150 Dirty Questions to Ask Your Crush

150 Dirty Questions to Ask Your Crush

Dirty Questions to Ask Your Crush Over Text Photo

The initial stages of any relationship are usually very emotional. Whether it is a new boyfriend, a new girlfriend, or a crush, there are moments when get carried under pulses of emotions you cannot explain.

You are likely to get lost in words and ruin your chances of creating a good first impression through a meaningful conversation.

In such situations, employing a few dirty questions to ask your crush will save the day.

Successful flirting is based on being unpredictable and fun to be around. And, throwing in a few dirty questions to ask your crush while texting or in a face-to-face conversation will help you achieve your goals with ease.

Dirty Questions to Ask Your Crush

1. How much do you like dirty talk?

2. What is your favorite style of foreplay?

3. How likely will you do it without foreplay?

4. How much do you like massages?

5. When last did you do it?

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6. Have you ever done it outside in the open?

7. Have you ever tried it in the car?

8. Have you ever made out in a place you consider strange?

9. Have you ever tried it with more than one person at the same time?

10. Have you ever tried or desired to do a double penetration?

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11. How long is too much when it comes to making out?

12. What is your opinion of quickies?

13. Have you thought of a threesome ever happening in your life?

14. What do you consider a big NO when it comes to dating and relationships?

15. What turns you on the most in a girl?

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16. What turns you on the most in a guy?

17. What puts you off in a girl you already were starting to like?

18. What puts you off in a guy?

19. What information do you feel is bad to share when dating?

20. How likely will you make out with a guy on the second date?

21. How much do you like s#x with a girl you love?

22. How much do like sexting?

23. How much do you love s#x with a girl you love?

24. What are your sexual fantasies?

25. When last did you have a dirty dream?

26. What is your number 1 bedroom secret you’d wish no one to know?

27. When first did you have sex?

28. What is one weird thing in life that you find attractive?

29. What is your definition of beauty?

30. What makes a girl beautiful in your eyes?

31. What do you look at to consider a guy as handsome? How do I fare?

32. Do you have any rules when it comes to dating and relationships? Do you mind sharing if any?

33. Do you believe in love at first sight? If not, why?

34. Do you believe the soulmate state is real and possible? Why do you say so?

35. What do you feel you are most confident about?

36. What part of the body do you get complimented the most?

37. Which part of your body do you wish to change or slightly modify?

38. What will you not do on your first date?

39. Are you an indoor or an outdoor person?

40. Are you an introverted or an extroverted person?

41. What is your take on masturbation?

42. Which part of your body do you feel I am most attracted to?

43. What would you do if you accidentally walk in on me naked?

44. How will you react if I kissed you right here and now?

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45. How will you take it if I put my hand underneath your shirt right now?

46. What outfits do you like me to wear every time we meet?

47. How likely will you choose to do it with lights on vs. lights off?

48. Have you ever tried edible underwear? What is your opinion on it?

49. Have you ever tried it with lubricants? What is your take on lubes?

50. What is your take between impromptu s#x vs. planned s#x?

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Sexy Questions to Turn Him/Her On

51. What is the one thing you consider “dirty” about dating and relationships?

52. What do you consider “secrets” in one’s love life?

53. What do you want me to do to you here right now?

54. What is the dirtiest dream you have ever had in your life? Did you like the dream?

55. Are you okay with me being naughty with you?

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56. How likely do you think I am wearing underwear right now?

57. What color of underwear do you think I am wearing right now?

58. Which part of your body will you never allow me to touch right now? What will happen if I touch it?

59. Do you have a favorite s#x style and position? What style is it?

60. What s#x style do you feel is overrated? Why do you think so?

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61. How long do you think an ideal s#x should last?

62. What if I kissed you right here right now, how would you react?

63. Will your views on me change if I made the first move on you?

64. What is your preference between men taking the lead vs. women taking the lead?

65. Do you have a style you have only wished for but never got a chance to try it out? What style is it?

66. What will you do if you found me lying on your bed completely naked and exposed?

67. What gets you nervous most often as far as we are concerned?

68. What is your preference between making out on the bed vs. on the floor or chair?

69. Do you have memories of your very first date? What was it like?

70. What naughty thing have you ever suggested to someone and regretted almost immediately?

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71. What is the one thing you find yourself lying most often to your partner?

72. Of all the things we have talked about so far, which ones are you more skeptical about and why?

73. Have you ever felt like I might be lying about something?

74. Are you b##bs or a b#tt guy?

75. How likely will you allow me to touch you down there?

76. What puts you off most often as far as making out is concerned?

77. Do you prefer cuddling more or making out?

78. What is your thought on tattoos? Are they sexy or not?

79. What is your favorite body part of a girl?

80. What is your favorite body part of a guy?

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81. What do you wear to bed, if anything at all?

82. Are you looking for a relationship any time soon?

83. Do you think I am good-looking?

84. In a range of 1 – 10, how will you rate me as sexy?

85. If I allow you to do whatever you like with me, what will you do?

86. How will you react after learning that I am into both men and women?

87. Do you have a sexual experience you feel was the worst? What made it worse?

88. What is the best date you have been on ever?

89. One is the one thing that gets you excited about getting into a new relationship?

90. If I say I like you and want to be with you, what will your response be?

91. If I asked you to make out with me, what will your answer be? How will you take it?

92. If I was to be your girlfriend, what will you like me to change first?

93. What is your thought on true love? Do you think it exists?

94. Assuming you get a bedroom injury, who will you run to for help first?

95. Have you ever felt disappointed when making out with someone? What disappointed you?

96. Do you have expectations when it comes to dating? Assuming that we are dating, what are your expectations of me?

97. What do you dread the most in men?

98. What do you dread the most in girls?

99. What do you think are the dirtiest questions to ask your crush?

100. Where do you consider yourself the best in bedroom matters?

Flirty Questions to Ask a Guy/Girl

101. Have you ever made out with a married man?

102. How many s#x partners does it take to make one a prostitute?

103. Have you ever hooked up in a club?

104. Have you ever smashed a married woman?

105. Have you ever paid for s#x?

106. Have you ever made out with your best friend’s girlfriend?

107. Is s#x overrated?

108. How frequent should people in a relationship have s#x?

109. Have you ever had a crush on your best friend?

110. What are your views on friends with benefits?

111. What is your most interesting s#x story?

112. What is the most er#tic movie you have ever watched?

113. What is the one s#x style you are afraid to try?

114. Have you ever tried it in the car?

115. Would you rather enjoy s#x or romance?

116. How long should s#x last?

117. How many times can you have s#x in a day?

118. What is the one s#x style you will never try again?

119. How important is s#x in a relationship?

120. What makes you nervous?

121. What do you wear to bed?

122. Would you rather wear something sexy to bed or nothing at all?

123. What is the one thing that men want?

124. What is the one thing that women want while dating?

125. What tattoo should I get?

126. Have you ever been caught staring at a b#tt?

127. Have you ever been caught staring at someone’s chest?

128. What is your idea of ideal foreplay?

129. Have you ever slept with your former boyfriend while dating already?

130. What is the weirdest place you have ever made out?

131. What are some of the common lies men tell to get into your pants?

132. I heard that cuddling burns calories, would you help me burn some?

133. I hear that kissing is healthy for the heart. Do you mind making my heart healthier?

134. What are some of the common lies women tell if they want to smash you?

135. Have you ever thought of playing dirty truth or dare with someone?

136. How do women ask for s#x without asking for s#x?

137. How do men ask for s#x without asking for s#x?

138. Would you rather have a thr#sum with the people you know or total strangers?

139. If men and women were to hold on s#x for a while, who will be the first to give in?

140. Is there something like too much s#x?

141. Is there something like loving too much?

142. Do you approve of a lady making the first move?

143. What are your thoughts on love bites?

144. Do you want to know what I am wearing inside?

145. What style is your favorite?

146. Which position can’t you do without?

147. Is s#x a way of showing your love for someone?

148. What do you do when s#xual feelings get over you when alone?

149. How fast can you get here if I asked you to right now?

150. What is your biggest turn on?

There you have a complete list of freaky questions to ask your boyfriend over text.

You can copy-paste it into your messaging app and have fun with your crush at any time.

Feel free to choose the most appropriate questions and determine the sequence in which you will have to ask so as not to appear too pushy or assertive which might scare your crush away.

Above all, have fun playing with questions. Do you have more dirty questions to ask your crush over text.

Or, specific dirty questions to ask your boyfriend to make him laugh?

Make sure to share them in the comments below.

Other Questions to Ask Your Crush:

100+ Romantic & Deep Questions to Ask Your Crush

100+ Interesting Questions to Ask Your Crush

100+ Flirty Questions to Ask Your Crush Over Text

Dirty Questions to Ask Your Crush

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