Author Archives: sissy billy

How I spent my summer vacation – Episode 2

It was a normal Summer Saturday and Mistress Rosemarie had laid out my sissy maid outfit that I was to wear for cleaning the house this week. I am sure that every sissy is made to clean her Mistress’s House and that was normal.

Let me rephrase that. Dressing as a sissy maid for Mistress Rosemarie and other Mistresses of “The Institute for Cross-Dressing Punishment” is never normal. The Mistresses always seem to have a way of making every simple cleaning day an adventure in reminding me of what it means to be a sissy maid. There always seems to be corsets, cuffs, sissy clitty cages, diapers or something terrible and uncomfortable to hinder my cleaning routine. At least today I was given my 2″ heels instead of the 5″ heels (when I am really being punished) to wear.

Well I dressed as instructed and presented myself to Mistress Rosemarie for the “sissy-do” list of cleaning chores that she would require me to do.

[![](http://cdpunishment.com/institute/images/2010/10/sissybilly_100820-001e1.jpg)](http://cdpunishment.com/institute/images/2010/10/sissybilly_100820-001s1.jpg)

Continue Reading

How I spent my summer vacation – Episode 1

I have been instructed by Mistress Rosemarie to share some of the fun and games and activities that I did over the summer. This is once again a lesson that I must endure by sharing my experiences and humiliations because I am shy. I should have learned by now that I can not hide my humiliations and if I had shared just one with pieclown I may not be having to post several. Mistress Rosemarie has set a quota of 1 or 2 posts a week of my many humiliating days I spent on my summer vacation. This is to go on until Mistress Rosemarie has felt that I am over my current phase of sissy shyness. Of course I am sure that Mistress Katzenburg may also have some things to say.

One day a package arrived in the mail and Mistress Rosemarie was very excited. It was a present she had ordered for me for my birthday in the fall. She smiled as I opened it and giggled as I turned red with embarrassment. It was a little girls fancy frilly party dress. She took my hand and led me to the bedroom and proceeded in telling me how to dress. I put on a stuffed bra, a crinoline and this very frilly baby blue little girls party dress. No one, not even a girlie girl would ever wear this. For a sissy to expose herself like this is beyond humiliating. I also put on red thigh high stockings, a very big stuffed plastic diaper because I was still a little baby and of course cuffs so that I would behave. I stood in the bedroom totally humiliated as she took pictures for my scrapbook.

[![](http://cdpunishment.com/institute/images/2010/10/sissybilly_100820-001e.jpg)](http://cdpunishment.com/institute/images/2010/10/sissybilly_100820-001s.jpg)

My humiliation was only the beginning of our Mistress – sissy evening

Continue Reading

babyface – sissy billy failed Sorority Bitches

This is the third in a series of assignments to determine who is the worst sissy. The first assignment – Dusting Off – was a competition for us sissies to make a presentation and hopefully be excused for the next Level. I finished last in the polling and therefore had to move on to the next assignment of Sorority Bitches. I was the only one who failed this assignment and was to now have to complete an assignment at the third level. To compound my failure, I was not a graceful loser and therefore this assignment – babyface – was expedited and given to me to complete this weekend. If you read this assignment in one of the posts below, I think you would agree that it looks scary. It was not easy and as Mistress Katzenburg said, you do not want to be given a level three assignment.

This is a 24 hour assignment including the writing of the post and several awful tasks to perform. I accepted this assignment for failure of Sorority Bitches and started it at 4:00 on Saturday. My next 24 hours went something like this.

The first task was to strip. Not hard, but embarassing. Even a sissy like me can complete this and off to the bathroom I went.

[![](http://cdpunishment.com/institute/images/2010/07/sissybilly_100710-001e.jpg)](http://cdpunishment.com/institute/images/2010/07/sissybilly_100710-001s.jpg)

OK – Now on to 24 hrs of accepting my failure and learning from it.

Continue Reading

sissy billy – a Sorority Bitch

A short while ago we were all given an assignment. Because the Institute had become quite dusty, we were to present ourselves as a sissy maid prepared to clean. A Poll was established to vote on who had presented themselves as the most humiliated sissy maid.

The losers were to be trained further and experience further humiliation as “Sorority Bitches”.

From the Start my performance was inadequate and had 0 Votes until a late surge left me with 2 Votes, but still in last place. I guess I was the most in need of humiliation and training by the Sorority and now I was to be a “Sorority Bitch”.

The assignment was basically that you were to experience a Sorority initiation Training Exercise in obedience and humiliation. There would be four Training Sessions over the course of the Evening divided into a Pleasant Dinner at a reception hall followed by a punishment session for insolent Sorority Bitches. You were then to be taken back to the Sorority House for some additional Training Punishments. Then, finally, it was Bedtime and a pleasant Sleep. The actual training episodes were not so pleasant.

It was for each of us to determine our training activities. We were required to pick at least one activity in each session, a minimum of 7 total activities and the Judges were to decided which Sorority Bitch would graduate and which would need further training.

I intended to try as hard as I could to impress the Judges and would attempt as many activities as I thought I could accomplish. To start, I strove to make myself as pretty as I could and be the Best Sorority Girl I could. I was to attend a Dinner at a reception hall and the dress code was a Corset, stockings, high heels and a dress. Since it seemed like a formal affair, I chose an old, but very pretty Fancy Dress that I once imagined wearing to a Prom.

I stood ready to be a Sorority Bitch.

![](http://cdpunishment.com/institute/images/2010/06/sissybilly_100613-001s.jpg)

Continue Reading

Dusting Off: sissy billy reporting for Maid Duties

“The Institute for Cross-Dressing Punishment” has become quite dusty and Mistress Katzenburg has requested that all good sissies report for Maid Duties. Mistress Katzenburg assigned all of us sissies to present themselves in their best Maids outfits and post a picture. The best presentable Sissy Maid will be exempt from the more humiliating and severe duties to Follow.

This sissy thought that she would not wear her very pretty pink serving maids outfit meant, but rather wear a more serviceable and practicable cleaning maid’s outfit. I put on pretty panties and decided that I would also wear a diaper and a pink plastic cover. I did this so that I could better service Mistress Katzenburg’s request if necessary and not have to stop for a Ladies Room visit which I often have to make. I put on a pink bra and stuffed it to medium fullness so as not to hamper possible cleaning duties. This was followed with pantyhose and 2″ heals for maid duties. Every good sissy maid must wear a crinoline under her outfit so she does look pretty if her Mistress decides to inspect and watch her cleaning. I put on a full white crinoline, pretty lacy white blouse and pink skirt. I then put on my white pinafore for cleaning to protect my skirt. I put on white lacy maids gloves and wrist-lets. I then topped this with a very pretty maids cap.

I present myself for inspection and assignment of sissy maid duties.

![](http://cdpunishment.com/institute/images/2010/06/sissybilly_100606-001s.jpg)

I have tried to look my prettiest as a sissy maid and still be functional as a cleaning maid. I hope I am picked as best in the sissy maid cleaning pageant.

Continue Reading

A sissy trying to work off her demerits

It is not any easy thing for a girl to pledge a Sorority in College. It is even harder for a sissy like myself to follow the rules and requirements of a Sissy Sorority Pledge. Mistress Rosemarie has several Sorority Pledging games she likes to play with me.

Some time ago Mistress Rosemarie shared her Sorority experiences with Mistress Katzenburg who also thought it would be a good learning experience for me to follow the same sorority pledge guidelines, requirements and in particular the punishments that came with a young lady trying to join a College Sorority.

An assignment given to me by Mistress Katzenburg many months ago was to return to all the posts that I had made and correct them perfectly following all the Rules and Regulations of “The Institute for Cross-Dressing Punishment”. I have barely corrected 1/3 of my posts and each time it was graded by Mistress Katzenburg and each mistake would be given Sorority/Institute Demerits and sometimes 2 and 3 “Sorority/Institute” Demerits if I made the same mistake again. I have not done well in this assignment and have many many Demerits. I have not been told what I would have to do to cleanse these Demerits or what punishments I would receive. I have been extremely lax in completing my assignment of correcting my postings and I am certain that Mistress Katzenburg will not be kind in administering further requirements.

However, a few weeks ago Mistress Katzenburg did offer me a kind opportunity to satisfy some of my many demerits. I was to dress in my diaper and pink plastic diaper covers, put on my big lady big Bra and stuff it sufficiently, put on my wrist and ankle cuffs and stay dressed as long as I wished.

I would be able to erase 2 demerits from my record for each hour I stayed dressed as such, but if I soiled or wet my diaper I would not be to deduct any demerits, but instead would be given 3 additional demerits for that hour. I appreciate this opportunity and was going to attempt it this past Sunday and get rid of as many as I could. I prepared my attire and restraints on Saturday Night so I could start early on Sunday Morning.

[![](http://cdpunishment.com/institute/images/2010/04/sissybilly_100411-001e.jpg)](http://cdpunishment.com/institute/images/2010/04/sissybilly_100411-001s.jpg)

I was ready to begin and was hopeful that I would be successful and rid myself of a lot of “Sorority/Institute” Demerits.

Continue Reading

A Trip with my Mistress

I made a big mistake at the end of last year. A sissy does not have any rights and only has the obligation to please her Mistresses. She is a sissy and should be kind and sharing with all and therefore has an obligation to other sissies also. She should be honest. But most of all she has an obligation to perform her sissy duties without prodding or insistence from her Mistresses.

Simply, she should Volunteer.

I did not and therefore I am where I am now. I am sorry Mistresses and other sissies. The correct thing to do would have been to show everyone how excited I was over my presents from Mistress Rosemarie and to share this excitement and tell everyone what I got. I was too embarrassed to do this and now I have to physically wear and show everyone my new things.

It is our Anniversary and Mistress Rosemarie decided that we should take a nice trip and that my main purpose was to pleasure her enormously. I was also to bring my presents because she intended to make good use of them. I packed my Suitcase including my very pretty negligee I received from her for Christmas, several other negligees so that I would look pretty for her each night and of course the new two quart enema system, new pink soap, condoms, a Bridal Magazine and of course panties, bra and pantyhose that I would wear full time for the weekend. She examined my suitcase, found it complete and off we went.

[![](http://cdpunishment.com/institute/images/2010/01/sissybilly_10-01-22-009t.jpg)](http://cdpunishment.com/institute/images/2010/01/sissybilly_10-01-22-009s.jpg)

Packed and the suitcases loaded in the car we drove off on Day 1 of our trip. Mistress Rosemarie drove as she is a much better driver then a sissy could ever be. She began to explain what would happen on our trip and I began to blush and worry already. She decided that my humiliation should start now and she had me put on a pretty women’s kerchief and tie a bow at my chin. When we passed cars I was to look directly at them. We were away from home and little chance of exposure, but it was humiliating and Mistress Rosemarie even slowed up sometimes so they could get a good look. It was humiliating. This was just the start.

Continue Reading

A sissy must be prompt in her assignments – Morning 3

It is Sunday Morning and I have been very busy, but still have not completed my profile. So I am once again completely dressed in the sissy girlie outfit of Mistress Rosemarie’s choosing.

I have rephrased and corrected sections of my profile and added another section. I was certainly hoping to have completed this by now, but I have one question that I must ask Mistress Amber because I am not sure how to do a link. After several months of trying to be a good sissy client you would think that I would know all of these things by now, but I do not. I quess I am still in need of more and extensive training and punishment as a sissy client.

I will, hopefully, finish my profile as soon as Mistress Amber helps me with my question.

Continue Reading

A sissy must be prompt in her assignments – Night Two

It is Thursday night and I am back fully dressed as a pretty sissy. This is definitely not pleasant being dressed as a sissy all evening. Not only I am making dinner for Mistress Rosemarie, but she is making me go to the Ladies Room often during the evening to fix myself – you know – fix my makeup and lipstick and fluff and straighten my skirt and blouse. It certainly is difficult being a girl and looking you best.

I have found and collected training photos and have uploaded them to my profile page. I hope to complete some miscellaneous items of my profile on Saturday and can finally go back to my normal dressing life. I hope

Continue Reading

A sissy must be prompt in her assignments

I was recently, well actually a month ago, assigned a task by Mistress Amber to fill out a profile set up by her and to complete it as soon as possible. Well, I got busy with other assignments and finally pushed Mistress Amber’s patience to the limit. A sissy never has the excuse of being to busy to fulfill her Mistress’s instructions.

Mistress Amber was still very understanding, which I do appreciate greatly, and did not punish as severely as I deserved. I have been directed by her to dress up completely in feminine clothing every night until I completed this task. I further disappointed Mistress Amber by not starting my task immediately last night and now I am also to wear my sissy clitty cage.

Mistress Rosemarie is delighted with this because she had warned me to get going on my assignment and she so likes me to look pretty. She now forces me to dress as soon as I get home and to stay dressed all night. I make and feed her dinner, clean up and then go to the computer. Mistress Rosemarie tells me to take my time now because she wants me to dress like this every night, but I know I must complete and please Mistress Amber by finishing my Profile.

Mistress Rosemarie laid out a pretty feminine outfit and took pictures for all to see and delighting in my humiliation.

![](http://cdpunishment.com/institute/images/2009/12/sissybilly_091214-003s.JPG)

Continue Reading

Halloween Dress-Up – sissy billy Version

Mistress Amber is celebrating a Holiday likes she loves to do by making Sissies Dress-up for her amusement. I must admit that this is much more desirable then being punished as Cross-Dressing Sissies normally are. Mistress Amber has a very good memory or very good records or probably both. She remembered one of my very first submissions expressing my interest in Ballerinas (It was a picture actually). I do love ballerinas and the Tutu’s/Ballerina Outfits they wear. I always fantasized of wearing a Ballerina’s Tutu for Halloween, but never had the nerve to. So my assignment for Halloween is to dress as a top heavy Ballerina.

I was looking forward to dressing up as a Ballerina until Mistress Rosemarie reminded me to look at the “fine print” of the assignment. In my excitement to dress up I had not read the additional condition of my dress-up also being uncomfortable.

All of you should know, Mistress Rosemarie loves Halloween and always dresses up and usually drags me to a Halloween Party. I always refuse to dress up which aggravates her to no end, but she does make me go to the Parties. She was in her glory that I was going to be forced to be dressed up this year. I was terrified that she would make me go to a party dressed as a Ballerina. I was so thankful when she said that this year we would stay home. Mistress Rosemarie really is a nice Mistress and while she likes to humiliate me at home, she does know what a panic I was in to be exposed in public.

Early in the week she started to plan my Ballerina Costume. She picked out a white Tutu that could also fill in as a spare Crinoline under my Maid’s Outfit. Then she started to pick my accessories to fulfill the “Uncomfortable as possible” portion of the assignment. I naturally had my big Ladies’ Big Bra and over-sized stuffing already in my closet. Then she decided I should start to experiment with my “Spreading Core Diaper”. Add to that my corset laced tightly like a Victorian Lady, Stockings and my Punishment Level 5″ Pink High Heels. My Costume hung on the bathroom door for days so that I could anticipate my assignment.

This Halloween would be Exciting and Humiliating and Terrifying. (I was threatened with having to hand out treats to all who came to our house.)

It is Saturday Night and Halloween is here. I dressed up and I did complete my assignment. Thanks to Mistress Rosemarie, the humiliation was all mine. The fun is in the “detail” and not the assignment. This was a Halloween I should not soon forget.

Continue Reading

Junior Summer – 2 – Training Starts and The Surprises Keep Coming

“Oh My Heavens” sissy billy uttered. She was frozen in the middle of the floor and looked terrified. She obviously was afraid to move. She finally took a step forward and with hesitation she opened the front door.

There stood Mistress Rosemarie. sissy billy let out a sigh of relief for she had hoped Mistress Rosemarie would be her first trainer. Her hope was short lived. She told Mistress Rosemarie she would be right back as soon as she put on her clothes, but as she turned Mistress Rosemarie shouted stop. She grabbed sissy billy’s hand and dragged her outside still dressed in her peignoir set, cuffs and punishment high heels. She stopped on the front lawn and in the middle of the day there were lots of neighbors outside. The humiliation was intense for sissy billy and she turned red. Mistress Rosemarie then dragged her the rest of the way to the car like a little girl and sissy billy jumped in the front seat. Mistress Rosemarie made her get out and get in the back seat. She then said very loudly so all the neighbors could hear: “Sissies are like little girls and they should sit in the back seat. She then made a big deal of buckling sissy billy in with a seat belt and I am sure sissy billy could hear all the neighbors laugh and start talking. They then drove off.

Continue Reading

Junior Summer – 1 – Is Summer Great or Maybe Not

Bill had just finished his third year of College, was in a real partying fraternity and had been dating a drop dead gorgeous girl (Marilyn) for two years and who had just graduated. She had been in a Sorority that socialized often with his fraternity. He knew everyone in her Sorority including Marilyn’s cousin (Rosemarie) who was in his classes and who had become his best friend besides Marilyn. The three of them had become inseparable during the past two years.

Good Times and things were going to get better. Bill was going to go home with Marilyn and stay at her house for the Summer. Marilyn’s Mother owned a large Women’s Clothing Fabrication Company and was wealthy. He would work there, make good money, continue dating Marilyn and live high on the hog in a gorgeous house.

Nothing could possibly go wrong unless he screwed it up with Marilyn. Well Guess What? Bill screwed it up big time. Bill had a fetish all of his life which he had carefully kept a deep dark secret. He liked to dress up in Ladies frilly feminine negligees. He had always been discrete and very careful and certainly intended on continuing this way. Marilyn’s Mother, being wealthy, had the prettiest and most expensive Peignoir Sets that he had ever seen. He couldn’t wait for the opportunity to try them on and it quickly presented itself.

Patricia, Marilyn’s Mom, traveled often as the head of the company which left Bill alone with Marilyn. How perfect was that? Marilyn and he could do what they wanted. There love life was fantastic. Marilyn, now that she had graduated, was going to work for her mom and would start in the Accounting division so as to learn from the bottom up. Bill was also assigned to that division which was perfect and he liked being close to Marilyn. Rosemarie was also working in this division as she would also the following year go to work for her Aunt.

Marilyn was working hard to learn everything she could and would often work late while Bill would go home to the estate, swim in the pool and sit at the bar at the pool drinking and waiting for Marilyn. Marilyn had told him she would be late and the opportunity presented itself. He went directly to Patricia’s room when he got home, took off his clothes and started trying on her prettiest Peignoir Sets. He lay on her bed and jerked off into the panties that were part of the set. He was in Heaven Until….

[![](http://cdpunishment.com/institute/images/2009/08/sissybilly_090806-001e.JPG)](http://cdpunishment.com/institute/images/2009/08/sissybilly_090806-001s.jpg)

A camera clicking startled him out of his fantasies and he noticed Marilyn snapping picture after picture. He jumped up, snapped the camera from her and ran back to his bedroom. He was naturally trembling, but felt relieved that at least he had the pictures and somehow would talk his way out of this. Marilyn walked by his now locked door and yelled, “I will be waiting in the Den for you”.

Continue Reading

The Play – Kaya’s First Time – A Re-Write

The Play – Kaya’s First Time – is being discontinued.

At least for the time being and only as long as I can stay out of trouble. (I have been assured by Mistress Amber and Mistress Rosemarie that it can reopen on short notice)

In the past two weeks I have managed to get myself into several predicaments. I have made a wish that I had to make because of a lack of self control. I accepted the consequences for this wish and then asked for and was granted a change of the options which I now ask to change once again. I have also been rude and have failed to behave as a proper sissy should, both in posting comments and in emails to Mistress Amber.

I certainly need help in my training and constant supervision in my attempts to fulfill my assignments and accomplish my punishments. Heaven knows that I cause Mistress Amber a lot of effort in my training and I try to be appreciative of her efforts. I thank her for not giving up on me.

Mistress Rosemarie has just returned from a needed vacation with her girlfriends away from me. She provides a lot of supervision, control and acts as my conscious in support of Mistress Amber’s attempts in my training. I was told to stay out of trouble and obey Mistress Amber, but it is obvious by my actions of the last two weeks that I did not. She reprimanded me severely and left me to worry as she went to her computer to see how naughty I had been. I am sure she also traded some emails with Mistress Amber. Not Good and I expected the worse.

I was surprised at how calm she was when she came to my room to talk to me. Mistress Rosemarie then told me after some communication, that she was very surprised at how forgiving Mistress Amber was, that I was lucky that Mistress Amber must have other more pressing and important issues then my disobedience and if I was smart, which she said she didn’t think I was, that I better stay in my room and figure out how I could please Mistress Amber. Mistress Rosemarie said that she had some ideas, but that I better think of some myself and then she would help me formulate a plan to please Mistress Amber. I really do not deserve Mistresses so understanding. I had until dinner to come up with a plan.

Continue Reading

Chastity

I have been given an assignment by Mistress Amber to discuss Chastity. This is a new condition for me in the past few months and I am learning to understand and deal with. I have not found it easy or pleasant, but I shall relate my experiences to-date. I would be interested in how others have dealt with it and what they feel about Chastity.

To better understand a topic, go back to its origins and history. The concept of Chastity and in particular the use of Chastity belts go back about five centuries. The reason for Chastity as a practice was to temperate sexual behavior of legitimately married spouses or sexual continence of the unmarried child. Since men in the dark ages held the absolute power (except for maybe a Queen – imagine having a Queen as a Mistress. Punishments were severe in those days), this was directed almost solely at women and girl children. I am sure it was reversed at times, though there is little mention of this. An early chastity belt did not look pleasant and if your Master went off to a pilgrimage it could be months.

A Chastity belt was a lockable device fitted over the vagina of a female to ensure fidelity of a wife or guard the chastity of a daughter.

In today’s world a Chastity belt is considered a sex toy. I guess it depends on ones perspective or situation. If you are the Mistress or the Master, it can be fun to have the power of complete dominance and control. If you are the subservient, you may not agree.

This is a sample of today’s chastity belt for a female slave. Girls, does this look like fun or not.

I certainly would not like to be female and be placed in Chastity by my Master. This can not be pleasant to have a plug in her rectum and a plug in her vagina. It must be uncomfortable to walk or move around, but on the other perhaps the vaginal plug may produce an orgasm or two in moving around. Any of you female slaves might be able to give a better opinion on this. While these may be called sex toys in today’s world, they really are a means of dominance and control for an obedient subservient sissy or slave. The sole purpose of a chastity as in old times is to temperate sexual behaviour and to maintain the sexual continence of a Master or Mistress’s subservient sissy or slave.

For you male sissies, the purpose is no different or less terrifying or less controlling. This is a picture of the sissy clitty cage Mistress Rosemarie purchased for my training and obedience.

I had started my application for training as a client in “The Institute for Cross-Dressing Punishment” when on my doorstep was a package ordered by Mistress Rosemarie and strongly suggested by Mistress Amber for my training enforcement. I had heard about a chastity restraint, but had never seen one. It looked terrifying to me. That night I was instructed to model it, take pictures and send to Mistress Amber for approval. I did not know how to use it and it hurt in putting it on. It was confining and pinched everything that was my sissy clitty. Mistress Rosemarie made me wear it the first night. I was afraid even to pee.

The fact that I was to wear this contraption as a training device that took control of my sissy clitty totally away from me was humiliating. I have read back through my responses to Mistress Amber and I am embarrassed by them. If I had only accepted the lost of control of my sissy clitty and accepted that this control belonged to my Mistresses I would have avoided a great amount of punishment training. My whining about how bad it was (it was and still is) just made matters worst.

I had to wear it to work. I was so afraid that some one would know that I was wearing it. Every time someone looked at me I felt humiliated as if they knew and were laughing at me. It also hurt to move around in. Mistress Amber’s comment did not help. I was told that sissies sometime had to wear their sissy clitty cage for months at a time. That did not make me happy. I wore it to work, I wore it at night and did not sleep, I wore it every time I had a desire to wear a pretty negligee and I wore it every time it fit a punishment that Mistress Amber devised. It did help me in curing my desire to touch myself. Good for Mistress, bad for sissy billy.

I complained about how it pulled my pubic hair. Mistress Amber helped me solve that problem. I shaved my sissy clitty. This was the first time I ever had to do this and it was humiliating. It did stop the pubic hair pulling.

Dealing with the mental side of my sissy clitty cage was by far the most difficult. It felt like old fashion armour hanging from my sissy clitty. In reality it was very light, but I could feel the weight between my legs. I was always self conscious when wearing it in public. It was well hidden by my pants, but I imagined a huge bulge that hung there for all to see.. I was constantly afraid of being discovered. I felt it always and each time I felt it my subservience was the first thing I thought of. It was humiliating. It did cure me somewhat of scratching my balls. Difficult to due with it on. Mistress Amber delights in referring to this as my battle of the bulge.

It has now been three months of training in how to wear my sissy clitty cage. I do better in putting it on and wearing it for extended periods of time. At the start of my last assignment I wore it for three days straight both at work and home and in public. I took it off and accepted part two A of my latest assignment for reasons other then the cage.

After three months the physical side of subservience and confinement in my sissy clitty cage is bearable. The mental side has not changed. It is still uncomfortable and clunky and wakes me up at night when I turn over and pulls my pubic hair, but the most difficult mental part of this, though, is that I have no control over my sissy clitty and I am constantly reminded of this humiliating aspect. Control belongs to my Mistresses and is always there as a containing punishment for when I am naughty. I still have a long way to go in mentally accepting this.

I accept that I need help and would appreciate others suggestions and comments on how to do better in wearing my sissy clitty cage.

sissy billy

Copyright © 2025. Powered by WordPress & Romangie Theme.