“This Gentle Milking Session Taught Me A Valuable Lesson”

Day 9 and I am ready for another milking session. I donned my swimmer’s jock for support and lubed-up. My rectum was very empty and I was eager to start this session. I waited about 10 minutes before doing any contractions. After the waiting period, normally I would wait for some auto-contractions to start. But this time, I just started doing some strong-and-hold contractions, maybe about a minute long or so. As I continued to do this, I felt my cock starting to grow and the jock pouch was putting too much pressure on it. So I removed the pouch and just observed the change in my package. Now with male chastity, any kind of release is bound to be extremely exciting and this was no exception. When looking at the tip for discharge (which there was) I felt inclined to touch and carress it just a little bit. But that seemed to trigger an immediate short-circuit from my prostate to my cock and I quickly stopped doing it. Because I knew if I continued this much longer, I would be headed on the wrong path—the one that leads to the PONR and an ejaculation. When I stopped, I felt and saw my cock start to shrink down in size and it was effectively removed from the prostate pleasure.

Almost there, does this mean I need a shorter toy?

I started my Aneros adventure a little over 6 months ago and my first toy was the progasm. I was advised against it because of its size for beginners, but I had taken larger things up there before so I thought it was the right fit and I could just bypass the *beginner* sized toys.

However last night I had one of my best sessions yet. I felt like I lost full control of all my muscles (no crazy spasms though) and my anus was just automatically thrusting my Aneros for me and I was breathing heavily and uncontrollably. It felt like my Prostate was completely ‘defined’ and it was the only thing I could feel. However, amongst this pleasure, my Aneros just slipped out.

I can only assume that all this intense pleasure was only because my Aneros had worked it’s way out and was only half inserted during the pleasure. This finally convinced me that maybe I should get a shorter toy if my progasm actually isn’t hitting my prostate perfectly. I was thinking going for the classic helix? Thoughts and suggestions? Thanks guys!

Foreplay, April 29, 2017 session : E = m^2 : Aless!

Hi guys,

The extended foreplay described in my last blog entry about the delights of my “dressed” cock and nipple diddling primed me for a most enjoyable session earlier this afternoon. I used in succession today MGX, Maximus, and Progasm Classic. I must say that my hip replacement surgery a few months ago has accentuated the erotic sensations of my Aneros models like those described above. Both Maximus and Progasm Classic affected me more directly now than they have before my fluke fall sustained on January 6 evening.

The three models have reawakened erotic pleasures which I forgot awhile ago. Right now as I write this I am enjoying Aless. Also nipple stimulation engendered by diddling is closely allied with my prostate, anal musculature, and even with my cock! Take care.

First post-op Aneros session!

The Aneros progasm ice for quite some time have in my possession and I spent a lot of time to achieve a good result. But since a few months and my prostate body reacts pretty harsh on the sessions and gives me everything what I expected. My entire body responds pretty harsh in a session on progasm ice and come regularly during the sessions to a dry orgasm. Am now very satisfied and happy with my progasm ice and enjoy plenty of.

This Prostate Milking Session Felt So “Normal” From Start To Finish

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.

Hands free Orgasm

I’ve used many prostate massagers in the past. Some have came close to me having a hands free cum experience. What do you guys recommends for a hands free ejaculation?

Thanks,

“Playtime In Chastity – I Must Have Been A Very Good Boy”

I finally got some cuddle-time with my wife last night. Not long, but long enough. She will be out of state this weekend so I will be all alone in the house (with our golden retriever). Yesterday, I researched the effects of sleeping nude on the possibility of a wet dream. So, upon retiring, I removed everything and settled-in for a relaxing night. It really is relaxing…..I awoke about 6 hours later with an arousing erection, squirming around on the bed and it felt really good. (But the sheets were dry – no wet dream for me yet!)

I decided to do a prostate stim session with the HIH 950. This one lasted about 1 hour and, as always, was gentle and amazingly sensual. I am wearing my swimmer’s jock for support, although I think my cock was flaccid most of the time. What I distinctly remember about this session were the auto-contractions which seemed to be non-stop. When this session was over, I felt the inside of my jock and it was wet! when I went to remove it, I was surprised to find that the massager had moved outward about 1/2″.

I transitioned to the sofa where I found a couple of good relaxing tracks on YouTube. Then, I was “treated” to a special binaural track: “Hands Free Orgasm 5: Multiple Ejaculation and Sexual Climax (ASMR and Binaural). Holy shit! This one worked entirely hands-free! It took about 30 minutes but towards the end, I could not stop it. I had a couple of tissues in place to catch the cum. And when I came, it felt amazing! I am relaxed, less horny and ready to explore the upcoming weekend!

Helix vs MGX Classic my experience…

I tried my new helix classic yesterday for the first time. I must say it was a huge improvement over my previous experiences with the MGX. While I had some pleasurable sessions, I suspect the MGX was a tad too long and was missing my prostate all together or at least the majority of the time.

With the Helix, within 15 minutes I started experiencing P waves (these only came in passing and were few and far between with the MGX). It’s seemed to have more freedom of movement and I could really feel it moving around. This was the first time I had p waves in succession and the first time that pattern repeated during my session.

I left it in for a long time last night (4hrs or so). While I had a pretty good session Monday with the MGX (and maybe my most productive to date), I think the helix really “awoke” my prostate. Even after removing it and going to sleep, it tingled for hours afterwards. And I’m still getting some residual tingly feelings there this morning.

I really enjoyed the sensations with the helix. I don’t have an agenda for my sessions, but just to lay back and enjoy. The p waves alone were quite pleasurable. The stronger ones seemed to radiate up my body which was great. Maybe I get to a Super O or maybe I don’t, I’m just enjoying the pleasurable sensations I’m getting.

“Playtime In Chastity”

I was awakened very early while in my jockstrap and cup. I had a hard, arousing erection and I knew it wouldn’t go down anytime soon. I am involved in another “living fantasy”. In this one, my “keyholder” will allow me to trade-off my hard cup for a regular jockstrap. The only catch is that I must receive a prostate milking (since I am now in Day 7 of SR). I agree and put-on the jockstrap.

The next thing I know is that I have received the HIH 950 prostate massager and it goes to work in about 10 minutes. {I know it is just a massager but it looks and feels like a lubricated finger of my keyholder}. I am tossing and squirming on the bed, trying to find a position that isn’t too stimulating. I can’t find one! I lay on my back with my knees bent up in the air. I am starting to pulse my hips as my prostate continues to give me immense pleasurable sensations. At some point, I am performing very rapid but light contractions and feel my cock get hard and then soft. I lost track of the time……

After about 50 minutes, I knew that the “milking” was over and my keyholder removed her finger very gently. I then had a choice: I could either put on my chastity cup again or put on my chastity cage (the CB-6000S). I chose the cup. After that, while still in the fantasy, she wanted me to watch some porn videos of guys getting cock massaged until they cum. Oooh! If only that could have been be my cock! I can’t even touch mine!