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125 Questions to Ask Your Crush While Texting

List of 125 questions to ask your crush while texting to get the conversation starting and your connection happening. Read more ⇣
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Written By Erica
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I'm Erica. I love to help people in their relationships and spiritual lives. I've been through a lot of ups and downs, and I want to share my insights with you.
125 Questions to Ask Your Crush While Texting

When you like someone, you’ll spend a lot of time texting. It seems like the perfect way to get to know one another and keep the romance alive without having to see each other in person all the time.

The problem is that many people use texting as their primary means of communication. How do you make sure that text messages aren’t just boring and one-sided?

The answer is by asking the right set of questions! I’ve come up with 125 questions to ask your crush while texting.

This list of questions will help you keep the text conversation going while also deepening your connection with your crush

You never know, you might end up going on a date because of this (if you aren’t already).

125 Questions to Ask Your Crush While Texting

  1. What’s your favorite memory from childhood?
  2. What do you like about your job?
  3. What’s something that parents are always right about?
  4. What makes you get out of bed in the morning?
  5. What is the best advice anyone has ever given you?
  6. What are you excited about lately?
  7. What is your biggest pet peeve?
  8. Would you rather have true love or win the lottery?
  9. If you could give yourself a special power, what would it be?
  10. What does your perfect day look like?
  11. What’s something you’ve done that you’re most proud of?
  12. Name something that really frightens you, but you’d do it anyway?
  13. If you could go anywhere in the world right now and money wasn’t an issue, where would you go?
  14. How religious are you and what do you believe in?
  15. Who are you closest to in your life?
  16. Name the top three goals you have in your life.
  17. What’s something most people would agree on that you don’t agree with?
  18. Give your political beliefs and explain why you believe in them.
  19. Are you more modern or traditional – or a combination of both?
  20. What do you seek in a relationship?
  21. What’s the most romantic gesture anyone has done for you?
  22. How important is family to you?
  23. What’s the best compliment you’ve ever received from someone?
  24. If you could change anything about yourself, what would you change and why?
  25. Give me something that always makes you laugh after a bad day?
  26. What’s the one thing people often misunderstand about you?
  27. Where do you see yourself 10 years from today?
  28. What’s something you could talk about for hours if given the opportunity to do so?
  29. Have you ever had your heart broken? If yes, how was the experience for you?
  30. Name the biggest lesson you’ve ever had to learn and how it made an impact on your life.
  31. What was your childhood like?
  32. How do you feel about me?
  33. When was the last time you cried, whether from something significant or minor?
  34. What were you like as a kid?
  35. What’s the weirdest pet you’d like to have?
  36. What are your deal breakers on a date and in a relationship?
  37. What’s the best and most unforgettable meal you’ve ever had.
  38. What’s your opinion on free will?
  39. How would you deal with the end of the world?
  40. Would you rather live in the city or by the beach?
  41. What do you think about when you’re by yourself?
  42. Are you an introverted or extroverted person?
  43. What is on your bucket list this year?
  44. How old were you when you first kissed someone?
  45. What was the most embarrassing thing you’ve ever done while on a date?
  46. What do you think holds more value, love or happiness? And why?
  47. Is there anything about yourself that you wouldn’t want me to know yet?
  48. What’s the most spontaneous thing you’ve ever done?
  49. Have you ever done anything that changed who you are as a person?
  50. In the past five years, what is something that has made a significant impact on your life?
  51. What do you like the most and least about your job?
  52. What is the most interesting place you have ever traveled to?
  53. Do you like to read books? If so, what was the last one you read?
  54. Which person from history would you most want to trade places with for one month and why?
  55. Is it easy for you to put your emotions into words when talking about them, or do you tend to bottle things up inside?
  56. How do you think other people perceive me when they first meet me?
  57. What is one thing that is happening now that will be remembered and talked about 100 years from now?
  58. Who is your role model or has had the biggest influence on your life? Why?
  59. If you could make a 20-second phone call to yourself at any point in your life present or future, when would you call and what would you say?
  60. What’s something that gets better with age?
  61. Do you believe in aliens or any other conspiracy theories?
  62. Why did your last relationship fail?
  63. How important is a sense of humor to you in a partner?
  64. Do you enjoy cooking and what is your favorite dish or dessert to make?
  65. Do you play any sports and if so, which ones and how long have you played them for?
  66. If your home was on fire, what is the first thing you’d grab while leaving?
  67. If a doctor gave you five minutes to live, what would you do, who would you call, and why are you waiting five more minutes to do it?
  68. How would your best friends describe you?
  69. Who has had the largest influence on who you are today?
  70. What is your favorite drink to order at Starbucks?
  71. What is your biggest turn-off in a relationship?
  72. Do you have an irrational fear of anything?
  73. What do you do when you’re not working?
  74. If you could only eat one meal for the rest of your life, what would it be?
  75. Do you believe in the concept of soulmates? Why or why not?
  76. Have you experienced falling in love with your best friend?
  77. What’s the worst job experience you’ve ever had?
  78. What do you want people to remember about you after they meet you?
  79. In what ways do you want to change yourself in the next 2 years?
  80. Is there anything that really makes you sad or de-motivates you?
  81. If you had unlimited funds to build a house that you would live in for the rest of your life, what would the finished house be like?
  82. What app on your phone do you think I would be most surprised to learn that you use?
  83. If you could only watch one movie for the rest of your life, what would it be?
  84. If you can do anything to make your world better, what would it be?
  85. What is the most adventurous thing you have ever done?
  86. What is that one thing that no one knows about you but should definitely know about you?
  87. Would you rather watch a movie or go out to a bar for fun?
  88. What is the weirdest scar you have and how did you get it?
  89. How often do you listen to music and what is one song that always puts you in a good mood?
  90. What kind of music do you listen to when you’re in a super good mood?
  91. Are you a morning or night person?
  92. What are you most grateful for in your life?
  93. What type of person do you like to be around the most?
  94. How do you get rid of angry thoughts in your head before going to sleep?
  95. What’s something that you like that is underrated?
  96. If you could send a message to the entire world, what would it say?
  97. Do you believe in life on other planets?
  98. What’s the biggest risk you’ve ever taken and did it pay off?
  99. Do you consider yourself a spiritual person? If so, how do you express that spirituality?
  100. Are there any causes you strongly believe in?
  101. Which fictional character would it be the most fun to change places with for a week?
  102. What are your hobbies and what do you like most about them?
  103. If you were given a choice between two superpowers –empathy and mind reading – which one would choose and why?
  104. If you were the president, how would you change the country from today to tomorrow?
  105. What’s the nicest thing someone else has done for you when you were sick?
  106. Can you remember a time when we first met and made a good impression on you?
  107. What are some things that sound like compliments but are actually insults?
  108. Have any of your previous relationships had any long-lasting repercussions on your life?
  109. If you had no responsibilities and could live anywhere in the world, where would it be and why?
  110. What are the three most important things all people should know about your culture or country’s history? Why are they so important?
  111. What habit do you have now that your future self will thank you for starting today?
  112. If you could commit any crime and get away with it, what would it be?
  113. If you have an unlimited supply of money, what would you do with it?
  114. Do you like going shopping or staying at home when it’s raining outside?
  115. What signs of affection do you enjoy most?
  116. How do you feel when people disrespect you?
  117. How do you feel about your relationship with your parents?
  118. Would you rather have a rewind button or a pause button on your life? Why?
  119. What is the one thing that people always misunderstand about you?
  120. If you were in a witness protection program, what would be your new name and where would you go?
  121. What do you think is the most admirable personality trait someone can have?
  122. Would you rather never find true love or settle for someone with all the perks but still question your partner’s love every day of your relationship?
  123. Do you think the past matters in a relationship or just the present and future matter?
  124. Would you date someone with different political beliefs than yours?
  125. How do you know when you are in love with someone?


Asking questions is a key component of any effective communication, whether in-person or through texting. 

As long as you’re not boring your crush with the same line of questioning, these questions to ask your crush while texting can help your relationship grow in an entertaining and meaningful way.

Don’t miss my list of flirty and dirty questions to ask your crush.

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