How Allen Became Ellen

by Rhonda

  

Rather small for a full grown young man, at 5' 5" and 125 lbs, Allen Jordan compensated for his lack of size by being somewhat over agressive. He also had a tendency to bully those smaller and younger than he. Since his father died in an accident when he was 10, there was no man around to reign him in. He and his mother Gertrude lived in an ethnic enclave of a midwest city, and did so comfortably though modestly on the wisely invested insurance money. Having just graduated high school at 17, Allen was busy with trying to figure out what to do with his life from that point, college or work. He much would rather just continuing on the way things were, looking after his mother and doing the "man" things that needed done around the house they shared. He was deeply involved in that thought, and a convenient computer game when his mom called up to him. "Allen, come down for a minute" she called. When he came down she told him that she had volunteered to watch the Stuart children for a couple of hours while the missus went out to shop. "I just can't imagine how difficult it would be to have the weekend's gorceries and two kids on the city bus" she said. " You don't have to help much with them, just quit being so very cruel to little Billy" She stated firmly, getting a little of the ice in her eyes that Allen had learned as a lad to fear. "If you put him in his sister's clothes again you Will incurr my wrath" she put forward even more firmly. "But mom, he wet his pants and Mrs Stuart just sent clean clothes for Bethy in their bag, besides he is such a sissie anyway, playing with Bethy's paper dolls and stuff" he almost whined back.

 

It was just after 3:30 when Maggie Stuart brought the 5 yr old Bethy and 4 yr old Billy over, thanking Mrs Jordan profusely and offering to pay her something for watching the kids while she did the things she had to when her husband was on the road. "Nonsense" Gert chided "What are neighbors for but to help each other as they need it". "By the by, I think our surprise party will be well in progress by the time you get back at 5" she added.

"Allen, would you be a dear and get the children set up in the den with a movie? she asked. "I've got to get a few things around for Aunt Lillie, as she'll be here almost anytime" Gert begged. "You know how I hate having to tend to that little sissy mom, so I hope you hurry" Allen almost spat back at her. "ALLEN!!!" she replied in a voice that could probably cut steel. Then she left for the little alcove off her bedroom to get the things ready for her sister. Lillie, 10 years divorced with two daughters, was the principal of the parochial girl's academy a few block from the Jordan house. Allen had always regarded her as a castrating bitch, who seemed to hate men and ruled the male teachers at the academy with an iron fist. She would be here in less than 15 minutes, he knew, as she always left the school prompty at 3:40 on Fridays, and usually came over.

 

Allen gathered the children and led them into the den. He set up the little card table and chairs in front of the sofa, and turned oon the tv and vcr. When the movie started to play billy spoke up Plainively" Cinderella is a girl's movie, why do you always put in girl's movies for us?" "Because yo are such a sissie boy that I thought you would enjoy them more" Allen taunted. " Now shut up or I'll put your sister's dress on you again". Billie started to whine, then began crying outloud, the shame of last week's dressing still fresh in his mind. "Alright you little sissie brat, if you're going to cry like a girl, you're going to be one" Allen gloated. He got Bethy's spare dress out of the bag and took off Billies t-shirt. He slid the dress over his head, buttoned the back and spat"There, now if you're not good and don't quit crying like a little baby girl, I think I can find a diaper around here for you" Allen shouted over the increasingly loud crying of Billie and Bethy who was scared by Allen's beligerance. His mother, who had been lurking just around the corner, flung open the den door. She took the children out into the livingroom and comforted them until they stopped crying."I've got a little surprise that I'm sure will make you both feel a lot better" she said, just as her sister was knocking at the door. "Do sit Lillie, you are just in time" Gert said as she headed back to the den.

"Well Allen, you just couldn't resist humiliating that child again, even after I warned you there would be consequences if it ever happend again" she bristled as she revealed the hairbrush she had held behind her back. She whacked it firmly across his backside. "Get out in the livingroom and drop your pants, young man. You are not too big to get the spanking you have so richly earned" she said as she glared at him with the totally frozen look, that he knew meant trouble. He went to the living room, but left his pants up. He was not getting a barebutt spanking infront of his aunt and the kids. Gertrude came out right behind him expecting this. "Drop 'em now or I will" she stated. When he still stood there, she came up, grabbed the waistband and popped off the button, unzipped them roughly, and pulled them and his shorts down to his knees. She grabbed the back of his neck and led him to her chair. Pulling him down across her lap, she administered several sharp blows to his bare butt. He tried to hold back and show he was tough but by the 12th whack he was sobbing like Billie had done before. " See the little girl crying Billie, would you like to give him a whack? And you too Bethy" she encouraged. The two children came over and took the hairbrush in turn and giggled as they each gave him the best spanking they could. His backside was already so sore from his mother's application that it seriously hurt as they hit him. That and the total humiliation of it all made him cry all the more. Finally, his mother let him up, and told him to strip right there in the living room. He hesitated, "Mom this is so humiliating already, I'm not going to stand naked in front of every one" he wailed. "You have no idea yet what humiliation is, young lady, but you are about to find out" Gert glared. Not wanting the spanking to resume he undressed, just as Lillie, on cue. emerged from Gert's bedroom with some shopping bags. "Put these on, you whiny little bitch" she said, holding out a pair of soft pink panties with lace around the waist, leg holes and across the seat. " I won't" he whined. Whack!

out of nowhere Lillie smacked his butt with the wide leather strap. He almost collapsed to the floor with the pain of that. He had never hurt so much in his life. He took the panties from his aunt and slowly pulled the satin up his legs and around his waist. Atleast he wasn't naked anymore. "Who's the sissie now, lillte Billie chided, having changed clothes in the meantime. Lillie put the pink and lace garter belt around his waist, fastening it, she said" Put your arms out so I can help you with your bra, You'll learn how to wear it but will need some help at first" she goaded. She then produced two breast forms and inserted them in the bra. While she had been doing that Gertrude had gone into her room and gotten the dress and petticoat. Lillie had him raise his arms again as she slid the pink and lace camisole over his head and arranged it. "Now sit on the chair so I can help you with your stockings, we don't want to run them" she purred, obviously enjoying what she was doing. She slid the white stockings up his legs and fastened them to the garters and put the pink skimmers on his feet. So far the sisters had guessed right, as everything fit well. Lillie took the crinoline, and having Allen step into it, pulled it up around his waist and drew it tight so it wouldn't slide down on his narrow hips. Allen started to whimper again when her saw the dress. It was all pink satin with a yoke collar, and had a 3" row of lace on the hem and the pouffy sleeves and a 4" row outlining the collar. "Mom!, you can't possibly expect me to wear that thing?" " You can stop this now, I've learned my lesson, I promise not to pick on Billie ever again" he whined. "Well your cousin Stacy thought it was too frilly for her taste, but she's not the sissie you are, or will become little girl" stated Lillie in a matter-of-fact manner. The tone of her voice, and the look in his mother's eyes convinced him not to resist as they raised his arms and slid the dress down over the petticoats, zipping the back up so it was firmly in place and he couldn't get it off without help. "Now turn around slowly so we can all see how pretty you look in your new dress sweetie" his mother said as she sat on the sofa next to Billie. "He looks just like a little girl, like my sister when she's dressed up!" Billie exclaimed jovially. Obviously, he felt much better that this was happening to someone else, especially to his tormentor.

Gert hadn't realized the passing of time until she heard the knock on the door. She practically bounced over and let Mrs. Stuart in. Producing a dishwater blonde wig from one of her bags she said "Here is my contribution to improving the neighborhood". " Is everyone in on this evil joke ?" he asked in a voice that seemed to get somewhat higher in the last hour. "How long are you going to keep this up? You know I don't deserve this" he whined. "All I did was point out that a boy who plays with dolls, and ends up in his sister's dress because he wet himself might be a sissie" he fished. "It goes a lot deeper and has gone on a lot longer that that, young lady" his mother replied. "Quit calling me that, I'm not a girl, I won't be a girl! I am a Man" he exclaimed with his eyes tearing up again as he looked at himself encased in the pink satin. "You are a girl, and you will be a girl until I decide otherwise. You've never been a man, just a seriously immature big boy who's attitude and sensibilities haven't grown with his body." she replied.

"Let me tell you how it came to this, and what I have planned for you so far. Now smooth your skirts as you sit so noone sees your panties, and I'll begin" she said. He smoothed the back of the skirt as he had seen his mom, aunt, and cousins do many times. Sitting down he tried to push down the petticoat that held the skirt almost straight out in this position.

"Now Ellen, that's what you will be called and had better answer to," gertrude began. " Ever since your father died you have become more and more a brat and a bully. Over the years you have brought your cousins to tears so many times I can't count them all. You've done the same to many girls at school, and to younger children constantly. I have always hoped you would grow out of it and develop some compassion and appreciation for people, especially girls, but you haven't. Now you are almost an adult, so the situation demands a crash course in emotional growth. You will be dressed day and night in female clothing, everywhere you go. You will learn to care for your wig and appearance until your hair is long enough to do in an appropriate style. You will attend the summer finishing classes at the girls academy for the month. You will be the picture of politeness to your aunt, cousins, children, and me. Any violations or backtalk will only add to your punishment, and like you told Billy, if you are a baby about this, there are STILL diapers in the house". "your cousins will be here shortly with your additional supplies, and to teach you the basics so you don't embarrass yourself when we are out for dinner tonight. They will be staying over the weekend to help you prepare so you aren't too far behind in your month at the finishing school" she concluded.

"Can't I just stay home if I have to wear this getup? The whole neighborhood goes to Murphy's for Friday dinner and I'm sure to see someone I know" he said, crying again. "no you can't stay here! The idea is to have everyone know what a sissie you really are under that steel skin of yours, which we will soften for you." Lillie put forth. "Now stand so we can get some cute pictures of you, and put your feet together so you don't look quite so out of place." she added. Lillie and Mrs Stuart both produced cameras from their purses and began taking pictures of him from several different angles. "He was born to wear this dress" Mrs Stuart chirped as she gleefully circled him, shutter going off several times."And she makes such a pretty girl, I can't believe how feminine she looks already. Once the fuzz is gone from her face and chest she could be almost beautiful with the right makeup coach" she added, chuckling. "I will volunteer to teach her cosmetic skills, if you will send her by Mrs Jordan" she went on. With the pictures done, and her role in the humiliation accomplished, she gathered her remaining packages and the two little ones to go home and feed them. "Say good bye to the nice lady" she coaxed, looking straight at Ellen. "Ellen will help you walk them over, your arms are absolutely full" Mrs Jordan . "In this?" Ellen whimpered futiley. "Another week young lady! care to add more? Ellen's mother shot back. With tears in his eyes, Ellen took each child by the hand and led them to the door. It was difficult getting through the jam with the full skirt, but he managed. The effort drew attention from a couple of young boys passing by. "Look! a boy in a dress" they laughed as they went on. Fortunately, the Stuart's lived next door, so he didn't have far to go, and only a couple of people saw him before he returned. As he walked back inside the house, being careful not to catch the skirt on the door latch. the house filled with laughter. Stacy and Tracy had arrived while he was away, and they were obviously enjoying his plight. They looked at each other giggling uncontollably "this is going to be soooo much fun" they said in unison. Here was their chance to get back at Allen for the several years of taunting, teasing and general abuse they had endured. They had come to hate coming over Fridays to go to dinner, but this was going to be a lot more fun. "Go upstairs with the girls, so they can get you ready for dinner Ellen" Gertrude stated. His first hour in a dress had been a nightmare, but Allen-Ellen knew, with these two in charge, things were going to get much worse. He just couldn't imagine, as he worked his way up the narrow stairwell in the wide dress, just how bad it was to get for him. The girls gleefully picked up several bags, and a yardstick, and followed him up. "I expect no trouble up there" his mother shouted after them.

They had him go into his bedroom first, where Stacy, the eldest, began to undress him, while Tracy danced into the bathroom and started emptying her bags onto the counter. With some struggling, and a little resistance Stacy had him out of his dress and petticoat in a few miutes, leaving him in only the bra and very revealing panties. He tried in vain to cover himself as she shoved him from behing down the hall and into the bathroom. "Now strip or you'll get the yardstick to that already glowing backside" Tracy said observing the redness, just starting to bruise on his thighs. He reluctantly pulled off the panties as Stacy undid his bra from behind. The bath was already full of the lavender smelling bubbles Tracy had drawn. She and Stacy both shared the bottle as they spread hair remover all over his body, including his privates. They had him stand a few minutes for the cream to work," You're going to make such a pretty girl" they both chided as they helped him into the bath. Stacy disappeared again as Tracy spread lavender oil over him and helped him rinse it. He finally was allowed out of the tub, and looking down at his totally hairless body, began to sob again. She produced some medical glue and applied the breastforms from the bra onto his bald chest. He noticed how heavy the silicone was now that it was glued on, but stood still as Tracy applied foundation to blend the seam of the forms into his skin color. She stood back, looking at her handiwork, then looking down, said"but we're going to have to do something with THAT" she stated pointing to his shrivelled member. Then she led him back across to the bedroom, where Stacy had some clothes laid out on the bed. She had also emptied his closet and dresser into several boxes. Tracy went down to get the rest of the packages they had brought, mostly clothes they didn't want or decided to donate to this effort. She came back up and put them on the desk as Stacy started to get him dressed again for dinner. First came the white panties with a lace applique across the front, then the white open bottom girdle. He stood as she put on and pulled up the stocking, fastening them to the girdle. Next she put on the bra, that matched the panties. She adjusted the straps to give him a little lift, and stood back a minute to admire him. "Tuck that thing between your legs, a young lady can't have a bulge in her skirts now, can she" she commanded. He did as he was told, noticing how uncomfortable it was at first because the elastic of the panties held it tightly back between his legs. She then helped him put on the slip. It was also white, but had lace across the bodice and hem. She picked up the white blouse with a high lace collar and cuffs, and as he started to put it on, he realised you could clearly see his slip and straps through it. Next came the skirt, a mauve and white plaid in gaberdine with tiny threads of bright pink running through it. The waist had a double button, so it wouldn't come undone as Stacy drew it tightly around his waist and zipped it in the back. The snugness of the waistband over the girdle gave atleast the suggestion of hips and flaired the light fabric of the skirt out a bit.

The final touch was a pair of mauve pumps with a 3" heel that drew up his already small calves. As Stacy led him over to the mirror, he looked at himself and realised that, except for the hair he looked exactly like a girl. He started to cry again. "You"ll have to stop that whining young lady, you'll run your makeup this evening if you don't" she demanded. She then took him into the bathroom again, where the two of them went to work on him. Applying foundation, a touch of pink rouge, light mauve eye shadow, mascara and pink lipstick they soon had him so he met with their approval. They had explained each step in exquisite detail adding to his humiliation. Then Tracy put the wig on him and pinned it in place. The color matched his natural color perfectly, and it came down to just his shoulders in a little flip. She then brushed down the bangs so they came just to his eyebrows, and standing back a little so Ellen could see herself in the mirror, said "There, you're almost as pretty as we are, you were made to be a girl I think. With those high cheekbones and the smallish chin and nose, noone would realize you used to be a boy" she chortled. As he looked at their creation in the mirror, he realized that even he would think he was looking at a girl, and it was HIM!

"Now remember, smaller steps, and keep your feet striaght in front of you or you'll fall off those shoes and give us yet another laugh" Stacy told him as they started for the stairs to show the women their creation.

As he entered the livingroom, Gertrude did a double take, that picture of soft femininity couldn't be her son. As she took in the walk the girls had taught him and the posture that the tight brastraps demanded she was confident she had done the right thing, and what a thing!

The idea had hatched about a month before, when Allen had so embarrassed everyone with his comments and attitude, that Mr Murphy suggested that they hurry their dinner so the other patrons could eat in peace. After they returned home and the cousins went out to the school dance, Lillie and Gert began their conspiracy to transform Allen into a better person. While Lillie arranged paperwork for his new name for schools and work, Gertrude had gone to the doctor and got her "hormone replacement" capsules, complaining of menopausal symptoms that hadn't existed since her hysterectomy shortly after Allen was born. She had read from the transexual ads on the computer that it took 4 to 6 weeks to expect to see results, so she started putting them into his food over the last four weeks. She had noticed after she went to three capsules a day, that his skin was indeed getting softer and he didn't leave the bathroom a mess from shaving near so often. She could hardly wait to see if he grew the same substantial and firm breasts that her (imagine that, I think of him as a girl already) cousins displayed. That would be the turning point. Once he had to wear a bra, he would no longer be able to go back.

  

  

  

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