Permission to masturbate

Yesterday Ms Lee surprised me by giving me permission to masturbate. I have been in chastity for nearly two months while faithfully abiding by her no touching rule, so I was quite excited as I read her message:

When you get this email, at first opportunity today, and today only, remove all chains. Plug up. Remove sleeve. Masturbate & edge, then back off. Keep edging & backing off (no ejaculation at all) for 20 minutes. When done, you may use the plug to try and cum, but use the plug and the plug only. You may touch the plug, but can no longer touch your penis. When done, put the sleeve & chains back on.

Needless to say, I did exactly as Ms Lee expected, even though it was incredibly frustrating. When I was finished I immediately sent her a report on my experience:

I am on my knees right now thanking you for providing me an opportunity to masturbate, even though I was not allowed to release while touching myself. After 57 days in extended chastity, and abiding by your no touching rule, it was deliciously frustrating to be allowed to edge, but not to ejaculate.

I was out when I received your email and my penis strained against my chastity sleeve like crazy as I anticipated how awesome it would be to actually touch myself in a sexual manner. When I finally got home and had some privacy I quickly removed my chains, inserted my plug and removed my sleeve. As I took hold of my penis and began to stroke it I began to understand just how torturous it would be to edge for 20 minutes while ejaculation was prohibited. In less than a minute I had to stop stroking for fear that I might release my huge load of build up cum already. My penis twitched and shook from the intense teasing as I struggled to control myself. I desperately wanted to grab hold of my penis and masturbate like a mad man, but I was determined that I would not disappoint you by allowing an unauthorized release.

I probably wasted at lease a minute waiting for my deprived penis to calm down enough so that I dared to begin stroking again. Once again I had to stop well before another minute was up as I felt my unruly penis begin to twitch again. I was tortured by the realization that I was spending much more time desperately fighting for control than I was enjoying my brief opportunity to enjoy touching myself. I tried slowly rubbing my shaft, but within seconds I was masturbating furiously again, almost losing control as I reluctantly released my penis and watched it twitch once more.

I continued this frustrating cycle, alternating between very brief periods of delirious sexual enjoyment separated by much longer periods of desperately fighting to control my pigmale desire to release explosively. As I glanced at the clock I realized that I had already squandered well over half the time you had generously allowed me to play with myself and had only managed a few minutes of actual masturbation. Perversely this only caused me to stroke more furiously, quickly reaching the point where my twitching penis forced me to stop again.

All too soon I reached the final minute of my masturbation allowance and I desperately tried to control myself so I could enjoy it. Unfortunately I almost immediately began twitching again and reluctantly had to stop once again. I almost cried as I saw the clock reach the twenty minute mark, realizing that I was no longer allowed to touch myself.

The next portion of your generosity was even more frustrating as I tried to milk myself with my huge Worship plug. I desperately wanted to stroke myself as I did so, but my no touching training effectively prevented me from doing so. I was being driven insane as I gyrated like crazy, but was unable to produce. Soon I was ramming the plug into my rear, imagining you taking me with your strap on. I kept up in this manner for quite a while and finally collapsed in exhaustion, realizing that the plug alone was not enough to get me off.

I then removed the plug, cleaned myself up and put the sleeve & chains back on. That nasty fifth chain bit viciously as it eliminated the last of my erection and returned my poor penis to extended chastity.

It is so much harder to resist the urge to touch myself now that I have been reminded how pleasurable it is to masturbate. I am almost glad that the fifth chain is back in place, firmly enforcing your no touching rule.

Once again I am back on my knees thanking you for this opportunity. I hope it pleases you that I remain in faithful chastity for your pleasure.

A couple of hours later I realized that my deprived penis had released a small bit of cum. It was nothing like a full milking or ruined orgasm, it was more like a pathetic leakage that did nothing but frustrate me even more.

The eradication of erections

It has been a week since I was informed by Ms Lee that she expected me to resume wearing the viciously tight fifth chastity chain on my sleeve. I am beginning to think that the one week reprieve she granted me was a rare exception, a kindness granted on her whim, and not something I should expect again in the near future. I think I had better get used to enduring the daily struggle of enduring the nasty bite of that chain every time my frustrated penis makes even the slightest attempt to enjoy an erection.

I am now beginning my eighth week of severe chastity for the pleasure of Ms Lee and my penis is incredibly desperate for release. Whenever I have been in extended chastity in the past, my penis has frequently strained against my chastity sleeve, bulging out between the chains. This would make me extremely desperate for sexual stimulation and tempt me very badly to touch myself in violation of Ms Lee’s no touching rule.

Things are very different now that the fifth chain is enforcing Ms Lee’s expectations. Whenever my penis makes a futile effort to become erect the nasty fifth chains digs in deeply, preventing even the slightest attempt at getting hard. If my unruly penis continues to strain against the sleeve the fifth chain digs in even deeper, inflicting a very nasty bite and reminding me that Ms Lee expects me to remain in obedient chastity. Before long my penis learns its lesson and gives up the attempt to enjoy an erection. My penis’s continuous, rampant straining against the sleeve has become is a thing of the past.

In a perverse way I used to enjoy the feeling of my penis straining against the sleeve, at least experiencing a partial erection. While enjoyable, I would be incredibly frustrated and distracted by my pigmale desire for a release. Now the fifth chain has eliminated the possibility of enjoying even a partial erection and my frustration continues unabated.  I realize one reason why it probably pleases Ms Lee to have me properly restrained by the fifth chain is that I am no longer distracted by my penis straining against the sleeve. Instead I feel it feebly throbbing in humble submission to her and I focus on thoughts of devotion to her pleasure. While I no longer experience any pleasure from partial erections I am hopeful that the suffering inflicted by my fifth chain somehow pleases Ms Lee, demonstrating my faithful obedience.