I am in Day 6 of SR and felt like I was in need of a milking session. I had just listened to an hour-long track while chilling-out on the sofa. I felt ready for the milking session. I switched from my hard chastity cup to a regular swimmer’s jock.
Everything felt so “right” with this session. I lubed-up generously and before I knew it, I am laying on my side in a “do-nothing” mode for about 10 minutes. But then, I began to experience a warm “glow” from my abdomen (probably my prostate). About the same time, I began to experience unmistakable and uncontrollable powerful anal contractions. These continued for the duration of the session. I tried to re-position myself from my right side to my left side, but to no avail. The “glow” became stronger, I felt an erection building, and before I knew it, I had begun to shake my arms and especially my fingers. All the while, I knew that my prostate was being milked because I felt a wetness through the jock. Toward the end of this session, which still felt incredibly “normal” and unforced, I again experienced an erection and pulled the jock pouch away from my cock which now was throbbing and a darker color than normal. I honestly felt that I could ejaculate without much stimulation. It was at this point, I believe, that I did the 30 strong contractions that HIH recommends for good prostate health. This also felt so right and I continued to leak fluid. When this session was over, I sensed that I needed to go back in my hard chastity cup or I would risk an unintended ejaculation.
Like I said from the beginning, everything about this session felt right. Nothing was forced, nothing felt out of place. After milking, I feel a relieved, reduced sense of sexual urgency that is common while in male chastity.
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Source: https://www.aneros.com/blogs/this-prostate-milking-session-felt-so-normal-from-start-to-finish/