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Sissy Slut

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I was naked and kneeling in the corner of the room furthest from the door. My head was bowed and my forehead touched the floor. I was shivering in anticipation because I had been that way for what I guessed to be more than half an hour, although it is hard to tell in such circumstances.

Finally I heard the door open and the sound of stiletto heels on the painted concrete floor. They came towards me but I did not dare to look up. I knew that to do so would be very costly. A booted foot was thrust under my nose.

"Show me how a slave greets a Mistress."

I raised my head just enough to kiss the toe of one boot and then the other. I kept kissing until told to stop a few minutes later.

"Stand up and spread your legs and raise and spread your arms. Get your legs wider slut. You can do better than that."

I was encouraged by a hit on the inside of each thigh with a horsewhip. I stretched to the limits my body could take and already my arms and legs were getting tired.

"Hold that pose for me slave while I inspect you."

Mistress walked around me slowly but I did not dare turn or move in any way to look at Her, and I certainly did not look at Her face. If I dared to do so the punishment would have been swift and severe.

She then stopped in front of me and took a leather thong from Her belt. My cock and balls hung down in the gap between my legs and She tied the thong tightly around my scrotum above my balls. Immediately I could feel my cock starting to rise but She quickly slapped it down with her whip.

"So, you want to be a sissy slut do you? Well I think I can help you with that."

She then took a posture collar from the rack on the wall and fastened it tightly around my neck. It was very uncomfortable, but She had made it clear that She was not concerned about the level of discomfort I was experiencing. A pair of nipple clamps was then attached and, although they hurt I knew from that they would hurt even more as they were removed.

"Stand up straight for me now."

I was relieved to be able to move and stand normally.

From a bench near the wall she gave me a pair of red and black panties to put on and then a black bra. The nipple clamps were still on and She eased them under and into the bra cups. Next a pair of black fishnet stockings with elastic tops that came to mid thigh, and finally a pair of what She called "fuck me" shoes. Black and 4"heels. I tottered on them struggling to find any balance.

"Now bend over the bench for me slut and pull your panties down a little."

She greased my arse and inserted a butt plug that was so large that it took Her almost a minute to get it inside me.

"Stand up."

She sat in a black wood and metal chair in one corner of the room and lit a cigarette.

‘Walk for me slut. Look at yourself in the mirror and walk up and down for me. If you are going to be a sissy slut you need to be able to walk like one.

I started to walk, finding it very difficult in such high heels.

"Swing your hips and your butt you useless slut. Do it now."

I tried to do as I was told and eventually I got some semblance of rhythm, encouraged by the occasional hit on my thighs with the horsewhip.

"Keep walking slut, but next time you are near me you are to kneel in front of me and open your mouth."

I did as I was told, and knelt before Her with my head back as far as my collar would allow, and my mouth open. She flicked the ash from her cigarette into my mouth.

"Walk again slut and kneel again after you have been up and down the room again."

She used me as Her ashtray until the cigarette was finished. I was surprised how little I could taste the ash but the impact of being treated this way for the first time was extraordinarily exciting and it showed.

"So my little slut is turned on is she. Good. Come with me."

I was tied over a horse in the middle of the room with my arms and legs restrained to the legs of the horse. The paddle struck me time after time on each buttock making me grunt with pain. She knew I was hurting but She did not stop until I finally begged for mercy.

"You will have to learn to take more than that my dear. We will work on your tolerance for pain from now on."

Behind me I heard her go to the wall and take something down. She came back to me and with a gloved hand removed my butt plug. She pushed Her body close to mine and I could feel a dildo starting to probe me.

"A good slut should be able to take this easily girl. Now relax and enjoy it like you want too."

Gently at first She pushed the head into me and then gradually, using more force, pushed it deep inside me. I grunted first with pain and then with pleasure as it moved around inside me.

"Good. I can see that my slut likes this doesn’t she. Answer me."

"Yes Mistress I like it."

"Tell me what you want girl. Tell me now and quickly."

"I want you to fuck me Mistress. Please, please fuck me."

And She did. She used me until I was erect and begging for Her to allow me to release. But then She stopped.

"That was for my pleasure girl, not yours."

I was released from the horse.

"Clothes off and sit in the corner"

I undressed and sat down on the cold concrete.

She walked over and stood above me, legs apart, and without saying a word pulled down her panties from under her leather skirt. Her pussy was only inches away from my face.

She began to piss on me. First a little on each thigh and then on my chest before finally moving to my face.

"I want you to cum for me now girl. Stroke yourself and come for your Mistress."

I was hard instantly and stroking my cock as She commanded.

"As you come I want you to drink my nectar slave. Open your mouth wide."

I did as She told me and I stroked furiously as I swallowed the piss gushing from Her beautiful pussy. I came in great spurts all over my belly.

"Good girl. My what a good slut you are going to be. Now shower and clean up. Then I want you back in your original position."

An hour later I heard the door open but I knew I could not look up. A boot appeared in front of my face.

"So you want to be a sissy slut do you? Show me how a slave greets a Mistress," said a new voice.

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It all started back in the 60's, 1967 to be exact, when I was 13 years old. As a c***d I was a bit small and frail, taking longer to develop than most boys my age, and as a result I ended up playing more with the little girls on my block than the boys. This was also a problem of geography, not having any boy friends living near us, and that was probably just as well because all they did was tease me and beat me up, never letting me play any of their games.My only real play friend was a pretty...

2 years ago
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Sissy Julian Chapter II Introductions

Julian's story continues with his first day at Lake Orenda, and quite an interesting day it proves to be! If lots of frilly sissy outfits, super swishy behavior and a little sex - not to mention dominant women - are your thing, please read on. If not, thanks for looking anyway. It is also a purely fanciful, fantasy fictional work. No references are intended to portray any actual persons, places or events whether past or present. This chapter is rated R as it contains sissy sex....

1 year ago
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Sissy Crissi Chapter 2 Facing Erika

Chapter 2 - Facing Erika But my bliss would be short lived. I was abruptly wakened from my dreamlike state by a jarring shove into my shoulders that snapped my neck back and sent me reeling forward to the floor. I tried to reach out my arms and break my fall, but one hand was pinned between my pantied crotch and thighs. I reached out with the other and managed to get it in front of me, but it only tended to cause me to roll to the side, throwing my shoulder into the floor and toppling...

4 years ago
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Sissy Factory 3 School

Note: The following journal entries are sanctioned by the overseers of the Sissy Training Academy. STA staff believes that this history might prove useful for the future training of young sissies. With that goal in mind, Sissy 16452 has been authorozed to recount her experiences as part of the graduation and release process. As always, STA welcomes any and all comments regarding this sissy's account. Your thoughts are helpful in deciding future training courses for our young...

2 years ago
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Sissys SheCock Training

Sissy was in the corner on his knee's patiently waiting for Mistress's command. mind racing at the thought of days adventure, a nervous tremor passed through him wondering what it may be. Mistress had said she had a little surprise in store. Mistress standing there in black leather corset, her ample breasts on display fully fashioned stockings, 5" studded 5" heels crop in hand.Smiled and turned to the dresser grabbing, shiri, and sissy's collar, turning back to sissy in the corner, said over...

1 year ago
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Sissy Husband

Sissy Husband By Margaret Jeanette Betty Burns was headed for her mother's place. Her mother lived eighty miles away. She was talking to her on her cell phone, actually arguing some more with her. Just like that her mother hung up on her. She dialed her back and when her mother answered she said she didn't want to talk to her and hung up again. Betty turned her car around and headed back home. So much for a week-end with mother. She knew her mother had a temper and it...

4 years ago
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Sissy Farm Chapter Eight

Sissy Farm - By: Beverly Taff List Of Characters. Me: Michelle - A Natural transvestite sissy. Janice: My Younger sister Aunty Bev: Janice and My mother's Sister. Mistress Janet: Headmistress of the young lady's academy Dr Shirley: My endocrinologist. Miranda: A very effeminate Sissy sales assistant. Miss Stern: Miranda's mistress who owns the shop. Peregrine: AKA. Uncle Penny. My transvestite uncle. (Aunty Bev's brother.) James: AKA. Auntie Jamie, ...

1 year ago
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Sissy Teaches Me Part Two

“Are you watching?” Sissy asked me as she lied there, legs spread nice and wide. The inner part of her pussy starting to gape a little, trying to open up larger than it was already.“Yes,” I answered.I was watching with everything I had.Sissy ran her hand down between her smooth legs and I watched her take her finger and trace her tender sexual entrance slowly. As she did, I saw her puffy lips come to life. Her inner ones swelled and slightly parted even more to reveal the hot pinkness hidden...

Incest
1 year ago
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Sissy School Part 5

SISSY SCHOOL - PART 5 By Missy Crystal I woke up thinking that I was in my bed at home and had a bad dream. I was on my back looking up, but the ceiling of my bedroom wasn't pink. Then the weight of my bedmate's arm and leg draped over me, the warmth of her body against mine and her soft breath on my neck as she slept quickly reminded me of what had happened the day before. My mother sent me to a school for sissies and here I was in bed with one. Well, that really wasn't the bad part....

3 years ago
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Sissy Julian Chapter V A Day at the Village

Julian spends a most interesting and eventful first day in Lake Orenda Village. So, if lots of frilly sissy outfits, super swishy behavior and a little kinky sex - not to mention dominant women - are your thing, please read on. If not, thanks for looking. It is also a purely fanciful, fantasy fictional work. No references are intended to portray any actual persons, situations, places or events whether past or present. This chapter is rated X just because of the sheer kink of it....

3 years ago
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sissy Britney serving Mistress Jeri James

About a month ago sissy was honored to meet and serve her Mistress.Mistress has been training me for a couple months to be her Britney sissy slave.Training included watching lots of sissy hypno vids along with BBC hypno vids.Learning to dress as Mistress likes, sucking dildoes to become a better cocksucker.Locked in Chasity, my chastity is a nub because my clitty is so small.Wearing butt plugs and once I got use to a size, I had to go purchase a bigger one to getMy pussy ready for large BBC.I...

2 years ago
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Sissy Fantasy

I waited for what seemed like hours and was probably minutes when I heard Masters voice. "Silly me I forgot to open it, better hurry sissy I don't think Jenny would be too pleased if the neighbors saw you dressed that way," he smirked. The car lights flashed and the boot unlocked. I grabbed the cases and hurried inside. As I was passing Master he handed me a package. "A present from Jenny....put it on when you change... and put my case somewhere safe but don't open it," he...

2 years ago
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Sissy Farm Chapter Nine

Sissy Farm - Chapter Nine By: Beverly Taff List Of Characters. Me: Michelle - A Natural transvestite sissy. Janice: My Younger sister Aunty Bev: Janice and My mother's Sister. Mistress Janet: Headmistress of the young lady's academy Dr Shirley: My endocrinologist. Miranda: A very effeminate Sissy sales assistant. Miss Stern: Miranda's mistress who owns the shop. Peregrine: AKA. Uncle Penny. My transvestite uncle. (Aunty Bev's brother.) James: AKA. Auntie...

1 year ago
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Sissy Gets A Black Master

Sissy Gets A Black Master I got up wearily from my long and exhausting night being fucked and punished by my new Black Master. As I awoke, I could scarcely believe that all those depraved things had happened to me. One minute I had been merely exchanging emails with a man, who could have been anywhere and the next minute, that very man was at my door, in my home, and then inside my body. Black Master, a man whose name I didn't even know, a man who looked to be about ten years my junior, had...

1 year ago
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Sissy Outed Brandon to Brandy

This is a story about seduction and transformation that’s written about a real-life sissy named Brandon Hippel, Brandon’s a cute little limp-wristed sissy-faggot from Abington Pennsylvania that loves to be humiliated and exposed online. She loves feminization, crossdressing, being exposed online, humiliation, anal play, degradation, being captioned, taking pictures, and talking to new people, so feel free to contact her through these various social media; Her kik is; HumiliationSlut2Her email...

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