Forced To Be A Sissy I free porn video

This is a work of fiction and any resemblance to reality or persons is purely coincidental. It is a forced feminization story with some physical punishment but no sex at this point. If you do not enjoy such, please do not send negative commentary. Copyright held by author and the story may be downloaded for personal enjoyment only. No other permission for republication or use is permitted. Forced to be a Sissy I By Cheryl Lynn The young man stood facing a very large woman sitting in an upholstered armchair. There was no other way to describe her. She was fat, perhaps, pushing 300 pounds he thought. The way she was staring at his puny frame suggested that maybe he was going to be her next meal. She wasn't saying anything as she visually appraised him for the first time... Jacob had been brought to this woman by his step-grandmother earlier that morning. He had been given over to his step-grandmother by the will of his now deceased parents which made her legal guardian. He had been with her for about a month constantly taking her verbal abuse about not having to deal with "intolerable boys." If she had told him once, she had told him a thousand times, "I told your parents and that no good son of mine that I would not take care of you if anything happened to them. You're no blood of mine! So what does that son of a bitch do? He puts me as your guardian and your dolt of a mother goes along with it. Well once I get all this damnable legal shit out of the way, I'm sending you away. Do you hear me boy! So don't get use to my benevolent ways cause where I am sending you, they don't take kindly to disruptive behavior." Jacob took after his mother in many ways. He was slight of build standing only 5'6" and weighing just over 95 pounds. His hair was mousy brown and was a bush of tangles that reached his shoulders in imitation of one of his favorite line backers. His best feature, according to his mother, was his brilliant violet blue eyes. His complexion was slightly pale and his face, somewhat oval, had a few pimples and the beginnings of a mustache. The mustache was something he had been trying to grow for almost a year, yet, still looked scraggly and sparse. While not strong, he was fast and nimble. He loved football and played defense well enough to get picked whenever a game got started. His only regret so far in life had been that the high school coach did not think he was big enough to play on the varsity. He had a lot of friends both boys and girls and loved the outdoors. He was a good kid and seldom in trouble. What trouble he managed to be involved with was nothing more than what most young men get into at his age. Then his parents were killed in a tragic accident and he found himself in the hands of his step-grandmother before she hauled him off to live with Ms. Nelson. She was a friend of a friend and volunteered to take him in. Granny had heard some stories concerning Ms. Nelson, but if she was willing to take the boy that was all that mattered. As Jacob was legally old enough to drop out of school, Granny filed the necessary paperwork and hauled him away to give his custody over to Ms. Nelson. No mention of the insurance settlements that his step grandmother now controlled ever came up. The house was surprisingly secluded in a large city. It spoke of old wealth and a creepiness that Jacob likened to scenes from a horror movie. The door was opened by an older woman in her mid to late fifties, thin but very sinewy with cold grey eyes wearing a grey maids uniform and large white pinafore apron. "This the boy I reckon," she said as she led them into the foyer. "Boy! You sit there on that chair while we go see Ms. Nelson," the maid ordered. He didn't have to sit very long as his step-grandmother returned and without a goodbye or other comment left the house closely followed by the maid. "Come on boy," she ordered him. "Follow me up to your room so we can clean you up proper to see Ms. Nelson. Don't dawdle boy! Come on." "Excuse me, ma'am, my luggage? Granny didn't bring it in," Jacob tentatively began only to be told to hush and everything would be taken care of. Jacob turned to face the door and took one step towards it when he felt a vice like grip take hold of his upper right arm. Her grip was stronger than most of the guys he played football with. "Ouch, that hurts," he said as he tried unsuccessfully to pull away. "Boy you had better do as I say when I say it or this ain't nothing compared to the bare bottom spanking you're going to get. Now come along." He followed her upstairs and into a large room where she released the iron like grip on his arm. He was too busy rubbing his arm to pay attention to the room for a few moments then gasped in both surprise and fear. "It...it is a...a... girl's room, a sissy girl's room at that," he managed to stammer. "I...I ca...can't stay here!" "Of course you can and you will!" the maid retorted. "In time, you will learn to positively love this room in paradise. Now come on, we don't have all day. The bathroom is over here and we need to get you cleaned up. Come on now." Jacob was in shock and did not see the maid reach over and pick up the wooden hair brush. The room was painted egg shell white with a four inch floral boarder in pastel pinks, greens, lilacs, and blues. The polished wooden floor was covered in thick fluffy pink throw rugs and a major portion was taken up by a king sized canopied bed. The bed was painted antique white with gold leaf trim and the headboard had a beautiful bouquet of pastel flowers painted in its center. The canopy was pale soft pink chiffon that cascaded down the frame in lusciously thick folds held back to the bed posts by white satin ropes. A deep pink satin comforter covered the mattress and the three large pillows at the head of the bed were covered in lace edged pale pink satin. A large Victorian styled doll sat merrily on the center pillow, its golden sausage curls flowed down its porcelain smiling face. Two matching glass topped chiffon skirted end tables with ivory porcelain doll lamps were on each side of the massive bed. Off to the left near the bathroom door stood a matching lighted vanity and mirror with pink satin seat and skirted in soft pink chiffon. A large matching bureau stood on the other side of the room near the large walk in closet. There were two Victorian pictures on the wall facing the bed, one depicted two young boys holding hands romping in a park one wearing pink and one blue satin clothing with white lacey shirts and the other depicted two naked male cupids kissing while hovering over another pair of boys dressed in satin knee pants with lots of lace. To make matters worse, the room reeked of a sweet floral perfume. He was broken out of his sock when the maid touched his shoulder and told him to start undressing. Gasping as if it were his first breath after nearly drowning, Jacob panicked and did his best to turn and run for his life, but the maid was too quick for him. In moments he found himself across her lap as she sat on the vanity stool. "Boy you are going to learn to obey or you will not be sitting down any time in the near future," she said as she began pounding his jean covered posterior with the hair brush. It took her longer than she would have thought it should but finally he was begging for mercy. When she thought that he truly had had enough, she put down the brush and forcing him to stand began stripping him. Naked and embarrassed, he had no choice but to follow her into the bathroom as she had a firm hold on his right ear. "Now boy stand still while I examine what I have to work with here," she ordered as she examined him. She turned him slowly around and much to his surprise and embarrassment held his genitals in her hand. When he attempted to regain some of his modesty, she squeezed them and he froze. "I said stand still!" she barked at him. "Looks like you haven't finished your puberty yet," she mumbled to herself, "but you still have too much hair. That can be easily gotten rid of...mmmmmm...not much shape, but that can be remedied as well...the hair is a mess but the salon can fix that..." "Okay boy, stay where you are while I fill the tub and get things ready," she said much more loudly. With that, she shut the bathroom door and locked it with a key. The maid quickly donned a white rubber apron and gloves. She placed a pink flower covered white plastic shower cap on his head carefully tucking all the stray hair up into its confines. Then holding a large jar in her left hand, she began applying the thick white cr?me all over his torso leaving only his face and head uncovered. Next, she took a strip of pink tape and pressed it tightly against his upper lip. Letting the tape sit a moment, she then quickly pulled it off eliciting a loud yelp of pain from Jacob. As he tried to raise his hands to his face, she slapped them away telling him to stand still until told otherwise. By the time the tub had filled with foaming iridescent bubbles that gave off a strong lilac scent, Jacob was hopping on his toes from the itching and burning of his skin. He had no objection when the maid told him to get into the tub anything to calm the burning of his tender flesh. The maid took a rough sponge and began scrubbing off the cr?me taking hair and skin alike off his body. His modesty was not spared as she made very sure that his groin and ass were thoroughly cleansed. Using a pumice stone she rubbed the calluses from his feet and elbows. Finally, she took a cotton applicator and carefully cleaned out his ears and to his surprise using a small tool removed the nasal hairs from his nose. Out of the tub and patted dry, she led him over to the sink where she forced his head down and began shampooing his unruly hair. She shampooed and conditioned his hair twice before putting a pink satin cotton lined turban over it. He was given a pink tooth brush and a feminine deodorant and told to finish up by himself while she prepared to finish his toilet. With that done, she spread a cool lilac scented moisturizing lotion all over his body without any heed to his modesty. As she was putting away the moisturizer, Jacob let out a soft sigh. The moisturizer was the only thing that had happened to him that day that actually felt good. "Surely she must be finished with this embarrassing bath now," he thought. "Hell, what else can she do to me?" When he saw what she was preparing, he almost had a stroke and tried to get out the door. She was quick and again he found himself bent over and she was spanking his bare bottom with her leathery hand. The stinging slaps actually seemed to hurt more than when she used the hair brush and he soon surrendered. What dignity he had was completely dispelled by what she did next. Taking the pink rubber bulb after filling it with soapy warm water she instructed him in the proper use of the douche. The white plastic nozzle with its thick head hurt at first, but the embarrassment hurt even more. He turned even redder as his penis began to lengthen and grow stiff. The maid noticed and with a quick flick of her index finger brought it back to softness. Jacob's eyes watered from the pain, but managed to hold back a cry of anguish. She made him douche three times before she was satisfied and then added insult to injury by making him insert a heavy day's tampon. She not only showed him how to do each step of his daily cleansing, she also made him read the instructions that came with each device. Wrapping a towel around his chest and tucking it into his none existent cleavage, she finally led him back into the bedroom. She told him as they went that she expected him to memorize both instruction books that came with his douche kit and tampons. To make sure he wouldn't forget, she pierced both pamphlets and threaded a pink ribbon through them and tied it around his left wrist. Seated at the vanity, before she removed the turban and began combing out his long hair, coated his face with a facial mask. She quickly parted his hair down the middle and created bangs by snipping off the hair just above his brows. Taking a blow dryer and a round brush she did her best to create a feminine looking hair style. Putting the blow drier away, she took a red velvet bow and fastened it to the top of his head letting the streamers fall to his shoulders creating a flat ponytail in the process. Finished with his hair, she pushed his head back and began tweezing his brows into high arches. With that done, she peeled off the mask and began applying liquid foundation. Almost thirty minutes later she stood back and admired her work. His face resembled that of the Victorian doll sitting on the bed. His face had bright red cupid lips, black feminine brows, lined eyes with blue lids and a pale smooth milky face with pink blush on the cheeks. She wasn't finished with his grooming yet. While not letting him look into the mirror, she began filing and shaping his nails. Once filed and polished in a bright red varnish she told him to keep his fingers spread until the polish dried. Grabbing his earlobe, she turned his head towards the mirror smiling widely at the stunned and shocked look on his face. "Now boy I want you to look at yourself and say out loud so that I can hear you real good...'I'm so pretty. I just love the way I look.' You keep repeating that until I tell you to stop." It wasn't until the maid twisted his ear and repeated her instructions before Jacob began the embarrassing response. As he was doing that, the maid went to the bureau and began collecting his clothing. When she finished, she had him stand up and removed the towel. Taking his hand she pulled him over to the bed and had him sit where she had put the clothing. Taking the first thing off the pile, she made him spread his legs and with a look just daring him to say or do something, slid the pale violet satin sheath with it's rubber lining over his penis and balls tying the bright thin violet satin ribbons securing it at the base of his penis and again at the base of his scrotal sack. Taking firm hold of the long violet satin ribbon attached to the tip, she pulled it through his legs forcing the penis back underneath and tied the ends around his waist. A pair of bright red nylon pantaloons with pink lace around the knees was followed by a matching satin corset which she laced to where Jacob felt like he was being cut into two. A pretty red satin training bra with eyelet lace trim and a small pink bow at its center soon followed. After adjusting the straps to the bra, she pulled a bright red nylon camisole over his head, the hem trimmed in fine floral lace. A bright white satin blouse with billowing sleeves, ruffled lace jabot and a high lace frilled collar that hugged his neck was buttoned up the back. Next she pulled white nylon knee high stockings up his legs and forced his feet into bright red patent leather Mary Jane's with cross strap, two inch heels and large gold rectangular buckles. The shoes were very tight and his feet felt crushed under their pressure. She then had him step into a pair of bright red velvet shorts. The legs only came to mid thigh, had a low waist and a sailor gold button fly front. The fit was tight almost like it had been sprayed on and made his front look exceptionally smooth while crushing his balls painfully and his ass cheeks looked high and well rounded. A bright white satin sash was tied around his waist and his dressing was topped off with an Eaton style red velvet jacket. White lace fingerless gloves were pulled over his hands and he was then led to the mirror. He had an idea of what he must have looked like but what was revealed before the mirror stunned him. He looked ridiculous and so different. As he raised his lace covered hand towards his face the bright red enamel on his nails reflected back at him. The juvenile and feminine dress seemed to laugh back at him and his head began to swim. The maid caught him around the waist just before he fell to the ground in a swoon. The strong scent of ammonia brought him back to consciousness and as soon as he realized that it had not been a nightmare almost fainted again. The maid pulled him to his feet and with a swat to his bottom, told him it was time to practice his mannerisms. When he showed a slight bit of reluctance, she swatted his rounded backside with the wooden hairbrush. "Now with your left hand place it on your hip wrist in, fingers pointed out," she began his instruction. "Place your right foot forward in a single step while you hold your right elbow in close to your side, elbow bent up, wrist loose move with your hip. Now repeat the step, using your left foot, carefully placing it directly in front of your right foot while moving your left hip forward. Good, now continue just like that around the room. Head up and chest out while you move boy. Don't make me use this brush on that pretty backside. Remember to walk on the balls of your feet before placing the heel down. That's it. I want to see a big smile on that face too. Come on keep moving and smile." After what seemed like an eternity, she allowed him to sit on the vanity stool, but that became a bigger pain than walking in the tight constricting shoes. She had him sit down with his legs pressed tightly together feet pointed straight out in front after smoothing the back of his shorts. Then she had him practice crossing his legs while keeping his calves close together. Hands clasped in his lap, arms tight to his sides. Then stand and repeat the process over and over until she was almost satisfied with his progress. After about forty five minutes of this, his legs and feet were shooting lightening bolts of pain throughout his body. Next, she had him stand and practice performing curtseys. "Elegantly grab the hem of your shorts between the tips of your thumb and forefinger, pull out gently on the hem...I don't care if the material does not move. When you are in skirts and dresses it will...and with the left foot back behind your right foot dip into a curtsey. Remember to keep your eyes demurely cast down boy. Now do it again. While you are doing this, I want you to say so that I can clearly hear, 'I just love how I look and move. I feel so pretty.'" Just before he collapsed from exhaustion, she allowed him to lie down on the bed. "Boy, you just rest for a few minutes while I tidy up a few things. Just leave all your clothing on. When I get back, I expect you to get out of bed, curtsey to me and tell me that you just love the way you look and thank me for helping you look your best. Understood? Now get some rest." He heard her leave the room and the audible click of the door locking. As there were no windows or other way out of the room, he stayed where he was. He felt tears forming, but was too exhausted to do anything other than fall into a deep but fitful sleep. It seemed like he had just closed his eyes when he felt a tugging on his arm and the maid telling him to wake up and get out of bed. He reached up to rub in eyes, but she slapped his hand away telling him that he would smear his make up. The physical contact cleared his sleep numbed mind and the realization that he was not in a nightmare hit him full force. Half pulled and half rising out of the bed, Jacob put his shaky feet on the ground. "Why are you doing this to me," he asked as he stood up beside the bed. "I'm no sissy or a girl...why..." Again, before he knew what hit him, Jacob found himself bent over the bed with his backside raised high in the air. The hairbrush landed squarely on his backside with a loud "Smack" and he yelled in both fright and pain. The blows rained down in rapid strong strokes for what seemed to him like hours, but only lasted a few minutes. By the time the maid had finished delivering his punishment; large crocodile tears were running down his face. "I believe that I told you upon arising to say that 'I just love the way I look and thank you for making me look my best.' As far as to why I am doing this to you, all you need to know is that Ms. Nelson decided this was best for you. Ms. Nelson will be obeyed in all things. Is that completely understood? Now come along, we need to make you presentable." With that, he was taken back into the bathroom. There his face was cleansed and make up reapplied after brushing his teeth with his new pink toothbrush. After she brushed his clothing into shape, the maid had him practice his walking, sitting, and curtseying before ushering him downstairs. Now he was standing before Ms. Nelson who was sitting in a large armchair dressed in loose fitting lounging attire. Her attire was like a jump suit, the body of which was made of silver satin and full flowing long sleeves of pale grey chiffon. Her blond hair was piled in ringlets atop her head held in place with a silver satin ribbon. Her full round cheeks were dusted in a pale pink blush, her full lips a deep fire engine red and her eyes were deep set, dark and brooding. "Pig's eyes," was the first thought Jacob had when he had briefly looked upon her face. "A circus fat lady," was his second thought. However, when she finally spoke in a surprisingly deep and resonating voice, he thought "I'm fucked!" "So Jacob, I see that Matilda has worked some of her miracles on you, but obviously there is yet much to be done. As you have noticed, I run a very tight ship around here and expect everything and everyone to meet my exacting specifications. I, like your grandmother, do not tolerate young men. They are devious, ungracious, quarrelsome bullies who have caused much of the world's problems. The only reason you are here is because I owed your grandmother a favor. She has given over your upbringing and guardianship completely to me. Therefore, as I take my responsibilities seriously, you will be brought up as I think best for you. She has dropped you out of school, but don't think that your education is over. You will be trained to appreciate the female of the species, to obey them as they are your superiors, and educated in a field that I think will see you gainfully employed so that you will not become dependent on the social welfare system." She paused a moment to sip some champagne from a fluted crystal glass before continuing. "Since you are new to my household, you are being regressed to sissyhood until such time that you can prove yourself a better person. Once you have proven yourself, we will allow you to progress out of sissyhood. What you end up being is totally up to you but until then I am placing you completely under the guidance of Matilda. The sooner you learn your lessons under her instruction, the sooner you may lead your own life." Seeing that he was about to speak, she shook her finger in the air. "I have not given you permission to speak yet Jacob! I can see the question you want to ask reflected in your face. No, this is not a punishment of any sort. You must be broken of all the inequalities that maleness has ingrained into you from birth. To do this successfully, we must start all over from the beginning. If being treated like a sissy is abhorrent to you, then I recommend that before you say anything, you consider what it would be like to be regressed to babyhood. Imagine being totally dependant on Matilda to change your dirty diapers, feed you your formula, dress you in pretty little girlie dresses, only being able to crawl and play with your dollies and never allowed to speak. I admit that this is a drastic step in that it takes so much of Matilda's private time but she is more than willing to do so. Now if you understand everything that I have said, you may give me a curtsey and say 'thank you Ms. Nelson for helping and caring for me.'" Jacob stood stunned hardly believing what his ears were hearing. The mere thought of having to wear and worse use diapers sent a shiver down his back. He knew that both of these women were nuttier than fruit cakes but he couldn't think of a way out. His basic instinct was to run as fast and as far as he could no matter how he was currently dressed. However his brain told him to wait, do as she suggested and then when the time was right run like hell. So after a few moments of indecision, he dropped into a curtsey and said the required words. "Good, very good Jacob, you have just made one small step forward in your retraining." Ms. Nelson said. "Now I think a more appropriate name is in order here. Matilda what do you think about the name 'Camille' for our new sissy? Don't you think such a feminine sounding name fitting for our new charge?" Jacob almost fainted with the pronouncement of his new name. The combination of not having eaten since early morning, the tightness of the corset and clothing, and the impact of what had been said was almost too much. Matilda seeing that he was just about to fall stepped up and grabbed him around the waist as she agreed that the name Camille was just perfect. With that, Ms. Nelson indicated that they should leave and settled back into her plush armchair. "Come along Camille," Matilda said as she half dragged him into the kitchen. There she placed a pristine white nylon bib styled apron with ruffled sleeves and hem over his head and tied it in a large fluffy bow in back. Guiding him over to the table she helped him sit. "Camille, I am going to fix you something to eat then you are going to help me clean the kitchen and prepare tonight's dinner," she finished as she turned to the refrigerator. With his late lunch of eight crackers, small mixed salad, and glass of diet supplement completed, he was handed carrots and potatoes to wash and pare for dinner. She told him to remove his lace gloves and put on a pair of pink rubber ones before starting. Matilda was making a pot roast in a Dutch oven. As she cut the portions Camille began mopping and cleaning the kitchen. After everything was completed, they sat down at the kitchen table and had a cup of herbal tea. Jacob was feeling much better but was exhausted and Matilda could see it in his eyes. "Camille, I know that you are tired but you will get use to the routine and training schedule soon enough," she stated. "But Matilda," he began but was immediately told to refer to her as Miss Matilda and that when referring to Ms. Nelson would use the honorific of Mistress. "Miss Matilda," he began again, "I'm still so hungry an...and this corset is tearing me in two..." He was stopped by Matilda's raised hand. "Camille you must watch your weight and you will get use to your corset over time. I expect your waist to be down from its current 28 inches to less than 23 before we are finished with your initial training. To help you with your exhaustion, I will get you on a vitamin regiment and exercise program. Each morning, beginning tomorrow, you will arise at precisely 5:00 a.m., perform your obligations, then one hour of aerobics. At six you will attend to your bath and morning toilet. By seven you will be dressed for the day, assist me in the kitchen, and then clean up. At 8:30 you will attend to your lessons until noon when again you will assist me in the kitchen. We will continue your lessons at one thirty until five thirty when we will prepare dinner. After everything is cleaned up and put away for the evening you will have two hours to read and study your lessons. At nine thirty you will begin your nightly beauty regiment and then to bed no later than ten thirty. Do I make myself clear? Good, now let me get your vitamins then we can get back to work." Jacob was still trying to digest everything that she had just said when Matilda returned and handed him his vitamins and a glass of water. He was surprised at the number of them. There was a large purple pill, two small pink pills, one small white and one yellow, and a large grey pill in his hand as he raised them to his lips. He did not know what they were exactly, but from the look in Matilda's eyes knew that he had to take them without complaint. Matilda followed behind as they walked back up stairs. Whenever he failed to walk heel and toe with his arms and hands in the appropriate position, she hit his swaying behind with her ever present hair brush. He felt the tampon moving inside him and a tug on his penis within its protective sheath with each sway of his hips. The pull of the bra straps and the constraint of the corset keeping his back straight were also disconcerting. He was too afraid of what he looked like walking in such a swishy manner that he dared not dwell on it. Once in the room, he was led into the bathroom where he was told to remove his shorts and panties and sit to pee. She explained that the sheath was rubber lined and had an opening allowing the passage of urine but that he would have to sit like a girl and wipe afterwards. Blushing he did as told and went crimson when she told him to remove his tampon and handed him a new one. After redressing and refreshing his make up, he was led back into the bedroom where he spent the next three hours practicing his walking, sitting, curtseying and voice. She now expected him to speak in a soft lilting voice while repeating over and over "I feel so pretty oh so pretty I just love the way I look. I love my beautiful new clothes and frilly undies oh so much. Thank you Miss Matilda and Mistress Nelson for making me feel so pretty." Actually, he felt totally disgusted with himself and the way he was letting these women dictate his life. He let his concentration slip as he contemplated how he was going to escape and the swift bite of a riding crop across his lower thighs made him get back to business. The riding crop was the latest addition to his learning aides and its biting cut caught his immediate attention. By the end of the three hours with only a few fifteen minute breaks, Jacob was exhausted both mentally and physically. There wasn't a spot on his body that he could say did not hurt or burn. Even his voice was sore from the constant humiliating words he had been forced to repeat over and over again. When dinner was served, he was positively drooling over the rich aromatic smells coming from the oven. His expectations of a fine meal were dashed when Matilda handed him a plate containing one cooked carrot, salad with a vinaigrette dressing, and one thin slice of roast accompanied by a glass of supplement and one purple and two pink pills. He had tears in his eyes as he gazed at his plate. Dinner over and the kitchen cleaned, they went back to his bedroom where Matilda set up a voice recorder and had him read British love sonnets after listening to the same sonnet read by a very feminine voice. Her instructions were simple. If his voice did not sound much improved by the end of the hour he would receive five strokes of the crop. Needless to say, Jacob did his best to copy the feminine voice and managed to receive only one stroke of the crop. Before beginning his evening toilet, Matilda gave him some time to himself. During this time, he was to memorize his two instruction pamphlets on tampons and douching. She gave him a yellow pad and pencil to make any necessary notes. Telling him as she left, "I expect to see important points on both subjects written in a fine neat script Camille. By the way, I think little hearts over the 'eyes' are so cute. Don't you?"