100 Dirty Questions to Ask Your Boyfriend

Dirty Questions to Ask Your Boyfriend Photo

A list of interesting dirty questions to ask your boyfriend to get to know him better.

Looking for ways to keep the flame of love burning? Asking your boyfriend a set of good questions is a step in the right direction.

You will get to learn a lot about each other in a way dates and quality time together cannot do. The best thing about asking questions is that it doesn’t cost a single dollar.

Depending on the occasion, the stage of the relationship and what you want to achieve, you can ask freaky questions, deep questions, fun questions or play flirty dares with your boyfriend at any time.

In the end, you get to learn a lot about each other, their orientation in life, their likes and dislike and their expectations as far as your love life is concerned.

Dirty Questions to Ask Your Boyfriend

Here is your list of dirty questions to ask your boyfriend over text or in person at any time. They are balanced such that the questions don’t become overly obvious and boring. You get to enjoy every bit while having fun with your boyfriend. Enjoy!

1. How long should ideal foreplay last?

2. Guess if I am wearing underwear right now or not?

3. What color of underwear I am wearing right now?

4. Does the idea of recording a clip of us excite you?

5. How long should the ideal s#x last?

6. How good am I of a girlfriend to you?

7. On a scale of 1 – 10, rate how much I satisfy you?

8. On a scale of 1 – 10, rate how much I make you happy?

9. Do you prefer your lady shaved or natural and bushy?

10. How okay are you with playing dirty truth or dare questions?

11. What are your views on bedroom toys?

12. What is the one freaky dare you won’t act upon?

13. What is your thought on having a third person joining our bedroom?

14. Are you okay with talking naughty?

15. Can you describe your freakiest fantasy in regards to your love life?

16. What do you wear when going to bed?

17. Can I get a shirtless selfie of you beside a mirror?

18. What is your favorite part of a lady’s body?

19. How often do you check me out when I am walking away?

20. What is one bold action you have ever taken concerning bedroom matters?

21. At what age did you first kiss a lady?

22. How old were you when you first made out with someone?

23. Have you ever had wild thoughts on a close relative?

24. How do you like a good body massage from a lady?

25. Have you ever had a one-night stand experience?

26. How did you feel making out for the first time back then?

27. What is your favorite position?

28. Do you have a birthmark or a tattoo?

29. How would you identify me in case I cover my head in a bevy of girls?

30. How would you like to be called when we are alone?

31. What defines a sexy lady?

32. How do you define a romantic lady? How do I fare?

33. What is your definition of a sexy lady? How do I fare?

34. Where do you like to be touched the most?

35. Do you mind sending me a sexy photo of you?

36. Has anyone ever seen you naked accidentally? How did they react?

37. Have you been walked in on in the shower? What happened thereafter?

38. Have you ever made out with your friend’s girlfriend at any point in your life?

39. What is your most favorite wild bedroom fantasies?

40. Have you ever had moments you feel they should not have happened?

41. Have you ever flirted with your best friend’s girlfriend?

42. Have you ever made out with someone you shouldn’t have in the first place? What happened?

43. If I dared you to do anything to me right now, what will it be?

44. Do you get turned on easily?

45. On a scale of 1 – 10, how would you rate my kisses?

46. Have you ever watched adult content just before making out?

47. Have you ever tried acting a scene you watched together?

48. Have you ever played Cards Against Humanity?

49. On a scale of 1 – 10, how satisfied are you bedroom-wise?

50. How satisfied are you having me as your girl?

51. Which body parts do you check out on a lady first?

52. Have you ever tried making out in a public space?

53. If asked we do it right now, would you?

54. Do you prefer lights on or off?

55. How comfortable are you using your mouth on someone?

56. What is your offbeat bedroom fantasy?

57. What gets you in the mood easily and fast?

58. If I asked you to choose a part of my body for me to show you, what will you choose?

59. How many people have you been in bed with? Does it feel any different with every new person?

60. What is your way? Fast and hard or slow and gentle?

61. When did you last have someone in bed other than me?

62. When last did you have s#x?

63. How often would you prefer we make out?

64. How often is too much s#x to you?

65. How much is too little s#x for you?

66. Have you ever been interested in exploring more daring positions other than the conventional ones?

67. Have you ever taken someone’s virginity? If yes, how did it feel?

68. Have you ever sent a photo of yourself to some?

69. If granted a wish to sleep with any one of your choosing, whom will you choose?

70. What can’t you get enough of on my body?

71. Send me your nude and I will send you mine, deal?

72. Has anyone ever told you have the best [Insert Body Part] ever?

73. What was your best s#x ever? Who did was it with?

74. Have you ever slept with someone way older than you? How old were they? How did you feel?

 75. Has the thought of experimenting with different body types and races ever crossed your mind?

76. Have you ever slept with someone who later became, famous, influential, or rich?

77. Have you ever attended a party in the hope of getting someone to sleep with?

78. What is your longest dry spell since you became a s#xually active man?

79. What if I tell you I am not wearing anything down there right now?

80. Have you ever masturbated thinking of me?

81. What did you think of me when we first met? Has anything changed so far?

82. Are you in the mood to get naughty right now?

83. If I asked you to show me your member, would you?

84. If I asked to touch your member right now, will you allow me?

85. How often do you masturbate?

86. Apart from masturbation and s#x, how else do you cool yourself down?

87. Has anyone had an excuse to have you go to their house? Did you end up sleeping with them?

88. Have you ever thought of something naughty with your teacher?

89. Have you ever been complimented for being so good in bed?

90. Has anyone ever talked of you being too big down there?

91. Have you ever wondered if it can fit at all?

92. Have you ever bedded a stranger you just met the other day?

93. Do you sometimes look at a lady’s down there before doing it?

94. What is the best and most satisfying comment you have ever gotten after the action?

95. What is the worst org#sm facial expression or voice you have ever seen?

96. Have you ever regretted right after doing it with someone?

97. Have you ever expected oranges only to get lemons from a lady in the bedroom?

98. Have you ever tried drunk s#x?

99. How would you rate these dirty questions to ask your boyfriend?

100. Do these questions get you hard?

There you have your list of dirty questions to ask your boyfriend. You can print them and ask as you tick to make sure you ask each and every question at the end of it all.

You can play these dirty questions to ask your boyfriend as a question game or ask them passively over a drink on a lazy weekend afternoon. Make sure to have fun asking them.

More Questions to Ask Your Boyfriend:

Good Questions to Ask Your Boyfriend

Funny Questions to Ask Your Boyfriend

Deep Questions to Ask Your Boyfriend

Freaky Questions to Ask Your Boyfriend

Dirty Questions to Ask Your Boyfriend