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.