I’ve written a lot about Mistress Kaylish recently. I guess she’s on my mind because my next appointment with her is coming up soon.
Here’s how the appointments get started.
BEFORE THE ARRIVAL
It’s my responsibility to reserve and pay for the hotel suite. I text Yoshiko the room number. And I arrange a room key card for them at the front desk.

Mistress Kaylish and her slave always arrive at 7:30 pm.
At 7 pm, I have to be naked and kneeling in the center of the suite’s sitting room, my eyes cast down to the floor.
I stay like that until they arrive.
My pussy is freshly shaved.

Mistress Kaylish requires every pussy she and Yoshiko work to be absolutely hairless — not even the whisper of a hint of a sign of a suggestion of stubble.
So I shave in the suite just before it’s time to kneel.
AFTER THE ARRIVAL

Nothing is said for several minutes after they enter the suite and prepare their tools of the trade.
Eventually, Mistress Kaylish will walk over and stand in front of me. I’ll stare at her shoes until she says …
“Whore.”
That is my signal to raise my head — not lifting my eyes higher than her chin — and ask …
“How may this whore be of service, Mistress Kaylish?”
And then the long, fascinating evening begins.

Because of my age, the first thing Mistress Kaylish does is order Yoshiko to bind my breasts.
My sag is offensive.
After that …
I never know what to expect.
Mistress Kaylish is quite heartless and inventive.
And very expensive.
An evening with the monster and her pet demon costs me about $2,200 for each appointment — when you include price of the suite, a little taste for the hotel consigere’s understanding and silence, plus an expected tip for Mistress Kaylish and her slave (who probably has to turn around and give it all to her owner).
But worth every penny.

On those nights I extremely grateful for my family’s generational wealth and my stupendous inheritance.














