100+ Freaky Questions to Ask Your Boyfriend

The majority of us get terrified with regards to opening up and asking more sexual/nasty questions. 

While looking through this, I wasn’t entirely certain I would find questions that would be nasty or freaky enough however shockingly, I found truly incredible ones that blew my assumptions.

So, I have jotted down 100 questions to ask your boyfriend.

100+ Freaky Questions to Ask Your Boyfriend

  1. Which do you prefer: giving or receiving?
  2. Is it possible for you to give me a sexy photo of your favourite body part?
  3. Is it okay if I observe you having fun?
  4. What if I made you breakfast while wearing nothing but an apron?
  5. Is it better to do it in the morning or at night?
  6. Is it more sensuous or rough?
  7. What’s the longest private session you’ve ever had?
  8. What was it like for you the first time?
  9. How do I stack up against the other girls you’ve dated?
  10. Are you a fan of sexting?
  11. What is your sort?
  12. Do you contemplate me when we are not together?
  13. What is your viewpoint on a young lady taking the principal action?
  14. Do I make you apprehensive?
  15. Is it better to do it in the morning or at night?
  16. Is it more sensuous or rough?
  17. What’s the longest private session you’ve ever had?
  18. What was it like for you the first time?
  19. How do I stack up against the other girls you’ve dated?
  20. Have you at any point had a fantasy about me?
  21. What is your situation on early sex?
  22. Would you be able to think about the thing I’m wearing at present?
  23. How might you respond in case I addressed the entryway without garments on?
  24. Have you at any point been found going performance? By who?
  25. Do you favour your ladies shaved or all-normal?
  26. What is your take on toys in the room?
  27. Does the possibility of recording a video turn you on?
  28. Have you at any point attempted eatable clothing?
  29. What was the last grimy dream you had? Is it accurate to say that i was in it?
  30. What shrewd dreams do you have about me?
  31. What’s one public spot where you would need to do it?
  32. Have you at any point purchased underwear for a lady?
  33. How’s the best thing a lady can deal with you in bed?
  34. Is giggling in the room alright with you, or do you lean toward keeping things genuine?
  35. What’s the longest you’ve gone without doing it?
  36. What’s the very number of occasions you’ve done it in succession?
  37. Do you like watching me contact myself?
  38. I heard kissing consumes plenty of calories. Need to help me work out?
  39. What do you search for in an accomplice for the room?
  40. Do you prefer Spit or swallow?
  41. Do you favor making out or nestling?
  42. What is the best kiss you have at any point had?
  43. It is safe to say that you are a modest person, physically?
  44. Do you think you know what ladies need?
  45. Who is your beauty queen, assuming you were unable to have me?
  46. Which piece of my body would you need me to tattoo?
  47. Do you enjoy it when I touch myself?
  48. Kissing is said to burn a lot of calories. Do you want to assist me with my workout?
  49. What qualities do you search for in a bedroom partner?
  50. Should you spit or swallow?
  51. What are your thoughts on having toys in the bedroom?
  52. Is the idea of making a video appealing to you?
  53. Have you tried edible underwear before?
  54. What was the last time you experienced a filthy dream? Was I a part of it?
  55. What are your wicked dreams about me?
  56. What’s one public location you’d like to do it in?
  57. What outfits turn you on the most that ladies wear?
  58. What was it like for you the first time?
  59. How do I stack up against the other girls you’ve dated?
  60. Are you a fan of sexting?
  61. Have you ever attempted it in front of others?
  62. Have you ever done it in one day with more than one woman?
  63. Do you enjoy being tethered? Why don’t you tie me up?
  64. Have you ever had a benevolent friend?
  65. Have you ever had a relationship with someone you weren’t intended to have a relationship with?
  66. Have you ever used food during a romantic encounter?
  67. Have you ever had a lap dance performed for you?
  68. Do you consider yourself a member of the mile high club?
  69. What number of young ladies have you been with, before me?
  70. What actual highlights would you say you are drawn to the most in ladies?
  71. Do you see yourself as more provocative or intelligent?
  72. Where do you like to get massaged the most?
  73. What is your most powerful attraction?
  74. What is the biggest turn-off for you?
  75. Do you have any toys in your possession?
  76. Do you have any experience with gentlemen’s clubs?
  77. When you lost it, how old were you?
  78. What’s the strangest location you’ve ever done it in?
  79. What would you seek for in a movie if you were searching for it on the internet?
  80. Do you enjoy having your hair pulled back?
  81. Which do you prefer: the top or the bottom?
  82. Have you tried it in the backseat before?
  83. Have you had a one-night stand before?
  84. How many numbers of single girls do you have in your phone?
  85. Are you Iron Man, The Hulk, Thor, or Captain America in your bed?
  86. So, what are your thoughts on open relationships?
  87. When you first kissed, how old were you?
  88. What’s the most number of girlfriends you’ve had?
  89. Has someone unintentionally caught you naked?
  90. Do you prefer it with or without the lights on?
  91. Do you ever have daydreams about me?
  92. How did you learn about your bedtime preferences?
  93. What’s your preferred position when you’re at the top?
  94. Which portion of your body are you most proud of?
  95. Have you ever used food during a romantic encounter?
  96. Have you ever had a lap dance performed for you?
  97. Do you consider yourself a member of the mile high club?
  98. Have you ever tried your hand at strip poker?
  99. What is the most outrageous thing you’ve ever done?
  100. Are you a fan of BDSM?
  101. Would you mind if I dig in my nails while you drove?

…But most of all

Showing interest in him by making eye contact and smiling is a terrific approach to do so. Compliments aren’t just for girls; they’re also enjoyed by boys and make them feel unique. 

To get his attention and respect, use his name constantly. It shows that you are genuinely interested in speaking with him.

The above questions are for knowing his interests better. Use these and let me know in the comments how it went. I’ll be waiting for your response.

Wish you luck! Sending virtual hugs.

About the Author

Sasha Aun
Sasha Aun
Hi, I am Sasha, a professional relationship expert, and a blogger. At Datinghelpguide, I write tips to create an attractive dating profile and guides on managing dating profiles on multiple apps.