Administering my punishment

As I read the punishment program that Ms Lee had laid out for me I realized just how badly I had disappointed her. Although I had thought my transgression was only a mild breaking of her rules, it was obvious that she would tolerate no disobedience. She clearly intended to give me a clear, firm reminder of just who was in charge of my sexuality. I really couldn’t imagine how I could possibly endure everything she expected, but I knew that there was no alternative. I am completely devoted to Ms Lee and could never consider failing to meet her expectations. I immediately responded with my submission to her will:

I am on my knees apologizing again as I type this response. Of course I submit to your wishes and will obediently do as you expect. I was concerned that you would punish me for my transgression, but I never expected your punishment would be so severe. Nevertheless, I will carry out everything as you specified.

I decided it would be most appropriate if I began my punishment by dealing with the member that had caused the issue. I had marked my penis once before for Ms Lee and remembered how difficult it was to do so and this time was no different. I used the same belt and proceeded to whip my pitiful penis until it began to turn red. Like before, it was a long, painful process to get to the point where visible marks began to appear, but I knew Ms Lee would not be satisfied until my penis was properly punished. It took about a half hour of agonizing torment before I was able to inflict a sufficient level of damage. My penis was throbbing in pain, but I was hopeful that Ms Lee would approve.

Before taking photos to demonstrate to Ms Lee that my penis was marked as she expected I shaved and trimmed it and the surrounding area to make sure that my appearance would be pleasing to her. I had made the mistake of not doing so the previous time I had marked my penis for her and was shocked when she told me to trim myself properly and then whip my penis AGAIN before resubmitting new photos. I certainly did not want to repeat that mistake so I was well trimmed and shaved as I sent Ms Lee the photos of my properly punished penis:

The attached photo shows how I have marked my penis for you. I will take more photos in the morning when I have more time. I will also mark my rear for you in the morning, it took a while to get my penis marked well enough. Like the last time I did this for you, I was in so much pain that my knees were shaking by the time I was finished. My penis stings quite badly right now, but I certainly have a firm reminder that I need to always obey you and be a good boy.

In the morning I received an acknowledgement from Ms Lee, approving of the markings on my penis. I then proceeded with the next phase of my correction by marking my rear. I have previously done this for Ms Lee, but I had never been able to reach the point where it was black and blue as she expected this time. As my next message to her indicated, I knew that my initial attempt at punishing my rear was unsatisfactory:

I am so relieved that you are satisfied with my penis markings. It stings so badly that I don’t think I could bear to strike it again. I have attached another photo of it showing how the markings are deepening.

I spent at least an hour altogether this morning beating my rear with my belt, but even though my knees are shaking again from the pain I know I have not achieved the color you expect my rear to become. It is getting red right now, with the belt markings showing, but I haven’t been able to hit myself hard enough yet to get it black & blue.

I will continue punishing my rear until you are satisfied with the color. I may not be able to do this again until tomorrow morning however. In the meantime I just wanted to send you the attached photos so you could see how my rear looks so far.

I have mailed another tribute to you and of course I will send another in about a week for the month of April. I am also diligently working on my essay stating the importance of obeying and being a good boy.

The next morning I proceeded to whip my rear again. I had received no reply from Ms Lee which I assumed meant she was not yet satisfied. After another long, painful round of self inflicted punishment my rear finally looked colorful enough that it might meet with Ms Lee’s approval. It was unbelievably difficult to whip myself that hard, but I knew I had earned this punishment and needed to learn my lesson. I then took some more photos and reported to Ms Lee:

Attached are some photos of my properly punished rear. It took another half hour of whipping my rear as hard as I could to get a proper color. My rear stings badly now and is bleeding a bit in some spots. I sincerely hope that you will be satisfied with my efforts. I certainly will have a reminder of why i should not disobey you whenever I sit down, for quite some time.

I then proceeded to complete my essay on The Importance of Obeying and Being a Good Boy. It took five days of intense effort to write a properly crafted essay of 1,500 words as Ms Lee expected. I knew that she would not approve of a sloppy, poorly written document so I put a lot of effort and devotion into writing a proper essay. Instead of being an ordeal, I actually found writing it therapeutic and it helped to cement in my mind my proper role and behavior. I was able to complete it by Ms Lee’s deadline and then sent it to her to complete my punishment.

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