Ideas to help you come up with the best questions and keep a conversation going over text

Do you like a girl and want to impress her over text with fun, insightful, and engaging questions? It can be intimidating to start a text conversation with someone you like, but when you lead with confidence and keep your questions open-ended, you’ll keep the chat flowing easily. If you need some inspiration, keep reading! We’ve prepared a handy list to help you ask a girl questions over text, complete with funny, flirty, deep, and personal example questions.

Things You Should Know

  • Start with a casual icebreaker question. Ask her about how her day is doing, or flatter her by asking for some quick advice.
  • Ask funny hypothetical questions, or ask her to tell you an entertaining story. Get a little flirty and slip her a sweet compliment.
  • Pose some deeper questions as you get closer to her. Ask about her values, influences, and relationship expectations to see if you’re compatible.
Section 1 of 1:

Questions to Ask

  1. 1
    What’s been the highlight of your day?
  2. 2
    Eat anything delicious (or awful) today? 😋
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  3. 3
    What’s a funny thing that happened to you today?
  4. 4
    What was the last thing that made you laugh?
  5. 5
    Working on anything awesome today?
  6. 6
    Did anything make you smile today?
  7. 7
    What should I watch on TV tonight?
  8. 8
    What app do you think I should download on my phone?
  9. 9
    What’s the best piece of advice you’ve ever gotten?
  10. 10
    Help! Which shirt should I wear this weekend?
  11. 11
    What are some good questions to ask to learn more about you?
  12. 12
    What’s your favorite type of conversation to have with someone?
  13. 13
    Okay, I’ll answer any 3 questions with total honesty. Ready?
  14. 14
    Anything weighing on your mind right now? Feel free to use me as a sounding board!
  15. 15
    What’s the most eye-catching photo on your camera roll right now?
  16. 16
    What’s the goofiest selfie you’ve ever taken? I’ll show you mine if you show me yours.
  17. 17
    Look at this cool pic I took on my walk today! Do you have any fun photos to share?
  18. 18
    I am absolutely DYING to see a puppy pic! Could you send your cutest photo?
  19. 19
    What kind of trouble are you getting into today? 😉
  20. 20
    When are you free? Want to go on a little adventure?
  21. 21
    Are you doing anything fun this weekend? Got a little time for me?
  22. 22
    How about dinner at my place tomorrow?
  23. 23
    Got any travel plans in the future?
  24. 24
    What’s the lamest pickup line you’ve ever been given?
  25. 25
    Ever do something weird to grab someone’s attention?
  26. 26
    What’s the wildest and most exciting thing you’ve ever done?
  27. 27
    What’s the most bizarre dream you’ve ever had?
  28. 28
    If you could have a single superpower, what would it be?
  29. 29
    What are 3 things you’d bring to a desert island?
  30. 30
    If you were an actress, what kind of movies would you star in?
  31. 31
    A genie gives you a wish. What do you wish for?
  32. 32
    Would you rather your only mode of transportation be a donkey or a giraffe?
  33. 33
    Quick: what are your top 5 movies?
  34. 34
    Who are your favorite artists?
  35. 35
    What’s the coolest place you’ve ever visited and why?
  36. 36
    What’s one thing you’re absolutely obsessed with?
  37. 37
    What’s your favorite thing to do in your free time?
  38. 38
    What would you say is your strongest skill?
  39. 39
    How’s your big project going? It sounded so cool the last time we talked!
  40. 40
    What kind of things were you into as a kid?
  41. 41
    Where’d you go to school? College?
  42. 42
    Where’s your hometown? Did you like growing up there?
  43. 43
    Got any siblings? What are they like?
  44. 44
    What country would your dream job be in?
  45. 45
    What’s on your bucket list?
  46. 46
    What would you do if you were guaranteed to succeed?
  47. 47
    What are 3 places you want to live in?
  48. 48
    Is your hotness the real cause of global warming? 🔥
  49. 49
    Are you tired after running through my dreams all last night?
  50. 50
    I think I need a late-night snack. Can I have you?
  51. 51
    Has anyone told you how gorgeous you look today?
  52. 52
    Where did you learn to be so beautiful?
  53. 53
    How did you get such an amazing fashion sense? I need to know your secrets!
  54. 54
    Pretty, charming, and an absolute genius? How is there so much cool in one person?
  55. 55
    Miss me yet? 😉
  56. 56
    Did you smile just now when you saw that I texted you?
  57. 57
    When was the last time we talked? We have to change that.
  58. 58
    In a single sentence, how would you define romance?
  59. 59
    Is there anything I can do to make you feel more special? 😘
  60. 60
    What’s the perfect way to ask someone out?
  61. 61
    What would you prefer to be called: sexy, adorable, or smart?
  62. 62
    What do marriage and commitment mean to you?
  63. 63
    What are the 3 things you value most in life?
  64. 64
    What do you think is the best part of your personality?
  65. 65
    Do you believe in second chances?
  66. 66
    In your opinion, what’s the key to making a relationship last?
  67. 67
    Looking back, what have you done so far to give you the most satisfaction in your life?
  68. 68
    Do you see yourself ever having kids?
  69. 69
    Where do you see yourself in the next 5 years?
  70. 70
    How do you define “soulmates”?
  71. 71
    When do you think a person is ready for marriage?
  72. 72
    Are you more of an adventurer or homebody?
  73. 73
    What do you wish you had more time for?
  74. 74
    What is the healthiest and unhealthiest thing you do regularly?
  75. 75
    Who brings you the most joy in your life?
  76. 76
    What book was a real game-changer for you?
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Expert Interview

Thanks for reading our article! If you'd like to learn more about love relationships, check out our in-depth interview with John Keegan.

About This Article

John Keegan
Co-authored by:
Dating Coach
This article was co-authored by John Keegan and by wikiHow staff writer, Glenn Carreau. John Keegan is a dating coach and motivational speaker based in New York City. He runs The Awakened Lifestyle, where he uses his expertise in dating, attraction, and social dynamics to help people find love. He teaches and holds dating workshops internationally, from Los Angeles to London and from Rio de Janeiro to Prague. His work has been featured in the New York Times, Humans of New York, and Men's Health. This article has been viewed 9,541 times.
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Co-authors: 6
Updated: January 9, 2023
Views: 9,541
Categories: Texting
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