Betty Pearl's Sissy Stories 20.1
Sissy Story Archives (older stories) => 2011-2018 Sissy Stories => Topic started by: derry on May 08, 2009, 07:02:52 PM
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Jessica’s Daddy
Chapter 1: For her first 10 years Jessica seemed to be in a typical 1950s household. Her mother stayed at home. Her father went out to the office. On Saturday s her father also spent lots of time on the Golf Course.
Jessica’s Mummy did all the housework, except for the little bits the child did to help. Several times Daddy got cross and shouted at Mummy when meals were late or slightly different to what he wanted.
Jessica was a clever child. She had mixed feelings about what she wanted to be. She quite liked Enid Blyton’s George and Jo March. But she also loved the idea of going to a boarding school. She thought that girls who went to such schools had an exiting time and lots of adventures.
Jessica also noticed how much her Daddy had NOT liked her Aunt Jane. Jessica had actually sometimes seen her Aunt during school holidays when her Daddy was at work. This was because her Mom rather liked her husband’s sister
Her Daddy told her that they could not afford school fees. Jessica noticed that her father got most of what he wanted. He had an expensive car, the very best suits, and subscription to the most exclusive Golf and Tennis clubs.
Just after her 11th birthday everything changed for Jessica. Later that summer holiday she was allowed to go with her parents to look at different boarding schools and she had a real choice about which one she went to.
When Jessica came home at half term things had changed. Daddy did not ever shout at Mummy. Jessica had noticed that although her Mummy did some of the housework wearing trousers she had rarely worn them in front of Daddy.
Now things had changed. During the half term holiday, and every other time Jessica went home, her mother wore trousers more often than skirts or dresses. In those days, the late 1950s and early 1960 women did not usually wear trousers in England.
Even more surprisingly Daddy always washed the dishes and did a lot or ironing. He NEVER went to play golf.
Oh and Aunt Jane had move in to a flat quite nearby. Sometimes when her Mummy seemed to be cross with Daddy either Jessica was asked to go to see Aunt Jane or Mummy picked up the telephone and Aunt Jane arrived. When this happened Aunt Jane took him by the hand and he followed her.
Jessica’s life was to change even more dramatically just after she was 13.
Chapter 2: Oliver Hill was just too young to fight in World War Two. He did very boring Peacetime National Service. Actually Ann (Porter) who married him had done rather more to beat Hitler. She was older than her husband.
Ann’s parents had been very anxious for her to marry. Oliver worked in a family business run by his Great Uncles. Again it was thought that marriage would calm him down.
Ann tried to be an ordinary happy housewife and mother. She did her very best for her ungrateful husband and her happy appreciative daughter Jessica. She remained willing to do all her marital duties. Actually it was not all that surprising to her that Jessica was their only child. It was not Jessica’s fault.
Oliver had a different idea of what a ‘real man’ should be. He had lots of affairs. He did not flaunt them but Ann must have known of them. This did not please her.
Chapter 3: Now in one sense ‘Sexual Harassment’ did not exist in the 1950s. There was no word for it and no law against it. Still many old fashioned people in companies like the one Oliver worked at would not approve of adultery.
Oliver really fancied Molly. Miss Molly Stevens had become Oliver’s secretary. She and Michael, her fiancé, a postman, were saving up so they could put down a deposit on a house when they got married. Oliver had to do some negotiations in Birmingham. He had arranged for the meeting to take place early in the morning so that he would have to stay overnight.
“Molly, I really rely on you, I need you to come with me to the meeting.”
Oliver had made two mistakes. One was that he told his secretary a week ahead of his planned encounter. The other was that Molly had met Jane Hill. Actually Michael Patterson knew Jane better.
Jane Hill was a solicitor (for Americans this is like a general practice lawyer). She was VERY unhappy about her brother’s behavior. She also remembered how her mother, and especially her great Aunt had dealt with Oliver Hill’s dreadful early teenage.
Jane had spent 2 years during World War 2 in occupied Europe. She had access to certain devices as well as having very great skills in self-defense. She was, bigger than her little brother.
Molly had carefully told her boss that, of course, she would go to the conference. She made sure that he was reminded that she and Michael planned to marry the following summer. Molly had a long chat with Jane, who took an earlier train to Birmingham and booked into the same hotel.
It was after 10pm. Oliver told Molly that he really needed to have her come into her room to take detailed shorthand notes, so that she could type amendments to the proposed contract. For about a minute the secretary was able to sit down with her notebook and take the shorthand. Then Oliver’s hands slipped onto Molly’s knee.
Molly had been briefed:
“Mr Hill, PLEASE do not put your hands on my legs.”
He remarked:
“I’m just being friendly.”
Molly replied:
“I don’t think that is the kind of friend a boss should be.”
Half a minute later the Boss’s hand went under Miss Steven’s skirt.
“Please stop Mr Hill.”
Oliver’s idea of ‘fore play’ was brief and crude. He then pushed Molly from her chair onto the bed.
“Get off!”
Then the room door swung open. Oliver was shocked, and Molly relieved to see his sister.
“It’s not what you think…”
Oliver said, weakly. Jane did not shout but she said clearly:
“Well, just to make sure a COLD shower is called for.”
Oliver finished undressing and obeyed his big sister. Molly seemed to be about to leave but Jane said:
“I think you should see this.”
Oliver came out of the small shower room. He felt angry but also vulnerable. The next thing surprised him.
“Hands behind your back young man.”
Oliver remembered, all to clearly, the phrase ‘young man’ from his childhood. Sometimes it had been his widowed Mom, more often from Jane but mostly from his terrifying Great Aunt Alice.
Jane very securely tied her brother’s hands. His little man had not been totally tamed by the cold bath. Jane knew what to do.
“I think there’s a bucket of ice in the fridge, can you get it for us Molly?”
Molly obeyed. The ice was placed where it was needed. Oliver did not scream, but felt like it.
Oliver felt totally humiliated. He had not been seen naked by any woman, other than those he was about to seduce, for half his life. He did not even remember Jane seeing much of his anatomy when they were children.
Jane addressed her brother once more:
“Great Aunt Alice told me about how she had a certain device when she was a governess to control certain male problems. I think it would be useful right now….”
There was a pause. Jane carried on:
“Molly, could you get my bag? I left it just outside.”
Very quickly Oliver’s now VERY little man was imprisoned:
“You can’t do this, what about when I need to use the lavatory…”
Jane smiled:
“You can just sit down, it’s not hard, is it Molly?”
Fifteen minutes before his business meeting Oliver was invited to his sister’s room. He was shown photographs of his appalling misbehavior and played a recording, which made it clear what had happened.
Oliver happily signed the doc-ument put in front of him, rather than have the material sent to his great uncle, the Managing director.
“I think it would be a good idea for me to have a long chat with Ann, don’t you.”
If the scandal of his behavior came out Oliver knew he would be ruined. He agreed to all the terms.
He would no longer object to Ann doing a teacher training course and working when she passed.
He would do all the housework Ann told him to do.
He would cut down on his spending, especially the Golf club membership so they could pay school fees for Jessica to go where she wanted.
He would accept appropriate discipline.
This discussion happened whilst Jessica was watching a movie. Oliver was not sure what it all meant.
On Jessica’s first night away at her new school some of the meaning became clear. Molly was invited to his home, by Ann.
Molly, Ann and Jane each gave him a very long very painful spanking.
He had prepared an excellent meal. He did not eat it. He spent the meal in a corned with his pants down and his very red behind on display.
For the next month Oliver’s life was rather odd. At work he acted as he always did: as a bossy boss. It is true that neither Molly nor any of his other female subordinates had quite the same problems that they once had. If anything he seemed a little more ruthless at work.
As soon as he came home Oliver was given a list of housework jobs to do. He did them. He did not like the kind of apron his wife had bought him but felt is safer not to complain.
Oh and a couple of evenings a week he went over to his sister’s flat, to do the cleaning there.
He did make one huge mistake at work. One day, when he thought that Molly was away, he remarked to a colleague:
“Don’t you think that a woman’s place is in the home and that men should not have to do girl’s work?”
Fred Roberts agreed with his boss. Fred lived with his mother who waited on him hand and foot even though he was 28.
As it happened Molly had forgotten something and she heard her boss’s resentment.
That Friday Molly, Jane and Ann had a lovely meal. Michael came too. Actually on this occasion Ann had cooked because she liked the idea of trying some to manage some ‘exotic’ Indian cuisine. Michael arrived a little later than his fiancé. So there was a chat he did not hear.
Molly told them about how Oliver had disliked doing “girl’s work”.
Jane told Molly and Ann about how great Aunt Alice had dealt with a certain teenager being too ‘boisterous’ and not liking to do his fair share of chores because they were “girl’s work”.
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Chapter 4: So the next morning, as instructed, Oliver went to a local charity shop. His sister happened to know some of the volunteers at the shop. It was a Saturday and it was quite busy. Oliver handed the lady who seemed to be in charge a note, that he had hand written but Ann had dictated. It read:
“My wife insists I do house work. I said it is girl’s work. Please find some suitable clothes for me and make sure that they fit.”
Oliver also handed over a pound note and a ten shilling note, quite a lot of money in those days.
Five or six volunteers popped into the changing room in the next half an hour as they checked that the various skirts, blouses and dresses fitted this particular customer. He left with a bag containing 2 bras, 8 pairs of panties, five slips or petticoats and 4 very flowery dresses.
Ann sat down and did her studying for the rest of that Saturday. Every so often she got up and watched, and took a few photographs of her husband hovering, scrubbing the kitchen floor and scrubbing in the bathroom as well as washing the dishes and doing the ironing.
Ann did not feel like cooking. Her husband did that. She did, however, feel quite proud of what she had achieved. She invited Molly and Jane
The meal that Oliver cooked was adequate. However Jane was very upset:
“Ollie, you bought women’s clothes.”
He was defeated and vulnerable:
“Yes, that’s what you said.”
His tall sister smiled and said:
“Oh no, you did not talk about women’s work. You talked about GIRL’s work. I think you should wear GIRL’s clothes, as childish as possible. I think you need a spanking, have you anything to say.”
Ollieattempted a curtsey and said:
“Please Miss Jane would you give me a hard spanking.”
Jane sat on the sofa. Oliver placed himself in the appropriate position. Very carefully and slowly firstly Jane pulled the skirt of his dress out of the way. Next the very frilly slip went up. Finally his pink panties were pulled down to his knees.
For about a minute Jane spanked her brother with her hand. It stung. Next she took a very heavy hairbrush. Olliewas crying after less than a minute with the hairbrush. However the spanking carried on for five minutes. Ann opened the kitchen window. The sound of his crying, as planned, went to their next-door neighbor, Mrs Bloom.
They sat down, to eat. Olliestood in the corner with panties around his ankles and holding up his slip and dress.
Just before they ate Ann dialed the number of her next-door neighbor. She said, in a loud voice:
“I was a bit worried that you might have heard someone crying and wondered. You have no need to worry. It is just that my husband and he had to be spanked.”
The response surprised Ann.
“I would have loved to watch.”
Lucy Bloom’s father had often spanked her, more often than her rather less well-behaved brother. She had married, Ben, a lovely man who, sadly, was knocked over by a car and killed.
Ann had a question for her neighbor:
“Have you cooked your dinner yet?”
“No, why?”
“Oh, it is just that we happen to have spare supper.”
Two minutes later Mrs Bloom arrived. She pushed a big old-fashioned pram with her 6-month-old twins Nancy and Robert. They were asleep.
As they ate Jane explained what had happened. She told Nancy about Oliver’s problems with treating women with respect.
“You made a pass at me, didn’t you?”
Ollie stood in his corner, holding up his skirts and showing his very red behind. He did not know whether to reply. Ann had the answer.
“I think that Ollie should SHOW Mrs Bloom why he won’t try to impose himself on ladies. Turn around.”
Lucy saw the chastity device. Jane added.
“Well it does seem appropriate that he should be sitting down to go pee.”
They had a lovely dinner. They talked. Molly said:
“I agree that it would be good for Ollie to dress as a little girl rather than a grown up. He does talk about ‘girls’ rather than ladies. He is also very immature. But unless we specially make something, which would cost a lot of money how can we find the right frocks.”
Ann had an idea:
“Mrs Bloom, you know your Maternity dresses looked a little childish, and with some adjustments could be made very childish. Have you still got some?”
Lucy laughed:
“Oh, I would love to. By the way my American cousin Sam, that’s Samantha left her training bras here after her visit, she was so proud to wear a proper bra. And I can make the adjustments.”
Jane had one more thought:
“Shouldn’t Mrs Bloom be compensated?”
Lucy was less sure:
“Well, I don’t know. I know that paying for Jessica’s school and Ann’s college books cost a lot of money. And well Ben had a good pension scheme and life insurance. So although I’m a widow I am NOT poor.”
Jane explained her brainwave.
“Perhaps not money. How would it be if Ollie paid for his new dresses and the work you are doing by, say, washing Nancy and Bob’s nappies for the next three months.”
Jane then talked to her brother:
“Isn’t it nice of Mrs Bloom to let you have pretty dresses. And I’m sure you’ll be very glad to help her out with the nappy washing won’t you?”
He nodded. This was not enough. He ended up having to write, and then read out loud a contract:
“I Oliver Hill, also known as Ollie, promise to wash all the wet and dirty nappies belonging to Robert and Nancy Bloom.
“In return Mrs Lucy Bloom promises to adapt her old maternity dresses so as to resemble those of young girl children and to give me the training bras and panties once worn by her cousin Samantha.”
They both signed and Jane, as a lawyer, witnessed the legally binding contract.
So whilst Jessica was away at school Ollie spent all his time at home wearing rather childish dresses. He did all the housework for his wife and also for his sister. He did other work for his neighbor. On a number of occasions he suffered spankings, usually with other ladies watching.
They did not feel that it was right for Jessica to see him in his frocks or across his wife or sister’s knees. Still Jessica could not help noticing that her Daddy now did ALL the housework. He even tidied Jessica’s room for her. Also the trousers he wore were often in pastel colors, and had once belonged to ladies.
Jessica did not see the training bra and childish panties her father wore underneath. Neither did she know that when her aunt invited her father to her home it was usually for a spanking.
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Chapter 5: Just after the first half term with Jessica at home Jane suggested some ways to reinforce Ann’s authority over her hubby. It took several spankings but in the end he signed some doc-uments.
Jessica was disappointed by her boarding school. It was not nearly as much fun as in the stories she had read. She did like most of the other girls. Then too Jessica was quite a strong willed person. She was often accused of ‘answering back’. She got caned several times. Luckily the school did the hitting in private and Jessica always had her thin school skirt and knickers (for Americans this is the British word for panties) to protect her dignity. Still it hurt a lot.
Then too the school was rather limited in what it taught.
Jessica met her friend Mary who was at the local State (that is what Americans would call a ‘public school’). Mary had lots of fun. The girls were encouraged to think and ask questions. They did learn about history and science. They could learn typing, needlecraft and Domestic Science (or Home Economics). However, this was a VERY progressive girls’ school. Girls did wood and metal work and technical drawing.
Jessica decided that perhaps it would be nice to go to the same school as Mary.
The summer just before Jessica’s 13th birthday Ollie very much encouraged his daughter to change schools. He hoped that with more money he might be allowed to have a bit more money for his leisure interests. In addition he reckoned that it would not be possible for Jane and Ann to keep him in frocks at all.
The school term was due to start on a Tuesday (some 11 year olds would go a day before the rest of the school.) The day before the new school term would be Jessica’s birthday.
Ann had tried hard to persuade her daughter to stay at the boarding school. As it happened she would be starting at junior school as a teacher the same term:
“Don’t you love me Mummy?”
Ann had explained:
“Of course I do, I just think that the school you go to will give you the best education.”
Ann had a long discussion with her sister in law.
“Jane, I have to admit that Jessica’s got a point. I was never enthusiastic about sending children away and this local school is REALLY good. However we do need to keep Ollie on the straight and narrow. It is always harder to keep him under control during school holidays.
“I think keeping him in frocks is best, but we can’t have Ollie in a dress without Jessica finding out. What should we do?”
Jane’s response shocked Ann. She thought about it for a week. And finally agreed with her sister in law.
A week before Jessica’s birthday Ann told Ollie of their plans for that day. Now by that time Jane had joined the family firm. Her legal qualifications were useful and she actually had greater management skill than her brother.
They mostly worked at different offices, however Jane had been able to increase the number of women in senior positions in Ollie’s office.
That particular week Jane was at the family Company’s Manchester office. However Ann was in regular telephone contact.
Ollie thought he could rebel because Jane was away. He went into the spare room. He removed the chastity device, VERY carefully with a file. He went back to wearing very conventional male clothes. He ceased to do any housework. At the office his hands started wondering, although admittedly not in Molly’s direction
At home Ollie swore a lot and Jessica heard it. Ann was very upset. Over breakfast that Friday Ann asked:
“Ollie, are you going to change your behavior of the last week and go back to how things were for the last two years.”
He shook his head.
As agreed Jane telephoned Ann from a public telephone at Manchester station. She also had time to telephone a couple of senior people in the family firm. Ann had some good news for her daughter:
“Your Aunt Jane would like to take you for a little holiday to the Isle of Wight over the weekend. You will be back in time for your birthday party.”
At 1145 AM Ollie, reluctantly, took a call from his wife:
“Ollie, have you changed your mind about your behavior.”
He yelled, so that Molly, the outer office could hear.
“I’m going to act like a normal MAN, there’s nothing you can do to stop it.”
There was a pause The Ann explained:
“You are NOT welcome in MY house until you change your mind. I have changed the locks.”
Oliver Hill vaguely remembered some of the doc-uments he had signed 20 months earlier. Just after the telephone call was over Molly told him:
“Miss Watson is here to see you Mr Hill.”
Miss Watson’s appointment as a senior personnel officer was one of Jane’s suggestions. Ollie had not liked her. Miss Watson asked Mrs Patterson, as Molly was referred to since her marriage, to leave.
“Is this your signature?”
Ollie saw a Photostat of the paper he had signed two years earlier. He nodded.
“Your employment contract requires high ethical standards. You have obviously not kept to them. You are dismissed. You have one minute to leave the premises. By the way I understand that your wife has sent a package for you to collect.”
Oliver Hill thought that this was not the moment to fight back. He obeyed. He picked up the parcel.
Now 4 days earlier he had taken two pounds, quite a lot of money, out of Ann’s handbag. However there was only eleven pence left. He sat in a park and looked in the parcel. It contained clothing. Two of the Maternity dresses that had been altered to seem more childish, four very childish pairs of panties, a training bra and 4 pairs of pink ankle socks.
Oliver needed money. He went to his bank. The Manager explained
“You cannot close the account without your wife’s agreement. An as there is only three pence left in it I do not think that we can give you a payment without closing it.”
Oliver was angry:
“Did you let that bitch take out all my money?”
The middle-aged manager explained:
“We are NOT marriage counselors. Mrs Hill merely did, as she was legally entitled to and took out the four hundred and eight pounds in the account. If I could have stopped her I would have. I fear she had moved her account to a rival business.”
Oliver went to a telephone box. He thought that his family’s business was quite well known in the small exclusive sphere it operated. He knew the three other companies in that line. He assumed that they would be grateful to offer him a job and an advance.
He was disappointed. All the other companies in his field had received telephone calls with telegrams to follow explaining his conduct.
Now Oliver had often remarked that there were too many lazy people on the dole. Now he found the Unemployment office. He explained the situation.
He was surprised to discover that the bureaucrat wanted to telephone his previous employer. He was shocked when it was explained:
“Well Mr Hill, it is said that you were dismissed for misconduct. I am afraid we cannot pay you anything for at least six weeks. You might qualify for National Assistance. Oh and there are some jobs you might want to check out.”
Ollie checked on four of the jobs. The only one he was offered was as a dishwasher at late night café. He was also very shocked to discover he would not get paid for 6 days.
Ollie slept in the park that night. He then checked on room rentals. He knocked on thirty doors. All wanted a deposit and rent in advance. He worked on Saturday evening and left the café at 1am. Again he slept on a park bench. It rained very hard. He went to the café to start his shift at 2pm. The man running the café said:
“I can’t have someone working for me looking like you, you’re fired.”
He was given six shillings and eight for wages. It started to rain. Then a hailstorm hit. A little after 7 that Sunday evening he knew he had to surrender.
Ollie rang Ann. He agreed to all her terms. Ann thought about the unique birthday her daughter was going to have.
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Chapter 6: Jessica and Jane had arrived back in London rather late. Aunt Jane telephoned Ann from a call box. Then Jane talked to Jessica.
“Your mother is preparing a VERY special birthday surprise. It may not be quite ready until about nine o’clock tomorrow morning. Would you like to stay at my flat tonight.”
So the next morning Jessica came into her home. A breakfast with all her favorite things had been prepared. Mummy ate with her. Then her Mummy explained:
“You know that I work and your Daddy did some work. We think that it is fair that boys do housework as well as girls. When you were a LITTLE girl Daddy did not do any of his share.
“Your daddy was also VERY naughty in some other ways. One night your Aunt Jane found your Daddy being VERY unkind to Molly. Now what your daddy did was so naughty he might have gone to jail. I could have divorced him but I did not want to cause you upset.
“So we punished him in other ways. That is why he now does ALL the housework. He had said it was ‘girl’s work’. He was also VERY immature. So whilst at home we treat him like a girl, a naughty girl. When you have been away he has worn clothes like a little girl and when he has been naughty he has been spanked by your Aunt Jane and I.
“Now last week Daddy thought he could just do what he liked. Aunt Jane told the office what your Daddy had done. He was sacked. I told him he could not come home unless he promised to do what he was told.
“Now in lots of ways you are a lady now instead of a little girl. Your Daddy does need people to tell him what to do. He does need to be punished for refusing to tidy your room and being rude to you.”
There was a pause. Ann called her husband.
Then Jessica saw her Daddy as he had been whilst she was away from school. He wore a rather short childish dress. A petticoat peeped out from underneath. He also wore black sandals and pink ankle socks. Oliver Hill curtsied to his daughter and said:
“I was VERY naughty. I would like you to spank me as hard as you can.”
Jessica thought for a few seconds.
“Mummy, you know that there are some girls from my old school coming to my party this afternoon. I think it would be better for me to spank Daddy then. I think he would remember it more and not be naughty so much.”
Aunt Jane, who was just about to go to work, had an even better idea.
“Why don’t you give your spanking now and ANOTHER one this afternoon?”
Ollie went upstairs. He brought down a large armless chair, which Ann had called – ‘the spanking chair’. He then went up again and brought down a heavy hairbrush.
The 33 year old business man placed himself across the lap of his 13 year old daughter. Jessica had been getting quite big and tall and her father was never an especially big man. This scene, therefore, looked odd rather than impossible and absurd.
Jessica hit her father twice hard on his dress covered bottom. Then her Mummy told Jessica something:
“We usually find it works best to take the dress up and pull Daddy’s panties down.”
Jessica slowly took her mother’s advice. Then she hit her father VERY hard.
Oliver had dreaded the humiliation of having his young daughter being able to treat him in this way. He had kind of consoled himself with the thought that Jessica would not be as strong as Jane or indeed as his wife. What he did not know was that Jessica had played tennis at school. Her arms were now VERY strong.
Within a minute he was bawling and kicking his legs. Jessica carried on the spanking for ten minutes.
In the afternoon Ollie acted as kind of a waitress for Jessica and six of her friends. He had prepared the food that the girls asked for. He cleared away the dishes and washed them. He repeatedly heard comments like:
“What a cute dress…”
“I had a dress just like that, when I was four…”
“A polite young lady does not show everyone her panties…”
At 5pm the door bell rang. Molly, Ollie’s former secretary arrived. Soon Aunt Jane also arrived. Mrs Bloom from next door was there too. Her children were now two and a half. She let Bobby play in the back garden. He would be quite safe. However Nancy sat on her mother’s knees.
Ollie did what he promised
“All last week I was VERY naughty. I did not do what I was told. I used VERY nasty words. I know that you spanked me this morning but please will you spank me again, Miss Jessica.”
Nine pairs of female eyes watched whilst Jessica slowly and ceremoniously prepared her father for his spanking. His dress was pinned out of the way as was his petticoat. His panties came to around his knees.
The same ladies watched an listened as the spanking went on. The room was full of the noise of a bad boy bawling and of lots of young teenagers giggling.
Stephanie, one of Jessica’s friends asked:
“Can I have a go?”
So Ollie had to submit to five more spankings. Marta, originally from America, had another idea.
“I have a better idea than a spanking. My aunt used to wash my mouth out with soap when I said a bad word or lied.”
Marta had to run to the shop but she was able to buy a wash cloth, carbolic soap and a waterproof apron.
Ollie had to kneel down in front of the young American and open his mouth. She scrubbed his mouth VERY thoroughly.
Unfortunately by then the guests had to go home. Just before being put to bed, in the spare bedroom, Ollie had to endure another mouth soaping, this time from Jessica.
Ollie also had to write letters to each of Jessica’s old friends thanking them for the spankings and one to Marta thanking her for telling people about mouth soaping:
“I am sure that mouth soaping will make it much easier for me to only use nice and true words from now on.”
There were some more changes. They legally changed Jessica’s name to Porter, after her mother. Ollie’s last name was also changed. They moved house to a bigger place which was jointly owned by Ann and Jane who now lived with them.
Ollie, under his new name, did get to go back to work for the family company. His new job had always been known as – ‘The file girl’
Until then this task had been usually given to a 15 year old, just out of school who had not been good at typing or shorthand. It was the most junior and low paid. All the women working there knew of Ollie’s history.
At that time he did not wear frocks at work, though his trousers were not typical of those worn by businessmen. Every morning Molly checked to make sure he was wearing the appropriate underwear including childish panties, a training bra and a chastity device.
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Chapter 7: Jessica did indeed find that she liked her new school. She was both clever with her hands and her brains. She did not want to learn “Domestic Science” but did want to learn wood and metal work and design.
The teachers often encouraged girls to think for themselves and ask questions. Several of the teachers were elderly and had memories of the movement to give women the vote in Britain.
Jessica did make friends at her new school. She decided not to invite them to her home. She did not want to tell other girls all the details of her father’s new role.
Despite the unusual nature of her parent’s relationship Jessica was in lots of ways a normal teenage girl with normal attitudes and feelings.
One Monday she desperately needed to go to the nearest pharmacy, for very feminine reasons. This particular place was very old fashioned. There was no idea of getting what you wanted to buy. What happened was that you had to line up and ask for what you needed. The pharmacy was crowded; lots of people got their prescriptions filled on a Monday afternoon.
Jessica tried whispering:
“I need some S.T.s”
Lots of people used the initials rather than the full word “sanitary towels” or sanitary napkins. She had to repeat what she wanted:
“Are they for you dear, or for your mother?”
Jessica wanted to avoid a repeat performance of this experience. Then she had an idea. Jessica REALLY did not want to risk running out. So the next Monday she popped over to her father’s work, just at the end of lunch. She told him what to buy.
Except when he was getting shopping Ollie did not carry a bag. Jessica took a string bag with her. This bag was very useful because it could be quite small in a pocket or handbag but could carry quite a lot. It had, from Jessica’s point of view, one the great virtue of showing off the contents.
Jessica’s best friend was a girl in her class called Sophie. She happened to be at the pharmacy to get some aspirin for her mother. The next day at break she told several girls, including Jessica about her experience.
“It was amazing. There was this bloke. He asked for sanitary towels. He then carried them with him in a string bag. Would you ever carry that stuff in a bag like that?”
Jessica smiled. She told her Aunt Jane and her mother what she had done. She also had a brief chat to Mollie and to their neighbor Mrs Bloom. For the next three years nearly every Monday Ollie had to line up in the pharmacy and ask for sanitary protection.
A few times he was sent back because he had got regular sanitary napkins when night ones were needed or the other way around.
Jessica did well at school. Of course she had no chores to do, not even tidying her room or ironing her own clothes. A couple of timed Ollie had burnt her school uniform when ironing. On each such occasion Ollie knew what to do.
He curtsied:
“Miss Jessica, I am very sorry I have been very naughty would you please spank me.”
Usually Jessica managed to make sure that her mother, her aunt or her neighbor was on hand to watch the spanking. Jessica did quite a lot of sport and exercises. Each spanking from his daughter seemed to hurt Ollie even more than the last one.
A few times Jessica found that her father had said things that were not 100% true or used naughty words. Jessica had got quite skilled at mouth-soaping.
Every half term and every holiday from her old school Jessica invited her friends from there. Ollie spent a lot of time waiting hand and foot on a group of giggling, rather privileged young ladies. At Jessica’s suggestion her friends usually wore trousers for these occasions.
Jessica was really uncomfortable about keeping this big secret from her current school friends, especially from Sophie. On the other hand she feared she would be teased and wondered what would happen if she found out.
At the half term holidays girls were expected to do work on a project. The summer before she was 16 Jessica left at school a file with all the material for her project. Sophie saw this. She was very worried that her friend’s school work might suffer. She asked her teacher what they could do. The teacher gave Sophie the file and the address.
Sophie took the bus and went to her friend’s front door. Actually she was quite curious about what kind of a home her clever, kind friend had. Sophie knocked very hard.
At the time Jessica was reading a book and Ollie was busy with a huge pile of dishes to wash. Jessica did not want to answer the door to unexpected visitors. Ollie was shocked and scared. He always hated it when new people found out about his dress and treatment at home.
He dropped a vase. Jessica heard the sound of the glass breaking. Sophie decided to look at the side of the house to see if she could find her friend. The kitchen window was open. So Sophie heard Jessica yell
“Ollie, that was Aunt Jane’s favorite vase. I am sure she’ll give you a very hard spanking, but right now you can clean up the mess.”
Then Sophie saw through window. There were no drapes. Jessica saw her friend.
Jessica went to the back door and let her friend in.
“Who is this?”
Sophie asked, she was not 100% sure of the gender of person in a childish dress, with a petticoat peeping underneath. Jessica decided quickly the best way of using this situation. She looked at her father
“This is Sophie, my best friend from school. I think you should tell Sophie who you are and why you wash the dishes and wear what you do.”
Ollie was confused.
“Er erm…”
Jessica talked to him again:
“Are you not going to curtsey to our guest?”
Ollie did a curtsey. Sophie was surprised. She had learned about curtseying when she was 8. But she had not used that skill since she was 9.
“I am Jessica’s daddy. My name is Ollie. I used to be an ordinary man but I was VERY naughty. I need to be punished. I thought doing housework was doing girl’s work so I wear dresses like a little girl.
“When I am naughty my sister Jane, Jessica’s Mummy spank me.”
Jessica twisted the knife a little more:
“And who else spanks Ollie when he is naughty.”
He paused and then answered:
“When I have been very naughty sometimes you do Miss Jessica, also any other lady who thinks I have been naughty can spank me.”
Ollie curtsied and made tea for the two girls whilst they talked about their projects. Sophie asked:
“Does your aunt really spank your daddy?”
Jessica was surprised:
“Of course she does. So do I. Now Ollie needs a spanking for breaking the vase. Would you like to watch when Aunt Jane does the spanking?”
Sophie was both fascinated and amused. What especially pleased her was that this man, who was only a little less than average height an build curtsied and asked his sister:
“I was a very naughty child. I broke your vase. Pretty please will you spank me very hard?”
Sophie had been invited to dinner. She telephoned her mother who said it was okay for her to stay with her friend. Sophie noticed that the naughty man was not allowed to eat when he was naughty. Instead he stood in a corner, panties around his ankles and holding up his dress and petticoat.
Over the next few weeks Jessica, very carefully, sounded out a few other friends from school. Ollie got to explain himself to six more teenaged girls. Jessica was also waiting for an opportunity of her father being naughty. It came. He has actually forgotten to get her sanitary napkins. He said he thought the shop shut early, which was a lie.
Jessica, of course, always made sure she had more protection available than she needed at any one time. There was no danger of her running out. Her father did not know that.
So the next afternoon Ollie had to go to the shop. This time Jessica had told her friends of the shopping arrangement. Sadly the shop was not as crowded as it would be on a Monday. However six teenaged girls had asked for various tablets and things. They then looked at things whilst a middle aged man purchased sanitary napkins. As always on these errands he carried the purchase in string bag which showed any passer by what he was carrying.
They then stayed on the other side of the road, giggling, as Ollie walked home with the string bag containing Jessica’s order.
About a quarter of a mile from home the girls started to run. They were all ready when Ollie rang the doorbell. He was NOT allowed a key to the front door.
Ollie went upstairs and changed into his little girl dress and petticoat, As soon as he got down he curtsied and gave Jessica her change and her protection. Then six girls sat and watched.
“You were supposed to get my special shopping yesterday, did you do it.”
He shook his head. Jessica was not satisfied.
“Answer properly.”
He obeyed
“Yes I did forget.”
Jessica had more questions:
“Was that naughty?”
He answered, even though he knew her next question.
“Yes it was naughty.”
Jessica wanted to savor the moment:
“Please go upstairs and get the special chair.”
He obeyed. She continued:
“Then go and get the heavy hairbrush, I think there is something you need to ask.”
Ollie went upstairs and brought down heavy wooden hairbrush. Then he curtsied as he handed the hairbrush to the 15 year old.
“I have been very naughty, would you please spank me.”
Whap, whap WHAP!!
Jessica gave her father an especially long especially heavy spanking. He thought his punishment was over after he had spent half an hour in the corner showing of his very red bottom. He was wrong:
“Ollie, did you say the chemist shut early?”
“I did.”
“Was that true or a lie.”
“It was a lie.”
“What do you ask Miss Jessica after you tell lies.”
“Please Miss Jessica, would you wash my mouth out with soap because I have been a naughty child and I have told lies.”
This time Jessica not only allowed her friend to watch but also got them to take part in soaping the washcloth and scrubbing the inside of her father’s mouth.
Jessica was still a bit cautious about who she told about her father. Still every girl who did know thought that Jessica Porter was the coolest girl in school. Lots of other girls thought the same thing even when not knowing the specific reason for her coolness.
-
Chapter 8: Jessica had been a bit disappointed not to see more of her friend Mary. Part of the problem was that the secondary school did grades went by slightly different birth dates. So Mary, 15 was in the grade immediately behind Jessica.
Now it was not usually ‘cool’ for a fifth former, as Jessica now was, to be very friendly to a fourth former, like Mary. But when Mary wanted to talk to Jessica, she was very happy. Mary was not worried about herself. She was doing well at school as was her friend Angela. However Angela had a little sister called Melissa. Melissa was very worried about her friend Abigail.
Abigail was always very sad and Melissa wondered why. There were two problems. One was that Abigail’s Daddy had indeed been very naughty. He had taken money from his office and was now in jail. Melissa had always stood up for Abigail and not many girls in her class were nasty to Abigail. Although there were also boys in the junior school the girls tended to play separately. So although Abigail knew of the nasty things those boys said she could ignore them.
Abigail’s real problem was at home. Now, to pay the mortgage Abigail’s Mummy had to work for a lot of hours. She had two jobs and did not usually get home until after eight in the evening. Abigail’s brother Ulysses was supposed to look after Abigail.
Abigail’s brother was a nasty bully. He not only spanked her but also pulled her hair. He found out that it REALLY hurt when he hit her on her hand. So he did that a lot. In those days it was pretty usual for girls to do more than their fair share of the housework. Abigail had learned to iron. She did not think it was entirely fair that she had to iron her big brother’s trousers.
There was one other thing. Abigail absolutely HATED nasty and rude words. Ulysses used these a lot in front of her, especially after he found out how much they upset her.
However what Abigail REALLY hated was that not only did she have to tidy her own room, most kids hate that and still do it. She also had to tidy Ulysses’ room. If she put something somewhere he did not like she would get hit.
Jessica talked to Mary. Mary was the only daughter of a widow, so she, like Jessica had no experience of brothers. However Mary agreed that boys should do their fair share. She even agreed that if a boy did not do his fair share for a few years maybe he should do ALL the housework.
Jessica invited Mary to meet her father. Mary was astonished, but pleased, to see how Jessica’s Daddy did all she told him to. He looked silly. Mary did not really quite believe that Jessica could spank her father when he was disobedient.
Jessica then talked to Angela. She sounded her out. Angela too was invited to visit Ollie. This visit was even more interesting. Jessica had heard her daddy say a rude word. So after giving the girls tea he had to go upstairs and get the waterproof apron, the carbolic soap and the washcloth.
He curtsied and said:
“Miss Jessica, will you please wash my mouth out with soap because I used a rude word.”
He then knelt in front of his 16-year-old daughter with her 15 and 14-year-old friends watching.
Then they made some plans. The boys’ school was near the girls’ school. Lots of times they used the same London busses. Usually girls were very careful about talking to boys. One day they just missed a bus. Mary agreed to have a coke in the nearby café with Ulysses.
The next day they went into the café and took the later bus. As it happened Angela had made sure she was near Abigail’s home so that the girl was not left on her own. Ulysses was only slightly grateful.
Mary told Ulysses that she did want to see the movie ‘Psycho’. She thought it would be easier if she were with someone who was clearly over 16. Ulysses suggested going at 10pm. Mary explained:
“I do not think my mother would like that. You know it is on in the afternoon, there is a showing just after school”
Ulysses was about to say yes but then he remembered his responsibility:
“The trouble is that I'm on brat sitting duty. ”
Mary had an answer:
“Well my friend Angela could look after Abigail, she already keeps an eye on Melissa.”
Ulysses had mixed feelings but he agreed. Abigail was glad to have anyone other than her brother in charge of her.
Abigail was a bit worried when Angela took her to Melissa’s house. Angela explained:
“I know that your brother makes you do the housework. I have arranged for someone to do that for you.”
As it happened Ollie’s work as a ‘file girl’ finished about the same time as school. Jessica had told him to carry a bag with his dress and petticoat in it. She then supervised him as he did all the housework that poor little Abigail usually did.
Ulysses then saw Mary two or three times a week. He knew that Angela had arranged for his sister’s chores to be done. He thought life was wonderful. He got to have fun, know his sister was being kept in line and also have the chores done.
Abigail had a LOT of fun. Her father had been old fashioned. Her mother was short of money. She literally did not own any trousers. Melissa usually wore trousers except at school She loaned some to her friend. Angela kept a close eye on her sister and her little friend. Still Abigail got to climb trees and have lots of fun in the garden.
The girls also played cowboys and Indians. Abigail did bring her dolls and Melissa played a bit with those. However Melissa thought she was a bit old for dolls.
Mary was very careful. She did not like Ulysses kissing her. Actually later she would decide that she did not like boys at all in that way. However she did manage the right balance of resistance and acquiescence.
After about 4 weeks the moment came. Ulysses’ first idea was that they go into some local woods, to ‘go all the way’. Mary said that her mother would be out at work until after seven and it would be fun to have a proper big bed.
Mary was lying on her mother’s bed. Ulysses was looking forward to what would be his first time. He was buck-naked. Just as he was about to do the deed he heard a yell:
“STOP!”
It was Jessica.
“You know that this young lady is 15. you were going to have sex with her. You could go to borstal.”
A borstal was like a jail for older teenagers. Ulysses was embarrassed.
“I err, I think you misunderstood. Anyway I’m going.”
He turned around and reached for his trousers. He saw a third girl, it was Sophie. Jessica pulled open the window and Sophie threw his pants out. Sophie was quite skilled at sports. She managed to land the boy’s clothes in the small pond in the back garden.
Mary’s preparation had included locking every pair of trousers she or her mother owned into a case and hiding it.
“I think someone needs to cool down.”
Ulysses went to the bathroom and submitted to a cold shower. Jessica, Mary and Sophie watched.
“Now, I think we can make sure this does not happen again.”
Remarked Jessica as the naked boy came out of the shower. She pushed a big bag of ice to an especially delicate area. He yelped. Then in seconds Jessica wrestled him. He was on his back. Jessica held has hand very firmly above his head. Sophie sat on his knees. It was Mary who fitted and locked the device.
“Oh, by the way the keys are at Jessica’s house – in a safe.”
The delinquent spent an hour naked, except for a chastity device, which was in clear plastic. He knew it would hurt a lot if he got an erection . He also got his first experience of sitting down to pee. Mary kept the door open so that people could watch this humiliation.
Then Jessica explained:
“Only women live at this house. You can go home naked or you can ask if Mary would lend you one of her uniforms.”
Now the clocks had just gone back for the autumn. That meant that it was dark by five. Ulysses decided he would be less conspicuous wearing his would be conquest’s uniform, including the than naked.
Jessica had brought a tape recorder. In those days they were real to real. She recorded Ulysses asking:
“Mary I would be very grateful if you could let me borrow one of your uniforms. I would like to wear it.”
Photographs were also taken. They included one of him in a bra (padded with old stockings, and school knickers and a six more of him in the uniform.)
Ulysses’ punishment had not, however been finished. Not by a long way.
-
Chapter 9: Ulysses had planned to run home as fast as possible, to give as few other people as possible a chance of looking at him in the twilight, in Mary’s spare uniform. However Sophie took his left hand and Jessica his right one. He was walked very slowly in the half light a half a mile to his home. All was dark inside. He hoped that nobody would see him as he was DRESSED.
Because Mary was smaller than he was her uniform did not fit ideally. It was very hard for him to avoid showing off his knickers.
Jessica had taken his keys from his trouser pocket. She opened the door. Just after he got in he heard steps from behind. Not only was Abigail coming up the path but so were Melissa and Angela.
There was a discussion. Ulysses was sat in the middle of the sofa, Jessica and Sophie sat on either side of him, keeping a firm grip on his hands. He could not get up and therefore could not get out of the uniform.
“Did you hit Abigail on the hand?”
“Yes.”
“Did you make Abigail tidy YOUR room?”
“Yes I did.”
“Did you make Abigail iron YOUR clothes?”
“I am sorry I did that.”
“Did you pinch her and pull her hair?.”
“I did.”
“Did you punch her in the face?”
“Err I suppose so.”
“Did you use nasty words in front of Abigail.”
“I err- it depends on what you mean.”
This conversation was being recorded in two ways. A new real had been put on the tape recorder and his confessions were being saved. In addition Mary was typing a statement.
He duly signed a confession, which also included trying to have sexual intercourse with Mary. This had been typed before the discussion; they did not want to go into details in front of little Abigail and Melissa.
“Do you deserve to be punished?”
“I suppose so.”
“Do you want to go to borstal or jail or would you rather we handled it?”
“It would make mother very unhappy if I got a criminal record.”
Jessica then asked:
“Do you have any money?”
“I have a bit, maybe I could give some to Abigail.”
Jessica thought a bit:
“Yes I do think that your little sister is owed some back pay, however we need to get what we need to punish you. Please go and get the heaviest hairbrush you can.”
Jessica followed Ulysses to his room. He started undressing.”
“No, don’t get out of the uniform, just get the money.”
He obeyed. He then went half a mile to a shop he hoped he was not known at. He bought the hairbrush. He tried to sound girlish. Jessica and Sophie had followed and listened as he bought the spanking implement.
As instructed, when he came back he said:
“I have been very naughty, would you please spank me.”
Jessica was not satisfied.
“I told you to curtsey when you asked.”
It took six attempts. All of them really showed off the green knickers under the dress he was wearing.
Now on quite a number of occasions Ulysses had been hit with a bamboo cane. Three times he had ‘six of the best’ but it was usually only one or two. He did not like the idea of the humiliation of all those girls watching him being hit but he guessed it could not hurt all that much.
However there was another factor. When the young man was caned at school it was always thought is trousers and underpants.
He lay across Jessica’s knees. She sat at one end of the sofa. They did not want him struggling so that Sophie held his right hand and Mary his left one. His legs went over the side.
Jessica flipped up the skirt of Ulysses’ dress. At her request Abigail used nappy pins to make sure that the dress stayed out of the way. Then Jessica pulled his knickers down to his knees.
The first half a dozen blows with Jessica’s hairbrush did not hurt any more than a couple of hit with the cane. Six more blows followed. These were heavier.
It took Jessica a couple of minutes to get into her stride. It took seven minutes for the schoolboy to reach the point of crying. The spanking went on for nearly twenty minutes. By the end he cried like a baby and kicked his legs helplessly in frustration.
Jessica cooked a meal ready for Ulysses his sister and his mother. He stood in a corner with his knickers still down and his dress still up.
Jessica then explained what was going to happen in the future.
“From now on you will get into a dress as soon as you get home. You will do all the housework including tidying Abigail’s room and washing and ironing her clothes. Mary, Sophie, Angela or I will be there just to make sure you do what you are told.
“You will also wear school girl knickers under your school clothes except when you have to do games. Oh and the chastity device stays there until you are due to do games.”
Mary had one more suggestion:
“Ulysses sounds like a hero. I think from now on we should change his name- I think that ‘SISSY’ sounds about right.”
There was one more punishment he had to comply with. Ulysses would have to go the pharmacy that he had been instructed to go to on Monday. There was a long line. He figures that he ought to get a receipt from the place.
There was a girl he did not know looking around, and listening. The schoolboy asked for and was given a bar of soap. As he left the pharmacy he saw Jessica.
“Did he do what he was told?”
The girl he never saw simply said:
“He just asked for a cake of soap.”
Jessica addressed him:
“Sissy, you were told to ask for carbolic soap, and tell the lady behind the counted what it was for.”
The boy again went to the back of the line. Jessica, Mary and Sophie stood just behind. After lining up for fifteen minutes he said
“Please Miss, I got the wrong soap. I need carbolic soap. My mouth needs to be washed out because I used REALLY bad words.”
The lady smiled:
“Of course young man.”
Jessica added:
“I think he needs a flannel and a waterproof apron.”
He completed the purchases.
This punishment was carried out in a different way. This time he curtsied to his little sister and her little friend and asked each of them to wash his mouth out with soap.
As it happened Abigail and Melissa’s smaller hands made them even more effective at the mouth soaping than older girls.
-
Chapter 10: Jessica did very well at school. She did not have the extra chores that many other girls did. Her breakfast was always ready for her. Her father washed and ironed her clothes. He knew he had to appear willing to do these tasks. If he seemed to be at all difficult he faced the prospect of a little visit across Jessica’s knees. Her left arm was now very strong indeed.
Ann’s career was taking off. She and Jane had found a lovely home for the family to share.
There had been a slight issue about what relief to offer Ollie. Ann occasionally desired sex from her husband, and of course he was ready to oblige. He then was ‘belted up’ again. Actually Ann started getting her pleasure from other sources.
Then Ollie’s great Aunt visited on her 75th birthday. Great Aunt Alice had been delighted to find out how her grand nephew had be tamed. She had in fact both spanked him and petticoated him when his parents had lost control. She had encouraged Jane to help keep her brother in line.
Ann mentioned something:
“I don’t think that it is ideal that Jessica is an only child but I really do not want a boy.”
Now Great Aunt Alice had been a wise woman. Going back to the 1600s some of her relatives had been hanged as witches. Alice knew a lot about various herbs. She told Ann of a combination of herbs that made it more likely that a man would be able to make a woman pregnant and maximize the chance of the baby being a girl. It had mainly been used on bulls in dairy herds but would work on human males.
Ollie did not especially like the tea his great aunt prepared each month, but he had very little choice.
Over one particular weekend Ollie spent almost all the time in a nightie. Of course at this time he did not wear his chastity device. Ollie was pleased to have so much sex. He was also quite glad to be able to stand up to pee.
He was not as good at aiming, as he should be. Jessica noticed that there were sometimes unpleasant puddles in the bathroom.
However there was one thing that was intolerable to Jessica and Jane. It is said that ‘gentlemen lift the seat’. Ollie was not a gentleman. Jessica was appalled to be sitting in a puddle of her father’s pee.
Ollie got the spanking of his life after that incident.
Sadly a month later the same thing occurred.
Jessica thought of a better punishment than a spanking after the second incident. She told her father what would happen:
“Next weekend Ollie will not be using the toilet at all. He will spend his time in nappies and being treated like a baby. He will not be allowed to walk and he will do just what he is told.”
Jessica’s friends were delighted at the idea. Several of them cut and sewed large sheets of terry cloth into Ollie sized nappies. In addition Sophie was very pleased to make the cutest sweetest baby frocks, in Ollie’s size.
Jessica did a special project in woodwork. It was a High chair, with straps.
Ollie spent the whole week knowing what his punishment would be. He was shown pretty baby dresses as Sophie carefully measured him to get the right size.
Ollie spent Thursday evening cooking. Jane cooked the meal for the rest of them. However Ollie spent his time cooking several pans of food. The meat was liver and kidney. Vegetables he cooked were broccoli and sprouts.
Great, Great Aunt Alice had told Jessica what food Ollie hated. Jessica supervised very carefully. She made sure that there was no seasoning.
By this time Ollie usually went to work wearing pink dungarees (or overalls). These were pretty childish and feminine. Just before he left for work that Friday Jessica had checked that each of the four frilly, flouncy, short and shaming baby frocks fitted. Then he watched whilst Jessica showed him large pairs of plastic panties a large pile of nappies which Jessica carefully folded.
When he got home that Friday afternoon Ollie knew what would happen. He was a bit shocked at how big of an audience he had. Lots of Jessica’s friends from both her old boarding school and the one she attended now. They had also invited Abigail and Melissa, both 10. Perhaps the most shaming watcher was 5-year-old Nancy from next door.
Jessica undid his overalls and pulled down his panties. He was told to lie on the sofa. Sophie lifted his legs. Jessica slipped he napkin under him.
It was embarrassing when Jessica firmly fastened huge nappy around his rump. Ollie was surprised when a second and then a third were pinned. Plastic panties were then pulled over the diapers. Next She carefully buttoned up a very frilly dress at the back. Finally a pair of mittens was placed on each of his hands.
Ollie was ordered to crawl around. He was not allowed to stand up. (Actually if he had tried to walk he would have waddled.)
As luck would have it there were some very childish shows on the BBC. They included “The wooden tops” and “Bill and Ben”. The ITV had a rather more grown up show. Ollie was ordered to watch the baby shows whilst the girls went into another room.
At about six pm it was dinnertime. Jane had cooked Ollie’s very favorite food toad in the hole (sausage in batter) as well as apple crumble and ice cream. He could smell what the guests were eating.
The girls each took turns in feeding ‘the baby’. The unappetizing food had been blended. He HATED it but had to submit to nearly an hour of continued spoon-feeding.
Ollie was taken out of his dress at about seven pm. He was then put into specially made footed pajamas with pictures of elephants on them. Once he was put into the bed in the spare room the girls followed started feeding him, He was given a total of five pints of baby formula. By the time he had drunk the first pint he bladder gave way.
“Miss Jessica, I wet my nappy. Would you please change me?”
He thought that this was the most shaming moment in his life. It got worse. Jessica had an answer:
“I think Ollie needs to spend some time in wet nappies. We will change him in the morning?”
By the next morning Ollie’s three thick nappies were totally heavy and waterlogged. He was allowed out of bed. Ann explained.
“I know it is hard for you to crawl downstairs. You can come down sitting on your bottom, one step at a time.”
It was a relief when the really wet nappies were finally unpinned and clean ones replaced them.
Ollie was again strapped into his High Chair for spoon-feeding. He felt ill but had to each all that was spooned into his mouth. Still not all the girls were that efficient. A fair amount of food covered his face and his large bib.
There was an unexpected knock on the door. Molly arrived.
The former secretary had been promoted several times. She wanted to check on some thing with Jane. She saw Ollie, her former harasser with baby food on his face and bib and visibly sagging nappies.
Jessica explained the reasons her father was dressed and treated as he was. She added:
“We can only do this at the weekend. I have to go to school and Ollie has to go to work.”
Molly had an idea:
“You know I have a nanny who looks after little Elizabeth. I live very near work.”
Molly’s husband's workfor the Post Office often meant he was away for long time working on the trains, which sorted mail on its way to Scotland or North Wales. In those days there was no such thing as Maternity leave. Molly loved her daughter but needed the money she earned.
“I could take Ollie home at tea break and lunch. I already do go home so that I can see Elizabeth.”
Jessica had one other idea:
“And if you baby sit Ollie this week, he can wash Elizabeth’s nappies for the rest of the year.”
Sophie was lifting up little Nancy so she could stuff another spoon of unappealing food into his mouth. He had no chance of dissenting.
So after a humiliating weekend Ollie did get to go to work. However he had to waddle because of the bulky nappies he was wearing. These showed a huge bulge under his dungarees.
Ollie’s nappy changes at Molly’s were made super humiliating. Molly did not change him. Her nanny, a lady called Daisy from the Caribbean changed him He was laid down next to baby Elizabeth. Molly teased her child talking about – ‘little Miss Waterworks’
Daisy used a similar tone as she asked:
“Who’s a big Miss Waterworks?"
It got worse. Ollie was obliged to reply:
“Ollie a big Miss Waterworks..”
As Daisy carefully picked up the heavy soggy nappies in two fingers.
By Tuesday pretty well everyone at his work guessed about his underwear.
Daisy had a suggestion:
“Dolly would be a better name for the big baby.”
From then on he was called “Dolly”.
It took three months for Dolly’s nappy rash to clear up. He was always made aware that a return to nappies was a possibility.
Oh and Dolly was NEVER again given a chance to stand up to go pee. Ann still wanted to get pregnant and have sexual pleasure. She got her pleasure from Jane. Jane also supervised when, at the right time of the month for his wife, Dolly wanked into jar. Those were the only times the chastity device was unlocked
Ann then lay down in her bed. It was Jane that inseminated her. Ann occasionally let Dolly lick her special area. This was uncomfortable for him, the chastity device painfully stopped his little man getting bigger. But she made sure to tell him:
“Jane with a dil-do was more fun than you with your tinkle thing.”
-
Chapter 11: Dolly only spent just over a week in full time nappies. The Saturday morning after his week at work in nappies he again woke up is very soggy nappies. He had to go down stairs on his bottom.
Again he was strapped into the high chair. This time he was not spoon-fed but was give 4 pints of milk and juice. Jessica explained:
“Because you have been so childish from now on you must call’ AUNT Jessica.”
The 16 year old smiled at her daddy:
“Change time.”
Dolly lay on a plastic sheet. Again his footed ‘jammies were undone. He allowed his child to unpin the very wet diapers.
“I’ve got some good news, maybe you don’t have to be a baby anymore. We are going to try potty training our Dolly.”
Jessica showed her father his new undies:
“Aren’t these training panties nice than nap naps?”
Sophie had taken a large pair of waterproof panties and sewn in terry toweling. They were identical to the training panties that Nancy next door had worn, until she was two and a half.. Jessica added:
“Since Dolly is getting to be a big girl instead of a baby she can walk. But she should not be anywhere unless an aunty is there to make sure she is safe,”
Next a pair of dark blue, heavily ribbed woolen tights was put on the sissy. He was put into a blouse and a pink and white pinafore, or jumper style dress.
The dress he wore was quite short. It was not as short as the baby frocks he had worn but it was easy to get a glimpse of the white from the training panties under his tights.
Ann invited little Nancy from next door to help play with Dolly. Nancy had been given two drink and wet dolls. She told the 36-year-old man:
“I play with Barbie dolls 'cos I’m a big girl, maybe you’d prefer the dollies I had when I was little.”
Jessica added:
“Perhaps practice changing baby dollies’ nappies will help Dolly keep her panties dry.”
Very soon ‘Dolly’ noticed that he needed to go to the bathroom. He started to go upstairs. Jane started going down stairs
“What’s Dolly doing?”
Asked Jane.
“I need a piss.”
Jane stood in front of her brother and told him:
“Aunt Jessica is babysitting Dolly. If Dolly needs to go potty she should ask her baby sitter. And ask Aunt Jessica nicely.”
Jessica and Sophie were watching television but overheard her aunt. Dolly went into the room her ‘aunt’- who was his 16-year-old daughter was. As he had learned he started with a curtsey, which gave an even clearer indication of his underwear. Jessica interrupted him.
“Before Dolly asks for Aunt Jessica to do anything I think Dolly should ask for a punishment for using a naughty word. Dolly knows what happens.”
As Oliver Hill repeated the curtsey he asked:
“Pretty please, will you wash my mouth out with soap because I used a naughty word?”
Jessica took her father’s hand and led him to the bathroom. His bladder was getting more insistent. However he had no choice but to kneel down. The plastic apron was put over his head. Jessica had an idea:
“I think that Nancy heard the naughty word. Maybe she should help to wash Dolly’s mouth out with soap.”
Oliver Hill knew he was a 36-year-old male, despite the childish frock, the training panties and the tights. Jessica took a lot of trouble to get lots of soap onto the washcloth. He knelt down and opened his mouth. Nancy’s little hand was able to reach right in. She spent three minutes really scrubbing Dolly’s tongue and mouth.
Then Jessica said:
“I think that after his mouth has been washed Dolly should keep it shut for five minutes.”
Oliver Hill had hoped, and rather expected, that in return for submitting to the humiliation and unpleasantness of the mouth soaping he would get to use the toilet, and soon. Instead Jessica took his hand and led him downstairs.
Dolly, or Oliver, tried his best to seem to be happy changing the baby doll’s wet nappies. He was very visibly fidgeting. After five minutes Jessica came into the playroom where Nancy and Dolly were playing with their dollies. Jessica was carrying a plastic bowl and a glass of fresh water. She asked:
“Does Dolly want to rinse away the soap from her mouth.”
He nodded. Dolly then took the glass of water drank some of it and tried spat the worst of the soapy taste out of his mouth. He did this three times:
Jessica then said:
“I think that Dolly wants to drink something that tastes nicer.”
She then took a sippy cup full of sweet juice. Dolly had very mixed feelings. It was nice getting rid of the soap taste. However it added to the pressure on his bladder. Finally Jessica asked:
“Does Dolly have something to ask? Something about the potty perhaps? Big girls go wee wee in the potty not their panties.”
The 36 year old again curtsied, displayed clearly the training panties under his tights and said:
“Pretty please can Dolly go potty?”
Jessica smiled:
“Your Aunt Jessica and Aunt Sophie are busy at the moment. Ask me in half an hour.”
After five more minutes, with little Nancy supervising him feeding and changing the baby doll Oliver Hill was in total agony. He somehow held out for the rest of the 25 minutes. Nancy followed when he went to see his young ‘aunts’.
“PLEASE Aunt Jessica, can Dolly go potty?”
Jessica smiled. She pulled out large enamel potty all in pink.
“Of course you can Dolly. Why don’t you lift up your dress?”
He obeyed. Sophie pulled down his tights. Jessica pulled down his training panties and the two of them helped position him to the sitting position on the very childish potty. Because he was wearing the chastity device sitting was the natural posture for him going wee wee, unless he was wetting himself.
The potty proved to be very acoustic. The sound of his tinkling was quite loud. Just after he started Nancy ran up the stairs. As Jessica was pulling Dolly’s clothes back in position Nancy, not yet 6 years old, said:
“Nancy went to the toidy, like a BIG girl. Potties are for babies.”
Sophie rubbed it in:
“Isn’t Dolly a big girl, not wetting her panties? One day she’ll use the big girl potty, like Nancy.”
Jane then told Dolly about his potty training:
“Because Dolly is really quite big I think training should be hard work. So this is what will happen. If Dolly needs to go wee wee she will curtsey and ask one of her aunties. Now if the aunty is busy Dolly will wait.
“Growing girls need to have lots of fluids, so will Dolly.
“If Dolly has an accident and does a wee in her training panties she will have to go back into nappies for the next day. Until Dolly is properly potty trained she will wear training panties and use the little girl potty. Dolly will be properly potty trained when she had gone a whole month without any accidents during the day.”
-
Chapter 12: After spending part of the morning playing with dollies Dolly was given a large pile of ironing to do. He did it. Half way through he again needed the bathroom. As before Jessica made him wait before sitting him on the very childish potty.
Jane cooked lunch. It was quite nice. Dolly did not like that he had to drink a pint of juice and a pint of water with his meal but he had no choice. Jessica cut up her father’s food for him but he was allowed to feed himself.
Just after lunch Jessica told him.
“Dolly, your hair does not look good. I think we should take you to a hairdresser. Lets go..”
She took her father’s hand. He suddenly realized that he was going to be taken into the street, in broad daylight, in his childish dress.
He pulled back:
“I WON’T go outside in a dress.”
Jane then told him:
“We WON’T have disobedience. Have you got something to ask?”
Oliver Hill knew what he had to do. He curtsied and asked:
“Dolly been VERY naughty please spank Dolly?”
Jane, Ann and Jessica each spanked for former businessman. Between the spankings he spend time in the corner holding up his dress and having the tights and training panties at half-mast. At the end of the spanking Jane addressed her brother:
“Now Dolly, you ARE going to go to the hairdresser. Jessica is going with you. Here is the choice. Either you can curtsey and ask Aunt Jessica to please hold your hand and take you to the hairdresser OR…”
Jane opened a drawer and produced an oversized set of toddler type reins:
“Aunt Jane can put you into your reins and make sure you go where you need to go.”
Dolly curtsied:
“Pretty please, will you hold my hand and take me to the hairdresser?”
The walk was not quite as awful as Dolly had feared. He was allowed to wear a little hat and his hair was rather longer than would be traditional for a guy. Still, people assuming he was a girl, would have noticed how childish his clothes were.
Jessica told the hairdresser that really cute curls were needed. Sausage curls would be nice, but it would be good if they could be put into pretty ribbon bows.
Dolly sat down in the chair. He was very concerned that someone might guess the kind of underwear he had on. He sat in silence. The girls worked very slowly. After 40 minutes he was getting uncomfortable for other reasons:
“Aunt Jessica, may I use the potty.”
Jessica said:
“Dolly’s a big girl. I think we should wait until a suitable time.”
After another half an hour one of the girls who was working on the curlers said:
“I think now would be a good time for Dolly go potty.”
Jessica said:
“I think it would be more hygienic for Dolly to go into the garden.”
8 staff at the hairdresser watched as the 36-year-old man was led out. He lifted the dress. Jessica pulled down the tights. People were surprised that such a large person still wore training panties. They then saw his tinkle thing, under the clear but strong chastity device.
On Monday morning Jane called all her colleagues to a meeting. Dolly confessed all his crimes against women. Jane explained that it was best for him to be kept under control both with the chastity device and with wearing GIRL’S clothes (NOT adult women’s attire)..
Jane had told Dolly which young lady to ask about using a potty. The time came when he had to ask.
Michelle was only just 15. She giggled a lot. She explained:
“Now Dolly, although you dress like a pretty little girl I know you have tinkle thing. We do NOT think that you should watch ladies in the bathroom so…”
She slipped a blindfold over Dolly’s head. He had to let her lead him into the lady’s room and he obeyed the instruction to lift his dress. For some reason lots of the younger staff suddenly needed the bathroom. He heard a gale of giggles and the very young employee pulled down first his tights and then his training panties and guided him onto the potty. Again the actual sound of his tinkle seemed very loud.
Dolly was allowed to have a tea at the tea break. Jane made sure that he drank at least two pints of fluid in total. Quite often he had to wait for an hour after the first time he asked for the potty. It got very uncomfortable.
In the second week Dolly thought he had the answer. He would ask for the potty just after the tea break. By the time he was sat on the potty he needed it but was NOT in agony. He thought he was very clever.
However Jane was cleverer. On Friday afternoon he asked:
“Michelle, pretty please can Dolly go on the potty?”
She took his hand, put his blindfold on and led him to the lady’s room
“Of course you can, Dolly,”
Of course Dolly could not go wee. Michelle left him sitting on the potty with tights and panties down saying:
“Don’t you dare move.”
Dolly got a spanking and a mouth soaping for lying about needing the potty. Jane knew that Dolly REALLY did not like tomato juice. She made him drink three pints of it out of a sippy cup.
Twice that afternoon Dolly asked Michelle if he could go on the potty. Twice Michelle told him that she did not believe him.
Jane held Dolly’s hand as he was walked home. As luck would have it he met Sophie and Jessica. They walked very slowly. Halfway home his bladder could no longer stand it. He soaked himself. Of course the training panties were not adequate and he made a little puddle in the street.
Dolly spent the weekend in nappies. For a lot of the time he was with Molly and Elizabeth. Again her husband was on a train sorting mail. Elizabeth, now 15 month old, fed herself. Either Molly, or Jane or Sophie or Jessica spoon-fed Dolly.
Again Dolly had the experience of lying next to a real baby at nappy change time.
Dolly also knew that he would have to go for a whole new month without accidents before he would be allowed to use the ‘big girl potty’.
-
Chapter 13: With occasional little additions to Dolly’s drinks he found the kept having accidents in the day. Sometimes he had three ‘accidents’ in a week. On these occasions he would be taken out of training panties and put into nappies for a day. Then before he had a full day in training panties and sitting on the potty he would again find he had wet himself and had to return to nappies.
On other occasions he was allowed to get very near the whole month dry in the day so he could think he would get to wear proper big girl panties, and then, suddenly have to start the month again with a day in nappies.
Of course Dolly never had a dry night. He was always put into nappies and footed pajamas with mittens between 7 and 8 pm. He was always given at least two pints of juice or formula (which had stuff to help him sleep and to stimulate his kidneys and bladder.)
*******
One day something happened that might have caused a lot of problems. Angela was with her sister Melissa and Abigail in the park. Suddenly she saw Holly Parker. Now Mrs Parker was Abigail and ‘Sissy’s’ mother. She seemed to be heading home.
Angela knew that when she got home Mrs Parker would see her son, in the girls’ school uniform and an apron either washing and ironing or on his knees scrubbing the kitchen of bathroom floor. Sophie would be supervising him, it being a Friday. Different girls took different turns at supervising the naughty boy.
Angela was worried about what would happen. She ran to her little sister’s friend’s mother.
“Mrs Parker, if you are not in a hurry I would be very pleased for you to have tea with the girls and me. There are things I need to talk to you about.”
Mrs Parker was NOT in a hurry. She went into the 15 year old’s home. The tea was very nice. Mrs Parker listened to tape of the confession about the bad behavior to Abigail and also looked at the signed statement which included his attempt at seducing a girl he knew was 15.
“We didn’t want him to go to jail and we did not want you to be upset.”
Abigail was too exited not to tell her Mummy what was being done:
“So until you get home Aunt Angela, or Aunt Mary or Aunt Jessica or Aunt Sophie make sure he wears a dress and does ALL the housework. And if he is naughty he is spanked and when he uses bad words or lies I wash his mouth out with soap.”
Angela was a bit worried.
“I hope you are not too upset.”
Mrs Parker relieved Angela:
“I am really glad someone has dealt with my son. I was worried he would end up where his father is. The trouble is that at weekends he is REALLY bad. He shouts and stamps his feet. Actually he is more like a 2 year old.”
The first thought was that Mrs Parker would just turn up and see her son. He could then be told he would also be in dresses at the weekend. Mrs Parker had another thought:
“So he wears a uniform like yours? ”
Angela nodded.
“But he is NOT as mature as you are? ”
Again the now 15 year old nodded. Mrs Parker explained.
“Perhaps he should be treated as more of a LITTLE girl.”
Angela has spent some weekends spoon-feeding and teasing Jessica’s Daddy.
“I have heard of naughty children going back into nappies.”
So they talked about plans for Sissy’s 17th birthday, a week the following Saturday.
They thought about redecorating Sissy’s bedroom. However they had a better idea Abigail had long wanted her room to be redecorated. The wallpaper had been chosen when she was two. Abigail had been embarrassed when Melissa saw it, even when they were both five. Then too “Sissy’s” room was much bigger than his little sister’s.
Jessica worked on bars that would fit around Abigail’s bed and on a large high chair. The high chair was a bit smaller than the one her father sat in when he was in daytime nappies, but it also had straps.
Ulysses was looking forward to being 17. He thought he would get more freedom. He also hoped that soon he would escape from these horrible girls making dress like a schoolgirl. Even at weekends ‘Sissy’ had schoolgirl knickers under his trousers. Abigail always checked. He knew he would be in trouble with the other girls if he did not.
Just after breakfast that Saturday morning his mother told him that it was time for him to start opening his gifts He was a bit surprised when he unwrapped what seemed to be large white square towels. He really struggled but managed to say:
“Thank you very much for the towels, Mother.”
Then Abigail handed him a package. He was a bit shocked at what his now 11-year-old sister said, and how she addressed him in front of his mother.
“Sissy, I know you don’t like wearing school girl knickers. Now you don’t have to, these go with mother’s gift.”
He unwrapped his little sister’s present, which consisted of nappy pins and plastic panties. He said nothing. Then his mother asked:
“Aren’t you going to say thank you to your sister for the REALLY suitable gift she got you?”
Then the doorbell rang. Abigail ran to the door. In came Angela, Mary, Melissa, Jessica and Sophie. Mrs Parker then told Abigail’s friends, who all had gifts under their arms:
“My son did not say thank you to his sister for his birthday present.”
Jessica said:
“I think that was naughty. Sissy, you know what you have to ask when you have been naughty, I think that your hairbrush is in Abigail’s room.”
17-year-old Ulysses had last been spanked by a parent, his father, and 7 years earlier. Still he went upstairs. It was a bit hard for him to curtsy properly in trousers, but he did his best.
“Mother, I have been very naughty will you please spank me.”
Holly Parked unbuckled her son’s belt, undid his trousers and pulled them down to his knees. Then she pulled down the navy blue knickers. Next he took his position across his mother’s knees.
It took nearly half an hour of spanking to get Sissy to cry. His mother was not in practice. Sophie remarked:
“I think that Sissy will find it hard to put his own nappies on. He should ask his sister.”
Fearing a spanking at more experienced hands Ulysses looked at his sister and said:
“Will you put me into nappies?”
Abigail smiled and said:
“Ask nicely and these go with your nappies.”
So he had to ask:
“PLEASE Abigail, will you put me into nappies and plastic panties?”
He lay on the sofa. Melissa folded the nappies. She carefully folded a nappy into a kite types shape, which meant that it was double thick or thicker in some places. Then Jessica lifted his legs. Sophie undid his shoes and pulled off his trousers and knickers.
Abigail slipped the nappy under his bottom. Next Abigail made sure to pin the nappy very tightly. Melissa then handed her a second nappy. The same process followed. Then a third napkin was firmly fastened.
Jessica moved her hand enough so that Abigail could slip the huge pair of plastic panties over her brother’s feet. Then the panties were pulled over the nappies. Abigail took a lot of time and trouble to make sure the really bulky nappies were totally surrounded by the panties.
Melissa’s first gift was pair booties that she had made. Sophie then had Sissy unwrap a gift. This was a baby dress. It was very frilly and it buttoned up at the back. The frock was also VERY short. It would not have hidden a thong. It REALLY emphasized the 17 years old’s bulky underwear.
In the course of the morning Sissy was seen not only by the girls who had initially punished him for his treatment of his sister but also EVERY girl he had ever tried to talk to since he was 15. He found himself repeatedly having to curtsey and say:
“Thank you very much for the baby dress.”
Or, to Jessica
“Thank you VERY much for making Abigail’s bed into a cot for me.”
And later, again to Jessica:
“Thank you very much for the High Chair… Thank you very much for the changing table.”
In between this Sissy was given lots of bottles of juice and baby formula. These had additions to make wet nappies more likely.
Sixteen times he had to say to various girls and ladies:
“Thank you very much for the nappies, I am sure I will use them.”
Abigail had chosen the kinds of baby food he would least like. The girls ate their favorite types of food, cooked by Mrs Parker whilst she, her daughter and the guests took it in turns to spoon feed him baby food which in some cases was bland and in other cases he actively hated.
Just after lunch he was laid down on the changing table. He had one more shock. A color cine camera was there record the event. Better still they had hired one that had a sound track.
“Has the big baby really made his nappies VERY wet?. Doesn’t baba look nice in the pretty dress?”
Sissy was a bit surprised that he was put into only one nappy when he was changed just before tea. However there was a reason for this. The camera was placed at a particular angle when he was again strapped into his high chair. It caught the exact moment of his soaking his nappy. It also caught his spoon-feeding with lots of food on his bib and face.
-
Chapter 14: Sissy was allowed to go to school. He no longer wore schoolgirl knickers. Abigail wanted him to wear three nappies under his uniform. He was lucky in that he had training panties instead- except for when there was a sports day.
As soon as he got home Sissy had to ask his younger sister to put him into nappies, plastic panties and a very babyish dress. The next weekend he was invited to a 1 year old girl’s birthday party. There were other little boys and girls in nappies. Oddly enough most of the girls did not have dresses. Even those baby girls who were in dresses had tights that covered up their nappies.
Sissy, on the other hand, had his nappy very visible. Again he was put into one nappy at a time. This meant that, with all the feeding he had, he need nine changes in the four hours the party lasted. Usually he was laid next to a real baby for change time.
********
Meantime something else had happened. Ann was pregnant. Ann and Jane decide that Dolly should be allowed to be potty trained. Nothing got added to his drinks. Actually he had a genuine accident two weeks after that decision. Of course a day in nappies, and restarting the one-month of potty training was required.
Dolly was told how things would be handled. Once the baby was born he would give up his paid work. Ann planned to stop teaching for about four years. Jane would earn enough to support the family. Dolly would be the little girl who doubled as a nursemaid and laundry maid.
Baby was due in mid July.
From March Dolly’s outfit was changed. He was put into a much more bulky dress. In front of the dress an addition was strapped around him. It was a very heavy bag of water. Dolly looked, and in some ways felt pregnant.
Ann’s original idea was that her husband should have a pillow under the dress, but Jessica had said
“I think he would feel much more pregnant if his belly were heavier.”
*******
Abigail and Melissa had just started in secondary school. In those days most British secondary schools were single sex. A lot of the girls in Abigail and Melissa’s class got invited to tea. All of them saw Sissy strapped into a High Chair being spoon-fed. Some saw him being changed and others saw spankings and mouth soapings.
Sissy had imagined that going to a 1 year old’s birthday party in a dress and a nappy was the worst thing that could happen to him. However Melissa had an even better idea. The next party Sissy was taken to was for 4 year olds birthday party. As always at weekends he was dressed and treated as a 1 year old.
None of the other guests at the party wore nappies. Some used the potty and the others the ‘big girl’ toilet. Sissy was teased a lot about his nappies, especially when they were changed. It really got worse when he had stinky nappies. He was forced to sit at the end of the garden until the end of the party.
Ulysses was terrified that boys at his school would find out what was happening at home. He knew if they did he would never be able to stay at school.
The first day back after at school after Easter, it happened. Ulysses had drunk a lot of carbonated juice. Now there was a problem with the food a lot of the boys were eating.
Usually Ulysses just waited for a stall and sat down to pee. He had no choice because of the chastity device. This lunchtime there was a huge line for the four stalls in the boys’ school toilet. It happened. Ulysses soaked his training panties. Now, unlike actual nappies, the capacity of his training panties was rather limited. He soaked his trousers.
One, especially nasty boy undid “Sissy’s” belt and pulled down his trousers. Most boys thought he was in nappies and did not make a distinction between them and training underwear. In any case he could not face those boys again.
It was legal for him to leave school at 15 so he did at 17.
However Sissy did not go to work. Instead he went into the nursery. Dolly and Ann wanted some practice before the new baby was born. So he had to endure wearing and using nappies all the time. They had raised the changing table a bit to make it easier. Ann usually changed his wet nappies. However, when sissy did a pooh, it would be Dolly’s job to change him. Sometimes he was left sitting on the ground in the garden in dirty nappies for over an hour.
Ann loudly made embarrassing comments as Dolly undid the filthy underwear and washed the 17-year-old boy’s intimate areas. Once he was totally clean the real woman made sure to tightly fasten him up in his shameful undies.
Of course Dolly washed ALL Sissy’s nappies, as he did all the other clothes.
Ann gave birth to a beautiful baby called Diana. Things changed a little bit. Jessica was home all the time waiting for her ‘A’ Level results. So was Sophie. They spent some time going to movies and talking together. They found themselves cuddling an kissing- but only where they could be private.
Sophie and Jessica found lots of time to tease both Dolly and Sissy.
Sissy went through a similar potty training process to the one Dolly had. He was allowed to wear training panties but had to drink lots. He often had to wait a long time before a lady would consent to sit him on the enamel potty and allowed him to sit down and wee.
Sissy still had a few accidents, which meant return to nappies. When these happened usually Jessica would change Sissy whilst Ann saw to Diana. The same teasing words were used for both babies.
Ann got to totally enjoy her baby. Her lawful husband did all the washing, notably the nappies, and cooking (unless Jane fancied doing something special). He also had to take charge of changing the dirty nappies. Ann usually fed her baby herself. Sometimes she expressed milk so she could sleep or be away. Of course Dolly never got any of the nice jobs like feeding the child.
Sissy wanted to leave town. Even if he were allowed to wear big boy clothes every boy from his class would remember his nappies.
In those days students got grants. Sophie and Jessica went to the same University and they rented a flat. Sissy was ‘allowed’ to stay in the same flat.
Sissy was always dressed like a little girl. He always knew that both a heavy hairbrush and nappies were available if he needed to be punished. He knew if he lied he would have his mouth washed with strong tasting soap.
Sissy of course had not gone to university. Instead he had a job. Adverts had put around locally. Very many busy housewives welcomed the idea of an ironing service. Few knew that the work would be done by a petticoated boy.
-
Chapter 15: Aunt Jane and Ann both loved Diana. She was a beautiful and very clever young lady. Mostly Diana only saw ‘Dolly’ at a distance, washing dishes, scrubbing floors or cooking.
Ann was very concerned about her daughter’s later education. She feared she would get too many conventional messages about boys being cleverer than girls. Eventually, by the time Diana was 5 Ann came up with a solution.
Ann and Sophie, who had also qualified as a teacher, founded a school for younger girls. She was very selective. The 14 girls in her school who were not from her family were all daughters of women who had come out of bad divorces. 8 of the women had got good divorce settlements and were able to be generous with the fees.
Jessica was doing well as a doctor and Jane was now the highest paid person in the family firm. Both Jessica and Sophie loved children. Sophie taught small children and Jessica became a Pediatrician. However they eventually decided they wanted children, especially daughters, of their own.
For the most part Sissy’s opportunities for sexual relief had been limited to the occasions when his Mistresses felt he had been very good. There had been a small number of exceptions. Sissy had been forced to take the special herbal tea. Eventually his seed was saved over a few months. Eventually Jane became pregnant.
Soon afterwards Sophie decided she wanted a baby. Again Sissy obliged.
*****
Just over a year after Sissy moved in with his sister and her friend Paul came home. He was Sissy and Abigail’s biological father. He had served his sentence. Now Holly Parker had done quite well in her career. Still she found the household chores a bit hard. Abigail did her share of course. Now that Sissy was living away from home he could not be expected to do much.
On the last visit to the jail before his release Holly told her husband:
“I think that until you get a job you should do ALL the housework, unless Abigail or I fancy cooking something. That will include tidying all of the house and doing all the washing and ironing including for Abigail and I.”
“But Holly, darling, I will try to find a proper job. What will people think when I do all the girl’s jobs.”
As luck would have it Paul Parker had been a bit overweight before he was jailed. Afterwards he was much slimmer. By this time Jessica only rarely wore dresses. Neither was he an especially big man. It was not hard to find pinafore type dresses in his size, which looked rather young.
Paul was shocked when he came home and was confronted with his new wardrobe. He was told what had happened when ‘Dolly’ had rebelled. He did not fancy being homeless. So after an argument lasting half an hour he said:
“Alright Holly, I’ll do girls work and wear girls clothes. Please, don’t let Abigail find out.”
Holly smiled:
“Oh Abigail is going to know all about you…”
Holly raised her voice:
“ABIGAlL…”[/b]
Paul saw his daughter, in very unisex clothes. She had a question for her mother:
“Was Pauline a good Sissy, did he say thank you for all the pretty dresses you showed him?”
Holly told her daughter:
“No he was not. Actually he needs to be punished.”
Paul was not very sure about how to put on the training bra, heavily ribbed tights and the rest of his new wardrobe. He was forced to allow his 14-year-old daughter to help dress him. Abigail held her father’s hand as she led him downstairs to the living room.
“PauLINE…”
Holly began…
“You need to be punished…”
“I thought that was what jail was for and wearing girly clothes….”
“But we need to get to the bottom of your bad behavior. Go upstairs and get the heavy hairbrush from my dressing table.”
He obeyed. Paul was very worried about something
“Holly darling, you are not going to let Abby watch whilst you spank me…”
His wife smiled
“That can wait today I am going to watch whilst ABIGAIL spanks you.”
Paul still felt he had no choice to surrender. He thought that his humiliation could not get worse as he lay across the 14 year old’s knees and she pulled up his dress and petticoat and then pulled down his panties and tights. Then it happened. The doorbell rang.
Mary, Angela and Melissa, only 13, were there to watch. Abigail had been encouraged to get into practice. She had ‘warmed up’ for Jane and Ann when ‘Dolly’ was naughty.
Paul was near to tears with the humiliation of all these girls seeing him being prepared for his spanking. Still it was a nasty shock when he found out how hard his little girl could hit him. It really pleased Abigail that her father really cried.
Abigail knew that her father’s stealing could have made her family homeless and DID mean that she had to put up with her brother’s years of abuse.
After 20 minutes of spanking Paul was at last let off his daughter’s lap. He started to pull up his panties and was quickly warned not to. Instead he went into a corner and, for the first of many times, he held up his dress and petticoat to show off his red behind.
Abigail then explained something:
“Women wear the trousers in this household. Sissies do the housework and they obey ladies. Is that clear Daddy, sorry I mean Pauline…”
Paul Parker nodded his head as he continued to cry. He heard gales of giggles as the girls had a party to celebrate Abigail’s new status, and his.
-
Chapter 16: Diana gradually got to understand who Dolly was. She also learned about how much of a mess males had made of the World. Mostly she was with girls or saw males who had been sissified.
Diana found out that lots of girls liked playing with baby dolls. For her 8th birthday Diana got a special birthday present. She got a baby doll for the whole of the summer. Dolly became a ‘drink and wet’ baby doll.
Jessica had become a Pediatrician. Naturally, now that her father was a baby doll, she helped to treat him. Jessica encouraged Diana to leave their father in wet nappies for long enough to ensure that he had a really bad case of nappy rash.
Dolly’s experience of babyhood was a bit different to real babies. Just after Diana went to bed, although he was still in nappies and denied the use of a potty, let alone a proper toilet, he got to wash his own wet or dirty nappies.
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A few years later Jessica also wanted to be a mother. It was hard enough for a lady to be a doctor in those days. Jessica knew it would be harder still to be accepted as a doctor if she were also a mother. It would simply not be possible for her to keep her job if she were an ‘unmarried mother’.
Sissy was told to drink the special tea. At the appropriate time he was ‘milked’ and his seed did make Jessica pregnant. As soon as the pregnancy was confirmed a wedding was arranged.
At a local, rather badly attended Church the local Vicar (preacher) was old, and had very poor eyesight and understanding. The wedding was arranged.
‘Jesse’ wore full male drag. ‘Sissy’ wore a specially made wedding dress. It was designed for ‘shotgun’ weddings. Under the dress Sissy had a very heavy bag of water strapped to his tummy.
Sissy had to walk two miles to the Church. There was dozens of people who saw and tittered at the apparently desperate bride.
The old-fashioned Preacher read, with difficulty, an out of date set of wedding vows. Sissy promised to obey ‘Jesse’.
The management at the hospital had no idea of the nature of Jessica’s legal marriage ceremony. Sissy found himself experiencing as many as possible of the difficulties of the later stages of pregnancy through his lawful wedded wife’s actual pregnancy.
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‘Pauline’ got used to his young daughter, and her younger friends having authority over him. He was required to do the shopping in a schoolgirl uniform. He was also required to go at times when Abigail and her friends would be able to watch.
‘Pauline’ wanted to appear to be an actual school aged girl to the people in the shops and most of the adults on the street. He knew that schoolgirls would be observing and giggling, knowing his actual position.
Abigail talked to her mother. She said:
“Pauline was actually in lots of ways even more naughty than the other naughty men. The other boys got to spend some time in nappies. I have a plan.”
Holly listened to her daughter.
“Yes, I think that will help to make sure that Pauline know his place.”
On average Pauline ended up being spanked about twice a week. An important part of the experience was that he had corner time afterwards. Although he hated the pain of the spanking Pauline felt almost as uncomfortable having to hold up his dress and petticoat with knickers around his ankles for about twenty minutes.
Gradually Abigail and Holly started extending the ‘corner time’. Usually Holly wrote the shopping list. Her daughter would usually check that Pauline had got everything. Now one Friday things were a bit different. Pauline had noticed that his daughter did not SEEM to be checking the shopping carefully.
Abigail had in fact noticed that her father had got the wrong kind of flour. She SEEMED to be very nice to her father. She made him three cups of coffee. Several of Abigail’s friends were there. Pauline was getting a little anxious about getting to the toilet.
Holly arrived. She looked in the cupboard:
“I told you to get plain flour. Self-raising is no good. You’ve got to learn to do things properly if you are going to be trusted to do the shopping. Go upstairs and get my hairbrush. Then we can get to the BOTTOM of the problem.”
Melissa went upstairs ahead of Abigail’s father. She made sure that he did not have a chance to get to the bathroom. She knew the plan.
Pauline curtsied, handed his wife the hairbrush and said:
“Pauline was naughty and disobedient, will you please spank her very hard.”
Holly smiled,
“Of course I will dear. However sometime you cry quite loud. Also sometimes you use bad words. We have a solution. Close your eyes and open your mouth.”
Holly pushed a large bar of soap into her husband’s mouth. It was not the foulest tasting brand. However she also taped it into place.
So during this spanking Pauline did struggle and kick. He cried some tears but he could not bawl like a baby. He was all to well aware of another source of discomfort. He was really struggling to keep control of his bladder. He hoped that somehow he would be able use the toilet before his corner time.
Pauline did not even get to thank his wife for the spanking. The soap stayed in his mouth. He was ordered to the corner. As always it was a bit tricky walking with knickers around his ankles. He had to hold up the dress and petticoat as he stood there.
Holly went to the kitchen. Abigail talked to her father:
“Pauline, when you are in the corner you have to stand STILL. You are not to fidget.”
Her father tried but failed to keep still. After 80 minutes his wife came back. She had a question for her daughter.
“Has Pauline stayed still during corner time?”
Abigail shook her head:
“No he has not, he keeps fidgeting.”
Holly then addressed her husband:
“Pauline, corner time is about staying still and showing that you have been naughty.”
As she said that Holly patted her husband rather red behind.
“Since you have not been still you have to start your hour and a half corner time again. Oh and if you make a puddle you will spend the half term week in nappies.”
Eventually Pauline’s muscles gave up. He made a puddle on the floor.
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Chapter 17
Pauline allowed himself to be put onto the changing table which his teen son, Ulysses by then sissy had used.
The nappies were very bulky. He thought things could not get worse. However he was walked down the street in a short dress showing off his nappies. He was in reins.
He had six nappy changes during a 1 year old’s birthday party. All of them were with him lying next to a helpless baby.
During the next week he had lots of visitors. It was shaming when women he once fancied saw him in a short dress and soggy nappies.
However what he really hated was when little girls came. Some of them were cruel. He hated it even more when little Lucy told him that his dress was pretty
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Ann and Sophie’s school was a great success. The girls got older. By the time the first intake were teens some other people from the early stages of “Women’s Liberation” sent their daughters there.
One mother had a problem. Her daughter Monica was a hard working kind little girl. Sadly, until he went to jail, her husband had encouraged the worst possible behaviour in young Percy. He was a monster at 15 and they wondered what he would be like later.
Then one autumn the infants section of Ann and Sophie’s school got a new student.
Percy hated that he had been forced into a dress. However since he was not an actual girl he could not use the girl’s toilet.
Naturally this meant that he needed nappies.
Percy, who was to be joined by four other troublesome teen boys, had a rather different curriculum to the girls.
The boys learned about domestic science and ironing. The older girls learned some aspects of baby care, especially changing terry nappies. The boys learned all aspects of washing, notably of nappies.
At Ann and Sophie’s school girls had not uniform. Some liked skirts and dresses especially in the summer. Others took the view that they should show that girls ‘wear the trousers’.
With the boys it was different. Short dresses were essentially for practical purposes. They made it so much easier to know when a nappy had been used and also when it was actually changed.
Percy hated it when his older sister Monica bossed him about. However it got worse. By the time he was 17 his younger sister, Beatrice, was 13. She was given authority. It was Beatrice’s idea that he stay in nappies at home as well as at school. She also made sure he was often left in wet or messy nappies.
It was very shaming for him when he was taken, in a kilt, to a pharmacy to buy nappy rash cream. The girl who served him knew exactly why he needed it. Beatrice insisted that he curtsy in such a way that everyone in the crowded shop could see his soggy nappy under the clear plastic panties.