flirty questions to ask a girl

There are probably all kinds of things you want to learn about the girl you have a crush on. Whether you’ve just met her or you’ve been on a few dates, asking her the right questions will keep the conversation flowing. From light-hearted to serious, I’ve listed the best flirty questions to ask a girl that will break the ice and make chatting with her fun and more relaxed.

The best 21 flirty questions to ask a girl you like

Of all the flirty questions to ask a girl, here are some of the best. These 21 flirty questions are tried and tested. If you get a chance to ask her only a few questions, make it these ones!

  1. Do you have a boyfriend? This is perhaps the most crucial question to ask straight off the bat if you want to avoid causing offense or, worse, getting hassled by an angry boyfriend! If the answer to this one is “yes,” it’s time to find a different girl. If she says “no,” then it’s game on!
  2. Did you have an awkward-looking phase, or have you always been this pretty? This question invites her to share her past while also paying her a compliment that should make her blush!
  3. Do you think men should always make the first move, or would you ask a guy out yourself if you liked him? Whatever her answer is to this question, it can reveal a lot about her personality. It will help you to get an idea of which one of you should be in the driving seat in your future flirtations.
  4. What’s your favorite drink? This is a little cleverer than the straightforward “can I buy you a drink?” You can always surprise her with one when she least expects it.
  5. Has anyone ever told you that you have beautiful eyes? This one is a classic for a reason. If she says “yes,” tell her that you’re not surprised. If she says “no,” consider it your invitation to let her know!
  6. Do you prefer small intimate gatherings or big parties? This question can actually tell you quite a lot about her personality, and if she is the kind of person you will enjoy dating.
  7. Can I get to know you more? This one is flirtatious without being explicitly romantic, creating a slight mystery that can be very attractive to women.
  8. Do you like trying new things or sticking to what is familiar? This question can reveal valuable information about her and set things up for the next move.
  9. If you could ask me anything without being judged, what would that be? This is a brilliant one. If she is attracted to you, this gives her the perfect opportunity to reveal it.
  10. Do you prefer a “nice guy” or a “bad boy”? Most women like traits of both, but this question isn’t about getting her to choose one! Whatever her response, it will give you some idea of how to continue your flirting.
  11. How would you describe your ideal man? While you may not fulfill her description of a “6-foot tall hunk with a Ph.D. and a sensitive side”, this lets you find out what makes her tick and allows her to flirt back a little!
  12. Are you more into looks or personality? Again, most girls will want some of both, but this is a great conversation starter!
  13. Do you prefer a quiet night in or a fun night out? Her answer to this one gives you an idea of how compatible you are and allows you to make suggestions of how the two of you might spend a night together…
  14. What’s the worst date you’ve ever been on? Her answer to this one lets you know what to avoid!
  15. If tonight was your last night on Earth, how would you spend it? If you’re included in her answer to this question, you know she’s interested!
  16. What is your best pick-up line? This is a smart way to basically get her to hit on you!
  17. If you had to spend a whole day with me, what would you want to do? While she might not show all of her cards with the response to this one, her answer should give you some indication if she is attracted to you.
  18. Are you more interested in the past or the future? This may seem innocuous, but her answer to this opens the door for even more flirting.
  19. What are you most passionate about in life? People love to speak about what they are passionate about. Listening to her talk about what she loves can really build her attraction to you!
  20. How would you react if I asked you on a date? Now we’re getting to the point! If she responds positively, the door is open for the next question.
  21. Do you want to go on a date with me? I think this one is pretty self-explanatory!

Flirty questions to ask your crush

Flirty girl

Whether your crush is the girl a few rows in front of you in your Friday morning lectures or a friend you have known for a while, there are plenty of flirty questions that you can ask the girl you like.

  1. Hey, you look familiar. Do you come here often?
  2. What song do you think describes you the best?
  3. If you could only watch one movie for the rest of your life, what would you choose?
  4. What social media apps do you use most?
  5. Do you have a crush on anyone?
  6. Do you like romantic gestures from a guy, or do they make you cringe?
  7. What was your first impression of me?
  8. You look great. Where did you get that outfit?
  9. What’s your most irrational pet peeve?
  10. What is your favorite time of year?
  11. Would you describe yourself as a leader or a follower?
  12. If you could go anywhere in the world right now, where would you go?
  13. Do you like receiving compliments, or does it embarrass you?
  14. Do you have any hidden talents?
  15. What final meal would you choose if you were on Death Row?
  16. Do you have a favorite animal?
  17. Do you have a celebrity crush?
  18. What is the most unusual thing you find attractive in a person?
  19. Do you think your first impressions of people are usually right?
  20. If you could be any animal, which one would you be?
  21. How different are you now from when you were a kid?
  22. When was the last time you went on a date?
  23. What’s your idea of the “perfect date?”
  24. Who was your first crush?
  25. Did you save this seat just for me?
  26. If you had to come up with a nickname for me, what would it be?
  27. What is your favorite thing about yourself?
  28. What song would you sing if you had to do karaoke right now?
  29. Do you believe in horoscopes?
  30. What kind of dress sense do you like in a guy?
  31. What are you obsessed with right now?
  32. What was the last TV show you binged?
  33. Do you like jazz?
  34. What vibe do you get from me?
  35. Are you more focused on fun, relationships, or career right now?
  36. How the hell are you still single?

Flirty questions to ask a girl over text

Guy holding phone in his hands texting

Most of the flirty questions can work both via text and in person. However, this list is especially suited to start a text conversation with a girl or initiate a chat on social media.

  1. Do you prefer texting or phone calls?
  2. What are you up to this weekend?
  3. What’s your favorite meme at the moment?
  4. If you were granted one wish right now, what would it be?
  5. Do you have any tattoos? Can I see them?
  6. What’s your favorite dirty joke?
  7. Did you smile right now when you saw I texted you?
  8. What would you ask me if you knew the answer was “yes”?
  9. Do you miss me?
  10. Do you want to have a video call with me?
  11. What’s your favorite picture on your phone, and can I see it?
  12. Do you have any cool playlists you’ve made?
  13. What was the last great night out you had?
  14. What was the highlight of your day today?
  15. What kind of trouble are you getting into tonight?
  16. If you could meet any celebrity, who would you choose?
  17. Can you send me your favorite animated GIF?
  18. What’s your “spirit animal”?
  19. Would you describe yourself as a night owl?
  20. What are you doing still up at this time?
  21. Do you sing in the shower?
  22. What are the top 3 things on your bucket list?
  23. Can you play a musical instrument?
  24. If you had to sing a song for me, what would you sing?
  25. What 3 items you couldn’t live without?
  26. Which musical artist would you be most excited to find out was playing near you?
  27. What do you do when you’re bored?
  28. What is the most played song on your phone?
  29. What’s the worst joke you’ve ever heard?
  30. What is the sexiest accent a man can have?
  31. What are you wearing right now?
  32. When are you free next?

Flirty first date questions to ask a girl

A couple on the first date talking

So you’ve managed to actually get a date with the girl you like? Congratulations—but the work doesn’t stop here! Choosing the right questions to ask a girl is vital for a successful first date!

  1. What do you think the most important things are in a relationship?
  2. If you had to guess my favorite drink and buy it for me, what would it be?
  3. What’s your favorite thing to do at the end of a good date?
  4. What’s your favorite thing to do in your free time?
  5. Are you an adventurous girl?
  6. If you had the day off work tomorrow, how would you spend tonight?
  7. What are you known for among your friends?
  8. What’s your biggest deal-breaker in a relationship?
  9. What thing would you recommend everyone should try at least once?
  10. What do you do to unwind?
  11. Do you have any guilty pleasures?
  12. If you had to choose one word to describe yourself, what would it be?
  13. What’s the strangest thing you would like to know about me?
  14. What would you pay any amount of money for?
  15. What was the best date you’ve ever been on?
  16. How different are you after people get to know you well?
  17. Do you follow your brains or your heart more?
  18. What do you think the next 24 hours of your life will look like?
  19. Are you a quiet night in or a wild night out kind of person?
  20. Do you like outdoor adventures?
  21. If you found out I’d been arrested, what would you assume the reason was?
  22. What is your biggest regret in life so far?
  23. What is the most interesting fact you know?
  24. What do you think your most impressive skill is?
  25. What fact about you would surprise me the most?
  26. What’s the most spontaneous thing you’ve ever done?
  27. Have you ever done anything illegal?
  28. If you could have dinner with any person, living or dead, who would you choose?
  29. If you could change any law, what would it be?
  30. Would you spend the night in a haunted house with the man of your dreams?
  31. What made you agree to go on a date with me?
  32. Do you want to go on a second date?

Flirty questions to ask your girlfriend

Couple in a car

If you’re already dating her, or even in a serious relationship, asking questions is still important to keep things going! Asking your girlfriend the right questions can bring the two of you even closer and teach you how to be the best boyfriend you can be.

  1. If you could change one thing about yourself, what would it be, and why?
  2. How would you spend the perfect day with me?
  3. What is your most irrational fear?
  4. What impact do you want to leave on the world?
  5. If you could move anywhere in the world with me to live, where would it be?
  6. What gift would you rather receive: a diamond ring or a dream holiday?
  7. Do you prefer a romantic meal at a fancy restaurant or a home-cooked meal?
  8. Do you have a favorite flower?
  9. What do you hope your life looks like in five years?
  10. What was the best kiss you have ever had?
  11. What is your favorite home-cooked meal to come home to?
  12. How did you picture your dream wedding when you were a kid?
  13. Which couple that you know in real life do you think have a great relationship?
  14. What would be your ideal way to be proposed to?
  15. How would you least like to be proposed to?
  16. What do you do when you spend time alone?
  17. What is the biggest lesson you have learned from a past relationship?
  18. Do you believe in soulmates?
  19. Do you prefer watching the sunrise or sunset?
  20. Would you ever change your city or career for the right partner?
  21. What would your ideal Valentine’s Day look like?
  22. How many times in your life have you been in love?
  23. How do you know when you are in love with someone?
  24. Which fictional couple is an example of a perfect relationship?
  25. What is your favorite way to wake up?
  26. What do you look forward to about growing old?
  27. Do you think that you will ever have children in the future?
  28. How long do you think a couple should date before moving in together?
  29. What do you daydream about most?
  30. Do you believe in love at first sight?
  31. What was your favorite date that we have been on?
  32. Would you ever want to be famous?
  33. If I had to move to the other side of the world, would you come with me?
  34. Do you think our kids would look cute?
  35. Would you ever get married one day?

Flirty “Would You Rather” questions to ask a girl

Girl with a hat smiling

In the classic “Would You Rather Game,” flirty questions are easy to slip in to make things a little more interesting!

  1. Would you rather date various interesting people without commitment or be in a serious relationship with just one person?
  2. Would you rather curl up on the sofa with a scary horror movie or a cute rom-com?
  3. Would you rather let me go to a strip club for one night or perform a striptease for me yourself?
  4. Would you rather go a month without sex or a month without TV?
  5. Would you rather sleep with my best friend or your best friend?
  6. Would you rather go on a boring date that you don’t pay for or a fun date that you pay for?
  7. Would you rather be bald everywhere or hairy all over your body?
  8. Would you rather have love or money?
  9. Would you rather be unable to orgasm or unable to do it without screaming loud?
  10. Would you rather be stuck on a desert island alone or with me annoying you?
  11. Would you rather be twice as rich or twice as beautiful?
  12. Would you rather have a superpower of your choice or infinite money?
  13. Would you rather ask permission or forgiveness?
  14. Would you rather show your partner or your boss all of your old social media messages?
  15. Would you rather sleep with another girl your age or with an 80-year-old man?
  16. Would you rather watch a great movie or a beautiful sunset?
  17. Would you rather be celibate for a year or unable to speak for a month?
  18. Would you rather never be able to have sex in a bed or only ever be able to have sex in a bed?
  19. Would you rather be naked everywhere or have everyone around you able to hear your thoughts?
  20. Would you rather spend a day wearing my clothes or have me spend a day wearing yours?
  21. Would you rather date a handsome guy with no personality or an ugly guy who makes you laugh?
  22. Would you rather be single and alone or be in an open relationship?
  23. Would you rather never be able to use contraception or never be able to get pregnant?
  24. Would you rather date a rich but ugly man or a broke model?
  25. Would you rather date someone overly sensitive or someone with no emotions?
  26. Would you rather fool around on a couch or up against a wall?
  27. Would you rather receive compliments from many strangers or just from your crush?
  28. Would you rather give or receive a massage?
  29. Would you rather date someone who wants constant PDA or someone who never shows any affection at all in public?
  30. Would you rather go on a romantic meal with me or have me cook you breakfast in bed?
  31. Would you rather I pay for dinner on our date, or you pay for it?

Flirty Truth-or-Dare questions to ask a girl

Whether you are playing Truth or Dare at a party with multiple people or just between you and your crush, there are plenty of flirty questions to ask a girl while playing this game!

  1. Have you ever had a crush on a girl?
  2. Have you ever had a crush on a cartoon character?
  3. When was the last time you told a lie, and why?
  4. Do you have any dating apps on your phone at the moment?
  5. Did you ever have a crush on one of your teachers?
  6. How long did you spend getting ready today?
  7. If you had to make out with anyone in this room, who would it be?
  8. What color underwear are you wearing right now?
  9. What’s the last thing you searched for on the internet?
  10. How often do you look at porn?
  11. How did you lose your virginity?
  12. Have you ever taken a nude selfie?
  13. On a scale of 1 to 10, how would you rate your looks?
  14. On a scale of 1 to 10, how would you rate my looks?
  15. When was the last time you had an orgasm?
  16. Have you ever made a sex tape?
  17. Have you ever cheated on a partner?
  18. Have you ever slept with someone while drunk and not remembered it?
  19. Have you ever been walked in on?
  20. Have you ever done anything sexual in public?
  21. How many sex toys do you own?
  22. Have you ever slept with a friend’s ex?
  23. Have you ever slept with someone on the first date?
  24. Have you ever gone skinny dipping?
  25. Have you ever watched anyone else have sex?
  26. What’s the weirdest thing you’ve ever fantasized about?
  27. When was the last time you had sex?
  28. Have you ever slept with anyone in this room?
  29. Have you ever had a one-night stand?
  30. Have you ever slept with more than one person at the same time?
  31. How many people have you slept with? Want to add one more to the list?

Funny and flirty questions to ask a girl

Some of the best flirty questions to ask a girl are the ones with a touch of humor. If there’s anything weird and wacky you want to know about her, these questions are always a good bet.

  1. If I looked at the pictures on your phone now, would I be surprised by anything?
  2. If I could see your internet search history, would I be shocked?
  3. If your friends found out you had been arrested, what would they assume the reason was?
  4. If you were invisible for a day, how would you spend it?
  5. What’s the most embarrassing thing that has ever happened to you?
  6. What’s the most embarrassing thing you’ve ever done while drunk?
  7. What’s the dirtiest pick-up line you’ve ever heard?
  8. What fictional character do you think is most similar to you?
  9. What fictional character do I remind you most of?
  10. Have you ever lied about your age, and why?
  11. Would you ever pose nude for a life drawing class?
  12. Could you eat a hot dog in one bite?
  13. Have you ever had a woman hit on you?
  14. Who was the last person you had a sexual dream about?
  15. Would you ever be a sugar baby for the right price?
  16. If you had to convince me to come home with you tonight, how would you do it?
  17. If you could change your name to anything, what would it be?
  18. Do you think I’d be a useful partner in a zombie apocalypse?
  19. If I collapsed right now, would you give me mouth-to-mouth?
  20. What magazine do you think I’d be most likely to appear on the front cover of?
  21. Are you trying to get me drunk?
  22. If you could get away with any crime, what would you choose?
  23. What’s the weirdest urge you’ve ever had?
  24. What’s the first thing you do when you wake up in the morning?
  25. If you had to be stuck in an elevator with one person for 24 hours, who would you choose?
  26. If you were in a man’s body for a day, how would you spend that day?
  27. If you had a catchphrase, what would it be?
  28. Do you think I’m as sexy as I think I am?
  29. Are you ticklish at all?
  30. If I could read your mind right now, would you be embarrassed?

Flirty intimate questions to ask a girl

If a girl is really giving you signals that she wants you bad, it might be time to turn up the heat a little. These flirty questions are more intimate than the rest so far, so use them wisely!

Warning: don’t ask a girl these questions without flirting for a while first, and being sure she is comfortable—you could get a slap in the face, or worse!

  1. What’s your favorite sex position?
  2. Are you any good at keeping secrets?
  3. Have you ever pictured me naked?
  4. Where is your favorite place to be kissed?
  5. What could I give you now that you would be most grateful for?
  6. Do you like talking dirty?
  7. Is there anything you’d love to try in the bedroom but haven’t yet?
  8. Do you like having your hair pulled?
  9. Do you like being spanked?
  10. What’s your favorite part of my body?
  11. Do you prefer being in charge or being told what to do?
  12. If no one else was here, what would we do?
  13. Have you ever tried role play?
  14. Do you prefer giving or receiving?
  15. Do you have any fantasies you’re too embarrassed to admit to anyone?
  16. What’s the kinkiest thing you’ve ever done?
  17. Have you ever had a dream about me?
  18. Have you ever experimented with food in the bedroom?
  19. Do you want to watch a naughty movie in my mirror?
  20. Do you have a to-do list, and can you put me on it?
  21. How do you like your breakfast in the morning?
  22. If you walked in on me getting undressed, what would you do?
  23. Are you playing hard to get?
  24. If I was handcuffed to a bed and you had the key, would you let me go straight away or mess with me for a bit first?
  25. Do you want to get out of here and go somewhere a little quieter?
  26. If you woke up in the morning and saw me lying next to you, what would your reaction be?
  27. Your place or mine?

The most important thing to remember is to choose what you ask carefully. Not every girl is the same. Questions that one girl won’t mind answering another girl might feel uncomfortable or even annoyed with. If in doubt, see what kind of questions she asks you and try to get an idea of her personality from these.

Don’t bombard her with too many questions too fast—it’s not a job interview! If you’re looking for a question to ask a girl, go for one that sparks an interesting conversation. Choose wisely, and you’ll get that girl seriously interested in you!

Andy is a storyteller who loves good books and good jokes. In the rare moments he isn't writing, you can find him jogging in the park or perfecting barbeque ribs.