Tag Archives: humiliation

Fantasy Island – 2 “A Pajama Party”

From the time I was young I always wanted to go the Girl’s Pajama Parties. They always seemed like they would be a lot of fun. I would hear my older Sister talk about the Pajama Parties she went to and how all the girls would wear pretty, frilly, lacy sexy Baby Doll Negligees. When my Sister had her Pajama Party I peaked and when I saw all her girl friends wearing those feminine Baby Dolls, I wished from that day to this that I would be invited to one. It never happened, since Pajama Parties were only things that girls did. I was so Jealous.

Naturally, when I had the opportunity to travel to Fantasy Island one of my first wishes was to attend a Girl’s Pajama Party. I was soon to regret my wish.

Mistress bought me a very feminine frilly red Baby Doll Negligee and frilly lace Panties. I got very excited about going to my first Girlie Negligee Party.

Until …………..

Continue Reading

Maggie Rae: Babyface II, Part II

Way back in January, around the time I was making the ill-planned choice to fail my initial reinstatement assignments, I never really thought it would ever get this far. Truth be told, it was long enough ago that I have no idea what I was thinking, but it was my decision and I’ve done my best to live with it. Nearly six months, a long list of assignments, and the first of two Babyface repeats later, I finally found myself staring at the last of the series—one last and final repeat of Babyface to go and the long, painful, humiliating chain would be complete. This repeat would be different, however, as it would be the first and only of the three that Ms Lisa would not be administering, meaning it was all on me to make good on my promise to make this punishment miserable and humiliating enough to satisfy the last of my obligations. I’ve never found it easy to create punishments for myself, however this time I feel that I managed well enough to put this whole mess to bed, once and for all.

And so, without further ado or delay, the last in my long series of reinstatement obligations and the completion of Babyface II…

![][BF2P21s]
[BF2P21s]: http://cdpunishment.com/institute/images/2011/06/maggierae_110608-001s.jpg

Continue Reading

Maggie Rae: Babyface II, Part I

Over a month ago, when I was still in the midst of my reinstatement proceedings, Mistress Katzenburg brought to my attention that I had agreed to recomplete the [Babyface](http://institute.cdpunishment.com/2010/07/babyface) assignment as a part of the [reinstatement option I’d chosen](http://institute.cdpunishment.com/2011/03/the_actual_return_of_maggie_rae). I was not terribly keen on the concept, and tried to make a deal to avoid it—I would submit to a reader poll to decide my fate on the repeat. If people voted my way, I would avoid the repeat altogether; while if lost, I would accept my punishment tenfold. I didn’t think it could come to it, but I ended up losing in the polls by 20 votes, and so began the saga of Babyface II.

Babyface II was a direct extension of the original punishment that included two repeats of the original punishment, with a 20+ day punishment time between them for the 20 votes that I lost the poll by. Officially, the punishment was as follows:

>Babyface II will begin the same way as the original–as described in the original post. The changes Ms Lisa made are OK–and she is under no requirements to have this one be the same.

>http://institute.cdpunishment.com/2010/07/babyface

>Since you lost by 20 votes, after this has been completed, the following daily lessons will be enforced.

>0) You will continue to be shaved at all times.

>1) You will be dressed for bed between the hours of 8pm and 6am. This will include your standard forms, footed jammies and diaper. No change will be allowed during this time, so it should be a good, thick diaper.

>2) Diapers and a bra are to be worn any time you leave the house. Panties and a bra will be worn at all other times (except as specified in these rules).

>3) You will spend at least four hours of each *day* (i.e. when you are not dressed for bed) in your forms.

>4) You will be available at all times for any tasking your Mistress requires. She will ask you, so be sure to inform her you are available.

>5) After twenty nights have elapsed, you may petition your Mistress to repeat the event that started off this assignment and finally end the assignment. On the morning after the 20th night, rule #3 above will change to “all the time you are at home”.

With the poll closed and my fate decided, I set off to accept what I’d brought on myself—a month of extremely unpleasant punishment…

Continue Reading

Geek Girl: Eight Legged Clean Freaks

Even after enduring her hellish torments at the hands of the evil sorority sisters in [Mouth of the South](http://institute.cdpunishment.com/2011/04/geek_girl_mouth_of_the_south/), Geek Girl’s torments were not over yet.

> It took Geek Girl almost three hours to waddle back to her apartment across town barefoot. Long enough that her sweatsuit was almost dry now. She had considered taking it off, but after a quick dip in the fountain in front of the college’s administration building, the smell stopped invading her nostrils and she decided to leave it on. Luckily she had not seen anyone out on the early Saturday morning, and she breathed a sign of relief as she shut her apartment door behind her.

> Geek Girl waddled to the bathroom and started the water in the tub. A nice long soak and a nap would help her attitude immensely. She stripped off her sweatsuit quickly and went to pull off her diaper. What she had thought were plastic panties with super-strong elastic were actually reinforced kevlar panties with locked aircraft cable ties. Her diaper wasn’t coming off without some heavy duty tools. Tools Geek Girl didn’t have. She checked out the tag on the panties and it simply said “Come back when you are ready to be changed.”

> Apparently her adventure was not yet finished.

I was so not looking forward to whatever punishment these sisters could come up with.

Continue Reading

Geek Girl: Mouth of the South

Following my choice to [fail my initial reinstatement assignments](http://institute.cdpunishment.com/2011/01/the_return_of_maggie_rae) I was introduced to my new persona of Geek Girl, the big-breasted bad luck girl whose lust for humiliation always seems to get the best of her. When we’d last left Geek Girl, she was [sitting alone in her apartment downloading gallery after gallery of humiliating porn](http://institute.cdpunishment.com/2011/03/maggie-rae_reinstatement_wrap-up), safe and innocent enough. It was when she ventured out into the world to seek the same humiliation she’d seen online that she really got herself into trouble.

> Geek Girl became obsessed with sorority initiations and decided to go down to the local college and do a little peeping. After scoping a few of the houses, she finally found one with a window that she could look in, while still providing her some cover from the street. Her patience was rewarded as she looked in and saw several young ladies, looking downcast, wearing only panties and holding large paddles out in their hands. Entranced as she was, she only realized after the snapping of twigs and the sweet smell of chloroform that she had fallen into their honeypot.

> As Geek Girl woke up, she could feel ropes encircling her ample breasts, still inside her black sweat suit, and keeping her tied to a wooden chair. With her hands roped behind the chair back and tied to her feet, she knew they had her. And when she found her hair was tied down, keeping her looking at the ceiling, she knew she was truly stuck as their prisoner until they decided to release her. After this beginning, the thought of what they had planned for her both excited and terrified her.

> After what seemed like hours or staring at the ceiling, listening to whispers in the corners of the room, Geek Girl was surprised when a girl wearing a leather helmet and brightly painted lips leaned over into her field of view. Geek Girl listened closely as she began.

> “As we like to keep control of our own property, without the involvement of outside law enforcement, we offer you two choices. The first is that you will stay with us for a little while and endure the punishments that we have voted and laid out for you. While they will be painful and humiliating, they will be over quickly. Your second option is for us to call our local police, who do not take kindly to peeping toms. With the judge and police chief being alumnae of our sorority, you can be guaranteed at least six months in jail, where we will do everything in our power to ensure that ‘dropping the soap’ in the men’s shower will be the high point of your day. Every day.

> “So, do you want us to call in the police? Or will you submit to our punishments? Before you answer though, let me at least tell you what they are. In ‘Artsy Fatsy’ you will be made up for a more appropriate look for the rest of the time. ‘Fire n the Icehole’ will keep your mind occupied while performing ‘Mouth of the South’. With ‘Way Down a Creek’ you will experience what I assume you came here to see. And finally, after ‘The Golden Child’, you will be sent away. That is all you need to know. So, do you accept our punishments?”

> “No police” was all Geek Girl could manage to whisper.

Below are the details of the five tasks—how they were applied to Geek Girl and how I implemented them.

Continue Reading

Maggie-Rae: Sissy Inventory & Sissy Shopping

Back when I chose to fail my original reinstatement assignments, Mistress Katzenburg required me to create an inventory of all my sissy clothing, accessories, and toys so that she might better craft my future assignments and punishments. Having seen my completed inventory, she decided that it was severely lacking and prescribed a remedy in the forms of a sissy shopping trip with Ms Lisa to the local thrift stores. Ms Lisa was to decide my attire for the trip, as well as if I would be forced to try on the clothes that we picked out there in the store, a prospect which wholly terrified me. So that you may judge for yourselves the state of my sissy inventory, and enjoy my unfortunate experience during my sissy shopping trip, here are the results of both…

Continue Reading

Maggie-Rae: Reinstatement Wrap-up

When I applied to be reinstated as a member of The Institute back in January, I was given a small number of relatively easy tasks to complete before I would be formally be re-admitted. I completed those simple assignments, but I was lax in my posting of them—not only lax, but careless and rushed. Toward the end of my write-ups, I was in so much discomfort that I was just scribbling down anything that came to mind, formatting be damned. Furthermore, when Mistress Katzenburg gave me the option of reattempting the posts, I wanted no more to do with them, and so resigned myself to a new series of five punishments: Daily lessons, where I spent 4-6 hours a day in my largest bra and forms for more than a month, with nothing but panties available for underwear; Geek Girl: Subjugation of the Silver Surfer, where I had to download a large number of image galleries while dressed in a humiliating, often painful manner with extras chosen randomly; Geek Girl: Eight Legged Clean Freaks, where I was forced to clean my apartment in the extremely humiliating and uncomfortable garb of a sissy baby maid; a Sissy Inventory and a Sissy Shopping Trip, to detail for Mistress Katzenburg the sissy clothing and accessories available and to purchase new clothes for that inventory; and finally Geek Girl: Mouth of the South, a series of five uncomfortable, humiliating, downright painful tasks that I completed to the best of my ability (however badly they may have turned out).

Continue Reading

Maggie-Rae: Babyface

A long time ago, at the end of the Dusting Off series of assignments, Ms. Lisa spotted the assignment called [Babyface](http://institute.cdpunishment.com/2010/07/babyface) which would be used as the highest level punishment for the ultimate loser of the series. After the completion of Sorority Bitches, she made sure to remind the Mistresses of The Institute so they wouldn’t forget it, ultimately dooming sissy billy to complete the task. Additionally, Ms. Lisa volunteered me for the task, despite my inactive member status at the time. At the time, I laughed at the torment that sissy billy had to endure, and it wasn’t until my time came that I felt the same pain he had. If he had performed his Sorority Bitches better, then maybe we both could have avoided it, but as it turned out, that was not the case. Now, I’m faced with the threat of repeating it, or worse, whatever the next and final step of the Dusting Off series would have been (seeing as I’ve already completed it once) dependent on how the evaluation of my own Sorority Bitches assignment goes. This is a record of my own instance of Babyface…

![](http://cdpunishment.com/institute/images/2011/03/maggierae_100716-001s1.jpg)

Continue Reading

Maggie-Rae: Shaving the Great Wooly Bison

This assignment known as Picture Perfect was the last thing I was assigned before my leave of absence from The Institute. As such, this assignment has been hanging over my head for some time, and it wasn’t until today that I finally managed to clear it. Even now I sit in its final result, which will last until I am up to date with my posting and have been restored as an active member of The Institute. The following images tell the ancient story of Cruel Mistress and the enigmatic Great Wooly Bison, how the Great Wooly Bison attempted to sway the Cruel Mistress with a show of sissy submission, only to ultimately be shaved bare and placed in a disgusting, gooey diaper prison. Continue Reading

Maggie-Rae: Dusting Off & Sorority Bitches

Returning to active status as a member of The Institute after a lengthy period of inactivity is no easy task, as I’ve been finding out these past couple days. A large backlog of assignments had been building, just waiting for my return, including an evil series of assignments that I just sat back, laughing to myself as the other sissies of The Institute soldiered through them a while back. The first of these assignments was [Dusting Off](http://institute.cdpunishment.com/2010/06/dusting_off), where we would report for maid duties in our best maid’s attire to clean the sheet of dust that had developed over The Institute from such a period of inactivity. I might be late, but here I am, reporting for duty none the less—better late than never, I hope.

![](http://cdpunishment.com/institute/images/2011/03/maggierae_110124-001s.jpg)

Continue Reading

The Actual Return of Maggie Rae

Back at the end of January, Maggie Rae filed for re-instatement with The Institute and was given a [short list of tasks][1] that she had to complete in order to do so. As was noted back then, the outcome was less than spectacular and I have her four options of how to proceed:

[1]: http://institute.cdpunishment.com/2011/01/the_return_of_maggie_rae

1. I will update the rules to fix the hole(s) you found and you can attempt to fix them and all of the others errors on your own. When you start this process, you will spend at least 24 hours straight in the bra and forms you have become so accustomed to recently. (Other clothing does not matter.) As proof of this, you will upload a new picture to Dropbox every hour for proof of compliance, unless you are sleeping or are outside of your apartment. If you are out, then upload proof you were gone when you return. You will be able to submit as many times as you would like, but I am working full time and will only have limited time to check your results. At the end of 24 hours, if the assignments have not yet been accepted, you can continue in the bra and forms, or appeal for a different option.

2. I will tell you the hole(s) you found in the rules and specifically which rules were broken in the postings and/or which parts of the assignment were not completed correctly. The same requirements for #1 apply AND you will be given an additional assignment/punishment that must be completed. I will update the rules to fix the hole(s).

3. You can leave these assignments as is. I will fix the posts and update the rules to fix the hole(s). You will be given a number of new punishments (at least five) to make up for your current failures. In addition, Babyface would have to be repeated, since your Sorority Bitches assignment did not get a better grade than Pieclown.

4. You can give up.

She picked number 3. And now, finally, after two months of activity, all her posts are ready to be shown (and I can talk about irony): she ended up fixing the posts herself (as in option 2). Instead of spending 24 hours in a bra and forms, she spent over two months doing assignments (including 30 days of spending at least 4 hours a day in those same forms). What a great trade-off.

All of her recent activities will be posted over the next week or so, starting her return in abundance of this request submitted with her reinstatement packet:

![](http://cdpunishment.com/institute/images/2011/03/maggierae_110123-001b.jpg)

sissy billy: Happy Year 2011 – Again

Well, here I am again celebrating Happy New Year 2011 – Again.

I have been a sissy client for quite some time now and I should know better, but I was lazy and lax and have not read the Rules and Regulations lately. Big Mistake. I know that I am supposed to upload all untouched photos for Mistress Katzenburg to review and pass judgement. I accomplished the hardest part of the activity – celebrating Happy New Year 2011 and failed to do the simplest of requirements and upload the photos.

I will now pay the price for forgetfulness and lack of focus of accomplishing all my tasks. And – the second time for any assignment is always more difficult. Depending on the mood of the Mistress and how bad a sissy is it can be really really bad. I guess a repeat of the assignment and one added assignment means I was really not that naughty, but I still have not been told what the “Whine and Cheese” means. I will find out.

Happy New Year 2011 to all again.

Continue Reading

How I spent my summer vacation – Episode 4

It has been quite a while since I have related another of my summer experiences with Mistress Rosemarie. I was supposed to do this on a regular basis, but forgot and to be honest put it off since my summer vacation was mostly humiliating with many embarrassing activities, trips and things with her. Well the year is almost over and as all things do it has caught up with me big time. This past summer often found me in hot water, but none more so then when I tend to embarrass Mistress Rosemarie in front of one of her friends.

The specific day was a nice warm day in August and we were suppose to go to the beach with one of her friends from work. This was always fun and mostly stress free for me since Mistress Rosemarie was seldom inclined to embarrass me in public by having me do girlish things. It was Saturday and when we went to pick up her girlfriend she explained that she had her period, did not feel good and really did not want to go to a sandy beach. I had been looking forward to this and I lost it. I cried and before I thought, I said I didn’t care if she had her period, she could stay home and we should go without her. No sooner were the words out of my mouth and the look on Mistress Rosemarie’s face told me I had crossed the line. I knew it was insensitive and I knew I would regret it.

Mistress Rosemarie left the room with her friend and when they came back smiling they told me it was about time that I had my first feminine period. I blushed a deep red, but knew better then to say a word. Well out came the feminine sanitary products and their fun began and my misery started. Her friend seemed to feel better that she had a girlie sissy to commiserate with. I was very much embarrassed by this day that I had hoped never to have to relay it for all to hear.

I somehow never learn my lessons though. Last week I made the same awful insensitive mistake again with another one of her friends because it interfered with us going out to a party. She was totally livid and then she remembered my unlearned lesson from this past summer.

Well, this has now become – How I spent my summer vacation – 4 and also how I spent my Christmas vacation – 1.

This past Tuesday Night I came home to find Mistress Rosemarie with both of her girlfriends that I had embarrassed by being insensitive about their periods. They reminded me about how I had said to all of them that I did not see what the big deal was about a little stomach ache and having to wear a rag between there legs. Well, Mistress Rosemarie then smiled and said that it was about time that I realized what a big deal it was.

I was led into the bathroom and spread out on the counter was my impending lesson.

[![](http://cdpunishment.com/institute/images/2010/12/sissybilly_101229-002t.jpg)](http://cdpunishment.com/institute/images/2010/12/sissybilly_101229-002s.jpg)

I was to have my first feminine period and I would certainly learn what the big deal was after 24 hours. I groaned, but there was no way out of this now.

Continue Reading

How I spent my summer vacation – Episode 3

It was a really nice Sunday in July and I had been told to dress nicely for Church. To clarify, Mistress Rosemarie and I always attended Church on Sundays, but while it was a threat to keep me behaving as a good sissy, we would sit in living room, me in a straight back chair, and watch the church service on the television. Sunday dress was either a nice skirt and blouse or sometimes a dress, stockings, high heels properly applied makeup and perfumed. I am always directed to dress and look lovely for Sunday.

My mistake this particular Sunday was to over react to a simple request from Mistress Rosemarie. She thought a nice picnic on such a nice summer day would be lovely. I got hysterical thinking that we would be going to the town park with me dressed in my feminine Sunday finery for all to see. I started to whine and refuse to even listen to her explanation of our picnic plans. I am so afraid of exposure to others that I would not listen. I carried on for 5 minutes until Mistress Rosemarie lost her temper, started yelling at me and I finally shut-up. When I was quiet for a minute or two, she just smiled and said OK, that we would have our picnic indoors, but that I had passed up a very pleasant afternoon. She later explained that she had found a very secluded place and it would have been very private.

I went and fixed myself and my makeup from my hysterics and stood in the kitchen where we would be having our picnic.

[![](http://cdpunishment.com/institute/images/2010/11/sissybilly_101023-001e-e1289139389772.jpg)](http://cdpunishment.com/institute/images/2010/11/sissybilly_101023-001s-e1289139455928.jpg)

Continue Reading

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

Posts by Category

Copyright © 2025. Powered by WordPress & Romangie Theme.