Prostate massage can be pleasurable, or it can be frustrating and humiliating. Here are three types I just love giving!
Prostate Milking
Beg for Mistress Delia
This is something I like to do to my chastity subs. All that teasing and denial leaves their balls so swollen, so blue and aching and they just have to be drained!
Just slide a finger or two inside their hole until you feel that gland and start massaging. Rubbing the perineum externally can be massaged some also, or even some tugging of the balls to potentially help things along. But absolutely no cock stimulation.
This type of milking should result in minimal pleasure, maybe just some relief in those balls. I find afterward, my slaves are very submissive.
Ruined Orgasm Milking
This is much easier to do and can be much quicker. During this milking, not only do I massage your p-spot, I stroke and play with your cock.
Of course, this is a ruined orgasm milking, so just as you get to that point of no return, I’ll stop all stimulation to your dick. Of course, the prostate massage continues so I can milk all fluids out.
Prostate milking itself may be humiliating, but this is frustrating as well!
Pleasurable Massage
Have you been a good slut? Do you want the most intense orgasm of your life? This time, no ruined orgasm.
I’ll stroke that cock and massage that pleasure spot right through a writhing, screaming, mind blowing cum. It is so intense and feels so much better than a normal orgasm!
It is going to produce much more jizz, so I do hope you’re hungry! You will be eating all that cum.
Podcast: Play in new window | Download
Perfect timing on this post Ms Delia — I just did a prostate milking this morning and I have to say …. that is so fucking HOT (for me and for that sissy). I know some people get nervous about anything “back door” but everyone should at least try this … most find they love it!
Oh Ms. Delia! I love how you explain and describe the humiliation, frustration, and delights of anal prostate massage. I personally love how anal play makes a man cum so much harder and more than ever, which of course makes a man crave it more and more. Once he’s hooked, though, we Mistresses switch to the ruined orgasm or the simple prostate milking to keep ourselves fascinated and to keep our subby nice and submissive!
Dear Mistress Delia,
About 5 years ago, one of my in-person mistresses performed a prostate milking on me. I discussed it with her beforehand, because I wanted to try this as an experimental procedure after many months of orgasm denial.
The session involved whipping, caning, spanking, and CBT. After some CBT, my testicles were feeling a bit sore, and I was losing my erection. She had me kneel and directed my cock over a cup. As she conducted the prostate massage, I was able to relax. For about 30 minutes, I was dripping cum into that cup. It felt as if I was peeing; however, it was thick creamy cum that was coming out of my soft cock. By the time I was completely empty of cum, there was a very huge load (about 25 ml.), which I eagerly drank up. I found it quite amazing how much semen builds up, when one is practicing orgasm denial and semen retention.
This was the only time, when I had a prostate massage. Would I have it again? Maybe! Nevertheless, it was an interesting experience!
Thank you for this post about prostate massage and stimulation!
I am glad this let you relive what I read to be a truly intense session, cum filled balls!
I do hope you experience the pleasure of prostate massage again!
Ms. Delia