Have you met a girl you like and want to get to know her better? Then take her out on a date and ask some of these 240+ questions. It is the most extensive collection of questions you may want to ask her to learn more about her personality, family, friends, and aspirations.

Just select questions you like the most in advance as you will have to work these into your regular conversation. If you start throwing these questions at her one after another, she may feel like being interrogated, and you may ruin your chance of getting close to each other.

Questions About Her Personality

Choose From Examples Below

1. “What brings you the most joy in life?”

2. “On the first day of ruling the world, what would you do?”

3. “What is the best and worst part of your personality?”

4. “What is the strangest habit you have?”

5. “What movie made you cry the most?”

6. “What do you hope you grow out of?”

7. “Who is a character from a TV show or a book that you’ve always resonated with?”

8. “What’s the best piece of advice you’ve ever received from someone?”

9. “Who or what inspires you to be a better person?”

10. “Would you rather win an Olympic medal, an Academy Award or the Nobel peace prize?”

11. “How much do you judge a person by their appearance?”

12. “If you could go back in time, what would you want to change?”

13. “What’s one thing about girls that you wish guys would understand?”

14. “What’s the best “Hidden Gem” that you’ve ever found?”

15. “If you had a chance to go back in time and give your 15-year-old self some advice, what would you tell her?”

16. “When you are sad, what do you do?”

17. “How do love and affection play a role in your life?”

18. “What belief do you have that most people disagree with?”

19. “What’s the nicest thing someone could genuinely say about you?”

20. “What impression do you try to give when you first meet someone?”

21. “What’s something about you that you wish people would know?”

22. “Are you a troublemaker?”

23. “When was the last time you cried in front of someone else?”

24. “What has inspired you recently?”

25. “What would you change about yourself?”

26. “What’s one thing you’ve learned about yourself that no one else knows?”

27. “What is your favorite and most treasured memory?”

28. “If I make a mistake and hurt you, would you care to listen to my explanation or would you cut me off?”

29. “Are you a morning or a night person?”

30. “If you were able to see in the future, what would you tell yourself or want to know?”

31. “If tomorrow you woke up with a new quality, talent or ability, what would you like it to be?”

32. “What are the craziest things you’ve ever done with someone else?”

33. “What is one habit you’re the most proud of breaking?”

34. “What in life are you the most grateful for?”

35. “What is one thing you were afraid to do but felt amazing after you accomplished it?”

36. “Would you like to be famous, if so, in what way?”

37. “What about yourself do you find the most pride in?”

38. “What would you do tomorrow if it were your last day on Earth?”

39. “Name one of your biggest fears.”

40. “What’s been your proudest moment?”

41. “If you could undo anything from the past, what would it be?”

42. “Is there something that you used to do that you loved, but you’ve now stopped doing?”

43. “In four minutes, tell me about your life’s story.”

44. “What’s the most valuable thing in your life?”

45. “What is your greatest accomplishment?”

46. “What’s the best advice you’ve ever received?”

47. “When was the last time you cried in front of someone else?”

48. “What makes you laugh?”

49. “What are your life goals?”

50. “How would you describe yourself in three words?”

51. “Do you think human morality is learned or innate?”

52. “Half full or half empty?”

53. “When you are in a bad mood, do you like to be alone or do you prefer to be encouraged?”

54. “What advice would you give your child?”

55. “Would you sacrifice yourself for a stranger?”

Questions About What She Likes & Dislikes

Choose From Examples Below

1. “What would your dream house be like?”

2. “If you could only eat one pizza topping, for the rest of your life, what would it be?”

3. “Who is your favorite mythological God/Goddess?”

4. “If you had to leave Earth on a spaceship and take 4 people you know, who would they be?”

5. “If you could live forever, would you? Why?”

6. “Where is the most beautiful place you have ever been?”

7. “Sunrises or sunsets?”

8. “If you won the lottery tomorrow, what’s the first thing you’d buy?”

9. “Would you rather spend five days exploring Disney World or New York City?”

10. “What do you usually do in your free time?”

11. “If you were captain of a ship, what would you call it?”

12. “Cats or dogs?”

13. “When looking for a SO, what three things are most important (besides looks)?”

14. “If you could have only one view out of your window, for the rest of your life, what would it be?”

15. “How do you spend your Sundays?”

16. “If you could live in one period of history, what would it be?”

17. “Do you like kids? Do you like playing with them?”

18. “If you had to be tied up with someone for 72 hours, who would it be?”

19. “A day shopping or a day relaxing in the park; which is more likely your ideal day choice?”

20. “What’s your all-time favorite song/artist/band/genre?”

21. “Which one do you think is more a comfortable attire – a dress or a pair of pajamas?”

22. “Which season do you like the most – spring, summer, autumn or winter?”

23. “What is your favorite dish to cook?”

24. “So, what do you like to do for fun these days?”

25. “Which television series do you love to watch more – Friends or Game of Thrones?”

26. “What kind of books do you like to read?”

27. “If you could click your finger and be on vacation/holiday anywhere in the world right now, where would that be?”

28. “If you could only live in a big city or a small town for the rest of your life, which would you choose?”

29. “What’s the best present or gift you’ve ever received from someone?”

30. “If you found out your current life has been just a dream, would you choose to wake up?” [You don’t know if your real life would be better or worse.]

31. “If you could live anywhere in the world, where would it be?”

32. “Would you rather lose all of your old memories or never be able to make new ones?”

33. “Would you rather live in a world with or without social media?”

34. “If you could pick one, would you rather have infinite money or love?”

35. “What decade do you relate to the most?”

36. “If you could instantly change something about how you look physically, what would that be?”

37. “How often do you watch the news?”

38. “If you could only shop at one store for the rest of your life, which one would you choose?”

39. “Are there any places you would love to travel to?”

40. “If you have 30 minutes of free time, how do you use it?”

41. “What’s your favorite food on a day when you’re feeling hungover? I usually end up eating [insert what you eat when hungover].”

42. “If your house caught on fire, what would be one thing you would have to save first?”

43. “Would you like to go to the mountains or the sea?”

44. “What’s your most terrible memory that you’d love to forget about?”

45. “Which one do you think is better for dinner – pizza or salad?”

46. “On a free day, would you like to go on a long drive or would you like to watch movies at home?”

47. “Where would you like to go to – the Mall or the Amusement Park?”

48. “What are you passionate about right now?”

49. “Which one do you think is a better President- Obama or Trump?”

50. “If you could play the role in any movie, what person would you want to be?”

51. “A housewife or a working woman- which role will you prefer to take on?”

52. “What’s your favorite movie of all time?”

53. “What’s the right number of people to invite over a Friday night?”

54. “What is your favorite animal?”

55. “What song did you last sing to yourself?”

56. “How was your day?”

57. “What’s the best part of your week or weekend?”

58. “What is your favorite saying?”

59. “What’s your favorite photograph of yourself?”

60. “Do you prefer to read in an electronic book or in a paper book?”

61. “What’s one thing you’ve done, but will never end up doing again?”

62. “What song you cannot refuse to dance?”

63. “What do you like or dislike about this city?”

64. “What has been the best and the worst gift you have ever received?”

65. “What’s the last book you read and really loved?”

66. “Would you rather travel around the world or have a family?”

67. “Would you rather go on a road trip or fly to our destination?”

68. “What was your favorite series when you were a child?”

69. “Would you rather be super strong or super fast?”

70. “What do you like least about your city/country?”

Questions About Her Childhood, Family, Friends & Pets

Choose From Examples Below

1. “Who’s your best friend?”

2. “Do you have any pets?”

3. “What do you value the most when it comes to friendship?”

4. “How is your relationship with your mom?”

5. “How often do you talk with your parents?”

6. “How is your relationship with your dad?”

7. “Do you have any siblings?”

8. “So, are you the kind of girl who is closer with her family or her friends?”

9. “How close are you with your family?”

10. “Who do you think knows you the best?”

11. “What was the best thing about where you grew up?”

12. “Where were you born?”

13. “What were you like as a kid?”

14. “Do you think your childhood was happier than others?”

15. “How do you think your closest friends would describe you?”

16. “What was one of the happiest moments of your childhood?”

17. “Tell me more about your friends.”

18. “Can you tell me more about your family?”

19. “If you were offered 1 million dollars for never seeing your best friend again, would you accept it?”

20. “What’s the best part about having siblings?”

21. “What do you value most in your friends?”

22. “Does your family usually eat dinner together?”

23. “How often do you get into an argument with your parents?”

24. “What does your dad do for the living?”

25. “Who do you think you take most after – your mom or your dad?”

26. “Is your mom a housewife or a working woman?”

27. “Where do you and your friends usually hang out?”

28. “Do you visit your grandparents often?”

29. “Who is the person you trust the most in the world?”

30. “Whom do you consider as your role model in the family?”

Questions About Her Dreams for Future

Choose From Examples Below

1. “Have you thought about your future? Where do you see yourself in 10 years?”

2. “What is your plan in life?”

3. “What are some things you would you like to achieve before you die?”

4. “How many kids do you want to have in the future?”

5. “What’s on the top of your bucket list?”

6. “What dreams would you like to try to achieve in the next 5 years?”

7. “Do you have a secret hunch about how you will die?”

8. “What’s one thing you’d love to learn more about?”

9. “Have you ever thought about the location of your honeymoon?”

10. “What’s your ultimate goal in life?”

11. “Where do you want to travel to next?”

12. “Do you have a calling in life?”

13. “What single event has had the biggest impact on who you are right now and will be in the future?”

14. “Do you think the future will be better than the present? Why?”

15. “Do you ever want to get married and have kids?”

16. “Where do you want to retire?”

17. “What impact do you want to leave on the world before you die?”

18. “What is the most thoughtful gift you would love to give someone close to you in the future?”

19. “Do you believe in soul mates? Do you think you have already met yours or do you think you still need to meet one in the future?”

20. “What do you hope you grow out of?”

Questions About Dating, Past Partners & Relationships

Choose From Examples Below

1. “What is your ideal dream date?”

2. “On a date, who do you think should pay – the guy or the girl?”

3. “Has another man ever asked you to marry him?”

4. “Have you ever dated two men at the same time?”

5. “Would you rather go on 100 terrible dates or have 2 terrible relationships?”

6. “Do you live with anyone else?”

7. “What’s your biggest dealbreaker in a relationship?”

8. “What has been your worst date ever?”

9. “What’s your longest relationship?”

10. “What type of man are you attracted to?”

11. “What is unforgivable for you in a relationship?”

12. “What’s the cheesiest compliment that you have ever received from a guy?”

13. “Do you have a good relationship with your ex-partners?”

14. “What kind of things do you find attractive in someone?”

15. “So, who do you think should make the first move – the guy or the girl? …and when are you going to kiss me? I’ve been talking to you for 5 minutes already.”

16. “What’s the worst thing about dating?”

17. “Have you ever been cheated on?”

18. “How would you define love?”

19. “How important do you consider love and sex in a long-term relationship?”

20. “Did you have older or younger partners?”

Questions About Her Hobbies, Skills & Employment

Choose From Examples Below

1. “What do you like the most about where you work?”

2. “What’s your dream career?”

3. “Are you working or going to school?”

4. “What skill would you like to become a master at?”

5. “What are your hobbies or passions?”

6. “Do you have any secret talents?”

7. “What’s the worst job you’ve ever had?”

8. “Which of the 5 senses would you say is your strongest?”

9. “What do you hate most about your work?”

10. “What’s one thing you’ve learned that most people don’t know how to do?”

11. “What subject or discipline would you like to study more thoroughly?”

12. “Would you go back to school?”

13. “Can you speak in any foreign languages? If yes, can you show me?”

14. “Where do you work?”

15. “Do you have any special skills only a few people know about?”

Questions For Funny Answers

Choose From Examples Below

1. “I was naked in front of you right now, where would you look first?”

2. “Would you rather be hairy all over or completely bald?”

3. “On a scale of 1 to 10, how much do you want to jump on me and start kissing me right now? By the look of your smile, I’d say it’s a 9 or a 10… wow, you move fast.”

4. “Who would be the absolute worst person to be stuck in an elevator with?”

5. “What’s your most bizarre or weirdest deal breaker?”

6. “Would you rather fight a horse-sized duck or a duck-sized horse?”

7. “Are you a good cook or are you just hot?”

8. “What is the most embarrassing thing you own?”

9. “Do you have any pet peeves?”

10. “What dumb thing did you believe for a really long time?”

11. “What’s your most embarrassing moment?”

12. “If you had to live a week without internet, what would you do to keep yourself sane?”

13. “Do you have a nickname? What is the story behind it?”

14. “Which animal do you think describes you the best?”

15. “If animals could talk, which would be the rudest?”

16. “What would you do if you could be a guy for one day?”

17. “Okay, so you’re smart, beautiful and sexy. There has to be something wrong with you. Do you have an extra toe or something?”

18. “What inanimate object do you wish you could eliminate from existence?”

19. “Would you rather always talk in rhymes or sing instead of speaking?”

20. “How long have you ever stayed without a shower? What did you smell like within that period?”

21. “What is something that everyone looks stupid doing?”

22. “Would you rather be a worried genius or a joyful simpleton?”

23. “What is the weirdest thing you’ve ever eaten?”

24. “What superhero would you like to be and why?”

25. “Would you rather be asked if you are PMSing every single day or be told to stop being so sensitive every day?”

26. “Would you rather have tampons for fingers or have pubic hair for teeth?”

27. “Would you rather go through a whole day with a very visible panty line or with lipstick on your teeth?”

28. “Would you rather wear a pad for 12 hours or wear a thong that keeps creeping up into your bits?”

29. “Would you rather have an entire eyebrow accidentally waxed off or get a rash from a poor bikini wax job?”

30. “Would you rather go 30 days without your phone or your entire life without a dessert?”

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240+ Questions to Ask a Girl to Get to Know Her
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