An older stricter Mistress visits

Mistress had visitors this afternoon. Miss, & Ms who quite frankly terrified me every time She visited Mistress. She was a slightly older lady than Mistress & Miss, but still very beautiful and She had an air about Her that commanded respect, even Mistress and Miss were slightly deferential to Her, very slightly though. She always wore very stern looking leather skirts, very well fitted and very sexy, but also somehow very businesslike. With matching knee high boots and usually with an equally well fitted leather jacket. Today She combined the skirt with a thin silk blouse, with a black lace bra faintly but clearly visible underneath. Mistress by contrast favoured mini skirts or leather shorts this summer, and Miss liked A line mini skirts or sexy leggings, wet look or Her new favourite matt look legging.

Also Ms carried Her own sissy crop. It was well used and worn. The black leather had browned in certain places and the outline of the internal rod was visible. Just glancing at it made me frightened. Ms caught my look and and said to Mistress so I could hear,

“Your own crop will be as well worn as my own soon, loved and feared.”

“Thank you”

“I’m sure it will be.”

“Loved by you and justifiably feared by sissy.”

“The leather smell infused with the aroma and taste of sex and fear.”

"Yes quite.”

Mistress as a rule didn’t permit other ladies to punish me, though Miss being Her best friend,

had assisted in my fellatio training with the crop. Refining my  perfect intimate kiss. Obedient, submissive and always showing fervent enthusiasm  to please Him. My  service was to excite and satisfy Him and elicit His desire to enjoy my mouth again whenever He visited. The sting and smarting aftermath of the leather on my bottom and the backs of my thighs, especially on that most tender space where my thighs met the buttocks, ensured that I always associated Sirs or Mistress pleasure with discipline and punishment. It was a few days before both ladies and Sir were satisfied with my progress so far. Though I was still to excel at fellatio and strive to make this BJ the very best He had ever had while making the next that much more satisfying for Him. And that I always desperately hoped to be seen by my superiors in terms of their pleasure rather than punishment.

Though this would would be relaxed for Ms as both Mistress & Miss saw Her as a mentor figure. 

I was still always spanked or paddled, sometimes caned before fellatio. Mistress insisted and the Men enjoyed putting me under their command physically too. There was a great deal of satisfaction to seeing my very pale peachy bottom redden under His hard loud slaps.

The first thing Ms did was introduce to Mistress & Miss a new trigger for my auto suggestion routine, for my dildo plug. These were very cleverly done spoken by Mistress but never consciously heard by me, but with immediate effect, and they could also be triggered remotely. Mistress would often slowly but gradually increase the experienced size of the plug in the afternoon as She was on the way home. I wouldn't be aware of this just the sense of squirming and squelching in the late afternoon, waiting lovingly desperately for Mistress to return home.

Sometimes she would increase it just to tease me, and decide to go out with her friends or boyfriend after work. Naturally I was expected to just continue with my housework obediently until Her return and if it was all done, to start again. Ironing Mistresses underwear nightwear and bedsheets would be repeated, as was polishing Her shoes and boots Her leather skirts and jackets. So that the leather shined like patent leather for Her. But also general housework brushing and polishing the floors and furniture.

Eventually if She wasn't planning on coming home that evening, She would call or one of her friends would and video supervise my evening toileting and enema. My make up, nail & hair care routines before sending me to bed. Mostly to my own bed but sometimes I would be sent to sleep in Hers, which made me ache and long for Her presence that much more.     

The phallic plug was a firm, straight  10” and uncomfortably ample in width, relentlessly impossible to forget for longer than a few moments my penetration. The infused silicon and estrogen in the rubber fleshy exterior, combined with the lubes, kept my bottom feeling very tight and very deeply invaded, penetrated. Even at its normal 10” size I felt like I could feel it throbbing and pulsing inside me. The clever design made me feel like a huge pair of balls were attached to the plug even though none were present. I couldn’t help but grind and squelch on the plug constantly as I went about my daily chores. I felt like I was constantly on the edge of arousal & on the verge of cumming which I was never permitted to do. And the constantly need to pee, which I was only permitted twice per day under strict supervision. Mistress sometimes cancelled my morning or evening pee for punishment, on a whim, or sometimes She would say She had forgotten and it was too late or inconvenient for Her now. Sometimes She would make me wait till one of Her boyfriends was round and He would supervise my sitting on the loo to pee.

The dildo plug  made me feel constantly invaded and vulnerable, Mistress said it was perfect and a perfect way to keep sissy. But with a silent, imperceptible to me at least mental trigger it could be made to feel even larger, when orally serving one of the Sirs, for punishment or at its largest when serving Mistress intimately. Mistress often liked to keep it at near maximum if She was spending a quiet evening at home as I attended Her.

Ms was always innovating in sissy husbandry, in the technical sense of the word, and was always trying out new techniques in sissy subjugation and control. For the dildo plug She introduced  a new setting She had been enjoying with Her own sissies. The setting or auto suggestion made the the phallic plug  feel like it was even more swollen inside me than it had ever felt. And constantly like the huge cock  was pushing and lifting me on to my tiptoes. It felt like I was about to split or burst around it  at any moment and  I minced  even more desperately and sweetly in their eyes as I hurried breathlessly to serve the 3 ladies. Gulping and gasping so full, so implacably impaled. If I had been allowed to cum I think I would probably have involuntarily spurted with each tiny step I took. But I was not allowed that.

Mistress was quite delighted with the effect, as was Miss. The ladies delighted in making me rush and hurry more for them this afternoon, sending me back and forth for the tiniest of things and watching me curtsy squelching on the plug.

I could tell that both Mistress and Miss were quite aroused by this display. But Ms was just quite cool and amused. She was very experienced and subsequently enjoyed being extremely strict with Her sissies. She favoured the crop and a short bullwhip type whip rather than canes and liked to use a Kali’s teeth, Iron Maiden style attachment inside Her sissies chastity devices. The inward row of teeth punished even the tiniest un permitted swelling, for  Her sissies. For punishment or just for Her amusement, and always when sissy was pleasuring Her. Thankfully only a few Mistresses employed these teeth. Ms delighted in showing me pictures of the device though an watching me squirm at the row upon row of plastic teeth.

Telling me how pleasurable it would be to fuck my tight little ass with a nice big strap on while I was

locked in the embrace of the teeth. I always felt like I grew even smaller when being penetrated am constantly surprised to find myself swollen, but still flaccid and tiny in my cage after a pegging, or a fucking. Just as I am surprised if I have a tiny leak of weak precum (if you can call the thin weak mess that, for sissies) in my panties. Usually you don’t notice the leak as your panties are thick and full of lube or Sirs sticky cum. Ms is very strict about these inappropriate leaks. At least six with the crop for the transgression, 6 for disobedience and six for disrespect, and maybe 6 or 12 more just because She feels like it.

Ms is very strict and severe with Her sissies, they are there to fear and obey Her, and to love Her totally. She may reciprocate  occasionally but always and only ever on Her terms. Ms owns several sissymaids and has owned several maids who were discarded and replaced when She tired of them.

Or perhaps kneeling between Her thighs, pleasuring Her in horrid pain as your tiny clit swells into the tows of teeth. Never daring to skip a beat with your tongue for Her pleasure. I always feel very aware of my swelling when I perform cunnilingus, and more recently fellatio.

Wouldn’t that be perfect sissy serving your Mistress so perfectly and kept so small and constrained by the sharp teeth. She asked coolly.

“Yes Ms thank You Ms.” I curtsied, feeling very anxious

“Look how pathetic they are paling and trembling with fright at a tiny little row of sharp  teeth on their pathetic clitties.” She said Mistress and Miss laughed

“Yes Ms thank You Ms.” I curtsied again.

 “Hurry and fetch me another wine sissy.”

“Yes Ms thank You Ms.” I curtsied and hurried to fetch Ms another wine.

Then I rushed to fetch Mistress and Miss drinks.

The 3 ladies were talking about Ms first sissy. Who had originally been Her husband. As Her career

blossomed and Her husbands hit a plateau. They had both become jaded sexually and started to experiment with mild bondage and bdsm. Ms found She enjoyed giving much more than receiving, and he was  ambivalent at the time. Over time the roleplay was always Her in the dominant role. Ms was now earning considerably more than him and suggested His career take a backseat. Next She had Him locked in chastity temporarily with occasional timed releases. Which gradually became more infrequent. Then She started to feminize him slowly but steadily. Then She suggested he stay at home and do the housework for Her, and although initially reluctant he eventually agreed to be Her full time sissymaid. He was now she (lower case of course). Chastity became very strict and sissy was only now milked. She was kept plugged and well caned. Hormones and surgery to reduce bone and muscle mass followed. Then sissy became a cuckold, and forced bi followed. The procedures continued until sissy was now a slender pretty little thing as popular with Ms’s boyfriends as Ms was. At least her mouth and ass were.

Around this time the Jorgetown movement was gaining momentum amongst upper middle class professional women who were also sexually dominant. It was a social movement quite unique in that by contractual agreement it de-emancipated sissies, legally. Once a self defined sissy and prospective owner, signed her contract sissy was reduced to the status of an 17^th century wife, that of chattel. All her rights were  irrevocably removed and She was put in the custody of her new owner, Her Mistress or Master. Several challenge attempts were made to this and conditions were only made stricter for sissies. Chastity, plugging, forced bi, and forced hormones and feminization treatments were allowed, as long as they were theoretically reversible. Even gelding, or the snip as it was called as long as both parties explicitly agreed, sissies were usually emotionally browbeaten and coerced into this by their  owners. Corrective discipline and corporal punishment was allowed and even approved of by the courts. A sissy who ran away could and should be returned to her legal guardian or owner.

Sissies were allowed to be put into forced/coerced employment in the  menial domestic service sectors, when their superiors chose. And sissy was paid but not allowed to keep any of the money that went straight to their owner. Though legally a payslip had to be given, this was symbolic and given in a sealed envelope only to be opened by sissies owner. As part of this employment in the service sector in clubs and waitressing in cafes frequented by superiors, intimate services were also to be performed and sissy prostitution was  legal, within public health limitations, and as long as taxes were paid on

the profits for pimping them. Around this time severe restrictions were placed on normal prostitution and the practice became prohibitively expensive. Extremely effeminized and feminized sissy prostitutes, while not inexpensive were considerably less so. And sissies were expected to be totally obedient and pleasing so became popular, especially with groups and parties, strip and lap dancing clubs where the men would get excited by the strippers and want a bj or to fuck a sissy.        

Then as time went on Ms had become bored with Her sissy and decided She wanted another sissy maid. Discarded sissies were given the choice of returning to vanilla life or being passed to another owner. In practice it was very difficult legally and financially to return to vanilla life. All your assets had been transferred to Mistress or Master and the superior still retained them, as well being the legal custodian of the inferior party. Sissies who had been owned were too subjugated emotionally and dependent to contemplate independence. So in practice sissies were just sold. Often kept in clubs or hotels as waitresses and chambermaids, serving the guests domestically as well as sexually, until auctions were held. Often these private auctions involved around 10 sissies to be sold and the prospective owners would examine and fondle, grope and feel their prospective new possession very freely. Sissy would be under no illusion that she was anything other than chattel to be sold. And after that first transfer and or sale, sissy would never again have the option of returning to her former vanilla life. 

Of course Ms moved on and had a very satisfactory new sissymaid, till She bored of that one too. And then She had a little household of submissive maids, who were regularly rotated and replaced.

Ms and Her cohort of pioneers were instrumental in advocating and bringing about the enactment of this legal framework for superior and sissy. They also established the small coastal province of Jorgetown where the free citizens Mistresses along with a few select Masters could live the lifestyle totally served by sissies. Who were not citizens but the possessions of their Mistresses or Masters. 

Most of the residents were very and independently wealthy, but there was also a thriving resort town where dominants could come and say in expensive hotels and facilities to enjoy the service and services especially intimately of the sissies, where lots of money was to be made.

 

And most profitably the Dominant & submissive Second Life servers where people could upload their

consciousness, or at least its algorithm  to after death and live on in the virtual world. No one really understood properly if this was really consciousness, but this most lucrative feature of Jorgetown is experienced as completely tangible and feels totally real to its participants. And as long as the servers are funded you might live forever. The Jorgetown SL servers are only for the Mistress, Master, Sir & sissy lifestyle. But there is huge population of sissies who have to hand over all their assets to join and is thus very profitable to the servers owners. SL superiors are free to come and go as they choose, the sissies are not. Sissies and possible submissives needed to think very carefully before committing to this because the commitment was 100% and could not be backtracked on. Many sissies joined out of curiosity and for a bit of fun, long before death or even middle age  before realizing,  they had effectively sold their ‘souls’ to their superiors heaven. As a sissy you should be very careful what you wish for.   

The superiors will have large harems and households of sissies to serve them obediently, just as it should be.

The three ladies were laughing and enjoying watching me mince about and curtsy impaled as it were on
the plug. Ms stood me in front of Her and told me and the other ladies about Her original sissy. Who

was now owned by a Master as part of His harem of maids. They all served Him in lurid pastel pink latex uniforms with white latex tights, matching pink panties and maids booties. And the Master had chosen all the sissies because originally their subjection to serving Men was forced bi, but now all His sissies ached and competed jealously to serve His every lust filled desire. Ms often visited the Master as they were good friends but never spoke to Her former sissy except to curtly instruct her to fetch drinks or suchlike. And whenever She did visit She always took Her former boyfriend with Her. The Man who She had originally cuckolded sissy with. 

Sir was the Man who’s cum sissy had first cleaned from Ms’s panties. Ms had handed Her sissy, who She still at that point referred to mainly as he a little bundle of Her panties. The first pair sissy opened were soiled with cum and silly sissy had dared to ask about it.

‘Am I supposed to answer to you sissy?.”

“Or to hide my own panties when I come home from one of my dates?.”

“Or to clean my own underwear sissy?.” She had demanded angrily.

Sissy  was sent for the thick bamboo cane that Ms favoured at the time. Ms had gagged sissy with another pair of cum soilerd panties that were still damp and sticky. After the severe beating sissy was told to get on with hand laundering the panties and the rest of her chores. Ms didn’t speak to sissy except to curtly instruct her service for the rest of the day and for the next few days. Ms had gone out every night that week clearly dressed up and on dates and sissy had been given lots of evidently used panties to wash when She returned.

Then at the weekend Ms had announced that sissy was forgiven Her impudent disrespect. Ms showed sissy some photos of Ms with Her lover, although His face wasn’t visible. Ms was enjoying performing fellatio and maybe anal with Her lover. Which  She had never done for sissy when he was Her husband. In fact the pictures were faked, as Ms hadn’t given a BJ since She was a teenager, and never icky anal, but that doesn’t really matter.

Sissy was squirming with hot excitement when Ms announced She had a present for sissy, a

smaller chastity cage, about half size with a longer urethral tube the device also enclosed sissies tiny now unused & redundant plums.

Ms had used an ice pack to chill sissy then swapped the devices over. It would be the last downsize, far from it. Sissy was then allowed to look at the photos of Ms and Her lover again before performing cunnilingus and then returning to her chores. Sissy had long since been disallowed cumming but She had been expecting a milking, this was postponed as Ms would be going out, quite regularly now.

And then this was the first boyfriend who’s sticky creampie sissy had licked clean and swallowed from Ms after She had been out having sex with Her lover. Ms had teasingly asked if sissy recognized the taste of His cum. This was the lover who started soon after to come over for the evening and night. Sissy would be busy with housework while the lovers frolicked in the bedroom. Sissy would bring drinks and change the bedsheets while the couple cavorted and belittled sissy in Her effeminate maids attire.

And this was the Man who had originally popped both sissies oral and then a few weeks later her anal cherry, so long ago now. Sir had actually been reluctant and hesitant, though obviously as much a sissy. But sissy had been practicing every day on a dildo and on Ms’s strap on. And with the hormones, treatments and diet regime, she was now quite passable & pretty. The now tiny locked pink cage helped too and the fellatio was actually very enjoyable. Watching sissy swallow obediently and thank Him sealed the deal. And Sir looked forward to lowering sissies pink satin panties not just to spank and humiliate her before fellatio. But to splitting sissies legs and her ass.

He was actually unusually well built and well endowed too. A bit more so than Ms liked. But

He was the first man She had fucked outside of the marriage, and She had been turned on by the very large bulge in His pants, every time He spoke to Her.

Long after She and He had ceased their sexual liaisons, and She had new lovers. She still invited Him round for drinks and to fuck sissy as a special humiliation, the cunnilingus was always just so good afterwards. Though Ms was now part of the active scene and lots of Her friends brought their boyfriends round to enjoy sissies mouth and ass.

Ms had gone though an experimental stage of taking sissy out with Her to the local trans scene. And parading and then pimping out sissy, to the Men who enjoyed such things. The money sissy earned, her tips paid for drinks, food and the taxi home and more. More for amusement and humiliation than financial gain at this stage. While these events were not strictly Mistress and sissy, most of the femme trans girls liked to at least be submissive for sex, however Ms soon met a group of like minded dominant ladies who would meet up regularly for these  events, bringing their own sissies out to suck and be fucked. Ms had briefly toyed with the idea of allowing sissy to experience anal orgasms, like some of the Mistresses allowed their sissies at this time. One delightful variant on this was triggering sissies powerful anal orgasm while a real man was coming in her mouth, watching Her gag and splutter whilst squelching in hot shame. But Ms did not enjoy or see any value to herself in permitting this for Her own sissy and in any case while She had nothing against trans girls enjoying sex. Sissy maids should be kept in chastity, so they constanly ache to please their superior. A lot of the Men on the scene were also quite vulgar and boorish too. So Her flirtation with this particular scene was quite brief. And Ms and other like minded ladies had moved on to formulate and create something much more serious and formal in the Jorgetown idea. 

Sissy obviously knew this and was expected to be extra obedient to this particular Sir. Her new Master often instructed sissy to attend to Him personally whenever He visited and to sit on His lap submissively if Sir wanted her to. He always spanked sissy so hard too, with His large very solid palms.

“Oh and Hes coming round this afternoon so you can serve Him too sissy.”

“Yes Ms, thank You Ms.” I curtsied, squirming on my plug, He was so very big, & not just because of the auto suggestion.

“So lots of slutty lip gloss sissy, so His big cock slides in and out of your hot little mouth easily.”

“Yes Ms, thank You Ms.” I curtsied knowing that He always cums lots too and liked to spurt all over my face too. Mistress always punished me if one of Her guests blew in my face, rather than me keeping it all in my lips.

The three ladies were drinking wine chatting and laughing in mocking scandalized tones about Master and His harem of sissies. How when the sissies had thought of themselves as entitled males always pestered for BJ’s and for anal. Ms had sometimes teased and hinted but had never indulged him. Now she (sissy) gets lots of oral sex giving lots of sticky blow jobs on Her knees that is. And lots of anal sex, receiving that is. And how pathetic little boys always obsessed about  women  swallowing after fellatio, now sissy always swallows and says thank you like a good little bimbo. Sissies should be very careful what they wish for.

Their little mascara lined eyes so wide, always surprised  when Sirs throbbing cock  bursts in their mouth, eyelashes fluttering as Sir blows all over their faces. The hot shame on their faces, their tears when Sir cums so powerfully in their tight asses. There is often a mirrored surface near the bed or bench so that Sir can see sissies face as He fucks Her and sissy can see Sir behind her and her own face. Sissy is nearly always cuffed and gagged with a pair of panties or a cock gag.

How they always pestered and fantasized about threesomes. Imagining themselves with 2

female partners. Some sissies now get regular threesomes, spit roasted and fucked by two strong very well endowed Men. Fucking them till the real Men  are spent and satisfied leaving sissy is full and covered with their cum. To clean up and fetch her superiors refreshing cold drinks. Or kneeling  performing fellatio for Master with another sissy. Kissing His cock and each others glossy lips around Sirs manhood till He cums or seizes one of them by the nape of Her hair to deep throat sissy.

And  how enjoyable it is pegging sissy. Coming home from work knowing you will find sissy in chastity always so helplessly aroused and excited. That look on her face when you send Her mincing and hurrying to fetch your latest favourite massive strap on. And fucking her till you orgasm, as she squirms desperately and needy in her locked chastity. Then sending Her back to Her chores. And the so heavenly cunnilingus and the powerful wave after wave of climax. Knowing that sissy will be just as attentive, loving and obedient, more so after your orgasm.

How in the not so distant past, men, little boys, like he, would not really have been bothered if his lover orgasms or not. Not really known or cared much to learn where Her clitoris or pleasure centre was. Know knew every inch of Her intimately and strove desperately to please Her. The roles reversed now She (Ms) for Her part did care if sissy came and kept sissy in chastity and forbid such nonsense for sissy.

After all would it improve sissies chores, her obedience, her attentiveness, her loving submission, her hot little tongue ?. It would not and furthermore it was enjoyable and satisfying to orgasm knowing that sissy would not and be concentrating on your own  sexual pleasure.    

Sissy should be very careful what she wishes for, because it is quite delicious to make her lie in the bed she so desperately thought she wanted.

She never allowed sissy to look up above Her belt line when She visited and never spoke to

sissy apart from to curtly instruct her fetch wine or service. Sissies are not usually allowed to look up above the belt line of their superiors unless specifically instructed to. It reinforces our sense of inferiority and especially our sexual inferiority.

Sissy was allowed to kiss Her bottom as usual in greeting, and between the cheeks too for extra intimate humiliation. But although both acknowledged their former relationship this was never spoken of or referred to. As her former sissy, she was nothing to her former Mistress and owner now except another serving sissymaid.  

Her own sissies at home were equally strictly treated & were rarely allowed to lift their gaze and  always had to refer to themselves in the third person. No ‘I’ or ‘me’, it was always ‘this sissy’ or 'your sissy'. And although the sissies were always very attentive loving and  obedient. Ms was always cool and supercilious with Her sissies. Their unrequited loving service was unreciprocated and expected as simply Her due, no matter how fond She was of Her pretty maids. She did also very much enjoy subtly playing favourites and encouraging the sissies to be jealous especially in their chastity and spikes. And also enjoyed patronizing and punishing Her sissies for their petty silly rivalries.

Mistress was gradually introducing elements of sissy speak for me. With my breathlessly high squeaky effeminate voice, constantly emphasizing my inferior, objectified status. I was never allowed to use superiors names and always had to refer to myself as sissy in company, rather than I or me. In private Mistress sometimes liked to refer to me as sissyemily, or even very occasionally just as emily, as Mistress had named me. In public I always referred to Her as Mistress and Her friends as Miss or Ms, depending on their preference. Men as Sir or Master, also depending on theirs and Mistresses preference. In private Mistress was always Miss, emphasizing my domestic & intimate inferior status. I loved to call Her Miss and often found it quite sensuously and erotically confusing referring to Her visitors as Miss too. Much to everyones patronized amusement apart from mine, and I was often punished for being a little bit too excited. Mistress was often quite jealous with me, though I’m not sure of how much that was for display and naturally didn’t dare ever ask Her. Curiosity and especially curiosity about your superiors motivations is not becoming in a sissy.

Her boyfriend ex boyfriend now loved to fuck sissy and cum all over Her face knowing that Ms was

watching amused. The Master enjoyed it too. He had His own preferences too, not particularly innovative but in vogue at the moment. Having 2 sissies perform fellatio together. Both kissing and licking at His erection and ball together, taking turns to suck and bob their glossy lips on His glans. Their eyes up at Him submissively and into each others eyes wide and wet with shame. Joining together to kiss and suck Master glans and kissing each other as instructed. The sissies would be pressed together between His knees. Each feeling the others tiny chastity bulge pressing underneath their uniforms and apron. Though most Mistress find it a little vulgar, some Masters have the sissies chastity cage belled, or even sissies own tiny glans pierced for a bell. Though this wasn’t the case at the moment for His sissies. Also the strong hormones and treatments give sissies soft but pert tiny swelling breasts with often tender nipples. Not much of a cleavage but pretty nonetheless. Of course if the superior desires it sissy can be given implants for  anice cleavage too. But in this case the sweet swellings under latex uniforms was pretty enough. Especially swelling and squirming pressing against each other trying desperately to please Master.

Sucking licking and kissing each hoping that Master will be in her mouth when He spurts the first hot splash of precum. Sometimes He cannot hold himself much longer and cums immediately all over their faces filling their mouths with thick sticky pleasure. But usually both sissies will squirm and squelch, kissing and sucking. Each desperately hoping that it will the other sissy who Master deeps throat and forces sissy to overcome her gag reflex as He presses into her mouth with His huge cock. Every time sissy see an erect cock Her auto suggestion kicks in and She sees Him as huge, much thicker and longer than she thinks she will be able to suck let alone take all the way in so that His balls are on her face. But each sissy also desperate that it be her to take Him in her mouth. Choking so helplessly and sweetly on His shaft.   

And each hoping to not be the one He exploded in pleasure inside, choking on His thick cum as He continued to throb and spurt until, He was satisfied. But again each hoping desperately to be the one His pleasure burst inside. He would spurt and throb in thick streams until her mouth was full, then fill the other sissies pretty mouth also  and then continue to cum all over their faces and the front of their pink uniforms too. Eventually He would be done and they would kneel at His feet grinding and squelching on their enlarged dildo plugs looking up at Him submissively, choking on His sticky load,  waiting for permission to swallow.

Another sissy might be summoned to fetch Him a post fellatio drink, as a reward she might also get a small mouthful of cum. She might also lick Him clean and dry Him maybe with her apron or maybe her panties before closing His trousers, kissing His still semi erect bulge, looking up at him hopefully.

Then eventually the two sissies might be permitted to swallow in small effeminate gulps, thanking Him through sticky lips for being permitted top please Him, for being permitted to taste and swallow His manly cum and for being permitted to breath and speak, if only to thank Him again.

Then He might decide to take one of the sissies anally. All sissies squelch with vulnerable trepidation and alarm at just the thought of Sirs anal penetration. The humiliation and discomfort is so totally emasculating and demeaning. But each aches for it to be her nonetheless. Usually though with a harem of sissies to please Him the two sissies will simply be dismissed back to their chores.

Their faces and mouth still sticky, hurrying back to their chores desperately hoping to be seen to be hurrying obediently too. Sissies are so lovely flustered and in frightened eager compliance.

“Yes Master, thank You Master.” They blurt breathlessly in the submissive and squeaky voices of effeminate sissies, still appropriately low in volume and unobtrusive. Easily ignored by their superiors. Master may slap their bottoms as they hurry away, causing them to squeal and look over their shoulder coquettishly pouting, in fake completely powerless pique.   

Sissymaids not ever allowed to cum. They are for their superiors sexual pleasure, their own needs are disregarded and ignored only his desire is important. When Sir cums sissy swallows obediently

“Wouldn’t that be perfect for you sissy, kissing Sirs cock with another sissy aching to please Him?” Ms asked me.

“Oh Ms, yes it would Ms thank you Ms.” I whispered in shame and humiliation at the images in my head and curtsied.

“Look up at me when I am speaking to you sissy.” She said sharply

“Yes Ms thank You Ms.” I curtsied very frightened looking up into Her stern eyes.

“I think sissy is getting a little too excited, thinking about Sirs cock, isn’t that so sissy?.”

“Yes Ms sorry Ms, thank You Ms.” I curtsied my knees suddenly feeling so weak.

“Oh look at the little dear she is almost swooning.” I hear Miss laugh.

“Nonsense she needs a little row of teeth around that pathetic clitty of hers to keep her alert and attentive to your needs." 

I curtsied quite distraught  “Yes Ms, thank You Ms.”

"And the constant threat of the crop, for the tiniest dissatisfaction in your obedience and service."

“Yes Ms, thank You Ms.” my eyes swelling with  tears

"Or just because it pleases your owner to keep you in perfect and painful discipline, sissy."

“Yes Ms, thank You Ms.” She looked on in cool satisfaction as  tear rolled down my cheek.

Even though I knew Mistress had intention of using the teeth, they were mostly out of favour now and in any case were more used for male subs in initial training before feminization. Just the idea terrified me. Mistress felt that the teeth would draw too much inappropriate attention to my little useless clitty.

Mistress however decided that Ms should punish me, for being disrespectful and not looking up when

spoken to. Even though I was not usually allowed to look up without permission I should have known to look up. Silly sissies need to punished and corrected. I was sent for my cuffs and then Ms cropped me. In slow measured swift strokes with Her own crop. The crop was thick leather but supply with a very springy steel rod inside. the rod was a twisted and triangular shaped metal rod designed to bite into soft soft flesh through the leather acutely painfully. and even more so where the leather was well worn and browned. Also the line where the leather was stitched together in a thick ridge, like that on a stitched leather  ball, stung terribly. Her pleasure crop as She called it to ensure She was always pleased.

Gagged with my own panties I wasn't deserving to taste Hers. And strapped down over the whipping bench I was given 6 lashes for not looking up when being spoken to. 6 for disobedience and six more for disrespecting Ms. Later that evening Mistress would crop me again and later make me either sit on a low hard stool or kneel in such a way that my maids booties pressed into my bottom and the backs of my thighs. My bottom would sting and smart terribly for days.

After my punishment I was told to dry my tears with my panties then put them back and fix my makeup.

"Dry those tears sissy, you want to look pretty for my boyfriend dont you sissy." 

“Yes Ms, sissy does Ms, thank You Ms.”

"And go and fetch more wine sissy , its always  thirsty work delivering a satisfying cropping."

“Yes Ms, thank You Ms.”  I curtsied

"So thats why you drink so much." Miss laughed

Ms then told me that I would be very pretty at one of Her auctions. Ms specialized in selling sissies whose owners have tired of them. She first makes a good profit by leasing the sissies to establishments as sissy chamber maid, waitresses and generally fuck toys for a month or so, especially in busy seasons where sissies often served more many Men per hour let alone per day. And very often for gang bangs at parties.

Then after a month or so the  sissies are readied for auction. Dressed in very tight latex underwear and uniforms, for me and all the sissies a teeth bracelet, She teased only half joking. And not permitted to pee on the morning, and often the evening before too  before the auction. Ms takes great pains to pee in front of the sissies though. So that we would squirm helplessly and vulnerable as we were groped and examined. Winsome and pretty for our new prospective owners. Then left impaled on overlarge dildo stools, cock gagged and hooded in leather bags. Turned to and face pressed against the  closed leather curtain. To wait until auction time. All we can hear are our own muffled moans and whimpers and the piped sensual sounds of ladies in the throes of long orgasms. Finally the sissies are unveiled to their prospective new owners. Rudely examined, smacked and slapped on our bottoms, fondled and groped. Questioned and scrutinized until we are completely flustered and in tears. Then finally gagged and hooded again while the bidding and sale takes place.

The auctions are usually party events so the sold sissies will be left still impaled, hooded and gagged facing the wall now. The electronic tag embedded in our buttocks will be updated with our new owners details. Waiting to be taken home while the party continues.

Then taken back to our new Masters household. And Ms does usually specialize in sales to Masters. Ms encourages the new owners to be very strict with their new sissy. Left locked in the chastity with teeth. A severe whipping then fellatio preceding sissy rape. Sissy should then be sent straight to her chores and not allowed to pee till maybe the next evening. If Master has more than one sissy all the sissies should be kept cock gagged, no gossip allowed for that first day or two.

Ms was very sure I would attract  nice very strict Master. Or some very pretty sissies found Mistresses who were far less lenient than She was.  

   

I was then sent to fetch drinks then back to my chores until Ms’s boyfriend came round to join the ladies. He spanked me hard before fellatio and again before fucking my ass. I was told that I was fortunate just to be spanked as He regularly cropped Ms’s sissies, but Mistress would not allow that. He did cum all over my face though knowing that Mistress disapproved and would punish me severely later.

Miss told me it was pity that Her boyfriend couldn’t come round to play today but He was busy, She would bring Him round later in the week. He was also very well endowed and nearly always came all over my face, knowing that i would be punished later for it.

When I did kneel to please Mistress later She orgasmed very powerfully and then again before bedtime, lots of cascading orgasmic waves around my face as I squirmed in my cage helplessly aching for Her and loving Her.

The next day Mistress came home from work early very horny and pegged me immediately. Then leaving me cock gagged went out again to meet Her friends for afternoon drinks, while I continued with my housework.

I had squirmed desperately and aching for Her to return so I could kneel between Her thighs. Instead She came home with Her boyfriend for the evening. And I had to iron and fold Her panties while they fucked. In between attending them, changing sex soiled nightwear and bedding, licking them clean and laundering His clothes. Before they finally went to bed and I went to my little room.

In the morning I woke Him with fellatio before cooking His breakfast.

I had so hoped for Her to queen me when She woke or allow me to please Her. But instead I was allowed to simply kiss Her bottom lovingly before She went out to work.

That evening though She had purred with pleasure as I kissed Her thighs both inner and outer slowly

sensuously as She relaxed chatting on Her phone. Until finally She pulled me into Her wetness.

I love you Mistress.  

 

 

 

 

 

 

   

 

 

 

    

      

 

 

    

 

 

 

 

   

 

 

  

 

 

 

 

 

.  

 

 

  

 

 

 

 

 

A manual for domestic bliss & keeping a sissymaid

 

That very first time when sissy kneels at your feet and performs cunnilingus. Bringing you to climax and orgasm. This is a very special moment and should both be savoured and a constant source of reinforcement to the relationship between sissy & Mistress. Sissies enthusiastic but as yet unrefined  technique may not be all it will become with guidance and punishment. But it is still a lovely moment for both of you. Sissy should bring you fresh clean panties and a refreshing drink then be immediately dismissed to the scullery to hand wash your discarded panties, with a curtsy of course. If sissy does mention how aroused, or excited she has become, often they will blurt and gush these silly little utterances. Indeed as if that should be any concern to you. You should look at her uncomprehendingly, as if to say you couldn’t possible imagine what she means. Or with a glance downwards at her tiny bulge hiding under her apron. it will be tiny, but still not as tiny as it will be. Sissies devoted gaze  will automatically follow yours to her tiny little bump.

When she looks up naturally following your eyes.  Remind her that the proper place for her gaze is below your belt, unless you instruct her otherwise. This keeps her constantly reminded of her inferior menial status. and also that she is a sissymaid for domestic duties and for the sexual intimate pleasures of her superiors. Then confuse her by lifting her eyes to yours occasionally, when she is kneeling by your feet or helping you dry after a shower or to dress. And other times sharply remind her that sissies gaze must be kept lowered respectfully. A caning might be enjoyable at these moments, or a spanking from Sir. For fellatio sissy must always look up Sir, and keep looking up at Him submissively until He permits Her to obediently swallow. She might also be permitted to look up when bowing with the serving tray and serving drinks. Or not change the rules whenever you see fit or it amuses you. This will keep sissy in a delightful state of uncertainty of  sex and fear. This erotically charged anxiety, keeping her  inferior and vulnerable. Deliciously sissies inmate service, especially cunnilingus and fellatio will be fantastically improved by this, as will every aspect of Her domestic subjugation.

Tell her coolly, in an amused but belittling  tone, how sweet it is for her to say that, before dismissing her away to her chores. Maybe with a little laugh or chortle.

No matter how aroused you are by this, at this moment, let her hurry back to her so intimate chore ofwashing your panties. After all you can always wait till you summon sissy again later, or touch yourself. Sissy should always know that this is your choice, although I suggest you train sissy well so that masturbation is rarely needed. You may wish to tolerate these little utterances for the first few times. Or tell sissy that the next time she bothers you with such impertinent nonsense she will be fetching the cane.

Ideally sissy should  be your resident sissymaid before allowing her to please you intimately. And for at

least a few days or weeks of domestic service before she is permitted the privilege of serving you so sweetly.  Sissy should also have been kept in locked chastity for at least 3 months before entering your domestic service. Naturally you should have the sole key to sissies chastity. Later when/if sissy serves your  male friends, you can give them a copy of the key, this humiliation will enhance sissies sexual obedience to His pleasure and ultimately to yours, which is the most important thing.

Sissy should have also been kept anally plugged, except for toileting and a daily enema. When sissy joins your household a much smaller chastity device should be used and a much longer wider more evidently phallic locking plug. The choice is yours but might I suggest new chastity cage should quickly introduce an urethral insert, which keeps sissy soft and tiny even when swelling with excitement. And so that sissy is denied that inappropriate gush of pleasure when peeing. Ideally the eventual chastity device should confine the unused sissy testes ‘cherries’ should be confined back inside the body cavity and only the tiniest tip of Her clitty exposed in its little locked sheath. This will still show a tiny pretty bulge and sissy will still be very self conscious about it, especially when you have company and/or male company. Some owners prefer the cherries outside the body, but enclosed with the clitty in the chastity device.

A lot of Men when demanding fellatio from sissy like to feel the cage just so they can feel sissy is properly locked. The fragile male ego reasoning for this is actual quite pathetic, is it stops the oral sex feeling gay for them, but not for sissy. Men can be such simple brutes easily led by their cocks and urges. The new estrogen infused silicon devices are very good. Feeling totally secure and inflexible for sissy but nice and squeezable for you or Sir. I would suggest baby/pastel pink, but lots of pretty pastel colours are also available. Baby blue is also nice which traditionally is a girls colour too.  

Her enlarged plug too should always remind her that she is a penetrated sissy. She will feel totally vulnerable squirming and squelching on her plug while she performs her chores or more delightful intimate service. And that is the only erection she will allowed from hereafter. Tell sissy she must squirm and squelch up and down around Her plug while she performs cunnilingus, her squirms must match the rhythm of her sweet little tongue. After you have climaxed have sissy continue to squirm on the plug, while she continues to kiss you lovingly down there so sweetly, until

you send her away. Sissy will continue to squirm and grind involuntarily while she washes your panties. If it amuses you, tell her curtly to stop squelching so loudly unless she wishes to fetch the cane. She will be quite desperate but feel unable to stop herself completely. That sweet vulnerable sexual fright will simmer sissy for your pleasure later if you so choose.

Sissy should also squirm and squelch on her plug while performing fellatio, matching His rhythm even as she splutters and gags on Sirs insistent cock. She should continue grinding helplessly & sweetly at least until He permits her to swallow. Initially you can use an expandable dildo plug, increasing its size for intimate service, maximum for your pleasure, slightly smaller for Sir, or for punishment. But over time, as sissies bottom both accustoms itself to penetration and the lube tightens her rear pussy for yours or Sirs pleasure. The normal day to day plug size is recommended to be around 10-12 inches with a matching exaggerated girth. You can autosuggest to sissy that the size still increases or decreases slightly, as and when, and she will still feel it to be so.

The plug should be very exaggeratedly phallic with bulbous glans and veins, though some superiors find the veins to be slightly vulgar. And very rigid with a very thin layer of soft estrogen infused silicon. Sissy will be unable to not feel it as a real warm cock, penetrating her and the silicon though dry will feel hot and wet to Her as She squirms haplessly. You should constantly remind her that it is your cock, or if she is with Sir performing fellatio, His cock, and usually it will be replaced by His real cock after sissy has obediently swallowed His creamy pleasure.  

But I digress slightly as these are all pleasures to come, pun intended, so to speak.

After only  a very short time in chastity sissy will become extremely attentive and obedient. Around the first month sissy will become very emotional and vulnerable, liable to be very tearful. This is to be expected and encouraged, though you should also tease and belittle sissy, for being so girly, girly and pathetic. It is both amusing very sweet to see sissy like this and she will be oh so loving. Once sissy is properly  domesticated this sissy time of the

month  will sync with your own special time of the month and get very easily flustered, but loving and malleable. Whereas you as a superior may avail yourself of medication to minimize or eliminate any monthly inconveniences, emotional or physical. Sissy should not usually be permitted such luxuries, and her very vulnerable and loving state should be exploited and enjoyed, for your own pleasure.

Though you may wish to cane her more frequently at this time if she becomes too easily distracted from performing her housework to the perfect standards you expect. You may want to utilize the sissy crop more often at these times too. If you are feeling just a little uncomfortable or irritable at these times the loud snap of wood or crack of the leather on sissies tender bottom and  thighs can be  most satisfying. As are her distressed cries. Though I would encourage gagging her with panties, either her own or your own moist intimate garments. Muffling such cries to pretty whimpers and sobs.

This is encouraged for pegging sissy too, as it makes her feel even more vulnerable when penetrating her, especially when you start to enjoy using larger strap ons. And pegging my sissy is always pleasurable and very good fillip  to banish any lingering PMT blues.

Naturally a feminized sissy should never be allowed to cum. But sissy can be teased and promised release without the type of release being specified. It is very enjoyable to tease sissy constantly and postpone this release often at the very last moment & for quite trifling reasons. You may never wish to give sissy any sort of relief or release, after all it is not necessary for your intimate enjoyment, or for sissies chores. However I would recommend at least one release after approximately 6 months or so. This should be a milking while sissy is still locked up and done in a way that sissy only feels a slow damp leaking sensation until she is finished dribbling. With latex gloves and cold lube,

though sissy will soon feel it warm up as she squirms against your finger. There wont be very much dribble and sissy should be told to drink her little mess. The glass should be licked clean and washed by sissy. Sissy will still be very horny and needy, she wont be able to help but show her disappointment and now is good time to sweetly ask her what she expected, did she really expect an orgasm ?. You should try to keep a straight face, and also not show your own arousal and look at her coolly and incredulously. Before sending her back to her chores, tell her that at least she can still give you a lovely orgasm later, after we have had a little chat. Sissy should by now that when you say little chat, that means after a swift caning.

I was very aroused at this point and it was all I could to calm myself down, and even later I found it very difficult to fully devote myself to caning sissy. But I did manage and she was caned very soundly and my orgasm was ever so satisfying, as was my second and third intimate licking of the evening. Sissy was very attentive and submissive the next morning and continued to be satisfyingly so.

As I mentioned before I prefer to gag sissy with my still warm and moist panties for a caning or a pegging. It is so lovely to know sissy is so aroused all of the time and is tasting your own arousal, while you are penetrating her or caning Her pert little quivering behind. By now sissy always knows acutely when you are excited and she gets even more excited than usual, positively nearly in orgasm. And it so lovely to send her away, still breathlessly, desperate and needy, to start hand washing your panties after you have had your pleasure with sissy.

Men by contrast rarely or barely know when you are aroused, only themselves. I sometimes wonder why I bother with them at all, as a sissies cunnilingus is so heavenly. Except that I enjoy rigorous physical sex and a nice cock, that real Men can furnish.

As I mentioned  earlier I don’t masturbate often as sissy is so well trained, but occasionally it is nice.

And you can tell sissy you never need masturbate, then change your mind and have her kneel by the bed or stand facing the wall, or simply be going about her housework, while you enjoy your finger. The choice is always yours. Sissy may lick your fingers and clean up afterwards as usual. She will be hotly aroused which is lovely and can be enjoyed or ignored as you so please.    

At this point if you are planning on introducing sissy to forced bi, or have already started this process it would be recommended to make sissies next release conditional on her learning to please a real man. This is very enjoyable to watch as foreplay and is highly recommended for sissy maids. Their loving submissive service  becomes so more satisfying, after they are subjugated to a real mans lust. And this has a circular effect the more they please Him the more they desperately want to please you and so they come to want to please Him, and so on. Sissies release should be continuously postponed for small reasons. Sir might have just popped round and it so much more important to please Him rather than sissies release. Or some little trivial chore that Mistress has abruptly decided needs doing immediately. For this try to choose something completely new and totally unexpected. Polishing the underside of your shoes or similar. Mistress might decide to suddenly  go  out a short while before sissies release. Another nice chore is ironing the clothes your boyfriends leaves here even though sissy will have already dutifully laundered and ironed them to perfection.

Sissy will be quite desperate when you finally inform Her, weeks or months later that you have decided that milking isn’t really necessary and in any case is far too messy for such a tiny dribble. Time this announcement just a short time before the She is expecting the long awaited postponed release. But never mind sissy you will  still be able to perform all your housework and to please Sir and me perfectly.

At this point if you are going to cuckold sissy. And why shouldn’t you have lovers and as much sexual pleasure as you desire. Fidelity and chastity is for sissies not their superiors and owners, their most significant other. This should already  be fully out in the open now, with your lover or lovers staying over regularly. Sissy can launder and iron His clothes for Him while He is in the bedroom with you. And some of your boyfriends and male friends may want to enjoy sissies intimate oral and anal service regularly. It is also very enjoyable to see sissy put across a mans knee, gagged with hers or your panties  and her bared bottom soundly spanked before oral sex. And similarly gagged for anal penetration.

The Men get easily excited and I do like to dress very sultrily for my own pleasure and to see both them and sissy squirm. Though they if they are good boys and make me orgasm first also get to cum, unlike sissy. They also quite enjoy oral and anal but I find it too submissive and degrading. So I leave that to sissy. She does swallow so obediently after fellatio and it so nice seeing her swallowing His cum when I don’t permit her to cum.  And although I disapprove of messy cum all over sissies face. She should swallow it all. I do enjoy punishing sissy for any unintended, inescapable mess  afterwards, usually in private, though sometimes in front of Sir or my guests, if Sir chooses to blow in her pretty face. I usually. prefer the crop on these occasions. Some of the Men know I disapprove and do it anyway knowing that sissy will be punished, and some just cant help themselves. One cant blame them really, its not their fault they are such beastly brutes to sissy sometimes.

Sissy will of course serve Men hesitantly reluctantly at first. But the crop will quickly teach her to serve

with the appearance of both willingness and devoted eagerness to please Him as much as possible. Over time this will become instinctive and though sissy will never totally overcome her inhibitions. The more submissive and effeminate She becomes the more vulnerable, obedient and helplessly loving She will become under His firm dominance. And the more she pleases Him the more she will ache to please you. She will be so hot between your thighs after her ass has been split by Him that you will literally or figuratively scream with pleasure.

I do also very much enjoy oral and anal with sissy giving rather than receiving of course.

Sissy should be constantly reminded of that very first time, after she brought you so lovingly and eagerly to orgasm. And was then dismissed back to Her domestic service. After a pegging or a caning.  Or when she gushes and gets over excited, when you return from work or a night out. Unless it pleases you to detain her for your further pleasure or amusement. Send her back casually back to her domestic duties. Make sure she curtsies first and smoothes her skirt and apron across her tiny bulge, before mincing away obediently. This may seem mean & sometimes it can be difficult to remain strong with your pretty sissy. But both you and she will find this fulfilling and satisfying, for your relationship, though I daresay maybe you more so than she.  

Pat her bottom after she curtsies and send her back to her chores with a secret or not so secret satisfied smile. 

By now your sissymaid will perform her housework to perfection, but there is always room for further perfection and you should ensure to keep sissy fretting and expectant. Change your mind on a whim and a fancy. Sissy will strive to be attentive and devoted not just be pleasing, but be seen to so. Your house will be so clean every day and smell so lovely when you wake in the morning. When you come home from a busy day pursuing your career. After an afternoon out with your friends. Or an evening out with your boyfriend.

Your house will be so perfect, your silk bedsheets ironed so smoothly, your pillows plumped. Your expensive nightwear lingerie laid out for you and Sir or maybe your current girlfriend to enjoy.  One lovely thing is for your current lover to keep  a set or selection even, of nightwear, silk boxers or pajamas in your house that sissy can launder for Him. Of course sissy should launder His everyday clothes too when Sir visits overnight too.

Sissy can wake Him with fellatio and make Him breakfast too. I prefer to wake later, but sometimes I

might wake and watch half asleep while sissy wakes Sir and gets a mouthful of His morning cum. Its usually especially thick and sticky in the morning. I can usually go back to sleep or maybe finger myself back to sleep. Though often I will just wait for sissy to wake me properly later and sometimes have sissy between my thighs, or queen sissy between the pillows while having my first coffee and smoke of the day, before my shower.  

Of course some Mistresses have different routes and prefer to emasculate and feminize an unsatisfactory husband. Most Men become tiresome after a while. But with some firm correction an inadequate lover can be transformed into an obedient totally attentive and loving sissymaid. Locked in chastity and busy with housework while you enjoy your sexual liberation, with whomever and whenever it pleases you.      

In the future every sexually liberated woman will have a sissymaid, seraglio of obedient maids of Her own. To serve Her domestically and Her every intimate whim and desire.

Sissy will not be given a choice in Her sexual orientation, She will do as She is told or be punished until She begs to be obedient.

Or the dominant male with a harem of obedient sissymaids to serve Him. All desperate and almost bursting with desire to please their Mistress or Master, squirming helplessly in chastity and squelching in near orgasm on their dildo plugs, for both housework, and especially effervescently so for intimate service.  

And the only thing a modern woman will need domestic and intimate bliss. For housework will be Her canes.

 

 

Late afternoon and early evening for the sissymaids and chambermaids

It was late in the hot sticky afternoon and I had just been dismissed by Sir. All throughout the afternoon I had served the Master & Sirs in the lounge with the other sissymaids. On my knees or bent over and spread open, including a couple of gang bang sessions in the hood. And one session licking the Men clean in the stalls, not seeing their faces but licking their cocks clean and swallowing all the cum and lube. Thanking them gratefully for the privilege of cleaning their manly cocks  from our knees. Not seeing their faces through the screen but hearing their dismissive, humiliating &  patronizing comments and laughter. Then running around afterwards at and after their every beck and call, being spanking and sucking & swallowing obediently, all afternoon. We were just sissymaids for their every pleasure.

Later in the afternoon when most of the Men had gone for siestas, usually  before going out for the evening. The sissies continued to work quietly and hurriedly cleaning the hotel so that everything was perfect for them when they woke. Working in breathless hurried silence, punctuated by the occasional sharp crack of the crop.

As one of the Misses instructed one of the sissies to hurry or correct her performance. Remarkably these loud cracks never seemed to bother or wake the Sirs but every sissy heard it and every sissy would quiver and pale with fright. Knowing and fearing the sharp sting on the rear of the thighs well.

There would be a little curtsy and a tearful “Yes Miss thank You Miss” and usually a curt and often amused comment from the superior as the sissy hurriedly continued with her chores as we all did. There was always an audible murmur of fright when one of the Misses or superiors passed us. We would all curtsy and hurry back to our duties, eager to be seen to be working dutifully, hastily and

obediently. Not to be seen as displeasing not to be punished, to be good sissy girls for our superiors

Most of the House  Misses or Ms’s would  be relaxing by or in the  pool and one or two of the sissies would be attending the Ladies as they enjoyed the afternoon. The ladies either wore lovely sexy costumes or sometimes even got naked in the pool. The sissies would be serving drinks and drying the ladies as they got out of the pool. Sometimes Mistress would come down to the pool to relax with the Misses but She had Her own private pool at the top private floor of the hotel and in general She preferred to swim in the sea. The sissies were naturally not allowed to swim.

Other sissies were sent to, summoned to the private rooms by the guests. It always seems like the most horrid anxious part of this was fetching a tray of

drinks or whatever was requested and going to the room, knocking timidly at the door and waiting to be called to enter. But not knowing what to expect from Sir. Today I had been called to one of the private rooms. And the Sir had decided to use the leather tawse, rather than the paddle or a hard spanking, on my rear before enjoying my mouth and ass. The leather tawse an inch and half wide made of stout leather was very painful and felt like it left wide welts on your bottom. It didn’t but it felt like it did. Originally designed for open hands rather than soft sissy bottoms. It was a favourite with some of the Men and very much feared by we sissies.

 

Then just after Sir had finished fucking me another Sir had joined us and used the tawse on  me again before they both enjoyed me. Spit roasting me, taking turns at either end before finally they were spent and both my face and panties were covered in their thick sticky cum. I had served them drinks and licked them both clean. Then finally the other man had left and I had been dismissed and sent outside. My bottom and thighs still stinging from the wide firm leather strap. It was so dreadfully painful and made my rear throb and smart so much. Though not as painful as the crops the Misses carried, nor Mistresses own crops.

I waited standing facing the wall, eyes closed as instructed, waiting to be collected and taken downstairs to be toileted and allowed to get clean for the evenings service. The Sir had put me in the cuffs again and gagged me with a pair pink satin panties. Sissies usually carried two pairs one to be gagged with and to clean Sir while wearing the other pair, though often down around our ankles. Swapping them over during the day becoming more and more sticky and soiled thick with Sirs pleasure.

Behind me I could hear sissies being taken back to the seraglio to get clean, perfumed and made up,

ready for the evening. Individually and  mincing hurriedly, sometimes hastened along with a few sharp cracks of the crop. Occasionally a sissy might get a couple of cracks of the crop and sharply told to hurry, then a couple of the Misses might stop and chat casually, leaving the sissy to wait anxiously.

Then finally one of the Misses had come to collect me and was quiet impatient I received at least 2 sharp cracks before the Miss decided to stop & chat to Her friend for 10 minutes. I waited facing the wall again while the cigarette smoke wafted around me. The smell of cigarettes tormenting me as it did the other sissies, coffee wine and all the lovely food that was only for us to serve to our superiors. Then I was told to hurry again, with the crack of leather on my bottom. The two Misses had snorted in

amusement as I squealed into my pantie gag. The crop had caught me just where the tawse had been most painful too. Miss gave me another one just there for good measure. And more laughter.

Downstairs the sissies were all busy getting ready for the evening. Miss informed me it was too late for me to pee now as sissy toilet time was almost over.  And even though there were still a couple of sissies waiting to pee, She was due to have Her break. We could wait till the next time. And in any case we would be nice and tender and squirmy for Sir swollen like this. And that would be so much more enjoyable for Him. And what was more important His extra pleasure or a sissies little discomfort. With a curtsy I replied.

“Sirs pleasure Miss, thank You Miss.”

“Of course sissy.” She said squeezing and patting my bottom and chastity through my panties.

She had enjoyed Her break drinking coffee and smoking chatting with the other Misses as they relaxed.

After Her break I had accompanied Miss to the toilets and She had peed quite loudly and gushingly.

“Ohh that feels better sissy.” She had said teasingly watching me squirm “Wipe me sissy.”

“Yes Miss, thank You Miss.”

I had wiped Her and thanked Her for being allowed to serve Her in such a subjugated and ever so intimate manner. In peeing She had filled a bottle with Her still warm urine and it filled 2 wine glasses and I was given that to drink.  Mistress like Her sissies to serve the Misses who supervised us daily & the female guests in this limited intimate manner. We were allowed & expected to wipe and clean them when they peed, with soft towels or tissues but not our tongues. To drink pee from glasses but not directly. We could help them put panties on and kiss their bottoms but only on the cheeks not between the cheeks and never on the front.

While quite a few Mistresses allow their prospective sissies to serve other women during the training

and consideration period. Nearly all sissies are kept in total fidelity and permanent chastity once owned. For the Mistress She is free to enjoy Her sexual liberation. For sissy she longs to please her Mistress. For both the single domesticated sissy at home busy with housework aching constantly for Mistresses sexual pleasure, or the sissy as part of Mistresses harem or Mistresses group of sissy chambermaids.

 And always aching desperately after Mistress has climaxed and sissy has been dismissed. Ideally for most Mistresses a household of sissies all desperately aching to serve and to please Her intimately with a loving tongue.  And for the effeminized sissy all aching to suck Sirs cock. And also quite shamefully to feel Mistresses strap on or Sirs cock splitting your bottom.

Miss was getting ready for the evening and had allowed me to dress Her in lovely leather mini skirt, and delightful ephemeral

silk shirt, over Her push lacy bra. It was too hot for tights or stocking, so Miss was bare legged tonight. Some of the Misses liked  wet look or matt leggings, all very sexy. Mistress and the Misses always liked to dress either very seductive & trendily.

Dressing not just for their own pleasure but to excite and tease their sissies and their boyfriends. Who in this femdom scene were subordinate to the ladies, primarily for Her pleasure, led by their cocks but allowed to cum and enjoy the sissies. The Men don’t mind, even if they did notice,  as long they get to cum and enjoy as much fellatio and anal with the sissies as they want. For the sissies permanently in chastity all the ladies are so hot and sexy, but they long constantly to attend and please Mistress. So the bigger the seraglio so much the better for Mistress.

After She was dressed Miss supervised my shower and enema, it was extra large and very warm almost scalding tonight. It had been a long sticky day and my bottom was aching. After the enema, well lubed and plugged again I felt my ass tighten ready to be opened for Sirs pleasure. The Sirs loved me very tight

around their cocks and so I would whimper and moan as they penetrated me. I squirmed on the plug aching for Mistress.

Miss selected gave me tight latex baby doll to wear, with matching apron. It was very slutty and made me feel just like the cheap sex toy I was. All the sissy nightwear satin or latex was similar, cheap slutty and glossily tawdry, just like our maids uniforms.

Nobody  would ever respect, or pay any attention to her needs and feelings, to a  sissy wearing an outfit like this, I was there to be spanked, suck and be fucked then dismissed in tears, when Sir had finished with me. Just as I deserved to be treated. Just another sissy bimbo.

Wouldn’t the the Sirs would be able to enjoy both my ass and mouth in such a lovely outfit. She cajoled and teased me. How much He would enjoy spanking my ass in those lovely tight pink latex panties And I must be very sure to thank Sir. I curtsied and squirmed, Miss instructed me to put extra lip gloss on so the Sirs will want to enjoy fucking my mouth as much my ass.

When I and all the other sissies had finished getting dressed, fixing our hair and makeup we were led into the small waiting room and allowed to perch prettily on the little pink plastic couches and poufs waiting for the Sirs. The way we were instructed to always sit meant we felt like we were constantly impaled on our plugs and we squirmed and squelched in discomfort constantly but very prettily to the observer.

Soft seductive music was pumped into the room, lots of female and male moans of sexual pleasure, and soft slaps overlapping with the very sultry music. The lights were kept  dimmed, very low, until someone came to look  us over. And we waited apprehensively and excitedly, till the later evening when most of the guests would return for the night and we would be paraded through the main lounge for us to be selected.

The Misses on duty had left us in the darkened & stuffy heavily perfumed room and went out to relax by the open veranda doors, enjoying the AC and the nighttime sea

breeze. But we were constantly aware that we could observed on the room  cameras. We were only allowed to chat softly, only about our chores,  how to please the Men and how we ached for Mistress. This was the only time we were allowed to chat and were encouraged to open and vulnerable with each other. The more so we were the more emotional and effeminate we were with each other. Some of us even shared submissive sexual fantasies, often about serving the Sirs. Mistress and the Misses would encourage this and enjoy teasing us about them later. And occasionally we would have to confess them to one of the Sirs on your knees looking up at Him before you sucked His cock. As we chatted the more excited but sexually apprehensive we became about the Sirs and pleasing them. No-one wanted to be punished but also no-one wanted to disappoint our superiors who deserved sexual pleasure.  Until we were all squirming and squelching on our dildo plugs and very tight in our tiny chastity tubes.

Occasionally one of the Misses would come into the room and tell off or correct one of the sissies, quite randomly and capriciously. She might be told to bend over curtsy

cuffs or holding her ankles and given a couple of strokes  with the crop. leaving Her in tears and all of

us very flustered. The Misses would comment derisively on the smell in the little room. How it stank of sissy sex and fear, and was very enjoyable for the Sirs.

I was still thinking about kissing Misses bottom earlier and longing to be sent
for to serve and to kiss Mistress intimately, when one of the Men came into the room to choose one of us.  He had fondled my bottom through the latex panties then pushed His hand inside the tight hot briefs to fondle me even more intimately. Then slapped my bottom and pushed me aside to choose another sissy. I had squirmed so desperately & jealously. We all had, as He led the sissy away. Then even more so,  when she came back a short time later her face  flushed with arousal and creamed with His cum.

The long hot evening had only just begun