Miss Herself, had joined the scene enthusiastically after one such party night.
She had been part of a group of women who had paid for the risqué experience of watching the sissies and their Master and maybe some of the clients, as part of a big girls night out. At first Miss had been hesitant and reluctant to participate. Satisfied to just watch curious and slightly scandalized. Chatting to other girls in the group and drinking wine . But a short while into the evening one of the sissies had been collected from her first party of the evening. A party group of 5 men who had all enthusiastically spanked and fucked her ass. She was mincing delicately and Miss had asked the sissy quite naively why. The sissy mollified by Miss’s interested supportive tone, had replied almost tearfully why her behind was tender and sore.
Mostly the early evening clients just want fellatio. Sometimes fellatio then quickly anal, but mostly just a blow job, sometimes a group blow job, before the guys go out to party. Sissy will get a nice faceful of bukkake as well as plenty to swallow as her reward. Usually the sissy Master knows what the client wants, but doesn't tell sissy, why should/would He anyway ? & so she doesnt know until she is delivered to the client. Often the sissy Master will tease sissy, anxious as she always is, that she is going to a big party, while they on the way, if it amuses him to. Sissy will be especially vulnerable and anxious to please when she arrives which of course makes her fellatio that much more subservient and sweeter
But tonight sissies first party had been a
group of 5 men who were already boisterous and horny, very eager. They had all
spanked sissy in turn and fucked her ass not particularly gently. Real Men and
clients are never that gentle with sissies but some are more eager than others.
The sissy Master always discretely makes sure nothing gets out of hand. They had paid
& tipped extremely well, so the bimbo master was very pleased, with His first
call of the night. Though he made sure to always treat sissy very brusquely as if her performance and subsequent tips had been very disappointing.
The other ladies listened to sissy somewhat but not particularly sympathetically giggling at the details. Laughing and enjoying their evening and the drinks sissy served each with obsequious curtsy. Which made them giggle and smirk and treat the sissy even more patronizingly, just as she deserved to be. Sissy wasn't given anything to drink or freshen her mouth, that was still fusty from licking the clients clean after sex. The other 4 sissies, bound gagged and blindfolded, sat and squirmed in silence, listening to the teasing, waiting anxiously for their turn to be delivered to clients.
She was just a paid for sissy after all and not really their concern.
How did she expect to be treated dressed like that, she was asking for it.
And if she didn’t want to be treated like that she wouldn’t have chosen to be a sissy would she.
Maybe sissy was just upset because she wanted to suck and swallow instead of just being bent over and fucked in her ass.
They all enjoyed their drinks giggling and patronized sissy telling her to stop pretending she didn’t love it really.
To Her own surprise Miss was amused but also annoyed by sissy's pathetic tearful report. Suddenly She became very angry, hearing in Her own mind every pathetic excuse by every pathetic boyfriend who had let Her down in the past, every beta boyfriend who had failed to give Her an orgasm or was just generally inconsiderate or underwhelming in bed. Boys who deserved to be sissies. She became incredibly aroused by sissy's story and her own anger. Intoxicated with the immediate tangibility of dominance & power.
She had asked the sissy how dare she bother her superiors with such petty trivial complaints. And that she should be grateful for the opportunity to serve, Her and Her friends on their evening out. And to please real Men and earn money for her Mistress to enjoy spending. And that sissy needed to be punished for such disobedience. Sissy could tell Miss was getting quite excited as She scolded her, sissies are always acutely aware of female arousal signs. The other ladies less so but still just a little.
Miss asked the pimp, or sissy Master how sissies were normally disciplined and kept obedient. He replied casually that for punishment He sometimes preferred to use his belt. There was an audible gasp of muffled fear from the sissies, they knew His belt well. Or with his big rough hands a hard spanking was often enough. The sissies squirmed in fright at that too, He noted with satisfaction the tiny sounds of squelching as the sissies squirmed on their dildo plugs. This aroused Miss even more, but She asked what if one of the women wanted to punish a sissy. The sissy Master indicated the crops hanging next to the seated sissies. The pink leather crops were more for show and play, but the implement was still springy enough to be effective if desired.
Miss had ordered the sissy to immediately bend over and tightly hold her ankles. Then after watching sissy obey and quaking fearfully, in that position for a minute or so, changed her mind and decided to use one of the cuff sets instead. The sex or rape cuffs held sissies wrists securely against the small of her back and her rear totally exposed and vulnerable. Taking one of the provided crops She stood behind sissy almost giddy with arousal as sissy sobbed with fright. Miss decided to silence sissy and pulled down her panties roughly.
After hearing sissies pathetic cries of fear and whimpering She removed sissies panties and stuffed them into her mouth to silence her.
These are filthy you sissy slut. The panties were still disgustingly thick and sticky with cum. Miss told sissy with contempt pushing the soiled pink satin panties deep into sissies mouth.
The Bimbo Master told Her that usually Mistresses prefer to gag their sissies with their own freshly warm and often moist panties for punishment or penetration. The other ladies were just watching curiously. Miss felt a sudden wave of warm arousal flood her thighs. Yes that would be good, She thought vowing that the next time she did this She would bring a spare pair of panties to change into. And there would be a next time she decided. What an excellent and humiliating way to gag a bothersome inferior sissy She thought. Although in this case the sissies own sticky panties were adequate.
She then gave sissy six stinging lashes across her bottom. For daring to have the temerity to bother Her with such trivial complaints. Each one increasing in intensity, and pausing in between each stroke just for a moment to let the throbbing smarting pain build before the next lash. Then another 6 stinging strokes across the back of her upper legs. For having such filthy panties and to remind her to be grateful & more obedient and pleasing with the customers.
It was exhilarating and liberating. In the same way a sissy never forgets her first caning or spanking. A Mistress always remembers that first time, the pleasure and sense of power, the sound of the whip and the sound of it hitting flesh. How a sissies sobs make it even more pleasurable.
When She had finished sissy kissed the whip and curtsied thanking Miss for punishing Her so She could be more pleasing and thanking Miss for being so lenient. That amused Miss a great deal and She was almost tempted to repeat the cropping. She idly wondered how Her own very hot and warm panties would taste to sissy and resolved to bring at least one fresh pair to change to the next time She did this, and She very much intended to do it again.
Sissy was instructed to serve more drinks but the other girls had decided it was time to move on with their night out. They were already slightly bored with this part of the evening. They were also more than a little surprised by the sudden turn in events especially seeing their friend so evidently enjoying punishing the sissy. There wasn't much sympathy for the sissy she deserved it after all, just a little surprise at the turn of events.
In any case it was time to move on with the evening, but as they were getting ready to go to another club, much more vanilla this time. Miss told the her friends She was staying behind for a couple of minutes, to have a smoke and to freshen up. Promising to catch up with the group slightly later. But She never did rejoin the group that evening.
Instead She stayed chatting eagerly with the bimbo Master, almost giddy with her questions. Miss had then asked Him to change the list so that the sissy would also be selected for the very next large party of horny men And if She could escort sissy there. Unless specifically asked for the sissies usually went in turn. This surprised the bimbo Master but he could see that Miss was very excited by the prospect. & that She would most likely tip very well, so shrugged and said why not. He kept the sissies well lubed anyway, so he wasnt worried about any damage to the merchandise, by another gang bang. The lube protected sissy from any tearing or unsightly bruising and also made her feel very tight. Very pleasantly tight and moist for her clients that is. The lubes make a sissies ass feel like a very tight but flexible tube for the client along the whole length of penetration, very, very enjoyable for the man. For the sissy it is very tight, not painful but uncomfortable and heightens the sense of total penetration. Involuntarily she will squirm and grind firmly but futilely against the cock or strap on. Adding greatly to His enjoyment as do her cries of sexual protest.
So Miss rather than the whore Master had taken the leashed sissy to the next party and had encouraged the already excitable group to paddle sissy. Most vanilla groups are reluctant to spank too hard or very much at all, let alone use the paddle on sissies. But with Miss eager encouragement, sissy was bent over the table & robustly paddled. Till her bottom was reddened and smarting.
The whore Master laughed as she brought sissy back, looking very flushed and well used indeed. He slapped her ass hard and told her get herself cleaned up as she looked like a cheap filthy whore. Sissy hurriedly obeyed cleaning herself with her panties then licking them clean and perfuming herself and applying more make up and lots more lip gloss. He was very pleased by the amount of extra tips sissy had brought back from the party. Already he had earned more than half the usual evenings takings. And the evening hadn't really started yet. His bonus would be very good this weekend.
Sissy was told to serve drinks as it was already a humid evening and He and Miss were thirsty, especially Miss after supervising sissy at the last party.
Miss & the bimbo master, sat chatting and drinking sitting comfortably on the two bucket seats of the limo. Facing them on the long seat the sissies all squeezed together, bound gagged and hooded. Vulnerable & frightened Listening To Miss and the master chat and laugh, waiting their turn to for a client or sent to a party. Sissy, was kept on her knees on the carpeted floor in front of the pair in cuffs now, & spent the next half hour sucking off at least 5 or was it six clients who came to the limo for fellatio. It was getting ready to be a busy and a hot and sticky night. At least the air con over the bucket seats was turned to max. the rear seat and on the carpeted floor it was turned off. The sissies were just spayed with cheap perfume to keep them sweet smelling for the clients
The sissies were each assigned a name for the night for the convenience of the bimbo Master and the clients. It also helped with ratings and punishment too, though sometimes one sissy was punished for anothers failings, but that was unimportant and sometimes amusing. The sissies were named roxi, lola, candi, etc. The sissies never got to choose, their slutty names. Sissy had been named candi for the evening and Miss had laughed that she was getting plenty of candi to swallow tonight.
In between oral sissy-candi would uncuffed and be told to take off her panties and wipe her face clean of cum then lick the panties clean before putting them back on. Her slutty makeup was mostly smudge and waterproof. She just needed to straighten her hair and apply lots more lip gloss between blow jobs. Each sissy had two pairs of panties, one pair to wear and one pair to wait gagged with for the next client, swapping them over each time. The tight briefs were a very glossy and shiny material, and by the end of the evening would very sticky. It was perfect for sissies who were denied to cum to be squirming in sticky panties, thick with a real mans cum.
tips for her Mistress and the bimbo master and said she hoped Miss had had a good time and would enjoy the rest of Her evening. Miss dismissed sissy with a wave of Her hands.
After Miss had left the bimbo master was feeling horny and told sissy to kneel on the floor. Cuffing her He pushed sissy face down on the limo floor, ass in the air. He pulled sissys's sticky panties off and gagged her with them, then spanked her soundly, she was sobbing his hard hands hurts so much, but she was grateful he wasn't using his belt, before spreading her cheeks & removed her butt plug so he could fuck her.
He was a very big man, not quite but almost as big as Mistresses favourite strap on. And he was less gentle and patient, more forceful than Mistress when She pegged Her sissy. He like most bimbo masters was very well endowed. Bigger than a lot of women would be comfortable with, even those who liked well endowed men. And he was especially big for anal. And he did enjoy intimidating and fucking sissies with his large cock.
For locked sissies forever kept tiny and soft every erect cock was dauntingly massive and intimidating. When you were sucking him or being penetrated by him. And every ejaculation was thick and impossibly sticky to hold in your mouth and swallow. sissies looked up at real men in awe and sexual submission. But the sissy Master was very big as most were.
For the denied sissy every woman was gorgeous and impossible sexy. Her cleavage, Her bottom, Her legs, every aspect of a real Womans naturally curvy body, irresistibly arousing. every aspect of Her femininity, every gesture, every sign of excitement so tantalizing, so exaggerated in sissies mind, tormenting her libido, squirming helplessly in chastity. And with and for Mistress sissy was so utterly helpless and lost in love and lust for Her, so desperate to be with Her, to be attentive and loving for Her.
The lubes kept the sissies very tight but slippery and lubricated down there. Very easy and pleasant for the clients but too tight and difficult for the sissy being penetrated. Her moans and sobs of distress were not fake, but were very pleasing especially when muffled by panties stuffed into her mouth. He was very big and especially stout and the sissies would squirm in fright being chosen by him, for fellatio, sissies must always deep throat, or anal.
It was a perk of the job to enjoy the sissies in any way & whenever he chose to. And He rather enjoyed seeing the look of apprehension on sissies faces when he opened His trousers. As they gasped at the prospect of anal or oral. and even his regular little whores feared being chosen by him.
The Mistresses who employed the bimbo Masters also took delight in choosing a bimbo Master who would be keep the sissies intimidated by His size and His macho dominance, as well as His uncompromising strictness with the sissies. It meant the sissies performed more eagerly and earned more. Not that the Mistresses, needed the money, usually The Mistress was very well off and also by taking ownership of the sissy acquired, his former assets usually a generous trust fund. But the roleplay was enjoyable, and sissy was always made acutely aware that Mistress used the money earned for Her own treats and pampering. And also the sissies were very, very eager to serve Mistress perfectly after a night out. All of the bimbo or whore Masters were very well endowed and very dismissive and patronizing to the sissies. So they all felt like cheap slutty whores to be pimped out.
Even for experienced sissies its one thing to perform fellatio on a, or be pegged with a strap on. And a very different emotional and physical experience to suck and be penetrated with a real throbbing thrusting cock. And especially a big man like him.
He did enjoy candi's muffled fearful cries as split her ass cheeks and anus. Loud and alarmed even though muffled by the sticky panties stuffed into her mouth. Made even more pleasurable by the sight of the other blindfolded and gagged sissies squirming in fright on the back seat of the limo. The rear seat was padded but very firm and the way the sissies were made to sit or perch made them feel as if they were impaled on thier dildo's which were always kept at near to max length and stiff fullness for these nights out. He & Mistress were soon to be investing in a new seating arrangement that would wireless lock the dildo's in position, so that the sissies would squirm even more sweetly until they were chosen. The video feed for potential customers would be able to see the sissies squirming and squelching on the seat with the sissies nicely gagged and blindfolding but panting with excitement and eagerness to serve. all the sissies were pretty and delicately petite, rather than curvy. The hormones and treatment were very effective at feminizing or effeminizing the sissies. They were quite lovely little sex toys, though most men didn't really pay too much attention to their pretty little faces, apart from to enjoy blowing into them.
Most women still didnt care for anal in any case. Nor for fellatio after the phase of youthful experimentation and enthusiasm, had lapsed. Both were mostly regarded as too subservient for dominant real women, Mainly for male gratification & pleasure, rather than equal & mutually pleasurable. She would be the recipient of oral pleasure, rather than the giver. And She generally preferred a smooth soft sissies mouth and agile tongue down there, rather than a mans stubble no matter how short.
Which was another reason with sissy whores were popular with men and especially parties. Sissy had
better be avidly obedient and pleasing, especially so for fellatio. serving and performing whatever the client wanted, and fervidly attentive to the clients pleasure, and total satisfaction.
After the whore master had finished cumming, he made sissy lick him clean and watched her swallow his sticky mess, on her knees in front of him, while he enjoyed a smoke and a cold beer. Then told her to get cleaned up and ready for the next party, He happily informed the other waiting sissies it was a going to be a busy night for them all, with lots of parties, As it was holiday weekend, and the night was just getting started.
The limo started to move to the next drop off, there were muffled but audible gasps & sobs from the sissies as they squirmed prettily and choked in fright on their gags.
The bimbo master laughed and told them all again how It was going to be a busy night and a very busy
one for his limo of sissies, and for sissy candi especially so. If she was a good sissy though he might let her suck his cock before taking them all home, or even fuck her ass again. He didnt often have favourites but every so often he would enjoy using a particular sissy more often than the others for a few days or so.
He also had developed a sideline with one of the exclusive lap dance clubs. The girls in the clubs were strictly off limits just there to lap dance. But there was a back room lounge where the sissies could be enjoyed, If the customer got excited by the lapdance. And of course they usually did get very excited. The customers had to pay to enter the lounge and pay for the particular service they desired from sissy. The lady who had performed the lapdance also got a share in the fees. To add to the humiliation for the sissies the lapdancers would often tease them terribly dancing closely in their faces quite derisorily, before sissy started to serve the client. Most of the ladies were not sympathetic to the sissies and often treated them with derision and worse. Just as the little whores the sissies were seen to be. And the lapdancers would take their breaks in the lounge sitting in groups on around one of the corner tables smoking and drinking, laughing scornfully at the sissies. She, the clubs owner, the Mistress and the bimbo master all shared the profits and tips. It was highly profitable but tonight wasnt one of those nights, but He was already very pleased with tonights takings.
Sissy was constantly told what a cheap little fuck and suck she was. Then he would casually boast to a customer or Mistresses about the clothes and cars he had earned from the sissies service. Whilst sissy was on her knees in front of a paying client.
Miss had gotten an Uber to the dominants club called discreetly M & S & sissy’s. And Miss had joined as a paying visitor, with all the extras available immediately, to lady guests.
Inside the small club there were a few Men and women sat around tables being served by a few sissies in pretty uniforms. As She chatted to a friendly mixed group at one of the tables It was explained to Her, that a lot of the sissies were in training or consideration to be taken into private ownership. And that sissies in white panties were still virgins and just there to serve drinks. Those in white panties with a pink ribbon round one ankle were also available for male oral use. Those in pink panties were available for both oral and anal pleasure. And those with a pink panties and pink ribbon tied round the left ankle were for female oral enjoyment. Those with the ribbon on the right ankle were available for oral and pegging.
Even so it was easy for a sissy to end up losing her ribbon or be put in the wrong coloured panties, accidentally or on purpose. Sissy would be severely punished for this but for the male superiors it was just a minor lapse in etiquette, a little bit of fun. It was seen as very bad form for a Mistress to use another Mistresses sissy without explicit consent though. Though some of the Mistresses often enjoyed pre arranged rape games. Where sissy terrified but not allowed to refuse was used by a Mistress. And sissy would be punished in any case, that was part of the game.
There was relatively few sissies for female
use, as Most Mistresses even though they might send or take their sissies regularly
to the clubs to serve men, preferred female monogamy from their sissies. Male use generally didn’t count. But there were a few serving drinks and cleaning whilst waiting eagerly to serve intimately.
Miss had chatted briefly to the group at Her table then quickly chosen and taken one of the clubs pretty pink pantied and ribboned sissies to one of the private rooms. She spent mostly the next hour in ecstacy on the leather couch with the sissy between Her thighs, climaxing powerfully several times. Later there was a knock at the door and one of experienced Mistresses came in and introduced Miss to the pleasures of pegging the sissy and She had never ever looked or even glanced back since that night.
How wonderful it was to a woman & a superior here as She penetrated sissy for the third time. She and the other Mistress and another lady who had joined them, were taking turns pegging sissy, in between enjoying drinks, cannabis smokes, cocaine and the sissy. Who was serving drinks and cleaning the couch which was quite slick with excitement, then bending over again.
How wonderful it was to be a Woman here Miss thought, She spared a brief thought for candi and the other sissies in the limo. Swollen but tiny and soft in their chastity while they served their superiors. and that just made Miss enjoy pegging this sissy that much more.
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