250+ Flirty Questions to Ask Your Crush (While Texting)

Hey, you dazzling souls! It’s Louisa Loveluck, and today we’re about to dive into the exhilarating world of flirty texting.

You’re just starting to get to know each other. Everything feels exciting, and it may even feel a little frightening.

The good news is that asking the right questions can take your relationship to the next level.

But what cute questions should you ask your crush? And how do you ask those questions without seeming over-the-top or weird?

You’re most likely already exchanging messages nonstop and flirting here and there.

Texting is an easy way to communicate, especially in the early stages.

Being intentional with your conversation starters promotes intimacy while also keeping things enjoyable. Here are the best flirty questions you can ask your crush!

Why Are Flirty Questions Useful to Get To Know Your Crush?

Flirting is a natural part of the mating process. It’s rooted in our biology and history, and it’s a primitive way for us to express our attraction to one another.

Flirty questions allow you to get to know someone else. They relieve the need to have a serious conversation by taking the pressure off. At the same time, they can unintentionally foster a sense of connection.

This makes a great way to start dating.

Some of the best questions to ask your crush include their thoughts on specific romantic, sexual, or relationship-related content.

This has two purposes. It shows, first, that you want to know their opinion on intimate details. Second, it gives you useful information about who they are, which can help you decide whether or not to pursue a relationship with them!

Good flirty questions are a good mix of sexiness and interest. At first, the flirting might be subtle, but as things go on, it’s usually easy to tell what the other person wants.

Good questions to ask your crush

1. What’s something you’re looking forward to?
2. What’s the best compliment you’ve ever received?
3. In what ways do you think we’re similar?
4. What’s something you’ve done that you think everyone could benefit from trying?
5. What’s your favorite meal to eat?
6. What’s your favorite meal to cook?
7. What would you be doing if you weren’t (insert job title or what they’re studying)?
8. What’s your favorite place you’ve traveled to?
9. Where are the next three places you want to travel?
10. How do you recharge — on your own, or around other people?
11. Who did you vote for in XYZ election?
12. Who’s your favorite author?
13. Do you have any tattoos?
14. You’re playing hooky for a day. How are you spending it?
15. What’s your favorite childhood memory?
16. What’s something you like that people wouldn’t necessarily guess about you?
17. What’s the best new artist/song you’ve discovered recently?
18. What’s the first album you ever bought?
19. What’s the first movie you remember seeing in theaters?
20. How did you and your best friend meet?
21. When is your birthday?
22. What’s the worst date you’ve ever been on?
23. Do you volunteer anywhere?
24. What would you consider the No. 1 best movie of all time?
25. What’s your favorite piece of random trivia?
26. What’s your favorite way to indulge?
27. When was your first kiss? Who with?
28. What are you proud of right now?
29. Are you someone who gets bored, or not really?
30. Do you have any siblings?
31. Are you someone who likes to plan ahead or be spontaneous?
32. What’s one thing you think you spend way too much money on?
33. What was your luckiest moment in life?
34. What was the first musical artist or group you saw in concert?
35. What does your name mean, and why did your parents give it to you?
36. Would you say you’re a superstitious person?
37. Are you competitive?
38. On vacation, are you the hardcore R&R type or the person who has a full itinerary for every day?
39. Have you ever had a supernatural experience?
40. What’s something you wish would go out of style forever?
41. What’s something popular that you think is 100% deserving of its hype?
42. Are there things you like about being single? Things you don’t like?
43. Who’s a famous person you would definitely lose your cool around if you saw them on the street?
44. What’s your favorite movie to hate-watch?
45. What were you like as a kid?
46. What’s your go-to karaoke song?
47. What’s something you consider a guilty pleasure?

Flirty Questions to Ask Your Crush

Now that you know why flirting is important, what are some flirty questions to ask your crush? Here is a working list to get you inspired!

1. What do you think about it before you fall asleep?
2. What makes for a perfect first date?
3. How often do you think about me?
4. How is someone like you single?
5. Have you ever written something to me but didn’t send it?
6. What turns you on?
7. What’s your favorite thing about being in a relationship?
8. Would you rather never be able to kiss or never be able to cuddle? 
9. What’s something you’ve never told anyone else?
10. What traits would your ideal partner have?
11. How would you want to know if someone likes you?
12. What do you like the most about yourself? 
13. Is everyone else in your family also really good-looking?
14. What would you do if I called you in the middle of the night?
15. What do you wear when you sleep?
16. Do you even realize how much I like talking to you?
17. How do you feel when we are together?
18. What makes someone sexy to you?
19. Have you ever dreamt of me?
20. How would you respond if I asked you out tonight?
21. Can I see you right now?
22. Do you feel lucky that we met each other?
23. What’s one thing you really want to know about me?
24. What excites you the most about the future?
25. How long does it take for you to feel comfortable with someone?
26. Are you usually pretty open about feelings or more guarded?
27. Can you see us spending more time together?
28. What helps calm you down when you feel stressed?
29. Would you ever do a long-distance relationship?
30. How do you feel about meeting my friends?
31. How would you get on my pet’s good side if you came over right now?
32. What frustrates you the most about modern dating?
33. Why are you single right now?
34. What scares you the most about being in a relationship?
35. What does trust mean to you, and how do you know when you trust someone?
36. What’s something other people find fun that you don’t enjoy?
37. If you only had one year left to live, how would you spend your time?
38. What was the best vacation you ever went on?
39. Have you ever really disappointed someone? What happened?
40. Are you good at telling people how you feel?
41. What’s one thing that’s on your bucket list?
42. Have you ever failed at something really important to you?
43. When is it appropriate to give up someone?
44. How do you typically react when someone disrespects you?
45. Do you think we text too much or not enough?
46. When do I see you next?
47. What makes me different from other people in your life?
48. How close do you want us to be?
49. What do you tell your friends about me?
50. How would you feel if my family wanted to meet you?

Flirty Truths to Ask Your Crush

1. How do you know when you’re ready for a relationship?
2. What makes you fall in love with someone?
3. What’s your biggest weakness?
4. Do you prefer cuddling or sleeping alone?
5. What do you do when you get lonely?
6. What’s your favorite part about me?
7. Have you thought about me today?
8. What’s your favorite outfit I wear?
9. What songs remind you of me?
10. What is an important boundary that you have in your relationships? 
11. When do you know if you feel safe with someone?
12. What’s something you have always wanted to try in the bedroom?
13. Do you think it’s easy or hard for people to trust you?
14. How long should people date before committing to a relationship?
15. What always makes you roll your eyes?
16. What is your biggest turn-on?
17. What does true happiness mean to you?
18. Would you consider yourself a good listener?
19. If you were stranded on an island with only one person, who would it be?
20. What’s a secret you’ve never told anyone?
21. Do you have enough friends, or do you wish you had more?
22. What kinds of things make you jealous?
23. Is there anything you really want to know about me?
24. Who would I most get along with in your life?
25. Where would you take me if we could go anywhere in the world right now? 

Good Flirty Questions to Ask Your Crush

1. What’s the weirdest thing about you? 
2. What was the best compliment you ever received?
3. What makes you feel nervous? 
4. When do you feel your happiest? 
5. What do you most enjoy doing in your spare time?
6. How direct would you want someone to be if they had feelings for you?
7. What is the most important quality in a relationship for you?
8. What is something embarrassing about you that people have found cute?
9. What do you feel most passionate about in life?
10. Would you rather plan a special date yourself or have someone plan one for you?
11. Do you think people of the opposite sex really just be friends?
12. How do you feel about physical affection?
13. Would you rather go to a huge party with tons of people or a small get-together with a few people? 
14. Do you like dirty talk?
15. What are the most important priorities in your life right now? 
16. What would we do if we had the entire night together?
17. Where do you see our future?
18. What is one accomplishment you’re really proud of?
19. What would instantly make you feel unattracted to someone?
20. What’s an important lesson you learned from a past relationship?
21. Who was your first crush?
22. What would your mom say about you if I asked?
23. Can you send me a picture of what you’re wearing right now?
24. What’s your favorite picture of me?
25. What do you think about when you’re driving to work? 

Questions For Guys

When you want to get to know a guy better, flirting with him can be fun and exciting. An easy way to start a conversation and show that you’re interested in him is to ask him flirty questions. Feel free to be yourself and show who you are by answering these questions, which can be funny, sexy, or even a little teasing. Ask a guy these 25 flirty questions:

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

A fun and exciting way to get to know a girl better and show that you’re interested is to flirt with her. A great way to start a conversation and show who you are is to ask flirty questions. The important thing is to be flirty, teasing, and suggestive without being rude or too direct. You can ask a girl these 25 flirty questions:

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?

Flirty and Cute Questions to Ask Your Crush

1. What’s the most romantic date you’ve ever heard of?
2. Who is your celebrity crush? 
3. What is your biggest deal-breaker in a relationship?
4. What is the craziest thing that happened to you during your childhood?
5. Would you rather be called sexy or smart? 
6. What is your favorite place in the world? 
7. How can you tell when you really like someone?
8. What’s something you’ve tried that you’ll never do again? 
9. If you could ask me anything, and I had to be truthful, what would you ask me right now?
10. What animal most resembles you? 
11. What is your biggest pet peeve when it comes to dating?
12. What nickname did you have when you were younger?
13. What always makes you laugh?
14. How do you feel about girls making the first move?
15. What if I asked to see you right now?
16. What are you wearing?
17. What’s the most embarrassing item that you own?
18. What memory always makes you cringe?
19. Would you rather I ask you fun questions or deep questions?
20. Do your plans this weekend include me?
21. What do your friends know about me?
22. Do you think your pet will like me?
23. What does your bed feel like?
24. Do you prefer showering with someone or showering alone?
25. If I were a total stranger, how would you try to impress me?

Some Juicy Questions to Ask Your Crush on Chat

1. Where’s the strangest place you’ve ever had sex?
2. How do you make sure that you please your partner in the bedroom?
3. What makes sex really good for you?
4. Do you have any regrets about past partners?
5. How did you lose your virginity?
6. Are you a big kisser?
7. What does making love mean to you?
8. What would you want to do if we had a weekend together?
9. What’s something you never want to do during sex?
10. What was the worst sexual experience you’ve ever had?
11. Do you like to listen to music during sex? 
12. How do you feel about lingerie?
13. Have you ever been caught having sex? What happened?
14. What kind of porn do you like to watch?
15. Can a friends-with-benefits ever become something more?
16. How often do you prefer to have sex?
17. Have you ever watched your partner masturbate? What was that like for you?
18. How direct are you with what you want in the bedroom?
19. Do you consider yourself more submissive or dominating?
20. What do you think about role-playing?
21. In your opinion, what’s the best thing to do just after sex?
22. Do you like when your partner uses dirty talk?
23. Would you ever have a threesome or orgy?
24. What kind of sex toys do you enjoy using?
25. Have you ever had a sex dream that freaked you out?
26. What celebrity would you love to have sex with if you had the chance?
27. What’s your favorite sex position?
28. Do you like foreplay?
29. Would you rather have sex with the lights on or lights off?
30. Do you have any fetishes you want to share with me?
31. What do you think about one-night stands?
32. Would you rather sex be slow and sensual or fast and rough?
33. What do you think you’re most skilled at in the bedroom?
34. Would you rather have sex in the morning at night?
35. What do you think about having sex in the shower?
36. What would turn you off right away in the bedroom?
37. What does it feel like when I go down on you?
38. How do you prefer I touch you?
39. Do you want to know what I’m thinking about right now?
40. Where would it be if you could only kiss me in one place?
41. What’s a fantasy you haven’t told me about yet?
42. What would you say if I told you I was horny right now?
43. How does it feel when you kiss me?
44. Have you ever touched yourself thinking about me?
45. What outfit of mine turns you on the most?
46. Do you like making eye contact during sex?
47. Have you ever played a dirty version of Truth or Dare? Would you want to?
48. How do you like your partner to groom themselves down there?
49. What was the last dirty dream that you had?
50. What’s the longest you’ve ever gone without having sex?

Remember, the key to successful flirting is to keep it light, playful, and respectful. Gauge their responses, and let the flirty vibes flow naturally. Happy texting, you fabulous flirts! 🌟💬