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Shoe Boy
by
A Happy Wife
He knew they were watching him. All it took was one of them to notice then the word spread. Sometimes it would take hours maybe even a whole day would go by before someone noticed. What was it they noticed? A movement, a gesture a slip with his voice, what? Once they had noticed the ridicule would start. Little giggles, smirks, pointing, telling others and then the really close scrutiny. "Look at those shoes, his legs are real pretty, he shaves them and of course are his breasts real?
Many of the customers were repeat customers and knew already. Sometimes they would bring a friend so that they could add another person to the list of people who knew. Sometimes they would bring a boyfriend or a husband and point him out to them. He knew that some of them teased their men and asked them if they would dress up for them. He also knew that some of the men found him attractive and that others would like to beat him up.
When he was discovered the best he could do was to continue to scurry around and do his best. Today he wasnt discovered until late in the day. There were still customers in the shop. Women waiting to try on and buy the expensive shoes and boots sold in the exclusive shop. Shoes not unlike the dainty pump he wore today. He had been complimented on his shoes four times today two ladies even bought a pair. When his wife had rung up the first pair she had said, "these will look grand on your foot. They even make his foot look sweet." The woman turned and looked him up and down then said "prettiest pansy in the garden." She walked away shaking her head and laughing.
He was furious and wanted to say something to his wife about that crack, but she looked straight into his eyes and he backed off. He knew from past experience that the best he would receive from a confrontation was more humiliation maybe even a public spanking. He wanted to avoid that, besides what could he do? It was not easy for a man to be very assertive wearing a knee length pink skirt, off white ruffled blouse and the bone pumps.
He knew that he would wind up being the object of humiliation and that he would be laughed at and ridiculed even more than he was now. She looked past him and made a dismissive motion with her hand and he scurried away like a servant girl, painfully aware of the stares he received from the women in the store.
The "other girls" that worked in the shop were very much aware of his humiliating situation and watched with unconcealed mirth at this latest degradation. The young women shoe clerks had status over him they could, and did order him around. "Sidney fetch those gold sandals." Or "Sidney, give this lady a foot rub." "Sidney, be a good girl and get us a ped please." He had to hurry around on his high heels doing this lackey work while the girls and their customers enjoyed seeing this male humiliated in this bastion of femininity.
He owned this store; it was one of the last successful independent shoe stores in town. Most of the stores success was do to the skillful management provided by his wife. When they had married he was a behind the scenes owner. He had a flair for knowing what would be a success with his upscale women customers. He had decorated the shop in a very feminine style. It looked more like a ladies tea room that a shoe store. Instead of the rows of bench type seats most shoe stores have his shop had little tables with chairs around them. There were cute lamps and soft throw rugs over polished hard wood floors.
The little store sold nice boutique items and expensive womens hand bags. The store worked well however he felt out of place in this overly feminine place. But even though the store was overtly feminine it seemed to have a power of its own. The women that shopped there were feminine but not passive. They liked this store because it made men nervous. They liked the care and special treatment they received while shopping here. These were women that knew they were women and that in and of its self was powerful.
Shortly after they were married she decided he should spend more time around the shop. She also decided the customers would be more comfortable if he was a little softer around the edges. She began a campaign to make him less of a threat to "her ladies". The first thing she decided was that there was no reason for him to buy his personal shoes at another store. They could get fantastic discounts in their own store and there were dozens of shoe styles that were almost mannish. It was the almost that bothered him but he went ahead with her plan and she ordered some loafers in his size. He wasnt happy about being fitted for a womans shoe in the store lobby during a busy hour but her "oh dont be silly, your in the womens shoe business you might as well be in womens shoes." drew laughter from the customers and put him on the spot.
She ordered him a few pairs of suitable shoes, "to get him started" she said. She even found him a low-heeled loafer from existing stock. He was obliged to put on the shoe on and show her how pretty it looked on him. She was nonplused when it seemed a bit tight. She just handed him a pair of textured trouser socks from a handy display and he meekly submitted to this first display of female domination and feminization. The socks were off white with a lacey pattern in them and the shoes were a deep wine colored crock print patent leather with a suede inset at the vamp, a gold bar accented the front. The small hard soles made delicious feminine little click clacks as he walked across the floor. It was decided that he, being a male, shouldnt wait on the customers. Besides they had a full and accomplished female sales staff. He would "assist the other girls." Since he would be carrying boxes, cleaning and checking stock he would need a smock or an apron.
His wife decided that in keeping with the tearoom motif an apron would be best. She produced a white pinafore type apron that almost made his heart stop. "I cant wear that!" He exclaimed. She explained to him he not only would wear it but he would also learn to do, and would do a little curtsy for the girls and the customers. The pinafore was white with wide ruffled straps, The bib portion had a ruffle around it and the whole thing was tied in a large bow in the back. The apron part was trimmed in lace and had a small border pattern of wooden shoes in pale blue. The girls just gushed over it and told him he looked adorable in it, "like a little Dutch Girl" one of them said.
The situation just grew worse for him. He did try to discourage his wife from the escalation of his feminization but she would just point out the growing success of the store. She assured him that much of the success was due to his being "man enough to be feminine". He had no idea what the hell that meant but knew that it was usually followed by still another indignity. She began to have him wear more "modern" slacks. His pants were now tighter in the fanny and were often in softer fabrics, some had matching belts and were in, well "prettier colors". His shirts started to change also. She now called them "tops" or "blouses" and he suspected they were. A few even had hints of lace trim at the neckline one even had a little bow at the waist off to one side. As most of the pants had no pockets he was told to select a few purses from the expensive line that they carried. The bags were styled by women designers and were very expensive. There was no way they would ever be called mens bags or even unisex. These were womens purses in the finest of leathers with delicate closures and straps. Just holding a purse this feminine would embarrass most men. He was no exception the day she gifted him with the little red leather clutch and the matching flats he balked. In fact he almost rebelled but the girls and his wife convinced him to "give it a try". It was really the beginning of the end for him, it was just awful.
He had been given a pair of pale pink trousers to wear that morning. His wife decided the pink was too much with the red skimmers so she selected a gray skirt. A skirt for Gods sake. Well he would not wear a skirt. Sometimes the things we say turn out to be our undoing. He didnt have to wear the skirt. He wore a white dress with a red flower print. The skirt was full and needed a full petticoat that his wife gladly provided "until he got his own" With his shaved legs, red flatties, nude hose and clutching his red purse he was the picture of the absolute subjugated sissy husband. When he was marched in to the store that morning it was bedlam. The girls were beside themselves with glee. They sent him everywhere, had him doing everything, they loved to have him doing tasks that kept him in plain view and doing his little curtsies.
After a few hours of this humiliation one of the girls asked his wife if she "could take Sidney for a makeover" She said "this is really embarrassing for her, if she looked more like a girl she would be more comfortable". His wife thought that was a wonderful idea. She made a couple of calls and Sidney was off to the department store for a makeover and then to the salon for some work with his hair. Three hours later Sidney and the clerk returned to the shop. Sidney still wore the dress and his cute red flat shoes. He had been "done over" in every sense of the word. His make up was flawless and he had been encouraged to purchase everything the bevy of consultants used on him. He had been told to come in every day for a free critique. "Wont that be neat Sidney?" the young clerk asked him with a big smile on her face. The salon had tipped his hair in a blonde highlight the girls had styled his short hair in a surprisingly feminine style considering he went in with a "regular guys cut".
He looked like a pretty young woman with a short but feminine hairstyle. He felt like a sissy in a white dress. In his heart he knew he was a sissy in a white dress. His wife just looked at him and said, "you really take to this, dont you?" before he could protest she went on to say "I guess you can stay in dresses". The girls were practically jumping for joy, he was trying to lodge his complaints but the girls were hugging him and carrying on like he was a silly girl in his twenties and a contemporary of theirs. He owned this store for gosh sakes he could fire every one of them if he wanted! His wife said, "Ok girls lets get back to work." "Girls includes you too Sidney."
That night at home she called him to the parlor. He had changed into his pink trousers, a gray sweater and gray loafers. He wore knee-highs and had changed his things to a black purse from the little red one he had been forced to use all day. She had him stand in front of her and she looked him up and down. "Not much of a man are you Sidney?" "I made a doctor appointment for you tomorrow afternoon. Wear a that nice tan skirt and the lavender sweater set I gave you, wear black pumps and carry that black bag you are using now. Dr. Feminett will get you straightened out." Then she dismissed him. He planned on straightening out some things with this Dr. Feminett who ever he was. He was getting pretty darned upset about the way he was being treated by his wife. He was a man by gosh and he had let her do this to him.
Well the shoe was going on the other foot now with this doctor on his side he would have this turned around quicker than she could say "get your purse Sidney."
Dr. Helen Feminett was six feet tall in flats and she didnt wear flats. Before Sidney could even shake her hand she ordered him stripped naked and on his back on a gynecological exam table. In short order the doctor, three female nurses and his wife surrounded him. His feet were in the stirrups and strapped down, his hands were similarly secured above his head. A young nurse was shaving his groin while his erect penis waved at them all.
Dr. Feminett was saying something about controlling unwanted erections. The doctor nodded to a nurse and she promptly swatted his penis with a twelve-inch ruler. When he screamed he was rewarded with a wad of gauze pads stuffed in his mouth and a band of adhesive tape over it. The doctor examined his privates and said things to the nurses and his wife, mostly to his wife. His penis had a mind of its own and would rise with the manipulations from the doctors soft hands. With each beginning erection the nurse was there with her trusty ruler. As the offending erection was slapped down the doctor or his wife would look at him with disgust, the nurses just giggled. They seemed to be enjoying his humiliation.
The doctor still had his penis in her hand as she turned to his wife and said. " I recommend the removal of the testicles and the penis." "Since he insists on the wearing of womens clothing the operation will make him just that much more, shall we say, lady like". "But if you wish to retain them I can do the other procedure right now." His wife nodded. Without being told one of the nurses went to a cupboard and got down several things for the "procedure".
Dr. Feminett explained the procedure as she worked. He was given a local anesthetic but the pain was not completely removed. He thought this was done on purpose. His penis was pierced on the bottom near the head, his testicle sacks were pierced on their bottom and a forth piercing was done in the small space between the testicles and his anus. Rings were soldered in place and the penis was drawn back and connected to the ring near his anus. The testicles were pushed up and the empty sacks were hooked together over the penis. The good doctor told his smiling wife that with panties on it would look like the mature labia of a woman. He was to have "a panty line to die for" she explained.
He would, of course sit to pee and would need to wipe when through; erections would be impossible because of discomfort. He would need regular prostrate massaging she would show her how to do that after he was healed. "Now as to sex" the doctor said, "his tongue is a good as ever and if you need penetration he can wear a device. We even have one that fits over the chin so that his mouth will be the level of your clitoris when full penetration is reached. Most women like this.
There will be times when you need a real man on your arms, and you should feel free to date as you please. If you desire them as sex partners I am sure Sidney will grow to understand." She finished all that with a small smile for everyone there, including him.
Four weeks later Sidney met his wifes new male friend. Sidney wore a light blue skirt with navy top and navy pumps. He lightly shook this mans hand and blushed as he kissed Sidneys cheek and said, "What a pretty thing you are."
His wife explained to Sidney that she would be out and when they returned "Albert will show us how to do the milking thing Dr Feminett told us about." That night Sidney knelt in the center of the coffee table. He was stripped to just his bra, panties and thigh high hose. Albert had slipped on a pair of rubber gloves and had greased up the fingers of one hand. He deftly removed Sidneys panties and said, "he really has nice taste in lingerie"
Alberts finger slid into Sidneys rectum, Sidney groaned as much from humiliation as pain. Alberts finger found its mark and Sidney let out a girlish scream. Albert and his wife both laughed at this unexpected feminine outburst then it happened. Sidney began expelling his seaman Albert held a tissue over Sidneys flaccid penis. When the milking was over Sidney was given the soiled gloves and dirty tissue and told to clean up, put on something pretty and come give Albert the thanks he deserves.
Later wearing a short black dress and pumps Sidney asked Albert if he would please spend the night and satisfy his wife. Albert smiled and assured Sidney that he would be glad to do just that. That night as his wife and Albert shared a bed Sidney polished Alberts shoes and pressed his slacks.
The next morning dressed in pink slacks, gray flats and a gray sweater he served breakfast to the lovers and with burning cheeks he was forced to ask Albert for another milking.
A Happy Wife
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