100+ Dirty Questions to Ask Your Boyfriend

Curious about what your man likes? Too shy to think of questions yourself? Try these questions on for size!

Here is our list of 100 dirty questions to ask your boyfriend, whether you have been serious in the bedroom yet or are taking steps in that direction! These will give you an inside look into what makes him tick!

Get ready to learn all about how your man thinks with these fun and interesting questions!

Flirty Questions

Get him thinking (and hot) about you!

  1. What is your favorite part of my body?
  2. You decide to give me a full body massage, where do you start?
  3. What do you prefer: Boy shorts or stringy things?
  4. Black lace or white t-shirt?
  5. Would you rather see me in lingerie or nothing at all?
  6. What is one thing that I wear that you find completely irresistible?
  7. Have you ever just wanted to tear my clothes off?
  8. Can you give me a good example of your dirty talk?
  9. I ask you to dress me for our date night, which outfit of mine would you pick?
  10. I catch you staring at me. What part of me were you looking at?
  11. If you could see me wear anything, what would it be?
  12. Do you get jealous when other guys check me out?
  13. What is your favorite thing I do to you in bed?
  14. Do you like when I make the first move?
  15. When you first met me, was it love at first sight?
  16. If you can describe my body with three words, how would you describe it?
  17. Do you like me being possessive over you?
  18. Do you prefer long hair or short hair?
  19. Tight jeans or flirty skirt?
  20. When do I look the most beautiful to you?
  21. I come home from work stressed. How would you help me relax?
  22. Have you ever bragged to your friends about me?
  23. Will you make me breakfast in bed?

Sexy Questions

Learn more about what he likes in bed and about his sexual past.

  1. What is your favorite place to be massaged?
  2. What is your biggest turn on?
  3. What is your biggest turn off?
  4. Do you own any toys?
  5. Have you ever been inside a gentlemen's club?
  6. How old were you when you lost it?
  7. What's the weirdest place you've ever done it?
  8. If you were looking at movies online, what do you look for?
  9. Do you like your hair pulled?
  10. Do you prefer top or bottom?
  11. Have you ever done it in the backseat?
  12. Have you ever done it in a movie theater?
  13. How would you describe your package?
  14. Have you ever been caught going solo? By who?
  15. Have you ever had a one night stand?
  16. Do you like when I talk dirty to you?
  17. Have you ever taken naked pictures of yourself?
  18. Do you like when I send you dirty pictures?
  19. Big bottom or big bust?
  20. Do you like making out?
  21. Do you sleep in the buff or in boxers?
  22. What do you find most attractive in a girl?
  23. What kind of music do you like to play in the bedroom, if any?
  24. Do you like experimenting with different positions?
  25. What is your favorite position?
  26. What is the craziest thing you have ever done?
  27. Do you have a name for your package?
  28. If not, what would you name it?
  29. Do you prefer having some fun in the morning or at night?
  30. Does being sneaky give you a thrill?
  31. Have you ever gone skinny dipping?
  32. Did you ever have a crush on a teacher?
  33. Have you ever had a dream about me?
  34. How often do guys really think about doing it?
  35. Would you say you’ve been on Santa’s naughty or nice list most?
  36. If your love-making can be described by a weather event or a natural disaster, what would it be?
  37. What do you do when you’re watching a movie with your parents and a certain type of scene comes on?
  38. Did your parents ever give you the “birds and the bees” talk?
  39. What object did your adult-ed teacher use to demonstrate how to put on protection?
  40. Is laughing in the bedroom okay with you or do you prefer keeping things serious?
  41. Would you consider yourself romantic?
  42. What's your ideal date night?
  43. What attempts did you make to woo me? Which ones worked?
  44. How many ex's numbers are still in your phone?
  45. How many single girls' numbers are in your phone?
  46. Under the sheets, are you Iron Man, The Hulk, Thor, or Captain America?
  47. What do you think of open relationships?
  48. How old were you when you had for first kiss?
  49. How many girlfriends have you had?
  50. Has anyone accidentally seen you naked?
  51. Do you like it with the lights on or off?
  52. Do you ever fantasize about me?
  53. How did you find out about what you like in bed?
  54. When you're on top what's your favorite position?
  55. Which body part are you most proud of?
  56. Do you like cuddling?
  57. Do you ever have naughty dreams?
  58. When we wake up in the morning, what is the first thought that comes to mind when you look at me?
  59. What is your opinion of hickies?
  60. How many rounds do you think you could go? What about on our wedding night?
  61. What are you best at in bed?
  62. What's the longest you've gone without doing it?
  63. What's the most number of times you've done it in a row?
  64. Before we started dating, did you ever fantasize about me?
  65. What's something new you'd like to try in bed?
  66. What's the hottest thing you've done to someone else?
  67. What was your first "adult" experience?
  68. Do you like going down on me?
  69. Have you ever done it outside?
  70. Have you ever cheated or been cheated on?
  71. Do you like watching me touch myself?
  72. How often do you like to be intimate?
  73. What's the best bedroom experience that you've ever had?
  74. Where is the most public place that you've touched yourself?
  75. What do you think about dirty talk over the phone or Facetime?
  76. Have you ever been attracted to someone of the same sex?
  77. Is there anything you're afraid of in the bedroom?

Fun Dirty Questions to Text Him

  1. Do you want to know what I’m wearing?
  2. How fast can you get here?
  3. What's your favorite thing to do to me?
  4. Do you like playing rough?
  5. Do you like being loud?
  6. Favorite position with me on top?
  7. Do you ever have dreams about me?
  8. How do you want me to touch you? Describe it.
  9. When was the last time you went solo?
  10. What part of your body do you most like it when I touch?
  11. What's your favorite song to get busy to?
  12. What color underwear do you like the most on me?
  13. Do you like it when I go down on you?

Talk Dirty to Me

Not only does asking him these questions get him going, but his responses might make you feel all hot and bothered, too!

Talking can be some of the best flirting in a relationship and is nice because you can get away with it in public without others knowing!

If you’re apart from each other or have ears turned your way, you can always send some flirty texts to get each other going with these fun questions!

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