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.
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.
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