Sissy Wendy heard the Master's car arrive. He desperately checked his appearance in the mirror. Yes, his long grey dress was correct, four inches above his plain black shoes, his full length white apron clean and correctly worn, straps over his shoulders, bow neatly tied on the waist.
He dare not earn the displeasure of Master Edwards. The thought of that terrible thin, five foot cane in his massive hands, his huge six feet four frame raising it high over his shoulder, caused him to tremble The elderly lady smiled as she saw the sissy trembling. "Answer the door to the Master, you useless slut." "Yes Madam Judy," sissy replied. "Is your maid's cap on correctly sissy?" He panicked and dashed to the mirror. Yes, his little white maid's cap was slightly askew ,he quickly perched it on her head making sure the ribbons at the back fell in a straight line down his long dark hair. "Oh is my cap on correctly Mistress Judy", she laughed and said "yes sissy, now answer the door, the Master will getting impatient." The front door bell gave a long ring, "oh no I must run to the door" the sissy cried. He dashed from the laundry room ,the long grey dress restricting his stride to his normal mincing steps ,Behind him he could hear Judy's derisive laughter at the pathetic sight he presented, a mincing sobbing sissy in tears for not answering the door bell sooner He minced sobbing to the door a pathetic feminised sissy. It had all started two years ago, his life of menial servitude and sexual frustration. Doctor Samantha, his beautiful wife of six months had said, "Darling, we have been invited for the weekend to my chairman's house. His name is Mr. John Edwards." "Do we have to go, Samantha? You know I'm shy around people." "Yes dear, I know you are shy, but you don't have a career since inheriting millions from your Aunt Jane, whereas I, darling, still have a career." Smiling sweetly she had continued, "I'm sure you will assist little Samantha in her career at the medical research centre. " Unable to refuse her he had quickly agreed, "Of course, Samantha, we must go." "Thank you darling, I felt sure you would understand." The following weekend they drove to Master Edwards' huge isolated house set in a thousand acre park. Arriving, he removed the luggage from the car, some what puzzled why Samantha had bought almost her entire wardrobe but had packed none of his clothes. Remarking on this to Samantha, she had replied laughingly, "I'm sure we will find something for you to wear darling, now ring the bell." Standing waiting for the door to be opened he was conscious of their difference in size. Samantha stood over six feet in her high heels, whereas he only stood five feet four. As the door opened and he saw Master Edwards for the first time he became even more conscious of his lack of stature. Standing there was a huge handsome man in his mid forties. Standing six feet four, Master Edwards towered over him. "Samantha darling how lovely to see you ," he had said in his deep masculine voice. Looking down with disdain at him he had said, "You, carry Samantha's cases in." Feeling humiliated to be spoken to in this manner in front of Samantha, he nevertheless quickly obeyed Master Edwards; such was the presence of this huge man he felt completely overawed. As soon as Samantha's luggage was in the house, Master Edwards slammed the door shut, and said "You, follow us to your room." "Please, don't you mean mine and Samantha's room?" he had asked. "Don't you ever contradict me!" Master Edwards thundered. Meekly he had followed Master Edwards and Samantha down a long corridor then up four flights of stairs till they reached the top of this large house. Opening a small door Master Edwards said, "Get in there Sissy!" He heard Samantha laughing as Master Edwards addressed him as Sissy. He obeyed the Master and stepped into the room; only it wasn't a room, it was a cell. It was only eight feet by four feet, bare walls, a small barred window, an iron single bed, one upright chair, and a small wardrobe. He turned round to protest and saw Samantha passionately kissing Master Edwards. "What are you doing Samantha!?" he cried. She released her hold of Master Edwards and said, "Meet my lover Sissy." Towering over him, she said, "Thomas and I have been lovers for years. I only married you so Thomas and I could control the millions you inherited." Laughing, she added ,"And now you are here, you have no relations, no friends, no occupation, so no one will miss you Sissy." "I wont stay here, you can't make me." He saw Master Edwards clench his fist then he felt a crushing blow to his stomach, and then another blow to his jaw. He was knocked unconscious. When he came round he was lying on the iron bed completely naked, with Master Edwards and Samantha laughing at him. He felt he had been unconscious for some time. Samantha said. "Yes dear, we gave you a small injection to keep you under while we prepared you for your new role in life. Oh don't worry, remember I am a trained doctor." "What have done to me, Samantha?" She laughed and said, "Look in the wardrobe mirror, Sissy." She opened the wardrobe and he saw his reflection in the mirror. "Oh no, oh please, no, what have you done to me?" All his body hair had been removed, and he saw he now possessed two huge tits. Samantha laughed, saying, "You should be grateful Sissy, those tits are our company's latest development, completely realistic, and quite impossible to remove without surgery. You have a pair of tits size forty four DD, and you will find them just as heavy as real tits. I should know my tits are thirty six DD." Master Edwards laughed and said, "She will need a large bra." Samantha laughed, saying, "I wouldn't like to carry those around every day of my life." Master Edwards stepped forward and picked up Sissy like a toy doll. Placing him onto his back on the bed, he lifted his legs high in the air, and stretched them wide open, his tiny two inch prick fully exposed .Samantha looked down at him. "We wanted you fully awake Wendy, oh yes, that's your new name Sissy Wendy, when we fitted you into this," bringing her hand from around her back she held it up in front of him. "No, oh no, please, don't place me in that please." "Yes!" she said, "You are going into it now!" It was a completely realistic vagina. Legs held wide apart by Master Edwards, Sissy Wendy was powerless to prevent Samantha as she smoothed a solvent into his crotch. As she placed solvent on the vagina, she explained to him how the vagina operated. "You see this tube inside, that's where your sissy prick will be placed, allowing you to piss, siting down of course, but I'm afraid though your little sissy prick will be able to become erect, you will not be able to use it, or even cum, but of course it won't be missed, as no woman would entertain a sissy's prick. " With a malicious smile she said, "Say goodbye to your sissy prick, Wendy." Laughing, Samantha placed his sissy prick into the tube, and pressed the vagina firmly home. She pressed the vagina firmly onto his scrotum for two minutes. Sissy Wendy sobbed and pleaded, "No please, no please, don't" as Samantha completed his emasculation. Master Edwards released Sissy Wendy. "Stand up sissy and look in the mirror," Sissy Wendy obeyed his new Master and looked at his reflection in the mirror. He emitted a pitiful scream as he saw his huge forty four tits and vagina. He fell sobbing to his knees. Mistress Samantha threw back her head and roared with laughter as the sissy crawled to her, begging her to remove his tits and vagina. Master Edwards kicked sissy's arse and sent him sprawling onto his face; this caused Samantha to laugh even louder. Samantha then sat down on the bed , and Master Edwards placed the chair in front of Samantha, who said., "Sissy, bend over that chair with your sissy arse in the air." Sissy placed himself over the chair his sissy arse high in the air. Then he felt his Master tying his ankles to the legs of the chair. Samantha then took his wrists and tied them to the front of the chair. He was completely helpless, he screamed as saw the master produce a long, thin five foot cane, and cried, "No, please, no please, no." "Ten strokes, sissy" roared Master Edwards. Sissy Wendy, tears pouring down his face, pleaded with Samantha. "Please don't let him cane me." Samantha with feigned sympathy said "I know it will hurt, Wendy, but it's for your own good. You have to learn obedience. Now be a brave girlie, Wendy." "N oooooooo oh nooooooo,noooooo." His screams rang through the room at the first slice of the cane. "Nooooooo, no more, noooooooo!" Master Edwards continued to slash down on Sissy Wendy's raised arse. "Only four more Wendy, be a brave girlie," said a smiling Samantha. Sissy was almost unconscious; the pain was unbearable. Still the Master continued to raise the cane high over his massive muscular body, bringing it whistling down from over his shoulder onto the screaming sissy's naked arse. Then it was over. Ten strokes of the cane. Sissy Wendy was released from the chair and he collapsed onto the floor, broken, sobbing, at his Master's feet. Then he heard Samantha say, "Come along Wendy into your panties." He looked up and saw Samantha, was standing over him holding a pair of pink nylon panties. She said, "Aren't they pretty Sissy Wendy. Pretty pink nylon panties, with lovely pink frills, real sissy panties for a real sissy like you." She smiled down at him, then her manner changed. "Into them now, sissy, get your arse into these panties !" Master Edwards roared, "You heard Madam, get your arse into those panties, or do you need more obedience training?" "Noooooo oh nooooooo," sissy screamed as he saw the Master raise the cane, and he crawled to Madam Samantha, saying, "Please put me into my panties, Madam." Samantha held the panties open by the elastic waist band. "Come along then my little sweetie, into your pretty pink panties, like a good sissy, you don't want your sissy bottom spanked again by Master Edwards." "No Madam," sobbed Sissy Wendy and he stepped into the panties. Samantha pulled the panties up over his waist. "There, Wendy, you have your first pretty panties on," she said, "Now a new pink bra, pretty suspender belt and black nylon stockings, pretty waist petticoat with a frilly pink hem." Soon sissy was fully attired in his pink frilly undies. Samantha then placed a black wig on his head. Standing back, she burst out laughing as she looked at the completely feminised sissy, sobbing in front of her. "To think a few hours ago you were a man!" Master Edwards joined in her laughter. "Now put her into her uniform, Samantha." Laughing, Samantha said, "Yes, I agree Thomas, its time to introduce her to her new vocation." Laughing in Sissy's face, she said, "I say vocation, Wendy, as it is not employment, as you won't be paid." Samantha, then moving to the wardrobe, took out a long grey plain dress and passed it to Sissy Wendy saying, "Put it on, Sissy." As soon as Sissy put on the grey dress Samantha passed him an apron. It was of the type worn by scullery maids in the nineteenth century. It was the full length of his dress with straps over the shoulders, and waist straps tied in a large bow at the rear of his waist. she placed him into it, showing him how it was to be worn. Then she produced a maid's cap of the same period, white with long ribbons tied under his chin, and further ribbons which hung down the back. She then fitted him into a pair of plain flat black shoes with ankle straps. Master Edwards and Madam Samantha roared with laughter at the pathetic humiliated sissy, dressed in the manner of a nineteenth century scullery maid, the lowest servant in a household. The Master said, "You will be dressed in that manner every day of your life. You will rise at five o clock every morning to light the fires in every room when required, you will make breakfast and serve it, you will clean every room until it is spotless. You will spend hours in the laundry room washing clothes by hand, you will then hang them out to dry on the clothes line, and then you will iron them perfectly. You will curtsey to each person you meet." Glowering at the pathetic sissy he continued, "When awaiting orders you will stand demurely with your hands clasped in front of you. Your head will be bowed.". Samantha added, "If not required, you will retire to your room at four o' clock, put on your night-dress, then present yourself to us ready for bed, whereupon you will be locked in your room and the light switched off. Four o clock in the afternoon is quite late enough for a sissy maid to be up." She laughed! "Not quite the future you had planned Wendy, is it? You thought to spend a life of luxury; instead you will spend a life of menial servitude. "She mentally hugged herself. She had hated this sissy for years, she had lived with her mother in his Aunt's house, where her mother had served as a maid. This pathetic sissy and his Aunt had treated Samantha and her mother with total contempt. She had in spite of her poverty gained a good education, and received her doctorate, and joined Thomas Edwards' medical research company. She had grown into a beautiful woman, inheriting her mother's Mediterranean looks. She and Thomas had become lovers, and she had lived with Thomas for two years. Then her mother had informed her that the sissy had inherited his Aunt's fortune and her mother, after years of menial service, had not only received nothing, but this pathetic sissy had dismissed her. Furious at his treatment of her mother, Samantha had bought her to live with her and Thomas. Samantha and her mother had planned their revenge on the sissy from that moment. The thought of him continuing to enjoy a life of luxury was more than either woman could stand. It was her mother who had first said, "I would love to see the arrogant bastard reduced to the menial maid position I endured under him and his Aunt. Samantha had seized on the idea, crying out, "Yes mother, what a wonderful punishment." Her mother had laughed, saying, "Yes, especially if we could have his money." Looking thoughtfully at her beautiful daughter, she said, "There is a way Samantha, marry the arrogant bastard." Samantha had deliberately flirted with the sissy at a social function. The little sissy, flattered by the attentions of a strikingly beautiful woman, had played directly into her hands. Within six months they were married. The arrogant bastard had never recognised her as the gawky girl who had lived in the basement with his Aunt's maid. Looking at the sissy, dressed in his maid's uniform, she thought, "I had to suffer you lying in my bed, that tiny two inch prick in my fanny." But as she continued looking at him she reveled in a sense of pure sadistic pleasure; she and her mother would make the sissy suffer for the rest of his life. She was bought out of her thoughts as she heard Master Edwards say, "Stand in the corner, assume the demure position." Sissy Wendy obeyed instantly, hands clasped on his apron, head bowed. But he could see Master Edwards strip naked, revealing his huge muscular body. Samantha laughing, took off her dress, and stood in front of him dressed only in a white lacy bra, white thong nylon panties, a white suspender belt strained down her tanned thighs to her black nylon stockings. She was wearing four inch high stiletto heeled white shoes. With a mocking smile at Sissy Wendy, she placed her hand on the Master's eight prick and began to fondle it. He let out a groan as his huge prick became erect. It grew in her hand to ten inches, with a two inch knob. She said, "Look, sissy, a real man's prick, not a tiny two inch sissy's prick." Samantha laughed as Sissy Wendy sobbed in the corner, still in his pathetic demure position. She pushed Master Edwards onto the bed, and still stroking his throbbing prick, leaned over him with her back to the sobbing sissy. She deliberately allowed Sissy Wendy to see her white nylon panties stretched taut across her tanned arse, her suspender belt straining down her thighs, her nylon covered legs splayed wide apart. She heard Sissy Wendy's sobbing increase as she deliberately tormented him. The thought of her pathetic humiliated husband looking at her beautiful body dressed only in her sexy undies, while she fondled a real man's huge ten inch prick, excited her so much she felt herself cum into her panties. Sissy Wendy couldn't take his eyes off Samantha's white nylon panties, shapely nylon stocking clad legs, accentuated by her four inch high heels. Then she pulled the gusset of her thong panty to one side, showing him her dripping wet cunt. He let out a scream as she mounted the Master's huge swollen prick. He lay back on the bed, his eyes closed, as she rode up and down his huge throbbing prick, faster and faster. Sissy Wendy's tiny prick erected inside his false vagina; pre cum dripped into his pink panties. As Samantha rode the Master's huge prick, her cunt dripping wet, she looked at Sissy Wendy sobbing, with humiliation and complete frustration, as his sissy prick erected inside his vagina. She threw back her head and laughed. The vagina, she knew, was working just as she had designed it to, allowing an erection, allowing his pre cum, but never allowing the sissy release, a life time of menial servitude and total frustration inside his panties. She laughed as she saw the sobbing sissy standing in his demure position, humiliated and frustrated, a completely feminised sissy. She felt the Master's prick erupt inside her, jets of his hot spunk filling her cunt. She screamed as her cum poured over his huge prick. Sissy Wendy was crying uncontrollably as he heard their screams of sexual satisfaction, knowing sexual relief was forever denied him inside the vagina. Samantha lay on top of her lover utterly and completely satisfied; never had she had such an orgasm, She looked at the sissy crying, humiliated at seeing his beautiful wife riding Master Edward's huge throbbing prick, but also his complete frustration as his tiny sissy prick still erect inside his vagina but unable to cum. Samantha laughed as she felt the Master's prick grow soft inside her, and lifting herself off his body, allowed the sissy to see his Master's now limp prick. Sitting on the side of the bed with her stocking clad legs wide apart, she pulled the lips of her cunt wide apart so the pathetic, frustrated sissy could see that her gaping wet cunt was filled with his Masters spunk. As she and the Master roared with laughter at the sobbing cuckold sissy, the door opened and into the room walked Samantha's mother. She looked at the sobbing sissy in his nineteenth century maid's uniform, and with a cry of sheer delight shouted "Yes!" Sissy Wendy looked at the sixty year old lady who stood laughing at him, and recognised her as his Aunt's former maid. His humiliation increased as she said, "Yes, you sissy, it's me, the servant you treated with contempt, and I'm your new Mistress. "Curtsey, you pathetic sissy, in my presence." She slapped him hard across his face. "You will learn to grovel at my feet, sissy." Samantha and the Master laughed, as Sissy Wendy curtsied in front of Samantha's mother. Mistress Judy said, "Crawl over here sissy, and kiss my and my feet." The room rang with laughter as Sissy Wendy crawled over to Mistress Judy and kissed her high heels. Samantha and Thomas dressed, still laughing as the sissy continued to kiss Samantha's mother's feet. "Isn't it time this maid was in bed?" asked Judy. "Yes mommy, I'm sure its well past four o clock," replied Samantha. Looking down at Sissy Wendy kissing her feet, Judy said, "Put your pink night dress on now." Sissy Wendy undressed and stood naked in front of them. Judy roared with laughter as she saw his huge dangling tits, and false vagina. Pointing at his vagina she asked, "Is your sissy prick hard in there, Sissy?" He cried as he confessed, "Yes Mistress, I can't cum, oooooo pleeeeese help me Mistress, make Samantha take it off pleeeeeease." Judy placed her hand on his vagina, and asked, "You mean take this off, sissy?" She could feel his pre cum leaking into her hand. Turning to Samantha she said, "In the future this girl needs to wear a panty liner" Samantha, placing her hand on Sissy Wendy's vagina. laughed as she felt his pre cum. "Yes, I agree mommy. Tomorrow sissy, we will issue you with a packet of panty liners; can't have you walking round in constant wet panties." Judy threw his pink nylon night-dress at him. "Get ready for bed, Sissy, it's five o clock, long past your bed time. Sissy put on his pink nylon night-dress. "Now get into bed where you belong," said Judy. Then she picked up the long thin cane, and said, "Lift up your night-dress, I have waited years to do this, bend over." Sissy lifted up his night dress, revealing his caned striped arse. He screamed as Judy bought the cane down onto his arse. "Yes, oh this feels wonderful," she screamed, as she bought the cane lashing down time after time onto Sissy's arse, she was creaming into her panties. Finally she stopped. Years of being treated with contempt by this screaming sissy had gone into every lash of the cane. As she smiled with satisfaction, panties soaked with her orgasm. she said, "Now get to bed you sissy bastard, you have got years of this ahead.". --- sissy cuckold videos Cuckoldress.com Girls Abuse Guys Strapon Sissies
Last Updated on 10 months by pseudonymous