200 Questions to Ask Your Crush [IRL or Over Text!]

Talking to your crush can feel like walking a tightrope—exciting but full of pressure! You want to sound cool, be interesting, and maybe even a little flirty, but your brain suddenly decides to forget how to form a sentence.

Don’t sweat it. I got you!

This list is here to make your life easier. It’s got all the questions you need to keep the conversation flowing, make them laugh, and maybe even get them to start crushing on you too.

Icebreaker Questions to Ask Your Crush

  1. What’s the first thing you notice about someone new?
  2. If you could live anywhere in the world, where would it be?
  3. What’s your go-to comfort food?
  4. What’s your favorite thing to do on weekends?
  5. Do you prefer Netflix or YouTube?
  6. What’s a fun fact about you that most people don’t know?
  7. If you had a free day with no responsibilities, how would you spend it?
  8. Do you enjoy spending time outdoors or indoors?
  9. What’s your favorite childhood memory?
  10. If you could master one skill instantly, what would it be?
  11. What’s your favorite holiday or season?
  12. Do you enjoy surprises, or do you like planning everything?
  13. Are you more of a morning person or a night owl?
  14. Do you believe in luck or destiny?
  15. Have you ever had a funny or embarrassing moment recently?
  16. What’s your favorite app on your phone?
  17. Do you enjoy trying new foods or sticking to what you know?
  18. What’s a hobby you’ve always wanted to pick up?
  19. Do you prefer movies, TV shows, or books?
  20. If you could have dinner with any celebrity, who would it be?

Good Questions to Ask Your Crush

  1. What’s a dream you’ve had since childhood?
  2. Do you enjoy traveling? If so, what’s your favorite destination?
  3. What’s the best compliment you’ve ever received?
  4. Who inspires you the most in life?
  5. What’s your favorite way to relax after a long day?
  6. Do you have any pets, or would you like one?
  7. If you won the lottery, what’s the first thing you’d do?
  8. What’s your favorite type of music?
  9. Have you ever had a role model growing up?
  10. What’s the best piece of advice you’ve ever received?
  11. What’s your proudest accomplishment so far?
  12. How do you like to spend your birthdays?
  13. What’s your favorite restaurant or type of cuisine?
  14. If you could switch lives with someone for a day, who would it be?
  15. Do you believe in soulmates?
  16. What’s the best concert or event you’ve ever attended?
  17. What’s your biggest fear, if you don’t mind sharing?
  18. What motivates you to keep going on tough days?
  19. What’s the most adventurous thing you’ve ever done?
  20. Do you enjoy cooking, or are you more of a takeout person?

Flirty Questions to Ask Your Crush

  1. What’s something you find irresistible about someone?
  2. Do you believe in love at first sight, or should I walk by again?
  3. If we went on a date, where would you take me?
  4. What’s your idea of a perfect romantic evening?
  5. Have you ever had a secret admirer?
  6. What’s the most spontaneous thing you’ve ever done for someone you liked?
  7. If you had to describe me in three words, what would they be?
  8. Do you think opposites attract or similarities bring people closer?
  9. What’s the most romantic gesture someone’s done for you?
  10. Do you believe in taking risks in love?
  11. What do you find most attractive in a person?
  12. If you could ask me anything right now, what would it be?
  13. Do you like compliments, or do they make you blush?
  14. Have you ever had a crush on someone unexpected?
  15. If we were stranded on a deserted island, what would we do for fun?
  16. Do you enjoy being teased in a playful way?
  17. What’s your favorite kind of surprise in a relationship?
  18. If I made you a playlist, would you listen to it?
  19. Do you think chemistry is instant or something that grows over time?
  20. If we were in a movie, what genre would our story be?

Deep Questions to Ask Your Crush

  1. What’s one life lesson you’ve learned the hard way?
  2. Do you believe everything happens for a reason?
  3. What’s something you’re passionate about?
  4. How do you handle failure or setbacks?
  5. What do you value most in a relationship?
  6. Do you believe people can change, or do they stay the same?
  7. What’s your biggest goal in life?
  8. How do you deal with stress or tough situations?
  9. What’s the most important thing in your life right now?
  10. Do you believe in second chances?
  11. What motivates you to keep striving for your dreams?
  12. If you could change one thing about the world, what would it be?
  13. What’s the most meaningful compliment you’ve ever received?
  14. What do you look for in a best friend or partner?
  15. How do you define happiness?
  16. Do you think love should feel easy or require effort?
  17. What’s a memory that always makes you smile?
  18. How do you usually handle conflict or disagreements?
  19. What’s your biggest fear when it comes to relationships?
  20. How do you hope people will remember you?

Romantic Questions to Ask Your Crush

  1. What’s your love language?
  2. What’s the most romantic thing you’ve ever done for someone?
  3. Do you believe in destiny when it comes to love?
  4. What’s your favorite romantic movie?
  5. Do you think timing plays a big role in relationships?
  6. Have you ever written someone a love letter?
  7. What’s your favorite type of date?
  8. Do you enjoy slow dances, even without music?
  9. What’s the most thoughtful gift you’ve ever given or received?
  10. Do you believe in celebrating anniversaries or milestones?
  11. How do you feel about PDA (public displays of affection)?
  12. What’s your dream vacation with someone special?
  13. Do you think love is about compromise or compatibility?
  14. What’s your definition of a romantic gesture?
  15. Do you believe in fairy-tale endings?
  16. Have you ever fallen in love at first sight?
  17. What’s your idea of the perfect kiss?
  18. Do you think romantic surprises keep the spark alive?
  19. How do you feel about long-distance relationships?
  20. What’s the best love story you’ve ever heard or seen?

Funny Questions to Ask Your Crush

  1. If you could only eat one food for the rest of your life, what would it be?
  2. What’s the weirdest thing you’ve ever Googled?
  3. If animals could talk, which one would be the funniest?
  4. What’s your most embarrassing childhood memory?
  5. If you were a superhero, what would your useless power be?
  6. What’s the weirdest thing in your fridge right now?
  7. If you had to wear one outfit forever, what would it be?
  8. What’s the worst pickup line someone has ever used on you?
  9. If you were stranded with one celebrity, who would annoy you the most?
  10. What’s a funny talent you secretly have?
  11. If your life were a sitcom, what would it be called?
  12. Have you ever accidentally texted the wrong person something embarrassing?
  13. What’s your guilty pleasure when it comes to TV shows?
  14. If you were invisible for a day, what’s the first thing you’d do?
  15. What’s the most ridiculous thing you’ve ever bought?
  16. Have you ever made up a story to impress someone?
  17. If you could swap lives with your pet, would you?
  18. What’s the most random fact you know?
  19. If you could only communicate with memes, which one would you use the most?
  20. Have you ever been caught dancing or singing in public?

To Get to Know them Better

  1. What’s your favorite childhood memory?
  2. Do you have a favorite holiday tradition?
  3. Who has influenced you the most in life?
  4. What do you enjoy doing in your free time?
  5. What’s your favorite book or movie?
  6. Do you like trying new things, or do you stick to what’s familiar?
  7. Are you more of a coffee or tea person?
  8. Do you prefer city life or living in the countryside?
  9. What’s the most exciting thing you’ve done recently?
  10. What kind of music do you usually listen to?
  11. Do you enjoy hanging out with friends, or do you prefer quiet nights in?
  12. What’s a dream destination you’d love to visit?
  13. If you could change one thing about your life, what would it be?
  14. Are you more of a planner or a go-with-the-flow kind of person?
  15. What’s your go-to comfort activity?
  16. Do you prefer texting or calling?
  17. What’s your favorite memory with your family?
  18. How do you usually spend your weekends?
  19. Do you enjoy any sports or physical activities?
  20. If you could relive one moment in your life, which would it be?

To Make Her Fall For You

  1. What’s the one thing that always makes you smile?
  2. How do you like to be cheered up when you’re feeling down?
  3. What’s the most thoughtful thing someone has ever done for you?
  4. What’s your idea of a perfect day?
  5. How do you usually celebrate your successes?
  6. What qualities do you admire most in a partner?
  7. What’s the sweetest compliment you’ve ever received?
  8. How do you like to spend quality time with someone special?
  9. What’s a small gesture that means a lot to you?
  10. Do you enjoy surprises, or do you like knowing what’s coming?
  11. What’s your favorite way to relax after a long day?
  12. How do you usually express appreciation for someone?
  13. What’s your favorite thing about yourself?
  14. If someone were to plan a date for you, what would you want it to be like?
  15. How do you feel about handwritten notes or letters?
  16. What’s the best way someone can make you feel loved?
  17. Do you enjoy romantic movies, or are you more into comedies?
  18. What’s something you’re passionate about that you’d love to share?
  19. What’s your favorite type of adventure?
  20. If someone really likes you, how would you want them to show it?

To Make Him Fall For You

  1. What’s the best compliment you’ve ever received?
  2. Do you enjoy small acts of kindness or grand gestures?
  3. What’s something you’ve always wanted to try but haven’t yet?
  4. How do you usually spend your free time?
  5. What’s your favorite type of adventure?
  6. What makes you feel appreciated in a relationship?
  7. If you could have any superpower, what would it be?
  8. What’s your favorite way to unwind after a busy day?
  9. How do you usually celebrate your birthday?
  10. What’s the best date idea you’ve ever had?
  11. How do you like to spend time with people you care about?
  12. What’s something you’d love to share with someone special?
  13. If you could only pick one hobby for the rest of your life, what would it be?
  14. What’s your idea of the perfect weekend?
  15. Do you like exploring new places, or do you prefer familiar spots?
  16. How do you usually show someone that you care?
  17. What’s your favorite type of movie or TV show?
  18. If someone wanted to impress you, what should they do?
  19. How do you usually relax when life gets stressful?
  20. What’s one thing that instantly makes you happy?

About Love

  1. Do you believe in love at first sight?
  2. What’s the most romantic thing you’ve ever experienced?
  3. How do you know when you’re in love?
  4. What’s your definition of true love?
  5. Do you believe love can overcome all obstacles?
  6. How do you usually express love for someone?
  7. What’s the best love advice you’ve ever received?
  8. Do you think love is more about compatibility or effort?
  9. What’s the most important quality you look for in a partner?
  10. Do you believe love changes over time?
  11. What’s your favorite love song?
  12. How do you handle challenges in a relationship?
  13. Do you believe there’s one person meant for everyone?
  14. What’s the most meaningful gift you’ve ever given or received?
  15. How do you like to celebrate anniversaries or special moments?
  16. What’s your favorite romantic movie or book?
  17. Do you believe love requires sacrifices?
  18. What’s the best thing about being in love?
  19. How do you define a healthy relationship?
  20. What’s your favorite memory of seeing love in action?

Final Thoughts

You don’t have to try too hard or overthink every word. Just asking thoughtful, fun, or flirty questions can spark a connection and keep the conversation flowing naturally.

Remember, the most important thing is to be yourself. People notice when you’re being genuine, and that’s way more impressive than trying to be perfect. So, relax, choose a few questions from this list, and enjoy the moment.

How useful was this post?

Click on a star to rate it!

As you found this post useful...

Share it on social media!

We are sorry that this post was not useful for you!

Let us improve this post!

Tell us how we can improve this post?

Photo of author

Bea is an editor and writer with a passion for literature and self-improvement. Her ability to combine these two interests enables her to write informative and thought-provoking articles that positively impact society. She enjoys reading stories and listening to music in her spare time.