List Of 240+ Really Flirty Questions To Ask Your Crush

It’s only the beginning of your relationship. It’s exciting, and sometimes even scary.

Good news: Asking the right questions will elevate your dynamic to the next level.

What are some fun questions you can ask your crush? How can you ask your crush these questions without being too sexy or strange?

Most likely, you are already exchanging messages and possibly flirting with each other.

It is easy to communicate with others via text, especially during the early stages.

Intimacy is strengthened when you are intentional about your conversation starters. It also keeps things fun. These are some flirty questions you can ask your crush.

How can you get to know your crush by asking flirty questions?

The act of flirting is a natural part of the mating process. It is a way to show attraction and it is rooted in biology and history.

Asking flirty questions allows you to get to know another person. These questions take away the pressure of having to have a serious discussion. They can also inadvertently build a sense of connection.

This is a great way for you to start dating in the beginning stages!

What are some good flirty questions?

Asking your crush about their views on romantic, sexual or relationship-based content is one of the most rewarding things you can do.

This serves two purposes. It shows you care about their intimate details and that they are interested in your opinions. It also gives you valuable information about them, which can help determine if you are interested in a relationship.

Good, flirty questions balance curiosity and sexiness. Although flirtiness may seem subtle at first glance, the intention is usually more apparent as time goes on.

What is the best way to flirt over text?

It may be easier to flirt over text than it is in person. You have the time to consider and reflect on your replies over text. Before you send out something, you can read it over and even email it to a friend for review.

You should aim to keep your messages brief. Don’t overwhelm your crush with long, winding paragraphs. You want to be playful and positive in your flirting–you want to show your best side!

List Of 240+ Really Flirty Questions To Ask Your Crush

50 Flirty Questions You Can Ask Your Crush

What are some flirty questions you can ask your crush now that you understand the importance of flirting? This is a list that will inspire you!

  1. What are you thinking about before you go to sleep?
  2. What makes a great first date?
  3. How often do your thoughts turn to me?
  4. What is it like to be single?
  5. Did you ever write something to me but not send it?
  6. What is it that turns you on?
  7. What is your favourite part about being in a relationship with someone?
  8. Would you prefer to never be able to kiss or to never be able to cuddle?
  9. What is something you have never shared with anyone?
  10. What characteristics would you look for in a partner?
  11. What would it be like to find out if someone is interested in you?
  12. Which aspects of yourself do you love the most?
  13. Are your relatives all equally good-looking?
  14. What would you do if you were called in the middle of the night by me?
  15. What are you wearing when you go to sleep?
  16. Are you aware of how much I love talking to you?
  17. What does it feel like to be together?
  18. What makes someone attractive to you?
  19. Do you remember ever fantasizing about me?
  20. What would you say if I asked your opinion?
  21. Do you want to meet me right now?
  22. Are you happy that you met me?
  23. What is the one thing you want to know most about me?
  24. What is the most exciting thing about the future?
  25. What is the average time it takes to feel at ease with someone?
  26. Do you feel more open or less guarded about your feelings?
  27. Do you think we could spend more time together?
  28. What can you do to calm down when you are stressed?
  29. Do you think you would ever have a long-distance relationship with someone?
  30. What do you think about my friend meeting you?
  31. What would you do to make my pet happy if you were here right now?
  32. What is the worst thing about modern dating?
  33. Why are you single now?
  34. What is the worst thing about being in a relationship with someone?
  35. What does trust look like to you? How can you tell if someone is trustworthy?
  36. What is something that other people find enjoyable?
  37. What would you do with your one-year remaining?
  38. Which was your favourite vacation?
  39. Did you ever disappoint someone? How did it turn out?
  40. Do you have the ability to tell people what you feel?
  41. What is one thing you’d like to do?
  42. Did you ever fail at something really important?
  43. Is it okay to let go of someone?
  44. What is your typical reaction to being disrespected by someone?
  45. Are you concerned about how much texting we do?
  46. When am I seeing you next?
  47. What is it that makes me different from other people in my life?
  48. What are your expectations of us getting?
  49. What would you say to your friends about me?
  50. What would you think if your family invited you to dinner?

List Of 240+ Really Flirty Questions To Ask Your Crush

25 Fun Facts About Your Crush

  1. How can you tell if you are ready to be in a relationship with someone?
  2. What is it that makes someone fall in love?
  3. Which is your greatest weakness?
  4. Do you prefer to cuddle or sleep alone?
  5. What can you do if you feel lonely?
  6. Which is your favourite thing about me?
  7. Are you thinking about me today?
  8. Which is your favourite look?
  9. What songs are your favourite?
  10. What is the most important boundary in your relationship?
  11. How do you know when you are safe with someone?
  12. What is something you’ve always wanted to do in your bedroom?
  13. Are you unsure if it is easy or difficult for others to trust you?
  14. What length of time should people wait before they commit to a relationship with someone?
  15. What makes you squint your eyes every time?
  16. Which is your greatest turn-on?
  17. What is true happiness?
  18. Are you a good listener?
  19. Who would you choose to be the only person stranded on an isolated island?
  20. What is a secret that you haven’t told anyone?
  21. Are you satisfied with the number of friends you have, or would you like to have more?
  22. What makes you jealous of other things?
  23. Do you have any questions about me?
  24. Which person would you most like to be in your daily life?
  25. Where would you take us if we could travel anywhere in the world?

Crazy Never Have I Ever Questions

25 Great Flirty Questions You Can Ask Your Crush

  1. What is the most bizarre thing about you?
  2. Which was your greatest compliment?
  3. What makes you feel anxious?
  4. What time do you feel the happiest?
  5. What are you most passionate about doing?
  6. What would your ideal relationship be with someone who had feelings for you?
  7. What do you consider the most important aspect of a relationship?
  8. Is there anything embarrassing about you that people find cute?
  9. What are you most passionate about?
  10. Do you prefer to plan a special occasion yourself or have someone else do it?
  11. Are you sure that people who have different sex are just friends?
  12. What do you think about physical affection?
  13. Do you prefer a large party with lots of people or a small gathering with just a few?
  14. Do you enjoy dirty talking?
  15. What are your top priorities right now in life?
  16. What would you do if you had the whole night to yourself?
  17. What do you see for the future of our country?
  18. Which accomplishment are you most proud of?
  19. What could make you feel instantly unattracted to someone else?
  20. What is a valuable lesson that you have learned from a previous relationship?
  21. Who was your first crush
  22. If I asked, what would your mom think about you?
  23. Could you please send me a photo of what you are wearing right now?
  24. Which is your favourite photo of me?
  25. What are you thinking about as you drive to work?

Dating Never Have I Ever Questions

25 Intimate and Flirty Questions You Can Ask Your Crush

  1. What is love?
  2. Which would you prefer, the big spoon or the little spoon?
  3. What is something you wish were better?
  4. Who inspires and motivates you to be better?
  5. Which career interests you the most?
  6. What would you do if you had the chance to do something different?
  7. Who comforts you best when you feel sad?
  8. What was the first thing that you noticed about me
  9. What would you do if I kissed you the next time you saw me?
  10. Do you think you are more introverted than extroverted?
  11. What keeps you awake at night?
  12. What would your best friend say about you?
  13. Do you prefer to spend a full day with me, or a complete night with me?
  14. What are you most important in a friend?
  15. Is there a childhood memory that makes you smile every time?
  16. What do you think about the holidays?
  17. Which activities do you enjoy the most doing alone?
  18. What is your love language
  19. What’s the greatest gift you have ever received?
  20. What makes someone instantly attractive to you?
  21. What are you afraid of?
  22. Which mistake did you make that allowed you to grow?
  23. Do you prefer to be pursued or romantically chase someone?
  24. Which was your worst date?
  25. Do you fear rejection?
questions to ask a boy
questions to ask a boy

25 Romantic, but flirty Questions You Should Ask Your Crush

  1. What romantic thing have you always wanted to do?
  2. What does commitment look like for you?
  3. Which romantic movie are you most fond of?
  4. Which couple is the most compatible?
  5. Which is your favourite cheesy love tune?
  6. If I could take you to any restaurant anywhere in the world, where would I go and what would I order?
  7. What is the first thing that you notice about someone else?
  8. Are you a believer in true love?
  9. What was the most embarrassing thing that you did to someone you loved?
  10. What would you describe as your greatest weakness when it comes to loving someone?
  11. What makes you smile?
  12. Would you prefer people to think that you are funny or kind?
  13. What would you do if you were at your house right now?
  14. If someone asked you, how would you describe your personality?
  15. What kind of date would it be if you had all the money?
  16. Are you a fan of attending weddings?
  17. What would you do to help someone going through a difficult time?
  18. What can someone do if they feel for a friend?
  19. How happy are you right now, on a scale of 1-10?
  20. Do you prefer a mountain or beach lifestyle?
  21. What topic would you choose to discuss if you were asked to speak on any topic for one hour?
  22. Who would you rather spend the day with than someone who isn’t bored?
  23. What makes you smile every day?
  24. What scent reminds you most of me?
  25. Which is your favourite pick-up line?

Dirty Never Have I Ever Questions

25 Cute and Flirty Questions You Can Ask Your Crush

  1. Which is the most romantic date that you have ever met?
  2. Who is your celebrity crushes?
  3. What is the biggest deal-breaker in your relationship?
  4. What was the most bizarre thing you experienced in your childhood?
  5. Would you rather be called smart or sexy?
  6. Which is your favourite place in the world to visit?
  7. How can you tell if you love someone?
  8. What is something that you have done and will never again do?
  9. What would you ask me if you were able to ask me any question and I was honest?
  10. Which animal is most like you?
  11. What’s your biggest pet peeve in dating?
  12. Which nickname were you given when you were younger?
  13. What makes you smile?
  14. What do you think about girls moving first?
  15. What if you asked me to meet you right now?
  16. What are you wearing today?
  17. Which is your most embarrassing possession?
  18. Which memory makes you cringe every time?
  19. Would you prefer me to ask you deep questions or fun questions?
  20. Are you including me in your weekend plans?
  21. What do my friends know about me?
  22. Are you sure your pet will love me?
  23. How does your bed feel?
  24. Which do you prefer, showering with someone else or alone?
  25. How would you impress me if I was a stranger?

List Of 240+ Really Flirty Questions To Ask Your Crush

How Do You Play 21 Questions Flirty?

21 Questions is a party game that allows people to learn more about one another through a series of questions. You can play with one person or more people. You can allow up to two “passes”, where players can skip certain questions depending on the rules.

One person can ask 21 questions to the other person in a row. After they’re done, the other person can ask. This game is best played in person. However, you can also play it via text.

What are the 21 best questions you can ask your crush? This is a sample script that will inspire you.

  1. Have you ever played 21 questions before?
  2. How nervous do you feel about playing this game?
  3. Which question do you find most nerve-wracking about me?
  4. Are you familiar with some of the questions I want you to ask?
  5. How much do you like texting me on a scale of 1-10?
  6. Are you concerned about how much texting we do, and whether it is enough or too little?
  7. Are you concerned about how much we see one another, whether it is too much, not enough, or both?
  8. What’s your favourite thing to do?
  9. Is there something you’d like to do with me?
  10. What is something you don’t want me to do?
  11. What would you do if you were responsible for planning the most memorable day of your entire life?
  12. What are your thoughts about my body?
  13. Are there any dreams you would like to share with the world?
  14. What is the best thing about you?
  15. What would you change about us now?
  16. How nervous are you still feeling playing this game on a scale of 1-10?
  17. Which question do you hope I will ask?
  18. Which two words best describe you?
  19. Which two words best describe you?
  20. What level of satisfaction do you have with your life now?
  21. What are you missing in your life?
  22. Do you feel that we can understand each other?
  23. Which is your favourite inside joke?
  24. What was your first impression of me?
  25. How does it feel to imagine the future with you in it?

List Of 240+ Really Flirty Questions To Ask Your Crush

What are some juicy questions to ask your crush on chat?

Are you ready to have a conversation with your crush on the phone? It’s crucial to assess how things are going. Are you confident that things are moving well? Are you able to show that your crush is interested in you as well?

Here are some questions you can ask your crush texting.

  1. What’s the most bizarre place you’ve ever experienced sex?
  2. How can you make your partner happy in the bedroom?
  3. What makes sex so good for you?
  4. Are there any regrets you feel about your past partners?
  5. How did you lose your virginity?
  6. Are you a big sexy kisser?
  7. What does it mean to make love?
  8. What would you do if you had a weekend to yourself?
  9. What is something you would never do in sex?
  10. Which was your worst experience with a sexual partner?
  11. Are you a music lover?
  12. What do you think about lingerie?
  13. Are you guilty of having sex with another person? Was it you?
  14. What type of porn does your favourite to watch?
  15. Can a friends-with-benefits ever become something more?
  16. What are your favourite times to have sex?
  17. Did you ever witness your partner masturbating? Was that something you experienced?
  18. What are your bedroom needs?
  19. Are you more dominant or submissive?
  20. What are your thoughts on role-playing?
  21. What do you think is the best thing to do after sex?
  22. Do you enjoy it when your partner uses dirty language?
  23. Do you think you’ve ever had a threesome?
  24. What kind of sex toys are you most fondly interested in?
  25. Did you ever have a sex nightmare that scared you?
  26. Which celebrity would you most like to have sex with if given the opportunity?
  27. Which is your favourite position in sex?
  28. Do you enjoy foreplay?
  29. Do you prefer to have sex with lights on or off?
  30. Do you have any fetishes that you would like to share?
  31. What do you think of one-night stands?
  32. Do you prefer sex to be fast and intense or slow and sensual?
  33. Which skill do you consider yourself to be the most proficient in the bedroom?
  34. Would you prefer to have sex in the morning or at night?
  35. What do you think of having sex in the bathroom?
  36. What would you do to make your bedroom a hostile place?
  37. How does it feel to be lowered on you?
  38. What do you prefer to touch?
  39. Would you like to see what I am thinking right now?
  40. If you could only make me feel happy in one place, what would it be?
  41. Is there a fantasy that you haven’t shared with me yet?
  42. What would you think if I told you that I was horny right at the moment?
  43. What does it feel like to kiss me?
  44. Do you remember ever touching yourself when thinking about me?
  45. Which outfit do you love the most from mine?
  46. Are you a fan of eye contact in sex?
  47. Do you remember playing a dirty game of truth or dare? Would you like to?
  48. How would you like your partner to groom?
  49. What was your last bad dream?
  50. How long have you been without having sex?

Last Thoughts

When texting with your crush, the best questions are those that feel most appropriate but still edgy. This means you don’t want your crush to feel too sexual or overly curious.

This could turn off your crush and make them think you only care about sex.

It’s better to balance romance, flirty, as well as serious questions. You can go with the flow but not hesitate to take risks. Good relationships begin with taking risks.