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300+ Flirty Questions To Ask Your Crush (while texting!)

Everyone has had a crush or two in their lifetime. When we’re lucky enough to finally get to talk to them, we often get a bit nervous and tongue-tied. To prevent any awkward silences, I’ve put together over 300 flirty questions to ask your crush. Use them to keep the conversation going and to get to know them better. 

In this article, you’ll find a unique list of flirty questions to ask your crush, whether in person or over text.

Good Flirty Questions To Ask Your Crush

Here are some cute questions to ask your crush to get to know them better.

Good Flirty Questions To Ask Your Crush

  1. What are your dreams and goals?
  2. What does your name mean?
  3. What do you do during your free time?
  4. What is the most important thing for you in life?
  5. What are your top interests?
  6. What do you value most in friendship?
  7. What drives you every day?
  8. What do you do when you are least motivated?
  9. What is the most attractive thing about the other sex?
  10. What do you imagine a perfect relationship to look like?
  11. What is the most important quality for you when looking for a partner?
  12. What is the best advice you have gotten from someone?
  13. What is the nicest thing you have done to a stranger?
  14. What is the best advice you have given to someone?
  15. What is the nicest thing a stranger has done to you? 
  16. How is your relationship with your siblings?
  17. What are the lessons you have learned from your parent’s marriage?
  18. How do you relate to your grandparents?
  19. Where would you want to go if money and time were not in question?
  20. What did you learn from your past relationship?
  21. How was your last birthday?
  22. What do you want to do for your next birthday?
  23. What comes first to your mind when you see me?
  24. How do you resolve conflict in a relationship?
  25. What is one thing people do not know about you?
  26. What is the craziest thing you have done?
  27. What is one thing you want to do?
  28. What is the strangest gift you received from your significant other?
  29. What gets you out of bed every morning?
  30. What does peace look like to you on a day-to-day basis?
  31. What makes you nervous and anxious?
  32. What’s one thing would your parents be surprised to know about you?
  33. What life lessons would you share with me?
  34. Have you been in a long-distance relationship before?
  35. Who inspired you the most/

While you’re choosing some great questions to ask your crush, check out some things that you shouldn’t say to your crush in the video below:

Flirty & Romantic Questions To Ask Your Crush

Here are some flirty questions you can ask if you’re in a romantic relationship.

Flirty & Romantic Questions To Ask Your Crush_

  1. Do you prefer text flirting or face-to-face flirting, and why?
  2. What is the most romantic date you have had in the past?
  3. What would you do if I kissed you right now?
  4. Would you go on a date with me?
  5. What turns you on the most?
  6. Do you like cuddling with your significant other?
  7. How can you describe your kissing style?
  8. Do you prefer taking things slow or fast?
  9. How would you describe a perfect date?
  10. What is your favorite type of kiss?
  11. What attracted you most to me?
  12. What is the most romantic thing you have done in the past?
  13. What romantic thing would you want someone to do for you?
  14. What can I do to turn you on right now?
  15. Is there something you would like to tell me that no one knows about?
  16. What does treating a girl right mean to you?
  17. What was the first thing you thought about when you saw me?
  18. What do you like the most about my body?
  19. How do you know if someone likes you?
  20. Can you pick me up and carry me around?
  21. Do you like to hold hands?
  22. What is sexy to you, tattoos or piercings?
  23. What is your best physical feature, and why?
  24. What do you wear to bed?
  25. What is your favorite romantic song, and why?
  26. What would you say if you were to write me a love note?
  27. What do you like to do that is considered feminine?
  28. Describe which ice cream flavor you would want to be?
  29. What kind of clothes make you feel the sexiest?
  30. What makes you smile with your partner?
  31. Who was your first ever crush?
  32. What do you feel when around me?
  33. What blows you away as far as the other sex is concerned?
TABLETOPICS Couples: Questions to Start Great Conversations
TABLETOPICS Couples: Questions to Start Great Conversations

Flirty Questions To Ask Your Crush While Texting

Flirty Questions To Ask Your Crush While Texting

  1. What is the sexiest thing you have done to a girl?
  2. What is your guilty pleasure snack? 
  3. What do you notice first in a woman?
  4. What is your idea of a perfect guy or girl? 
  5. What song would you dedicate to your boyfriend or girlfriend?
  6. What are your opinions of my style and fashion sense?
  7. What do you find irresistible about me?
  8. What is one thing you have wanted to tell me but have been holding back?
  9. What turns you on from a potential date?
  10. What would you want to do with me if we were together right now?
  11. How much do you love kissing?
  12. What is the most romantic thing you would do if you fell in love with me?
  13. What do you find fascinating about women’s bodies?
  14. What would you do if a girl or boy made the first move?
  15. How would you like your relationship, a dominant female or male, or one where both are equal in all aspects? 
  16. What do you want to buy to wear to bed?
  17. What would you like your crush to wear on a romantic date?
  18. What feature of your body sets you apart from other boys or other girls? 
  19. If I asked you to go out with me tonight, what would be your response?
  20. How do you feel talking to me right now?
  21. What do you fancy the most with me?
  22. What movie would we watch if we were together?
  23. How much do you like dirty talk?
  24. Have you had sexy chit chats with someone before?
  25. Would you approve of us dating right now, and why?
  26. What is the perfect way of asking someone out in your view?
  27. If you wanted something done to you right now, what would that be?
  28. How do you show love to someone you care about?
  29. What makes you feel cared for by a girl or a boy?
  30. What do you like others to appreciate about you?

Flirty & Juicy Questions To Ask Your Crush

Instead of just asking random questions, discover their secret fantasy by asking your crush a sexy question. 

Flirty & Juicy Questions To Ask Your Crush

  1. Would you send me a sexy picture of you?
  2. Do you like massages?
  3. What would you say if I offered to give you a massage? 
  4. When was the last time you kissed someone?
  5. Have you cheated on someone before?
  6. How was your first kiss experience with a crush?
  7. What is the most spontaneous thing you have ever done with a significant other?
  8. What is your top love language?
  9. What makes you feel the best about yourself?
  10. Do you think about me often?
  11. Have you had a sexual encounter with a crush recently?
  12. Do you think you are a good kisser, and why?
  13. What is the most attractive thing about me?
  14. Have you ever had a sexy dream, and what was it about?
  15. When was the last time you were in love?
  16. How long was your shortest relationship?
  17. Have you snuck out of the house to see a crush?
  18. Have you met a secret crush without anyone knowing?
  19. Who is your biggest celebrity crush, and why?
  20. What do you think about the most before you sleep?
  21. What do you like the most about being in a relationship?
  22. What would you feel if we were together in private?
  23. How do you feel about us meeting each other when we did?
  24. Are you open about what you feel for the other person?
  25. Can you see us taking off and starting a relationship?
  26. What excites you about our future together if that happens?
  27. What have you always wanted to know about me?
  28. How do you feel about meeting my friends?
  29. How close do you want us to get?
  30. What is your ideal type of girl or boy?
  31. What makes you fall in love with someone?
  32. What comes first to mind when you talk to me?

Flirty & Intimate Questions To Ask Your Crush

Asking these personal questions can bring you closer and help you understand them better.

Flirty & Intimate Questions To Ask Your Crush

  1. How old were you when you first kissed a girl or a boy?
  2. Where is the craziest place you’ve kissed with your significant other?
  3. Do you have a type, and if so, what is it?
  4. What physical traits attract you to someone?
  5. Would you be willing to be in an open relationship?
  6. Have you ever been on a dating app?
  7. Have you had a blind date, and how did it go?
  8. Do you think you have met your true love?
  9. How was your first-ever date with a boy or a girl?
  10. How do you know you are falling in love?
  11. Do you believe in long-term relationships and marriage?
  12. How has the relationship between your parents impacted your view on love?
  13. What is most important to you; verbal affirmation or physical affection?
  14. What was your most memorable kiss?
  15. Have you had your heart broken before?
  16. What was your worst kiss experience, and how would you describe it?
  17. What makes you feel most loved and appreciated by your partner?
  18. What do you like about being single?
  19. How would you describe me to other people?
  20. How do you think I would describe you to other people?
  21. What are the qualities that make me special to you?
  22. What could I do for you now that I have no idea about?
  23. What is one thing you think is true about me but have not asked to confirm?
  24. What were you looking for before you met me?
  25. Do you see this materializing into something solid in the future?
  26. What can I do to be a good lover to you if we got to date?
  27. How would you describe a perfect day together?
  28. Do you believe in soul mates?
  29. What sentimental gifts do you have from your past relationships?
  30. What compliments do you like to hear?
  31. When have you felt closest to me?
Over 600 Conversation Cards for Couples to Connect and Improve Communication
Couples Conversation Starter Cards - Over 600 Conversation Cards for Couples to Connect and Improve Communication - from Casual Conversations to Break The Ice to Deep and Important Topics

Subtle Flirty Questions To Ask A Guy

Here are some perfect questions if you want to be subtle and not too forward.  

Subtle Flirty Questions To Ask A Guy

  1. What does love mean to you?
  2. What is something someone does that makes you feel anxious or nervous?
  3. What is the craziest thing you have done in love?
  4. What makes you most comfortable around someone?
  5. What is your ultimate relationship goal?
  6. How did it feel when you first fell in love?
  7. What is your favorite quote?
  8. Are you looking to start a new relationship soon?
  9. What makes you the happiest in a relationship?
  10. At what point would you introduce your girl to your friends?
  11. Do your friends have a say on who you date?
  12. What do you think girls should do more of?
  13. What should girls do less of in the context of a relationship?
  14. If a girl made the first move, what would you do?
  15. Would you go on a date if a girl asked you out?
  16. What is your favorite place to get close to someone?
  17. What is the first thing you notice in people when you meet them?
  18. What would you compromise in a relationship?
  19. Would you make huge sacrifices for someone you love?
  20. Why are you so funny?
  21. What comes first to you, looks or intelligence?
  22. Are you open to the idea of pet names?
  23. What three things do you like about me?
  24. Would you consider skinny dipping with me?
  25. Are your siblings as attractive as you are?
  26. Would you go hot-tubbing with a girl if given a chance?
  27. Do your parents influence who you date?
  28. What is the dirtiest thing you’ve ever said to someone?
  29. What defines the line between dating and a close friendship?
  30. What gift would you want your girl to get you? 

Cute Flirty Questions To Ask Your Boyfriend

Here are some fun questions to ask your boyfriend. 

Cute Flirty Questions To Ask Your Boyfriend

  1. When did you know you liked me?
  2. What way do I show the love to you that you like the most?
  3. What is my love language?
  4. When do I make you feel the safest?
  5. What do you like doing with me?
  6. What is your favorite memory or happiest memory of us?
  7. What three words would you use to describe our relationship?
  8. If we had one place to go and stay, where would that place be?
  9. What couple activity would you want us to try?
  10. Would you take a dance class with me?
  11. Is there a pet name that you prefer?
  12. What is one word I use excessively?
  13. What three things make you smile?
  14. What about you do I know that most people don’t?
  15. What is the funniest thing I have done that made you laugh uncontrollably?
  16. What nicknames do your friends have of you, and would you like to change them?
  17. Who is the first person you talk to when something good happens?
  18. What would you do if you had $500 to spend on me?
  19. If you were to pick a theme song for a romantic date, what would that be?
  20. What dream vacation would you like to take me on?
  21. What do you like most about my character?
  22. What outdoor activity would you want to do with me?
  23. What is the most underrated romantic song?
  24. What would you want me to do for you on your birthday?
  25. What’s one thing you have wanted me to do and I haven’t done?
  26. What is your favorite thing to do to me?
  27. Would you be jealous if other guys checked me out?
  28. What times of the day do you think about me the most?
  29. Have you been nervous around me in the past?
  30. What do you look forward to the most when meeting me?
  31. What is the dirtiest thing you have thought about me?
TableTopics Teen: Questions to Start Great Conversations
TableTopics Teen: Questions to Start Great Conversations

Flirty Questions To Ask Your Crush Girl

Flirty Questions To Ask Your Crush Girl

  1. Do you believe in love at first sight?
  2. Where would you want to go if I took you out right now?
  3. What are the top three things you look for in a guy?
  4. Have you ever thought about kissing me?
  5. Would you allow it if I asked you to kiss me right now?
  6. What is your worst date story?
  7. What do you find most attractive in a guy?
  8. Are you comfortable making the first move?
  9. Have you sent a boy dirty text messages?
  10. What do you prefer; kissing or cuddling?
  11. Have you ever snuck out of your home to meet a crush?
  12. Are you looking for a serious relationship?
  13. What is your idea of a perfect date with a guy?
  14. What does a weekend with your boyfriend look like?
  15. What is something about you that people would never guess?
  16. Have you had a crush on a guy I know?
  17. What do you think of my style?
  18. What do you like most about yourself?
  19. What type of music do you like to listen to?
  20. What is your favorite conversation starter with a guy?
  21. What is your top pet peeve?
  22. What is your dream job?
  23. Are you a morning person or a night person?
  24. What is your favorite body part?
  25. Do you think I have admirable flirting skills?
  26. What is your favorite food?
  27. Are you a cat person or a dog person?
  28. What is one thing you would like to buy but cannot afford right now?

Watch how to flirt easily and get the girl you want in the video below:

Flirty Questions To Ask A Guy To Get To Know Him Deeper

These deep questions are great to get to know your crush better. 

Flirty Questions To Ask A Guy To Get To Know Him Deeper

  1. What do you fear most about being in love?
  2. What makes your ultimate list of things you are looking for in a girl?
  3. What is your frequently used number in your phone book?
  4. Have you maintained contact with your childhood friends?
  5. What is your biggest deal-breaker in a relationship? 
  6. Are you comfortable with public displays of affection?
  7. What was your weirdest dream?
  8. What describes your worst nightmare in a relationship? 
  9. What would your dream date night look like?
  10. What are your biggest fears in life?
  11. Who would you take to a deserted island?
  12. Why is physical attraction important to you?
  13. Are you a beach person or a mountains person?
  14. What is your favorite childhood memory?
  15. If you could write a cheesy love song, what would you say?
  16. Have you had awkward moments on a date with a girl?
  17. What is your favorite comedy show, and why?
  18. If you were in a romantic movie, which one would it be?
  19. What would you tell your younger self today?
  20. What was the last thing you searched for on your phone?
  21. If you won the lottery, what would you do with the money?
  22. What can’t you live without, and why?
  23. If you were to move to a deserted island, what three things would you take?
  24. What is the worst lie you have been told?
  25. If you had to choose a new name for yourself, which one would it be and why?
  26. What would you change about your life now?
  27. If you had a time machine, would you go back n time or press forward to the future?
  28. If you could live anywhere in the world, where would it be?
  29. What do you define as the greatest success to achieve?
  30. What is the most valuable gift you have given yourself?
  31. Where do you hope to be in the next five years?
150 Conversation Starter Questions for Couples
Love Lingual: Card Game - Better Language for Better Love - 150 Conversation Starter Questions for Couples - to Explore & Deepen Connections with Your Partner - Date Night & Relationship Cards

Flirty Questions To Ask A Guy While Playing 21 Questions

Flirty Questions To Ask A Guy While Playing 21 Questions

    1. What is one of your funniest childhood memories?
    2. What is your favorite place to go on a date, and why?
    3. What is your favorite thing to wear?
    4. What is the best thing a girl has told you before?
    5. What is the weirdest thing you have in your room?
    6. If you were part of a reality show, which one would you choose?
    7. Which is your biggest pet peeve on social media?
    8. What is one question you would not answer?
    9. What do you like most for dessert?
    10. What activity do people like that you do not find fun at all?
    11. What is your favorite color that girls wear?
    12. What is one thing your parents do not understand about you?
    13. Have you experienced true love in the past?
    14. What is your biggest fear in relationships?
    15. What is the most embarrassing thing you have done in front of someone you like?
    16. Who’s relationship do you admire, and why?
    17. When should a couple go public on social media?
    18. What do you think is the hardest part of being in a long-term relationship?
    19. What would you do to get over a breakup?
    20. What excuse have you made to cancel a date with a girl?
    21. Who in your family are you closest to?

I hope you’ve found some unique and fun flirty questions to ask your crush the next time you talk to each other. Use them to keep the conversation going and to really get to know each other better. Have fun, be flirty, and remember to stay respectful.

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