"Look at that! The hole is so large I can use it to store an umbrella!" laughed Miss Tina.
"I guess the ass muscles are stretched forever...he might need to wear diapers from now on!" added the Cute Mistress, amused.
I contemplated with fear that possibility; I could feel the room's air circulating freely inside my anus.
Miss Tina and the Cute Mistress continued chatting for a long while, now and then making humorous comments on my displayed asshole and on my ability to cum while ass-fucked.
"Goodbye, little boy!" finally the Cute Mistress said.
"Woof!woof!" I greeted her, unable to look at her as I had been ordered to face the wall.
"He can talk with his ass mouth!" joked Miss Tina.
"Woof!woof!" I repeated, to make clear that it wasn't my anus to talk.
"Shut up that ass mouth!" repeated Miss Tina laughing.
She had closed the call now, and pulling me by the leash she pushed me against the pool of cum.
"Clean it, anal slut!"
I started to lick the floor. I realized that the consistency and taste were different from the usual sperm, it was more liquid and less pungent in taste. I learned later that it's not sperm at all, but it's called prostate fluid and is produced when, during anal sex, the male prostate is stimulated.
"Very good, was it tasty? You can talk now".
"Yes, Miss Tina! It's a delicious snack!"
"Then I need to milk you every day, cum cow!" That meant fucking my ass every day...
When I had cleaned the floor, she attached the leash to the collar and led me to the bathroom. Using the shower faucet she cleaned the fluid-stained cock and cage, shook it using a riding crop, and then attached the collar to the bed's frame.
Exhausted by the long day I crouched on the floor, naked, my asshole still stretched, contemplating the very concrete possibility that I had to wear a diaper for the rest of my life, like an old man, unable to control his defecation, surrounded all day by his shit smell.
Half asleep, I felt something approaching again my anus. Miss Tina was inserting into it the large butt plug, with a shiny, pink diamond flat top that I had been unable to take so far. Now, after the extensive fucking, it slipped in easily and sealed the gaping hole easily.
It was a caring act for her so that I could avoid embarrassing myself through the night.
"Thank you for closing my butt mouth, Miss Tina!"
"Not at all, after all, we don't want to piss off Nakaya-san, isn't it?"
"Yes, Miss Tina..." and on these words, I fell asleep.
In the next two days many of the things I had experienced became a routine: the enema by the hotel staff, the supervised peeing, the pussy licking, and especially the prostate milking, which the Cute Mistress liked to see live.
Miss Tina had regular calls with her, during which the camera was placed exactly to face my peehole so that she could supervise the whole process.
When it started dribbling, she would shout happily:" It's coming! It's coming!".
Later the two girls would like to discuss at length the amount and quality of the fluid I produced, scolding me if the result was not up to their expectations.
It was now the morning of the last day of Miss Tina's holiday, and as usual, I was crouching by the bed, naked, the chain leash attached to the frame, the cock caged and the bladder full.
It was more than one hour that I was waiting for Miss Tina to wake up, use my tongue, get her breakfast, return and feed me with some leftovers and then call Ayakosan to let me pee.
Finally, she pulled the leash, signaling that I could service her pussy.
With the riding crop she controlled me, slowly patting my ass when she was satisfied, hitting faster when she wanted to increase my tempo, and finally giving me a few hard blows when she wanted me to stop.
After the night her vulva had an intense taste, but I licked with enthusiasm, even if I felt that I was more cleaning it than actually giving her pleasure.
She went on with her routine, left for the hotel's restaurant where she had breakfast and returned, bringing a mix of stale cereals, half-eaten fried eggs, tofu, milk and yogurt of a different flavor, bacon's fat, that I ate without questions, knowing that, even if that mix made me puke, I had no alternatives.
"You can call your bitch, little boy" she finally said.
I called the concierge and without me saying anything, the attendant understood immediately.
"Good morning, I'll send Ayachan at 2901."
Shortly after she arrived.
It was now a very different girl from the proud, unspoiled girl I had first met.
After having discovered her lustful side, she was unable to control herself, and using that plus blackmailing her with pictures she had taken with the help of Noemisan, Miss Tina had taken control over her.
Only a trace of her original shyness remained.
"Good morning Madam, how I can help?"
She was still wearing her uniform, but the skirt was so short that it barely arrived below her large ass, the white shirt was a couple of sizes smaller, so the buttons were in some cases unfastened, or stretched so that portions of her skin were visible in between.
She wore no underwear, so her nipples were forming a dark shade below the shirt.
She looked like a cheap slut, she knew it and was mortified.
"Show me the pussy", ordered Miss Tina in a plain tone of voice.
Blushing, Ayachan raised the hem of the skirt, revealing the smooth skin of her freshly shaven vulva.