These are the most NSFW asks I have ever seen. Obliterate me.
1. What tends to feel better for you, sex or masturbation?
2. Your 5 favorite spots to be stimulated.
3. Have you ever had your prostate stimulated?
4. Are handjobs boring, or underrated?
5. Do you like having your balls touched?
6. Do you like having your nipples touched?
7. Do you like having your anus touched?
8. Do you like mild roughness (scratching, spanking, hair-pulling, etc.)?
9. Are you into anything under the BDSM umbrella?
10. Do you ever masturbate in the shower?
11. Have you had sex in the shower?
12. Do you sleep partially/fully naked?
13. Are you comfortable being seen partially/fully naked by family or friends (i.e. getting dressed, etc.)?
14. Are you comfortable with partners seeing you nude in non-sexual contexts?
15. Do you have naked pictures/videos of yourself? If yes, have you sent them to anyone? Are they online?
16. How many sexual partners have you had?
17. How often do you masturbate?
18. What position do you typically masturbate in (laying on back, on stomach, sitting up, etc.)?
19. What kind of underwear do you normally wear?
20. How big is your penis?
21. Does your penis curve at all?
22. Are you circumcised or no? Are you happy with it?
23. Are you turned on or off by foreskin, or don't care?
24. What are you more into (or like more about yourself), boobs or butts?
25. Do you find genitals physically attractive, or weird/gross, or not feel strongly either way?
26. Do you like the way your genitals look?
27. Do you like your butt?
28. What do you do with your pubic hair (shave, trim, wax, nothing, etc.)?
29. Do you care/have a preference what partners do with their pubic hair?
30. Do you tuck your penis a certain way (i.e. left or right) when you get dressed?
31. What is the quickest you've ever brought yourself (or been brought) to orgasm?
32. Do you ever "edge" (repeatedly stop and start) when masturbating?
33. What's the longest masturbation session you've had? Longest sex session?
34. Spit or swallow?
35. When you ejaculate, do you more shoot or dribble?
36. Is it hot or gross to get ejaculated on?
37. Have you ever attempted (or succeeded) to give yourself oral?
38. Have you ever given/received a footjob?
39. Have you ever had sex in a public place?
40. Strangest/most unique place you've had sex? How about masturbated?
41. Are you particularly "vocal" when masturbating/having sex?
42. Have you ever been caught masturbating/having sex?
43. Have you had or do you want to have a threesome (or foursome, or more)?
44. Do you own any sex toys?
45. What are your favorite positions?
46. Your most embarrassing sexual experience?
47. Worst place/time you've ever gotten a boner?
48. Have you "sexted" (whether through text messaging or IM chat)?
49. Have you masturbated for or with someone via webcam?
50. Have you have phone sex?