Oh my strokers, I must tell you a few of you are now familiar with the words “accident” and “failure”. Some of you did not follow the stroking and teasing instructions given on Saturday! Go back and recheck that post so you can refresh yourselves on what Mistress wants. I no longer want to see a submissive, humiliated email telling me something like, “I was edging last night and I went too far and had an orgasm.” Really? How disappointing! To the few who have gone too far, you will still follow the challenges and keep me apprised of your progress! Just because you messed up and had an orgasm does not mean you get to quit! Remember, your cock and balls are mine until New Year’s Day, remember? I know you all want to please Mistress and do well with this challenge, so continue with renewed efforts and ache for me!
Prostate Massage
Moving forward, we will be doing some milking soon to get rid of just a bit of that achy semen build up and also deprive you of the pleasurable feelings of a full orgasm. I know some out there cannot do an internal prostate massage, so this week I want you all to practice an external prostate massage which you will learn this week and use for all other weeks if you can’t do an internal prostate massage. I love teaching new tricks!
How to Massage the Prostate Externally
There are a couple of ways, but the easiest is for you to lie on your back, and bring his knees up. Next, you will place the soles of his feet together as best as you can. If you can’t, just move your knees apart so they are more perpendicular to your body. This position exposes the perineum or taint. It may be difficult, but do your best to please your Mistress! I want you to move your finger along your perineum until you feel a change in the muscles. It may feel like the direction of muscles change. When you find that, you will feel for a firm lump about the size of a walnut. Using your index and middle fingers, gently rub and press this area while moving your fingers in a small circle This will soon produce pleasurable feelings, and will help prostate fluid that has built up to drain from your cock. You will not orgasm, but will drip or leak. While arousing, this will not be even close to an orgasm.
How long do I Do This?
I want my challengers, and that includes everyone who signed up to practice this daily this week. Times will vary, but I estimate about 15 minutes to a half hour for sufficient leaking. Now, if you do not leak or drip after a full 30 minutes, you will stop. As long as you felt some pleasurable feelings, you will have accomplished what I wanted; moving around that prostate fluid. Practice daily in the bathroom on your back if you have to, and remember you will use this for milking very soon!
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Hello, Mistress Delia,
I enjoy the feelings of a good prostate massage or milking and I have looked for ways to do it externally. Thank you for the clear instructions and steps so I can. Thank you,
russel
Ms. Delia your external prostate massage instructions are perfect! The vision of our boys reading carefully then putting into practice your milking instructions is too delicious! They are just glad for the opportunity to touch themselves!
Thank you, Ms. Delia
I am not doing your challenge, but my wife and I have been doing prostate masage together. She likes me to massage my prostate but I often have trouble inserting big sex toys. I enjoyed this post because it gave me a way to do a prostate masage without feeling discomfort.
Alex
Hi Alex:
I think it is wonderful that you and your wife play and explore sexually together! I think prostate massage is such a sexy thing for a couple to do. I am really glad you tried the external massage. I have heard from many that it is more comfortable! Keep on enjoying anal play!
Mistress Delia
Mistress Layla:
I love teaching our boys new tricks to enhance their sexual fun! External prostate massage is one such way that they can rev up orgasm intensity. I love a good milking too!
🙂 Mistress Delia