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A proper prostate Milking ( while in Chastity )

1. Insert Large Butt Plug to apply pressure on the prostate.

2. With subject laying on their back and legs spread open place Vibrator behind subjects penis.

3. Apply pressure with Vibrator rolling from penis to anus in a circular motion.

4. The subject will begin to feel their orgasm build just as if you were edging them.

5. In about 5 - 6 minutes the subject’s cum will begin to Ooze out of his chastity cage. Keep rolling until cum stops oozing. With all the cum drained out, the subject will still be extremely horny and sensitive. Even though the subject has been completely drained of cum they will still feel as if they are on the edge of an orgasm that will never come.

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Hardmasterfist is not a slave! Hardmasterfist dose not need a mistress. Hardmasterfist trains Beta boys to embrace theirs true Sissy Selfs. Helping them to release their inhibitions and become the perfect Sissy.

Somebody please help

1. What was your first time having sex like?

2. Are you into BDSM?

3. Do you watch porn, and if so what kind?

4. What’s the weirdest porn you’ve watched?

5. Have you ever watched porn with another person?

6. Do you prefer professional or amateur porn?

7. Add a link to your favorite porn video.

8. What was your first experience with masturbation like?

9. How often do you masturbate?

10. What’s your favorite way to masturbate?

11. Have you ever had shower sex?

12. Have you ever had period sex?

13. Have you ever had sex in someone else’s bed that didn’t belong to anyone involved? (Not including shared spaces like hotels, Airbnb, etc.)

14. Have you ever had sex in a public place?

15. What’s the weirdest place you’ve had sex?

16. What’s your most embarrassing sex story?

17. Have you ever been caught masturbating or having sex?

18. Do you have any sex toys?

19. What is your favorite sex toy?

20. Are there any sex toys that you really want to try?

21. Have you ever tried anal, and if so do you enjoy it?

22. Have you ever used a sex swing?

23. Have you ever had sex standing up?

24. Have you ever recorded yourself having sex or masturbating?

25. Have you ever taken a nude and sent it to someone?

26. Write out a real or made up sexting conversation. (At least 4 lines)

27. What was your first time giving oral like?

28. What was your first time receiving oral like?

29. Do you like giving oral?

30. Do you like receiving oral?

31. Do you prefer clitoral stimulation, penetration, or both?

32. Do you enjoy penetration?

33. Have you ever masturbated in front of another person?

34. Have you ever masturbated with another person?

35. Have you ever masturbated in a public place?

36. Do you enjoy voyeurism? (Being watched or watching other people)

37. Does cross-dressing turn you on?

38. Do you have any kinks that you’re embarrassed about?

39. Have you ever had a sex dream or wet dream? If so, pick one and describe in detail what it was about.

40. Have you ever cheated? If so, do you regret it?

41. Are you into cuckolding?

42. How many orgasms do you typically have in one session?

43. Do you enjoy edging?

44. Have you ever had a ruined orgasm? Was it intentional?

45. What’s the longest you’ve gone without an orgasm?

46. When was the last time you masturbated? Describe what you did in detail.

47. Have you ever gotten injured during sex? If so, what happened?

48. Have you ever contracted any STIs?

49. Have you ever had unprotected sex and accidentally gotten pregnant?

50. Do you prefer to have sex in the morning, afternoon, or night?

51. Have you ever woken up in the middle of the night to have sex or masturbate?

52. How often do you wake up horny?

53. Have you ever had sex with a complete stranger without knowing anything about them?

54. Have you ever done anything sexual while driving?

55. What is your favorite thing about quickies?

56. Have you ever had a sex dream about someone unexpected and freaked out about it? If so, who was it?

57. Have you ever fantasized about having sex with one of your teachers?

58. Do you usually have sex with your eyes open or closed?

59. Have you ever had a threesome? Do you want to?

60. Have you ever had group sex? Do you want to?

61. Have you ever masturbated with a group of people?

62. Do you enjoy dirty talk? If so, give an example of something you would say or would want to hear.

63. Have you ever given a blow job to someone who was wearing a toy?

64. Have you ever had someone give you a blow job while wearing a toy?

65. If you had to choose, would you rather be a dom or a sub?

66. Have you ever done anything sexual with an animal?

67. What is your favorite sex position(s)?

68. What is the weirdest object you’ve masturbated with/humped?

69. What’s the worst place you’ve ever gotten an erection? (Bonus: What’s your most embarrassing story of getting an erection?)

70. Have you ever been so wet that you soaked through your clothes?

71. Do you get really wet, an average amount, or not wet enough?

72. Have you ever had trouble getting it up?

73. Have you ever squirted or made someone squirt?

74. What’s the naughtiest fantasy you’ve ever had about a stranger?

75. Have you ever been so horny in an inappropriate place that you’ve had to excuse yourself?

76. How many fingers do you prefer inside you?

77. Are you loud or quiet?

78. Do you like it rough or gentle?

79. Do you enjoy being on top or bottom?

80. Have you ever dry humped someone while being fully clothed until you had an orgasm?

81. Have you ever had sex while drunk or high?

82. Do you have a specific playlist for sex?

83. Have you ever role played? If so, tell the story.

84. Have you ever kept going even when you were too sensitive?

85. Would you rather have your hair pulled or be spanked during sex?

86. Would you rather be handcuffed or blindfolded?

87. Would you rather cheat or be cheated on?

88. Would you rather get caught masturbating by your parent/guardian or your crush?

89. Would you rather have an obvious orgasm every time you meet someone new or never have an orgasm again?

90. Have you ever had sex with someone who couldn’t satisfy you?

91. What’s something you’ve always wanted to ask about sex but was too afraid to ask?

92. Describe what you would do sexually if you had different genitals for a day.

93. How many dates do you typically need to go on until you feel ready to have sex with someone?

94. In your opinion, what makes someone good in bed?

95. What’s the most flattering thing someone has said about your naked body?

96. Do genital piercings turn you on?

97. How long was the longest orgasm you’ve ever had?

98. What’s the most sensitive part of your body?

99. Is there anything you won’t do in bed?

100. Ask any question you want!

Here are some tips on becoming a better bottom that the tops you have sex with may not tell you either out of a desire to not offend or because they get a thrill from telling others that we bottoms cannot handle their cock ;-)

SPREAD YOUR KNEES WIDE. The wider the bottom spreads his knees, the easier it will be while in doggy style. YES! If this is the first position he puts you in, use this trick to get used to his cock. 

ARCH YOUR BACK. This will not only look sexier to him, but also make deep penetration easier and less painful.

PUSH YOUR ASS OUT. This shows the top you crave his cock in your ass. Once he is in, you can push back to the rhythm of his thrusts.

PLACE YOUR CHEST SQUARELY ON THE BED. There is a reason a top pushes your head in the pillow or the sheets. This helps arch your back and push your ass out. It’s visually stimulating, because the focus is now completely on the ass you have presented to the top. The symbolic submission is also a big turn-on to a dominant top.

RELAX YOUR ANAL SPHINCTER. Having adopted the position described in steps 1-4, you should now focus your mind on relaxing your anal sphincter. It may help to remember how you take a dump, because the muscular relaxation is identical. Steps 1-5 should, with practice, enable very deep penetration with little or no pain.

ALLOW DEEP PENETRATION. Once you’ve mastered the previous steps, you may let him spread his own legs wider than yours so he can get more directly above you to pump his cock down and deep, with his balls bouncing off your ass.

REACH FOR HIS BALLS. Many tops find this very arousing, because you are fondling the sacks that produce their sperm, affirming their manhood.

COMMUNICATE. Tell him how much you enjoy having his cock in you. Let him know if you like his scent. Ask him to go slow if you feel pain.

Additional tips may be appropriate to partners who thrive on domination and submission. In all cases, these should be within reason. Both partners must be comfortable with this. Experiment to see what works best.

LET HIM SPANK YOU. A lot of dominant men get turned on by slapping the asses they are fucking, and seeing those asses turn a rosy color.

LET HIM GRAB YOUR HAIR. Another turn-on for many dominant tops.

LET HIM HOLD YOUR NIPPLES OR MAN BOOBS. As he pumps his cock up your ass.

LET HIM CALL YOU NAMES THAT TURN HIM ON IN THE HEAT OF THE FUCK. “Bitch,” “cocksucker,” “fag,” etc. But only when used in a non-derogatory way. This is about breaking taboos (which are charged with emotional intensity) and letting both of you get aroused by embracing your (contrasting) inner natures.

LET HIM CALL YOUR HOLE A “PUSSY” OR “CUNT.” That is, after all, its functional equivalent.