Category Archives: Activities

Dusting Off

Since it has been quite a while since I have posted here, there has been a bit of dust gather, and it is in need of a good dusting off. All current clients are therefore to make a post of themselves in a maids outfit, ready for cleaning. Once the posts are made, a poll will be opening, and the client with the most votes will be exempt from the next, much more humiliating assignment.

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.

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Ready for Bed?

The last time [Stacee Skye][] was visited, she was all dressed up and ready for bed.
[Stacee Skye]: http://institute.cdpunishment.com/profiles/stacee_skye

![](http://cdpunishment.com/institute/images/2010/04/btsp_100221-055s2.jpg)

Right up until she complained that she wasn’t comfortable enough. 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.

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Her Last Visit

The last time that Mistress Amber visited for training, she though it would be a good idea to work on my “technique”. Apparently, one of the prerequisites for learning technique is not worrying about what is in your panties. 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.

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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

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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)

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Maggie Rae: Suckswell Again

In my last assignment, I was instructed by Mistress Amber to dress as a sissy slut in bondage and orally service Ms. Lisa’s strap-on dildo—an assignment I took too lightly, neglecting to package my boy-parts and performing the entire assignment flat chested. Due to my negligence, my punishment was to first repeat the assignment—[this time in proper form](http://institute.cdpunishment.com/2009/11/maggie_rae_sissy_slut_2)—before switching positions to service the sizable naughty-chair dildo while exposing my backside to Ms. Lisa for her to administer as she saw fit. It was to be a most unpleasant night of correction, however one I much deserved, and have learned a valuable lesson on thoroughness from…

The evening began with the transformation from wayward boy into sissy girl—Ms. Lisa had me try on a number of outfits before she settled on a bra-pantie set and a pink plaid skirt, perfect for allowing full rear access. My hair was done up into sweet little girl pigtails, and my face painted up to match the part. Once hair, makeup, and outfit were completed, we moved on to packaging up my boy-parts, which proved to be a bit of an adventure as—while the definition was clear—neither of us really had any clue as to exact technique. In keeping with the stipulations of “as uncomfortable as possible”, we selected an unfinished jute twine (a natural, very scratchy material) for the task and set about wrapping until everything was concealed below a bundle of scratchy lines. With my bits suitably buried, Ms. Lisa produced a pair of black water balloons to fill out the bra she had selected—they were a bit of a stretch, and the bra could only barely support them, but eventually she made them fit. She produced a length of rope and proceeded to bind my hands as a final bit of preparation before the punishment commenced in earnest.

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sissy baby jamie: Big Hairy Baby

Since [sissy baby jamie][] has been [crying for a punishment][1], and it overdue, here it is. Since I noted from her submission pictures, she was much to hairy for a sissy baby, she will shave from the neck down. Then she will repeat her failed assignment, but as a punishment this time.

[1]: http://institute.cdpunishment.com/2009/11/halloween

[sissy baby jamie]: http://institute.cdpunishment.com/profiles/sissy-baby-jamie/

sissy billy’s Willful Insolence

[sissy billy][] was right when she said “[I must learn to keep my mouth shut][1]”. After reading her new standing rules she wrote “I am currently dressed and am on my way to work and already late, but I will shave my legs over the weekend in preparation for wearing my pantyhose on Monday.” Umm, yeah. Rules can take effect whenever she wants them to.

Well how about this instead: when she gets home from work tonight, instead of shaving her legs in preparation for Monday, she will shave from her neck down. Once nice and smooth, she will lock on her sissy clitty prison. It can come off on Monday, when she is ready to return to work.

Is that better? Or do I need to be clearer?

[sissy billy]: http://institute.cdpunishment.com/profiles/sissy-billy/
[1]: http://institute.cdpunishment.com/2009/11/new_standing_rule_for_sissy_billy#comment-6286

New Standing Rule for sissy billy

[sissy billy][]’s [permalink id=2728 text=’Standing Rules’] have been updated to indicate that her legs are to be shaved (or waxed or otherwise) at any point she desires to wear pantyhose.

[sissy billy]: http://institute.cdpunishment.com/profiles/sissy-billy/

Maggie Rae: Suckswell

This is my first post since joining the Institute, detailing my first assignment—I was to dress as a sissy slut in bondage while giving oral service to a strap-on.   This task was not the easiest thing in the world, as for the moment, my collection of “sissy” clothing is not as extensive as I would like it to be.  After conferring with my partner Ms. Lisa, however, we managed to achieve a setup and an outfit that did justice to the assignment.  Using what little clothing was available to us, Ms. Lisa’s collection of makeup, a length of rope, a mouth spreader, and our own special “naughty chair”, we managed to achieve a very uncomfortable, humiliating situation.

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sissy billy Freed from Chastity?

Back when Mistress Amber was in charge of sissy billy’s training, she put him in state of sexual deprivation (which was sometimes enforced by locking up his sissy-clitty). Now that I am in charge of her training, I have decided to lift this restriction. sissy billy will have free access to make love to her sissy clitty if she:

* Wears panties full time
* Wears pantyhose under her suit when she dresses for work
* Keeps a relief diary where she writes down all of the fantasies she has while making love

To make it fairer for sissy billy, I will even give the opportunity to choose her option on a month-by-month basis, starting with November. She can either have unfettered access till the end of the month, or will spend it chaste, locked inside a sissy clitty prison. The choice is hers.

Pieclown: Halloween Assignment 2009

I received an email Tuesday October 27, 2009 from Mistress Amber Shummer. This is an exert from the email.

Since it is Halloween, it is time for some dress up with the following assignments.

pie clown – Something creative (anything but a clown)

Notes:

* No masks are allowed
* Costumes should be as creative, yet as uncomfortable as possible.

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