A Recurring Fantasy

I am currently beginning my third month in chastity for the pleasure of Ms Lee. My record is over three months so it is quite possible that my chastity will continue for a considerable time yet. I have never mentioned this to Ms Lee, but when I reach these extended times in chastity I begin to dwell on a recurring fantasy that I believe is related to the frustration I am experiencing due to knowing that Ms Lee could very well keep me in chastity for a lengthy and unknown period of time.

This fantasy found its origins in my curiosity about just how long Ms Lee might eventually expect me to remain in chastity for her. When we first began experimenting with me being in chastity the periods were rather short, just a few weeks or so. Over time the length of my chastity periods grew steadily, eventually exceeding an entire month. At that point I has thought she had achieved her objective and would be satisfied with me enduring an entire lunar cycle (or a woman’s cycle?) before I was allowed to enjoy a pigmale’s release.

Of course I was wrong. Ms Lee continued to up the ante and soon had me reach the impressive milestone of 40 days in chastity. However, while I was impressed with 40 days of chastity Ms Lee did not seem to be impressed in the least. She continued to increase the length of my chastity periods until I reached the unbelievable goal of 2 entire months in chastity for her pleasure. Even that did not seem to satisfy her and next I reached an entire quarter of a year, three months of unrelenting chastity! Once again this did not seem to quench Ms Lee’s thirst for seeing me endure strict and frustrating chastity sessions of ever longer periods and she continues to push me to endure longer and more challenging periods of chastity for her pleasure.

As my periods of chastity grew longer Ms Lee began having me attempt to achieve a release by anal stimulation alone. I have experimented quite a bit with anal play as I attempted to meet her expectation that I achieve a release without the use of my pigmale penis. At times I have come close, but I have not yet accomplished this for her. I know it will happen one day, particularly as I become so mindlessly desperate for release after months in chastity.

As I contemplated the likely reality that one day I will be capable of releasing without the use of my penis I began to wonder what Ms Lee’s intentions would be at that point. Would she see any point in ever allowing me a release with penile stimulation again? I suspected that she would occasionally allow this just so she could keep me off balance, never knowing when I might be allowed to play with her property. I also suspected that those opportunities would become more and more rare, as I know it would please her much more to have me only experience ‘hands off’ releases as a result of anal stimulation.

But what if she decided to cut me off permanently from penile stimulation? With the plethora of chastity devices available I have no doubt that one could be found that could be worn indefinitely. I have heard of some chastity devices that are attached via piercings in the penis and I have read stories where these piercings have been made permanent. Would Ms Lee ever subject me to such a fate? I’m not sure, but I have to admit that when my chastity periods begin to be counted in months I find myself fantasizing about this possibility.

I was hesitant to post this because I know that Ms Lee does not pander to my fantasies. I always have to remember that our unique relationship is based solely on her pleasure and my sacrifices towards that end. However, she has also made it clear that I should always let her know what I am thinking about and feeling so I thought it was important to express my thoughts about this. I doubt that she will reveal her eventual plans for me and I suppose that only time will tell. In the meantime I need to cease obsessing about this possibility and stay focused on what is important, the pleasure of Ms Lee.

 

 

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