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96 Flirty Questions to Ask a Girl You Like to Make Her Blush

Updated: Feb 24

Sparks fly when you ask the right flirty questions. Whether you've just matched on a dating app, want to take your existing relationship to the next level, or simply want to get to know someone better - flirty questions help break the ice and strengthen a relationship.

This list of 96 flirty questions has you covered for any situation. We'll go through playful icebreakers, thoughtful scenarios, deep introspection, silly humor, questions perfect for texting, creative first date ideas, and ways to flirt more with your girlfriend or wife.

You'll learn some flirty questions to ask a girl so you can get her to show you her personality, while making her laugh. We'll also cover strategies on adjusting your flirty questions for different situations - from approaching someone new to sustaining sparks in a long-term relationship.

Asking the right flirty questions shows confidence, creativity, and interest. It helps you start those meaningful conversations so you can develop an emotional connection. So whether it's your first conversation or hundredth date, use these examples of questions to put a smile on her face, build that chemistry, and strengthen your relationship!

a couple laughing because a guy is asking flirty questions to a girl he likes

Types of flirty questions to ask a girl you like:

Flirty Icebreaker Questions to Ask a Girl and Start A Conversation

Flirty icebreaker questions get conversations started on the right foot. They help you come across as someone who is playful, confident and genuinely interested in getting to know her better. Asking these cute and creative questions shows you're imaginative enough to come up with unique conversation starters. It also shows her you're comfortable being yourself and keeping things light hearted.

The goal is to kickstart conversations comfortably - to spark laughs and smiles right from the start. Icebreakers reveal personalities playfully before transitioning into deeper discussions later.

Ask these cute flirty questions to kickstart a conversation and make her laugh:

  • Would you rather have the power to become invisible or the power to read minds?

  • If you were a superhero, what would your superpower be and can I be the arch nemesis?

  • What’s your most embarrassing drunk moment and can we recreate it?

  • Would you rather skydive with me or snorkel with sharks?

  • If you were a pizza topping, which would you be and would you like me to rate how it tastes?

  • What's your favorite game or hobby and you can say me if you want?

  • Would you rather explore space with a monkey or the ocean with me?

  • If someone were to stop you from talking so much, what would you prefer to have in your mouth?

Flirty either/or questions give a fun way to compare preferences:

  • Skirts or dresses?

  • Beach or mountains?

  • Dogs or cats?

  • Sweet or salty?

Playful hypotheticals reveal her personality:

  • If we went camping, who would bring the fishing gear and who would fail to put up the tent?

  • What would we do on a random day off together with no plans?

These icebreaker style flirty questions get conversations started on an upbeat, playful note. Now let’s look at keeping conversations flowing with the right flirty questions.

Flirty Questions to Ask Her to Keep Conversations Going

Asking about her wants and needs, memories and interests will show her that you want to learn more about who she is. Bringing up these types of things will keep the conversation going. So, once you spark conversations with icebreaker flirty questions, keep it moving with these fun, engaging questions:

  • If you could live anywhere in the world, where would you choose and would I be there?

  • What’s the next big adventure you want to take and how do you want us to prepare for it?

  • What’s your favorite family vacation memory and do you think we can create a better one?

  • What's the best way we could spend a Friday night together?

  • What's your ideal vacation spot and what do you want me to wear there?

  • What is your idea of the most creative way someone can say I love you?

  • What do you think is your favorite underdog or comeback story?

  • How do you prefer to workout and you can't say on me?

  • What motivates you the most in life and you can't say me?

  • What's a proud accomplishment you have?

Thoughtful scenarios reveal more about her:

  • If we could have a couples costume, what should we be?

  • What would our perfect rainy day date at home look like?

Funny hypotheticals get her giggling:

  • If we switched bodies for a day, what would you do?

  • How would you spend $1,000 right now if you were going to pay me to do something?

Flirty questions that dig deeper keep conversations meaningful.

Deep Flirty Questions to Ask a Girl You Like

Asking a girl deeper questions allows you to move past the basic topics everyone is used to so you can truly understand everything she is willing to share. You can gain insight into how she looks at life, her values and goals. Asking deep and thoughtful questions will show her that you want to really know about her and not just searching for a quick fling. Asking about her philosophies on life and love, biggest regrets, sources of happiness, and future excitement fosters genuine bonds.

It's important not to dive too deep too quickly though. Balance introspective questions with lighthearted ones to keep things fun.

If you want more intimate questions to build an emotional connection, here are deep flirty questions to get to know her on a deeper level:

  • How do you feel love should be shown?

  • What’s your biggest regret and why?

  • When do you feel most alive?

  • When do you feel most vulnerable like you can't be authentic?

  • What's your biggest fear and why?

  • How do you think it is best to set boundaries in a relationship?

  • What's one thing you wish you knew earlier in life?

  • What was the biggest turning point in your life and can I keep turning with you?

  • How do you define love through words?

  • What excites you about the future and do you want me in it?

Thought provoking scenarios reveal her values:

  • If you knew you'd die in a year, how would you live your last days?

  • Would you rather have less work or more time with me?

Philosophical questions create deeper and meaningful discussions:

  • Do you believe in soulmates?

  • Is the meaning of life internal or external?

Don't forget to balance deeper questions with some silliness.

Funny Flirty Questions to Ask a Girl to Make Her Laugh

A sense of humor and ability to be spontaneous shows confidence. Asking ridiculous hypotheticals and absurd scenarios will get her mind off taking herself too seriously. The randomness catches her delightfully off guard. Mixing humor and flintiness will create inside jokes that help you grow together. Funny flirty questions will give you a glimpse into her quirky side. So see what makes her giggle to learn how to hit her humor sweet spot.

If you want some funny playful things to ask that will make her crack up, while building attraction by making her smile, ask these funny flirty questions to bring humor into your conversations:

  • What’s the weirdest food you’ve ever eaten off of someone?

  • If you had to wear one outfit for the rest of your life, what would you pick?

  • What would the world be like if dogs ruled and humans were pets?

  • If animals could talk, which would be the rudest?

  • What food makes the best hat?

  • If you had a warning label, what would yours say?

  • What's the funniest actual name you've heard of someone having?

  • If you switched lives with your pet for a day, what would happen?

  • What food doesn't belong on a pizza?

  • What's the weirdest app you have on your phone?

Silly either/or questions get her giggling:

  • Would you rather have Cheeto fingers or gummy bear toes?

  • Unicorns or mermaids?

  • Teleportation or flying?

Totally random funny questions catch her off guard:

  • If you were a vegetable, which would you be?

  • How many chickens do you think it would take to flip an elephant over?

  • What’s the sexiest cheese?

Flirty questions are also perfect for texting your crush or girlfriend. Let's look at examples tailored for texting.

Flirty Questions to Ask a Girl Over Text

Texting creates plenty of opportunities for flirty questions to ask your crush. Playful texts make it so she can't wait for the next time she will get to see you in person. Keeping her smiling through her phone strengthens the emotional bond she has with you while you aren't together. Fun questions tailored to texting show you're thinking of unique ways to engage her throughout the day. Short, amusing hypotheticals work well over text to spark the imagination. Flirty questions over text also help get conversations flowing if you haven't met yet, or if you are in a long-distance virtual relationship.

Here are great flirty questions to ask a girl over text:

  • If you had to eat only one food for a month, what would you pick?

  • What emoji best describes your mood right now?

  • What emoji best represents your life right now?

  • What's do you think I look like using an emoji?

  • What picture do you want me to send you right now by describing it with an emoji?

  • You have to sing karaoke, what song do you pick?

  • What is the best way you'd spend on a snow day?

  • What's your favorite thing you'd like to drink off of me?

  • What was the best thing you did when you were younger?

Fun either/or questions for texting:

  • Mountains or beach?

  • Summer or Winter snacks?

  • Takeout or home cooked meals?

Playful scenarios work well over text:

  • You can have any superpower for a day. What do you pick and what do you do?

  • If we could go anywhere right now, where would we go?

Flirty questions help break the ice before meeting up for a first date too. Check out this post if you need more flirty texts to ask over text.

Flirty Questions to Ask a Girl on a First Date

There are plenty of opportunities to ask thoughtful or fun questions on a first date. It is always good to have some good first date questions to ask if you find yourself awkwardly silent. You have your date idea in mind but who knows what the truly best questions to ask on a first date are since everyone is unique. But here are some flirty questions to ask a girl you like on a first date that will make you stand out:

  • What’s your favorite way to spend a Saturday?

  • Where is the most beautiful place you’ve ever been but didn't want to go at first?

  • What embarrasses you the most and is it okay if I do it?

  • What's your dream job if money was no object?

  • What are your hidden talents and can I see them?

  • How do you take your coffee and would you like me to make it for you sometime?

  • What's your favorite way to unwind or calm down after a long day?

  • What do you geek out about?

  • What's the biggest thing on your bucket list and can we do it together?

Thoughtful questions to get to know her:

  • What’s important to you in a relationship?

  • How do you typically handle disagreements?

  • What personal qualities would you say you are most proud of?

Fun icebreakers that make first dates more comfortable:

  • Would you rather have unlimited international flights or never have to cook again?

  • If we played mini golf right now, who would win?

  • How competitive are you on a scale of 1-10?

Flirty questions also strengthen bonds in established relationships.

Flirty Questions to Ask Your Girlfriend

Even in established relationships where you've mastered long-term relationship goals, asking flirty questions keeps the spark crackling. Asking playful and thoughtful questions will keep the relationship exciting and show your girlfriend you want to keep nurturing the intimacy you share. However, staying lighthearted by asking fun and playful questions are important for a long lasting relationship.

Try asking these flirty questions to keep the relationships exciting, playful and intimate:

  • When did you first realize you liked me?

  • What food reminds you most of your childhood?

  • How am I doing as your boyfriend/girlfriend?

Playful scenarios keeps things fun:

  • If we could have a pet dinosaur, which kind would we get?

  • What TV or movie couple are we most like?

Deeper relationship questions to build intimacy:

  • What are your top love languages?

  • How do you feel our relationship has evolved from the time we started dating?

  • What do you think I can do to make you feel loved stronger?


Asking the right flirty questions helps you connect with girls you like on a deeper level. These 96 questions will give you plenty of options for any scenario. Start with playful icebreakers, move to thoughtful scenarios, then intermix deeper introspection with silly humor.

Start conversations off right by asking funny hypotheticals and lighthearted either/or questions. The cute icebreakers will get her smiling and show you're creative and confident (even though your creativity is figuring out how to look up this article).

Keep things moving with thoughtful scenarios to get her to reveal her personality, followed by fun back-and-forths that keep things upbeat.

Don't be afraid to dive deeper too. More serious questions help you bond emotionally. And balancing intimate questions with silly humor ensures you don't get too heavy.

First dates are the perfect time for flirty questions. Ask unique icebreakers and thought-provoking queries to stand out. And if you have a girlfriend or wife, flirty questions will keep them laughing and feeling special.

Don't forget to send flirty questions over text to create sparks outside of in-person time. Tailor your questions to the texting format with engaging would-you-rathers and fun what-ifs. Especially if you haven't met yet.

So next time you match with someone on a dating app, lock down those first date plans, or just want to surprise your girlfriend - try out these flirting questions.

Adjusting your flirty questions for different situations will help you create meaningful conversations and build stronger attraction. So next time you text your crush or chat with your girlfriend, try out some of these flirting questions to bring you closer than ever!

The only question left is - which flirty questions will you ask next to make her smile and strengthen your bond?


Frequently Asked Questions

What is the purpose of asking flirty questions?

Engaging in flirty conversations can foster connection and cultivate attraction. By asking flirty questions you demonstrate self assurance, imagination and a genuine desire to understand her on a profound level.

When's a good time to break the ice with flirty questions?

Funny and cute icebreaker-style flirty questions are perfect for kicking off conversations and breaking the ice. They set a lighthearted tone right off the bat.

How do you transition into deeper questions?

Once you have some rapport built, move the conversation into more thoughtful scenarios and introspective questions. Bridge the gap by asking deeper flirty questions that reveal her personality and desires.

Why use both serious and silly questions?

Getting too heavy too fast can be off-putting. Silly, random funny questions provide balance. Humor can keep things upbeat and fun while also showing her you can connect on a deeper level.

What makes a good flirty question for texting?

For texting, tailor questions to the medium - short, playful, creative. Fun "would you rather" or "this or that" texts spark conversation without getting too serious over text.

Do flirty questions work well on first dates?

Absolutely! Fun icebreakers help first dates start comfortably. Ask unique flirty questions to stand out. Thoughtful, light questions set the right tone.

How do flirty questions strengthen your relationship?

By building more intimacy from humor and vulnerability. Playful flirty questions can help keep things exciting and not boring, whereas thoughtful questions help with creating new connections even in an established relationship.

Where do you get fun flirty question ideas?

Observe your surroundings for inspiration. Embrace your random side. Build off previous conversations. Follow her interests and personality.

What if you run out of questions?

Recycle questions later to refresh conversations. Improvise by riffing off her responses. Take turns asking each other flirty questions.

How do you ask these questions confidently?

Focus on having fun together. Don't take things or yourself too seriously. Laugh together and enjoy the silliness that comes from any questions or conversations. Confidence comes from being authentically you.

How do I know which flirty questions to ask her if she is an introvert?

If she is an introvert:

  • Ask open-ended questions that allow her to elaborate at her own pace, such as "What are some of your favorite books and why?"

  • Avoid yes/no questions or anything too prying too quickly - go for deeper questions once trust and comfort levels are higher.

  • Focus questions on her inner world and interests rather than situations involving large groups of people. "What's something you find inspiring?"

  • Ask about her closest relationships rather than broad social networks. "Who are some friends you feel most yourself around?"

Check out our post on date ideas for introverts if that is the type of relationship you're in!

How do I know which flirty questions to ask her if she is an extrovert?

If she is an extrovert:

  • She will likely enjoy questions that allow her to tell stories and chat freely, such as "What's the funniest thing that happened to you this week?"

  • Don't be afraid to ask surface-level questions and follow her lead to more personal topics. Many extroverts tend to open up quickly.

  • Ask about group experiences - she'll enjoy sharing fun times with friends and family. "What's the most memorable party you've been to?"

  • Ask about times she's been outgoing, social or adventurous. I'm sure she'll have plenty of entertaining stories to tell.


Nov 27, 2023

these are cute :D


Sep 26, 2023

Alot of these are funny! Post another one please

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