Permission Revoked

For a good portion of this year Ms Lee has been generous enough to allow me to masturbate once per month at a time of my choosing. I was very grateful to her for this but was always aware that she could end my monthly fun at any time. Recently she did just that, telling me that I was once again to be in chastity and not to touch myself in a sexual way without her permission.

Unfortunately I failed to understand her clear instruction to be in chastity and mistakenly assumed that I did not need to resume wearing my chastity sleeve. When Ms Lee became aware of my failure to adhere to her explicit expectations she was understandably upset with me. As a result of my failure she is requiring me to wear my chastity sleeve 24 hours a day with the only exception being when I shower.

Previously whenever I wore my chastity sleeve 24 hours a day it would soon wind up bruised and battered as my deprived penis strained against the implacable chastity chains in a futile attempt to enjoy an erection. This time was no different and soon my penis was suffering from a number of bruises and cuts. Here is a photo showing a couple of scabs on my penis that resulted from the damage it suffered:

You might notice in the photo that the fur around my penis has been severely cut back and shaved. This was a result of my needing to trim back my fur so I would not offend Ms Lee with any unsightly hair showing under some new, dainty panties that I purchased to replace some of my worn older ones.

It has now been almost three weeks since Ms Lee required me to begin wearing my chastity sleeve 24×7 and my poor penis is finally beginning to get used to its fate. The scabs are slowly clearing but my penis continues to feel like a squashed and crushed sausage. Frankly it looks like one too. I would never dare disobey Ms Lee’s expectation that I not touch myself sexually without her permission but even if I did I doubt it would be any fun stroking a penis that is covered in scabs and bruises.

When I mentioned my frustration to Ms Lee she told me to change my focus to service oriented things. This made sense as it was pointless to worry about my frustration since I had no control over when I might be allowed to touch myself. As I turned my focus more often to service related things like my chores and housework I found that it made a big difference, keeping my mind off things I shouldn’t worry about. Most importantly I realized that it probably pleased Ms Lee to see me becoming more focused and devoted to my housework.

I have noticed over the last week or two that when I take my chastity sleeve off and shower that my penis no longer gets the slightest bit hard. I used to have to be careful to avoid getting it excited when I washed around it but recently it has ceased to respond to that. Perversely the only time it attempts an erection is when I am putting my chastity sleeve back on after a shower. I think it is a reaction to the realization that my penis is going back into chastity. Here is a photo I took this morning showing the head of my penis straining like mad after the chastity chains were attached, preventing any chance of my penis becoming erect:

Some people might wonder if Ms Lee will allow me a release as a Christmas present. But I think the more appropriate Christmas gift would be if Ms Lee enjoyed having me remain in chastity well into the new year. My own pigmale desires for sexual pleasure are irrelevant but I dearly hope that Ms Lee derives some pleasure or amusement from my unrelenting chastity and frustration. I realize this might seem strange but my extended chastity and inability to experience an erection has further conditioned me to focus solely on Ms Lee’s pleasure and satisfaction.

 

 

 

 

Another break

It has been over three months since my last posting and I must apologize to Ms Lee and my readers for neglecting this blog. As will occasionally happen in my overly busy life I was unable to keep up with all the demands that were put upon me and had to work myself ragged just to make sure nothing critical fell apart. It finally looks like I am getting a handle on everything but you never know what might happen next.

I have to thank Ms Lee with all my heart for being so understanding during this period (as well as previous ones). She has generously allowed me time to deal with my issues and gave me a chance to catch up with everything. I don’t know how I could have managed without her support. However I feel guilty for not keeping up with my blog as well as other expectations I should have been more responsible about. All I can do is try harder to meet my responsibilities and hope that Ms Lee will forgive me.

Back in June Ms Lee also generously told me that I would be allowed to masturbate freely once a month on a day of my choosing. She also has not required me to wear my chastity sleeve on a daily basis. This has really helped to reduce my stress levels but I am well aware that I cannot expect this excessive level of freedom to continue forever.

A couple of weeks ago I decided to take advantage of Ms Lee’s generous offer for the month of July. I had held out as long as I could and I was incredibly horny and frustrated by then. I had begun to frequently find myself thinking about my purple babydoll nightie that I keep in the back of my closet. When I purchased it Ms Lee told me that I should wear it every time I was allowed a release. I told Ms Lee I wanted to wear my babydoll nightie when I released and I also asked her if I could plug myself with my anal plug. I wanted to try to stretch out my enjoyment and try to avoid coming in less than a minutes as I all too frequently do. Ms Lee was generous once again and gave me permission to do so.

Once I was properly plugged and dressed in my babydoll nightie I began stroking my penis. I was rock hard in no time and worried that I might release all too soon as usual. So I slowed down and tried to control myself. Before long I found myself thinking about serving Ms Lee as her formal butler. I long ago ceased having normal male masturbation fantasies. Mine now revolve around my pretty lingerie and serving Ms Lee. For some reason the idea of serving Ms Lee as a formal English butler gives me an incredible submissive rush. I used to fantasize about serving Ms Lee as a sissy french maid but she made it clear that she preferred to be served by an English butler. She does not cater to my pigmale fantasies and I have dedicated myself to learning how to be the best possible English butler so that I can properly please and serve Ms Lee.

But I digress. As I thought about serving as an English Butler I stopped stroking myself and began moving my plug in and out of my greedy rear. I would pull it almost all of the way out and then ram it all the way in. I continued in this fashion until I could no longer keep my hands off Ms Lee’s property. I began stroking myself again but stopped every time I came too close to releasing. I actually managed to stretch out my play time to a full 15 minutes, far longer than I have managed in years. I’m not quite sure what to make of that, but it was quite enjoyable.

I released quite a large load which I then dutifully licked up. I then put everything away, thankful that Ms Lee is so understanding and generous. Sometimes I forget how fortunate I am to be Ms Lee’s property.

 

The return of the sleeve

I recently made a big mistake by comparing myself to other men. I had been telling Ms Lee about the unbearable frustration I have been enduring and I said that I didn’t know how much longer I could go without tasting the sexual pleasure that most men get to enjoy at their leisure. At the time I was begging Ms Lee for my weekly permission to touch myself and I realize now that I should not have compared myself to other men in regards to their sexual freedom.

When Ms Lee responded to my begging She told me that she could see that I was really beginning to suffer but she had also noticed that I had made the mistake of comparing myself to other men. She reminded me that I was her property and that meant that I didn’t compare to other men. She then informed me that the consequence was that I was to put on my chastity sleeve and not remove it until she had given me permission. She also informed me that I had squandered my weekly opportunity to touch myself and I was to wait till the next week to beg again.

I had thought that I couldn’t possibly get any more frustrated but once more Ms Lee turned my world upside down and drove me deeper into submission to her. Although not being allowed to touch myself was extremely frustrating I at least got to enjoy the feel of an unrestrained erection like a real man. But I am not a real man, I am Ms Lee’s property and now I no longer get to even enjoy erections, much less touch myself.

I had also forgotten just how difficult it was to put my chastity sleeve on. (Those who are not familiar with my chastity sleeve can check some of the past postings about it: Chastity sleeve postings).

It is a major struggle to get my sleeve on, especially since my deprived penis gets quite excited from the handling required to get it in the sleeve. Once in place my sleeve performs an extremely effective job of preventing anything approaching a full erection. And when my naughty penis does try to become erect it is severely punished by the chains holding the sleeve in place. Those chains cut in deeply whenever my penis makes a futile effort at becoming erect.

The photo below shows my penis restrained by my chastity sleeve. This is a homemade sleeve which has the advantage of being unnoticeable under my pants. The tightness of the restricting chains is also easily adjustable, a feature which Ms Lee has used to her advantage. She has at times enjoyed having me remove links to make my sleeve even tighter but she has never allowed me to add any links back once they have been removed. Anyone who is interested in how my sleeve is fashioned can check out this posting – Ms Lee’s Chastity Sleeve

You might notice in the photo below that none of my fur pokes out from beneath my panties. I have previously made the mistake of presenting myself to Ms Lee with some random hairs showing and every time She has me correct my error, removing even more. Ms Lee does not like to see any fur showing from beneath my panties so I am always carefully grooming myself. Some of my panties are fairly skimpy and at this point I have removed quite a bit.

Ms Lee Takes Her Property Back

After a very long absence I am bringing this blog back to life. My status with Ms Lee has undergone a number of changes over the last couple of years but recently she has taken me back as her strictly controlled property, with a number of new expectations. One of those expectations was that I resume weekly updates to this blog, without fail. I am quite aware of the severe consequences I would suffer if I failed to meet one of Ms Lee’s expectations so you can expect that my updates will be regular and timely.

This morning I got on my knees to thank Ms Lee for taking me back as her strictly controlled property. It will be difficult to adhere faithfully to all of her expectations but I am firmly committed to doing so, no matter how hard or frustrating it may be. Her no touching rule is especially maddening. My penis is straining against my lacy white panties as I type this, squirming in my seat in desperation. I don’t think words can properly describe just how stressed I am right now as I fight the battle to resist the urge to take her property in my hands. At present she has not required me to wear my chastity sleeve which in a perverse way makes things even more frustrating. My sleeve had always prevented me from enjoying anything near a full erection but now I must endure the incredible frustration of experiencing a rock hard erection that I am prohibited from touching.

It is particularly difficult in the morning when I wake up with a morning erection and feel the natural, naughty urge to masturbate like a little school boy. But as I awaken further I feel the overpowering frustration that comes with remembering that I am not allowed to touch Ms Lee’s property without her permission. I then must struggle against temptation as my deprived penis strains like mad inside my frilly panties. My panties add a nasty twist to my frustration as their silky caress of my penis teases it mercilessly. One of Ms Lee’s new expectations is that I no longer wear any male underwear at all. Nothing but frilly and lacy panties are allowed.

Before Ms Lee had recently taken me back as Her firmly controlled property I had fallen back into the naughty habit of frequently masturbating at will, sometimes multiple times a day. Ms Lee put an immediate end to my naughty pleasures and it has now been a full week since I last masturbated. It has been a major shock to go this long without cumming but I am grateful to Ms Lee. I understand that my lack of willpower regarding masturbation and playing with myself means that I need the firm control that Ms Lee has graciously provided me with.

Ms Lee has also generously given me permission to touch myself and masturbate on Wednesday morning, between 6 and 6:30 AM. She expects me to ruin my release by squeezing the tip of my penis to prevent the pleasurable explosion of cumming which will probably result in a frustrating dribble of cum, preventing me from enjoying the wild, free release a real man would experience. However I feel extremely grateful as I did not expect her to allow a release so soon at all. I will then not be allowed to touch myself again until I properly beg her again for permission. I am planning on waiting at least a week before doing so as I want to be in the proper state of mind to beg her with sincerity.

I actually could probably beg quite sincerely the very next day but I am hopeful that it will please Ms Lee if I endure an entire week of intense frustration before I bother her with the insignificant issue of my sexual pleasure. My focus is solely on her pleasure and my sexual pleasure is completely dependent on her whim and mood. In fact I am desperately hopeful that she will be pleased with my frustration as I doubt I would be allowed any sexual pleasure at all if my intense desperation did not please or amuse her.

Ms Lee’s panty washing boy

Recently I have assumed responsibility for washing Ms Lee’s panties. I am embarrassed to admit that I actually had to beg her to allow me this honor. I am not sure if she doubted my ability to properly clean her panties or if she suspected I might just be anxious to handle and sniff the panties that had embraced her gorgeous derriere (perhaps both). I have to admit that my penis strains like crazy against my chastity sleeve whenever I am washing Ms Lee’s panties. I also get quite excited by the wondrous aroma that exudes from her worn panties but I would never dare molest them in any way (Ms Lee had previously warned me that I would be punished if I ever did so).

I finally convinced Ms Lee to give me a chance to demonstrate I could clean her panties to her satisfaction but first I had to diligently study how to properly clean a woman’s delicates. I was actually red in the face as I browsed the online site of Better Homes and Gardens for panty washing instructions. I had often noticed that magazine on the kitchen table as I grew up and I never suspected that one day I would be studying it like a good, obedient housekeeper.

By the time I had convinced Ms Lee to allow me to wash some of her panties I had studied over half a dozen sites on panty washing and had practiced on my own. I was glad I had done so because I learned quite a few things that I had been neglecting in the care of my own panties. Although I had always hand washed them I had been fairly careless about it. I have now established a twelve step procedure for washing Ms Lee’s panties as follows:

1) Fill sink with cool water. Warm or hot water would clean quicker and be easier on my hands, but could shrink the panties.

2) Add one capful of Woolite fabric cleaner, stir water well to mix

3) Dip panties into water and let soak for 5 to 10 minutes

4) Rub panties gently to loosen dirt and stains, let soak for another 5 to 10 minutes

5) Rub panties lightly, but thoroughly to clean completely. Examine carefully to make sure any stains are removed

6) Drain sink and rinse panties under running, cold water

7) Fill sink with cold water again and swirl panties under the water to clean more soap out of them

8) Drain sink and rinse panties under cold water one more time to make sure all soap is gone

9) Squeeze panties gently to remove excess water, do NOT wring. That could misshape the panties

10) Lay panties on a clean, dry white towel, roll up gently within towel to remove more water

11) Lay panties flat on another clean, dry white towel for drying

12) Turn panties over occasionally for next day or two until dry

The process I have developed involves quite a bit of time and work but so far Ms Lee seems pleased by my efforts. I hope that she enjoys having one less thing to worry about, knowing that she will always have perfectly clean panties available. I am so glad that I have been able to perform this menial task for her and I am thankful she allowed me the opportunity to demonstrate that I could clean her panties in an acceptable manner. I am always desperate to find new ways to please Ms Lee and I am hopeful that she will allow me to continue to be her faithful panty washing boy.

Of course I must also admit that it gives me a thrill to know that throughout every day Ms Lee is wearing a pair of panties that I have worked so diligently to wash. I hope that once in a while she smiles, enjoying the fruit of my labors. But somehow I suspect that more often she just takes her freshly laundered panties for granted, not even having to bother thinking about all the toil and dedication that went into keeping them immaculately clean.

A squandered opportunity

During the years that I have spent as The Property of Ms Lee I have come to understand that Ms Lee enjoys seeing me endure increasingly extended periods of strict chastity. As my chastity periods began to counted in terms of months Ms Lee kindly allowed me to attempt to milk myself to release the pressure in my balls, but only very rarely allowed me to touch myself in a sexual manner.  And I never know whether my chastity periods will end in a pleasurable or ruined release.

All of this keeps me in a heightened state of extreme frustration. This longer my period of chastity the more desperate I become to please Ms Lee, which may explain why she steadily increases my chastity periods. I suspect she also just simply enjoys owning a boy whose sexual pleasure is always firmly denied.

To keep my sexual pleasure firmly under her control Ms Lee requires that my inadequate penis be restrained by my cruelly tight chastity sleeve. I am allowed to remove my sleeve while I sleep, but it must immediately go back on as soon as I wake and finish taking my morning shower. At first my chastity sleeve was kept in place by three relatively loose chains, but over time the chains were shortened and more were added. My shrunken penis is now firmly restrained by five viciously tight chains.

Obviously I could cheat while my sleeve is not in place but long ago Ms Lee trained me to understand that I would only be cheating myself out of the joy of knowing that I am her loyal boy, pleasing her with my extended chastity. She also trained me to understand that for a boy with an inadequate penis, masturbation only provides me with a short lived pleasure. And as a result of extensive long term chastity I no longer have the self control to enjoy masturbation for more than a brief minute or two.

Ms Lee has trained me to understand that long term chastity is much more appropriate and satisfying for a boy like me. My satisfaction comes from knowing that my chastity pleases her. Unlike masturbation there is no limit to how long I can enjoy the satisfaction of pleasing Ms Lee in this way. And perversely I have learned to feel comforted by the embrace of the chastity chains. When I feel the cruel bite of the chains it actually feels like Ms Lee has me in her firm grip, reminding me how fortunate I am to be her boy.

Unfortunately my growing inability to control myself led to a squandered opportunity recently. My frustration had reached a fever pitch as I exceeded 100 days in chastity for the pleasure of Ms Lee.  One morning as I was attaching the chains that encircle my chastity sleeve I felt my deprived penis begin to tremble, which frequently happens while attaching the tight chains around my straining penis. When this happens I have to wait for my penis to calm down and shrink enough to attach the chain. But this time my unruly penis did not calm down and instead began to leak and dribble uncontrollably. I clearly released a full load but I experienced no pleasure whatsoever. Instead I had a frustrating, ruined orgasm.

I promptly reported my lack of control to Ms Lee, expecting to be punished for releasing without her permission. I was pleasantly surprised when she told me that I was ok because she had been just about to tell me to have a release. But I was heartbroken when I learned that she had intended to allow me a rare pleasurable release. Because I was unable to control myself I had blown my chance and instead had to suffer the intense frustration of a ruined orgasm.

Although the pressure in my balls has been relieved my frustration has continued unabated. In fact it has been greatly magnified, knowing that it could very well be spring time before it pleases Ms Lee to allow me to release again. And of course I have no idea whether she will then enjoy seeing me experience a pleasurable release, or just the frustration of another ruined orgasm.

Playing with my breasts

Every time I dress up for Ms Lee in one of my new corsets I have found myself becoming more and more aware of my breasts and nipples. My corsets frame my breasts very nicely and I can’t help wondering what it would feel like to caress them. I think my extended chastity has also made me quite desperate for any sort of sexual stimulation. Recently I asked Ms Lee if her ‘no touching’ rule included my breasts and nipples. She gave me permission to touch myself there, but told me to keep her ‘abreast’ of my experiences since she was not entirely sure about the idea.

The first time I tried it I restricted myself to just lightly rubbing my breasts and pinching my nipples. I found the sensation quite pleasant and although I eventually felt my penis become a bit excited I think I actually enjoyed the subdued pleasure experienced by my breasts even more. Even after I stopped touching myself I continued to feel a warm, pleasing feeling emanating from my breasts. I found the pleasure to also be a bit frustrating, similar to the teasing, limited sexual thrill I derive from anal stimulation.

Today I tried  playing with my breasts while using my anal vibrator. I expected things to be a bit more intense so I decided to use clothes pins on my nipples to heighten the experience. Before I tried this I put on my chastity sleeve, including the viciously tight fifth chain that pleases Ms Lee so much. She enjoys having my long deprived penis painfully restrained and I wanted to insure that my sexual stimulation was focused solely on my breasts and my rear. This would leave my penis ignored and limp, hopefully pleasing Ms Lee a bit more.

Once my penis was firmly restrained I began to slide my anal vibrator up my desperate rear. I used to use a small, slim anal vibrator, but Ms Lee wanted me to use a bigger tool. I now use a large woman’s vibrator that is nearly twice as thick and long as my penis is on the rare occasions when Ms Lee allows it to become erect. My bigger tool does an excellent job of stimulating my prostate, driving me to extreme heights of frustrating pleasure. As I began to grind my rear and drive my vibrator further into my rear I began massaging my nipples. As they became excited and began to firm up a bit I attached clothes pins to them, tightly squeezing and pinching them.

With my nipples pinned and the vibrator rubbing my prostate I began to get incredibly excited. I was soon bucking and grinding as hard as I could, my sensations magnified by the pain centered in my breasts. I continued to rub my prostate as the pleasure/pain continued. I was not able to milk myself, but I found I did not care. I think I am learning to better enjoy the limited sexual stimulation that Ms Lee allows me and I have discovered that playing with my nipples adds quite a special thrill to the experience.

I got another ‘thrill’ when I removed the clothes pins. I felt an excrutiating pain as the blood flowed back into my nipples. I immediately tried to rub them in an attempt to releve the pain, but found that it hurt too much to touch them. For a while it felt like the clothes pins were still attached and all I could do was wait for the phantom pain to subside.

I know that Ms Lee will continue to firmly enforce her ‘no touching’ rule with regards to my penis and balls. However, I sincerely hope that she might decide to allow me to continue to touch my breasts and nipples.

Dressing up for Ms Lee

Some of the panties that I wear for Ms Lee came with garters attached. I am always concerned that someone might notice the bulges caused by the snaps at the end of the garters that are designed to hold up stockings. I find it quite embarrassing to wear panties with garters and I am always fussing with them.  During a recent conversation with Ms Lee I admitted that constantly playing with the garters had caused me to  wonder what it would be like to wear stockings. Ms Lee immediately told me to purchase some stockings and try them out.

This of course led to further embarrassment for me as I went shopping for appropriate stockings. I was wearing a pair of panties with garters attached as I was shopping and I was terribly concerned that the sales ladies might notice the garters under my pants. The garters do not show too obviously through my thick pants, but I am always extremely self conscious when I am wearing them in public.

When I got home with my new stockings I discovered just how much trouble and hassle it is to attach stockings to garters. I can’t believe that women would go to all that trouble just to impress men and my deprived penis kept straining against my chastity sleeve as I pondered the fact that it was now I who was struggling quite significantly, concerned about making sure my appearance would be pleasing to Ms Lee. I have to admit that I was very happy and flattered when Ms Lee told me that my new stockings looked nice.

Shortly after purchasing my new stockings I was chatting to Ms Lee about my experiences with them when she shocked me by mentioning that I should wear a girdle with them to hold my stomach in. I do have a bit of a belly and I had to agree when she said that if I liked looking pretty then I should wear something to hold my stomach in so I would look better. Her comment about looking pretty then caused me to ask if I could try a corset instead. I have always loved the way a women looks when squeezed into a lovely corset and I found myself wondering what I would look like wearing one. Ms Lee kindly allowed that I could try a corset as long as it did a proper job of holding my stomach in.

As we discussed the idea of me trying a corset Ms Lee told me that I should purchase a white corset to match the white stockings I had purchased. She also told me that she wanted me to purchase a pretty pink corset rimmed with black. This of course meant more embarrassing shopping trips as I made the additional purchases that Ms Lee required. I then discovered that wearing a corset was even more challenging than stockings, but I had to admit that I was thrilled when Ms Lee approved of my modified appearance.

I was further mortified when Ms Lee told me that I should keep myself shaved from the groin down since she did not like the look of hairy legs under stockings. Once again I had to admit that she was correct and I proceeded to shave myself as she expected, including my cock, balls and all around my rear. This was probaly much more trouble than a woman goes through when shaving her legs, but Ms Lee has exacting standards for me and I would not dare disappoint her.

I have been mentally struggling with the reality that I am sexually excited when dressing up in my pretty new things. I was concerned that I was responding to stockings and corsets like a girl might but Ms Lee put me at ease, telling me that I was reacting just like someone who is surprised to learn something about himself that he didn’t know before. She told me that just like it was with panties I would soon learn to enjoy wearing stockings and corsets. She tells me that this does not mean I am a sissy, but I continue to be embarrassed by how much I truly enjoy wearing pretty things for Ms Lee.

Below are a few photos I took of myself wearing my new pink corset with black trim and stockings (over my freshly shaved legs). If my readers enjoy these photos I might include some shots of my white corset in a future post.

My shrinking penis

Ms Lee seems to enjoy having my chastity chains severely tight. As I mentioned in a previous posting, she had me shorten them by a link each to correct me for having an unauthorized release. Initially this was to be for a period of a single week, but that was extended for another week when I asked if it would please her to extend my correction. This cycle was repeated until finally she told me that I should just extend my punishment thru the rest of the summer.

As Labor Day approached I sent her an email describing the torments that my tightened chastity chains had inflicted on me. Here is a copy of that email:

The last time I begged you to allow me to please you by extending the time I wear my tightened chastity chains you told me to do so until the end of summer. As the end of September approaches I realize that I am not sure if you consider Labor Day the end of summer, or September 21. Regardless, I am now on my knees begging you to allow me to continue enduring my viciously tightened chastity chains until the official end of summer on September 21.

Please do not grant my request unless it will please (or amuse) you. Although I have to admit that I am perversely excited by the pain of the tightened chains I can assure you that I am not enjoying my predicament. Although I have done my best not to complain to you, I am actually enduring a considerable amount of suffering. I have gladly done so because i desperately desire to please you and I am hopeful that I can continue to do so.

Below is a list of the various ways my tightened chastity chains are affecting me. Please understand that I am not complaining in any way or asking for leniency. I just want to make sure that you are aware of the full extent of what I am enduring in the hope that you might derive more pleasure from my situation.

– My penis is constantly crushed by my tightened chastity chains

– I have to sit down and pee like a girl because the chains are so tight that my pee continues to dribble out for a few minutes after I urinate

– By the end of each day my punished penis is raw and red

– At times my tightly chastised penis feels like it is being burned, I feel an intense stinging that will not quickly go away. When this happens I endure the pain by thinking about your pleasure

– Erections hurt even after I remove the chains at bedtime. The deep impressions inflicted on my poor penis continue to cause pain as if the chains were still in place

– I realize that the viciously tight chastity chains are conditioning me to prefer anal pleasure since any attempts to enjoy an erection are instantly corrected by the bite of the viciously tight chastity chains

– When my tightly chastised penis does attempt an erection it is barely able to achieve 4 inches in length. And of course it is restricted to less than an inch in thickness. This is quite humiliating and I am really beginning to wonder if my extended, severe chastity might actually be causing my inadequate penis to become even smaller than it already is

Once again I am on my knees begging you to allow me to continue enduring my tightened chastity chains. I sincerely hope it will bring you some pleasure and perhaps bring a smile to your lovely face.

In my 67th day of chastity for your pleasure,
my 67th day of enduring my shortened chastity chains,
135 days since my last pleasurable release,
and wearing my black lace panties with pink trim today

Although I would have gladly continued enduring my tightened chastity to please Ms Lee I was relieved when she told me that it would not be necessary to extend my punishment beyond Labor Day. That night as I removed my chastity chains before going to sleep I discovered that the effects of my viciously tightened chastity would continue. Here is the message I sent Ms Lee the next morning concerning this:

I hope your toes were curling in your sleep this morning as I thought about pleasing you with a long, sensuous foot massage. I would caress your lovely feet and rub each individual toe, kissing them as I moved on to the next. Before I started I would light an oil warmer so I could rub the warmth into your feet. I would also have candles lit and some of your favorite music playing to help you relax and enjoy the pampering. I would set out some plants and light some incense if you liked. I would always be trying to think of small new ways to maximize your pleasure.

I do hope you have a lovely morning and a wonderful day today.

I was also thinking of you last night after I removed my chastity chains as my desperate penis became painfully erect. I’m not sure if it got excited as a result of my touching it as I removed the chains or if it was the anticipation of the loosening of the chains (perhaps both). As I watched my penis becoming erect I once again thought it looked smaller than in the past. I was shocked when I took a ruler and laid it against my penis to check. As you can see in the attached photos, my erect penis is now less than 5 inches long! When I measured it a couple of years ago when I first fashioned my chastity sleeve I remember that it was a full 6 inches long. I can only assume that wearing my severely tightened chastity for so long has reduced the length of my already inadequate penis.

Even 6 inches is nothing to brag about, but it is incredibly humiliating to realize that my penis has shrunk so much smaller. Do you think it might get longer again once my chastity chains are loosened? I can’t imagine that adding back a single link to only four of my chains is going to restore a full inch back to my shrunken penis. I hope that in time I regain some of my lost length. But if it turns out that my penis has been permanently shrunk I sincerely hope that it provides you with some pleasure and satisfaction, or at least some amusement.

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.