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172 Questions to Ask Your Crush (To See If They Are Right For You)

February 29, 2024

Whether you are a girl or guy, this article will help you with 172 questions to ask your crush, phrases that are aimed at helping you get to know your crush better. 

You will not only get to know your crush better, but you will also be able to tell whether this person is a good fit for you. If you are ready to learn more about your crush, you’ve stopped at the right place. 

A researcher from The New York Times said that we are social creatures with a need to connect with others. That’s why we are addicted to things like social media. Now is the time to ask your crush what you want to; just use this as the framework for your conversation.

Friendly Questions

You’ve got to start somewhere when finding questions to ask. These questions to ask your crush are designed to acquaint yourself with your crush by asking innocent questions. Use this as a baseline to get a conversation going. Ask your crush about their background, childhood, career, education, and more!

Use these questions to ask your crush about themselves. Find out more about them. If they seem passionate or talkative about a certain topic, talk more about that. Ask your crush about their favorites, likes, dislikes, and preferences. Talk about cars, sports, news, and even the weather. Keep it light.

Consider their answers, too. If you seem to clash a lot about basic, friendly topics, you might not be a good fit. You’ll get a gut feeling about it as the questions go on. The important thing is to get a feel for what type of person they are in a familiar way. 

  1. What do you do for a living?
  2. Do you enjoy your work?
  3. What makes you work hard?
  4. What is your favorite thing about your job?
  5. Do you like the people you work with?
  6. What are the people at your work like?
  7. What do you talk about with the people you work with?
  8. What is your boss like?
  9. What exactly does a [job title name] do?
  10. What is your biggest complaint about your job?
  11. Where did you go or are going to school?
  12. Do you like school? Did you like school?
  13. Where was your first job?
  14. What’s your favorite color?
  15. What’s your favorite animal?
  16. Do you have or want any pets?
  17. Are you a dog or a cat person?
  18. Are you into podcasts?
  19. What’s your favorite radio station?
  20. What’s your favorite type of music?
  21. Who’s your favorite band?
  22. What’s your favorite song?
  23. What’s your favorite musical instrument?
  24. Do you play any musical instruments?
  25. Do you enjoy reading?
  26. Who is your favorite author?
  27. What is your favorite book?
  28. What’s your favorite sport?
  29. Who’s your favorite team?
  30. Who’s your favorite player?
  31. What’s your favorite movie?
  32. Who’s your favorite movie star?
  33. What type of movies do you watch?
  34. What was the last movie you saw?
  35. What did you think of that movie?
  36. Who’s your all-time favorite celebrity?
  37. What are your all-time favorite TV shows?
  38. Do you binge-watch shows? Which ones?
  39. Do you watch Netflix, Amazon Prime, or something else?
  40. What’s your favorite food?
  41. What’s your favorite dessert?
  42. Do you cook?
  43. Where’s your favorite fast-food restaurant?
  44. Where’s your favorite sit-down restaurant?
  45. Where’s your favorite city, state, and country?
  46. Where’s your favorite vacation destination?
  47. What was your favorite family vacation?
  48. What states have you lived in?
  49. What countries have you been to?
  50. If you could live anywhere, where would it be?
  51. Do you enjoy flying?
  52. What are your favorite means of transportation?
  53. What are some nicknames you have had in your life?
  54. What are your hobbies?
  55. Do you like games?
  56. What is your favorite game?
  57. What is your favorite thing to do?
  58. What do you do during your time off work?
  59. What does your typical weekend look like?
  60. Do you play the lottery?
  61. What is the best gift you have ever been given?
  62. What is the weirdest gift you have ever been given?
  63. What is the worst gift you have ever been given?
  64. Do you sing Karaoke?
  65. Do you like to go dancing?
  66. Do you go to the gym a lot? Do you like to exercise?
  67. Do you ever dance around the house by yourself?
  68. What are your friends like?
  69. Who is your best friend?
  70. Why is that person your best friend?
  71. How long have you been friends?
  72. Are you big on social media?
  73. Do you follow a lot of people on social media?
  74. Do a lot of people follow you on social media?
  75. What is your favorite social media account?
  76. How much time in a day do you spend on Facebook?
  77. How many Facebook friends do you have?
  78. Who is your favorite friend to follow on Facebook, and why?
  79. What is your favorite holiday?
  80. What is your favorite season of the year?
  81. What do people say is your best quality?
  82. What do people say is your worst quality?

Flirty / Sexy Questions

You’ve got to steer the questions to ask your crush to the romantic side. The best questions to ask are personal, leading ones that will make your crush, well, blush. These questions to ask your crush are meant to get a rise out of them. They aren’t too forward, but they are great questions to ask your crush if you want to find out what they think of you.

  1. What do you think of me?
  2. What is my best physical feature?
  3. What do you like best about me?
  4. What is my best personality trait?
  5. What are you looking for in a person?
  6. Are you looking for a relationship right now?
  7. When did your last relationship end?
  8. Why did your last relationship end?
  9. How long was your longest relationship?
  10. If you could be anywhere right now, where would it be?
  11. How do your friends describe you?
  12. What would your exes say about you if I asked?
  13. Do you want to get married someday?
  14. What is your ideal date?
  15. Do you were boxers or briefs?
  16. When was your first kiss with someone?
  17. When was the first time you ever made love with someone?
  18. What is your biggest turn on?
  19. What is your biggest turn off?
  20. How many pillows do you sleep with?
  21. What would you do if someone walked up to you and kissed you?

Deep Questions

These are great deep questions to ask your crush. They may not be the deepest, but they scratch the surface, and that’s what you want to do - get acquainted with them in a new way. Find out what makes them tick. Find other questions to ask that are similar in nature, so that you can ask your crush about the things that truly matter.

  1. Who is your hero, and why?
  2. Do you have a bucket list? What’s on it?
  3. If you could do time traveling, what year would you go to?
  4. What is the one thing you couldn’t live without?
  5. Do you believe in reincarnation?
  6. If you could do whatever you wanted with no consequences, what would you do?
  7. If you were stranded on a desert island, what 5 things would you take with you?
  8. If you could only eat one food for the rest of your life, what would it be?
  9. Would you rather live with your parents or 10 roommates?
  10. When was the last time you cried, and why?
  11. If you had superpowers, what would you want to have?
  12. If you could travel back in time, what would you change?

Weird Questions

You want to stand apart from the competition, right? That means you’ve got to put yourself out there and take on the strange side of things. Think of things that normal people ask and come up with topics that are, well, a little odd. 

Find unique questions to ask your crush. Be memorable, but not too gross or weird that you turn them off. You want them to remember the person that asked them that one thing, the question about the strangest thing they’ve ever done. Let them marinate with these questions.

  1. What is your favorite shape? Why?
  2. Do you believe in Zodiac signs? What is your Zodiac sign?
  3. Do you believe dreams have meaning?
  4. Would you rather drink water for the rest of your life or soda?
  5. Would you rather win the lottery or have a perfect job?
  6. What is your favorite motto or mantra?
  7. What is your favorite historical time period?
  8. Do you remember your dreams?
  9. What is your most favorite dream ever?
  10. What is your most common dream?
  11. What is the first impression people usually have of you?
  12. Do you ever go up to people and ask random questions?
  13. Would you ever share your toothbrush with someone?
  14. Have you ever woken up in a strange place? Where and why?
  15. Would you ever go streaking?
  16. Who is the most outrageous person you’ve ever met?
  17. Have you ever told someone they had toilet paper stuck to their shoe?
  18. What would you do if someone tripped you on purpose?
  19. Have you ever been in a fistfight with someone?

Personal Questions

There’s a time and place to ask these personal queries. You want to dive deeper into their psyche, though. These aren’t exactly the deepest questions, but they should help you understand this person better. 

Find the right time to talk about these things, though. Most people would say something like, “That’s personal!” So, find a time when it’s convenient for your crush to talk about these things without feeling too vulnerable. Don’t forget to share back when they share something with you!

  1. What is your biggest fear?
  2. What is your proudest achievement?
  3. What makes you angry?
  4. What motivates you in life?
  5. What is your life goal?
  6. If you could add one thing to your life, what would it be?
  7. What is your favorite thing about your life?
  8. What is your least favorite thing about your life?
  9. What is the one thing that you regret the most?
  10. What is your biggest pet peeve?
  11. If you could change one thing about yourself, what would it be?
  12. If you could do one thing differently, what would it be?
  13. Are your parents still married?
  14. When was the last time you talked to your mother?
  15. Are you close to your parents or other relatives?
  16. What did you want to be when you grew up?
  17. What is your best memory?
  18. What is your first memory of being a child?
  19. Are you an introvert or an extrovert?
  20. Are you big into surprises?
  21. What would you do first if you won the lottery?
  22. Where do you see yourself in 5 years?
  23. What is your biggest dream?
  24. What side of the bed do you sleep on?
  25. How many hours a night do you sleep?
  26. If you could never sleep again, what would you do with your time?
  27. What was the best day of your life?
  28. Who is the most important person in your life?
  29. Who is your favorite person in the world?
  30. What religion are you?
  31. Do you believe in abortion?
  32. Are you a Democrat or Republican? Why?
  33. What subject gets you worked up unlike another other?
  34. What do you think is the biggest problem in the media today?
  35. What do you think is the biggest problem in the world?
  36. What do you think is the most important thing about marriage?
  37. Do you have or want to have kids someday?
  38. What is the craziest thing you’ve ever done?


What Questions Should I Ask My Crush Over Text?

Ask the same ones you would in person - use the ones from this article, but keep in mind context is addressed differently when texting. You might catch them at a bad time, so you won’t get instant responses. Find a time when they are available to talk about important things.

What Are Good Questions To Ask?

It’s important to ask questions that require thought. Make them unrestricted, so that your crush will have no choice but to think about the answer and start a conversation with you. For example, “If you could have one wish come true, what would it be?” will take a little thought.

How Do You Play 20 Questions With Your Crush?

Take care to ask open-ended, meaningful, conversation-starting questions. Word them in such a way that your crush has to say more than “Yes” or “No.” Instead, make them think. Give thought to what you ask, too. Take your time, do it right, and you’ll get to know them really well.

What Should I Ask My Crush On Instagram?

Ask leading questions, having the goal of having your crush do more than just “like” them. Say things like, “What were you doing in this pic?” or “Why did you take this pic?” Be inquisitive, but don’t go overboard. Stay aloof, but interested. You’ll win their heart in no time!

How Do You Flirt Over Text?

Use a lot of emojis or words that make people think of love and laughter. For example, share something funny that happened to you, something you know will make the other person laugh. Place a flirty game of truth or dare to really get the sparks to fly!


You now have tons of questions to ask your crush. Now it’s time to ask them! If you want to learn more about them, you’ve got to find questions to ask your crush that will help you determine if you are a good fit together. What do you think? Share!

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