Punishment For A Sissy IV free porn video

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Punishment For a Sissy IV By PJD The silence in the cell was prolonged, each of the watching women waited for the housekeepers reaction. When it came they were cold measured words, not the hysterical screaming torrent of abuse, they had expected from the spinster. "For your behaviour to me and the girls, you will be punished, but not now we have to much to do, tomorrow you will be thrashed in front of the entire staff." She pushed the whimpering sissy back onto the bed, "Now pull your panties up and night-dress down." The humiliated sissy pulling his pink panties up over his tiny prick and his night-dress down was conscious of the watching sniggering women as he obeyed, the house keeper commands. On seeing the sissy had obeyed her instructions the housekeeper said, "Right, ladies back to your duties, madam will be informed of the sissies disgusting behaviour, and I'm sure she will be present at her thrashing in the morning." Their was no disguising the looks of expectant delight on the women's faces, at the prospect of witnessing the sissies punishment, each woman wondering if they would be required to assist in the thrashing, and more than one panty gusset grew wet at the thought. The women led by the housekeeper walked out of the cell, "Shut the door Millie." The young girl with one last gloating look at the sissy slammed the door shut and pushed the bolts into place. He heard the clicking of high heels as they walked out of the basement, the sound of the outer door closing and then pitch black as lights were switched off. He screamed in the darkness, he was locked in a cell while his wife was out with a real man. Up above him in the mansion people were enjoying themselves, and tomorrow he was to be thrashed in front of all the women, and what more this wasn't a isolated incident, he realised with a sense of despair just what his mother-in-law had meant, when she said your punishment is just beginning sissy. The night passed slowly for the sissy, it was cold and silent in the basement, but he whimpered in fear as the light came on, and he heard women's voices in the basement. The bolts were drawn and the cell door opened. In walked his mother-in-law accompanied by her two young daughters; she was dressed in an ultra tight satin dress, which clung to her body like a second skin accentuating her curvaceous figure. The twins were wearing identical white mini skirts, which finished five inches above their knees, and tight blue skimpy tops. In spite of his fear and humiliation, the sight of these beautiful dominant women dressed in a provocative fashion stirred his sissy prick. Natasha noticing the slight bulge in the sissy's nightdress, deliberately spread her legs wide causing her mini skirt to ride even higher up her thighs. He watched as the skirt rode higher exposing shapely strong young legs encased in sheer black nylon. Oh how he would love to remove those tiny pink panties peeping below her skirt, and put his prick into her young bush. She looked with sadistic delight at the lustful emotions playing across the sissy's face. Oh the men she and Sandra had aroused, with their sexy bodies delighting in their power to drive men crazy, to prick tease their raging throbbing erections then to laugh in their faces and walked away. She remembered the sixteen year old boy she and Sandra had aroused in disco car park last night, his throbbing erection bulging his trousers. How she had pressed her tits hard onto his chest so that he could feel her aroused nipples, Sandra stroking his hard prick under his trousers, the look on his stupid face as they both stood back, and his humiliation as he came inside his trousers. Sandra's mocking voice as he stood there, wet spunk showing through his pants. "Oh, the little boy wet his knickers! Oh, what will his mommy say?" And as a group of their girlfriends, had entered the car park, Sandra, shouting "This wimp as just come in his knickers!" The girls forming a circle round the pathetic sixteen year old, pointing and laughing at the wet stain on his pants. The mocking girls pulling his trousers down around his ankles. She and Sandra later that night laughing at the memory of the humiliated wimp pants around his ankles hobbling across the car park, pursued by ten jeering teenaged girls. But this sissy was different he would be in their control permanently, her panties grew wet at the thought, and of the women waiting in the kitchen to witness the sissy's first thrashing. She also knew that her mothers close friend Dr. Ann Baxter, would be present, she had heard her mother and the doctor discussing certain physical changes to the sissy's anatomy. These changes to include large breasts, at least a size 38d, the doctor said it would be quite possible with hormone treatment and silicon implants. "Will you require a complete sex change"? Ann had inquired of her mother. "No Ann, I want the sissy to retain his prick and balls, I think with a well filled bra, and a nice rounded arse the sissy will be made completely aware of his subservient position in this household, and retaining his prick and balls will increase his torment and our amusement." This statement had been greeted with laughter by the doctor, a lesbian and who had a strong hatred of the male sex. She was bought out of her thoughts by the sound of her mother outraged voice, "You disgusting sissy how dare you get an errection! I have warned you before about your behaviour in front of my two innocent girls, you are to be thrashed for your disgusting behaviour last night, the thrashing will be increased from six strokes to twelve." With that, refitting the dog lead to his collar, she pulled him stumbling from the chains around his ankles out of the cell, and up the stone steps into the kitchen. As Mrs. Cartwright dragged the sobbing sissy into the kitchen he let out a pitiful scream as he saw the waiting women and the housekeeper holding a thin four foot cane, at a nod from his mother in law, four of the women placed him over an upright chair, ignoring his pleading, tied his wrists to the chair legs, pulled his night dress up to his neck and stood back. "Proceed Miss Smith," commanded June Cartwight. "but twelve strokes." "Yes madam." she replied. The elderly housekeeper stepped forward and pulling the sissy's pink panties down to his knees, whispered into his ear, "I am going to thrash you sissy so hard you will be unable to stand, I will teach you to cum over me." She raised the cane above her shoulder then bought it whistling down onto his arse, the pain seared through the sissy, a vivid red welt appearing on his arse. He screamed and pulled at the binds around his wrists. The cane whistled down again, a second red welt appearing. After seven strokes of the cane his arse was covered in red welts, his screams were continuous. The watching women had glazed looks on their faces as they witnessed the prim and proper housekeeper, merciless thrashing of the sissy. The four watching young girls orgasmed, creaming their panties. The housekeeper panties were wet with her multiple orgasms, she had never known such sexual excitement. A middle aged servant screamed, "YES,YES!" as she creamed into her panties. Finally it was over, a shaking housekeeper placed the cane on the kitchen table. The sissy lay totally broken across the chair, his entire body racked with pain, Mrs Cartwright said "Excellent Miss Smith, and now doctor shall we begin Panties' treatment"? Smiling the doctor walked over to the sissy, and showed him the hypodermic needle. "What are you going to do with that, what is in it"? He sobbed. "Female hormones sissy." she replied. "And this is what I'm going to go with it!" and plunged it into arse. To be continued

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New Little Sissy"I'm done planting the flowers Mrs. Grant," I said."Justin honey, I swear I have no idea why you keep coming over to dochores around here.""I am rich you know just like your Mother, I do have a gardener.""There's no need for you to do these things.""Not that I mind paying you, but you certainly can't need the moneyeither.""I just like coming over here Mrs. Grant."She appraised him slowly now, was this a little slip, or was she justimagining things? Was he actually saying he was...

3 years ago
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New Little Sissy

"I'm done planting the flowers Mrs. Grant," I said."Justin honey, I swear I have no idea why you keep coming over to dochores around here.""I am rich you know just like your Mother, I do have a gardener.""There's no need for you to do these things.""Not that I mind paying you, but you certainly can't need the moneyeither.""I just like coming over here Mrs. Grant."She appraised him slowly now, was this a little slip, or was she justimagining things? Was he actually saying he was attracted to...

4 years ago
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stepson becomes moms sissy

Mark Peters let out a low moan that couldn’t be heard above the organ as it played "Here Comes the Bride." Although every other head in the church turned to glimpse the tall, dark-haired beauty imperiously making her way down the aisle, Mark kept his eyes fixed on his feet. Had anyone been paying attention, they would have seen a small tear escape Mark’s eye.It seemed like only yesterday that Mark’s mother and father had split up. Mark’s dad, Mark Senior, was a partner in one of the city’s...

1 year ago
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My Sisters Sissy

My Sister's Sissy By: Missy Satinpanties Note: This isn't one of my usual stories of sexual degradation, but what I think of as "my autobiography that should-have-been." The make- up of my family is the same as it was, my sister's names are the same, but that's about it. This is how I wish things would have gone when my little secret got "out of the bag." I guess I've always been a sissy. I remember playing dress-up with my sister when I was very young, and can vividly remember...

3 years ago
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A Nasty Daddy gets a Naughty Sissy

I came out of the bedroom dressed in my too-short pantyshowing Pink Shorty dress, pretty anklets, black MJ's, pink panties, red lipsticked lips and with my cute cuff and collar set on, awaiting Daddy's padlock, which would begin the playtime for real. This Daddy I had run across on a website was one who loved forcing sissies to literally mess their panties while they were in bondage so he could then go on to the diapering and teasing them for being such bad baby girlie sissies. Me,...

4 years ago
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Sissy Stepson 10 Stepmothers Sissy

Part 10 - Stepmother's Sissy Mrs. Monet put another knee high on the exhausted sissy and got an open toed spike heel with a very small opening in the toe of the shoe. Mrs. Monet forced the shoe on the sissy's limp dick, which started to harden within the shoe. "Come on sissy, just three more milkings, I know your balls ache and your sissy stick is red and sore, but you promised to hump my shoes!" his stepmother cooed. Finally, Caroline's sissy stick got hard enough for the just the tip...

4 years ago
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What does it mean to be a sissy

Sissies are a distinct breed of transvestites. A sissy is a transvestite who’s primary sexual interest lies not just in wearing feminine clothing, but in becoming an exaggerated version of femininity. Femininity as seen through the lens of traditional hetero male sexual desire. Sissies are not seeking to become women in a normal sense, but are instead seeking to become the object of their desires. Their ultimate fantasy woman if they were normal, rather than being a sissy. Sissies are...

1 year ago
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What does it mean to be a sissy

Sissies are a distinct breed of transvestites. A sissy is a transvestite who’s primary sexual interest lies not just in wearing feminine clothing, but in becoming an exaggerated version of femininity. Femininity as seen through the lens of traditional hetero male sexual desire. Sissies are not seeking to become women in a normal sense, but are instead seeking to become the object of their desires. Their ultimate fantasy woman if they were normal, rather than being a sissy. Sissies are...

2 years ago
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What does it mean to be a sissy

Sissies are a distinct breed of transvestites. A sissy is a transvestite who’s primary sexual interest lies not just in wearing feminine clothing, but in becoming an exaggerated version of femininity. Femininity as seen through the lens of traditional hetero male sexual desire. Sissies are not seeking to become women in a normal sense, but are instead seeking to become the object of their desires. Their ultimate fantasy woman if they were normal, rather than being a sissy.Sissies are...

2 years ago
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Ken Sissy

Ken sat there, staring blankly at the movie screen, showing a big black cockplowing into a white beauty. His wife was far from a beauty, as she was now inher early fifties and had put on a few too many pounds for his taste.... butevidently it didn't seem to have bothered the two black men.Ken looked over his shoulder at the entrance to the adult theater, hoping thathis wife would be walking back in, but he knew better. It had all happened sofast, that he tried to remember how he ended up...

3 years ago
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Mistress Sabines Sissy

My phone vibrated softly signaling a text. I almost didn't look at it. I was at a meeting of the board of the corporation I work for, trying to steel my nerves for a presentation I was scheduled to make. This was my first time and instead of running through my presentation in my head I was focused on what I was wearing under my suit.I glanced at the phone."Someone in the room knows exactly what you're wearing..."It was from Mistress Sabine, a woman I'd only met a few weeks ago. She was also the...

1 year ago
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Miss Lindas sissy

My finger was shaking bad as I went to push the doorbell. Miss Linda had told me how my slave training was going to change. She told me she was going to turn me into her sissy slave. Oh My God! What was I doing here? Why did I even come back here? I was afraid of what my heart said in response. The truth was, I really wanted to be a sissy. Even the thought of the intense humiliations that were to follow excited me. I rang the doorbell and felt my doom consume me. Ms. Linda answered the door...

2 years ago
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The Misadventures of the Worlds Worst Sissy

The Misadventures of the World's Worst Sissy By Cassandra Morgan This stuff isn't easy, okay? The world that looks down upon us think that it is. They think that any wimp can be a sissy, that even the frailest of us can scrape and bow and curtsy. They think that anyone can cook or clean are do the so-called mindless tasks that the rest of us are assigned. They think this is a soft life for soft people. They think we are so concerned with being pretty and smelling pretty that...

2 years ago
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First time Sissy

I was born a "boy" but it was mother nature mistake as I am very petite, 5'2" 110LBS. with a sexy round ass and dick sucking lips. For this site purpose I will start at 18 my journey as a sissy cum loving size queen SLUT. In my senior year with a couple of months to go before graduation I turned "legal age" but was no virgin by any stretch of the imagination but cannot talk about it because of "rules". I had become a "male cheerleader" but was finer than some of the bitches there and had the...

Transsexual
3 years ago
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Im Not A Sissy

I'M NOT A SISSY by Throne My name is Joe and not Jodie. I'm an adult and not a kid. And I'm a man and not a simpering sissy. I keep telling myself that. But my wife Arianna thinks differently. I mean, ever since we got married two years ago she had been running my life more and more. Talking down to me. Turning me into her sex slave in the bedroom, demanding oral attentions and giving almost nothing in return. She mocked my small penis and made me masturbate while she watched....

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