bets you can try to learn more about your significant other!

They can also offer an opportunity to learn more about your partner's interests, strengths, and weaknesses, and to connect on a deeper level. Overall, making up little bets can be a lighthearted and enjoyable way to add some spontaneity and laughter into your relationship.

Questions Before the First Date

If you met online or you got her phone number but didn’t get the chance to ask her on a date, you have a bit of time to “put your charms on her”. You probably talk via text messages/chat so it’s important to show you are an interesting and funny guy.

You do this by keeping the conversation going, and there will be plenty of moments to sneak in some flirty question in the discussion. Here are some that usually work wonders:

What’s that like?” or “What was that like?

In itself, the question doesn’t look too flirty or even interesting, but let’s dissect it for a bit. First, it can be addressed in any situation, at any convenient time because it’s not too bold and it makes the girl feel desired and cared for. It’s also a way to keep the conversation going smoothly and it gives you a chance to get the girl talking about something she enjoys.

If you don’t think it’s such a big deal, you should know that great interviewers use it extremely often. While it may look simple and plain, this question shows you care, you pay attention to the girl you are engaged in conversation with, and you are interested in her.

Now, when to actually introduce this question in the conversation? For instance, if she mentions “I work for a big IT company”, your answer could be “Interesting; what’s that like?”. It’s enough to get her going about how she feels about her work and the conversation moves forward.

If she says “I spent my summer/last vacation in Miami” or “I grew up in North Carolina” or “I just finished reading this book”, in any of these situations, the “What was that like” question will connect with emotions and will get you closer to her heart.

“So, what’s cool about this place?”

One of the questions a guy asks when he first meets a girl at an event or a bar is “Do you come here often?”. While it is legit and it shows your interest in the girl, this question is boring and doesn’t give room for too much conversation.

Still, if you formulate it differently, you get to look interesting and interested at the same time. By asking what’s cool about the place, you learn if she comes there often and what she likes in a place (extremely useful information for an eventual first date).

“Are you single?”

This never shows up on the list of flirty questions to ask a girl you like and it is a direct and blunt question. But it is such a fantastic tool in your flirting arsenal! First, it shows you are interested, you are not afraid to be direct, and you don’t like wasting time. Second, it allows you to be more flirtatious once you get an affirmative answer.

Still, you shouldn’t open with this question. Start by saying hello and build up the conversation until you can ask it – this also gives you room to see if the girl is as interesting as you first thought.

“What’s your ideal date?”

This is the perfect question to ask before actually asking her on a date. You learn about her favorite ways to spend time with a date and you open the door for the big question.

Questions For A Date

First dates can be awkward if you don’t come prepared. So prepare a series of topics that can be used as discussion boosters, but also think about cute questions to ask that will keep the conversation flowing. Here are some easy-to-remember ideas:

"So, what’s your story?"

This question comes as a replacement for the classic and a lot more boring “What do you do (for a living)?”. Basically, you’re asking the same question, but in a more unique and whimsical way.

If you want to get more out of her, ask what she’s passionate about. After all, we’re not all passionate about our job or current situation, so this question opens a whole new world of topics for you. It also allows her to share things she loves to do and puts a positive spin on the date.

"What’s the craziest thing you’ve ever done?"

It’s a conversation booster and lets you know if she loves adventure, flirts with danger, or just likes curling up with a good book from time to time. Of course, the question can bounce back so be prepared with an answer of your own.

Talking about crazy adventures can drum up adrenaline and arousal. (In psychology, arousal simply means being alert, awake, or attentive.) Thinking about your skydiving trip or bungee jumping adventure can get your heart pumping as it did when you experienced the event. Often, our minds misattribute this arousal for attraction. Being around someone that makes your heart race, whether it's through their crazy stories or physical attractiveness, will make you want to see them more often!

"What’s your favorite holiday?"

The holidays we love tell a lot about ourselves! For instance, a person who loves Halloween and appreciates the idea of a good costume has a rebellious, artistic side and loves parties. On the other hand, someone who loves Christmas is more family-oriented and enjoys the beauty of a romantic evening by the fireplace.

It’s also a way to gather intel on how she likes to spend the holidays. If the relationship goes any further, you can use the information you get now to create the perfect couple holiday for her.

“If you could go anywhere in the world for two weeks, where would you go?”

Everyone likes to travel and we all have that dreamy location we want to cross off our bucket list. So this question is sure to produce a passionate answer that will entertain the conversation for a while. It’s also a way to let you know about her current state. For instance, if her first reply is “partying in Vegas”, then she might be bored with her everyday life.

On the other hand, if she wants to go to India or Tibet, she may be looking for spiritual enrichment. Also, a girl who wants to visit cultural places like Europe or Egypt may be interested in more such topics.

"There's just something about you...I can't put my finger on it. What do you think it is?" 

This is a fun question because it expresses your interest in her. Her response will also tell you what she likes about herself, or what people notice about her. Is it her charm? Good looks? Eye contact? The answer will give you a look into how she perceives herself.

Flirty Questions to Ask a Girl You Like After the First Dates

Now that you know a bit more about her, you can be bolder with your questions. But still, try to keep it light and casual; after all, you don’t want to scare her away. Of course, if she is into heavier topics, feel free to approach those as well.

“What’s your idea of an ideal man?”

After the first date you still want to keep things flirty and playful, but you don’t want to wait too long before taking things on a more serious note (that is, if you like the girl). This question reveals her expectations of a possible partner and lets you know if you actually have a real chance with the girl.

“What’s your best childhood memory?”

A great second-date question and a fantastic way to make her think about some of her favorite times of life! It’s also a great way to learn more about her past, her family, and the environment in which she grew up.

“Where do you like to be kissed the most?”

It is bold and it leads to a more intimate relationship between the two of you. It also shows you have no interest in a platonic relationship (if there was any doubt up to this point) and allows her to reveal something a bit more romantic.

Still, you must make sure it is the right time. For instance, you shouldn’t ask this question immediately after the first or second date. Maybe wait for a third date to go by and then ask it.

"Do you believe in love at first sight?"

This question doesn't have to have a punchline - it can just be a legitimate question! Even if you aren't in love, this gets the conversation going. When do you fall in love? How do two people fall in love? Is "love at first sight" just lust in disguise? These are all fun debates!

More Dating and Flirting Tips!

Asking questions is the best way to get to know your date! So, if you know you’re not a spontaneous person, get a list of questions and practice them before going on the date. Also, have answers prepared, in the situation the question returns to you.

Overall, the art of flirting is based on both partners being involved in the exchange, so if her answers are short and without substance, it doesn’t mean you’re bad at flirting. It might just mean she’s not that into you, and you should move on to someone else.

Curious to read more about dating and flirting? Check out the following pages:

Reference this article:

Practical Psychology. (2018, July). 250+ Flirty Questions to Ask Your Crush (Texting, Romantic, and Cute...). Retrieved from https://practicalpie.com/flirty-questions-to-ask-your-crush/.

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