The 2 ladies & Mistress were discussing our maids uniforms and how pretty and individual they all were. Mistress told them She had around 50 of the uniforms and She chose which uniforms we were all to wear day by day. She said it was quite enjoyable watching our little envious glances as another sissy got your favourite dress. And She would tease us by noting if we were completive with one sissy in particular and the other sissy would get your favourite uniform and She would make us work either together in close proximity where we would see each other all day.
Mistress didn’t wake up early in the morning for this, She used the house AI to supervise us in the mornings or when She was out. Mistress went out most afternoons or evenings with Her friends and boyfriends. She would sometimes wake up briefly and watch the video feed, then slip back to sleep. She said She enjoyed knowing Her sissies were all kept so busy with housework, while She relaxed in bed. Knowing that everything would be spotless and perfect for when She rose. Sometimes She said She was tempted to masturbate as She drifted back off to sleep. Mistress rarely masturbated Herself, She had no need to She would just call one of us to Her bed between Her hot
lovely thighs. To lovingly lick Her to climax before sending the sissy back to her chores, while She drifted off to sleep again. Of course all the sissies would know she had served Mistress and we would all be squirming with excitement and envy. Sissy would be squirming with helpless frustration and need too. It was so lovely to be a sissy in chastity for Mistress but also so helpless and vulnerable with desire for Her.
The AI naturally had a female personality, designed with an extremely sultry and teasing voice,
designed to make a sissy squirm in chastity. E-Miss was also totally strict, and programmed to spot even the slightest reluctance or hesitation in perfect obedience and report for punishment accordingly . The AI would also record any interactions and often upload interesting ones to Mistress subscribers. And highlight any Mistress would find amusing or interesting.
Mistress had said ideally She would like to employ a female house Mistress, to physically supervise us, however She preferred to punish us Herself and would only consider another women doing so if She was strictly lesbian, and wouldn’t enjoy punishing us in a sexually arousing way. This was actually harder said than done for sissies. As we are kept ultra femme or effeminated so a dominate lesbian might come to enjoy punishing us even if at first She didn’t.
Mistress like most dominant ladies kept Her sissy or sissies in strict monogamy. But most sissy were expected to pleasure real men, either Mistresses boyfriends, friends or guests, or paying visitors. It made us much more obedient and effeminate to Her and more importantly most dominant ladies found it both amusing and arousing.
So another option was a house master, which Mistress was considering. Some women employed the services of a dominant male to supervise their sissies when they were out. He would visit the house in the early evening and supervise sissy bedtime toilet, washing and dressing routine. Usually he would punish sissy for any infractions occurring during the day with the cane or crop. And sissy would then be bound in cuffs and often The master would enjoy sissies intimate service before leaving sissy locked in Her small bedroom. This was usually if Mistress was planning on being away for the night.
He would visit again in the morning to unlock sissy and set her to her chores. If she was lucky she might have a mouthful of thick cum to swallow too, at the start of a day of house chores.
Mistress quite liked the idea but again She enjoyed the intimacy of disciplining and punishing us. So for now the AI was Her preferred option.
Mistress often liked to start Her day with one of us under a split queen pillow, licking Her as She enjoyed a coffee, cigarette and queening, while She watched the video feed. Mistress was usually very warm and moist down there in the morning and sissy usually got to drink Mistress first pee of the day straight down her throat. It was nice way to fully wake up Mistress would say. Mistress of course would have a shower afterwards and sissy would go back to her housework with the taste and smell of Mistress on her face.
Choosing the outfits was a pleasant little tease, She and the 2 ladies laughed. Especially as when we were first effeminized we were so embarrassed about the pretty clothing how scandalously short and revealing it was. Now we would compete jealously to wear the uniforms for Her. Although we were still uncomfortable and self-conscious with other Ladies. & helplessly flustered and sexually humiliated in male presence. Mistress patted my bottom patronizingly as She noted my squirming fright at the mention of dominant men.
The 2 ladies had something to show Mistress too. Latex waitress uniforms for the club. When we
weren’t in sissy playwear we might wear these uniforms for serving drinks and also for intimate service. The uniforms were very shiny pastel pink latex with matching very tight latex panties and white latex stockings. There were other pastel colours too. The hem on the uniform was very high and flared on the dresses and there was a little matching white latex apron for all of the uniforms. Mistress told me to put one of the uniforms on and model it for the 2 ladies. The uniform felt so tight and stickily hot, I was already breathlessly squirming just standing there. The ladies were quite delighted by the effect as was Mistress.
Mistress casually toyed with the remote control to my plug and increased the size of my plug to near maximum. She elaborated on the remote control. Telling the 2 ladies that whenever She had female company the plug would be enlarged, and if that company was male enlarged that much more. & if I was serving Her intimately the plug would be at maximum so I would constantly feel almost like I was about to pop or burst. The sissies will serve your customers so much better this way and earn better tips She told them. Because the uniforms were designed for male pleasure the plug size was expanded accordingly.
Actually the 10” dildo plugs never really changed sizes but the auto suggestion that they increased in size, girth or stiffness, was triggered by Mistresses remote control, the AI or automatically to match the situation. We were always squirming deeply penetrated but sometimes especially more so. In a similar way most of the real men were not as big and thick as we sissies found them nor was their cum as copious and thick as we thought it was. Even though they were still much bigger than our tiny flaccid clitties and the cum was much thicker than the weak dribble, we occasionally woke to in the night. Much thicker, stickier and more copious than anything we had ever or could imagine experiencing. And much more enjoyable for them too, as it should be. This was also auto suggestion and conditioning and part of our sissification in making us good effeminate maids. A good maid who squirmed helpless on Her plug in fright kneeling before a real man at the thought of deep throating such a huge cock. And a sissy must always deep throat. And how massive he would be in her tight sissy ass. Not to mention how big and full his balls were and how much thick cum she would be choking on before she was given permission to swallow. And how much more enjoyable that would be for Sir seeing sissies gasp eyes wide in fright and awe at how big he was, before he fucked her mouth or ass.
What wasn’t auto suggestion though was Mistresses thick strap on and how much She enjoyed thrusting deep inside us as we whimpered and moaned into our pantie gags. Or Mistresses own abandoned moans and sighs of pleasure and ecstatic climax when we served Her intimately. How wet and hot She often was when we served Her. And in fact a lot of the dominant men were quite big and some men like the bimbo Master were very big. Although some women liked and could accommodate a very large thick cock. The lubricant that we used although very, very slippery, kept out bottoms very tight and tiny as Real Men liked it, and Mistress liked it for Her strap on. So although not painful it was always as uncomfortable and distressing as it was enjoyable for our superiors.
The ladies also commented flatteringly on my posture. And how well behaved my hands and fingers were, always demurely holding on to the hem of my skirt and always ready to curtsy. Mistress explained that sissies like men had a natural tendency to fidget and put our hands where it was totally inappropriate. So the curtsy position was best for us. After all only Mistresses or Sirs hands should be touching us down there.
Mistress fondled my bottom and chastity under the skirt and through the tight latex panties.
‘Isn’t it a lovely uniform sissy.’
‘Yes Mistress, thank You Mistress.’
‘So submissive & sexy.’
‘Yes Mistress, thank You Mistress.’
“Imagine how much Sir will enjoy seeing you and feeling up your skirt like this sissy.’
‘Yes Mistress, thank You Mistress.’ I squirmed in shame.
‘And imagine how much he will enjoy putting you over his knee for a hard spanking.’
‘Yes Mistress, thank You Mistress.’
‘Or caning that tight little bottom of yours.’
‘Yes Mistress, thank You Mistress.’
‘And how much he will enjoy cumming all over your pretty eager little face and all over your uniform sissy.’
‘Yes Mistress, thank You Mistress.’
‘While you squirm in your chastity in those tight little panties.’
‘Yes Mistress, thank You Mistress.’
Mistress explained that when She had male company not paying guests the men could enjoy any of Her sissies, it was just hospitality. But She preferred them to cum fully into our mouths rather than on our faces and décolleté. After all it is a sticky and smelly unsightly mess. But also when serving a Sir or a dominant man it is a privilege for sissy to swallow all his cum obediently. For clients they mostly liked to blow in our faces as well as watching us swallow.
‘Or gagging you with those little plastic panties so he can muffle your moans when he fucks you sissy.’
‘Yes Mistress, thank You Mistress.’
The two ladies were smiling and laughing at my red faced discomfort.
‘I think maybe make the panties tighter and the hem of the dress higher’ Both ladies nodded in agreement.
‘But overall yes these uniforms will be excellent’ Mistress told them, patting my bottom.
I curtsied ‘Yes Mistress, thank You Mistress.’ The panties were already so very tight, my chastity felt like it was about to burst it felt so swollen and throbbing with discomfort..
‘We think so too.’ They agreed
‘And sissy loves them as well just look how excited She is squirming on Her plug, aren’t you excited to wear this for the boys sissy ?.’
‘Yes Mistress, thank You Mistress, thank You Miss.’
I had served the 3 women brunch and some light wine then I had been sent downstairs to get ready for a paying client, while another sissy was called to serve the guests. One of the ladies suggested I wear the pink uniform to serve the client and Mistress had agreed that was a lovely idea. Later Mistress had shared the video of me and the client, and then me in the sticky soiled uniform afterwards.
Later that afternoon after Her guests had left Mistress visited the other sissy in the laundry and pegged Her in there on all the freshly laundered clothes. Which would all need laundering again. Nonetheless all Her sissies were squirming with envy. Even though Mistress always used an oversize extremely phallic strap on, with very bulbous glans, we all feared the strap on but loved so with Mistress. It was so tight and distressingly uncomfortable as She pressed it inside. But She loved the way we shuddered and spasmed against Her as She pushed enjoying each muffled gasp and moan. And we loved it with Mistresses because it was so intimate & She ignored our whimpers and moans because She enjoyed forcefully penetrating us, and climaxing on the double ended strapon, deep inside us.
While I served more wine and food Mistress gave me a couple of hurry along lashes, across the backs of my thighs and on my inner thighs as I squealed in surprised pain. But always curtsying and saying Thank You Mistress.
I must have been with my visitor when Mistress was pegging sissy in the laundry because when he had left and I was taking my sticky soiled playwear to the laundry room. Mistress was still in the room and I had to wait outside. And got very flustered curtsying as Mistress left. Mistress had asked me what I was doing there. Flustered I had said I was getting changed so I could continue my housework. Mistress usually insisted we get changed after we had served a guest intimately. Although often also it amused Her to keep us sticky pantied for the rest of the day. She told me with a smile that as a special treat I should wear the sticky soiled pink uniform for the rest of the day. I so wanted Her to put me on my knees there and then for Her, or to be pegged face down in the laundry room. She smiled sweetly enjoying the helpless desire so evident in my eyes in my whole body. Nearly in orgasm Mistress would tease. Then She patted my bottom and walked away.
The laundry sissy was equally emotional in the hot stuffy room, surrounded by Mistresses lingerie and Her lovely clothes. She clutched and hugged me sobbing with total submission and distraught now that Mistress had finished with her and left. I clung to her for both our comfort but with hot tears of envy. Just for a few moments then hurried back to my chores.
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