Are You Afraid of Spiders? -100 Freaky Questions to Ask Your Boyfriend

Do you have a fear of spiders?

Do you like scary movies? How about roller coasters?

What about anything else that is considered ‘freaky’?

If you said yes to any of those, then you’re in luck. Because this blog post is all about the freaky.

And by freaky, we mean questions that can make your boyfriend squirm (in a good way).

If your boyfriend has a fear of spiders, now is the time to find out what makes him so afraid. It’s the perfect opportunity to ask him some freaky questions about his fears.

So, whether you’re trying to get to know him better or just want to have some fun, these questions should do the trick. Enjoy.

Scroll down to see our list of 100 questions to ask your boyfriend.

1. How do you feel about spiders?

2. Do you find roller coasters scary?

3. What’s the most scared you have ever been?

4. Who is your celebrity crush?

5. Do you believe in ghosts or spirits?

6. Which movie genre do you like best: action, comedy, horror or romance?

7. Do you think clowns are creepy?

8. Would you rather be stuck on an elevator with a big spider or a clown?

9. Which would you choose: a weekend at the beach alone with your partner or a week-long jungle cruise for two?

10. Do you have a favorite animal?

11. What do you think causes ghosts to appear?

12. What is the craziest ghost story that you have ever heard?

13. Do you believe in love at first sight?

14. Who was your first crush and why?

15. Would you ever want to spend the night in a cemetery?

16. What is your favorite thing about the opposite sex?

17. If you were given $1,000,000 would you rather keep it for yourself or give one-third to your friends and family and two-thirds to charity?

18. Would you rather live a life of luxury with little privacy or a more modest lifestyle with lots of time to spend with people you care about?

19. Would you rather be the best-looking person in your office but always feel awkward around others, or average looking but be surrounded by friends and family?

20. When you were younger what did you want to be when you grew up?

21. Have you ever had a job in the food industry? If so, did you like it?

22. Are there any books or movies that make you cry or tear up even when watching them for the second time?

23. What is your favorite color?

24. If you could have any superpower, which one would you choose?

25. Would you rather be the richest person in the world but never find true love, or be poor and surrounded by family and friends?

26. What is your favorite holiday of the year and why?

27. Do you believe that even though a parent may turn their back on a child, that child will always be in the parent’s heart?

28. What is your favorite food and why?

29. If you had to pick just one, who would it be: mom or dad?

30. Would you ever consider dating someone from another country?

31. Do you believe that people can have telepathic conversations?

32. Would you rather be the smartest person in your office but always feel dumb around others, or average intelligence but surrounded by friends and family?

33. Would you ever consider living on a houseboat? Why or why not?

34. How do you feel about kids? Do you want to have any of your own one day?

35. How do you feel about elderly people?

36. Who is your favorite superhero and why?

37. What’s the most spontaneous thing you’ve ever done in your life?

38. Would you rather eat nothing but fast food for a year or one home cooked meal a week consisting of only vegetables and no desserts?

39. What would you rather be: an artist, writer or musician?

40. If you could only use one sense the rest of your life, which would it be and why?

41. Do you believe that everyone has a soulmate?

42. What’s the longest you have been apart from your significant other and how did they make it through that time without you?

43. If given a choice, would you rather be known for something positive like saving lives or something negative like cheating on your spouse and running away with another woman?

44. On average what time do you go to sleep and wake up each day?

45. When you were a child, what was your favorite pastime?

46. What’s the best birthday gift you’ve ever received?

47. Would you rather live in a house made out of chocolate or cookie dough?

48. What is the number one thing that bothers you about other people? Why do you think that people are the way they are?”

49. Are you a cat or dog person?

50. If you could give yourself one personality trait that you don’t already possess, what would it be and why?

51. Would you rather live in the Arctic or the Amazon?

52. What is your favorite type of music and why?

53. What was one time in your life when you felt like a huge failure? Did it end up being such a big deal in the long run?

54. Have you ever seen a ghost?

55. What’s your favorite time of the year and why?

56. Would you rather win first place in a talent competition or lose but have everyone feel like you gave it your all?

57. What is the most embarrassing thing that has ever happened to you at work?

58. Would you rather live somewhere with four seasons or one season? Why?

59. Do you like roller coasters? If so, how many do you think is too many before your body feels like it’s falling apart afterwards?

60. What was the last thing that made you feel really nostalgic (ie: listening to an old song, smelling something familiar)?

61. What is one of your favorite memories of traveling?

62. Do you believe in omens? If so, what is your favorite kind?

63. Did you ever have a very close friend growing up that shared the same interests / hobbies or was it just one on one time?

64. What is something you strongly believe in that others may claim is “the stupidest thing ever”?

65. Would you rather visit the Moon or Mars first? Why?

66. What was your favorite activity to do with your family as a child?

67. Who has been the greatest role model of your life and why?

68. Do you think that a person’s physical appearance reflects their attitude or personality? Why or why not?

69. If you could change one thing about how your family was when you were growing up, what would it be and why?

70. What was the worst punishment that you or someone you know ever received?

71. What was the last lie that you told and what did you gain from it?

72. How do you get back at people who have wronged you in a very small yet satisfying way?

73. Would your friends / family describe you as more of an introvert or extrovert?

74. What was the last dream that you remember? Was it a nightmare or pleasant / neutral?

75. Would you rather have a lifetime supply of free pizza or ice cream? Why?

76. What’s your favorite board game and why? Does anyone play it with you anymore?

77. Would you rather be rich and unhappy or poor and happy?

78. What is your favorite song lyric of all time? Why does it resonate with you so much?

79. What’s the most embarrassing / funniest thing that has ever happened to you during sex?

80. Have you ever had a recurring dream for more than a month? If so, what’s the dream about and does it mean anything to you?

81. When was the last time you were bored and what did you do about it?

82. You’re given 100% total control over global warming for 24 hours — what do you do with that power?

83. If you could choose any superpower, what would it be and why?

84. What is a skill that you wish you were better at? Why do you want to become better at this one specific thing?

85. Finish the following sentence: “I can’t stand it when people…”

86. What is your favorite holiday and why?

87. If you could take a vacation anywhere in the world for free, where would you go and why?

88. What is something that you really want to do before you die (ie: sky dive)? Why haven’t you done it yet and how much longer do you think you’ll wait?

89. What was your favorite game to play as a child? Why does it stand out so much in your memory?

90. Who is the most kind / nicest person you know and why do you think they are this way?

91. What is something that people misunderstand about you?

92. What was the last movie that made you cry?

93. If you could only eat one food for the rest of your life, what would it be and why?

94. Are you more attracted to intelligence or humor in other people? Why?

95. If someone offered you a job to do something illegal (ie: smuggle goods) what would you say?

96. What is your favorite quote and why?

97. Who was the first person to really disappoint you in life and how did they do it?

98. What does friendship mean to you? How important are friends / relationships to you exactly (ie: what’s the minimum amount of time you would need to spend with a friend in order for them to count as your friend)?

99. What was the best / worst thing someone did for you without expecting anything in return?

100. If you could be an animal, which one would you choose and why?

Final word

Do you ever feel like you need to know more about your boyfriend?

Maybe there are some things that he’s keeping hidden from you and you want to find out what they are.

If so, then this blog post is for you.

There are 100 freaky questions to ask your boyfriend, guaranteed to shed some light on what he’s thinking and hiding from you. So go ahead and give them a try. You might be surprised by the answers you get.

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