An evening with Mistress

 

Mistress was reclining on the couch in her nightwear and sheer silk dressing gown. She always preferred to wear very sensual and exclusively expensive smalls and lingerie.  I was kneeling besides her in my pastel pink satin nightie. It was nearly bedtime and Mistress had just allowed me to toilet and supervised my daily enema. I was plugged securely again now and Mistress had upped the size so I was feeling full and attentive then I had slipped between her thighs. She had a lovely long orgasm and I was still feeling very hot and bothered as she  chatted to Miss and me.

She was drinking wine, and I had a little wine glass of Her warm pee to sip. I liked this better than when she used my mouth directly, but I loved that too.  

Sometimes though very rarely She allowed me to perch demurely besides Her on the sofa. Other times I had to stand or kneel facing the wall when I wasn’t busy with my chores or serving Her. It all depended on Her mood.

Tonight though I was in my favourite position, kneeling besides Her with my cheek slightly resting on the couch and softly against Her thigh. Every so often I would look up at Her and kiss Her thigh softly when She was speaking to me. Sometimes She liked me to be in cuffs in this position, but more often than not I was simply curtsy cuffed. Where I was to keep my arms straight and holding the hem of my skirt or nightie as if to curtsy, until I needed to use my hands to serve Her.

Mistress sometimes liked to spank me bent over & curtsy cuffed, and even occasionally caned me in this position. 

She had also tried this position for pegging but I had found it simply too difficult not squirm and let go of the hem as She penetrated me, especially when the thick exagerated glans opened me and pressed inside in . No matter how many times She caned me for that, and it was an awful lot of times. She admitted to me on in that hoarse husky whisper, She had when she was very aroused. That she actually looked forward to caning me for breaking position, which made her want to peg me even more. However She eventually started to enjoy me struggling with the cuffs more. Enjoying my helplesssly squirming and moaning feebly into Her panties stuffed into my mouth, as She pushed deep inside, especially as the strap ons got larger and more phallicly invasive until She found one She really liked. Our favourite She called it, but it was Her favourite.

    

She had also occasionally had me curtsy cuffed when Sir spanked me or for fellatio but She preferred me to be properly cuffed and totally vulnerable for serving Sir or being punished by Sir.

She was video chatting to Miss on Her tablet. Miss had been telling Her about how She was preparing Her sissy to take a couple of paying clients soon. Initially just sirs from the scene, and just for fun. But eventually She wanted sissy to serve straight guys for money too. This turn of conversation always made me feel very uncomfortable and Mistress had patted my head and laughed that I was nowhere near ready for that. Just yet !.

They were also talking about the conversation they had earlier about one of the sissies owned by a male friend being gelded, clip clipped Mistress called it. The clip being circumcision, all sissies were clipped. But could also refer to the full procedure. Mistress and Miss always laughed at my squirming when they talked about the clip.

Most Mistress do not geld their sissies, and consider it foolish for male dominants to do it. Thought they do find it amusing and entertaining subject to discuss casually. Tormenting and teasing their sissies with the prospect and laughing at sissies distress.

Miss said that men are simple creatures, usually led by their dicks. Sissies are silly little things and are also led by their tiny clitties. So its more enjoyable to keep sissy safely locked up, soft and tiny. Controlled and aching constantly with helpless, attentive desire for Mistress.

It does make for very smooth apron front, Mistress said but ruins the delight of keeping sissy locked up.

Miss had agreed and widened the angle of Her camera feed. Her own sissy was kneeling in front of Miss’s boyfriend, He had just cum all over sissies face.

Mistress showed me the screen.

‘Don’t you wish you were here sissy ?’ Miss teased

‘Yes Miss, thank you Miss.’ I whispered blushing.

She knew full well that I didn’t like it. And didnt like it when She nearly  always let Sir blow in my face when they were sissysitting me, and made me thank him for such a lovely treat as well as the lovely taste of a real man.

Behind Her, Sir was grumbling about going to bed. Miss told him to take sissy to her little room  if he was feeling that impatient and horny.

More male grumbling and a loud slap across sissies bottom, sissy squealed as it was a sharper slap than

it sounded. Miss rolled Her eyes, more at her boyfriend than Her sissy, but no doubt sissy would get a caning for the squeal at some point too. She  then removed Her warm panties and stuffed them into sissies mouth. Then sissy suitably gagged preceded Sir to her room obediently. Sissy quickly came back down with  a fresh pair of panties for Miss then hurried back to Sir.

Mistress giggled and told Miss that I was squirming and squelching at Her side. This wasn’t true at all but I was blushing scarlet with embarrassment.

Mistress wanted to stay up chatting so had  a small sniff of cocaine from Her dispenser and lit a cigarette. Miss did so too. Recreational drug use was quite legal now and Mistress often enjoyed this and smoking cannabis with Her friends. I was not allowed of course. I knelt quietly by Her side, not eavesdropping but waiting attentively.

 

Mistress was chatting to Miss about Afterlife, and allowed me to listen. It was a program that was being developed so that people could upload a copy of their personalities virtually and that backup could live on forever, after life so to speak. Or at least as long as the program was kept alive. Mistress said it might be fun but  a little soulless, She giggled at the pun. Mistress didn’t often involve me in chat with me about anything deeper  than my chores. Not that I was really part of the chat, just allowed to listen while the two ladies chatted. Usually when Mistress and another superior, or just another real person, with their own valid opinions, were talking I was told not to listen, and stand or kneel facing the wall. Or just sent to my room or some chores. But Mistress was feeling indulgent tonight.

Imagine how a sissy could be perfectly controlled in afterlife sissy, all She  would need to do is change a few parameters. Naturally superiors would have access to a sissy’s settings. Because the superior would be still be sissies owner and paying for the backup.  

She looked down at me, Unless I didn’t want to stay with Her ? She teased.

Or what if we were already in the program and hadn’t realized it yet.

She told me not to worry because it would  be like sissy heaven in any case.

She could have several lifetimes and life experiences stored in the afterlife, as vivid and real as reality. A waking dream that could be confiruged as you wanted. And She would have sissies to serve Her in some or each of those lifetimes. Time was just another parameter that could be set.

I as her property would just have one, moulded and shaped by & for Her.

A lifetime where I had grown up always to be a sissy, The other boys and girls would go off to school, college and university to prepare for their careers and enjoy all the other pleasures of growing to adulthood. I and the other sissies would sit primly in our lessons learning to cook,  clean and all the other suitably effeminate household chores expected from sissies. From the windows of the Housework Academy, I and the other sissies would watch our contemporaries enjoying teenage life, love and lust. We would be good sissies, quiet and obedient in class, not speaking unless we were spoken to, always waiting for permission politely and patiently. Our uniforms always neat and tidy, starched and ironed. Corporal punishment for children had been banned but not for sissies. If we were to be punished it was a cane across the palms, 6 of the best but absolutely nothing sexual. That was for our Mistress or Sir when we were eventually owned. 

From the windows of the housework academy, I and the other sissies would watch our contemporaries enjoying teenage life, love and lust. During  puberty, which comes much later for sissies, I might have woken up and found I  had a few embarrassing night leaks, but would never have experienced ejaculation, or a full erection, nor ever allowed to  pee standing up. 

As I neared the age when I  would be entering service, I would be constantly very aroused, but never erect, just a little soft and swollen, tearful emotional and confused but would only ever be allowed  to talk about this in the future with my owner. And my only experience of male ejaculation would be with  Sir  when he exploded and spurted in my mouth, or ass. Or when Mistress and Sir were fucking.

I would be kept simmering at a constant  intense level of obstructed sexual arousal. So that I was always attentive and desperately eager to please Her, and also alwways ready to be enjoyed by Sir. 

Mistress said this state of helpless attentive arousal, would feel similar to the fretting flustered emotional state i was in   when She  was on the last part of Her period. When She is very horny, and I am too. And She keeps my plug at maximum and keeps me cock gagged keep my pretty little sissy head on my chores and not my tiny clitty. Which has the exact opposite effect as She knows only too well. That level of intensity but with the dial turned to 11. Miss and Mistress exchange smiles at that, I know it is a reference to something but don’t know what.

She looks down at me smiles patronizingly as I softly kiss Her thigh adoringly but does not bother to explain the reference to me. Or where the dial is set to now, only hinting that the needle is most definitely currently nowhere near even halfway even during her period times.

After Mistress takes me into service and takes ownership of my keys I will be Hers forever. Serving Her in Her one of luxurious  houses, with gardens, pool and beach front. But one sissymaid in a household of rapt sissies, from her other lifetimes each aching to serve Her every desire, need & whim. 

We would be kept busy with our daily chores, Her laundry, ironing, cooking cleaning & polishing would be done with love and desire to please Her and be found pleasing by Her. And also in constant fearful awareness of the consequences if She was not pleased. She sting of Her canes, or crop at the slightest infraction, imagined or real.  

We would only pause our chores to respectfully curtsy and greet any superior who passes, then quickly hurry back to our chores.

And we would serve Her privately in many lovely ways. From bathing Her or showering Her. Pampering Her lovely body. Moisturizing Her and then patting her dry with soft scented towels. and dressing Her, aching longingly as She tries on her outfits.

  

But especially aching and longing to  serve Her intimately. 

Squirming with desire to be called to kneel for Her. Sometimes one sissy would kiss Her bottom and another remove Her panties, while another brings Her wine. And another slips under the hem of Her skirt and licks Her lovingly to orgasm. Then another sissy might dry and clean Her, and another bring Her fresh panties, kissing Her bottom, then another sissy will hand wash Her panties.

Or on blissful occasions sissy might be called to do all those special lovely things for Her deliught. To serve Her intimately and be the one who brings Mistress to orgasm and washes & irons Her panties afterwards. Aching in tiny chastity and squirming on her plug.

Or sent for the strap on, loving Her penetration and fearing it too.  

Then after Mistress is satisfied. Dismissed in tears, sent back to her houseswork.

When Mistress has guests or a boyfriend over, sissy might serve the dominant male or the  boyfriends of Mistresses guests, anally and orally, always obediently, totally focused on his enjoyment at that moment. When Sirs cums it would be in her mouth, not usually in her face, and then she would wait for permission to obediently swallow. Then be gagged with the visitors warm panties to be taken to a little private room and bent over for Sir, her tight bottom slapped and spread for Sir as he penentrates her. And when sissy is put over his knee and spanked or paddled soundly, similarly gagged.

This would be just be a natural part of Mistresses hospitality. Sissy would summoned from her chores by the maids bell, then dismissed afterwards with a wave of Mistress hand, or a slap on the bottom from Sir and sent back to her little chores. 

Later sissy would clean & iron the visiting Mistress panties to thank Her. 

Sissy would also receive and serve fee paying male visitors.  

Sissy would be taken down to Her little bedroom to serve the guest. A little whore totally for his paid, pleasure sissy would experience the intense build up of near sissygasms while sucking or being pumped by him. Building so absolutely close to orgasm, squirming and grinding hotly and  helpless impaled. Adding hugely to his enjoyment   she sucks him or he forcefully fucks her tight ass, with his massive cock. And His cock and Mistresses strap on  would always feel massive and overwhelming. Implacable with its lust to penetrate her. 

And finally when sir cums thrusting and grunting with pleasure, sissy would feel the sissygasm  instantly & totally melt away, Dissolving into a total submission to his and only his pleasure. As he cums in Her mouth and blows all over her face or filling her ass, with powerful spurts of pleasure. Spurts of pleasure that sissy will ache for but never be allowed to , never deserve to feel. After she has swallowed his thick sticky cum, with his permission of course, or has licked him clean. He will toss the little whores payment onto the bed or her  little vanity table and leave her  to clean herself and the room. 

When he leaves will put on freshly laundered and ironed clothes clothes and leave his clothing behind for sissy to launder and iron, his shoes to polish. Still wearing her sticky knickers & part of the paid service.

Then back to her chores with the other maids, but blushing hotly with a not so secret shame, that they all share. 

Sissy will see none of the money for herself. But sissy will know that Mistress will spend the money on little luxuries and treats for Herself.

And sissy will also go out in the limo or van to serve clients at parties or the small back rooms of bars, even in the limo just parked in the street. 

Regularly and frequently but not every night because sissy cant expect to have fun every night. 

Miss and Mistress giggled at that.

Her night service will be on Mistresses whim.

Supervised by the whore Master who will collect the money and tips for Mistress and take his cut and bonus from her fees.   

A little sissy whore because it pleases, amuses and arouses Mistress. And because it makes sissies intimate service so much hotter, so eager and perfect, the more she serves Real Men.

Mistress and Miss were thoroughly enjoying this conversation, fleshing out and adding more details. Then Miss decided to go to bed. She told Mistress that it was  a pity she was now too tired to use the strap on tonight. Sissy would have to wait till tomorrow. And She would probable send her boyfriend out so she could enjoy her sissy in peace.  

'Maybe I will send him round to see you sissy.' She told me teasingly.

I knew Mistress wouldnt allow that just yet, but it still made me clench my muscles on the plug in fright.'

‘Yes Miss, thank you Miss.’

‘Sweet dreams sissy.’ She told me sweetly

‘Yes Miss, thank you Miss.’

Mistress took me upstairs.

‘Wont that be lovely sissy, like heaven for you sissy’s.’ She said as I looked up at Her tearfully

‘Oh Mistress it sounds so lovely for you, Mistress.'

'And lovely for you sissy serving me so lovingly & perfectly.'

‘Yes Mistress, thank you Mistress.’ I whispered then asked

'But Mistress wont sissy ever be unlocked or allowed to cum ?’ I whispered barely daring to ask

She lifted my eyes and to hers and looked down at me smiling superciliously, as if my question was so trivial and silly. Condescending for Her to even respond.

‘Will being unlocked make you perform your chores any more diligently, or make you more attentive sissy ?’

She wasn’t expecting a reply.

‘Or  will it make your intimate service any more enjoyable sissy, make my orgasms more powerful, or give me better or more multiple waves of orgasms ?'

‘Or make Sirs fellatio more enjoyable, make his spurts  any thicker any stickier, more copious sissy ?’

‘Or make him enjoy your little ass any more sissy ?’

She looked down at me.

‘No Mistress it wouldn’t, thank You Mistress.’

‘Rather it might depreciate the performance of your housework,  and equally important my and Sirs intimate pleasure sissy.’

‘Yes Mistress, thank you Mistress.’

‘So do you think you deserve to be unlocked, or should ever be allowed to cum sissy ?’

‘No Mistress, thank you Mistress.’

‘For for never and a day sissy.’

‘Yes Mistress, thank you Mistress.’

‘But you can still perform all your little chores happily and attentively sissy.’

‘And still suck Sirs cock and feel him cumming in your ass sissy’

‘And give me lovely orgasms sissy.’

‘Yes Mistress, thank you Mistress.’

‘Wont that be heavenly for you sissy.?

‘Yes Mistress, thank you Mistress.’

“For you and all my other lovely sissies.’

I blushed hating that idea but also desperately excited by it too

'Oh, oh....' She waited patiently while squirmed

‘Yes Mistress, thank you Mistress.’

She shifted on the bed and pushed me slowly to my knees.

‘You may take my panties off now sissy’

‘Yes Mistress, thank you Mistress.’

They were totally wet.

‘I love you Mistress.’ I told Her afterwards.

‘Of course you do sissy.’

‘Yes Mistress, thank you Mistress.’

‘You may go to your room now sissy.’ She told me afterwards langourously  basking in the afterglow of Her orgasm

‘Yes Mistress, thank you Mistress.’ I curtsied and crept away

Hurried off in tears, knowing that She had only dismissed me to emphasize it was Her choice if I slept in Her bed with Her or not.

I slept still clutching Her soaked panties. Then in the early hours She called me to Her bed to spoon Her.

‘I love you Mistress.’

‘Yes sissy, and I love you sissy, for forever and a day sissy.’

‘Yes Mistress, thank you Mistress.’

I was holding the hem of my nightie tightly, spontaneously curtsy cuffed as I drifted to back to sleep, in tears so happy and fulfilled. I never wanted moments like this end.  

 

Miss's first night (part 3) Miss and Mistress

 

 

The sissy from Miss’s first night at the club was also now owned. Kept in strict domesticity as new sissies often are and being trained for her Mistresses domestic service and intimate pleasure, a Mistress likes to train Her sissy to please Her instinctively, exactly how She likes it. When this is perfect sissy may bashfully try some of the little variations and techniques she may have learnt from the ‘Woman’s Hour’ on the sissy radio channel, if She is allowed to listen to the radio.

Actually ‘Woman’s hour’ is often longer than an hour and can be on at any time of the day, but is often in the morning, when sissy will be laundering Mistresses bedsheets and nighthings  and in the afternoon when sissy is anxiously cleaning polishing everywhere again so that all is perfect for Mistress when She comes home. The show can be very sweet but very explicit and sissy will often find herself squirming breathlessly excited. With nowhere to go naturally except for Mistresses pleasure. It can be especially piquant for sissy, if Sir has stayed over and sissy has to hand scrub his cum and Mistresses juices from the silk sheets. In any case the sheets must be washed and ironed every day.

Mistress will allow these little learned techniques, occasionally correcting sissy, occasionally punishing sissy if She feels the variant is not to Her tastes. Overall She will expect sissy to serve Her perfectly and also to surprise and delight Her. Sissy should strive so that every time She kneels between Mistresses thighs, it is the best cunnilingus Mistress has ever had, until the next time. And similarly so when she performs fellatio for Sir, there is a 'Mens Hour' on the radio too for sissy to new ways to please Him.

Miss and the Mistress had become good friends. Miss and and Her boyfriend would regularly visit the Mistress & Her new sissy. The sissy had only just started to serve men in Her Mistresses house and Miss’s boyfriend with his thick cock and copious ejaculation was very good training for the sissy.

Incidentally Miss had been with Her boyfriend for quite some time and he wasn’t really part of the scene as such, never really going to the club except on very special occasions. They had been together before Miss’s awakening. He was quite vanilla and straight but very open minded but he just loved anal and oral after discovering it was available on demand from obedient sissies. He always spanked me and other sissies rather than using a paddle. Miss always laughed that he was completely insatiable with both Her and sissy and often had to tell him to leave sissy alone so her chores could be done. Or that She had promised Sir he could come round to Mistresses house with Her and fuck me for a change. In sports terms he was an adult  jock and a real mans man. Like all Sirs, & real Men He made me feel very effeminate and very inferior in his presence.

 

The sissy had been almost brand new and shiny that first night in the club and Miss had actually been one of the first Mistresses to take her to  a private room.  That night was also the first time sissy had been pegged. Miss had visited the club frequently after that first night and nearly always took sissy to the service rooms.

In fact Miss  only stopped when She realized another Mistress had taken a particular liking to this sissy. It had been the more experienced Mistress who had first initiated the pegging with Miss that had decided to take ownership of sissy. It was She who had taken sissies virginity, with the strap on that night, Miss and another lady went next. And She who had also first  taken sissy to the private room only a couple of  nights previously.

All sissies were considered virgins until pegged. If they had managed somehow to have sex with a real vanilla woman before they realized their proper place, that didn’t count. Also if they were going to be made to serve Mistresses boyfriends, which most were, there were 2 further levels of virginity. Fellatio with swallowing, all sissies must swallow, and anal, before sissy was fully pink pantied.

 

Usually the sissies who attend and serve women in the clubs are not yet  formally owned or controlled. They are usually undergoing  training under supervision from a dominant female sissy trainer. Often young men who have been teased and cajoled into coming here by ex girlfriends who have discovered their dominant sides. Or girlfriends who enjoy seducing and trapping sissies.

Single sissies, must be invited and chaperoned by a dominant lady. They must wear a locked chastity device and not have access to the key whilst in the club, and wear one of the clubs maids uniforms for their first visit. For the second visit sissy must also be plugged, though often the Mistress will plug sissy for the very first visit too. Sissy may then attend the club 6 more times, by invitation. After which her chastity must be locked outside of club attendance as well,  and her female sponsor must keep the key. This is to prevent masturbation, which is always inappropriate for sissies. Most Mistresses insist sissy don’t masturbate, from the very first time they speak to them. And insist on sissy being locked from that time too.

If for whatever reason sissy decides to stop coming to the club. She will be allowed to apply for a further two invitations, these may or not be accepted. A sissy may not appeal or ask why her request was rejected.

After this time sissy will only be allowed back if she is owned by a private Mistress or a training Mistress.

Most sissies are already hooked before their very first visit.

There are lots of online resources, grooming, chat and forums for potential sissies. These are usually operated  by female chatbots, though the sissies arent aware of this, listening almost dripping with excitement to the chatbots sexy voice. The sophisticated AI is an efficient  way of quickly weeding out any masturbators or salacious time wasters. And an excellent way to manipulate sissies and foster and nurture their submissive desires. Of course a real woman can always intervene in the process at any time, if She sees a sissy who takes Her fancy. The rules are for sissies not for Her. Sirs can also use the service to select sissies, although they generally prefer to do this in the clubs in person.

Potential sissies are usually very easy to manipulate and play with.

It was an amusing game, sissies are so helpless and pathetic.

Mistress had chosen  my service via this screening/selection method. I had barely entered my details and started chatting when She decided She very much liked me.    

Despite their reservations and inclinations sissies find themselves captivated by desires and are drawn to female supervision and domination. So keep coming back to the chatrooms and then find themselves drawn to serving in the clubs. 

Often very humiliating for them, they also have to serve dominant men, but not usually sexually. At first, at least.

It is totally  emasculating, as it should be, for a sissy to serve drinks to a table of women & men in a short dress wearing an apron and locked in chastity, especially the first time. Curtsying and having Her bottom fondled and patted or slapped by the seated superiors and especially by the men.

Even so despite this they still cant stay away from the club, desperate to be dominated by female authority.

 

Very soon chastity and plug, obligatorily for attendance at the club. Become permanent and one of the Mistresses not sissy has  the key to the sissies chastity cage. She will soon be chosen by one of the interested Ladies and shortly after that taken into private ownership and service.

And sometimes a sissy might be chosen by one of the dominant men.

Some sissies preferred male domination, rather than forced bi,  after they had been effeminized. And it was usually quite easy to identify those sissies, even though the sissy themselves hadn’t fully recognized, or accepted it in themselves just yet.

Sissies in the scene were seen by male and female superiors as a third sex. Submissive and for the superiors pleasure, as well as menial humdrum chores.

An owned sissy kept under  perfect domination and perfect discipline was so lovely it was often difficult to remember to remain strong with them.

Mistresses usually found it easier to be strict with  sissies than their male counterparts, and a sissy owned by a Mistress was often even lovelier & more helpless for it.

For sissy the more lovelier she becomes the more strictly she finds she is treated. And the more strictly she is treated the more lovelier she becomes.

Miss had kept in touch with Her friends from the night out though a little more distantly than before. Although She had found out the maid of honour for the evening a friend from college had kept Her own  husband feminized and in chastity in the house, quite secretly and discretely and had done so since university.

Even Miss had been quite shocked, at how well this secret had been kept.

‘How long have you kept him locked up and pantied for ?.’

‘Since university, since we started going out there.’

‘What about all those crazy parties we used to go to and those sexy outfits you always wore ?, what about him then ?’

‘What about him.’ She replied matter of factly

‘Do you let him cum ?’

‘No why should he.’

‘Have you ever let him cum.’

‘Never since I met him.’

'Does he make you cum?'

"Oh yes regularly.'  She smiled 

‘Congratulations then.’ Miss had giggled  and ordered a round of  drinks to celebrate.

The friend had since been to the club a couple of times but had preferred to keep things private. She didn’t have any boyfriends, and Her husband never served other men. But She did have a long time girlfriend, who incidentally kept a female submissive also in strict but not total chastity as a housewife. And She also still referred to Her husband as he, rather than sissy or she.

Miss was always full off interesting little tales and juicy gossip. She loved to tease me and the other sissies. Her own sissy was teased mercilessly. she would often come round in the afternoons for afternoon drinks with  Mistress after work. And would often delight in teasing me & making me squirm with embarassment with naughty stories and salacious remarks. Then invite Her boyfriend or other male friend to pop over. Mistress was always quite excitable after Her visits too and I was often sent for the pink cushion.

Mistress and She were best friends again and I suspected but wasn’t not told, occasional lovers too.  

About a year after Miss’s awakening She had contacted my Mistress an old  friend from university days, they hadn’t really spoken for about 5 years. It was a business call but they had agreed to have an evening meal to catch up. Mistress and She had been a little more than bi-curious at Uni. And Miss soon told Her about Her new lifestyle. Mistress had been intrigued. Miss had been the ever so slightly submissive one in their relationship but was now positively glowing with confidence and lust for life, and lust too.

They had gone to one of the clubs on a quiet night and Miss had taken one of the sissies into a private room quickly. Then the sissy had served the ladies table all night. Mistress at first found it all a bit icky, but icky in a possibly nice way. As Her interest grew She decided that She wanted a sissy of Her own to grow with. Which was why She had quickly chosen me. Because I was already quite shy and submissive, but also very aroused by everything about Her. She was so beautiful and sexy in an effortless way. Just the sort of woman a boy, sissy,  like me never gets a chance with.

She along with Miss with the guidance of other more experienced Mistress have grown together and now Mistress and Miss are mentors themselves.

Mistress always liked men but never one She wanted to keep. They have one good thing but are such boors and become boring after a while. So She has lots of boyfriends to take Her out and for other pleasures. And has Her sissy maid and wife to keep Her house spotless, to do all the trivial, menial, effeminate chores a sissy should do. A sissy has one good thing too Mistress says, her little attentive tongue.

And I am totally Hers for dedicated to Her service and rapturously devoted  to Her every  intimate pleasure.

I am humming with submissive contentment this morning, listening to ‘Woman’s Hour’ whilst washing Her sheets.

Squelching longingly for Her, on my dildo as I started to rub & scrub Her boyfriends still sticky cum from the expensive silk, with my fingers.   

Miss's first night (part 2) Afterwards, Miss and the House Mistress

 

Miss had contacted the owner of the sissy. Who was delighted to invite Miss to visit.

The owner of the sissy whore was a Mistress who owned a large expensive town house and kept a small coterie of 15 sissies as Her maids. They served as Her exclusive sissy maids during the day. And although She was independently wealthy in Her own right. This house had been paid for and its upkeep was paid for  by the service of Her sissies. As well as maids duties the sissies also received fee paying private male guests, during the day. 

There were visiting rooms, in the lower levels of the house in the servants quarters. The rear quarters as they were unironically refered to were accessable only from the rear of the house. The basement rooms each had a tiny windows set high in the wall, that looked out at the small yard behind the kitchen 

Each room was furnished with a luxurious armchair in one corner. That sissy is not allowed to sit on. That is for her guests. And large double bed which has attachments for cuffs and other restraints. And is fitted with easy to wipe clean pink PVC sheets for during the day.

In another corner is tiny vanity table and hard wooden stool for the sissiers to use. The table is full of girly cosmetics &

make up. Besides the table is a rack of of slutty street clothes for when sissy goes out with the limo service,  and pretty maids uniforms. There are also some glossy pink satin baby doll outfits  for the sissies to wear if the day guest want her in lingerie, which they usually do. The sissies sleep in these baby dolls nighties too. Sissy never gets to choose her clothes they are selected by the clients, Mistress or the whore master when he collects the sissies for the limo.

The sissies sleep in these rooms too, usually 5 to a bed. When she is first sissified, sissy finds it very awkward to be with other sissies and often feels very shy and standoffish. But as the hormones start to take effect, and she becomes very effeminate in her mannerisms and emotions. Sissy will still be embarrassed but will be very tearful too and accepting of the other sissies cuddles and quite sweet tender shows of affection. Mistress enjoys watching the sissies perform little chaste curtsies to each other and kissing, pecking rather, each other on the lips to say hello.

When the limo girls come home usually late at night, they all sleep in the same bed. Mistress makes a point of always coming down to watch the sissies get undressed and cleaned up for bed. A warm enema and shower, the ready for bed. The sissies all curtsy to Her and kiss Her bottom lovingly. And She will kiss them on the cheek and pat them on the head or bottom before they go to bed. The sissies hands are locked in a leather ball cuff for bed. Both hands in a single tight leather ball, pink naturally, to prevent inappropriate touching. Mostly the sissy sleep curled up together with the leather ball tucked under their chins, it looks very sweet. or occasionally with the ball clamped tightly between their thighs, which is also very sweet to see.  

If any of the sissies is due to be punished that can wait till the morning and sissy wont be told about it till the morning either. Best not to worry their pretty little heads too much at bedtime. And in any case any such punishment will often be unwarranted or arbitrary, simply because it pleases Mistress.

If Mistress has a boyfriend staying over he will come down too. Often grumbling to be woken up, but Mistress insists, so that the sissies know their place in the household and that they are loved and cherished.

The sissies don’t chatter much in bed, just an occasional whisper. They are not allowed to speak to or in a superiors presence without permission and not allowed to bother themselves dissipating away their time with idle chitchat &  gossip with the other maids.

They all whisper 'Thank You Mistress, night night Mistress' very tearfully, wishing She would stay longer, or take them with Her  as Mistress turns the light off & leaves.

Occasionally if Sir is staying over & Mistress is just going back to bed to sleep, He might stay and have a BJ from one of the sissies, although Mistress prefers him to leave the limo girls alone & wake one of the sissies in the other 2 rooms

Mistress has a video feed of all the sleeping girls so She can monitor them. And also to Her surprise people will pay just for clips of the pretty sleeping sissies.

The rooms are quite warm so only a single thin satin sheet is needed and under the night camera looks almost transparent,

The sissies will drop of to sleep very quickly, they have such empty little heads Mistress laughed. And will squirm about in their sleep quite and helplessly and prettily. Occasionally one of them will nearly wake up uncomfortable in her tiny chastity cage. Not ever getting hard enough to wake herself, but still swollen and aching. Or will wake to feel a little dampness in Her night panties. Only a tiny pathetic dribble but enough to feel self conscious and naughty for.

Mistress tells the sissies they had better be dreaming only about Her or serving one of the clients. Most of the time a sissies thoughts kept in strict chastity, are always of Mistress and pleasing her intimately. Or that moment when a client begins to pump thickly in her lips, or over her face, a pleasure sweetly forever forbidden to locked sissies. In any case most of the sissies dreams, as are her daytime thoughts are of chores and serving Mistress, or of being punished. They are deliberately kept simple and lovely, as much as possible. 

On the wall besides the masters chair there are several sets of leather cuffs, blindfolds, gags, paddles and straps. The leather is patent red to indicate they are for sexual pleasure. When a client arrives sissy will either be sent to her room where He will be sat waiting. Or sissy might be cuffed and blindfolded and chained to the wall beside the chair waiting for Him to arrive.

The fee will be paid in cash, symbolically as no-one actually uses paper money these days, just for use in front of sissy. Sissy is not allowed to touch the money, even if it is fake. After the customer has finished his session, He will also usually leave a tip. The cash is paid in small denomination, crumpled bills, and left on the vanity table. This is how cheap slutty whores are paid for, as Mistress often tells the sissies. After the client has left sissy cleans herself and the room and returns quickly to her maids duties. Sometimes the client will leave sissy in a sticky mess, bound and gagged and sissy must wait some time for Mistress to send another sissy to unbind her.

Some clients will pay for more than one ‘girl’, which can be accommodated. And sometimes clients will request a party session. Mistress however usually doesn’t allow this in Her house, unless the party of men are prepared to pay an extremely large premium. Groups of men can be boisterous and rowdy and She doesn’t approve of that type of behaviour in Her house.

The sessions are filmed, as are the night sessions with the limo and Mistress makes additional profits selling the footage online. The clients faces are naturally blurred out, sissies face is not.

There was a infamous divorce case where a 'runaway' sissy had tried to sue her ex owner, citing duress, humiliation and abuse after She had insisted that sissy recieve paying customers. The footage of sissy with one of her visitors was shown in court, and the  visitor clearly handing over the money before sissy thanked then very obediently served him. The case was laughed out of court, and the footage subsequently leaked, deliberately, as revenge porn, and widely shown online.

The sissy lonely, shamed and still craving domination eventually rejoined the scene and is now owned by a Master or Sir. 

Sissies new owner decided to geld sissy. Partially as a sexual preference, some male owners prefer to have their sissies gelded. Partially as a deterrent to other sissies and partially as punishment.

There is  a little video of Sir visiting sissy shortly  after the operation. Sir is very kind and lets the emotional sissy suck his cock in the hospital room to comfort sissy.

Sissy swallows his cum and whispers ‘Thank You Sir.’ quite sweetly.

One of the sissy nurses is also in the room, dressed in a pink latex uniform taking care of sissy, and there is another little video available of Sir taking the sissy nurse to an adjacent room and fucking her lovely tight little ass, before returning to say goodnight to sissy.

Sissy of course was jealously aware  that her Sir has just been fucking the pretty nurse. It is a superiors prerogative to  enjoy other sissies. Sissies are kept in monogamy not their owners. In any case Sir is being kind to her while she is still sore down there. She did however secretly wish Sir had spanked her before fellatio, as she loves to be disciplined and spanked by him. Not by his fearsome crop though. And she was secretly pleased and also jealous that Sir seems to have spanked the sissy nurse before penetration.

Some male owners keeps their sissies strictly for themselves, but this is discouraged socially as it is considered polite for a male host to offer his sissies services to any guests he may have.

Mistress  was a very considerate owner always insisting that Her  sissies got a good 8 hours of rest and sleep per day, and taking very good care of their bodies and hygiene, in between their evening and daily duties.

This was not just good maintenance on Her part. She loved all Her sissies and took care of them. And after all a healthy sissy will be more pleasing, earn better fees and also be recommended to clients friends.

Because She had a household of 15 eager sissies they all had to vie jealously to be chosen to please Mistress. When they earned the privilege, the cunnilingus was heavenly. But like most Mistresses it was also exclusively for Her enjoyment. And it was a special privilege for the sissy to hand wash Mistresses panties after licking Mistress to ecstacy.

Incidentally the sissies each had ultrafeminine little names, but they were only allowed to use them in private with Mistress. Sisssies not being deserving of womens names, belonging to their superiors. They also had little slutty names for the limo and day clients, but they would be assigned the name when they were collected for the night.

Her sissies were always kept very busy, with their duties and the clients. And Mistress loved Her eager  seraglio of sissies. But She was always also was always interested in new sissies.

Poverty, inequality and its associated social problems such as prostitution, drug addiction petty crime, etc had been largely abolished in most societies. 

The sexual ratios in most countries also increasingly favoured women. Slightly more males than females meant women could be more selective, more assertive and less tolerant of bad male behaviour. An increasing number of women were very wealthy or were highly paid professionals. The glass ceiling was a relic from history. Some women were enjoyed a little bit of vanilla dominance and role reversal.

The Mistress, sissy and Sir community was a very small but a wealthy and selective, quite well connected community. They were very far from the mainstream but still in the undercurrents.

Sissies performing sexual services, was a side effect of this, and surprising socially acceptable and tolerated.

Effeminized sissies made lovely little whores. Forced to be ultra femme, submissive and perfectly obedient. These sissy whores were not inexpensive but they were affordable and sure to be very eager to totally please paying clients. Or find themselves severely punished. For any perceived or actual infraction in their service. Or for low tips and reported dissatisfaction. The sissies were never allowed to touch or keep any of the money themselves, it all went to their owners. sometimes the client would stuff the money into sissies panties or into her top, and that was as close as sissy got to touching the money she earned for Mistress with her intimate service.  

What had once been nearly totally taboo, was now seen as a bit of naughty illicit but harmless adult fun. The prevailing sentiment and legal opinion regarding sissies, was that they had consented to be objectified and treated as such.  And their superiors paid business tax on their purely legal profits.

Miss was very impressed by the lovely house and the maids. They were all very busy cleaning scrubbing and polishing, or busy with laundry and cooking. Everything was done manually and very eagerly. Although each sissy would immediately stop what she was doing to curtsy and greet Miss as She passed them by. Then hurriedly resume their chores. They were not otherwise allowed to speak without permission and not allowed to chat to each other at all. There was a tangible air of sexual tension and fright about the sissies as they worked. Miss found the frission of fright and obedience quite  appealing, almost electrifying.

When She had commented on this & the lovely clean house, to the house Mistress. She had laughed and said the cane was the only labour saving device a modern woman needs and should need.    

The Mistress was very pleased that Her sissy had been the catalyst for Miss’s dominant  sexual awakening.

The sissy in question was sent for and served the two ladies drinks while they chatted.

‘Oh they are cheap little whores, it cost me more to send you out most nights doesn’t it sissy ?.’

‘Yes Mistress, I’m sorry Mistress, thank you Mistress.’

“Still it does pay for a few little treats I suppose like this wine, sissy.’

‘Yes Mistress, thank you Mistress.’

Miss The Mistress exchanged knowing smiles, the wine like everything else in the house was ridiculously expensive. It was in the if you need to ask the price you wont be able to afford it category. The sissies knew this too but if Mistress or any  superior said something was a fact, it was not for sissy to say otherwise. Sissies should bother their little heads with details except for the trivial minutiae  of their chores.

Mistress had ordered the sissy to go and fetch the crop, she was to be  punished for having given Miss reason to punish her on that evening. Miss had got quite distracted watching sissy mince fearfully as she fetching the riding whip. It was thick and inflexible looking, and also the leather was satisfyingly well worn.

Sissy received 12 hard well timed and deliberately well spaced lashes. The house crop thudding sickeningly but quite satisfyingly into sissy’s rear and eliciting agonized sobs, from the gagged sissy. Mistress had stuffed a pair of Her soiled panties into sissies mouth.

Because sissy was to be punished because of her disobedience and disrespect to Miss, bothering a superior with trivial matters. Sissy was put over Miss's lap to be punished. This adds to the humiliation, as often the superior will get excited by this and sissy will be acutely aware and also sissy will get excited in her chastity and in spite of herself, swollen in her chastity and the superior will feel sissies discomfort. Greatly adding to Her enjoyment of the situation.

Sirs especially enjoy the feel of a sissies chastity when she is across his lap, struggling held down for a spanking or paddling. In a way it emphasizes that sissy is not another male, but is a locked up sissy just for His pleasure. It has the opposite effect on the sissy She feels so effeminate held over Sirs lap, knowing He can feel her chastity as she is soundly spanked, usually before fellatio.

Miss was wearing similar leatherette leggings to the ones She had been wearing, these were matt, rather than the gloss She was wearing on the night out. They were however just as lovely and exciting for the hapless sissy.  

 

When her punishment was over sissy covered the blade of the crop in kisses and sobbingly thanked

Mistress for keeping her in perfect discipline and for being so lenient with her. Sobbing and promising never to disappoint Mistress gain. 

Then she knelt behind Miss and kissed Her bottom once on each cheek and apologised to Her, weeping pleading for forgiveness.

Mistress had indicated for Miss to say nothing just to sit down again, replying to sissy crying sobs was beneath Her.

And then sissy kissed Mistress on each cheek and more intimately between Her cheeks.

As she stood and curtsied again her bottom was already throbbing and smarting. Trying not to wince in pain which made her mincing even cuter she hurriedly took the crop back to its place. In the small cabinet upstairs just inside Mistresses bedroom.

Sissy was promised she would be fetching the crop again later.

‘Yes Mistress, thank you Mistress.’

Miss had initially gotten excited hoping to be invited to join in with the punishment. But inside Her house only Mistress administered discipline to Her sissies. Incidentally a spanking or paddling, even a caning from Sir doesnt count.

‘I do hope you understand dear.’

‘Yes of course I do.’

‘Fetch some more drinks sissy, all that exertion has made me quite thirsty & I’m sure Miss would like a refill.’

‘Yes Mistress, thank you Mistress.’

‘Then you will have a visitor this afternoon sissy, so go and get ready for Him, sissy.’

‘Yes Mistress, thank you Mistress.’

'Be sure to tell him why your bottom is pink and tender, sissy.'

‘Yes Mistress, I will Mistress, thank you Mistress.’ Both women laughed at sissies tearful reply. She looked so sweet and cute mincing gingerly as she served them.

'I’m sure he will be very sympathetic.'

‘Yes Mistress, thank you Mistress.’

'With the paddle.' Both women laughed again at that.

‘Yes Mistress, thank you Mistress.’

Sissy curtsied then hurried away to get ready. The sissies are never told who their clients are going to be beforehand. Unless its someone the sissy is nervous or anxious about a particular regular. Then she might be told in advance to tease her.  

Another sissy was sent for to attend the ladies.

The two ladies sat and watched the feed from sissies room camera.

 ‘I don’t often watch but I thought you might enjoy it.’

‘Why thank you.’

‘You are welcome I do love to meet an eager fresh neophyte, I’m sure sissy did too.’

Mistress was quite disinterested, but Miss enjoyed watching sissy wearing a little pink satin babydoll, get paddled over the customers knee. She wasn’t particularly interested in the sex but did enjoy watching sissy’s face as Sir spattered her mouth and lower face with cum.

‘They always look so surprised.’ She laughed.

Both women laughed. The attending sissy squirmed uncomfortably.

‘You may turn and face the wall sissy, nothing for you to see here sissy.’

‘Yes Mistress, thank you Mistress.’

She could still hear the audio feed and the 2 Mistresses derisory comments though.

‘She is quite lovely, one of my favourites.’ The Mistress said loud enough for the attending sissy to hear.

Mistress smiled at the obvious squirm & jealous reaction from the  sissy.

They are so easy to tease and it is so sweet to watch them compete jealously with each other.

‘Just as you are another one of my sweet little treasures sissy.’ She said reaching out and patting Her sissy’s bottom softly but reassuringly firmly .

‘Yes Mistress, thank you Mistress, I love you Mistress.’ She gushed.

‘Of course you do sissy and of course you should sissy.’

‘Yes Mistress, thank you Mistress.’ Sissy curtsied with a faint but audible squelch on Her plug.

Mistress patted her bottom.

‘And such a lovely little squelch sissy.’

‘Yes Mistress, thank you Mistress.’  Her voice was quite breathless almost orgasmic. 

Mistress smiled. 

Sissy blushed bright crimson a curtsied again.

“I think I will send you out tonight with that wet little squelch of yours sissy.’

‘Oh, oh  Mistress.’ She was almost in tears now. 

'Oh and its a club tonight tonight, with the lap dancers, sissy, I know how much you sissies love the club.' 

‘Yes Mistress, thank you Mistress.’ sissy whimpered nearly sobbing.

‘Good, that’s all settled then sissy.’ She said sweetly but icily 

‘Yes Mistress, thank you Mistress.’ sissy curtsied

Mistress smiled and shifted slightly in Her seat.

After Miss left this sissy would be quickly fetching the pink cushion and later she would be going out in the limo.

And later that evening the other pretty sissy would be fetching the whip again, and her little pink cushion for afterwards.

It was so pleasant and satisfying to be a woman with certain leanings in this scene, She smiled to herself, and quietly wondered when  Miss would be on her way. Not that it really mattered She would be enjoying Her orgasm soon enough.

Miss for Her part was also quite excited and wondered if it was too early to go the club. She must get a sissy of Her own & very soon She thought. As She left She noticed the sissy from earlier was already back cleaning in one of the large downstairs halls. Her visitor had already left & no doubt she had sticky panties now.

The sissy curtsied to Miss as She walked past her. Miss breezed past ignoring her completely. Actually Miss did notice the faint sign of discomfort as sissy curtsied gingerly to her. Her rump would still be stinging from the crop , and would tender and smarting for the rest of the day. Or was it her sticky panties, sissies visitor had fucked her ass and cum quite copiously, both in her mouth, and face, and then in her ass. Sissy curtsied again and hurried  back to her chores Her eyes welling with tears. So sweet.

On other occasions Miss might stop sissy and have sissy punished again for the slight imperfection in her curtsy, depending on whether it amused Her or not. But on this occasion, it just pleased Her to ignore sissy. Besides which it would be sissies Mistress and owner administering the cropping and why should She have all the fun.  

Late that evening, sissy was sent for and was beside herself with fright expecting the crop. But Mistress only wanted to watch her to kiss it and sob prettily. And she had, first  on all fours in front of Mistress, then standing in front of Mistress bent double holding her ankles tightly , while Mistress toyed with the crop drinking a glass of wine. When sissy had undressed Mistress for bed, dressing Her in her lovely silk negligee Mistresses panties had been soaked. Sissy had been told to quickly get her own pink nightie on and fetch the pink cushion. The lace pantie set for the negligee had been soaked again when sissy knelt between Mistress thighs to remove them. Mistress preferred to sleep al fresco down there. Not so sissy, in her tight little bedtime panties, glossy and maddeningly slippery like the pink babydoll

The cunnilingus and multiple orgasm both earlier in the afternoon and that night was heavenly, and sissy was allowed to sleep with her Mistress, until the limo sissies came home in the early hours and then she was sent to bed with the other sissies.

After that first meeting Miss & the Mistress kept in contact mainly at the club. Miss would also occasionally join the bimbo Master &  escort the sissies on party nights, when She wanted a fun night out. Often on these night sissy would be in the limo & Miss joked that this was Her way of thanking the sissy. Who She would always treat especially strictly on these nights.