1. What does it feel like when you orgasm?
2. What do you need to happen for your orgasm to be absolutely mind-blowing?
3. What’s one thing that’s made you feel unexpectedly good in bed?
4. What’s one thing that you hesitated to try during sex but ended up loving?
5. Are you a screamer? A moaner?
6. How did you learn to masturbate, and how old were you when you first succeeded?
7. What’s your favorite method for getting yourself off?
8. What types of props have you used during sex?
9. What’s your favorite kind of foreplay?
10. Have you ever repurposed a regular household item as a sex toy? If so, which one(s)?
11. If you had to choose, would you be a dominatrix or a submissive?
12. What’s the nastiest thing you’ve ever said to get someone off?
13. What’s the dirtiest thing you’ve ever sexted someone?
14. Do you like taking naked photos of yourself?
15. What’s your personal record for the number of times you’ve had sex in one night?
16. What’s the most daring place you’ve done it in public?
17. What sexual position makes you feel most like yourself?
18. In what position to you orgasm most reliably?
19. What’s your favorite way to get a man off?
20. What’s your favorite blowjob technique?
21. What makes you wet without fail?
22. What’s your favorite strategy for getting him to cum asap?
23. How many different ways have you orgasmed?
24. What, if anything, makes you feel vulnerable when you’re naked with someone?
25. What makes you feel comfortable when you’re naked someone?
26. What’s your favorite part of a man’s body?
27. What’s your favorite part of your own body?
28. What’s the dirtiest dream you’ve ever had?
29. Have you ever made an erotic fantasy come true?
30. If you had one day left to live, how would you want it?
31. Who’s the one person in this world you wish you could fuck?
32. What’s the dirtiest thought you’ve ever had?
33. What’s the sexiest compliment you’ve ever gotten?
34. What’s the sexiest compliment you’ve ever given?
35. How do you like your pussy to be licked?
36. Do you like it rough or gentle?
37. What’s the most sexually daring thing you’ve ever done?
38. What’s the naughtiest thing you’ve ever asked someone to do to you?
39. How would you describe the taste of your own vagina?
40. What does your ideal penis look like?
41. How seriously do you take your sex life?
42. What turns you on the most about the opposite sex?
43. What is your hottest sexual memory?
44. What’s your biggest sexual fear?
45. If you could take on any fictional character’s personality in bed, who would you be?
46. What’s your favorite sex toy to play with?
47. Have you ever had sex with two different people in one night?
48. How good are you at faking an orgasm? Show me…
49. How many different people have you had great sex with?
50. What’s the one sex act you want to try before you die?
Looking for more questions? Read 250+ Questions To Ask A Girl If You Want To Know Who She REALLY Is.