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66 Sexy Dirty Questions To Ask A Guy & Instantly Turn Him On

Each of these 66 dirty questions are going to quickly heat up your relationship and make sex a lot more fun for both you and your man. More importantly, these dirty sex questions are going to give you the ability to quickly explore any fantasy or idea or thought you might want to try out with your man…and who doesn’t want that?

While the first part of the Dirty Talking Guide was about talking dirty to build sexual tension, have more satisfying sex and keep your man thinking about you, this part is different . You’re going to learn how to ask your man dirty, sexual questions so that you can find out what he truly wants and what really turns him on, along with subtly letting him know what your kinks and fetishes are.

Finding Out His Desires

By far the biggest benefit to these dirty questions is that you’ll get to quickly discover your man’s wants, needs and desires. Rather than waiting months or even years to find out what truly turns your man on and what his kinks are, you can use these sexy dirty questions to find out a whole lot quicker.

Subtly Let Him Know What Turns You On

We all know that if you ask someone what they did for their vacation, they will inevitably ask you the same question right back. This is the simple law of reciprocation.
So if you ask your man what his favorite sex position is, then it’s highly likely that he’s going to ask you the same question right back. Best of all, he won’t notice what you’re doing! He’ll think it’s his idea to ask you!
So if you ever wanted to let your man know that you like rougher sex you just need to ask him questions like these ones:
  • Do you like it when I pull your hair during sex?
  • Do you like me talking dirty during sex?
  • Do you like it when I’m aggressive with you in bed?
As you ask him these sexual questions and discuss it with him, you’ll notice that he’ll also ask similar sexual questions back to you. This is perfect for letting him know what you enjoy in an “under-the-radar,” subtle kind of way.

The Right Place & Right Time

There is a right place and right time to ask your man dirty sexual questions. If you are on a first date, then it’s probably best to stick with more flirty questions and keep it light.
But as you get to know your man more and more, then definitely start asking him more intense, explicit and dirty questions.
You’re also going to find that it’s much easier to ask your man very dirty sexual questions when you’re both naked and lying in bed. It also gets easier after a glass or two of wine.
Now that we’ve covered the ground rules, here’s 69 filthy dirty questions to ask your man:
  1. Do you like it when I kiss you?
  2. What color underwear are you wearing? (Make sure to give him a cheeky smile when asking him this!)
  3. What kinds of clothes do you like me to wear?
  4. Do you like being on top?
  5. What’s the naughtiest, dirtiest thing that you’ve ever done with a girl?
  6. If you could only have sex in one position for the rest of your life, what would it be?
  7. If you could only choose between getting blowjobs for the rest of your life or having sex, what would you choose?
  8. What would you say if I asked you to go down on me right now?
  9. Do you prefer my left boob or my right boob?
  10. Are you a tits or ass guy?
  11. What is your least favorite sex position?
  12. What’s your record for the number of times you’ve masturbated in a single day? 
  13. Have you ever had phone sex? 
  14. Have you ever tried BDSM or Dominance/Submission (D/S) play? Interested in BDSM?
  15. Do you own any sex toys?
  16. What’s the most sensitive part of your body?
  17. What is one fantasy that you always wanted to try?
  18. When’s the last time you watched porn?
  19. When’s the last time you masturbated? 
  20. If you could be 4 inches taller or have an extra 4 inches in length and girth to your penis, what would you choose?
  21. Have you ever had sex outside? 
  22. Has a girl ever used a strap-on on you?
  23. If we were in a sex shop right now, what three things would you buy for me?
  24. Are you an oral sex guy, anal sex guy or regular sex guy? I you only had to choose one for the rest of your life, what would it be? 
  25. What age were you the first time you jacked off?
  26. Have your parents ever caught you jerking off?
  27. Have you ever kissed a guy?
  28. Have you ever given a facial at the end of oral sex?
  29. Shaved or landing strip, which do you prefer?
  30. If I could only work as either a porn star or stripper, which would you prefer me to do?
  31. Would you prefer me to spit or swallow? 
  32. Do you have any fantasies that embarrass you?
  33. Have you ever had sex with someone that couldn’t speak English?
  34. Have you ever had sex with more than one person at the same time?
  35. What’s the craziest sexual thing you’ve ever done?
  36. Have you ever tried anilingus? 
  37. How many people have you kissed in your life?
  38. Have you ever been with a girl bigger than you?
  39. When is the last time you’ve been to a strip club?
  40. Have you ever tried skinny dipping?
  41. What age were you when you lost your virginity?
  42. Have you ever wanted to dominate me in the bedroom?
  43. What’s the roughest sex you’ve ever had?
  44. Tell me about the kinkiest sex you’ve ever had?
  45. Have you ever had a threesome? Have you ever wanted to try one? 
  46. Have you ever fantasized about being a sex slave? What about me being your sex slave?
  47. Would you find it hot to see me kiss a girl?
  48. Do you want to watch porn with me?
  49. Would you find it hot if I made you wear a butt plug?
  50. What’s the quickest you’ve ever blown your load?
  51. Do you want to watch me masturbate?
  52. Can I watch you masturbate?
  53. Can I sit on your face?
  54. Have you ever peed on someone?
  55. Have you ever cried during sex?
  56. Would you ever cheat on someone if the sex was bad?
  57. When’s the last time you masturbated about me?
  58. Have you ever wanted to try something with me, but were afraid to ask?
  59. If I asked you to slap me, what would you say?
  60. Have you ever had a massage with a happy ending?
  61. What’s worse, foreplay that lasts forever or no foreplay at all?
  62. Do you think tattoos make girls look more or less sexy?
  63. Have you ever masturbated while on the phone or while texting someone?
  64. Have you ever had a one stand? How many?
  65. Do you like it when I talk dirty?
  66. What’s the sexiest thing a woman has ever done for you?


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