When you start dating someone new, there’s always a period of time before you’re comfortable asking them certain risky, dirty questions.

You don’t want to sound too straightforward, but then again, you want them to know you’re into them that way.

If you’re a boy and you’re thinking that there must be a perfect way to approach the girl you like, I’m here to tell you that THERE IS and you can learn all about it RIGHT HERE.

It’s smart to test the waters with some basic flirty questions first, see how they respond to those, and then go all in if it’s a turn on for them.

Asking sexy questions is a fantastic way to start with the flirting process, but you have to know just how to do it without sounding too desperate yet still appearing very interested.

You also don’t want to cross a line and be too vulgar by asking about their dirtiest sexual fantasy on a first date.

Finding the perfect balance between interested and too eager is key.

After all, you want to present yourself in a certain light.

If you’re a girl wishing to show a boy just how amazing you are, I’ll be happy to share my secret with you. It’s a course called The Devotion System and it makes all men obsess over you!

Part of the whole fun of flirting with the person of your dreams is testing just how far you can go while getting to know them on a new, deeper, and more intimate level. If you never had a girlfriend before, this part can be tricky.

What you have to pay attention to is the following:

• Compliment them, so that they know you’re really interested. You don’t want them to start questioning your level of affection.

• Drop hints that you’re interested in taking things to a more intimate level, but don’t sound overly eager. If they’re into it, you’ll get the hint.

• Don’t shy away from cheesy pickup lines. Some people don’t have a problem with those, as they show you actually care enough to say something potentially embarrassing just to impress them.

• Send a sexy pic of yourself; it’ll drive them wild, guaranteed! They’ll probably respond with their own version.

• Touch them, softly and unexpectedly, when they least expect it. They’ll get goose bumps from your touch and won’t be able to concentrate on much after that. Just be subtle, and the rest will follow along.

Flirting is such a fun way to get to know a person and have fun in the process.

Test their boundaries, awaken their imagination, and deepen your relationship all at the same time!

First, go mild, and if you see they’re into it, go ahead with more provocative, dirty questions.

Now this list will surely satisfy the needs of both you and your partner as it contains some amazing dirty questions to ask and ideas that will tickle both of your imaginations.

You will be able to find questions and ideas along the lines of:

• would you rather questions

• truth or dare questions

• ideas for some high level dirty talk

• find out about their favorite thing about sex

• dirty never have I ever questions

• their biggest turn on, and many more

Everyone has their own kinks, so don’t worry about sounding too straightforward.

Awaken the sexual chemistry between you and your partner by asking them these flirty questions and find out their dirty truth. You know you want to!

Dirty questions to ask your girlfriend:

woman bitting her nail outside

1. Do you like to snuggle?

2. How old were you when you got your first kiss?

3. When did you realize you liked me this much?

4. Do you want to spice up our sex life?

5. Do you like being kissed in public?

6. What is your favorite part of a man?

7. What was your most recent exotic dream, and was I in it?

8. How often do you think about me when you pleasure yourself?

9. What are your thoughts on sex in public places?

10. What is the sexiest outfit you own, and would you wear it tonight for me?

woman in black tank top and blue shorts sitting on rock near body of water during

11. Have you ever had a one-night-stand, and how do you feel about them?

12. When was the first time you realized you wanted to have sex with me?

13. What is your favorite position, and do you want us to try it tonight?

14. Do you like flirting through text messages?

15. What is the naughtiest text you ever sent, and how was it received?

16. What is your sexiest guilty pleasure?

17. Have you ever gone skinny dipping?

18. Have you ever watched another couple have sex?

19. Does talking dirty turn you on, and do you want to try it with me?

20. How happy are you with our sex life?

woman in red panty lying on red textile

21. Do you enjoy being asked these naughty questions?

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

23. Do you enjoy being on top?

24. Do you like playing sexy games?

25. Have you ever role-played?

26. Are you into phone sex, and do you want to try it?

27. What is the most vulgar thing you ever said during sex?

28. What is your favorite part of your body?

29. If you could have sex anywhere in the world, where would it be?

30. Have you ever flirted online with someone you barely knew?

woman holding her phone

31. I bought you some lingerie and I would love for you to model it for me. Will you?

32. How do you feel about sex on the first date?

33. Where do you enjoy being touched the most?

34. Have you ever tried bondage?

35. What are the hottest places you’ve done it, outside of your home?

36. Which part of your body do you like me to kiss the most?

37. What are your suggestions to spice up our sex life?

38. Name all the things you keep in your nightstand.

39. How many guys have you had sex with, and how do they compare to me?

40. What is the thing that makes you feel good the most during sex?

woman in red brassiere and black panty

41. Do you like foreplay or do you like going straight to business?

42. Have you ever tried being blindfolded?

43. Do you want us to pretend to be complete strangers tonight and do it somewhere naughty?

44. What do you think about handcuffs?

45. Have you ever used props in the bedroom, and do you want to try it?

46. Do you like having sex knowing that another couple is watching?

47. What turns you on the most?

48. Do you picture me when you masturbate?

49. Do you bite?

50. Are you into scratching?

woman's pink manicure

51. Do you like it when I pull your hair during sex?

52. Do you want us to have a code word?

53. Do you like it rough?

54. How long can you go without sex?

55. What outfit do you like to see me in the most?

56. Do you like it when I come inside you?

57. Would you like me to watch you as you pleasure yourself and then join you later?

58. Do you like it when I go down on you?

59. Do you like giving me head?

60. How can I make it more enjoyable for you?

photography of man and woman resting

61. Are you a screamer?

62. Does doing it in forbidden places turn you on as much as it does me?

63. What is your favorite body part on me?

64. Do you like it when I leave you hickies?

65. Do you like to watch me as I change clothes?

66. What is the kinkiest fantasy you have about me, and do you want to make it come to life?

67. How old were you when you lost your virginity?

68. Could I please borrow your hand for 5 minutes?

69. Do you like it when I touch you slowly all over your body?

70. If you had to choose one position for the rest of your life, which one would you choose?

woman's feet on white bedspread

71. What do you want to do to me tonight?

72. What is your bedroom bucket list?

73. How may I be of service to you tonight?

74. Do you like it when I go commando?

75. Next time I go shopping with you, would you sneak into the fitting room with me?

76. Does knowing that people can hear us having sex turn you on?

77. Do you mind texting me a sexy picture of yourself?

78. Would you like me to come tonight?

79. If you came home tonight and found me naked on your couch, what would you do?

80. Do you miss my touch?

person's hands forming triangle

81. Which part of me do you miss the most right now?

82. If we only had 20 minutes together, what would we do?

83. Would you wear your sexiest outfit tonight, and wait for me?

84. If you’re feeling stressed, how would you like me to help you relax?

85. Would you like to tie me up, and do whatever you want to me tonight?

86. How would you feel about spending the night naked, talking dirty, but not allowed to touch for an hour?

87. Does thinking about me make you wet?

88. If I had to come in masked tonight, what would you have liked to see me in the most?

89. Do you like it when I go slow, or do you prefer it fast and wild?

90. Do you consider yourself a naughty girl? If yes, prove it.

woman with red lipstick holding white and black star ornament

91. What are you wearing right now?

92. Leather or lace?

93. Where do you like kissing me the most?

94. Am I going to get lucky tonight?

95. What is the one thing you can never resist and that instantly gets you wet?

96. What is your favorite part of the day to have sex?

97. When you get horny in public, how do you deal with that?

98. Do you remember what your first orgasm with me felt like?

99. Describe to me in detail what it feels like when I’m inside you.

100. Have you ever had freaky thoughts about your boss?

business man standing near the stairs

101. Do you like it when I take you wildly?

102. What are your thoughts on threesomes?

103. If you could pick any person in the world to join us tonight, who would it be?

104. Have you ever thought about fucking someone I know?

105. Would you have sex with me while somebody is watching us?

106. Do you like watching porn?

107. Do you want to watch porn together?

108. Have you ever watched another couple have sex without them knowing? Did it turn you on?

109. Have you ever participated in an orgy?

110. Are you aroused by the thought of fucking a complete stranger?

topless woman covering her face with her hands

111. What’s the most awkward moment that you got aroused?

112. Do you like it when we orgasm simultaneously? Explain to me exactly how it makes you feel.

113. Do you like giving blowjobs?

114. Do you like it when I tell you what to do?

115. Do you think sex without feelings is hotter?

16. Do you have a line you never cross when in bed?

117. How would you react to somebody asking you to be their ‘“third’’?

118. What is a sure way to turn you on within seconds?

119. Have you ever fucked an older man? If so, what was it like?

120. Do you prefer younger or older men?

121. Do you want to do it in your favorite position this entire week?

122. What is the most orgasmic thing I could do to you?

123. If you had to have sex with any celebrity, who would it be and where would you do him?

124. Would you make out with another girl while I watch?

125. What is the kinkiest thing you’ve ever done to your partner?

woman whispering to man's ear

• As you can see, there’s a variety of questions that vary from innocent and sweet ones to those of more erotic nature.

• Depending on how close you are with your partner and how far along you are in your relationship, choose carefully and move slowly from the cute ones to those that will make you feel like a legit porn star.

• Now that we’ve covered all the potential questions you may ask your girlfriend, let’s find out how she can turn you on with the use of another set of flirty questions that will make you share the dirtiest thing about yourself.

Dirty questions to ask your boyfriend:

1. What is your favorite body part on me?

2. Have you ever made a first move on a girl that made her so hot immediately?

3. Who taught you to be such a good kisser?

4. Have you ever wanted to use sex toys with me?

5. Do you ever fantasize about having sex with your best friend?

6. What is your favorite sexual position that always gives you the best orgasm?

7. Do you want to pretend that having sex with me is just a one night stand?

8. When was the last time you played with yourself?

9. What would you say my lips taste like?

10. Do you want to play some seriously dirty truth questions?

couple kissing in bedroom

11. Would you like it if I sent you naked pictures of me?

12. What is your favorite place to have sex?

13. How would you best describe your package?

14. What’s the one thing you’re afraid to ask me to do in the bedroom?

15. What are the freakiest sex toys you’ve ever used?

16. What’s the craziest thing you’ve done during sex?

17. Are you confident about showing your naked body?

18. Which part of my body would you change and why?

19. Are you into porn stars?

20. What’s the longest you’ve gone without doing it?

young couple smiling on bed

21. Are you enjoying these flirty questions?

22. With how many girls how you been the most in one day?

23. Do you want to have sex in a public place?

24. When is the last time you jerked off thinking of me?

25. Do you like it when I’m rough in bed?

26. Have you ever played dirty would you ever questions?

27. Can you give me your best dirty talk?

28. Do you prefer to see me in lingerie or wearing nothing at all?

29. What do you prefer on me, thongs or lace underwear?

30. Is it a turn on for you when other guys are sexually attracted to me?

Friends smile and sit in a cafe, drink coffee and enjoy together

31. Do you like it when I bite you?

32. What are your thoughts on hickies?

33. When you saw me for the first time, what is lust at first sight?

34. Do you want a full body massage or should we just cut to the chase?

35. Have you ever sent naked pictures to someone other than me?

36. What is your dirtiest sexual fantasy that includes me?

37. Do you want to just tear my clothes off and take me somewhere you’re not supposed to?

38. If you could have a threesome with me and any porn star, who would you pick?

39. If I asked you to choose my outfit for date night, what would you pick?

40. Do you like it when I make the first move?

young romantic couple hug each other

41. What’s your favorite place on your body to receive a massage?

42. Do you like it when I pull your hair?

43. What’s your favorite thing about the opposite sex?

44. What constitutes a good kisser according to you?

45. How old were you when you lost your virginity?

46. Do you prefer older women and why?

47. What is the sexiest public place you’ve ever done it?

48. What’s a big no-no on the first date?

49. Have you ever gone skinny dipping?

50. What is the sexiest thing about your best friend?

two happy people having a conversation

51. Are you into boobs or butt?

52. Do you sleep in boxers or briefs?

53. Do you secretly own sex toys that you haven’t told me about?

54. Do you like taking naked pictures of me?

55. Do you want to make out in the rain with me?

56. Do you have a name for your thing and what is it?

57. Have you ever been hot for a teacher?

58. Are you on Santa’s naughty or nice list?

59. Was I easy to win over?

60. How would you rate our sex life from 1 to 10?

happy couple lying on bed and talking

61. Do you consider yourself a generous lover?

62. How many sexual partners have you had?

63. Has anyone ever walked in on you naked?

64. What was your first bedroom experience like?

65. How does your last girlfriend compare to me sex-wise?

66. What’s something you’d like to try in bed?

67. What is your forte when it comes to bedroom abilities?

68. What’s the sexiest thing you’ve done for a girlfriend?

69. Do you like to listen to music while you’re having sex?

70. What is your most embarrassing sex story?

tired girl lying on sofa with head on pillow

71. Do you get an instant erection when you see someone naked?

72. When we wake up in the morning, what’s the first thing you want to do?

73. Do you enjoy going down on me?

74. If you had to choose between getting head or having sex, which would you pick?

75. Have you ever thought of someone you shouldn’t have while masturbating?

76. Do you think I’m sexy?

77. What is your favorite thing to do with my body?

78. Have you ever been turned on by someone of the same sex?

79. Would you like me to watch you while you touch yourself?

80. Is there anything you’re scared to try out in the bedroom with me?

romantic couple lying on the cozy carpet at home

81. Do you dream of having sex with a set of twins?

82. Do you prefer me to talk dirty to you or stay quiet while we’re in bed?

83. Does my moaning turn you on?

84. Do you like it when people can hear us having sex?

85. Can you do a slow, sexy striptease for me?

86. Do you enjoy loud sex?

87. Have you ever cheated and did it make you feel dirty?

88. Do you like having sex in a car or do you like to play it safe and stick to our bed?

89. Do you enjoy being tied to the bed and letting me take control?

90. What part of your body do you want me to touch?

• These questions will help make your boyfriend bare his soul to you (and plenty more if you’re lucky!)

• Not only will they make him hot for you, but they will make you connect on a deeper level and make him feel safe around you where he can ask and say absolutely anything.

• You can use these dirty questions to ask your partner something you might be hesitant to, but through this fun game, you’ll find it easier and less stressful.


Desperately want to know more about bae, but too afraid to ask them out of the blue? Perfect!

Use these awesome and sexy lists to get them to open up to you with the perfect excuse of playing a game of dirty truth questions!

If you’re currently apart, no worries. You can easily get it done by sending these as dirty dare questions over text!

You’ll never know what you might be missing out on if you don’t dare try!

Ask away and see just how freaky and dirty your partner is and enjoy the perks of it. You know you want to!

Discover the hidden sexy fantasies of each other and bask in the newfound level of closeness you’ll for sure create.

It’s here purely for your enjoyment, so make the most of it and have some sexy fun!

Dirty Questions: The Ultimate List To Turn You Both On