Sissy service on demand

 

As well as sissy waitresses at the beach and café or maids at the club and intimate chamber maids for the male guests in the overnight hotels. there was also an escort service that some owners sent their sissies to. The sissies would be dressed up in lurid sexy outfits and collected in a big pink stretch limo, or van. They would be under the control of a flambuyant and extremely muscular looking and very dominant male, Often although this was very ironically stereotypical he might be black too. Also he would have a range of legal party drugs and sexual enhancing drugs to dispense. 

He would forcibly chaperone sissies to various parties or individuals to perform sexual services for fee paying customers. He was referered to variously as  the sissy Master, the Pimp, the Sir, Master, bimbo Master, whore Master, slut Master. The sissies all called him master though when they were in his charge and he usually refered to the sissies as whore or slut.  

The sissies would be taken and delivered gagged, cuffed and blindfolded to their clients. Some of The clients were usually part of the scene, a group of Sirs who wanted a sissy to gang bang and serve them at a party, but the sissies didn’t usually know this as the ‘pimps’ or clients  didn’t usually visit the sissies Mistresses houses.

Frequently the sissies would also be rented out to groups of usually straight men, who wanted  a sissy to perform sexual services for a party night. The sissy performing extremely intimate lap dances, oral and anal, usually group anal and oral. Whatever the customer expected (within set limits) & was willing to pay for. Sissy was not allowed to demur, the transaction was between her clients and her Mistress. For stag do’s and parties this was seen as totally socially acceptable arrangement. Sissies, were seen as naturally inferior, submissve objectifiable sexual playthings. By contrast it was totally illegal and socially unacceptable  to treat a female, gay or trans prostitute in this extremely demeaning manner. Sissy parties however we discreetly but advertised and available.

The parties and occasions were expensive and highly profitable for the owners. A Mistress who owned a popular sissy or sometimes several sissies, or establishments would have to pay a considerable amount in tax. She could however claim sissies clothing, hormones, medical bills even food and housing costs as tax deductible. Also and humiliatingly by the terms of the sissy contract a sissy could be listed as stock or merchandise.

 

Throughout the evening when the sissies weren’t being hired out they would wait  in the back of the limo , or van, cuffed, gagged and hooded, choking with anticipation & fright.

Sometimes one of the clients would get into the back of the limo for fellatio and the other sissies would be sat there listening blindfolded while the sissy was paddled and used. They would listen squirming fearful and vulnerable as the sissy was paid for and her service commented on. And sometimes when the sissy was whipped or punished for a failing to fully satisfy her client. 

The pimp had a special thick strap, or riding  crop to punish the sissies with and a thin springy crop to hurry sissies along with. The sissies were frequently punished throughout the evening, while the other sissies listened helplessly waiting their inevitable turn.

He as well as Mistress and the online booking system strictly made sure that all the clients were clean and healthy, were not overly drunk or high. And most importantly had absolutely no history of violence, or abuse. The sissies could to be enjoyed and exploited in a submissive sexually role but only in an adult but fun  environment. Fun for the clients that is. Any other sort of behaviour was strictly not tolerated, one strike, either during the session, or any stalking or other unwanted behaviour and a customer was blacklisted. The Master didnt often have to intervene but if he needed to he did.  

On most nights but not always a Mistress would supervised the sissies alongside the male bimbo master. She would use a very springy riding crop to hurry the sissies into obedience. She would also enjoy being quite expert at punishing sissy with the springy crop, especially on the backs of the sissies thighs. Sometimes this would a woman with a group of friends who wasnt part of the scene but wanted to pay for try the experience as part of a girls night out or even a hen do. To Her surprise She would often quickly find herself enjoying bossing the sissies around and punishing them. But would usually be disapointed when she found out that the sissies intimate service were for male clients usually. However She could go to one of the sissies clubs and enjoy one of the sissies there as a guest. It was another valuable way of encouraging women into the scene.

Miss Herself, had joined the scene enthusiastically after one such party night. 

Some of the sissies were permitted to build to an almost climax, when a Sir was fucking their ass  or whilst they were sucking Sirs manly cock, especially gagging whilst deep throating  Him. Sissy feels her

excitement growing out of control and building incredibly infinitely close to the edge of orgasm, both deep in her ass and in her swollen but still soft and tiny sissy clitty. Only for the feeling of near bliss or ecstasy to instantly dissolve into an empty melted nothingness as Sir cums. When he erupts in pleasure spurting thickly inside her, sissy will feel a total submission to Him and His pleasure. Sissy will be left
feeling utterly humiliated and used totally submissive, licking him clean or swallowing his sticky pleasure obediently.

Apparently it is especially pleasurable for Sir if sissy starts to feel herself climaxing while performing fellatio, as Sir pushes deep into sissies mouth and sissy struggles with the gag reflex. Or while sissy is held face down on the bed struggling and sobbing into her gag with near orgasm as Sir cums inside her. Miss and Mistress have discussed this quite a lot recently and Miss is soon going to allow Her sissy to have the foiled sissygasms when sissy is serving Her boyfriends. Or rather to allow Her boyfriends to enjoy Her sissies interupted sisssygasms. Maybe she would enjoy this  during pegging too eventually. Mistress had told Miss not for me just yet.

The eventual aim was to make sissy feel nearly as needy and excited about serving Sir’s vulgar rough pleasures as they felt about serving Mistress intimately and lovingly. And also that whenever there was  a male guest that sissy would feel totally vulnerable and attentive to Sir. To the point that when Sir dismisses sissy or sends her back to her chores, she will leave nearly or in tears. Which is both quite pathetically lovely and amusing to watch.

Neither Mistress or Miss nor many of Her friends would ever let their sissies have a full sissygasms

though. Miss had laughed that if any of Her boyfriends or sissies clients managed to make sissy cum, then there would be an extra charge and sissy would be severely punished. And  might eventually find herself being sold to one of these men or one of the clubs.

Although I knew that Mistress didn’t have this in mind for me yet, it still made me feel very vulnerable and squirming, frightened just to hear about it. Miss did enjoy teasing me about it with salacious tales, especially if She knew that Her boyfriend or one of the other men was coming over later to amuse themselves with me. She would comment on how I squelched and grinded on my plug as She teased me, and how excited I looked, even though She knew full well how vulnerable and fretful it made me.

Especially as Mistress often allowed me to listen to sissy radio during the day. No news or current events, just sweetly sick love songs and lessons. Cooking and household tips. There was also a woman’s hour which concentrated on serving Mistress intimately. And a new Sirs hour, mainly about fellatio tips. It wasn’t deemed necessary to have anal tips as Sir and Mistresses enjoyed it when I struggled face down on the sheets or workbench. The more I helplessly struggled and moaned feebly into my gag the more enjoyable it was for them. 

Mistress would get quite aroused chatting about this and after Miss and any other guests had left I would often be summoned from my chores and sent for the strap on, or my pink cushion and very often both.