Sissy vacation time

 

Mistress insisted that only She disciplined Her sissies  with corporal punishment in Her house. With the exception of Her paying or non paying male guests who could spank, paddle or sometimes cane Her sissies, prior to oral or anal sex. A spanking from a dominant male was very sexually humiliating for sissies and made them very  eager to please when they were on their knees before him after sound spanking. More importantly it was also highly enjoyable and invigorating for Sir. The aphrodisiac effect was quite piquant although only Sir got to cum of course. And most importantly Mistress found it very amusing and often quite arousing to observe as well.

Also with the exception that if She was planning on being away for a short while, She would either ask one of Her friends or acquaintances to come over and supervise us and they could one of their own crops to discipline us but never one of Mistresses, named crops. But even though Her friends often had quite fearsome crops of their own we never feared them as intensely as Mistresses canes and crops. She would tease us that She had a favourite one for each of us. And each one was as intimate for Her as it was for us.

While Her friends  supervised or sissy sat us they would get a share of whatever fees we earned with
guests, and often Mistress and the sitter would arrange it so that we were kept much busier with paying visitors than usual. Mistress also allowed some of the Sirs and paying guests to use the cane, but only the thicker rod type, not the springier stingier cane, that was for Her use only.

If Mistress was to be away for longer than a few days we could all be sent to work in the hotel and club for Sirs. Serving the Sirs as waitresses, maids, chamber maids and for  intimate services. There were a few establishments like this in some parts of NYC and SF as well as other big cities, in Europe as well. Elsewhere out of the cosmopolitan areas this was limited to select gated communities or to private homes.

In the hotel our days were kept very busy with domestic chores and serving the male guests. Meals snacks drinks and intimate service all day. Then in the evenings much more intimate services, while some sissies had to dance for the men. Quite often groups of the men would also bring musical instruments to the club and play while the sissies hurried about serving their every need and desire. And then at night some sissies were selected to be taken to the bed rooms for more intimate private submission. Usually though the sissy, sticky and sullied would be sent back to the maids rooms after the Sir had finished with her. If one of the guests woke up and wanted a sissy in the night She was only a bell ring away. The summoned sissy would be sent to the guest in her latex lingerie, ready to please.  

The morning wake up call for the guests was nearly always fellatio, and Sir was usually thick and sticky in the morning, quite strong tasting and smelling too. A good way for both Sir and sissy to start the day. Although the sissies would already have been up for a few hours busy with house work and chores. 

One of my least favourite chores was kneeling outside the rooms polishing the shoes that had been left outside. When i knew that another sissy was in the room waking Sir. And looking up as the sissy left after waking Sir. I found the meeting of our eyes, particularly humiliating. Especially as we both knew that we found it shamefully sexually exciting. Sissies were expected to be both demure and scandalized. The The 2 ladies who owned and ran the hotel knew this and also picked out those of us who found performing domestic chores particularly sexually humiliating and exciting, and made sure we were kept busy with such chores. I often had laundry & ironing duties for the male guests clothes. On the plus side I often had ironing duties for the female guests intimate clothing too. The ladies who ran the club weren’t cruel but they knew how to tease us and treat us for the maximum effect. Sometimes when we were busy in the laundry a male guest might come into the room and push one of us face down onto the pile of clothes and pull her panties down and fuck her ass. She would be gagged with her glossy panties and cuffed, then usually Sir would spank her or take his belt off to her, before fucking her. We would have to keep on working while this was
happening, squirming though in distressed embarrassment. Grateful that it wasn’t us but also shamefully and not so secretly wishing in part that it was. One of the ladies would often watch these impromptu services and when Sir had finished and left after sissy had licked him clean, and thanked Him. 

Sissy would be uncuffed curtly told to take her panties out of Her mouth put her them back on and get back to work. The now sticky pantied sissy, and we were often also given a couple of sharp lashes, across the backs of our thighs  to hurry us along. As the hotel Miss or Mistress left we would usually hear Her laugh with amused satisfaction. Leaving us working in the room redfaced barely able to meet each other eyes.  Overwhelmed with the fetid warmth  and stink of shame, of our powerless sexual humiliation and involuntary arousal as we hurried on with our chores, in the hot laundry room.
I didn’t dare look but I knew that frequently I leaked a tiny spurt of impotent weak precum into my panties. The Ladies who supervised us wouldn’t hesitate to point it out though.
Mistress and the Ladies flippantly observed that we were nearly orgasmic serving the men, nearly as orgasmic as when we were serving Mistress Herself  intimately. Her sissies who only longed to please Her, becoming helpless little cock slaves, sissies with penis envy. The more we served Her and the men the closer we were. So breathlessly nearly in orgasm but never ever  to climax.
Upstairs the men would be laughing and joking about the visit to the laundry and the sissy would be summoned to the bar area upstairs where She would perform fellatio several times being sent back to the laundry room afterwards on several occasions. Us too sent back to our chores sticky faced and in tears.
The men paid for these services and tipped generously for obedient service. We of course never saw any of the money. But Mistress and the hotel owners shared the fees and tips. So were always very eager to be especially pleasing to earn more for Mistresses luxuries. Mistress might also reward us with a new sexy submissive latex outfits to serve the men in, paid for in part by the tips. She would tell us, what better reward could a sissy hope for. And also serve obediently and anxious to please Him, to avoid being punished for tardiness, or disrespecting the men or the Ladies with anything less than perfect service.

A simple snap of the fingers would have us severely punished, and some of the men would have us whipped after service as a matter of course anyway. Even though they were very pleased by our service, because sissies deserved to be punished always. And how enjoyable it was for them  to have us rush and fetch them drinks, to watch us  curtsy obsequiously knowing our bottoms and thighs were stinging and smarting with the punishment they had rewarded our service with.    

The 2 Ladies were lesbians who weren’t really interested in us sexually, although apparently they also kept private sissies at home for domestic service. They did very much enjoy teasing and disciplining us for their paying guests though.

Other ladies also but not exclusively sapphic also sometimes stayed in the hotel, but only some of the select  sissies served them intimately. They also seemed to really enjoy keeping all of us very busy serving them and bossing us around. We also had to keep our uniforms and appearance spotlessly immaculate when around them. This was quite natural but they were especially strict about it here, and  encouraging the Sirs to punish us for any tiny deficiencies.   

Nonetheless if a sissies owner was to be away for some time, all the sissies would long and ache to attend any Lady staying in the hotel. Even if the service was strictly non intimate, laundry cleaning ironing etc, we so longed to be close to and to obedient to female authority. The hotel owners knew this and made sure we all got turns laundering the female guests clothing and bedding. And sometimes withheld that so longed for chore as punishment or simply on a whim. The owners were Mistresses too and as well as being very severe and strict with us, they mercilessly exploited our sissy tearfulness so that we served their guests perfectly.

We were kept very busy all day breathless hurrying at our chores and anxiously fretting to please. Our only leisure time, apart from mealtimes, was when we were cleaning our uniforms and doing our hair, nails & making ourselves pretty with cosmetics.  The Owners made sure we always got a full sleep though, as they were charged with looking after us.

When Mistress did come back we were so happy to be collected in the darkened limo and taken home. Mistress would often say She needed another vacation after coming back, as She said She was always busy for the first few days making sure we all got to attend and serve Her intimately. Her multiple orgasms were so always lovely and loudly ecstatic, She always said it was an extremely satisfying way to end Her vacation time. We so longed for Her return and so squirmed in our tiny chastity when She was back.