List 100 questions to create and maintain great conversation

Who would you call for bail money (other than your parents, if you were going to say them)?

How much does your imagination weigh?

What is your idea of heaven?

Who used to be your superhero when you were a child?

I’m not trying to embarrass you, but do you have any embarrassing guilty pleasures?

You wouldn’t be caught dead, where?

Most hated chore on the chore list?

What is one thing you miss as a kid but no longer do or can do?

If you had to live underwater for 2 years, what would you be and why?

Who or which was one of your favorite musical groups when you were in middle school?

What do you consider your greatest achievement?

If you were to start your own restaurant, what would it be called?

If you could be any fruit, which would you be and why?

Which household object would you turn yourself into if you had to pick one?

81. What did you do for your most memorable birthday and what age was it?

82. Did you ever sneak into the movies when you were a kid?

83. Where did you go/would you go for your honeymoon?

84. If you had the chance to make a change in your local community, what position of power and influence would you assume?

85. Pet peeve about a former or theoretical someone living with you?

86. Most exciting experience thus far in your life?

87. If you wrote a movie, what would the title be?

88. What is a family tradition you’ll pass on to your significant other/kids?

89. What have you changed in your life recently?

90. If you were to be famous what would you like to be known for?

91. If you won the lottery what would you change about your life?

92. You’ve won a walk-on role on your favorite television show and you get to suggest the new character you play. Which show and what type of character?

93. If your life was a TV show what would the main story line be? What would be the supporting roles?

94. If you were debating soaps/bodywashes, would you choose by color or scent (assuming your preferred choice of both didn’t go together and they’re the same price/shape)?

95. What is your favorite board game?

96. You’re allowed a collection of books from one author only for the rest of your life and no access to any others. Which author do you choose?

97. How early do you start holiday shopping?

98. What are your theories on deja vu?

99. What level of school was your best/preferred one?

100. Do you ever feel like you need to get in touch with the universe/nature and if yes, how do you go about doing so?

39. What was my worst date like?

40. What is your favorite sound?

41. What gets you excited about life?

42. What is the most beautiful image, place, thing you have ever seen? Why?

43. Have you found a place in the world that is better than where you are now?

44. The world is going to finish in 1 hour. How are you going to spend that hour?

45. If you could confront anyone from your past, who would it be and why?

46. If you could be anyone for a day, who would it be and why?

47. If you had to only eat three things for the rest of your life, day in and day out, what would they be?

48. If you could go to any country for free, where would you go and why?

49. Do you prefer a stormy night with cuddling or a romantic dinner at a nice restaurant with ambiance?

50. If you were given the chance to experience what it is like to be deaf (provivded you aren’t already) for a day, would you take it?

51. Have you ever caved in to peer pressure? If so, what was it and how would you have changed it if you could go back in time?

52. What is your first memory?

53. If you were a time traveler and could only go back in time or forward in time, which would you choose?

54. If you could go on a date with one celebrity – if they’re currently married or you are let’s pretend you’re both single – who would it be and why?

55. If you could tell your best friend one thing that you can’t stand about him/her what would it be?? what do you think their reaction would be?

56. If you could live forever, would you want to?

57. If a relative or friend was out of work and you were in a position to hire them, would you even though you knew deep down they would be all wrong for the job?

58. What’s the nicest thing that anyone has ever said to you?

59. When did you first realize you needed to change your lifestyle food wise?

60. Have you ever read a book that really changed the way you look at things? What was the book?

61. What’s your favorite time of day and what do you usually do during it? If you’re not free to do what you want, what would you otherwise be doing?

62. What teacher did you admire the most in high school?

63. What is your most prized possession?

64. How do you feel about euthanasia?

65. What was your first job?

66. Who is one person who has been influential in your life, for better or worse?

67. What was your favorite toy as a child?

68. You have one full day (24 hours) to spend in Las Vegas. What’s your itinerary?

69. What is your favorite place in the world (as of right now)?

70. Why do people lie?

71. Do you consider your life a fulfilled one and if not, what would it take to get to that point?

72. What is your crowning achievement at this point in life?

73. What is a word or phrase you use frequently and how did you pick it up?

74. What would you want to be written on your tombstone?

75. Pencil or pen?

76. What color ink do you prefer to write with?

77. How many times have you moved homes/houses in your life?

78. There are many landmarks in the world people climb. Have you ever climbed one and if yes, which one(s)?

79. What’s your favorite breakfast food and do you ever eat this for other meals/snacks?

80. Describe the outfit that makes you feel the most sexiest/handsome/beautiful/powerful/strong/confident?

if you could live any where in the world where would it be?

-do you have a fetish?

-if you could choose one thing to make life worth living, what would it be?

-what would be a perfect day in the life of (your name here)?

-if you could be reborn into any animal, what would it be?

26. How do you define “smart”?

27. What do you do on your weekends?

28. Where did you get that scarf/bracelet/shirt/coat/etc?

29. What kind meanings do colors have in your culture (this really only works for people from a different country than you)?

30. What is your favorite kind of food?

31. What’s your favorite dish from (your country-of-origin) food?

32. What’s the best gift you ever gave someone, in your opinion?

33. What is one thing you HAVE to do before your next birthday but haven’t yet?

34. Have you ever seen any celebrities or famous people in person?

35. Do you look more like your mother or your father?

36. What do you love about where you live?

37. What do you bring most to a friendship?

38. What is one cleaning tip you swear by?

11. If you had one chance to travel back in time, which time period (and in which country) would you want to visit?

12. What are your thoughts on organic food, the Atkins diet, and the no-carbs fad?

13. For the holidays, are you a last-minute shopper or do you shop well ahead of time? (This assumes the person celebrates.)

14. What’s a phrase or saying you say a lot?

15. Would you rather eat haggis (Scottish) or thousand-year-old eggs (Chinese)?

16. What’s your favorite holiday of the year?

17. Do you believe in luck or fate?

18. What’s your favorite meal of the day?

19. Which days of the week do you prefer and why?

20. What age of your life would you want to revisit, given the chance?

21. What character from a television show would you want to be?

22. What is one vivid memory in your childhood?

23. Would you ever be on a reality show? If yes, what kind?

24. What is one major quality you look for in a significant other?

25. What is one landmark in the world you hope to one day see?

6. What is one song or album that you’ve listened to over and over again in a very rough period of your life?

7. Have you tried tequila and if yes, do you have any interesting story to go along with it?

8. If you were forced or decided to go one year without phone calls (receiving OR making), who would the last two people be you’d call before you start the year?

9. What is something funny or amusing that happened last winter?

10. White bread or wheat bread? Rice or potatoes?

1. If you had to choose an unnatural way to die/be executed, what would it be? And why?

2. If you had to choose 3 words to describe yourself, what would they be? Care to explain?

3. What is your wine of choice?

4. How do you cheer yourself up when you’re feeling blue?

5. If you had to verbalize a slogan for your life – something you live by, like a principle – what would it be?