A Dominatrix Diary

by A Dominatrix

 

Showgirls - Part 2

 

These are the rules (better read them over again sissy, they might have changed).

Rule #1: You are my sissy and when you read anything I have written you must be wearing at least one article of explicitly feminine attire, the more the better.

Rule #2: You may only have an orgasm three times in any calendar week and you must never have an orgasm on consecutive days. For those of you who think that this somehow allows you to cum more than once on a particular day, don’t play games with me. You must of course stroke that sissy ‘clit’ to maximum excitement at every available moment (in the rest room, in bed at night, in the car, etc.), you must be constantly planning your next opportunity to masturbate while you remind yourself what a sissy you really are. BUT...no ejaculation, except on schedule!

Rule #3: If you cum while reading a chapter, the next time you turn to that chapter you must start again from the beginning.

Rule #4: Each chapter will be introduced with a specific task for you to perform before you are allowed to start reading the chapter. Any time you re-read the chapter, the task must be performed again.

 

The Task

Anxious to get on with it my little slut? This is simple. Just get about 5 - 6 feet of string and put some wraps around your scrotum, isolating each testicle so those nasty little balls of yours are separated and tight, tight, tight. All secure? Now, stroke yourself my dear and read Part 2.

 

Showgirls (part 2)

(The letter to Katherine regarding ‘Barbie’s’ training at Mistress Lynn’s School for Sissy Maids continues.)

Showgirl Training

Evenings at the School and the final two days were devoted to showgirl training. This is the special aspect of ‘Showgirl Week’ which takes advantage of the extra pretty qualities of these specially selected sissies. The culmination, as you know, is a performance on the final day which is designed to display not only the ‘girls’ good looks but also any special talents or skills they might have.

Each afternoon, after domestic training was done for the day. The six sissies would gather in the dressing room and work on beautification techniques. Sometimes they would give attention to their own appearance and sometimes they would be required to see to their ‘sisters’ good looks.

The prissy-boys first responsibility after chores was to take proper steps for good skin care. To that end, the ‘girlies’ would take turns shaving each other during the course of their baths. Naturally, every slut got very excited as one or two of his ‘sisters’ would shave him and then rub him down with soothing cream or lotion. Most of the time we kept the ‘babes’ in their plastic chastities but sometime we would let them go ‘free’.

It was always a marvelous sight to see the transvestite whores with their sissy-clits waving in the air as they undertook their intimate grooming chores. The presence of the two she-males, ‘Debbie’ and ‘Felicia’ with their large breasts on display made the entire scene even more wonderfully bizarre. We did not let these exhibitions go one for too long however since the risk of a forbidden orgasm ran very high in that over-charged environment.

Once done with body care, each sissy began to work on his face. While all the ‘girls’ have nice bodies, naked they are still (with the exception of ‘Debbie’ and ‘Felicia’s’ breasts) obviously male. Their faces, though, were all lovely and any one of them could easily have passed for a woman on that basis, thus the ‘Showgirl’ designation.

Cream, foundation, eyeliner, mascara, shadow, blush and lipstick was lavished on every face and the results were spectacular. Some nights the make-up would go on with a natural, understated look. Some nights we demanded a totally slutty appearance with lots of black eyeliner and blood red lipstick. Whatever the style, the sissies always looked great. Furthermore, with each passing evening, it became clear that the each of the six members of our kinky sorority were increasingly (if that’s possible) turned on by his ‘sisters’.

‘Barbie’, in particular sought out every opportunity to have physical contact with the other sissies and his ongoing sexual frustration (no ejaculations had been allowed for any of them) put him in something of a trance by the end of the week. The state of excitement for your slave was so profound that his response to our orders, while unhesitating, was almost robotic in his apparent total lack of volition. Renee and I began to have great hopes for our grand finale.

The Show

On the last day, the sissies were allowed to sleep in til 11:00 AM to help nurture their good looks and give them extra energy for the evening to come. Once they arose and had breakfasted we began to prepare them for the evening to come. Baths were taken and bodies prepared. At this stage, we dared not release their ‘clitties’ from their cages lest some last minute loss of control spoil our plans.

By 4:00 PM our amped up students had completed all their basic preparations and we gathered them together for a little talk. We wanted them relaxed, so we allowed them to sit as we explained the evening’s activities. They were quite a sight, all those girly-boys sitting around in their ever present high heeled pumps, silky robes and sexy fingernails.

To that point they had been under the impression that the final show would have just Renee and myself in attendance. Now, we revealed to them that a small club had been rented out and that they were to provide the main service and entertainment for an audience of seventeen dominant women. I could tell immediately that this news made a strong impression on ‘Barbie’. His eyes gave every appearance of glazing over and he blushed as he considered the humiliation he knew he was to endure that evening.

Once we arrived at the club, the sissies immediately set about their final preparations. Sexy lingerie went on first and then we worked with each of them to bring out their most beautiful and slutty qualities as their make-up was applied. Your sissy in particular was trembling at the thought of his upcoming exhibition and he had to be assisted by me in getting his make-up on properly.

For the early part of the evening the whores would show off their maid skills and provide dinner service to the guests. Their first costume then, was their formal french maid’s dress and accessories. Just as they were about to hit the floor we presented each of them with a wig calculated to make the most of their natural beauty. ‘Barbie’s’ was long and blond and set off her pretty face perfectly. I’m sure you know how vain he is but you should have seen him prancing back and forth in front of the mirror admiring himself.

On impulse, I went and found a large dildo and handed it to your sissy with instructions that he ‘show us all how to suck cock’. The little slut quickly took the dildo in hand and licked and sucked it so enthusiastically that we had to stop him and re-do his lipstick.

Dinner went very well except for the sissies’ initial jitters. All six of them are quite tame and they buckled down when it became obvious that the women they were serving would not hesitate to issue a rebuke when a mistake was made. There were few mishaps however and our guests were really very impressed with both the quality of the service and the demure attitude and attractiveness of the sissies.

Your ‘girl’ excelled himself as a waitress and he added to his natural allure by his very sexy walk and body language. Again, I could see the effect of your teachings as he posed femininely with serving dishes or exposed his lace covered sissy ass as he bent to clear a table. More than once an expert hand reached out to grasp him in a vulnerable spot but his training told and after a small shudder he would proceed with his assigned duties.

With dinner completed, the formal entertainment began. Renee and I had not choreographed the six transvestites’ routine instead, we presented them with their parts as they came up. This allowed for a certain audience participation and it provide the women with the extra satisfaction of knowing that the sissies were not expecting the manner in which they were to be manipulated.

To begin, we had the sissies model evening wear. Gowns and party dresses went on (with the welcome assistance of a ‘sister’) and the main dance floor of the club became a runway with elegant models swirling back and forth occasionally being ordered over to a table and asked to make a private presentation. ‘Barbie’ was certainly a hit and you will be pleased to know that he compared well to the two she-males in spite of their surgical ‘advantages’ (which were very much on display). Soon however came the time for a racier display.

The sluts were all called back into the dressing area, gowns were removed leaving only bras, garter belts, stockings and heels (no panties) and they were freed from their chastities. You would have laughed and clapped your hands with Renee and me as those deprived pricks quickly engorged and came to attention. Now the real show began and the humiliated sissies were marched out again to the cheers of our guests.

At this point, Renee and I wheeled out a desert tray that held not cakes or other sweets but a variety of implements including floggers, crops, clamping and bondage devices, and devices for penetration. Dance music was put on and the sissies were ordered to perform their sexiest, dirtiest dances with strict instructions that ejaculations were still forbidden. As this lewd dance played out, various women would take up one or another of the implements and go to work on a selected sissy. Nipples were clamped, testicles were bound and. asses whipped and penetrated in a flurry of activity. From time to time a sissy was selected to provide oral sex to one of the women. This went on for song after song until every party goer was quite excited but also quite worn out. At this point we paused, the sissies stepped backstage to repair their appearance and, briefly resuming their serving duties, brought cool drinks to the guests.

The final entertainment of the evening was a sissy orgasm contest. In short, the sissies were to compete in an elimination tournament with each sissy working to produce an ejaculation from a ‘sister’ while not ejaculating himself. Lots were drawn and sissies were pared up. Each sissy would have three minutes to get the other contestant to cum doing whatever came into his slutty head to excite the other ‘girl’. If no ejaculation occurred then the positions were reversed for three minutes. The sissies would go back and forth like this until one of them came. The winning sissy would move onto the next round.

I can report Katherine, that this game was an unqualified success. The floor was cleared, a large bed was wheeled into the center and the first two sissies came out, still in their fem underwear, heels, wigs and refreshed make-up. A coin was flipped and it was decided who was to be manipulated first. The clock started and three minutes of frantic action ensued in which the ‘victim’ sissy was rubbed, sucked, stimulated and fucked.

As you might expect, ejaculations for our overcharged (and deprived) sluts happened very fast making it evident that winning the coin toss was a major advantage. No sympathy for the losers however and each was bound to an ‘X’ frame facing the audience, testicles tied back between his legs with ‘clitty’ pointing straight forward (they all got hard again, very fast) and a penis gag stuffed in his mouth.

You’ll be pleased to know that ‘Barbie’ made it into the final round, strengthened perhaps by his maid training earlier in the week. At any rate, for the championship, ‘Barbie’ found himself in competition with ‘Felicia’, he of the extra large tits. It was a marvelous display of sissy sex. ‘Barbie’ eventually prevailed, after much sucking of ‘Felicia’s’ cock, swallowing the she-male’s load with great gusto to the applause of all the women in the room. For his reward, we bound him up in his chastity once more, as I’m sure you know by now, sending him home to you the next day. The key is enclosed with this letter.

Sincerely,

Lynn

 

 

 

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© 2002 by A Dominatrix. All Rights Reserved. These documents (including, without limitation, all articles, text, images, logos, compilation design) may printed for personal use only. No portion of these documents may be stored electronically, distributed electronically, or otherwise made available without express written consent of the copyright holder.