A new experience

Recently I had a very embarrassing experience that resulted in my being subjected to another correction by Ms Lee. It has been over two months since she allowed me a pleasurable release and my deprived penis is especially frustrated after I was recently allowed to masturbate (but did not cum!). Here is my report to Ms Lee concerning this experience:

This morning while I was putting on my chastity sleeve I experienced something I never have before. I had attached the first four chains on my sleeve, but was having a terrible struggle getting my desperate penis to accept the bitterly tight fifth chain. This happens almost every morning because my penis gets very excited from being touched as I am attaching the chains. It desperately attempts to enjoy a full erection, but the chains relentlessly bring it to heel and steadily eradicate the erection. I never touch myself in a sexual manner while attaching the chains, but my penis is so desperate for stimulation that any touching at all excites it very much.

This morning I had a particularly difficult time attempting to attach the fifth chain. Time after time I attempted to connect the chain, but the end of my penis was straining like crazy. In retrospect I suppose I should have distracted myself reading the news or something and just waited for my penis to calm down. Unfortunately, in my determination to attach the fifth chain I suppose I inadvertently provided my penis too much stimulation. I started to feel a strange sensation in my penis and realized that I was about to experience a release. I immediately took my hands away and tried to settle down, but it was too late. A small quantity of cum began to dribble out of the end of my penis and it just kept dribbling in this manner for a while. If my penis were not restrained by the four chains I’m sure I would have just released all at once, but the chains prevented this and only allowed a slow, pathetic dribble. I did eventually produce what appeared to be a full load of cum, but the experience was nothing like a normal release.

I suppose what I expereinced was a ruined orgasm since I had a full release, but experienced no sexual pleasure from it whatsoever. However, unlike any ruined orgasms I had before, I did not attempt to excite myself in any way before the release. I did not play with myself or masturbate, so there was no pleasure before my release. And I certainly did not gain any pleasure from the release since it was forced to dribble out of my firmly retrained penis. In fact, I am quite disappointed since I have now released over two months of built up cum, but accidentally, not as a result of milking myself or being teased.

As you would expect, I licked up the cum I released before I cleaned myself up. I then finished attaching all 5 chains to my chastity sleeve and put today’s panties on. I’m not sure if I should consider this as the start of a new chastity period, or a continuation of my current one since I was not allowed a pleasurable release. Please let me know if I should start the count of my number of days in chastity back at zero.

I was hoping that Ms Lee would be amused by my experience and perhaps be sympathetic to my plight. I do think she was amused as she replied that the good news was a healthy prostate. The bad news however was that I had cum without her permission. She told me to propose a list of ten possible corrections for my failure to control myself from which she would select two. Here is my response with my list:

Omg! I can’t beleive I have earned myself another correction.

I do have to admit that I came without permission, so I accept the fact that I require correction for my transgression. Below is my list of 10 options for you to choose from. Some of the corrections are relatively minor and some are much more severe than I expect you will choose. I wanted to provide you a range of options since I have no idea how severe you expect my correction to be. You never fail to surprise me and I will be breathlessly awaiting your decision.

1) Commit to experiencing no releases at all for at least another month.

2) Commit to experiencing no releases at all for at least two months.

3) Whip my penis until it is bruised and marked, at least as visible as previously, if not more so.

4) Whip my rear with my belt until it is at least as black & blue as last time.

5) Purchase the Gates of Hell CBT Plug for you as my July monthly tribute.

6) Temporarily (for at least a week) shorten the other four chains on my chastity sleeve by one link. This will leave them only about one link longer than the viciously tight fifth chain.

7) Permanently shorten the other four chains on my chastity sleeve by one link.

8) Purchase another pair of extremely feminine panties to replace one of the ones I currently wear.

9) Whip my rear with my belt until it is visibly bleeding (last time I caused a few small bleeding spots, but nothing very serious). I’m not sure I would be able to do this, but I will attempt it if you desire.

10) Commit to experiencing no pleasurable releases for an entire year – nothing but milking or ruined releases to be allowed.

Thank you for taking the time to correct me for my transgression. I am on my knees begging your forgiveness as I send you this list of corrections.

I felt quite relieved that Ms Lee did not select some of the more severe corrections I suggested. The two she chose were:

Option 5 (cbt plug)
Option 6 (temporarily shorten other 4 chains for one week)

I immediately shortened my other four chastity chains as she expected. I was shocked at how incredibly tight this made my chastity sleeve. It feels like my poor penis is constantly being pinched and squashed. At the end of every day it is red, raw and sore with deep marks left by the tightened chastity chains.

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