Tag Archives: sissy-billy

Fantasy Island – 6 “Attending Church on Sunday”

My last visit to Fantasy Island proved to be very stressful. In hopes of a quiet and peaceful Sunday I thought I would make a wish to just attend Church which would give me an Hour or so of peaceful quiet and to think about my life as a sissy of “The Institute for Cross-Dressing Punishment”.

The Mistress of the Island told me she thought that was an excellent idea and asked if I wished to attend Church with her. Not thinking anything could be wrong with her invitation, I accepted. She called one of her girls and told me to go with her. Church on Fantasy Island was not a place that you wore pants to. She said her girl would pick out a nice dress for me.

I thought that was a great idea. I do love to wear pretty dresses.

After an hour of fixing I was presented to the Mistress wearing stockings, white heels and a feminine conservative white dress. She also gave me a scarf (Ladies always wear something on their heads to Church) and Gloves (Proper Ladies also wear gloves to Church). Mistress smiled and told me I looked Lovely.

[![](http://cdpunishment.com/institute/images/2011/09/sissybilly_110929-012e.jpg)](http://cdpunishment.com/institute/images/2011/09/sissybilly_110929-012s.jpg)

We walked to Church with several other Ladies from the Mistress’s Office and it was a delightful Sunday Walk. As we turned up the Church Walk I noticed for the first time the name of the Church.

The First Women’s Church of Fantasy Island

I should have thought something strange with the name, but did not. I entered talking with the other Ladies.

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Fantasy Island – 5b “The After-Party”

My First Prom was all that I wished for or could expect. But, as often happens at a Girl’s Prom, things take an unexpected turn.

I apparently passed out after drinking too much wine. I am told that I passed out on the Bed and what came after was a Dream … or Was it?

[![](http://cdpunishment.com/institute/images/2011/09/sissybilly_110928-001e.jpg)](http://cdpunishment.com/institute/images/2011/09/sissybilly_110928-001s.jpg)

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Fantasy Island – 5 “My Prom Night”

It has been my dream to be invited to a Prom and to wear a pretty feminine Prom Gown with all the accessories. A full flowing Pink Prom Gown with a full Crinoline Slip and Pink High Heel Shoes. On this visit to Fantasy Island I asked the Head Mistress to help my Dream come true.

I was quickly scurried off to the Bridal and Prom Gown Salon to pick out a scrumptious feminine Prom Gown and start me on my way to attending my first Prom as a Girl.

I was so excited when I emerged from the Women’s Salon in the prettiest Prom Gown and fresh from the Beauty Salon where my hair had been done and makeup applied. They even did my nails in the prettiest pink nail polish. I was so excited.

I was then escorted to the Prom and at the Entrance had my picture taken for my Girlie Album.

[![](http://cdpunishment.com/institute/images/2011/09/sissybilly_110927-021e.jpg)](http://cdpunishment.com/institute/images/2011/09/sissybilly_110927-021s.jpg)

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Fantasy Island – 4 “Being a Little Girl” – Part 1

I have always wanted to be a Little Girl. Little Girls always have a lot of fun and they get to dress up so Pretty. I entered Fantasy Island dressed as a pretty and feminine Girl and asked if I may be a Little Girl with no Worries.

[![](http://cdpunishment.com/institute/images/2011/09/sissybilly_110926-012e.jpg)](http://cdpunishment.com/institute/images/2011/09/sissybilly_110926-012s.jpg)

Then the Mistress of the Island looked me straight in the eye and with a smile, told me I would have no worries, but that I must start at the begining. Now where do Girls start. Naturally they start as Little Baby Girls.

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Fantasy Island – 3 “Director of Nursing”

At one time I thought how great it would be to be a Director of Nursing. Even better the Director in a Private Clinic where there would be no regulations. I would be the Boss of all those Women and would be able to get back at all those women who did not understand me and always seemed to be domineering and dominant over me.

So, on this trip to Fantasy Island, I said that I wanted to be the Director of Nursing of a Private Women’s Clinic of only Female Doctors and Nurses. I was granted my wish and showed up for my first Day of Work as Director of Nursing. I even dressed appropriately as the Director of Nursing. White Blouse, pale pink Skirt and a Red Crinoline to add a feminine touch, stockings and white 2″ High Heels.

[![](http://cdpunishment.com/institute/images/2011/09/sissybilly_110925-014e.jpg)](http://cdpunishment.com/institute/images/2011/09/sissybilly_110925-014s.jpg)

A tough lesson to learn when you visit Fantasy Island is to be very specific in what you wish. Mine did not turn out the way I thought it would.

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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 …………..

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Fantasy Island – 1 “A Maid To Serve my Mistress”

If I were to visit Fantasy Island I would want to serve my Mistress dressed in my prettiest Pink Maid outfit and please her with cleaning the house.

But first before I leave for Fantasy Island I should explain. At the beginning of the Summer I was looking at a very busy schedule with Work and Personal commitments. I asked Mistress Katzenburg to grant me a leave of Absence to fulfill what was required of me. She was kind enough to grant me this request, but I knew there would be consequences. And there are. I have requested reinstatement in “The Institute for Cross-Dressing Punishment”.

There are some home assignments and naturally a dress code. I am fulfilling this as I type. Of Course it will not be pleasant, but I deserve whatever is assigned me for being a Cross-Dressing Sissy, no matter had bad or disgusting it may be.

Also, I am to visit Fantasy Island once a day for the next fourteen days and each day I am to live out a new sissy Fantasy and post it for all to see and to be humiliated for my actions.

Today I am a Maid performing whatever is required by my Mistress.

[![](http://cdpunishment.com/institute/images/2011/09/sissybilly_110922-015e.jpg)](http://cdpunishment.com/institute/images/2011/09/sissybilly_110922-015s.jpg)

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A Summer Kickoff Weekend for a naughty sissy

This all started out rather harmlessly about a month ago. I had been particularly rude to Mistress Katzenburg and even though I had apologized profusely expressing my sincerest regrets, I was wrong and Mistress was right (as she always is) and I deserved to be punished and given an assignment.

I was surprised at how simple the assignment seemed to be. I was to find several recipes for making of fake cum. Sounds rather simple, does it not. I searched and searched the internet and really only found two. I unfortunately was taking my time and not corresponding with Mistress about my difficulties. As you all know, that is a real no-no.

Last week I guess Mistress Katzenburg had enough and in concert with Mistress Rosemarie, decided that since it was summer that it was only appropriate that this sissy start the summer off right with a “Sissy” Weekend.

Oh My, did I wish I had been more responsive with my simple assignment.

My assignment of finding the “FAKE CUM” was withdrawn. I am sure, however, that it will surface again as Mistress Katzenburg never forgets any failure of mine and they are often revisited in a much harder form.

I was to find a nice sissy e-card on the internet and write a private sincere apology to her.

I was also to wear a very stuffed diaper and extremely stuffed bra for a 12 hour period for one night of the weekend without changing. As most of you know this is always a disgusting assignment.

Also in honor of Mistress Amber’s Summer of Panties two years ago when I had to wear feminine and pretty thongs to teach me a lesson, I would be required to wear a thong and bra when at home until I completed my post.

The rest of the weekend would be filled with little fun assignments devised by my Two Mistresses.

I was to document on an hourly basis to ensure my compliance. I dug out all of my prettiest thongs.

[![](http://cdpunishment.com/institute/images/2011/06/sissybilly_110604-003t.jpg)](http://cdpunishment.com/institute/images/2011/06/sissybilly_110604-003s.jpg)
[![](http://cdpunishment.com/institute/images/2011/06/sissybilly_110604-005t.jpg)](http://cdpunishment.com/institute/images/2011/06/sissybilly_110604-005s.jpg)
[![](http://cdpunishment.com/institute/images/2011/06/sissybilly_110604-007t.jpg)](http://cdpunishment.com/institute/images/2011/06/sissybilly_110604-007s.jpg)
[![](http://cdpunishment.com/institute/images/2011/06/sissybilly_110604-013t.jpg)](http://cdpunishment.com/institute/images/2011/06/sissybilly_110604-013s.jpg)

An so a sissy’s summer weekend started

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sissy billy’s Final Soap Test Analysis

There is no more Soap Testing. This sissy is so Happy and I hope that my efforts and my punishment discomfits can be of assistance to all in picking out the proper soap for them to use as a sissy.

After several weeks of thorough Testing and even an added week of Testing to Test a particularly Girlie Smelling Soap, the Results are in and tabulated. All that remains is to pick a Winner which will be difficult. The added dilema is that the Winner may be used on myself and others in the Future. I will try to be fair and unbiased and not to think about my future possible discomfit.

The First assignment was to purchase appropriate Soaps for Testing among all the available feminine Soaps.

Camay (My Pink everyday Soap), Olay (Age Defing), Caress (Velvet Bliss), Dove (Pink Rosa) and then the added Japanese Cherry blossom were chosen for testing.

[![](http://cdpunishment.com/institute/images/2011/05/sissybilly_110514-001t.jpg)](http://cdpunishment.com/institute/images/2011/05/sissybilly_110514-001s.jpg)
[![](http://cdpunishment.com/institute/images/2011/05/sissybilly_110514-008t.jpg)](http://cdpunishment.com/institute/images/2011/05/sissybilly_110514-008s.jpg)

The Testing then was started under strict and documented criteria.

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sissy billy’s Soap Test – Japanese Cherry Blossom

This is the fifth and final week of the Soap Test, Thank Goodness. It has been an extra long month and while the testing may prove of a benefit for Mistress Katzenburg in the future, conducting the testing has been a terrible ordeal for this sissy. Thank Goodness it ends on Sunday.

Japanese Cherry Blossom is the Soap to be tested this week with the punishment day scheduled for Monday as a result of my always whining. This soap and other miscellaneous lotions can be purchased at the Bath and Body shop and they smell as girlie as the Store does in general.

[![](http://cdpunishment.com/institute/images/2011/05/sissybilly_110502-001e.jpg)](http://cdpunishment.com/institute/images/2011/05/sissybilly_110502-001s.jpg)

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sissy billy’s Soap Test – Camay

This is the fourth week of the Soap Test and it seems like it will never end.

Camay (Pink Moisturizing) is the Soap to be tested this week with the punishment day rescheduled for Tuesday as a result of my ill-advised whining.

I started using the Pink Camay on Monday, but was again thinking of my punishment to come on Tuesday. It is an awful punishment using the soap as a soap-paste. It tastes terrible and stings you mouth and lips. If only I had not whined. I put on one of my favorite pink negligee for the documentation.

[![](http://cdpunishment.com/institute/images/2011/04/sissybilly_110425-001e.jpg
)](http://cdpunishment.com/institute/images/2011/04/sissybilly_110425-001s.jpg)

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Results of the Hairy Chest Poll and its Consequences.

In a twitter message and also several emails, my prep for the Additional Soap test came into question and got out of hand. I guess some of this was caused by my initial whining, which always seems to be a character flaw of mind. As usual the poll found against us poor sissies, but that is our fate and I do not dispute it.

It went from a bikini shave to Mistress Katzenburg asking for a complete body shave. I was understandably distressed about this turn of events. I have obeyed the requirements, almost. I once again must ask for some leniency knowing full well that this always gets me deeper in trouble.

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A Letter From Auntie Flo

I received this Letter from my Auntie Flo last Sunday prior to my Monthly Period.

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sissy billy’s Soap Test – Olay

This is the third week of the Soap Test and I am still the designated Tester.

Olay (Age Defying) is the Soap to be tested this week with the punishment day rescheduled for Wednesday as a result of my ill-advised whining.

I started using the Olay on Monday, but was already thinking and dreading my punishment to come on Wednesday. It is such an awful punishment having you mouth washed out with soap or in this case using the soap as a soap-paste. It thoroughly permeates your tongue and gums and cakes on your lips. There is no way to get rid of the awful taste for hours. But that is the purpose of a punishment such as mouth-washing to make a sissy think about what she said. I can’t even remember the whining that I am being punished for, but at least for the time being I am not whining or being bad. I have been on my best behaviour. I put on pretty pink pajamas so that I could look my prettiest for the documentation.

[![](http://cdpunishment.com/institute/images/2011/04/sissybilly_110420-001e.jpg)](http://cdpunishment.com/institute/images/2011/04/sissybilly_110420-001s.jpg)

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One More Soap

I am adding the following scent to your list of soaps you are trying: Bath and Body Works [Japanese Cherry Blossom][jcb]. Unlike your other soaps, this will be an all out scental assault, including Shower Gel or Triple Moisture Shower Cream for washing. After your shower, to promote smooth skin you will use Body Lotion or Triple Moisture Body Cream. Every morning (and any other time) before leaving the house you will spritz with the Fragrance Mist.

[jcb]: http://www.bathandbodyworks.com/family/index.jsp?categoryId=4304612&cp=4090260.4090355

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