After the vacation
I was going home today. I hadn’t been told of course, but like all the maids with every and every little change in our routine we hoped that today was the day. The morning had started normally enough, I was tasked with serving the two house Misses their cooked breakfast, as they supervised us. Which meant my slice of toast and in any case lukewarm tea, were both quite tepid when I was allowed to eat. One of the Misses took pity on me and gave me a glass of Her fresh pee to drink, instead of the tea. It was very important that we ate our slice of toast, as even though it was thin plain white, unbuttered, the small slice was laced with all the vitamins and supplements we needed to start our day, & of course before we started our chores.
On occasion the Miss might have scraped a piece of Her toast down and fed that to me. But this wasn’t
really allowed no matter how thoroughly scraped, as it was still too savory & didn’t contain the required supplements. Also sometimes if a Master was feeling indulgent He might perch us on His lap or knee and feed us a tidbit from His fingers. They have tiny soft & fragile cakes full of plain thick cream, to feed us if they want. The cake almost instantly bursts in out mouths. I know it seems silly but I still haven’t properly realized that the Masters and Misses never eat these sticky little cakes themselves,
And this morning I wasn’t on polishing shoes duty, instead I was on my hands and knees cleaning and polishing the hard wooden floor tiles. We were provided small cushions for this duty, not so much for our comfort, as to save our stockings, plus no-one likes to see a maid with bruised knees. Well some might but that was considered to be rather vulgar. It was a laborious chore and very hard on my soft fingers, we weren’t allowed to develop, thick skin or calluses no matter how hard the chore. Sissy must have soft delicate fingers. Also we had to be especially careful not to damage or scuff the lacquer of our pretty squared oval nail manicure. We worked in pairs and we had to keeps our bottoms in the air & swing them
prettily together as we scrubbed and polished. If we were not in sync, a criss cross with the crop soon made sure that we were. Or worse both of might be put in cuffs and made to polish the floor with panties in our mouth.
This morning though neither I nor my partner tasted the crop. Two maids behind us in the hall were which made us in the hall all desperately frightened as we heard the stinging crack of the lashes and squeals of pain. We heard the lashes in quick succession but for the maids being punished time would hang for a very long moment in between lashes. The second and any subsequent lashes would always cross the welt of the preceding lash.
I was gasping with fright & trying to keep my bottom in the air and swinging my exposed bottom prettily too made me feel like I was about to wet myself & terribly vulnerable, but looked very winsome as was the intention.
In some hotels the maids were belled, and I am told this will be for us next time. Because the chastity
tubes for sissies who had not been gelded yet and the chastity button for snipped sissies like me, always keeps us pointing down and rearward, the tiny bell is attached to the end of the chastity device, and rings out with every movement.
This is similar to the slavegirls in our stories who are belled with tiny lovely bells on their pierced clitoris. They are also often are coined, with a pretty but worthless tiny coin, stamped with her owners mark. Joining the clitoris or nipple bell. Sissies are generally not pierced except for our ears, but the bell does ring out against our urethral tube.
The belled slavegirls and belled sissies must always make sure their ‘special’ bell rings out prettily and in unison with all the other slaves who are working together. Unless Master or the superior is sleeping in which case sissy must try keep her bell totally silent, or be punished for waking or disturbing the very significant other .
Nor was I waking any of the Masters this morning. That in itself wasn’t unusual as the hotel always likes to keep a ratio of 3-5 maids per guest so the Masters always have a nice selection of fucktoys. Not being chosen made us very desperate and hotly jealous to be chosen, and we might be beaten too, for not being sufficiently pleasing to have been chosen.
But also not being chosen increased the chances of being sent to the glory hole or pillory room for the afternoon. The room had a number of adjustable stocks where a maid could be secured either bent over at the waist, or kneeling in the doggy position, ready for sex. She would be cuffed and hooded in a close fitting leather hood, ready for sex. She would either be left gagged & plugged or special O devices were used to keep her mouth and anus open for use. When not in use an overly large dildo would be secured in place. In either case the lubes made us still feel incredibly tight for the Masters pleasure if the O ring was used or not. Other maids would be kneeling behind a leather screen with glory holes to clean the Masters after they were satisfied. But in the afternoon there would be a
constant stream of guests, so good tips would be earned. And if you weren’t being penetrated just then you couldn’t help but hear the maid next to you moaning helplessly.
Neither the maids on the racks or the maids behind the screen were allowed to know who they were serving, or cleaning. So afterwards when you were serving drinks and performing fellatio later you would be constantly wondering if He was one of there Masters who had anonymously enjoyed you earlier.
I had been in the stocks room a few times this stay and it was as always horrid. Another variation is a group of Men, choosing you as you are serving generally and hooding you and taking you to a private room for a group session. A feature of the auto conditioning also meant that although you performed fellatio before or after they had all enjoyed your ass, you still didn’t know who it was who had fucked you. Also you were very likely to be tasting the tawse before they split your legs for their pleasure.
Afterwards a group session with 4 or 5 men. Let alone a whole afternoon in the stocks, where you might be used 20 times, you would also feel very
tender for the rest of the day and the next few days too, so had to be extra careful to mince prettily and not too gingerly unless you wanted to feel the hurry crop on your bottom too. The Misses liked to keep your plug fully expanded after a group session, so your delicate mince was even prettier, and this also invited the Masters to slap your bottom as you passed them.
The lubes mean that there is very, very rarely any damage down there and the Masters though often masterful and forceful are not allowed to be overly rough with the sissies. But occasionally a maid may be in some pain as a tear or crack might have developed. She will be given a suppository and sent to bed for the day, and examined by the doctor before being sent back to normal duties. Even though we always protest in our heads at least that it is still forced bi. None of us like being put on purely domestic duties, as we do enviously crave to serve the Masters. Although some lucky maids might be exclusively serving the female guests
domestically at least. This is very nice, but the female guest is not Mistress, and sissies associate performing domestic service lovingly with foreplay so we do get very aroused. The guests say that is very sweet and do enjoy often gently teasing us, as we attend them.
This morning I was fetching & serving coffee or breakfasts in bed. Hurry and fetching whilst other maids were performing morning fellatio. Being told to face the wall and wait with the heavy serving tray. While the other maid sucked Master and squelched on Her dildo. I would squelch on my dildo too in sync with Her in synch with Her sucking Master. And I did get a stray spurt, well actually deliberate splash by Him, of fresh cum to swallow. And a jealous flash of anger from the maid as I squealed in shock and excitement, and curtsied and thanked Master. I was allowed to swallow and thanked Him again flattered that He had found me pretty enough to blow even if only slightly in my face too.
Often outside the room, maids must curtsy and kiss each other, tasting Masters cum still sticky on the lips. Today though I was busy, busy and felt
rushed off my feet. I hadn’t felt the crop early but felt it twice as I hurried about tidying and cleaning rooms, while the guests were at breakfast. Everything had to be spotless and gleaming and all the silk sheets perfectly flawlessly smoothed on the beds. Just like at home, Mistress would cane me if there was even a hint of unevenness never mind a crease. In between rooms I was hurrying back and forth with bundles of the lady guests clothing and nightwear, often still sex soiled as were the discarded sheets.
As I hurried past the open dining room door and saw lots of guests enjoying hearty full cooked breakfasts and delicious smelling coffee. The expansive patio doors were already open to allow the fresh sea breeze, as well as the AC to cool the guests. The smell of cigarettes and the happy chatter. It must be so wonderful to be a Mistress or a Master, here, but I also did love serving them.
I dropped off the beddings in one of the laundry rooms. Then all the underwear nightwear and panties to the special laundry The maids in both rooms were already hard at work. The air in both rooms humid, but the underwear room had that special moist intimate aroma. One of the maids curtsied and gave me a kiss and a cuddle, but quickly hurried back to her pile of laundry. The other maids all curtsied and waved, I
waved back, feeling rather jealous. I liked the special laundry room, and I was frequently assigned there too. I wondered which of the maids would be bent over by the visitors today, if not all of them. And if I was truthful, even though it was frightful and scandalized by the thought I missed the prospect of that too.
As I hurried back to the rooms one of the Misses stopped me.
“Finish the next room then hurry along to the Rest Lounge.”
“Yes Miss, thank
You
Was I in trouble ? If I wasn’t to be told to hold my ankles there and then, being sent to the Rest
Lounge where the Misses relaxed, but also administered punishments, meant I might be in for a more serious cropping.
She looked at me as if coldly bemused by my fright “Well Hurry along then sissy.”
“Yes Miss, thank
You
Even though the room wasn’t particularly messy, everything still needed to be perfect for the guests. And I was choking with panic as I hurried but everything seemed to be taking so long. Eventually I was finished, in truth it only takes around 10 minutes or less at the speeds we must work, if we don’t wish to be punished, and hurried out of the room and downstairs.
There were 2
other maids already outside the Rest Lounge next to the door facing the wall. When they
saw me they curtsied and hugged me and we all burst into tears. Then we all quickly faced the wall standing in curtsy cuffs, before any of the Misses came past.
We were left waiting for quite some time and the door was left partially ajar, so we heard a chambermaid being punished for being slow or clumsy with Her chores, and we were all numb with fear listening to Her beating waiting for our turn next. As She leavers in tears hurrying a tottering on Her heels, we hear the happy relaxed chatter of the Misses in the rest room. Eventually we are called in and we are so frightened now it is difficult to walk prettily but we are always careful to do so.
But we are not to be punished today, in fact we are
going home to our owners today, I am so happy to find out. The Misses watch our expressions with amused disdain, but we are all gushing with happiness.
We are all strip and are given our home uniforms and underwear to put back on. I’m a little surprised that my hemline is shorter but my Mistress has decided that my new hem should be higher, like the chambermaids uniforms. We are given a little locked purse in pink patent leather, that contains our earnings or tips to give to Mistress. Actually it is purely symbolic as nobody carries or uses physical money these days, and a report for Mistress about our behaviour while we have been away so Mistress can punish and correct us a She sees fit.
The two Misses are relaxing on the couch as we curtsy and thank them for ‘looking after us and being
strict with us, so we please the guests properly and perfectly’. The door opens and the chauffeurs both the lovely Lady driver and the very hunky well built Man, come in. There are actually lots of drivers and chauffeurs and the service is very discrete and luxurious for the superiors and very secure for the maids. They lead 5 new chambermaids in behind them and the frightened maids all line up facing the wall.
One of the maids is selected to serve more coffee while the superiors smoke and chat. The male driver fondles her bottom as she serve Him and she glances looking down she can see He is semi erect and already very big in His trousers. As He intended He catches her glance and slaps her bottom, one of the Misses rolls Her eyes and the female chauffeur laughs.
“Did you enjoy your little vacation sissy?” She asks
“Yes Miss, I did Miss, thank You Miss.” She replies with a curtsy
I suddenly remember about a week ago one of Mistresses friends in the hotel with Her lover, asking me if I was enjoying my little holiday. She is European and has a very sexy accent, She calls vacations holidays.
The FLR, hotwife lifestyle has spread to most of the western world, at least. With gated or select communities everywhere. Now that wealth & ethnic inequality are no longer systemic, select communities have developed, not just by wealth but as the name suggest by interest. And one of popular communities with independent & influential if not wealthy women is the sissy FLR lifestyle. There isn’t much public sympathy or legal redress for sissies after the initial contract is signed as consent has been given and can then only be revoked by the superior partner and beneficiary. Within reasonable limits, ie murder, mutilation, torture, permanent body modification, (treatments, hormones and chemical gelding do not count as are technically reversible, if consent is given) sissy is totally subject to her
owners wishes.
I had been surprised to see Her and curtsied sweetly of course
“Yes Miss, I am Miss, thank You Miss.”
“I can see that you are being kept very busy and occupied sissy.”
I was hurrying back and forth with stacks of dirty glasses and plates, and bringing fresh drinks and food to the guests, we can be very busy in the afternoons, plus I had just been in one of the little rooms with one of the Sirs for the third time this afternoon.
“Yes Miss, thank You Miss.”
“Have you met *******’s sissy ***** ?” (** indicate the superiors name that I am not allowed to use) She asked Her lover by met She implied had I served Him sexually at Mistresses house or here.
“No I don’t believe I’ve had that pleasure.”
“Oh you must, maybe later when I’m at the beach or beauty spar, all the maids here are very good with their mouths, and you know ****** (meaning my Mistress) insists Her sissy is trained to perfection.”
My Mistress was very competitive, on the app making sure Her male guests and visitors rated Her and my hospitality highly.
“I know you will
be a good maid for my Sir wont you sissy.” She said patting my bottom,
indicating anal would be enjoyable
“Yes Miss, I will Miss, thank You Miss.”
“But you can run along for now sissy, He is all mine for now and we want to relax.”
“Yes Miss, thank
You
But the other thing that stuck in my mind was when I was serving a couple in the lounge with another maid. And the Mistress had stopped her and said.
“Oh look who it is, I almost didn’t recognize you for a moment sissy, what name have they given you here?” She said looking at the name tag on Her ruffled maids choker collar.
“Candi, how trivial & lovely, is that because you love licking or swallowing candi ?”
“Yes Miss, I suppose it might be both Miss thank You Miss.”
I could she was almost about to burst into tears already.
“Look who it is
dear, do you remember my ex husband?” She said laughing to Her lover.
He was the lawyer who She had first cucked him with and cajoled and tricked him into signing over everything, all the
business and money, and including her sissy self to his wife.
Although it might have been the deception before the cucking, it didn’t really
matter now. The wife had sissified him and made him Her chastity maid. But also long since become bored of sissy and
transferred her service to another owner.
“Oh yes so it is.” The Man had laughed squeezing sissies bottom, He was a big Man and had very big
hands, I wouldn’t have liked to be spanked by Him.
“How are you enjoying your little break or vacation sissy ?” He asked
“Though I suppose its been extended somewhat.” He laughed.
At which point sissy had burst into tears and had become quite inconsolable.
One of the Misses had taken her away to be punished. The door to the room had been left half open either neglectfully or intentionally so we could hear her beating. Six paced loud wet thwacks, the awful wet sound the leather of the special crop (special because it was reserved for special punishment) on sissies bare flesh, then another six, and sissy was ungagged and then sobbing and blubbering made to iterate and apologies for Her naughtiness in between a admonitory lashes.
“Is it proper for sissies to burst into tears in front of our guests sissy?” Thwack
“Yes Miss, no Miss, not at all Miss, sorry Miss, please don’t beat me again Miss thank You Miss.” Another horrible thwack and squeal of misery and pain.
“Is it proper for you to disturb our guests with your insignificant and trivial feelings and emotions, sissy?” Thwack
“Yes Miss, no Miss, it is not Miss, not at all Miss, sorry Miss, please don’t hit me again Miss thank, You Miss.” Another blow and squeal of pain
“What are you here for sissy?” Thwack.
“Yes Miss, to please the guests Miss, please Miss I have learned my lesson Miss, please don’t hit me again Miss, thank You Miss.” Thwack, each blow crossing and exacerbating the subcutaneous wealing.
“And what do you want to do sissy ?.” Thwack.
“Yes Miss, to please the guests Miss, Miss, please don’t hit me again Miss, thank You Miss.” Thwack.
“And how should a good sissy chambermaid serve the guests sissy?” Thwack.
“Yes Miss,
please Miss a good chambermaid should serve submissively and obediently,
prettily and self effacingly Miss.” Sobbing “Please don’t hit me again Miss,
“And have you learned your lesson sissy?” Thwack.
“Yes Miss I have
Miss, I have learned my lesson Miss, please Miss, thank You
“Have you sissy?” Thwack “or will I need to repeat the lesson all over again sissy?” Thwack.
“Very well sissy, your contrition is acceptable sissy.” Thwack.
“Yes Miss, thank you Miss, thank You for punishing me Miss and for being so strict with me Miss.” Thwack
“Not at all sissy, sometimes a well punished maid, obedient maid is a pleasure in itself.” Thwack “You may return to your duties now sissy.” Thwack
“Yes Miss, thank
You
We had all listened appalled and utterly terrified, we had all been beaten like that in the past and knew we were subject to such an awful but deserved punishment if we displeased our superiors, and hearing another maid punished so severely, even though she was a rival and deserved to be punished, was horrible, we were all numb with fear and engulfed with empathy for her too.
When the maid emerged from the room followed by the Miss, the guest all applauded the Miss loudly and enthusiastically. Sissy was scarlet with shame and humiliation when She returned to serve the couple, mincing very delicately
She had curtsied and apologized to her ex wife and the lover.
“That’s much more acceptable sissy, i know you sissies are very emotional creatures. I suppose a little outburst from time to time can be expected and dealt with accordingly.”
The ex wife had said indicating the redness of sissies rump.“Yes Miss, thank You Miss. Yes Master, thank You Master.” Sissy had curtsied.
The Man had a short time later led sissy to one of the small rooms and thoroughly enjoyed her oral and anal service, although anal service is more just being cuffed and bent over. For old times sake.
When Master and the sissy had returned the Mistress had dismissed sissy coldly after sissy had served fresh drinks. Revenge can be sweet for the wife, on an unsatisfactory, unfaithful, or just boring husband, in these FLR times.
And also slightly later in the afternoon when the Mistress
had decided to have a sauna and massage the lover and lawyer had called me and
the sissy to serve Him intimately. He took put us both in cuffs and led us to
one of the small side rooms. The room stank of sex and fear and I realized this
was the room where He had taken sissy earlier for fellatio and anal and the
room where sissy had been punished earlier, He had asked for room deliberately
and not had it aired, as He sat down the intelligent AC followed His shape around but not ours.
He sat back on the
large
“I don’t think we have finished our little catch up. Have
we sissy”
She sounded hesitant at first but then replied
“Yes Master, no Master we haven’t Master, thank You Master.”
with another curtsy.
“But your little fellow chambermaid has caught my eye,
somewhat.” He said patting my bottom.
“Yes Master, thank You Master.” I curtsied simpering.
“Do you swallow as prettily and obediently as my former
associate?” He asked me patting the other maids bottom.
“Yes Master, this maid hopes so Master, thank You Master.”
I curtsied
He smiled at the use of 3rd person speech, this
was a relatively new imposition on sissy maids. To mnemonically reinforce our inferior
status as objects, or objects in service
rather being persons.
“That is very pretty affectation for little fucktoys like
you sissy.”
“Yes Master, thank You Master.”
“Get over my lap sissy I think that little bottom deserves
a spanking for teasing me with all that squelching earlier.”
“Yes Master, thank You Master.” I curtsied then obeyed, He
locked me in the pink leather sex cuffs. He snapped His fingers for the other
maid to remove Her panties, so He could gag me with them.
“A little taste of what is to come or cum sissy.”
“MMmmff”
“You may face the wall till I need you.” He told the other
chambermaid, slapping her now bare bottom.
“Yes Master, thank You Master.” She whimpered.
His hands were indeed very big and hard, and the way He
held them very flat and effective, almost like a paddle. I was sobbing after
the first slap, and the other maid was too. As well as Her beating from Miss
earlier He had spanked Her before His blow job too.
“That’s better isn’t it maid, a nice spanking always puts a
maid firmly in her place, I find.”
“Yes Master, thank You Master.” I whimpered sobbing
kneeling in front of Him now.
“Another whisky maid, then you may kneel too.”
“Yes Master, thank You Master.” She hurriedly obeyed.
“Kiss her red bottom then pull her panties up and put yours back on.” He said indicating my red rump, He had lowered my panties for my spanking. After She had finished He reached down and cuffed her too & snapped the elastic our panties against our bottoms, I was sore and She was very sore. Although the only evidence of Her punishment was a pink puffiness, the hidden sensations of bruising and welts were evident in her movements. Especially to me I winced as she winced, but we were careful to always be pretty.
“Two pretty fucktoys or sucktoys to chat with, it is so
good to be a real Man and not a sissy.” He said opening His trousers
“Yes Master, thank You Master.”
In truth He wasn’t that big for one of the Sirs or Masters,
maybe 9” but to us real Men always seemed so huge.
“I think you may kiss and lick me while we chat, it will be
a nice taste for you wont it, and a nice reminiscence for you, wont is sissy.” He said to the other
sissy.
“Yes Master, thank You Master.” She whispered kissing His
shaft just above His right ball as I did the same on the left, up and down His
shaft and licking and sucking His balls in unison.
He seemed to enjoy telling me and recounting to the other maid. How He and Mistress had become
bored of Her husband of quite a few years. He did nothing particularly wrong, but in that way women can store up small annoyances and resentments and then abruptly switch from love to rejection. She had started to have an affair with His very handsome and manly associate, the lawyer. In fact the lawyer had struggled to keep a straight face when His friend confided in Him that there may be something wrong with the marriage, and then another time that he was worried She was having an affair, the lawyer had, had a pair of Her panties in His pocket during this conversation. But there were several such conversations and he was getting rather emotional and sometimes tearful. All the while the lawyer was helping his wife secure all His property, assets and the business He had founded with the lawyer. But She had decided that rather than just divorce him She would have some final enjoyment and satisfaction by reducing him to a sissy in chastity too. Initially She thought it would be just a little play before discarding Him penniless from the house and relationship. But then She found She rather enjoyed having a very obedient maid who was also very desperate to perform cunnilingus while was in chastity. The final humiliation, after corporal punishment, pegging and milking in chastity was cuckolding Him with the lawyer and then force-bi with the lawyer and groups of his former friends on several occasions after he now she was suitable feminized. Eventually she had bored of this as well and had transferred His ownership or service as its legally referred as, to another much stricter Mistress who had Her eye on the now pretty maid. But this was a few years ago now.
“Wasn’t it sissy, and now
you are fully effeminized aren’t you.” He said looking down at both of
our swelling cleavages as we kissed and licked Him.
“Yes Master, thank You Master.” She whispered.
“You may take turns sucking me now, and tit massaging
me sissies.”
“Yes Master, thank You Master.” We whispered wrapping our pert breasts around His shaft and massaging it up and down while the other maid sucked, then swapping places. He splashed precum in our faces, then deep throated us in turn. He started to cum in my mouth first, erupting massively, then switched to Her mouth filling both our mouths and splashing in our faces too. Although auto conditioning makes it seem like the Masters cum a lot more than they really do, they also use enhancement drinks so they can cum a lot and frequently too. I’m told it makes sex so much more satisfying for them too.
He uncuffed the other maid so she could fetch Him another
whisky then cuffed her again.
“I haven’t quite finished with either of you yet.” He said.
“Mmmff” we still hadn’t been given permission to swallow.
He lit a cigarette actually it was a cannabis leaf cigarette with tobacco for
burn quality and extra flavour, and sipped His whisky, looking down on us.
“I think little fucktoys look so sweet silenced with my
enjoyment, don’t you sissies.”
We nodded prettily in agreement, He smiled as we bobbed our
heads.
“I used to enjoy seeing you squirming in your tiny chastity
cage, waiting obediently to swallow and thank me.” He told the maid, She bobbed
Her head.
“I sometimes think it is rather a shame, those days are
finished.” He said lifting both our skirts to reveal just the tiny locks where
the chastity cage had been before the hormone gelding.
We bobbed our heads
“But it is also much cuter seeing you this way, properly
snipped and sissified, especially as it makes you so much more desperate to
give what you cannot ever have.”
We bobbed our heads again.
“Would you like to swallow now and thank me?”
We bobbed our heads choking now on the thick cum as it
thickened in our mouth and throat
“But I have not allowed it yet have I?”
We shook our heads, He took another sip of His whisky, then a deep drag of the reefer.
“Do you both want to swallow my cum, like good little chambermaids.”
We bobbed our heads quite desperate now.
“Such pretty bobs reminds of how you bob your heads around my cock. So very well you may swallow.”
It took us 3 sticky gulps each before we could breath properly again and speak.
“Yes Master, thank You for allowing us to please you
Master, and to swallow Your thick manly cum, thank You Master.” We said
together.
“You may kiss and thank each other.” He told us
While He watched we kissed fully on the lips, we were still
in the cuffs.
“Thank you maid for pleasing Master, I hope He was pleased
with your service as I hope He was with my service.” We both said together in
between kisses.
He reached out to the side of His chair and picked up the
tawse holding it to our lips to kiss.
“I told you I hadn’t finished yet didn’t I sissies ?”
“Yes Master, thank You Master.” We sobbed kissing the whip
very distressed now.
“I think two pretty maids need some corrective discipline, for teasing me so with those tight little peaches.”
“Yes Master, thank You Master.” We continued kissing the
tawse fearfully.
The tawse was so horrible, fearsome like Mistresses crop. Just the thought of it Your whole world seems to stand still, and you are numb with fear, let alone the threat & use of being punished with such an effective implement of corrective, coercive pain.
The only thing stopping you from being completely paralyzed with fear is the fear that your punishment will be that much harsher for any disobedience.
“Both of you over the bench.” He told us lifting us to our
feet. We hurriedly bent face down over the leather bench in misery as He
stepped behind us and peeled down our panties to gag us with each other. Hers
seemed soaked with hot damp fetid fear, as mine must seem to Her, but were
actually very dry and clean, for now.
She was beaten first 6 fearsome lashes, then it was my turn.
The tawse is so horrid to listen to as it hits bare flesh knowing its your turn
next.
We were both sobbing in pain now as He opened His trousers
again. I heard Him remove Her plug and place it on the bench besides Her face.
He was very quick and rather urgent. And with me next very forceful and urgent.
He had us looking at each others faces, cheeks down on the bench as He fucked us in
turn.
He grunted happily with satisfaction as He spurted inside
me, then pulled out and pushed my plug back into place.
The door opened and although we couldn’t see who it was we
knew it was the Mistress.
“Oh there you are, have you almost finished catching up ?.” She
sounded impatient but amused.
We were still face down on the bench our bottoms up and exposed. I
knew the door had been left open too.
“Nearly.” He said lifting the decorative apron at the back of my dress to wipe His
cock. Usually we would kneel and lick Him clean, but today He was in a hurry.
“I suppose you will need a shower first but do hurry and
lets go into town to that nice seafront restaurant .”
“Have you been drinking while you were enjoying the toys
?.” She asked “Well never mind I can drive.” She said.
“bye little maids and it was good to catch up, for old
times sake.” He said firmly patting our bottoms.
“MMmmff” We were both still pantie gagged.
A short time later one of the Misses came and released us from the bench strap and cuffs. Supervised us as we quickly cleaned ourselves and had a hot douche, then hurried us back to service.
Sissy had been very upset all day and so had I. And the rest of the chambermaids, we all were all rather unsettled, being reminded of our former selves. The next day sissy had spent the day in the stocks room, which the Misses thought was a kindness as she couldn’t see who was enjoying her ass.
“Yes Master thank You Master.” I had whispered to myself imagining myself kissing His very erect cock.
The chauffeurs and the Misses were taking their time over coffee. As well as delivering us home there were 2 new chastity devices to be delivered to new sissies. Because of automation and AI there were not very many low level jobs that needed to be done, and because of universal minimal wealth, there were al lot of service jobs that were very easy and fun for the employees. One of which was the chauffeur service which was just a luxury taxi and courier service.
The superiors were handling and looking at the packages while they chatted.
The female driver was laughing
“So matter how many times I deliver and fit these, I love the looks on the
sissies faces when I first fit the tiny cage, and then when they realize I am taking the key too, it is just so delightful.”
She had on one or more occasion been so delighted. that She had lay down on the sissies bed and masturbated. With the sissies owner or prospective owners pre consent of course. And then departed leaving the newly locked up sissy to clean up the mess. On rarer occasions the male driver had, had fellatio as well. Though usually forced-bi comes later in sissies training. That might have read forced-bi ‘if at all’ some time ago, but it is nowadays accepted that sissies put under strict male domination serve both the superior sexes and especially the Mistress that much better.
“Yes it is always fun when sissy first realized that she is now a sissy, or you suddenly find a way to abruptly remind an experienced sissy of her place.” One of the Misses replied absent mindedly as She toyed with a hurry-crop.
“Sometimes they plead, so pathetically, but it is way too late for that usually.” The driver smiled
“Anyway it is time to go so lets get these little maids back to their own housework and Mistresses.”
Oh I was so happy, it was almost like I was to be allowed to cum again.
“Come along maids lets get going.” The driver said standing up.
One by one we curtsied to the Misses one last time and thanked them, then we all tottered eagerly out to the waiting car. Behind us the 5 maids delivered today were still waiting frightened. I did feel sorry for them, but I was going home.
I remember one vacation I had been collected, but instead of going home I had been taken to stay with Miss (Mistresses best friend and mischief collaborator) and Master, and their 5 sissymaids. I had been disappointed but I do love Miss and Master (He is my Master also) and Master very much took advantage of my staying there much to the annoyance of the other sissies even though they didn’t dare show it. Mistress has said eventually She will transfer my service to Miss and Master and maybe
eventually just to Master, but that is some time away.
Miss is very strict and prefers the crop to the cane, Mistress reserves the crop for severe or special punishment (when it turns Her on or She feels like it), and Master uses the crop too. Master unlike most Men. who are generally strict but can be lax with details, Master is very stern about details too, everything must be perfect, from sex to the way His toast might be arranged on His plate. And you will be sent for the crop at the slightest tiniest infraction. But we all love Him and strive to please Him, not just because He will punish us otherwise.
He and Miss often play games too. Sometimes He dominates Her and spanks Her. Though we maids never mention or even dare whisper about that. But apparently one time a long time ago He even made Miss wear a maids uniform and serve Him with the sissymaids. I cant ever imagine seeing Mistress do that, or even Miss in all honesty but the thought of it is very hot. And is one of those moments where I cant quite decide whether in that scenario I would like to be Him or Her. Of courtse I
wouldn’t ever be given that choice being just one of the chastity maids, and after all its just play for both of them and they both orgasm at the um climax of play.
But this time I was going home to Mistress.
All three of us maids sat primly on the back seat while the female driver sat in the bucket seat supervising us. The new chastity devices were on the seat besides us.
“Can you remember, your first time in these things, aren’t they so big to you now.” She said indicating the very small devices, but they were very large compared to the chastity we wore now.
“Yes Miss, thank
You
One of the maids had indeed been put into chastity for the first time by the driver, but I and the other maid had been locked up for the first time by our owners. Sometimes the drivers deliver new smaller devices approximately weekly as the hormones and estrogen infused in the medical silicon cages takes effect. But again my
Mistress had wanted to that with me.
I was the last to be taken home and the house was very quiet and exactly how I had left it. Nonetheless it and everything in it would have to be cleaned and polished again, before Mistress arrived home.
The two drivers came into the kitchen and the male driver had me sit on His lap. I could see and feel Him growing against my thigh. He was quite new to the job and previously when He had dropped us off been reluctant to spank the sissy in the hotel before fellatio. But that was a few weeks ago now and He was appreciating the perks of the job.
“I think a nice spanking for you sissy.”
“Yes Sir thank You Sir.”
“Oh wait do you have a nice paddle sissy ?” The female driver asked.
“Yes Miss, I do Miss, thank You Miss.”
“Well run and fetch that then sissy.” he told me, “Great idea.” He told the lady driver.
“Yes Sir thank You Sir.”
I hurried away and brought back my pink paddle, it was thick leather about 16” by 6” with heart shaped indents embossed and stitched into the leather, for extra sting. It also left a pattern for a short time on your bottom
“Oh that’s pretty isn’t it sissy ?,” She said to me.
“Yes Miss, thank You Miss.”
“Mine has little studs under the leather, in a bigger heart shape too.”
“Oh Yes Miss, that’s sound pretty Miss, thank You Miss.”
“My sissy doesn’t like it.” She laughed
“No Miss, Yes Miss, thank You Miss.”
“And no doubt you don’t enjoy yours do you sissy, theres no real need to answer that sissy, get across Sirs knee.”
“Yes Miss, thank You Miss.”
After my spanking He was very big and filled my mouth with cum, and after they had both finished their coffee and cigarettes I had thanked Him for swallowing and both for my souvenir. And they left me to my chores. The house cameras AI taking over supervising me.
Mistress had arrived home a few hours later and it was everything I had hoped for. Well after She had taken a nap, after the very tiring luxury class flight, and luxury chauffeur service home. I had brought Her a glass of chilled wine, and dressed Her in a fresh house negligee, no panties She preferred no panties if She was relaxing with me in lingerie. I had knelt
between Her thighs and welcomed Her home and then a second slower longer time. She had a very large bag of Her panties for me to wash after that but came down to the laundry room to sit by the window, drinking wine, smoking and chatting to me as I lovingly hand washed Her small lovelies. There was plenty else to wash tomorrow but this was our intimate post sex ritual. Though often I was just sent away to do it, but not today as She chatted about Her vacation and how wonderful the location was and how exciting too. She did enjoy quite adventurous trips, and Her brief holiday fling She told me indicating a couple of sex soiled panties.
Sometimes She would completely ignore these, or tease me saying “you don’t object do you sissy to me having my fun with a real Man?” not that I would ever dare demur. This time though She just gave me the satisfied look, which made me squirm with powerless jealously, as She intended and enjoyed.
I had curtsied and whispered quite hotly “Yes Miss, thank You Miss.” (She was always Miss when we at home alone together) Afterwards She had left me to it in the laundry room, and sat in the garden by Her pool chatting to Her friends. I knew She was feeling very pleased with Herself and me, and indulgent too, because She had left the window open so I could hear Her chatting and splashing in the pool sometime later.
Then later
before bedtime with me in my pink glossy baby doll, and Her in a lovely black
lace negligee
I had pleased Her again with my tongue. And been allowed to sleep
in Her bed, spooning Her, and then She spooning me. I was so happy I could
burst and She had left my plug at its maximum girth but I was so happy I
squelched on it slowly thinking about how much I loved Her.
Thank you Mistress, I love you Mistress, curtsy xx






























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