Sissy-whore - a story

Sissy-whore

By Shirley Stall – 2018

Warning - this is a graphic story with disturbing content, but its all FANTASY.


Do you really want to be my little slut? Asked Master.
I do! I moaned. I really do!

Master lifted his hand, and his whip cracked across my ass.

Crawl! Master commanded.

I crawled forward and kissed Daddy´s feet.

Lick them!

I kissed and licked the feet in front of me, my hands finding Masters strong legs.

Can I have your cock? I begged.

I knew his cock was just inside his pants, strong, hard and delicious. I had been dreaming of that cock, wanting it badly.

My little penis strained inside its cage, but was unable to get hard. Master had not let me out for two weeks, and my wife had not asked for the key either. I was feeling more and more like an unsatisfied little girl.

You gotta work for my cock! Master laughed.
Crack! I screamed girlishly as the whip hit my delicate eggs, dangling beneath the pink cage.

Master looked around the hotel-room as my phone rang. He had put up several cameras on tripods around the bed.

Take the phone! He commanded.

Is it Sissy-Shirley? Asked the male voice in the other end of the line.

It is, I said in my most feminine voice.

Are you free now? Asked the stranger.

I felt my Master´s eyes on me.

I am, I murmured sexily.

I liked your add! Said the voice. Is it true that this is your first time as a whore? Getting paid for sex?

Yes, it´s true, I whimpered as Master bowed down and squeezed my nuts.

Two-thousand for an hour, but your Master will be filming?

Not your face! I hurriedly said.

Great, I´ll be there in 15 minutes, said the man on the phone as I gave him the name of the hotel and room-number.

My heart hammered in my chest as it knocked on the door.

Open it, said Master and sat back in his chair, grinning.

I walked slowly across the room; my high heals clicking on the floor. I pushed the door open, and looked at the man, my first customer. He was quite ordinary, I wouldn't have noticed him on the street, but he noticed me.

He eyed me over and grinned, his teeth uneven and yellow. I could see he was balding, and was probably in his early sixties. He wore a brownish suite, and a document bag.

Come in, I said.

You´re a tall gurl, aren't you? The man said.

I was about to answer, but he hushed me. No talking whore! Only men talk! Do as you´re told and stay quiet.

I felt a red flush in my cheek, as his hand landed on my shoulder and pressed me to the floor, towards his crotch.

Payment first! Said Master, and walked over.

Sure! Said the man, and grabbed inside his pocket. He handed Master a bunch of cash, and I starred at it as Master pocketed the money.

Suddenly I wanted some of those money, it wasn't fair that Master took it all. It was me who was going to have sex with this old leering fart.

I think Master saw the look of insubordination in my eyes, because he handed the man his whip. The sissy, it´s all yours!

Undress! Commanded the man.

Dazed I started to wriggle out of my pink dress. Underneath I wore my corset that accentuated my shape, giving me the hourglass form of a woman. Inside my black bra were my silicon breasts. My dick hung limp and pink inside it´s chastity cage. My sissy-pussy was shaved and lubricated. In fact the whole of my body was hairless, though long lush hair hung around my shoulders. Now my penis shrank inside its cage as the man walked around me, eyeing me like a piece of meat.

Bend over on the bed, he commanded.

Suddenly I was unsteady on my high heals, and almost tripped unto the bed. As I landed on my arms and knees, I arched my back like a good girl, giving the man a view of the panties that covered my ass and sissy-clitty.

You´re a whore! Said the man. I own you for the next hour. After this you will forever be a whore, a sissy, not a man!

He said it slow, and with each sentence he started to whip my ass, my calves and my testicles.

I squealed.

The sissy still got its nuts? Asked the man, wonderingly. You should have them removed, he said to Master. In Thailand you can have its testicles removed, and silicon breasts implanted. Also give it hormones, make it girlier. But, it´s really not a girl, is it? It´s a sissy, a toy, a cum-deposit for real men.

That´s why I rent it out! Said Master. Another hundred customers should pay for the treatments, I recon.

I shudder, was about to get up in protest, but the whip landed square on my balls and I doubled over as firework exploded in my head. Dimly I felt my hands and legs getting tied together, and my panties ripped off.

I head ruffling, and the man came around me. He had taken his pants of, and his cock wagged in front of him.

You´re going to spend some quality time with my boss, he said. Don´t bite it, or I´ll squash your balls.

I looked afraid at him, sensing he could probably do such a thing.

I opened my mouth. He wasted no time, sticking his cock deep into my mouth. The taste was intense, a ripe taste and smell of unwashed cock. Also he had not shaved, so his pubic hair brushed my nose. I gagged a little, and tried to think about something else, like my pretty red toenails or the great taste of my Master´s cock.

Happily his cock was not big! I thought, but then it started to swell in my mouth, and I really had to gape, not to bite it. Also, as he started to face-fuck me, it started to knock against my throat, almost making me gag.

What a great toy! Proclaimed the man. It occurred to me that I didn't know the name of the man who was fucking me. It felt humiliating. The deep sense of *********** spread through my body, and my penis betrayed me. My little dick that had caused me no end of *********** in public showers as a boy, started to strain against its cage.

The man grabbed the back of my head and pushed, his elongated cock worked itself into my throat and suddenly I couldn´t breath. He held it there until my gagging-reflex subsided. Then pulled out. I gasped for breath. Then he did it again, this time starting to fuck my throat.

Best slut ever! He proclaimed. I´ll recommend it to some of my friends. Maybe it could be entertainment at a company outing? He mused.

The cock was not small anymore. It was filling me. It was everything. It filled my senses with smell and taste. It filled my mouth and throat with its girth and length. Again he pushed into my gagging throat and held it there, spittle running down my lips.

I´ll hold still for a minute or two, he said. Or I will cum way to early.

A minute? Two? I had to breath now. I started to struggle, but my hands were tied hard to my ankles with thick plastic stripes. I gave up, and focused on holding my breath.

Ahhh... Said the man. I can feel its throat massaging my cock, very pleasant!

I started to grey out, when he suddenly pulled out. Long ropes of spit and precum hung from my lips as I weakly looked up at him.

I think I fucked it brain-dead, laughed the man. Look at that cock-hungry gaze. You´re getting that on the film?

Strangely he was right. Just now, I suddenly wanted his cock again. His and everyone else that would walk into this room.

I need a break, said the man. He walked out of my sight, and I heard him pull on his pants.

I heard a click as he picked up the telephone besides the bed stand.

"Room-service? Can you bring up two beers and a bottle of milk?"

I began to struggle against the bonds again. A strong hand grabbed my nut-sack, and pulled hard.

You lie still, murmured the man. Lie still with your pink ass and pink dick-cage. I did.

He came around me, holding something that looked like a garden tool in front of me. Also he carried a ball-gag. Time for some noise cancelling he said, and pushed the ball into my open mouth.

It knocked on the door. Come in, called the man. I heard the light feet of a woman or girl as the door opened, and a small delicate gasp. I managed to get a glimpse of a young Asian woman between my legs, as she walked into the room. Outside I could hear people moving in the corridor and felt terribly exposed.

Don´t worry about him, said the man. I guess you've seen worse?

The woman nodded, walked across the room and put down the tray on a table in front of me. She eyed me wearily. I could see amusement and disgust in her eyes.

Trans-women are quite normal in Thailand, she said. They worked on the hotels where I worked!

The man nodded. Do you want to get 1000 in a tip?

The woman nodded.

Then come around here, said the man. Take this!

Again he stretched my balls away from my body, and this time I felt cold metal on my stretched skin.

Clamp down as hard as you can and hold it, said the man.

It felt a bomb went of in my crotch. A big red pain, exploded from my balls and into my whole body as the metal of the castration device bit into me and severed the ************ transporting ***** to the organs that kept me a man.

I fainted.

When I woke up again. The woman was gone, and someone was fucking my ass. My scrotum ached, but my balls felt cold like ice as they swung underneath me at the furious pounding.

What a tight sissy-pussy the man exclaimed. To our viewers I will just say that this sissy has just been castrated and turned into a whore. Pay to download the whole show, for some spectacular footage. Also visit her web-site, and make an appointment to fuck her yourself.

He pulled out, and it felt like a baseball bat was leaving my hole.

I gasped. My brain did not work very well. I felt empty. I wanted the cock again. It made the ace in my groin go away.

Instead a cold glass bottle was popped into my winking hole, and a litre of milk poured into me.

The man laughed as he pulled the bottle out, and I tried desperately to keep the milk inside my ass.

They were filming. They wanted to film milk pour from me, like I´d been fucked by a donkey.

The man came around and removed the gag from my mouth. I tried to speak, but could not.

Good slut, he said. You really want to clean my cock, don't you!
I nodded, ashamed.

His cock slid into my mouth, and the taste of ass and cock filled my senses, and I felt tears in my eyes.

He started to fuck my throat again, this time hard and fast and he grew in size as he was about to cum.

Hold your tongue out like a bitch!

The cock left my mouth and I stretch my tongue out, starring at the slit of the cock-head with eyes that crossed dumbly.

He came thick and heavy. Yellow ropes of cum landed first on my tongue, then in my eyes and nose, and finally in my hair. My first Joe ended the *********** by wiping his cock of on my temple.

I saw a camera lens just inches from my face and flushed red again. I was a mess of cum and smeared makeup.

Then Master moved around me with his camera. Push it out, he commanded.

The pressure in my bowl was too much, and I let the milk flow from my ass. It showered into a bowl that had been put beneath me. The ties that held me were cut.

***** your Milk! Ordered the man.

I slowly got back on my knees and looked at the dog bowl between my legs. It was filled with slightly pinkish milk. The man grabbed my cold nuts and pulled my ass backwards and my face fell into the dog bowl.

I started to ***** the milk from my own ass, and the *********** was to much as the man mushed my nuts in his fist. I came hard, and a sad dribble of sperm left my chastity-cage.

Great doing business with you, said the man to Master. My guys will pic up the film for editing. You will get a grand for this kind of content.

I lay on my side in the bed, my eyes closed.

Sissy, said Master, softly.

You did very well!

I opened my mouth, and accepted gratefully his large, well-tasting cock. Soon his cum washed away the taste of ass and the old-mans cock.

I fell asleep in the bed, totally exhausted.


Endnote. - A year later, and about a hundred more ordinary customers later I fell asleep at a clinic in Thailand. I awoke with new C-Cup breasts, a thinner waist and more pronounced cheekbones. I´m now on hormones and grows more feminine every month.