100 Dirty Questions to Ask Your Boyfriend or Girlfriend

Sexual or Dirty Questions To Ask Your Boyfriend or Girlfriend is something that both boys and girls enjoy doing, it is very important for the two lovers in a relationship to clear their doubts on any issues that might arise in their relationship. Oftentimes we shy away from asking these questions but they are very important and can help you understand your guy in a better way. In this latest article on our relationship series, we’ve compiled a list of 20 sexy questions to ask a guy that’ll turn him on instantly and get him talking dirty in no time. While we recognise there are other similar articles circulating online, this version of the game is meant to turn on your boyfriend. These sexy and dirty questions will not only seduce your boyfriend but will also allow both of you to discover how adventurous you can be.  Dare him to answer all the questions, feel free to post in the comments section below.

Difficult and Dirty Questions to Ask Your Boyfriend or Girlfriend

1. Do you like talking naughty?

2. What are you wearing right now?

3. Have you ever skinny dipped?

4. Has anyone ever accidentally seen you naked?

5. How old were you when you first French-kissed and did you dribble?

6. What kind of outfit would look best on me

7. Would you help me pick that outfit if I asked you to?

Questions to Ask Your Boyfriend

8. What do you wear when you go to bed?

9. How do you like a good massage from a girl?

10. What’s your idea of good foreplay?

11. What’s your favourite sexual fantasy

12. Do you think we’d do something funny if we get drunk together?

13. What’s your favourite part of a girl’s body

14. Which part of a girl’s body do you think tattoos look best?

15. At what age were you when you first kissed a girl and who was she?

16 Do you check me out when I walk away?

17. Do you think you’re a good kisser?

18. What’s the sexiest outfit a girl should wear to turn you on?

19. What kind of outfit would look best on me?

20. Would you help me pick that outfit if I asked you to?

See Also: Questions to Ask a GuyFamily QuotesCorny JokesChemistry Jokes

21. What do you wear when you go to bed?

22. How do you like a good massage from a girl?

23. Have you ever sexted your picture?

24. Have you ever felt horny while texting on the phone?

25. Did you ever have any one-night stand experiences?

26. How do you enjoy sex the most, lights on or off?

27. How did it feel to make love for the first time?

28. If I was with you right now, what would you do to me?

29. How long will it take for you to get here?

30. Do you like using props in the bedroom?

31. What’s the ultimate role play for you?

32. Who is your favourite porn star?

33. What do you like the most that I do when we have sex?

34. What lingerie would you love to see a girl in?

35. Do you like talking naughty?

36. Have you ever been caught masturbating? If so when and by whom?

37. Have you been naughty and had sex in a public place? Did you get caught?

38. Were you ever caught playing with yourself?

39. Have you ever felt horny while texting on the phone?

40. If I was with you right now, what would you do to me?

41. How long will it take for you to get here?

42. What defines a sexy woman according to you?

43. How and where do you like being touched the most?

44. Sexiest body part you could kiss a woman?

45. What’s the boldest thing you’ve done through texting?

46. Have you succumbed to the seduction of an older woman ever? How old were you?

47. When you first had sex, did you suffer from premature ejaculation?

48. Tell five things that make having sex and making love different for you.

49. Who was the first woman to touch your penis (apart from our mother!) and how did it feel?

50. How old were you when you lost your virginity? If you could change this age would you make it later or earlier?

Is he getting uncomfortable yet? He should be getting a little red-faced by now. Ready to give him more? Try these ones out

100 Uncomfortable Dirty Questions to Ask Your Boyfriend or Girlfriend

51. Has a girl ever laughed at you when they saw you naked?

52. Have you been circumcised? If so how do you feel about losing something so intimate?

53. Have you ever been to an orgy? If so did you have sex and with how many women?

54. Have you ever had sex with one girl and then had sex with another on the same day? And did they know about each other?

55. Have you ever been caught by your girlfriend having sex with another girl?

56. Have you ever taken up the services of a professional woman?

57. Where is the strangest place you’ve ever had sex?

58. What turns you on most during sex?

59. What is one of your fantasies?

60. Where would you love to have sex?

61. Do you like using props in the bedroom?

62. What’s the ultimate role play for you?

63. Have you ever had an accident with a condom bursting? What was the outcome?

64. Has a guy ever had the hots for you? What happened?

65. What’s the most number of sexual positions you have had in one session?

66. After sex are you a sleeper or one who is ready for more?

67. Do you ever watch porn to make yourself climax?

68. What’s your favourite position?

69. Where would you love to have sex?

70. What’s the sexiest outfit a girl should wear to turn you on?

71. Do you enjoy phone sex?

72. Did you ever buy lingerie for your girl?

73. What’s the most orgasmic thing a woman can do to you?

74. What turns you on almost instantly?

75. Was she someone special?

76. How do you show you care during sex?

77. Do you think you know how to give a girl pleasure?

78. When did you fully discover your sexuality?

79. Did you experiment to learn what you’re attracted to?

80. Have you been in a threesome before?

81. Have you ever been caught while in action?

82. What should a girl wear to bed – if anything?

83. What do you wear to bed?

84. Which girl do you think would give the best BJ?

85. What’s your favourite thing about the opposite sex?

86. What’s the worst thing about being your gender?

87. Have you ever masturbated?

88. Who do you fantasize about when you think about sex?

89. Have you ever gone a whole day without wearing underwear?

90. If you could be born again would choose to be a different sex to what you are?

91. If you had 24 hours to live, what would you do, what movie star would you want to kiss, and who would you notify that you are dying.

92. Describe the sexiest clothes you ever wore and why?

93. Do you like to sleep naked or in your underwear?

94. What is the craziest sexual position you have pulled off?

95. Does size matter, or is it what you can do with what you got that matters?

96. What is the kinkiest thing someone has ever asked you to do?

97. Besides condoms, how else can I protect myself from getting pregnant?

98. If you are a magician, what part of my clothes that you would like to disappear? Ask him why?

99. Do you like my perfume? (Get really close to him and allow him to smell you in the neck area.)

100. Have you ever done something embarrassing in front of your girlfriend?

Fadamana U
Fadamana U
Fadamana has built up professional writing and editing experience over the years in report and technical articles, informational and creative content across various topic specialties. Outside work, I like to binge on new movies.

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