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Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box. Please consider leaving feedback on issues you experience or suggest improvements. It was now a couple of years since my first and only meet with a tgirl. I met an Asian woman a few years ago and I was very much in control, she sucked me, I rimmed, fucked her and I promptly left.

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As Aunt Holly had revealed his terrible fate with a widening smile, Alan had tried to avoid staring at her long, black nylon sheathed legs towering above over him. As they move closer, Alan, now moaning fearfully into the gag, sees that the three figures are women, two dressed in very formal, dark business suits and one in a very striking French maid's uniform.

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The maid enters behind them and then uses one of her white satin-gloved fingers to press a button on a wall panel and the metal door slides shut. He had fallen still. This is Miss Lord's voice. Her golden brown eyes had held both a mother's concern and her own definite arousal. Since your fifteenth birthday, you've brought her nothing but trouble and embarrassment; she's had to put up with a year of masculine insanity, most of which can be put down to physiological and social conditioning.

One of the women steps forward exactly as Alan is wheeled under the archway. She had taken his head in her hands. Following her teasing description of his fate, Aunt Holly had, with his mother's disturbingly eager assistance, forced his bound body into the rubber bag, sealing him inside with a wicked, vengeful smile as had he squealed and cried.

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As they approach the door, it suddenly slides open to reveal an elevator car! Then somebody else enters the van. The quality of the road worsens and soon poor Alan is shaken uncomfortably in the Shemale dominatrix stories restraints. The front doors are opened and then slammed shut. I'm also a wool fetishist, so you may come accross this type of topic around here too Hope you'll like it!

As he had struggled, as tears had begun to pour from his eyes, Aunt Holly told him of her close friend Angeline Lacey, the headmistress of a very special and very secret school for wayward young men; a strange, awful place where the delinquent sons of the rich and powerful were sent to undergo a radical and permanent transformation into pretty, subservient she-males, she-males who were in terms of their physical appearance, dress and manner ultra-female, yet who remained, in most cases, biologically male.

Dressed in a beautiful cream silk blouse, short black skirt and matching hose, her own high-heeled mules glistening in the bright summer daylight only inches from his tightly bound body, she had been a vision of mature beauty, another striking brunette with a superb figure which his guilty eyes had fought to avoid. He knows that Miss Lord and his Aunt are sitting on the other side of the partition, and he also knows that they are taking him, completely against his will yet with the absolute agreement of his motherto the Lacy Academy for Young Ladies.

As a pupil at Miss Lacey's school, Alan would be transformed into Alice, a lovely, mincing maidservant whose only desires would be to revel in her extremely delicate and increasingly radical feminisation and to serve her mistresses in any way they required.

Yet despite this bizarre arousal, and maybe because of it, his sense of doom is even stronger. And it will be so nice to have a sweet, obedient daughter. Her strong, rose scented perfume had tickled his nostrils and Shemale dominatrix stories back a hundred sinful memories of his helpless attraction to her. Soon they are in a huge hallway, and the sound of the women's high heels echo against the marble floor, striking up a sharp, percussive rhythm that fills the unfortunate youth with an even greater dread.

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His erection is therefore still in full effect by the time the van suddenly slows and stops. Dressed in a skin tight black sweater, equally tight Lycra leggings and a pair of running shoes, her striking blonde hair bound in a tight bun, she had seemed a particularly athletic figure and very much prepared for physical exercise.

His heart pounding with terror, he squeals desperately into the gag. His mother had then knelt down at his side and used a scented hanky to swipe the sweat from his flushed, tear soaked face. He notices a huge winding staircase to his left, yet the two women, followed by the maid, carry him off down a secluded and very dark corridor, at the end of which appears to be a large black metal doorway.

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How a young man who has had your opportunities and privileges can end up spending a night in a police cell for being drunk and disorderly It also exceeds the limits of your mother's patience. Then, suddenly, Aunt Holly had strolled back into the room and Alan almost immediately d his ballet of squeals and wiggles. He had felt as his sex strain harder in its sinister rubber prison as his eyes were pulled towards her long, black stockinged legs.

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Despite his fear and panic, he is still very erect, and visions of his lovely Aunt and her gorgeous sister frame every angry but Shemale dominatrix stories struggle against this awful bondage. Yet in the last year, this love had been ruined by a series of mindless acts, acts inspired by a group of very rowdy, aggressive friends.

Here, he is to be subject to a strict regime of enforced feminisation, to be transformed into a demure, submissive and utterly convincing she-male maidservant. Story's Feed. The van now seems to be on a much smoother roadway, and after only a few minutes it stops again. Throughout the journey, he finds himself repeatedly recalling his naked, tethered struggles before his lovely, teasing Aunt. As this gorgeous, brown eyed brunette, the subject of so may of his teenage fantasies, pronounced his fate like a Greek goddess, he had squealed his outrage and rolled over to face his mother, his eyes pleading uselessly for mercy and release.

Beneath the rubber, he is naked, his arms lashed painfully behind his back at the elbows and wrists, his ankles also tied tightly together. And standing beneath this entrance he can see three figures.

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His Aunt and the redheaded woman then begin a whispered and clearly strained conversation. Petticoated males, who were carefully conditioned to look and act like the most extreme sissies imaginable. Well, it's about time we reserved that conditioning.

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Awaking from the effects of a drugged cup of tea, he had discovered himself on the living room floor, naked, bound hand and foot and tightly panty gagged. He is then wheeled towards a very large, very old house, which rises out of the wood like some strange creation of nature, a vast mansion deed in the Victorian Gothic style with a huge, arched entrance.

Maybe it's the taste of my soiled panties. The rear doors are unlocked and afternoon sun light suddenly floods the rear compartment. Then Alan will truly become Alice; his bold, brash and arrogant male self will be destroyed and replaced with the dainty, ultra-feminine personality of a sissy slave girl. Her confident, dominant manner has always intimidated; yet it has also secretly excited him.

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Amazed and appalled, Alan squeals fearfully into his fat panty gag as he is carried inside the car. Remember Me. Gallery's Feed. There is the briefest pause and then, after a sharp left turn, the van is moving again, but this time down a much bumpier road. And with her help, Miss Lord turns a numbed, stunned Alan over and the two women then carry him carefully from the van and into a large stone tiled forecourt which appears surrounded by a huge, ancient wood.

Suddenly, his bonds had not felt so terrible and he found himself moaning with a weird girlish pleasure into the inescapable gag, a pleasure in his helplessness and in his intimate, complete possession by his lovely mother. His squeals lessened as his mother had mopped his brow. Then they had carefully loaded him into the waiting transit van and very tightly strapped him down, his Shemale dominatrix stories wiggles and squeals earning two very hard and painful slaps on his rubber-sheathed backside from Miss Lord.

The journey to Miss Lacey's Academy takes maybe another hour.

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Alan, soon to be Alice, lies face down on a leather bench bolted to the floor of the van. The two women then load him face down onto a leather-backed, hospital style trolley and use more leather straps to hold him in place. And this business with the police is truly the last straw. Holly assures me you'll be far happier as Alice. He hears her climb into the van and then feels her hands removing the straps.

Accompanying his Aunt was a very tall and very beautiful blonde woman, a complete stranger who regarded the naked, tormented Alan with a grim smile of Shemale dominatrix stories. As the van moves slowly and anonymously through dense city traffic, its carefully and very tightly restrained cargo struggles angrily and squeals with increasing desperation into his soft but highly effective panty gag. When his training is complete, he is to be returned to serve his beautiful, long suffering mother, Mary, and Shemale dominatrix stories elder sisters, Miriam and Stephanie.

And as this desire had returned, as he had wiggled helplessly before her, he had found himself thinking, if only briefly, that perhaps feminisation was the most suitable punishment for such a dark lust. His only parent since a bitter divorce ten years ly, Alan had grown up loving her with an almost unnatural passion.

And it just so happens, I know someone who can do this very effectively. Dear Diary's Feed. User Name. And as the rear doors had been closed and locked, plunging Alan into a shadowy, echoing darkness, a sense of absolute doom had washed over him. Despite his struggles, they had lifted his slight frame into the air with little effort and carried him squealing from the room. Large, fearful tears trickle from his baby blue eyes, over his flushed, gag-expanded cheeks and across the thick strip of silver masking tape holding the panties firmly in place.

Then, to his horror and utter humiliation, as the bag was pulled over his long, girlish legs, his exposed penis had suddenly become erect. The blonde had then grabbed his cocooned feet and Aunt Holly had taken his shoulders. Poor Alan's useless struggles are hidden from view by carefully blacked out rear windows and a thick metal partition that separates the storage area from the driver and passenger's seats.

Her emerald green eyes peer down at helpless, fearful and now deeply embarrassed Alan, eyes filled with a very unsettling hostility towards the rubberised youth. She is a tall, very beautiful redhead, in her early 40s. His slender, always girlish frame is sealed from neck to toe in a tight, figure hugging cocoon of pink rubber and thick leather straps hold his body in place at the ankles, thighs, back and neck.

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A sickening feeling grips Alan's stomach as the lift then suddenly begins a sharp descent. Then he had found his terror and outrage crushed by a very familiar and awful shame, and he knew it was this perverse need that had driven him into the hands of the police, that his behaviour over the past year had not just been the rage of a testosterone fuelled boy, but the reaction of a suddenly sexually aware youth to the simple fact that he desired his own mother.

This second part of the journey takes maybe fifteen minutes.

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During this time, poor Alan's struggles are whittled down to helpless, angry breathing through the fat, pungent gag and the odd futile attempt to strain against the straps holding him so tightly in place. As she knelt beside him, her skirt had risen up to reveal the dark tips of her shapely upper thighs and a hint of blood red silk panties.

He hears voices. The second suited woman, a smaller, Shemale dominatrix stories blonde then steps forward and takes control of the trolley. His mother was slightly shorter than Aunt Holly, but just as beautiful. Miss Lord and the blonde, who Alan now realises is Miss Wilding, push Alan into the house, followed very closely by the beautiful, delicately mincing maid, whose own very pale blue eyes remain pinned with an intense fascination on Alan's tethered, rubberised form.

Aunt Holly: a woman he has always found it much easier to desire.

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As he had struggled before his Aunt's high-heeled feet, she had revealed his fate with a cruel smile. Once he had been tightly 'bagged up', Aunt Holly had left the living room. The striking woman then turns towards Aunt Holly. His eyes had then met hers and she had smiled. He had suddenly changed from a mild mannered Shemale dominatrix stories boy into a genuine terror, bringing shame and bitter disruption to the family home.

Now, less than sixty minutes later, as the van progresses through city traffic and moves onto the main road out of the city, the taste of Aunt Holly's soiled panties, the pungent taste of her most intimate regions, fill his mouth and seem to seep as a delicate sex scent from behind the thick tape sealing his lips and flood into his desperately flaring nostrils. This strange future had been described to him only an hour before by his goregous and very determined Aunt Holly.

Then, quite suddenly, the bouncing stops.

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