3. A Sissies Journey - Kissing & Swallowing Obediently

The next few weeks were a bit of an emotional blur. Ms had increased my hormones and my chastity was now very tiny. In the evenings Ms would pee into  a wine glass and I would be allowed to drink the pee while she enjoyed a glass of wine. I was rarely allowed to sit, but if I was I was to perch demurely on the couch next to her.

It was always body warm and She would nearly always drink chilled white wine while I sipped Her pee.

Sometimes She would have a friend with Her usually a lady friend, but sometimes a Man friend who drink wine or expensive bottled beers. I was never allowed to sit or perch when Ms had company and rarely when She didn’t.  I knew sometimes She like to pee directly into a sissies mouth but that intimacy was not to be permitted to me yet. 

In the office after I had fetched and served cappuccinos, mochas and assorted coffees and teas  Miss

would pee into my wide necked water bottle for me to drink. And the other Ladies would regularly fill it up for me during the day. I had to drink out of little wine glass not the bottle and I had to drink it while it was still warm. This made it rather difficult for me as I was only allowed to toilet once in the morning & at night at home or with Ms permission and supervision at the club. I was allowed and expected to ask Miss’s permission at the office  but She enjoyed in making me stand squirming and wait for ages to ask permission, then delighted in then telling me no.

Ms sometimes got one of the Men to take me at the club, standing there with the door open as I sat on the loo. I was always expected to hurry and not to inconvenience my superiors, so was always flushed as the pee trickled through the urethral tube.

Ms had started allowing & expecting me to kiss Her bottom in greeting or parting when I curtsied to Her. I was allowed to kiss Her cheeks through Her skirts or trousers, and I was to kiss Her on the inner side, but not in the middle of Her cheeks as yet. Nor on Her front, that was a privilege to  be granted later. Respectfully and adoring I so loved it and longed to kiss Her,  ached all the time to kiss Her lovingly. I was expected to kiss the other Ladies on the bottom too, but only softly and respectfully on each cheek and not on the inner side like Ms. Ms & the Ladies would often lean slightly backwards and or wiggle on my lips to tease me, which would cause me to squirm in my chastity.

They would often ask or tell me teasingly, that they hoped I wasn’t getting excited kissing their lovely bottoms. And that they could hear me squidge and squelch on my dildo when I kissed them.

Ms had told me that whenever I was being spoken to by Her or one of the Ladies I had to visualize that

my lips were pressed to  their bottoms while I was replying, and that as I squelched on my 10” dildo it was their penetration I was so helplessly impaled on. When I was talking to the Sirs I was to imagine myself over their knee waiting to be spanked. For now at least, later it would be much ruder.

Sometimes when I first started visiting Ms in the private rooms earlier there would be another sissy in the room and intimate  with Her and I would have to wait outside, facing the wall respectfully but of course curtsying if a superior passed. Then the sissy would leave often her face slightly wet and shiny, maybe  her rump reddened and puffy from corporal punishment. But Now Ms would summon me into the room and have me serve drinks, then either stand in attendance or standing facing the wall  whilst another sissy was under Her skirt serving Her intimately. Or sissy might over one of the padded benches being caned or cropped, or being pegged by Ms with a very long thick strap on.

I would squirm and squelch with embarrassment and hot need on these occasions and Ms would often look up at me and smile sweetly telling me to keep my eyes lowered respectfully.

“Yes Miss, thank You Miss.” I would blurt out in a very high pitched excited voice, and curtsy.

Sometimes I would bring Ms a fresh pair of panties after She had climaxed, but mostly the sissy would fetch them and be allowed to put them on Ms and kiss Her bottom afterwards. Then kiss Her bottom again after Ms had lowered Her skirt or pulled up Her trousers. Sissy would curtsy and be dismissed to hand wash Ms’s panties while Ms relaxed enjoying the afterglow of Her orgasm. I could see that the sissy always found it very awkward to stand and curtsy afterwards, as did I. Sissy would curtsy to Ms then we would curtsy to each other demurely embarrassed and sweetly to each other.

The one evening Ms called me in and while She was drinking Her wine told me to kneel between Her

thighs and remove Her panties. She was already warm and wet.

“You may start by kissing me slowly sissy.” She said opening Her thighs that much wider.

“Yes Miss, thank You Miss.”  I must have whispered so hotly She giggled and pulled me closer.

Drawing me into Her damp warmth and at first resting Her hand on my hair as I kissed Her and told Her how much I loved Her and wanted so much to please Her in between kisses and licks. She leaned slightly back sipping Her wine, I could tell She was getting more and more aroused as She shifted on the leather couch. Then She pulled me even closer and lifted the hem of Her mini skirt over my head.

“Shh now sissy let your tongue tell me how much you love me.”

 

“Yes Miss, thank You Miss.”

I parted Her lips with my tongue and started to lick Her nub, fist softly, between kisses and sucking it, then slightly more firmly responding to Her pants and sighs of pleasure.

“Squelch up and down on your dildo sissy, whilst you are licking me.”

“Yes Miss, thank You Miss.” I whispered obediently in the intimate darkness under Her skirt.

The taste and texture of her arousal so slick and thick, was incredibly sensual. The sweet smell & taste of Her filling my senses and the sound of Her pants Her sigh and gasps of pleasure and erotic delight made me so excited and aroused. As I squirmed up and down on my dildo it felt so huge, I was totally impaled on Her as I served Her.     

She began to get very excited panting and pressing Herself onto my mouth and tongue, but I maintained the same rhythm slow and firm, steady, almost throbbing, so as to maintain and extend Her enjoyment. Then clasping Her now soaked thighs around my face She began to climax. I kept up the rhythm as She came several times. And continued kissing Her as the waves of pleasure slowly subsided. She lifted Her skirt and looked down at me. Her face flushed with

pleasure, my face still flushed with arousal and need. Eventually She pulled back slightly.

“You may fetch me another wine now sissy.”

“Yes Miss, thank You Miss.”  

“And  a clean pair of panties.”

“Yes Miss, thank You Miss.”   I curtsied  gingerly

“Are you having some trouble sissy.” She looked at me  curiously, Her eyes twinkling with face innocence.

“Yes Miss, I am just so excited Miss, thank You Miss.”

“That is very sweet sissy. Don’t dally so with my wine I am rather thirsty.”

“Yes Miss, thank You Miss.”

I kissed Her bottom as I pulled Her clean panties up and again on Her bottom as She lowered Her leather skirt, then She turned and allowed me to kiss Her pubic mound.  I was so hot and excited, wanting this moment to last forever, but so needed to cum, but was locked in my chastity.  

Instead of hand washing Her panties, She told me to remove mine and wear Hers for the evening as a little extra treat for me. I could wash them later and iron them for Her tomorrow before giving them back to Her.

She then dismissed me to my chores and serving in the club. I curtsied in tears and hurried away obediently

Wearing Her still damp panties was so hot and intimate both arousing and humiliating at the same time,

more so it felt at the time than hand washing them straight away. I would learn that this wasn’t the case, hand washing Ms panties after She is relaxing post orgasm is so helplessly frustrating and arousing. Ms removes Her panties for Her and often Her boyfriends pleasure. Sissy removes Ms panties so sissy can hand wash & iron them for her superior. Also foolishly I still hoped that I would be allowed out of my chastity at some point if only rarely.   

That night I had held Her panties up in both hands, curtsied to them and kissed them softly, before curtsying again and starting to wash them. I must have lingered too long over hand washing them as Sir came into the laundry room and smacked my bottom telling me curtly to hurry up.

“Yes Sir, thank You Sir.” I had cried out surprised and humiliated,  curtsying to Him obediently.

I didn’t dare look up but if I had I would have seen Him smirking, also although I only dared glance for a second His pants were bulging.    

Ms didn’t always come to the club every night, although I had been told to attend every night. And on some nights when She was there, sometimes didn’t call me at all. For the next 3 night Ms although She was there didn’t call me to serve Her personally domestically or intimately. Not even to serve Her drinks. I was heartbroken totally disconsolate. Had I done something wrong? Not pleased Her enough? Was She no longer interested?

Then on the fourth night She called me to one of the rooms, I had knelt between Her thighs and served Her intimately, orally. Then was simply given Her panties to wash and dismissed back to my chores. On subsequent nights I was called to serve Her intimately, or to fetch & serve drinks whilst another sissy pleased Her intimately. On the nights I served Her intimately I was so hot & ecstatic, desperate to please Her to keep the moment for as long as possible before being sent back to my menial chores in  the club and serve drinks to the guests. And on the nights when Ms just wanted me to serve drinks or clean the room around Her whilst She relaxed, I was such an emotional needy mess.  But the fear of punishment kept my service graceful, respectful & perfect despite my fluster.

Then one evening when I was summoned to room Ms was sat there with one of the Sirs. The Sir who

often supervised me when I was waiting for the taxi home. I served both He and Ms chilled white wine, tonight there was no warm pee from Ms. I had noticed that both the pink cuffs and Ms’s crop were set out and was trying not to look at them while my superiors chatted, serving and attending them effacingly. Another Lady came and joined us, after I had curtsied to Her and kissed Her bottom, I served Her wine and then refreshed Ms’s and Sirs drinks. Apparently She and Sir were occasional and not so occasional lovers.

Ms indicated that I bring the pink leather cuffs to Sir. Holding the cuffs in both hands I brought them to Him and curtsied. He quickly put them on me and locked my wrists behind me. With my wrists securely in the small of my back I was just about able, as I had seen other sissies do to clutch feebly at the hem of my dress, it was very short and flouncy, and to curtsy. He smiled and patted my bottom, then lifted me onto his lap.

I was pressed slightly to Him and under his pants He was hard already. I kept my gaze lowered respectfully & submissively, but Ms reached out and lifted my chin and my eyes to meet Hers and the other superiors.

Sissies must learn how to please a real Man as well as her female superiors, I was told.

“Yes Miss, thank You Miss.”

“Orally sissy, like good girl.”

“Yes Miss, thank You Miss.”

“After real Men have needs and wants and they do so enjoy fellatio sissy.”

“Yes Miss, thank You Miss.”

“And I do not like giving, its far too messy and submissive, as are the other things real Men like so

much.”

“Yes Miss, thank You Miss.”

 “But sissies love fellatio too, you will love giving and pleasing Sir, wont you sissy.”

I hesitated, and Ms and the other Lady laughed

“The crop will teach you to want to be seen by Sir for pleasure rather than punishment sissy”

“Yes Miss, thank You Miss.”

Sir then abruptly pulled me across his lap, pulled down  my panties and then started to spank me. His hand was so big and hard, He like most Sirs was quite adept at flattening and firming His palm for maximum effect. I sobbed at each spank. Usually Sirs make sissy beg not to be spanked, then ask if she  want to be pleasing to Sir, and doesn’t sissy serve Sir so much better after she has been spanked, then sissy must beg to be soundly spanked. But sometimes the Sirs are a bit impatient, and in this case He was eager to spank me.  

“Oh dear what a terrible noise.” Miss laughed

At that He pulled down my panties stuffed them into my mouth and continued.

Some Men like to leave sissy ungagged for a spanking, enjoying their sobs and whimpers, others prefer the muffled pathetic sounds of sissies pleading. Most do prefer the latter. Worse than the usual pain of His hard hands was my side pressed up against His very hard cock, I knew He could feel me pressing against His erection and that He could feel my chastity pressed against His lap.

When He had finished He uncuffed me so I could serve fresh wine.

Miss commented how lovely and red my bottom and legs were, so perfect for fellatio.

Then cuffed again He pushed me between His legs and onto my knees.

He opened His pants and pulled out His cock if anything it seemed even bigger now it was in my face and the smell of Him was quite intense, for a second I felt as though I might retch, He lifted my eyes to His and told me to begin.

Ms had trained me to suck and kiss a large dildo, and to deep throat it. Naively I had thought it was just for humiliation, now I realized my silliness. Both Ms and Miss were watching me intensely and I could smell their arousal too. Ms was holding the crop and flexing it. I didn’t dare disobey.

That first kiss and the taste of Him, my senses recoiled. Then fearfully, obediently I started to suck His glans. Almost immediately I got a hot splash of precum.

“You may swallow that sissy, and thank me later for the nice sweet drink.”

“Yes Sir, thank You Sir.” My words muffled by His cock in my mouth.

Then He started to push forcefully deep into my mouth. I was gagging and spluttering on both His size and the forcefulness of Him pushing. He continued pushing deeply.

“Never mind about her gagging she will learn to get used to it & if not its still very enjoyable.” Miss laughed patting my bottom with the crop, Ms had handed to Her.

He pushed deep into my mouth then into my throat, desperate for some sort of control I maintained suction around Him, and tried to swallow like I had learned on the dildo. Both these things make the BJ that

much more enjoyable for Him and pulls Him so much deeper too. His manscaped balls were on my chin. I was still gagging and spluttering, physically and on the fear that I might choke. Then I felt Him stiffen and spasm with pleasure, an instant before He erupted in my mouth. Still pumping back and forth as He came, and came. Filling my mouth with His cum then pulling out and splattering my face, before pushing back into my lips until He was done.

He pulled out and sat back, leaving me kneeling on the floor.

“Remember sissy, good girls always swallow.”

My mouth was too full to reply

“But good girls always wait for permission to swallow, sissy.”

Ms and Miss teased me. For His part He just sat back and enjoyed His wine.

His cum was so thick and sticky, so strong tasting. The longer I waited, looking up into His eyes, the thicker and stronger it tasted.

Then finally He told me to swallow.

“Yes Sir, thank You Sir.” I gasped gulping for air.

“When Sir cums, sissy swallows obediently. But in future smaller and more pretty little gulps sissy.” Ms told me

“Yes Miss, thank You Miss.”

And when I did swallow the taste was so humiliatingly sexual, thick ann lumpy, gummy mucus and left my mouth tasting & feeling so sticky too. At that moment I was glad sissies must keep their eyes lowered at most times. I never wanted to look up into anyones eyes again. Not Ms, nor any of the other ladies. Not any of the sissies and especially not Him or any of the Sirs. Which was precisely why I had to look up when I thanked Him for being allowed to serve Him. For being allowed to swallow His cum. To Ms for keeping me in chastity so I could suck Him so sweetly and obediently.   

“How was She?” Ms asked Sir

“Passable for a beginner.” Was His blunt reply.

And it wasn’t important if I spluttered and gagged on Him when He pushed so deeply and insistently

into my mouth. That only added immensely to His enjoyment, forcing and holding me there. Tiny in my chastity while I gagged fearfully on His massive cock. Always keeping my tips tight around Him to maintain suction and bobbing my head my mouth as much as could on Him. Ms had taught me on the dildo to swallow the dildo as it went deeper, this helps somewhat with the gag reflex, if only a little, but also is massively pleasurable to Him. As He thrusts deep and I swallow and bob on his thick shaft. And squelch and squirm on my dildo, in rhythm with His thrusts and my sucks. Ms had instructed me to do that but soon it would become instinctive and natural.

Similarly with His cum in my mouth, so thick and sticky. I was not allowed to swallow a drop without permission. So I would kneel in front of Him suffocated on His pungent pleasure, still squelching on my dildo and looking up into His eyes waiting for His permission. His sexual and dominant enjoyment enhanced and continued by watching me squirm obediently, frightened in front of Him. Overwhelmed and awed that He could come so powerfully and easily and I was not permitted even the tiniest splash or squirt.
Quite naturally I would have to swallow it all obediently and gratefully. And if Sir had also blown in my face rather than just my mouth as they liked to do. I would remove my panties and He or I might wipe my face with the pink glossy satin before putting them back on.    

I was told to serve fresh drinks then put back in the cuffs and put over the bench.

“I think we will definitely need these panties again sissy wont we.”

“Yes Miss, Please Miss I will try harder Miss, thank You Miss…..”  I had sobbed as She pushed the panties into my mouth to muffle my blubbering fright.

“Oh I’m sure we can make you try much hard sissy.” She said stepping behind me.

I was given 6 fierce lashes by Ms. Then Miss took the crop and gave me six more, because it was Her boyfriend that I had disappointed, and for training purposes.

I must try much harder and be enthusiastic. Look up into Sirs eyes always and show that you want so desperately to please Him totally and obediently. At that moment nothing is more important than His satisfaction and pleasure. You love sucking Him, love that He is huge hard while you are tiny and soft. Love that He cums while you may not. Love swallowing Him. Want always to improve and excel at His pleasure. Like  a good sissy girl for Sir.

“Yes Ms, Yes Miss, thank You Ms thank you Miss.” I begged kissing the crop

Then I had begged to be allowed to please Him again, but He wasn’t interested just yet. But I was to go out and serve the guests and if any of then Men wanted fellatio Miss or Ms would supervise.

That evening  I was spanked, sucked and swallowed 4 Sirs and was whipped afterwards to improve my performance and eagerness to please. Over the next week I sucked all the regulars several times and was whipped over and over again. I could barely walk or curtsy without wincing let alone sit down. Till both Ms and Miss said my performance was satisfactory for now, but I should fervently desire and show my desire to improve each and every time.

Tonight Ms called me into Her room. She was alone tonight. I served Her chilled wine and I was given a warm glass of pee to drink and allowed to perch beside Her.

She told me I was a turning out to be a good & popular little cock sucker, I was never allowed to use such coarse vulgar language incidentally, but that tonight my tongue was just for Her. Till later at least She smiled and told me to kneel and remove Her panties.

“Oh the cunnilingus is so heavenly now sissy.”

“Yes Miss, thank You Miss.”

 

 

 

 

 

     

 

        

  

 

    

   

 

   

2. A Sissies Journey - Maid Made to Serve

 

That first night in locked chastity at home in my flat I had squirmed all night. The device was slightly different to the other sissies devices as it didn’t cover my balls or my sissy plums. And didn’t as yet have the urethra tube. But both would come soon. And it wasn’t quite as tiny as the other sissies devices. I had flattered myself that it was because I was larger than they were. But all sissies were kept as tiny and flaccid as possible and that would come soon. What had I gotten myself into, over and over again in my mind, I just go back and insist She remove the device and walk away. Even though I knew there was zero possibility of me backing out now. Ms and the other dominant Ladies were experts in captivating and manipulating potential sissies into feminized maids. Just like real Men sissies are led by their cocks, and the prospect or possibility of sex. Even though there was little or no chance of me ever being allowed sex again, and even though I already knew that was the inevitable case for me.

And then with  the new butt plug again all night but I didn’t dare to remove it unless I was going to the

toilet. All night I kept looking at my phone, but there was no message from Her. However I must have been finally able to drop to sleep because when I woke up for work there was a message telling me.

“Enjoy your day, sissy.” And She had reminded me that I was now to wear the thongs with my slacks.

The other guys and girls at work had looked at me slightly askance, the thong was pretty obvious, but over the last month or so they had gotten used to my slightly odd behaviour and dress sense and pretty much left me to it. One of the girls who I had a dalliance with though and still fancied me made a point of smooching up to me and feeling my bottom. I felt myself swell up in the cage and blushed, before She giggled and left me alone.

Ms had given me tablets to help with my inappropriate tumescence. They were actually strong hormones, that after a few days kicked in powerfully and made me feel very emotional and vulnerable all the time. The locked chastity device was already having that effect. The first week is usually the hardest but then nearing the first month is very intense. Emotionally like having your first and a heavy period. And it doesn’t go away, just builds and swell the longer you are kept in chastity. The hormones didn’t stop me trying to swell in the cage but I got smaller and softer with each day and even if I had been allowed out of the device I wouldn’t have been able to get anywhere near hard. In fact the only time I was allowed out of the cage now was when Ms quickly and expertly swapped it for a smaller device, this was happening weekly.

When I had asked Ms about the effects She had patted my bottom and pooh-poohed my concerns. She arranged to take me to a  doctor who examined me and listened to Ms rather than my concerns then doubled my dosage and prescribed me an ever increasing dosage to help me with the transition.

 The hormones also made my skin feel very soft and hair free (it was mostly very soft light down now)

But I was waxing regularly too. And the hormones made me develop a thin layer of very soft fat over my skinny body and diminishing muscle mass. I didn’t notice at the time but the tablets were also slowly reducing my height too. As time progressed the newer cages covered my very diminished cherries too and the urethra tube was put in place. Meaning that when I peed, sitting down now of course all I felt was a trickle rather than any gushing sense.  As the chastity got smaller my butt plug got bigger and thicker too seemingly exponentially to me at least, as I squirmed and squelched on the plug in helpless sexual arousal. Ms said I looked quite sweet, especially when I clenched my fists weakly in frustration.

I had been expected to attend the club every evening for some time now and Ms had after a couple of days given me a proper uniform to wear. A very glossy wet look black satin maids uniform with a white satin apron and headpiece, white stockings and patent pink maids boots. The boots had a short 12” strap between them, so I minced gracefully as I served. There were several variations on a theme for the maids  uniform and was changed daily and chosen for me when I arrived, I wasn’t given any choice in the matter. I wasn’t given any of the pastel latex waitress uniforms to wear, they were for just some of the sissies, but some of the maids uniforms I was given to wear were latex. Under the uniform I wore my pink panties, they were very tight and tiny but not thongs, I was expected to wear thongs with my slacks. I was also given a pair of black patent leather maids booties to wear outside the club. The kitten heels were slightly lower and there was no hobble strap.

For the first evening in my uniform I had attended Ms. But on the second evening She had called me into one of the rooms and told me I would be serving and cleaning with the other maids. And that I should be obedient and submissive, curtsy and say thank You whenever I was spoken to, and that if anybody was displeased with me I would be ‘spoken to’ later. As if to emphasize this, She had me fetch the canes from the corner of the room, bent me over and administered 6 hard strokes with the thick cane. Each stroke with the thick rod thudding  & pummeling into the soft muscles and flesh of my backside. After the first stroke I was nearly  sobbing uncontrollably and already pleading for Her to stop.  Casually She pulled my panties down and stuffed them into my mouth then continued. Each blow carefully and very deliberately timed for maximum effect. 

She paused and put the thick cane down. I could feel rather than see Her behind me surveying Her work My rump, my bottom and backs of my thighs  felt like it on fire  with welts forming (actually the canes are designed to avoid the external appearance of wealing as it is considered unsightly. Then Ms picked up the second thin springy cane and continued. Each stroke seemed to cut into my bottom and agonizingly  through the welts as it criss crossed them, I was now squealing into the pantie gag for her to stop. Often Sher likes 6 with the thick rod then 12 or more with the springy cane to follow up. But on this first occasion She was feeling lenient, She told me.

Then with my rear inflamed throbbing and smarting I was told to put my own panties back on & fetch Her a chilled wine and a change of panties for Her from Her handbag. It was so satisfying but made Her thirsty disciplining sissies She smiled as if to sooth my tears. Her panties were quite damp I think She was very satisfied. Often superiors  would gag sissies with their own panties, especially as the exercise of sexy dominance and power is very arousing so removing one set of silk panties for a fresh pair and gagging sissy with silk warm and moist with arousal is a perfect way to enhance the submissives punishment.  But Ms and I were not at that intimate stage yet.

The crop which I would taste later is much more brutally painful. Its leather thudding and ripping into your behind, both excruciatingly blunt and sharp at the same time. The hurry crops used so casually by superiors in the club were different again, designed to severely sting and then smart & throb. Being spanked by Sir open palm was also very painful. The general wide and broad  application of pain by His wide flat palm deepening and suffusing  as the spanking continues. Or the paddles with their wide flat impact.

There were so many ways for the superior to punish and discipline sissies with the deliberate application infliction of controlled pain. But most effective of all was the physical realization of superiority and inferiority. How She or He had the perfect right to punish sissy and moreover enjoyed doing so with no recourse from sissy. Of course this power dynamic sometimes is sometimes exciting for sissy too, at least the abstract thought of it, but the physical implementation, made the satisfaction and pleasure of the interaction purely for the superior cane or whip in hand. Sissy after her first spanking or caning is kept in a state of constant highly sexualized fluster and fright.    

  

My bottom reddened and smarting terribly I was dismissed and sent out to work with the other maids. I was so very anxious and nervous, just a s as sissy should be to be pleasing to her superiors. The patrons seemed to  very demanding tonight, even though they were not.  I felt like I was rushed off my feet fetching drinks and snacks and attending to the superiors every wish and whim. The Men would often slap my bottom or the backs of my legs as I bent over to serve drinks. and fondle my bottom and chastity cage either through my panties or with their large hands inside my briefs. Although my underwear was pink, I still wasn’t pink pantied, so that was as far as it went, but they all told me what a nice little squelch I had as they fondled me. The ladies liked to pat my bottom and make me curtsy deeply several times, causing me to be very aware of my enlarged plug and chastity.

It was intensely embarrassing and humiliating being groped and slapped on the bottom by the Men, and

the ladies, especially by the Men though, but at the same time I was constantly rushed off my platform booties and breathlessly flustered, just like the other sissies.  

When I wasn’t hurrying to serve the superiors I joined the other sissies cleaning and polishing every surface of the club. The maids were not allowed to be stop or be still, while our superiors relaxed, a sissies work is and should never be done.  I took my cues from the other sissies all working diligently and perfectly, no shortcuts whatsoever and at a brisk eager pace, and whenever a superior was nearby or might be watching at a breathlessly hasty pace. The sense of fearful fright and subjugation was palpable and also at the same time highly sexual.

I wasn’t ‘spoken to’ again that night but I was on multiple occasions on the next nights, for what seems like the most trivial or even imagined defect in my service or demeanour. The superior was always right, and Ms’s canes were always very painful and correcting. Ms hadn’t used the leather riding or sissy crop on  me yet but it was always a fearful presence and Ms said She was reserving it for when I need truly punishing or disciplining, or when She felt like using it. The other sissies were often also pulled over the Men’s laps and spanked or paddled, with their panties pulled down and often with their panties stuffed into their mouths. Usually in front of everyone. Ms pondered aloud amused if I would like that as I squirmed with fright and embarrassment. Maybe when I’m pink pantied She told me.

Most of the other sissies were pink pantied and were often taken into the rooms by the Ladies or the Men and would emerge sometime later looking very flushed and sometimes with traces of cum on their faces around their mouths. Their uniforms were always perfect though. I quickly learned the painful importance of keeping my uniform perfectly straight & crease free and spotlessly clean no matter how hard I was working.

On some occasions I was told to fetch drinks to the rooms and would often find one of the sissies serving intimately, either on her knees performing fellatio or bent over and penetrated by one or more of the Men. Despite my fluster I was expected to maintain my composure and serve perfectly, curtsying when spoken to and always saying thank you. Sometimes I was handed a pair of panties to wipe one of the Men clean with.

On rarer occasions sissy would be intimately serving one of the Ladies, kneeling between Her thighs. I so constantly longed to serve Ms that way.

At the end of the night I was allowed to go home. Ms was often otherwise engaged, had gone home or out somewhere else. I went into the changing room and got changed into my thong, slacks and blouse. Then after I had hand washed my uniform. One of the Men would call me a taxi and wait with me. Quite often He would feel and pat my bottom as we waited. And I had been told that I was to nestle into his hand and wiggle appreciatively, even if I wasn’t pink pantied just yet and to curtsy and say thank you Sir every time He spoke to me.

The taxi service was a special service and was seemingly run by dominant Ladies who had a fondness

for uniforms. They would escort me all the way into my flat where I would curtsy and thank the before they left. I always made sure my flat was spotless and tidy now, because I knew that the taxi service would report back to Ms and I would be caned if my flat wasn’t perfect.

Although I was still working Ms had taken control of my wages and She paid my flat and for taxis and I was left with a little bit of pocket money for food. Even that I was expected to account for everything, nothing fatty or meaty, just plain low calorie food for sissies.

Then after around 3 months or so Ms decided that I should have a new job. And She had arranged to have me transferred to an office where I could be kept under female supervision.

It was just announced one evening and the next morning I was to report to the office. It was on the top 3 floors of one of the office blocks downtown. A short trip from my flat but it would involve me using the subway I wasn’t to be allowed to drive anymore. Ms had told me that I was now frequently too emotional and tearful to drive safely, and in any case sissies should be allowed to drive, it was too complicated for our pretty little heads.

I was very obedient and submissive now and did as I was told  without question. However wearing my slacks and thong on the subway was very embarrassing as their were lots of rude Men who weren’t too bothered about being seen to be curious about me. I was frequently stared at and even brushed up against quite rudely. When I had told Ms about this She had said yes a lot of Men are just too boorish, but never mind once I was domesticated sissies are not usually allowed to leave their superiors household. Unless they are being taken to ‘special parties’ She told me teasingly. Later I was to find out that special parties meant being pimped out to parties of Men who wanted a sissy to fuck for a couple of hours.

And in any case the ‘girls’ in the office  as Ms called them would soon look be looking after me.

The office was on the top floor out of 3 and I reported to my new supervisor. She was one of the regular  Ladies from the club and lots of the other Ladies were regulars at the club. I never did find out what they all did there I wasn’t told and curiosity is not becoming in a sissy. Best not to bother pretty little head with these things I was told. My role was purely menial, constantly cleaning and polishing, fetching coffee, sandwiches, and snacks all day.

Ms had also informed me that Miss or any of the other office Ladies could punish me as they saw fit so I had better be a good sissy and behave impeccably. Even so I was regularly summoned into Miss’s office for a caning. She favoured the thin springy cane, I didn’t naturally. But it was slightly less painful than the more frequently used 2 cane method, the thick rod cane then the springy cane as follow up.

On my second day I was given a uniform to wear in the office a little formal maids dress with peter pan

collar and a slightly glossy sheen. It was very short with lace trim and matching apron. The Ladies liked it and the Men who visited the office seemed to approve as well, I was constantly blushing.

One of my jobs was to fetch sandwiches meals and snacks regularly and when I had asked if I was to be allowed to change into my slacks before going out I was looked at incredulously and told of course not and to straighten my apron before going out. I was also expected to fetch drinks and food for the two floors mixed offices below, for both the Ladies and the Men, which was very embarrassing as I was expected to curtsy and say thank you to each of them as I delivered their snacks.

On one occasion I was summoned into the office and Miss had Her boyfriend, the head of the office below, sat there. I was told that the sandwich shop had gotten some of the orders wrong recently and his staff were complaining. Then He put me over his lap and spanked me very soundly. I was so shamed and his large hands hurt by now very soft bottom so much. Afterwards I was told to go downstairs and apologise to the people who’s orders had been wrong. To tell them I had been punished and that it would not happen again. Some of the Men in the office leered at me and some of them looked rather anxious, I wonder if some of them were being singled out to be sissified as well.

I was often punished for this as there was nothing I could do to correct the mistakes in the sandwich shop, apart from run out and change the sandwich or drink by which time it was already too late. On that first occasion after I had been downstairs to apologise I reported back to Miss and Her office stank of sex, both She and Sir looked very pleased with themselves as I tidied up and aired the room. I was very tearful on that occasion. Miss had a picture of Her sissy at home on Her desk, in a very pretty maids uniform smiling & busy at some housework. I couldn’t stop thinking about how the sissy would feel. After Sir had left Miss told me to pour Her a brandy and perched me on Her lap. She patted my bottom and told me not to be so naïve and silly, I would understand soon enough.

“Yes Miss, thank You Miss.” I curtsied, but I was still tearful

Miss didn’t cane me for my silliness on this occasion though.

When I told Ms about my first spanking She had laughed and said She very much approved. And if any of the Men in the club saw fit to they could of course spank me too. Which they now started to do frequently.

Another of my chores in the office was hand washing all the girls panties. They all brought in a small bag each day and I had to individually wash, hang and iron them. Then scent and fold them perfectly giving them back to the Ladies, who just tossed them casually into their bags. I had been doing this for Ms at the club for some time now and it felt very intimate and submissive for Her and also for the office Ladies. Though quite humiliating when all my careful dedicated work was just tossed so casually into their bags.

As promised Ms did arrange for my travel arrangements to be improved. One of the office Ladies would

come to collect me from my flat in the morning. Which meant I had to be up even earlier to make sure my flat was spotless & perfect. I would make and serve the  Miss some coffee I wasn’t allowed coffee or any stimulants anymore. Then we would leave together. Still getting the subway but my chaperone was always quite adept at staring down rude looks. I was still embarrassed though but I felt protected and grateful. When I thanked my chaperone it was often met with an icily but amused response.

“Never mind sissy.”

“Yes Miss thank You Miss.”

In the evenings one of the Ladies would drop me straight off at the club. Or occasionally I would go home with Miss until She was ready to take me to the club.

She had Her own sissy at home and whenever I came home with Her we were both kept gagged, so there was no gossip while I helped with the sissies housework. Miss had  a couple of large cock gags for this purpose. The house sissies was considerable bigger than mine, I would find the reason for this much later again after I was pink pantied. We both worked very hard and diligently but even so Miss still found reason to cane us both frequently.

On a few occasions sissy was put between Miss’s thighs while I attended and served drinks. Then was told to wait facing the wall listening to Miss’s loud moans and climax. I so wanted it to be and Ms in that position. Another time Miss’s boyfriend came to visit and me and sissy ironed Miss’s panties and underwear while the pair had passionate and loud sex in the bedroom. Sissy was summoned and to change sheets and lick the pair clean. And I fetched drinks. Sir sat there on the bed naked while sissy licked Him clean. He patted my bottom and said hello. I couldn’t reply as I was still gagged, but I curtsied sweetly as both He and Miss laughed at my evident blushing.

The most humiliating part was to come as both me and sissy washed and ironed his clothes while He and Miss napped after sex. Later when they both woke up Miss and Sir took me to the club for my evening duties. For some reason I found cleaning his clothes very degrading and emasculating, Ms said that was both interesting and very amusing.

Sometimes Sir would visit and sissy would perform fellatio, or Sir would split and penetrate her ass, while I either hurried on with the housework or attended and served drinks.

The office Ladies also took charge of my depilation and beauty regime. A couple of them would accompany me to a special salon where I would be painfully waxed all over while they sat being pampered drinking wine. Then the uncomfortable electric Electrolysis pads were used to kill off any lingering roots. This went on for some months until by body and face were completely smooth, not just lightly downed but totally squeaky clean. The only way to bring the hair back would be through expensive and intensive male hormone treatment, which wasn’t going to be allowed to me. When the treatments were finished Ms and Miss, and Her boyfriend examined me nude apart from my chastity in the club and Sir had patted my bottom and said He was looking forward to me being pink pantied.

Ms had smiled and told me to get dressed and back to my chores.

I was also moved out of my flat to a small studio flat, to save money even though I never saw any of my

wages anymore they were paid directly to Ms, who didn’t even give me an allowance anymore all my meals were provide at the club and coffee and flowers were provided by a nearby shop where Ms paid in advance for. It was still a subway ride to the office but situated in a quieter part of town. My new room was just big enough for my single bed, the kitchenette and small dining table. There was no TV or internet as I was no longer to be allowed this. There was also a built in enema machine in the small tiled bathroom for my daily ablutions.

I was expected to keep  the flatlet spotlessly clean and tidy, with fresh flowers every day. The flowers were actually for the benefit of the Miss who collected me every day while She enjoyed Her coffee. I didn’t spend any time there apart from sleeping and cleaning as I was at work or the club all day and evening and working at the club all weekends.

I wasn’t to be allowed my slacks and blouse anymore, instead just my formal office maids uniform was to be worn to and from work. And at home just a short satin chemise. And a selection of glossy maids uniforms at the club. At least this meant that I wasn’t expected to wear the thongs anymore. But one of the Men who had usually waited with me for the taxi from the club commented that He missed my tight little butt cheeks so well defined by the thong under the slacks, but my bottom in the tiny panties felt quite nice too. especially when He put his hand under my the very short hem of the maids dress. 

I looked up and curtsied thanking Him. I was flattered and embarrassed, ashamed that it excited and pleased me that He enjoyed feeling my bottom. And wishing that I was still wearing the thong he enjoyed.

He slapped my bottom quite hard but also to him playfully. 

"Keep your eyes lowered sissy, below your superiors belt line."

"Yes Sir, thank You Sir." I blurted my bottom beginning to sting.

He patted my bottom again and I wiggled my bottom for His enjoyment, as I was always expected to.  

"Thank you Sir." I had curtsied, squirming in hot shame.

I did wonder why Ms did not have me move in as Her maid, as I so longed to be now, but She never said anything about it and I didn’t dare question Her.