Our Next Journey

Mistress Alegria says:

littlechasteguy approached Me last year at the end of 2009. Here We are in May of 2010 and much has happened to him in such a short time. You all.......Well........most of you (lol) have read from the beginning what I thought about chastity submissives/slaves. And you also know what has transpired over these many months, if you have read our blog.

I now enjoy keeping some, if not all, male submissives/slaves in chastity. The training of littlechasteguy and his ongoing training only strengthens My resolve to help many who seek this way of life; to totally understand and weigh in on it's benefits, whether they be short or long term. I understood that it also would open up many aspects of his mind and give him the freedom to explore the next rung on his submissive ladder.

Hence the birth of "koko", full name "koko demure". I am now in the process of training koko demure still in the realm of chastity, which she/he chose for her/him self. But the main focus of her/his training will be based upon the total feminization of her physical being/persona. To reflect this change her new blog now exists to chronicle this new journey. I, from time to time, will comment on the goings on of the infamous koko demure in her blog.

I will also be writing in My own new blog "Life in The Rubee Rooms", where you will find out what is happening in My busy life. It will also contain updates on the training of My koko as well as photos of Our adventures and everyday lives, together as Mistress and submissive; but also separately.

This blog will remain up for those who wish to gather information pertaining to chastity.

Safe Journey,

Mistress Alegria

A New Me!!!!!!

koko says:

I am excited and pleased to announce that it is time to end this blog. for under the wise and expert tutelage of Mistress Alegria littlechasteguy has evolved.

Back in December of 2009 I approached Mistress Alegria petitioning Her to be my Mistress and Keyholder. After several discussions and after agreeing to a contract defining expectations and responsibilities of both, She agreed. Over the following months both Mistress Alegria and me became aware that there was another completely different person lurking beneath my surface.

From some early experimentation with feminization, as documented in earlier posts, we found a natural female persona just waiting to be brought out. And Mistress Alegria is just the type of person to delve beneath the surface and bring out the underlying personality. We became acutely aware that I had much more going on besides enforced chastity, and that I should not be defined in such a manner.

And so koko demure was born. I invite you to check out my new blog at kokodemure.blogspot.com to learn more about my explorations and continuing evolution under the firm and wise direction and guidance of Mistress Alegria.

And of course to learn more about Mistress Alegria I invite you to peruse her Rubee Rooms website and her new blog Life in The Rubee Rooms.

I want to thank al the readers of this blog, especially those that signed up as followers and those tha commented and provided suggestions. I hope you will continue to follow us on our journey. I don't know exactly where we will end up, but I am pretty sure it will be adventurous and entertaining.

Ready?

littlechasteguy says:

Mistress Alegria has told me of her desire to see me suck cock, as a demonstration of Her power and control over me. As a heretofore completely heterosexual man there is naturally a little fear. Will I be able to bring myself to do it? Will I gag and be no good? Will I enjoy it so much that I become a cock loving slut? All are to some extent fears of mine.

But, as usual, Mistress Alegria has been bringing me along slowly, probing my mental state and pushing me into new experiences slowly.

First were several discussions, where I said that yes I would suck cock to make Her happy. She also noted with interest that on my FetLife account I listed myself as heteroflexible, indicating a willingness to try. And in our contract one of the provisions is that I will perform any sexual tasks (as long as safe) She directs. So there is no way for me to avoid sucking cock if She so desires.

And recent events lead me to believe the time is near. Mistress Alegria has mentioned to me several possible scenarios where I, while still locked in chastity myself, would be sucking off bigger and better cocks than the one attached to me. And Her probing has recently gone to a new level.

Last weekend, at a public venue, Mistress Alegria was engaged in some rough play with a bottom friend. My job was to help Her; organizing and handing Her toys, cleaning up, providing refreshments, and otherwise serving. As the session progressed, prior to entering his ass with Her strapon, Mistress Alegria had me get on my knees and suck on it. It did feel good and natural to do exactly as She ordered, without hesitation. I loved the smile on Her face as I knelt before Her and sucked on Her tool. I'm sure I was as swollen in my cage with desire and lust, wanting only to please my Mistress, as I am now while replaying this scene in my mind and writing about it.

After giving her bottom a good pounding and beating Mistress Alegria opted for a special treat for him (and me). She had me don a latex glove, apply some lube, and stroke his hot, hard cock. For the first time in my life I was engaged in a sexual act with another man, and in a public setting! All the while I was transfixed  the glow emanating from my beautiful Mistress. Obviously she was enjoying the scene as much as I was, probably more. Again I swelled in my cage, breathing rapidly with excitement. Unfortunately our friends balls were so battered at the hands and feet of Mistress Alegria that he was unable to cum, eventually asking for me to stop. So I did not get to experience the feeling of hot cum spraying on my chest and belly. Maybe next time.

After I stopped stroking Mistress Alegria had me give the tip of his hard cock a kiss, which I again did without reservation.

So for the first time, and at a public venue no less, Mistress Alegria had me stroke and kiss another man's cock. Later that evening She told me that She was testing me to see how I'd respond, making sure I did not freak out. And I made her proud by passing the test.

So I am sure that in very short order She will have me sucking cock. My fear that I'd be unable has been somewhat alleviated. I may end up not being a good cocksucker, but I look forward to the opportunity to please my Mistress in this manner. Who knows - I might get so excited I cum in my cage, something sure to amuse Mistress Alegria. Or maybe I will become a cock loving slut, begging Mistress Alegria for more cocks to suck.

Anyway, it is sure to be an adventure. And I am certainly helplessly swollen in my cage as I ponder the future.

Progress?

Mistress Alegria says:

It has been several weeks since My cock, which is of course attached to the body of littlechasteguy, got it's Prince Albert piercing. The healing process has not been as bad as expected. He has taken very good care in maintaining the upkeep and cleaning.

Of course prior to unlocking My cock for the piercing and healing, the idea of My cock finding itself free, and the temptation of getting his hands around it, quickly came to mind. But this thought instantly retreated as littlechasteguy promised Me that he would be a good boy and not touch My property in any unauthorized manner.

To those I know sitting there reading this and thinking, "Sure!", "It's out and free!", "He has a history of masturbating!", "There's no way he won't touch that cock!", "She'll never know!" - Again, he gave his word to Me. And to littlechasteguy his word carries a lot of weight. I know that no matter how tough it was to wake up in the morning with an erection, and to clean it while in the shower with a nice batch of warm, soapy suds....he would never jerk off.

His training continues, both in private and at various public BDSM events. It is ongoing 24/7. So while My cock was free from it's chastity device I took every opportunity to make sure he was always aware of lovely women with wet pussies. LOL. It is part of the rewiring of his thought processes - A mental tease and denial.

Whether sitting at a red light, strolling through a mall, or anywhere else, I comment on the lovely ladies in their short skirts and spring dresses, and how it would be wonderful to see him on his knees with their legs wrapped around his head. His reaction never gets old. I thoroughly enjoy his rapid breathing and fixed stares, like a beagle on a hunt! And the slow rise of My cock. You can clearly watch on his face as the struggle takes place. The body responds at one with the mind. And the mind wins, with the cock becoming it's itty bitty self again.

Yes, the progress is evident in his reactions to the situations I place him in. However, his training continues, as there is still much to be accomplished.

And I am enjoying every minute of it.

Prince Albert Update

littlechasteguy says

I would like to thank all those who've wished me well and congratulated me regarding my new Prince Albert piercing. It is healing very well. At this point this very little discomfort (only when pushed or pulled in certain directions). And I can report that "Her" little cock is sufficiently healed to once again be locked in chastity.

We opted to return to the CB-6000S while the healing continues, as the opening at the tip is large enough and placed in such a location as to allow the ring to protrude comfortable out when "Her" little cock swells inside the cage. As "Her" little cock is still a little tender we felt that the anti-pullout mechanism of the Phoenix Sapphire would be problematic regarding insertion and withdrawal for inspection and cleaning. The stiffness of the CB-6000S's cage provides more protection than that of the Mini-birdlocked, which will be the chastity device of choice when fully healed in a couple of weeks, when the Prince Albert can be used to provide the level of security Mistress Alegria and I desire.

This has been a very good experience for me.While healing and free from physically enforced chastity it has become apparent that my training to date has shown benefits. Progress has been made.

Prior to being locked in chastity I was a compulsive masturbator - at least once a day, and frequently more than once. This bad habit definitely negatively affected my relationships, sometimes leaving me unable to perform as my partner desired. The desire to break this habit, along with the knowledge that "Her" little cock is too small to generate pleasure, was the reason for my acquiescence into enforced chastity.

Prior to my piercing, knowing that "Her" little penis would be free for and extended period for the first time in many months, I was worried that the temptation to masturbate would be overwhelming. However, I am pleased to report that this has not been the case. I've been a very good boy, not playing with myself at all.

Initially fear of pain and bleeding contributed to my behaving. I was worried that such activity would be painful, irritating the piercing and causing it to bleed. But I quickly discovered through observing involuntary erections and when Mistress Alegria examined Her possessions, causing involuntary erections, that erections actually made the piercing more comfortable as the skin expanded causing the piercing to open up further, allowing more clearance for the jewelry.

So why have I not been frantically jerking off while free? It is because I truly do want to be a good boy for Mistress Alegria. As I have given Her complete ownership of my former penis my only responsibility is to keep it clean, healthy, and ready to be used for Her amusement when She desires. I understand to my core that I am not authorized to play with Her belongings without permission. Being good for so long (a total of 11 days free before being caged back up) makes me proud. It shows that the wonderful training bestowed upon me by Mistress Alegria has been effective regarding reducing my selfish need for orgasmic pleasure.

Despite the progress to date I know I remain week and that much remains to be done in regards to my training. As with an alcoholic or drug addict, who cannot control themselves after that first drink or drug, I suspect that should I  give in to my deep-seated desires and just have one masturbation I would be off to the races. I do not want to return to those days. Nor do I want to face the wrath of Mistress Alegria when She catches me. Or have Her be disappointed in me. I love it when She is proud of me.

So while progress is evident, much remains. My anal training continues, preparing me to derive all pleasure by being penetrated of the joy of others. I also know that lurking just below the surface is that same selfish, little man that petitioned Mistress Alegria for help. I do not want him to re-emerge.

Therefore I am happy to back in my chastity cage. Life is so much simpler and pleasurable for me. I do not have to fear  a weakening of my resolve to be a good boy regarding my sexual behavior. I can relax knowing that Mistress Alegria is in control.

Prince Albert Piercing

littlechasteguy says:


Over the past several years I’ve tried many different chastity devices. They include the CB-2000, CB-3000, CB-6000S, Mini-Birdlocked and the Phoenix Sapphire. Of these the Mini-Birdlocked is by far the most comfortable to wear when engaged in an active spring and summer lifestyle, activities such as riding my bicycle. However, the Mini-Birdlocked, at least for me, is far too insecure. It is simply too easy to pull out of, and I was unable to locate any devices or modifications to make it more secure. So it got put away. (Actually it is on display as part of Mistress Alegria’s chastity device display.)

However, with spring having arrived and summer rapidly approaching, I began to think about being comfortably active, and my thoughts of the Mini-Birdlocked returned. Then, several weeks ago, Mistress Alegria and I attended the semi-annual sale at a local event. Looking at the list of vendors prior to going I saw that a tattoo artist and piercer was one of the listed vendors. The thought of a Prince Albert piercing popped into my head. I mentioned it to Mistress Alegria, and unsurprisingly She was quite enthusiastically supportive of the idea. So we made a point of visiting the booth and discussing possibilities while at the sale.

Deus of Exposed Temptations Tattoo and Body Piercing seemed quite knowledgeable and professional. One of my concerns when initially considering a piercing was that I pass through metal detectors regularly at work. I would like to remain discreet. Deus suggested titanium jewelry, as it is not magnetic, thus not readily detectable by magnetic metal detectors. We were also quoted a reasonable price. Mistress Alegria and I told him we would be back in touch.

Over the next couple of days Mistress Alegria and I discussed the advantages of a Prince Albert piercing, along with possible difficulties. We agreed that the increased security would allow me to be more comfortable in my chastity device, particularly since I enjoy being very active when the weather is nice. The possible difficulties include the risk of infection, and the pain (I am not a pain slut by any means). We agreed that the risk of infection was minimal, as I am quite fastidious and attentive to detail. And the actual piercing would be quick, so the pain relatively minimal, and since I generally heal pretty quickly any pain afterwards would not last long. On balance it seemed the benefits outweighed the down side. So I made an appointment.

I’ve never been pierced, tattooed, nor had any other marking intentionally placed on my body. I do have a few scars, but none intentional. Thus as the appointment approached I began getting a little nervous. (Have I mentioned that I am not a pain slut at all?) But I knew that Mistress Alegria would be with me to provide strength and support, so the fear never became overwhelming and I never considered backing out.

Then came the fateful day. We left Baltimore MD around mid-morning and drove to Manassas VA. We had my last meal as a whole man at Wendy’s, and Mistress Alegria again asked if I was ready, not that there was any choice at that point. We arrived at the parlor and after taking care of some paperwork (there’s always paperwork, eh?) we were taken back to the operating room. Mistress Alegria had the camera of course hoping to be able to take pictures as I thrashed about, blood everywhere.

But alas, that was not to be. It was actually pretty quick and anticlimactic. After I lowered my pants and underwear Mistress Alegria cut off the plastic lock securing my chastity cage (Phoenix Sapphire) and the cage was removed. Up on the table I went looking at Mistress Alegria so I would not have to observe as I was mutilated. Deus cleaned me up a bit and placed a tube down my urethra, which did sting just a little bit. Then there was a quick, sharp sting, and the deed was done. I’ve had bee stings that hurt more (although I’ve never been stung on my penis). There was barely any blood and I did not thrash about in extreme pain. I tensed up for a second or two, and then relaxed, as it was over. Mistress Alegria did get a few nice photo’s though.

After it was done we all chatted a bit and we were soon on our way back home. While driving home Mistress Alegria told me she was proud of how well I handled it all (I think She is aware that I am not a pain slut), making me very happy. Then came the next big hurdle, when it was time to pee the first time at a pit stop on the way home. I expected it to be quite painful, but again it was anticlimactic. The buildup and anticipation of pair was totally unfounded. There was absolutely no pain at all. It was actually kind of unbelievable.

Arriving home we removed the bandages and cleaned things up a bit. There was a little dried blood, but not nearly what I expected. Again a few pictures were taken, which are posted along with those taken during the piercing. Not long after arriving home I experienced my first erection as Mistress was examining Her property for any damage. Again no pain and no blood.

So overall, at least for me, the installation and the first few hours afterward were no big deal. I think every man should be so pierced. We will allow it to heal for the next week or so, cleaning it as suggested ensuring against infection. Then back in chastity I guess. It should take about 4 weeks to heal completely, at which point the Prince Albert can be used to securely lock me in chastity and allow Mistress Alegria to use it for other nefarious reasons. And for some unexplainable reason that makes me happy.

His Training Continues

I was approached while out at an event with My littlechasteguy by a couple, He Dom, her His submissive. I have known them for some time as friends in and out of the BDSM community. He wanted Me to help with a special scene that He had in mind for her. We exchanged ideas several times via phone and emails before the final scene was to take place.

As We discussed the scene I instantly thought that this might be an opportunity for yet another agonizing and learning experience for My littlechasteguy, as his training is ongoing. Even though held steadfastly in his chastity device, his mind still holds fast to his ever present sexual desires. I know that at times his service is still MOTIVATED by his desire for release. His pathetic face while I tease his tiny cock held within the Phoenix Sapphire speaks for itself.

The night finally arrived for the Dom and His submissive to visit. She was blindfolded and led naked under a raincoat to My Rubee Rooms. The night consisted of her Dom and Myself taking turns leading her up and down the emotional and physical ladder between pleasure and pain.

Littlechasteguy sat nearby watching, his body poised to take direction from Me at any moment. The female submissive was a lovely pale vision across My specially modified bondage horse. Her soft moans and replies to the questions she was asked by her Dom were a mixture of tears and erotic, deeply seated sighs.

For that night littlechasteguy was allowed to be out of his chastity. His only purpose was to be an object for the female submissive’s desire. His unworthy penis, due to its small size, was of no use to her. He wore a large strapon device to allow her to enjoy the pleasure she was rewarded with by her Dom.

Even before the strapon harness was placed on him littlechasteguy’s little dick started to rise, only to be slapped down hard by Me. This was followed by some necessarily strict language on my part in order to discipline him. He was instructed to orally prepare her for the strapon.

Satisfied that she was ready I stood behind him and instructed his every move at first by guiding his hips and whispering in his ear. With Myself and her Dom both happy with littlechasteguy’s movements and rhythm, I stepped back. The sounds of both littlechasteguy’s and her moans filled the room.

Littlechasteguy several times moaned loudly and pitifully that he was about to cum. Each time I reminded him of the consequences if he did. Her Dom and I watched and enjoyed what was taking place in front of Us, as soon she and littlechasteguy forgot that we were in the room. Soon nothing was heard but the loud slapping of her wet pussy hungrily being fucked by a small man with a large strapon. The sight was exciting, yet very sad to watch. POOR LITTLECHASTEGUY AND HIS TINY COCK. She was allowed to cum several times with the permission of her Dom as a reward for her excellent and unselfish service to Him. And My littlechasteguy was up to the challenge of bringing her to several orgasms, making Me proud. My littlechasteguy was, of course, not allowed to cum.  His service was that of an object to be used, like one uses and discards a sex toy into a drawer when done. His miserable face and shivering body wracked with desire will be ever a great point of laughter for Me, one I get to recall over and over in My mind when I need a quick smile.

Littlechasteguy’s training continues……………

Making Mistress Proud

Nothing makes me happier than when Mistress Alegria looks me in my eyes and tells me that She is proud of me. While I enjoy favorable attention from others, being a bit of an attention slut, and enjoy it when she grants me those rare sexual releases, what I really enjoy most of all is when She is proud of my behavior and the service I provide her, and she tells me.

A couple of weeks ago a perfect example occurred. Mistress Alegria was asked to direct a scene with another couple, a Dominant man and his submissive wife, and She graciously allowed me to participate. The center of attention in this scene was to be the young lady, with my Mistress and the Dominant man, co-topping her. My role was to assist in any manner Mistress Alegria directed. I was thrilled to be involved in a scene with another beautiful lady.

Prior to their arrival I prepared some light refreshments and helped set up the equipment as directed by Mistress Alegria. My chastity device was then taken off for the scene as Mistress Alegria did not want it in the way if I was to wear a strapon for penetration, although She made it perfectly clear that I was not allowed to use my little weenie or to cum, under penalty of severe punishment.

The young lady arrived wearing only a long coat, high heels on her feet and a blindfold. I was, of course, naked, and feeling extra naked without my chastity device. (It really has become a part of me and I miss it when not wearing it.)

My first task was to remove her heels, a task I thoroughly enjoyed. While I will not go into all the details of how the scene unfolded, let me suffice by saying that Mistress was at her best, obviously enjoying Herself. And all of the others certainly enjoyed themselves.

At one point Mistress directed me to provide oral service, one of my most favorite tasks. I immensely enjoy making women happy with my tongue (as I must since I am somewhat deficient in other areas). It was one of the highlights of the night for me, although the evening was not all highlights for me.

Even though this scene was not at all about me, Mistress Alegria , being the wonderful Mistress She is, never forgot about me and the fact that I am still in training. While She was enjoying herself very much, She continued to monitor and supervise me. It was, after all my first time involved in such a scene. At one point I required discipline as I got carried away in the moment and performed an unauthorized act. Mistress Alegria was firm in her discipline, and I understood. I was disappointed in myself, but quickly changed my mind set to one of considering it a learning experience. That type of egregious behavior will not be repeated.

Later, Mistress Alegria had me don a strapon to provide some penetrative action. I thoroughly enjoyed, for the first time in my life, being able to provide satisfaction through penetration, even if it was not with “Her” little penis. While performing in this manner I became so excited that I was on the brink of cumming myself. The mixed emotions generated, on one hand knowing I was bringing pleasure and not wanting to stop for this reason, coupled with knowing I would be punished severely if I came, led to great distress on my part. Again Mistress Alegria, being a perceptive Mistress, could sense that something was wrong and came close to ask me if I was ok. I told her I was close to cumming and felt that I could not refrain. Mistress told me at that point to continue, that this scene was about making the young lady happy, and that if I came it was inconsequential. This gave me the strength and fortitude needed to refrain from cumming.

After playtime ended I served the prepared refreshments, fresh fruit and chocolate sauce, and helped clean up the area. Everyone seemed happy and I was glad to have been able to play a small part.

After the others left Mistress Alegria told me that She was proud of my performance and attitude. Even though I was corrected, for good reason, I rebounded and continued with my role. After all this was not about me.

The evening was very pleasurable for me on several levels. I got to partake in one of my favorite activities, oral pleasuring of a beautiful lady. I got to be teased and humiliated regarding my physical shortcomings, a fetish I particularly like. And I got to play a small part in ensuring that those around me had a wonderful evening. And I was allowed to reinstall my chastity cage, making me feel complete again.

But most of all I made the beautiful and wonderful Mistress Alegria proud. And for that I was overwhelmed with pleasure.

Phoenix Sapphire Follow-up/Long-term Review

littlechasteguy says:

Now that I’ve been wearing the Sapphire for just over a month, it seems it is time for a follow-up to my initial review with some longer term observations. Mistress Alegria has had me wear it 24/7 except for a few brief removals for cleaning and play. The longest it has been off during this period was about 3 hours a few nights ago when Mistress wanted me completely nude for a play session with some friends. But that is another story in itself.

First and foremost, at least for me, the Sapphire is effective. Once properly locked on, using the correct spacers, escape is not possible, at least not without subjecting oneself to severe pain and possible. The repair of the split seam using superglue has held up so far. There have been no more occasions of waking up in the middle of the night with “Her” little penis free. I guess that is a good thing, lol.

During the time worn that has been no significant discomfort. The ring being larger than those I’m accustomed to has resulted in some minor discomfort to my inner thigh on occasion, requiring a little lotion. But as time has gone on that seems to be no longer an issue, as my body has adjusted to it being there. The larger ring does still feel a bit bulky to me, but that too has lessened as time has passed. I suspect that eventually it will seem perfectly normal. And for someone’s first experience with a chastity device, having not experienced other, less bulky devices, I’m sure this would be a non-issue.

For some reason the Sapphire often rotates on my scrotum to near the 90 degree position on my right. I surmise that this has something to do with one testicle hanging lower than the other. This is not a problem, and does not result in discomfort, although at one point I encountered some minor irritation of “Her” scrotum where a sharp point contacted it. However, a few brief minutes with a nail file resolved that completely.

The Sapphire does contain a number of moving parts, and parts subjected to considerable stress due to the design. Breakage remains a concern. Therefore I’d still like to see, as mentioned in my initial review, a distributor of parts a bit closer to me. However, so far none of these parts have broken.

So overall, with the exception of the quality problem that resulted in cage breakage, I would say that the Sapphire is a very effective and good chastity device. Of all the devices I’ve worn (CB-2000, CB-3000, CB-6000s, Mini-Birdlocked, Sapphire) it is the best combination of security, comfort, and concealable under clothing. I would recommend it to others, with the qualifiers already stated.

What’s next you ask? In three weeks Mistress Alegria is taking me to get a titanium Prince Albert piercing. Once it is healed I will likely be wearing the Mini-Birdlocked, at least for the summer. The flexibility of the silicone materials much better for bicycle riding and other such activities I enjoy. And the issue of ease of pullout regarding the Mini-Birdlocked will be resolved by securing the penis to the end of the cage through the piercing.

We will certainly post about that and other ongoing events and my continued training.

The Luckiest Man on Earth

littlechasteguy says:


I am, without a doubt, the luckiest man on Earth. And the most grateful. My Mistress is just so wonderful. She continually pushes my boundaries, allowing me to experience new activities and live out my wildest fantasies. This weekend has been some of both.

Friday the beautiful and sensuous Mistress Alegria decided to allow me to experience Her sounds. While She was preparing them, ensuring proper sterilization, She also prepared me. She had me lay on her table and then removed my cage. And She warned me that while She was playing I was not allowed to cum, under penalty of extremely severe and brutal punishment. My pathetic pleading and reminding Mistress Alegria that I was so sensitive from not cumming in so long had just the opposite their intended effect. Mistress Alegria obviously took great pleasure from my distress. She loves the psychological aspects of domination.

While Mistress Alegria prepared my body, making sure “Her” tiny penis was fully erect my distress boiled over to the point that I was crying and telling Her that I was ready to accept my punishment. It took all the fortitude I could muster to refrain from cumming. And Mistress Alegria enjoyed herself, as she sternly reminded me of my fate should I give in to mere bodily urges.

At one point Mistress Alegria penetrated my ass with Her finger. I thrashed about and begged Her to stop, as I was on edge and going to cum. Thankfully she withdrew her finger and questioned me regarding this reaction. She remarked that my training to have “Her” ass become my pleasure center in lieu of “Her” tiny and useless penis seemed to be progressing nicely. I loved seeing the smile on Her face as She made this remark regarding Her handiwork. I so much love it when Mistress Alegria is happy. When She smiles I just cannot help but feel that She has the most beautiful smile in all the world. And when I am in any small way at least partly responsible for bringing forth that smile I am so happy.

Then came the sounds. Mistress Alegria has several sets of sounds, of various diameters. Thankfully with me She used the smaller ones. Using an antibiotic lubricant She held “Her” cock steady and slowly penetrated my urethra. I can honestly say I have never felt anything quite like that in my life. The pressure inside me, combined with the tickling sensation inside me, was quite extraordinary. Along with the visual stimulation, as I watched Her gently slide the sounds in and out , it was a tremendous experience.

I must say that prior to experiencing this I was somewhat afraid of being penetrated with sounds. I imagined that it would be painful. However, it was not painful at all, as Mistress Alegria did not use Her bigger sounds on me, at least not during my first time. Also, as the experience unfolded, I was much more fearful of cumming and facing the wrath of Mistress Alegria than I was of the actual penetration with the sounds. This, I am sure, was all part of Her plan. My crafty Mistress had managed to eliminate my fear of being penetrated with sounds, allowing me to relax and enjoy the sensations, rather than being tense with fear as I watched Her penetrate me.

I’m not really sure how long this experience lasted, as I was fairly frantic with lust, compounded by a determination to make Mistress proud and refrain from cumming. Soon enough though, it was over. When Mistress Alegria penetrated me fully with the sound for the final time she marked with Her fingers to indicate how deep She went. I vaguely remember her showing me that She really did use much of the length of the sound, as “Her” little penis is really short.   

After pulling out the sound for the last time Mistress Alegria smiled and patted me on the head, telling me that I had been a good boy. A couple of quick strokes and “Her” little penis exploded. I was physically and mentally drained. I can remember lying there, almost vibrating from the overwhelming sensations. Mistress Alegria covered me with a blanket and told me to rest, which I gratefully did.

After resting and recovering Mistress Alegria allowed me the pleasure of using some nice scented oil to give Her lovely and strong body a complete massage and rubdown. I could feel the tension in Her muscles and I worked hard to help her relax. Massaging deeply I moved from Her shoulders and arms down to her lovely feet. I’m not sure who enjoyed it more, Her or me. I absolutely love making my Mistress feel good. That, to me, is the essence of being a service oriented sub – making my Mistress happy. And I did my best.

Saturday was the Leather Flea Market and Play Party at the Crucible in DC. Shopping in the afternoon and playing in the evening. What a great combination.

The flea market was fun as we were both able to get some nice new toys. Mistress got a stun gun (to use on others I hope) and some nice stainless hand restraints (almost assuredly for me to experience). She was happy, although, like a kid in a candy store there was much She would have enjoyed having but could not get at this point. I so wish I could make all Her wishes come true. But alas some good things must be waited for. And Mistress Alegria is certainly much more patient than me. But at least I did get some great ideas for future gifts for my Mistress.

At the flea market I got a new, larger dildo for my butt plug harness, along with a vibrating insert that vibrates in time to ambient sounds, as my anal training continues. While it is a little large for me to accommodate comfortably at this time, Mistress  Alegria assures me that with a bit of effort and patience we will reach the point where I take it easily. I so want to make Mistress proud by being able to take Her big strapons. And I think that the vibrating aspect will really be a powerful tool in strengthening the transference of my pleasure center from “Her” little penis to “Her” ass. I fantasize about semen pouring out “Her” locked up little cock as the big vibrator is locked into me.

 Saturday evening at the play party was one of the happiest occasions I can remember. The Crucible was packed, with what must have been at least a couple hundred people. I had so much fun that as I write this the next day I am still tingling.

Mistress Alegria decided that it was time to take my feminization and slutification (if that is that a word?) to the next level. We were both diva’d out to the max. Those of you who know Mistress Alegria, or have looked at Her gallery here on our blog, or on her site – therubeerooms.com – know how beautiful She is. Let me just say that She was at Her most beautiful last night. I was decked out in my sexy pink and black striped fishnet cutout mini-dress (purchased here) with the matching thong fishnet panties. I also had on black heels and a matching black hat. A pretty black purse, my chastity cage, and my butt plug and harness completed my attire. It was definitely an attention grabbing outfit.

I wore my dress under normal male street clothes driving to DC. When arriving at the Crucible I then removed my male clothing and went into diva mode. I had such fun swaying to the music and making a complete display of myself. Smiling coyly and playfully posing as I knew I stood out in the crowd was so delightful. At one point in the evening I asked Mistress Alegria if I would be ok taking my male clothing out to the car so I did not have to worry about keeping track of them. Since she said it would be ok I went ahead. Strutting down the street outside, in front of the crowd from the Crucible as well as from the bar next door, I felt like a street-walker, and certainly looked like one. My heart pounded as I walked outside in public in female attire, exaggerating my strut and playing the part of street whore, for the first time. What an exhilarating experience.

However, I had to remember that my real job for the evening was to serve Mistress Alegria. She had play on her mind. I carried Her bag, kept Her toys organized, and cleaned up behind Her and Her playmates, as She played with friends. I also made sure that She and Her play partners had beverages to stay hydrated. A particularly brutal CBT session was certainly interesting to watch. I concluded that my eyes and stomach are definitely stronger than my balls, as watching was fun but I could not have endured the treatment She dished out.

As the evening went on I found out that I was not neglected regarding play for my Mistress. I was bent over a padded horse with my ass in the air. Mistress was fairly harsh with Her whip and pounding on my butt plug, driving it in and out. However I was so high on the excitement that what would have been uncomfortable if alone at home did not even faze me.

As the evening wound down Mistress Alegria told me She was proud of me for having come out in public dressed as I was, for taking a good whipping, and most of all for serving Her needs and desires so well. And I could see in her eyes that she meant it. And I was proud knowing that I was at least in part responsible for the smile on her face and the beautiful glow that enveloped her. Throughout the evening I received numerous compliments from so many attendees there regarding my outfit and my service. The most complimentary thing I heard, from several of Mistress Alegria’s long time friends, was that they could not remember seeing my Mistress so happy, and that they knew I was a large part of that happiness. It was nice to know that my Mistress is happy and that my efforts are appreciated. That, again, to me is the essence of being a good service sub.

I know that I still need additional training. I am still somewhat new at this. I also know that Mistress Alegria has additional plans for me, some of which she has hinted at, and others yet to be revealed. But at this point I can say without fear of contradiction that I could not be happier.

And I am the luckiest man on earth.

My Feminization

littlechasteguy says:


I, as I imagine is the case with most men, certainly most men with submissive tendencies, often fantasized about forced feminization.  However, I never went very far with it because I thought that to be really feminized required being passable as a female. With my hairy body and the need to maintain my general appearance due to constraints resulting from my “vanilla” life I always figured feminization was not for me. But I did enjoy wearing female panties, of which I have a nice collection. Then, in casual conversation I mentioned this belief to Mistress Alegria. 

Mistress Alegria, I am coming to understand more deeply, is very perceptive and listens to all I say, often filing away little tidbits of information for later use. This belief of mine was no exception.

Several weeks ago I was over at Mistress Alegria’s when she just happened to be going through some the feminine attire she uses for those who want to be feminized. As part of my service to her I was helping her sort through her items. As usual I was naked except for my chastity cage. At one point she had me try on a skirt just to see how it looked. I enjoyed the feel and thought it looked good, although I again made the point that with all my hair I could never pass as female so feminization probably wasn’t for me.

That was when Mistress Alegria sprung her latest surprise upon me. She told me point blank that being able to pass as female was not at all important. The next thing I knew we were going through her items with me trying them on to see which items fit me. We soon had a collection of skirts and blouses that fit, although not everything matched. There was also a red and white French Maid’s outfit. Most items were rather skimpy and slutty looking. I was told that we would need to fill out the wardrobe. As we tried on the outfits Mistress Alegria told me that she would be taking me to various events dressed in these outfits and that I had no choice so there was no point resisting. While my mind still harbored a vestige of resistance my body quickly gave in as her little cock swelled with excitement in its cage.

The next day we went to a friend’s house to have some pictures taken. Mistress Alegria had me dress in an orange skirt and white top, wearing high heeled boots, for a number of photos. Some of these are now posted. That was the first time I dressed in the presence of someone other than Mistress Alegria, and I found myself to be perfectly comfortable.

On the way home that afternoon Mistress Alegria told me to pull over into a little shopping center. The next thing I knew we were in a shoe store, buying high heeled shoes in my size and a pair of casual sandals. The next thing I knew I had four new pairs of female shoes.

Leaving the shoe store she directed me two doors down to a little clothing boutique. We left there with several feminine tops and a little black and white striped miniskirt.

Since I knew I had no choice in this matter I decided to go ahead and embrace it. When I arrived home I looked online and found several more items that I thought might look good. With Mistress’s permission I purchased them. Soon I found myself with a complete wardrobe, including accessories.

Last weekend on Saturday night was my true coming out. Mistress Alegria had invited over for dinner several friends, including a Mistress friend of hers and her collared boy, along with another young lady in the lifestyle. I prepared a lasagna meal, including salad, garlic bread and dessert and served it in my new French Maid’s outfit. That was a tremendous experience. It took every bit of fortitude I had to maintain my composure as my excitement was boiling over. The combination of humiliation and what I perceived to be genuine compliments really was a lot for me to experience.

After cleaning up the dinner mess, with help thankfully, Mistress Alegria had me dress for the evening out. We were going out to the local play house for a social gathering. Again the excitement and trepidation nearly overwhelmed me as I dressed in my new black and white miniskirt and a black top. Black lacy panties, a pair of heels, an anklet, Mistress’s collar, my butt plug harness and a hat completed my outfit. I looked so slutty. However, all those present assured me I looked very good and would be fine. Again I decided to truly embrace my newfound circumstances and try to enjoy myself.

At the playhouse I did have a good time. I confidently pranced and strutted around in my slutty attire, amusing my Mistress and making her proud. I was again gratified when one of the young ladies that I did not even know complimented me on my outfit, noting that she really liked my top. I graciously thanked her for the compliment.

As the evening went on at one point Mistress had me remove my panties and bend over a bench so she could give me a little flogging. While not a pain slut at all I am very much an exhibitionist. This public flogging while dressed in this manner was highly erotic to me. However, later came the moment I somewhat dreaded.

Mistress Alegria and her friend Mistress M were discussing what a slut I looked and acted like. (They assure me that being a slut is a good thing.) Then Mistress Alegria asked Mistress M if she wanted to see just how slutty I really was. Of course Mistress M was interested in seeing. So Mistress Alegria had me remove my butt plug harness. She took me to a good spot and proceeded to finger fuck my ass. I squirmed and begged for more while Mistress Alegria explained that this was how I now received pleasure since “Her” little penis was locked up, deservedly so. In between my grunts and heavy breathing I agreed with my Mistress and thanked Her for fucking my ass.

Later that night Mistress whispered in my ear that she was very proud of me. I had endured a lot and grown a lot in my submission to her that evening. I was so happy to know I had made Her proud, and at that moment I too was proud of myself.

I must say the physical feelings and the humiliation of begging for more fucking in a public setting like that was truly cathartic for me. A completely new window has opened up for me, one that I think I can embrace and enjoy. I will say for sure that I am looking forward to more opportunities to dress in a public setting. I have an entire wardrobe to show off.

Those vestiges of resistance regarding feminization I had several weeks ago are now completely gone. If Mistress Alegria wants me to be her chastised little feminized toy I am more than happy to fulfill her wishes.

littlechasteguy

Feminization

Mistress Alegria says:

Let me start by acknowledging all those readers out there who've taken an interest in the chastity journey of My littlechasteguy, and in his transformation based upon My guidance. We started and maintain this blog not only to document our activities and feelings, but also to hopefully help others that may be in a similar journey. I would particularly like to thank all our new readers who've learned of us from The Kristen Archives. And I would like to thank Kristen for providing the link to here.

Feminization of My littlechasteguy began a couple of weeks ago. It was the next step in not only owning him physically, but also to enhance and enforce even further My complete dominance of his mind as well as his body. By progressing beyond simply wearing panties to a full blown wardrobe this is being accomplished.

When we first embarked on this journey My littlechasteguy was a bit reluctant regarding female attire. However, this reluctance disappeared once he found out:

1. He has no choice!
2. He doesn't have to pass as a female when dressed.

Littlechasteguy was fortunate that amongst My collection of very pretty clothing were several items that fit him well. A trip to a shoe store and one of my favorite clothing boutiques was also a lot of fun (at least for me) and helpful. My littlechasteguy was also allowed to go online to order a few items. He now has a nice collection of skirts, blouses, dresses, shoes and accessories to go along with his already nice pantie collection.

Littlechasteguy takes great care regarding how he dresses and grooms himself in the "vanilla" world. I am pleased that he shows the same zeal when it comes to choosing his female wardrobe. He is a pretty little boy when all dolled up.

The Phoenix Sapphire chastity device My little penis is locked into, because of it's small size, doesn't compete with the appearance of the clothing I choose to dress him in. When dressed in a pretty miniskirt and panites, and wearing his sexy high heels the cage is not even noticeable. But we both know it is there and that it is  nice a full as My little cock gets so excited and swells to fill the cage when My littlechasteguy is adorned in his pretty female attire.

Feminization for me does not involve the typical type of clothing I've seen most wear. No frilly "sissy" outfits will do for My littlechasteguy. I saw littlechasteguy's petite size as a chance to really "slut" him out and draw even more attention to him, helping the humiliation factor further along! This reinforces my dominance and keeps his submission under check. This is also a reward for him since, as females are superior to males in his mind, dressing as a female is a good thing.

Last weekend was the first time I took him out in public in full female attire, as we attended a social event at the local play house. He was dressed in a black and white miniskirt with black lacy panties, a black halter type blouse, 3 inch heels, a nice hat and anklet as accessories, and My collar of course. He painted his toe nails pink (which still remains on as a reminder). And of course he was wearing his chastity cage and new butt plug harness. I loved watching him happily prance around in his outfit, with me knowing that the butt plug deep in his ass was doing it's job regarding training him to have his ass be his pleasure center. So much fun for Me! And My littlechasteguy seems to have taken this next step in his transformation quite well, as he knows that his mission is My pleasure, and I take great pleasure in using him as My little play thing.

As this journey continues, to places yet to be revealed to My littlechasteguy, we will continue to post our activities and thoughts. As always, questions are welcome. We will respond to all, either directly or in future postings.

As this is posted several new pictures of littlechasteguy dressed have also been posted on his feminization picture page. More will follow.

Peace,

Mistress Alegria

Product Review - Phoenix Sapphire

This summary is not available. Please click here to view the post.

A New Pleasure Center for me

littlechasteguy says:

My Mistress is so wise. And as my Mistress She is also my teacher and mentor. Being somewhat new to this lifestyle, I sincerely appreciate having such a wise, caring, and strict Mistress. The trust I've developed in Mistress Alegria has allowed me to  journey deeper into my desired role as a chastised submissive.

Mistress Alegria has made me understand that "Her" little cock can on longer be a pleasure center for me. That is the only way I can, in the deepest recesses of my mind, accept total submissiveness to her loving guidance. "Her" cock is to be completely "Hers". However, in her infinite wisdom, Mistress Alegria has imparted to me that for her to remove one pleasure center without replacing it with another would not work. Nature abhors a vacuum. Failing to replace this pleasure center could lead to depression or resentment. While I derive great emotional pleasure from being allowed to serve her needs and desires, and love the compliments and rewards when a task is well done, I do enjoy some bodily/physical pleasure on occasion.

For this reason primarily, and also because she enjoys it, Mistress Alegria has begun me on a program of anal training. As her submissive I will learn to take the big strapon she likes using so much, and I will derive great pleasure receiving it. In fact, she tells me that in very short order I will no longer think about release for "Her" little cock as a reward for exceptionally good service, but that instead I will be begging for Her to fuck me with Her big strapon.

Over the last few months we've certainly engaged in anal play, as Mistress Alegria enjoys this activity and, being a good Mistress, She needs to know what makes me tick; where my response centers are. And she has certainly seen that I respond to having my ass played with. When she placed her small vibrating buttplug in my ass and turned it on I was in ecstasy, feeling pleasurable sensations I'd never felt before. When it was removed I begged for more. That experience and others have me excited and looking forward to this anal training program. I look forward to being pleasured by receiving a big strapon, even begging for it. The idea of enjoying being fucked by Her toys that are many times my size is so erotic to me.

However, up to this point I've only been able to handle relatively small toys in my ass without pain, not the big ones Mistress Alegria enjoys using; the ones she assures me with bring me the most pleasure once my body is properly conditioned. This pain is as much mental as physical. When I see Her big strapon juxtaposed against the little cock that formerly belonged to me I am intimidated. However, I've certainly seen cocks the size of Her strapon, and I've seen guys take them that size. With Her experience and wisdom in such matters I trust that She is absolutely correct regarding my eventual ability to do so as well and enjoy it. And so, as with "Her" little cock, I've willingly turned over my ass to Her for Her to do with as she knows best. She has taken ownership.

Recently we purchased a custom made, locking buttplug harness from Chained Desires. This harness was fitted so as to be comfortable, and is quite secure. Once locked on with a buttplug in place it cannot be removed with unlocking. Another nice feature is that the rings holding the buttplug in the harness can be replaced with larger rings to accommodate larger buttplugs.

As explained to me by Mistress Alegria the purpose of this harness is multi-fold. First and foremost I will be wearing plugs for many hours at a time to help condition my body to anal entry. As time goes on bigger and bigger plugs with be used until I can pleasurably accommodate Mistress Alegria's preferred strapons.

Another purpose of this harness is to reinforce Mistress Alegria's dominance over me. When locked in place  with "Her" little cock also locked it is a clear symbol that She owns all of me. With every movement I make I will be reminded that She is in control of even the innermost depths of my body.

Another benefit of this device is that it really looks good. With my matching collar and my chastity cage in place I am quite a sight in this harness (pictures will be posted soon). Being exhibitionistic in nature I look forward to wearing this new harness to public events, demonstrating for all the world to see that Mistress Alegria truly possesses all of me!

As our relationship has deepened over the past few months I've come to trust that Mistress Alegria truly has my best interests at heart. And She is so correct that I need to be wiped clean of all vestiges of my cock-centered attitude. Thus the switch to the mindset of a pleasure receiver rather than that of a pleasure giver, as "Her" little cock is unable to deliver pleasure. And to truly accept this reality to my deepest core, my physical and mental limitations regarding taking a relatively big strapon need to be removed. Thus the conditioning program.

And so the precess begins. I look forward with anticipation and I must admit some trepidation, although I know that Mistress Alegria, having my best interest at heart, will push me when I am ready to be pushed and will pull back a bit when needed as well. She is experienced at this and I trust Her probably more than I've ever trusted anyone before. I've certainly been more open with Her regarding my deepest thoughts than with anyone else.

I know I need more training to be a really good little subbie. And so the process continues .......

And I am happy!

What's in it for Me?

Mistress Alegria says:

Prior to accepting littlechasteguy as my sub I set up a personal interview with him to determine whether he would be a good fit for Me. In earlier communications he'd already expressed that he wanted to have a strict Mistress who would enforce chastity upon him.

When he arrived and we began talking I was struck that here was an intelligent man who wanted to give up control of the most intimate part of himself. I was lost in thought as he filled me in on his life, ex-wives, jobs, and WHY chastity. Patiently I waited for the Real reason he chose to be kept chastised.

I quickly determined that littlechasteguy is a thorough submissive. This became apparent as he described his life and thoughts. I stored this away as a plus in his favor.

Finally came the reason for his goal of chastity. He mentioned that his cock was small, and that this resulted in relationship problems. To truly assess this statement I had him show Me. He was a bit nervous, just soft when he dropped his pants. He was not just small. He was Tiny! I made him erect for Me and, plain and simple, he was still Tiny! Now I knew.

I am curious one day to see him have sex with a woman, for My own amusement of course. Feeling for her I will of course have to have a real dick handy to finish the job, even if I have to strapon My lovely cock and finish the job myself.

Littlechasteguy your little cock seemed to have a lot of influence on you before you found out just how useless it was. To Me that made no sense. I thought you to be delusional at first. Did you not have eyes? Hence the constant masturbation. And the constant thoughts of what to do with your tiny cock. Then you discovered the final solution - Chastity. But being weak in mind and body you needed help.

Littlechasteguy, you could, had you wanted, come out of your self-imposed chastity. To Me at the time you were not in REAL chastity. I knew that your weak mind was still focussed on your little cock. I also knew that you remained focussed on orally pleasing women, something you could do all day if given the chance.

He needed someone to keep him in tow, to make him answer for his shortcomings, to make him a better man - one that would be an excellent submissive to a loving wife/life-partner/girlfriend some day. He needed to learn to be singularly focussed on pleasing his partner, and not concerned about his own pleasure. Seeing his submissive nature it was obvious to Me that he would take great pleasure in serving others, with the joy of service its own reward.

My littlechasteguy has nothing to offer as far as cock size goes. Chastity was wisely imposed. However, his service thus far has been nothing short of excellent. And it is obvious from his writings and our communications that he is enjoying this journey. However, My littlechasteguy it is apparent that your, or more correctly My, little cock still drives you.

We have a long way to go ......(and we will get there)

In future posts I will describe where we are headed on our journey and some of the guide posts that will be along our way. I look forward to reading about littlechasteguy's  thoughts and perceptions of his experiences. These writings will be a record of his transformation into the man he want's to be, completely devoid of thoughts regarding his inadequate cock and its pleasure, and single-mindedly focussed on bringing his Mistress pleasure in his areas of strength. It will be a joyous journey for all involved.

Peace,

Mistress Alegria

What’s in it for me?

littlechasteguy says:

Several people have asked me, and I’m sure others wonder, what I as a healthy, physically strong, chastised male, gain from the chastity experience. I can assure you that for me the benefits are many, and well worth the challenges.

All day long at work I have to make critical and difficult decisions. I often need to confront others regarding their actions and job performance. I have no complaints regarding this role, as I chose it myself. I am also good at my job and am compensated fairly. However, it can at times be stressful when difficult decisions need to be made.

Also, in most of my relationships with family members I am required to make decisions. As the oldest son with a number of siblings, and as a divorced father of several daughters, I am relied upon to a great extent by family. Again, I have no complaints. I usually enjoy my role as the decision maker and arbiter of disputes.

However, as one who has to make tough decisions regularly, and be responsible for the outcomes, it is nice to not have to worry about other aspects of life. Since I have given total control of what is now Her penis to Mistress Alegria, the sexual aspects of my life are so much simpler.

No longer do I have to worry about pleasing women with my little dick. It has become a non-issue. As what used to be my little dick now belongs to Mistress Alegria, any such decisions or worries are entirely hers now. In fact, when I see a beautiful woman these days it never even occurs to me that I would like to fuck her. That is a non-issue completely, although I do often fantasize about being able to provide oral service. However, when those thoughts enter my mind I quickly remember that is not allowed without permission from Mistress Alegria. I am no longer a sexual creature except as directed by Mistress Alegria. That is very freeing.

Also, prior to giving complete control of my sex to Mistress Alegria I was a compulsive masturbator, jerking off at least once and often several times a day to porn. This occupied much of my time and energy. That is no longer a problem. It has been months since I masturbated, and on that occasion it was at Mistress Alegria’s direction for her amusement. Since I am no longer consumed with masturbation I have much more time for other, more productive tasks, such as serving Mistress Alegria and maintaining this blog.

Another benefit of enforced chastity is the physiological aspects. It is truly fascinating to observe and experience. After about two or three days I start getting very horny. With any free time my mind begins focusing on the buildup within me. As I reach about a week I am in a near constant state of horniness. By about 10-12 days I find myself leaking semen from my engorged balls. Of course regular tease and denial sessions only exacerbate all of this. By about 15 days I feel constantly ready to burst, feeling as if I could cum in my cage from the least little stimulation. Riding the train to work in the morning can be such sweet torture as her little weenie bounces around in its cage. I find myself forcing myself to focus on some reading material or work to break the mood. All of this is like being involved in a marathon foreplay session. And for me it is very enjoyable.

Another physiologic aspect that fascinates me is the mental changes that occur. The longer I am kept chastised the more submissive I become, and the more desperate I become to serve my Mistress. I can clearly see it, so I am sure Mistress Alegria sees it as well. As Mistress Alegria mentioned in her last post I was willing to walk to her house in the midst of a blizzard to serve her. I was not necessarily expecting to be allowed to cum, as I have given up complete control of that aspect of life, thus I do not have any expectations. I just wanted to serve and be in the presence of my Mistress, perhaps garnering a compliment and a smile from her. I love it when she tells me that I’ve provided good service. And she is genuine in her praise, as well as in reprimanding me when my service is lacking. Being an authoritarian figure in many aspects of my life, I very much enjoy my transformation into a true and complete submissive that enforced chastity engenders.

So, in short, enforced chastity is a freeing and transformative experience for me. My sexual inadequacies related to my tiny penis are no longer my concern. Mistress Alegria has freed me of that problem. And Mistress Alegria has provided me relief from the stress associated with being an authoritarian figure. While she values my opinion and requires that I be open and honest with her regarding my feelings and needs, it is nice to know that ultimately she is in control and will manage our relationship and activities. For me this works and I am very happy.

Why own a Chastity submissive/slave?

Mistress Alegria says:

  

Frankly, until recently I really had no desire to. I had been active in the D/s Lifestyle for 10 years. I spent a lot of time learning, listening, watching, absorbing as much as I could, like a sponge. (Not the vaginal kind though, mind you. LOL)

      

I had heard through the years and thought it was yet another ploy to top from the bottom. I had seen Mistress after Mistress put their boys in chastity and seem more exhausted for all the trouble it cost to really keep them there. And not much service of any kind was given back to make it all worthwhile. For Me it was simply Women tying up their boyfriends packages to keep them from straying. I found no joy in that, nor excitement.

     

I saw real control of Mind, and not by a whip, by growing up at My home. To this day, in Her early 70's, you still bow to My Mother's will. From an early start We, all of the Women in My family, are born with that strength and that will. We run all of the households any man is privileged to have Us in, whether as wives or as girlfriends. In My family the women control the men, deciding when to have sex, and when not to. And chastity devices were not required. They were STILL in chastity.

Then my little chaste guy approached Me, requesting that I keep him locked in chastity. He showed Me his tiny penis, explaining that he was a compulsive masturbator and unable to please women with his little cock. He knew he needed to be locked up for his own good, and the good of the Females of our species.

We discussed expectations and together developed a contract, clearly stating those expectations. I was given total control of when (if?) what is now My little cock gets to release its spunk. And he consented to serve Me and My needs and desires, making My life easier.

  

My little chaste guy, I enjoyed reading your posting regarding your reasons for chastity. And you are absolutely correct when you say that what is now My penis is absolutely too small to ever bring pleasure to a woman, or a man for that matter. I am so glad you came to that realization all by yourself. It makes My job so much easier, since kept chaste you are much more compliant and willing to be trained to be the subbie I desire.

But all is not lost. I may someday let you penetrate a woman again, if I can find the right submissive woman who would consent to having what is now My tiny dick inside her. I would enjoy a good laugh as I unlock you after an extended period chaste, watch you struggle not to cum as she rolls one of your tiny “snugger fit” condoms on you, and then see how you struggle to bring her any pleasure before cumming yourself. And you know that if you cum before bringing her to orgasm you will be severely punished, most likely with a severe beating. And of course failure will mean never fucking again, for the rest of your life. But that might be your fate anyway.

Enforced chastity is an interesting dynamic in a D/s relationship, one I am truly enjoying. I love seeing the pleading look as I tease your locked up cock. I love how my chastised little subbie begs for release, even though you know none is forthcoming this time. I love seeing your little cock swell inside its tiny cage, bulging out the vents as in the picture posted on your picture page. I love knowing you will do anything I ask in the way of service, trying to please Me so I will be merciful. Most of all I love being in control. When you turned over control of your puny, useless penis, you gave Me control over all of you, body and mind. I own you My little chaste guy!

How long has it been now since your last release? Only eight days and you are already begging for My attention. You are willing to walk through the blizzard today in two feet of snow just for the opportunity to serve Me, on the outside chance that I will allow you release. How sweet, and naïve. I know you’ve been a good boy. I do appreciate your assistance in designing and building My new torture and interrogation chamber. But, My little chaste guy, you need to be patient. My little penis only gets to cum when I deem it necessary for my amusement. You gave it to Me. And I think I will wait a while. Perhaps I can go through the entire month of February without seeing My little penis squirt. I am curious to see what the readers of our new blog have to say about that. Good idea you had to solicit their input.

My little chaste guy, your chastised state has pleased Me to no end. It has made My training of you so much easier. I am sure that just a few months ago you never thought you’d be taking a spanking in public while chained to a cross. I’m sure you never expected to be paraded around naked in public, except for your little chastity cage that is. You probably never expected to assist Me as I played with another of My subbies. All of this is possible because you want to please Me so bad. And I didn’t even mention the cooking, cleaning, running errands, and serving other Mistress’s at My direction you’ve had the honor of doing.

And I have so many more treats in store for you over the next weeks and months. There is a long list of events we will be attending, you as My collared, little, chastised servant. Any day now the custom fitted locking buttplug harness you ordered will be ready. Then we can begin some serious anal training. You do remember that you also gave Me your ass to control as well, don’t you? And I want to get My ass thoroughly trained to take My favorite strapon cocks, the big ones (LOL). And I cannot wait to take you out in public with what is now My ass plugged and My little penis caged up and straining. Watching you squirm will be so delicious. Do you think I can make My little penis cum in its cage just from fucking you in My ass? I bet if we stay chaste long enough and fuck that ass hard enough it is possible. We shall see My little chaste guy.

And we will both write about our experiences from our own points of view to share with the world.

Peace,

Mistress Alegria