Kiss

Kiss
To kiss softly, obediently adoringly, aching and longing to please Her

Sunday 12 February 2023

Teasing sissy

 


Mistress and Miss were having a long afternoon drinking wine and chatting, laughing occasionally summoning me from my chores with the sissy bell and  teasing me.

Miss was examining my chastity cage. I was stood in front of the pair holding the hem of my dress outwards and upwards as if curtsying. Miss had snapped on some black latex surgical gloves. My panties were lowered and the little sissy bag removed as She cupped and squeezed the device. Miss was Mistresses best friend as was the only other woman to normally have access to my key. She was also the only other woman who Mistress allowed to crop or cane me. Although Miss preferred the crop to cane. This was mainly when Mistress might be away on vacation for a couple of days. When I would be left all alone in the house with just my chores. Miss would usually come round in the mornings with  along list of chores and then in the early evenings with one of Her boyfriends. Miss would inspect the house and would always find some little fault, a spec of dust or a surface that wasn’t polished enough,  so I would need to be punished. I would be reprimanded and scolded until I was in tears, then be sent to fetch a crop or crane. Either She would crop me, or often on these occasions Sir would be allowed to use the thicker, non springy, cane to punish me.

Sir would usually want fellatio after caning me or watching me being cropped. And often wanted anal too. It was his reward for the inconvenience of supervising me while my owner was away.

Then I would be allowed to toilet, wash and my evening enema administered. Then I was allowed to dress for bed, in my glossy pink nightie. Sir would often want another blow job after seeing me in my pink satin baby doll with matching panties. Often Miss would let him blow, or cum in my face too. Mistress preferred Her boyfriends to always come fully in my mouth when She was watching. But Miss sometimes enjoyed seeing me with Sirs pleasure all over my lips and face.

If Miss’s boyfriend was allowed to blow in my face I would continue serving them with my face spattered with sissy icing, until they were nearly ready to leave. Mistresses & Miss’s boyfriends always seemed to cum quite a lot, so there was always a sticky mouthful to swallow too. Then my face would be wiped with the satin panties of my nightie and I would curtsy and be sent to bed. Or sometimes if Sir had wanted anal in my room I would be left in my soiled nightwear to sleep on the sticky sheets till morning.

I was always very lonely and forlorn when Mistress was away and Miss was very kind to come round and look after me. I was always very grateful for Miss’s visits so I could curtsy and kiss Her bottom before bed. But also always felt very vulnerable and anxious when She brought Sir round.

Mistress had told me that it was only natural to feel for a sullied sissy to feel used and violated, and that  Sirs pleasure was much more important than my inconsequential feelings or silly tears.

Mistress told me that if & when She was going to be away for longer periods I would be sent to the club and would be staying there to earn myself some pin money to give to Her when She came back. & now that I was a ‘pink pantied’ sissy  I would earn extra tips as a chamber maid for the Sirs, but that wasn’t to be happening just yet.

Miss was squeezing the pink silicon chastity device. The cage enclosed my clitty and my cherries, and also had a deep urethral insert. It was very small and discrete but also made me very self conscious of the bulge however tiny and pathetic the bulge might be. The special silicon was self cleaning and infused heavily with estrogen rich hormones, as was my silicon butt plug. In the beginning Mistress had regularly removed my cage to examine me, and usually to replace the cage with a significantly smaller one. However for the last few years Mistress had said I was tiny enough and possibly couldn’t get any smaller. So the self cleaning cage was never now removed or replaced. The specially treated silicon kept me soft and moisturized too.

There was absolutely no space in the cage for expansion and it always felt extremely snug and tiny. When I was in Her presence, or thinking about or longing for Her, and especially when  serving Her orally I would get intensely squirmy and uncomfortable in my  tiny confinement even though I never got hard anymore. Mistress liked to call it Her sissy seraglio.

Mistress and Miss had always teased me saying how wonderful it must be for me as a sissy to be so small and tiny when I had Mistresses big phallic strap on in my ass, or Sirs nice big cock in my mouth or ass. & at first I did feel especially small when I was serving a real man. But now & I was very embarrassed by this, I would feel a humiliating tightening in my cage when I was on my knees before Sir.

For reasons of their own  neither Mistress or Miss mentioned this, but made it patently clear that they were aware of it and  very amused. By contrast they  always teased me if I had the tiniest leakage when serving Sir, even though I never felt anything. I would often get a little involuntary leakage when I was on my pink cushion with Mistress too. To my intense embarrassment I never felt a thing when the dribble occurred, unaware until the tiny damp spot was pointed out for my humiliation.

Mistress was sometimes amused, but also often punished me for this improper release. This was especially severe so for any tiny nocturnal dribble, where I might be enjoying inappropriate dreams without permission.  

Nearly all my dreams were hot dreams about Mistress and I would wake up breathless with excitement squirming helplessly in my cage. Mistress had said She looked in on me one night and I was grinding and squelching hotly on my plug, in my sleep. She had laughed that I must be dreaming about one of Her boyfriends.

The urethral tube had another intended effect, for me. In that although I would never pee pee without permission, and being supervised sitting on the loo, often by one of Mistresses boyfriends. When I did go no matter how long I had been waiting to go, all I would feel was a damp splash coming out. No inappropriate gush, or sense of release. Naturally I would wipe myself whilst sitting then curtsy and thank the superior who had taken me to use the loo.


Whenever a superior spoke to me I was to double curtsy, deeply  and thank them then reply and curtsy again. With each curtsy I would feel my dildo squelch. The silicon was self lubing the more I moved and tried to hold my bottom muscles around it the more slippery it felt, but also felt the deeper and stouter too. The 10” plug was a highly exaggerated phallic shape. Mistress told me She enjoyed keeping me penetrated and so full with Her cock. 

Mistress and Miss and Her friends were constantly commenting & teasing me on my little mincing squelch and how prettily I curtsied and squelched on my plug. Mistress always expanded the plug to its full 12”+ size when we had visitors or if I was serving Her intimately. Mistress said sissies should always be kept penetrated it kept us feeling vulnerable & sexually distressed. & traditionally men had used forcible penetration over women. So it was only just and proper that effeminized sissies should be kept in enforced penetration.


On these afternoons they would tease me constantly until I was totally hot and bothered in a state of sissy fluster.

Later Sir would come round. Or after Miss had left I would be sent for the pink cushion. Sometimes Mistress had one of Her Boyfriends coming to pick Her up for an evening out & would be told to give Sir fellatio while Mistress continued getting ready. Mistress liked me to dress Her but preferred to do Her make up Herself.

I would get a mouthful of His cum to swallow before He took Mistress out.  

If Sir was staying over, I would wait up for them to come home then launder His clothes whilst he and Mistress were in the bedroom. Or mistresses favourite have me ironing Her panties whilst they were having sex.

Throughout the night I would be called to serve them drinks and lick both of them clean, fetch clean sheets and fresh lingerie for Mistress.

In the morning I would wake Sir with my mouth and make Him breakfast whilst Mistress stayed in bed, She preferred to sleep late usually. And for Sir to be gone in the morning so She could enjoy Her breakfast and morning at Her leisure.

Often in the middle of the night Sir would come into my bedroom for fellatio or anal while Mistress was sleeping. I was never allowed to demur & Mistress enjoyed my quite tearful emotional state in the mornings.

‘You are so submissive after a Real Man has fucked you sissy, mincing about tenderly like such an effeminate little bimbo.’

‘Yes Mistress thank You Mistress’

‘I think you must love it despite your silly little protests sissy.’

‘Yes Mistress thank You Mistress’

‘I shall have to invite Sir to stay over more often sissy.’

‘Yes Mistress thank You Mistress’ I would reply tearfully


Workshops for new dominants & their sissy-maids/wives.

 


The Workshop/Convention was for Mistresses and sissies who were already on their way in the lifestyle. Some Real Men were also in attendance. Either the dominant Ladies boyfriend or just Men interested in owning or enjoying a submissive sissy, for themselves. They were also always welcome because the novice sissies weren’t expecting Men to be present so they added an extra frisson of sexual  humiliation and excitement for the sissies. There was 7 couples present and 5 Men

For many of the couples the next stage would be a sissy wife marriage ceremony, or a simple formal ownership process.

For many of the sissies they were not used to being locked up by their Mistresses or not kept locked up for long periods of time.

The theme of today, only disclosed to the Ladies & Men  was chastity.

Mistress had deliberately worn Her very sexy very shiny pencil leg skirt and Her black silk blouse. For me dressing Her I had gotten so excited that Mistress had also gotten very aroused. She had caned me, then slipped me between Her thighs.
Afterwards She had left me cock gagged & my plug fully expanded. To keep my silly sissy head in its proper place I was given the extra intimate chore of ironing & scenting all Her silk panties and underwear again today as well as my usual housework.


At the workshop Mistress had deliberately strolled through the couples. Enjoying knowing that the sissies were getting very excited. No doubt a few of them were squirming and hotly anticipating going home afterwards and touching themselves naughtily. Mistress was not going to allow that.

The morning session had been all about housework & how housework can be foreplay for sissies and other more intimate duties, how to stimulate indulge and please Mistress.

Then there was a break for lunch. But for the sissies also a big surprise. They would be serving food but before that they were all locked in new chastity devices, most were much tinier & secure than the generous sized cages  were used to. And all the devices had new locks that only Mistress had a key to. No more spare or emergency keys for the sissies to keep safe. The sissies were also all penetrated with phallic butt plugs. For many this was the first time they had been plugged or plugged in public. The phallic plugs were quite small, for now at least. But were much bigger and more explicitly phallic shaped than they were used to.

The sissies were dressed in  tight latex pvc waitress or maids uniforms. Black with white trim and apron,


latex stockings and patent leather maids boots to wear. They all looked very vulnerable & uncomfortable especially with the Men watching.

Two of the Mistress had an extra touch to add. They took of their panties and gave them to the sissies to wear. There was an audible gasp of collective humiliation from the sissies and a murmur of appreciation from the superiors.

Mistress had told me how much She enjoyed that moment. Although as She told the workshop and me frequently. The only time I removed Her panties, or She removed them with me was for me to wash them for Her.

This was not totally true, as I often took Her panties down to kneel between Her thighs, or sometimes to undress Her when one of Her Manfriends was staying over. Or She would take them off Herself to stuff into my mouth if I was being cropped caned or pegged. She loved my muffled whimpers & cries of protest and pain. It added immensely to Her enjoyment of these occasions.

But the general point was, that She took Her panties off for Her pleasure & sissies took Her panties off to hand launder them for Her.

The reluctant sissies were made to serve the Real Men as well as their prospective owners. The two who were wearing their Mistress panties  were told that as well as serving their Mistresses, they were to stay close to  the Men and to serve them whenever they snapped their fingers for drinks and food.

Incidentally sissies are not usually permitted silk panties or silken  anything. Sissies are usually only normally permitted satin, very pretty glossy sensual satin but not silk.

 

Mistress had then spotted a faint white stain on one of the sissies uniforms. She was called out to the front of the room. The uniforms were shared with the various night clubs and other places of entertainment and this was a spot of dried cum.

The sissy was made to stand in front of everybody and Mistress and the sissies new owner scolded her until she was in tears.

What a messy sullied sissy she was. How dare she appear so disgracefully and disrespectfully.

She was told to lick the spot off and then swallow. She should thank the unknown Man, for being allowed to taste & swallow His cum. She should also thank the unknown sissy for pleasing the Man. The previous wearer of the uniform would nonetheless be punished and so would this sissy.

She was left facing the wall in disgrace for the rest of the afternoon.

Her new owner discussed with Mistress and the other ladies a suitable punishment At first a caning was suggested later tonight. Mistress had swayed opinion in the room that sissy should get a taste of the crop for such a serious misdemeanor.

The new sissy had never been cropped before and this would be a good taste of her future strict discipline. The new Mistress had agreed.

Mistress had been quite pleased with Herself when She was telling Miss about this later, in front of me, while I served them afternoon drinks. Apparently the new sissy would be cropped that night and Her Mistress would share the live video with my Mistress. They were also arranging for the other sissy to be punished this evening and this video shared too. I didn’t know this at the time & possibly Mistress and Miss only decided to join in after watching the live feed. Misses sissy & I would be cropped too. It wasn’t so much that Mistress enjoyed causing me pain, rather She very much enjoyed disciplining me. And She especially relished it if it was for capricious reasons or for something I couldn’t help. My additional powerless humiliation and impotent pique usually made Her very aroused.   

The sissy should consider herself fortunate. These events were usually partially staged for the amusement of the superiors and to put the new sissies firmly in their place.

At the last workshop the sissy was made to kneel in front of the real men after being loudly spanked and suck them off in turn in front of everyone, while the lectures continued.  At another workshop the unfortunate sissy was taken into a back room and had Her anal cherry taken by the Real Men. She had of course already been pegged on several occasions by Her Mistress but the first time with a Man is a very emotional  and embarrassing deflowering event for sissies.

Of course some sissies prefer to submit to Men. But most like myself only serve Men because Mistress insists and enjoys me submitting to a dominant male. Hesitantly and reluctantly we serve them, unless we want to taste the leather of the crop. We serve Sir perfectly and submissively attentively to His pleasure.

Of course the ideal sissy has never had straight sex with a Real Woman, it would be better if she had never masturbated either but that is not usually feasible. Mistress was very pleased that I Her virginal sissy had never sullied and disappointed  real woman with my tiny pathetic clitty. She was also very pleased that with the continued dosage of the hormones and my effeminization every time with a Real Man was incredibly emotional for me and I was very submissive and shamefaced afterwards. Both to Mistress and Him. Usually afterwards when I was dismissed back to my chores I would be nearly or in tears, especially as He would nearly always slap my bottom as I went.

For the rest of the workshop Mistress expounded on the theme of permanent chastity. There was no need


for sissies to cum it added nothing to Her intimate enjoyment or  my effeminization and my housework. Rather it added immensely to Her  enjoyment that I was desperately excited and squirming frustrated in my cage as She climaxed all over my face. As it did for Sir when He came in my mouth or ass. And I would be incredibly attentive and submissive afterwards, especially as Mistress liked to send me off to wash Her previously discarded panties soon after She climaxes.

Some sissies are milked regularly but the trend these days is to deny a sissy milking as well. After the first few humiliating times when sissies desperately hope for release only to be milked instead. It has been decided that it is more pleasurable for sissy to be denied this too as it is unnecessary and just allows the helpless feeling of frustration to build and cycle monthly.

Sissy still feels the incredibly intensive swelling need when she is pegged or anally enjoyed by a real man and then the absolutely unsatisfying nothing when Mistress orgasms or Sir cums and she doesn’t. But without even feeling the faint sensation of being milked. Although afterwards there is sometimes a spot of wetness in my panties.

For most or all of the sissies present the last time they had inappropriately pleasured themselves would become a very distant memory.

Mistress had been very pleased with the days workshop, and I would be fetching the pink cushion later that evening, and most likely at least a couple of times.

 


 

Tuesday 7 February 2023

Update & poll

 


Just a slight update.
These later scenarios and fantasies might be a little bit rude for some people. 
They are just fantasies and I do get carried away quite frequently.
I would love some of them in part to come true. 
I enjoy writing them & constantly evolving elaborating on them in my head. 
So my apologies if sometimes they are slightly repetitive. 
I honestly wish there was a superior who would lock me up so I could concentrate solely on Her or His domestic service and sexual pleasure.  
I hope you might enjoy them too.



And this sissy would like to request a little favour if I may please, pretty please, curtsy.

Blogger seems to have removed the simple poll gadget option (not sure why). But it would be great if You or you could respond in the comments to this sort of poll

 

Who or how you would like to see yourself in these stories ?

 

  1. The locked up, effeminized sissy ? (yes please for me)
  2. Mistress ?
  3. Mistresses teasing friend Miss, or one of Her other dominant Lady friends ?
  4. Sir or one of the other Real Men ?
  5. One of the other sissies in the stories ?
  6. Other participant or observer ?


Thank Y/you so much for reading & reponding, 

Curtsy & double curtsy.    


The sissy show & competition.

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Saturday 4 February 2023




 Little bit of experiment with these latest fantasy stories. 

I'm trying to keep the elaboration  to a minimum. So that you can use your imagination to flesh out the details. 

Also so I don’t get distracted, don’t drift off into too much details and get um a little bit too excited to continue writing.

Also writing these stories allows me to explore and add new details and  perspectives for my own imagination.

Which i suppose is a little bit contrarian, but i hope you understand what i mean

 As a sissy i know i should be kept locked up & concentrate on my superiors pleasure but when i'm not locked up i  just cant help myself.

Curtsy

Cracked nail polish

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