It was to be my first release in 3 months.

Since I had moved in with Mistress I had been kept permanently locked in my chastity cage and plugged with a large lockable phallic dildo

I had to wait for permission to use the toilet & wasn’t allowed to be out of the chastity cage at all, except when Mistress swapped it for a smaller device.

Except for toileting I was only allowed to be unplugged when Mistress wanted to pegg me, or for my strictly supervised daily cleaning enema.

Mistress had been promising me release for over 3 months now.

& every time only delaying or postponing the event at the very last moment.

Because She was tired or going out with Her friends or one of Her boyfriends. Or simply because She wasn’t in the mood right now.

I was simply fraught now, almost feeling like I would burst at any moment. Which of course in my tiny locked cage I couldn’t.

Mistress was always very amused to inspect my satin nightdress panties & to find evidence of a little night leakage.

And I was always embarrassed & distressed not to have felt anything overnight.

I was often caned for my little sissy mess, but not always sometimes She just laughed at how pathetic my little mess was, depending on Her mood.

Tonight was to be different.

Mistress arrived home early and spent a long time getting ready, teasing me terribly as I dressed Her in lots of different sexy outfits until She was finally satisfied.

All the other rejected outfits, even though She had worn them for a couple of minutes at most,  would now need to hand washed and ironed.

Then Her guests had arrived. 5 of Her female friends all of whom had sissies of their own at home.

I had served them drinks then stood in front them waiting to serve them further.

Instead Mistress summoned me over and lowered my panties in front of them.

‘Its nearly time for your release sissy.’ She told me ‘lets get you ready’

‘Yes Mistress thank you Mistress’ I had whispered meekly totally  embarrassed

Wearing black surgical gloves She had removed my chastity device and replaced it with an even tinier cage. This new cage had a deep urethral insert.

Still with my panties lowered I was paraded in front of the amused Ladies.

Then I was sent for my cuff set. A pink leather belt & strap set that kept my hands locked behind my back when I was being pegged or cropped, or otherwise used or punished.

I was locked securely in the cuff set

Mistress put on another pair of black latex  gloves. And coated Her fingers with slick shiny sex lube.  

I was bent over facing away from Mistress, facing the seated ladies. My dildo plug was unblocked & removed with a loud humiliating squelch.

A couple of the ladies  stood behind me patting my bare bottom and commenting on how cute my little ass was and how soft and well rounded it was after 3 months on hormones. They also commented on how cute my bleached hole was now, so pink and inviting.

A wine glass was put under my cage and Mistress began with a little slap to my bottom then Her fingers went inside me.

She pressed deep then found my prostrate and began massaging it firmly. The ladies were giggling now & I felt a very faint leaking sensation for a minute or so. Mistress pulled Her fingers out And locked the dildo plug back in place.

‘That’s it sissy all done. That was nice and quick wasn’t it sissy’

‘But Mistress I didn’t feel anything.’ I had blurted out, to much amusement.

‘Well what were you expecting sissy a little spurt, or an orgasm ?”

I squirmed in disappointment and shame didn’t know what to say

‘But don’t worry sissy you can still give me a lovely orgasm later.’

‘Yes Mistress thank you Mistress’

‘And we will have a little chat before that wont we sissy’

'Yes Mistress thank you Mistress’ I felt my knees trembling knowing that ‘a little chat’   meant  I would be fetching the cane or possibly worse later.

‘I’m surprised you even miss your little sissy dribble. Its was always quite pathetic wasn’t it sissy.

‘Yes Mistress thank you Mistress’

There was lots of laughter and knowing smirks as I squirmed in embarrassment & frustration in front of them

I was uncuffed and told to fetch & serve the amused ladies fresh drinks.

Because it was a special occasion I was allowed to stand in front of them and I was given the wine glass with my dribble to sip slowly. I was also not allowed to pull my panties up.

‘Its quite thin and weak isn’t it sissy ?’ One of the Mistresses best friends asked.

She often came round in the afternoon to drink wine, Mistress & She enjoyed teasing me. & getting me very excited before dismissing me to my chores

‘Yes Mistress, it is thank you for asking Mistress’

‘Don’t worry, my sissy tells me a real mans cum is much thicker and creamier.’

I had squirmed in embarrassment ‘Yes Mistress thank you Mistress’

‘Especially when Sir is pumping into her painted lips and sissy is nearly choking on his thick warm load.’

‘Yes Mistress thank you Mistress’

When all the guests had left for the evening & I had tidied up. Mistress had sent me for Her canes.

Bending me over She had gagged me with Her black silk panties, they were soaked and very warm with Her arousal.

After my caning She had pressed me furiously between Her legs and I had pleasured Her. She came quickly powerfully, with multiple orgasms. Then after I had fetched Her some more wine and She had used my mouth to urinate in. Then She relaxed on the couch with my face between Her thighs again for a much longer and slower orgasm.

That night as I had dressed Her for bed and put on my own satin pink babydoll nightie. I had asked Her about the other Mistresses comments about a real mans cum.

She had laughed & sent me to my own room.

From my room I could hear Her chatting & laughing with the other Mistress on the phone, for a long time before She went to sleep.