by sissy sally
The girls had been excited about Diann returning from her business trip and were in a good mood all week and left George to his duties mostly.
Myrna had him perform a deep cleaning of Diann’s bedroom, the lounge, the kitchen and all the cars.
She only noticed a few minor flaws upon inspection, which came as close to being pleased with his efforts as George seemed to be able get. It still earned him the use of the cane instead of the ruler when he asked her for his mandatory spanking.
George was excited too. Diann’s return not only marked the promised day when his “intensive training” would end, but also the hope of being unlocked from the tiny metal chastity tube he was wearing.
Ever since they had sent off the key he had not heard anything about it.
But there was not much conversation involving him at all the last few weeks anyway.
His Mother in law and stepdaughters would basically only direct instructions towards him and expect nothing but obedience and gratitude in return.
The only time he had spoken to Diann the whole time was when he picked up a call once and she told him to get her Mother Myrna on the phone.
What he was hoping for the most though was that his Mother in Law’s presence would not be required any more once Diann returned. Her rule was excruciating and he had not been given any break for the last six weeks.
Every day was the same. Cooking, cleaning, laundry and running all sorts errands for Myrna and the girls ally day until being dismissed mostly late every night. He was so tired most of the time, that he would at least sleep well for the short time he had while also performing his digestive cleansing routines.
Of course there were the numerous random inspections and the constant additions to his rules, chores, his outfit and the ways they could tighten their control over him.
Everyone had gone to the airport to pick up Diann. Everyone except for George of course. he was told to prepare hors d'oeuvre and cold drinks for a little welcome party.
He was expected to stand at the wall across from the entrance door when they came back so he could great his wife.
When the door opened it was Diann who walked in first. She looked stunning and elegant in a white pencil skirt and blazer over a black silk blouse, black heels and a wide brimmed summer hat.
George, realized he may have looked too long at her, as she took off her sunglasses. He quickly cast his eyes down and curtsied as he had been trained.
A few seconds passed as Diann looked at him in silence. “George? Is that you?”
It was no wonder that she would not recognize him. Not only was he wearing the maids dress and girdles, that shaped his body into a more feminine figure, but his hair had been dyed bright copper red and permed into tight curls on top of his head, reminiscent of the 1940’s poodle style of Lucille Ball. His eyebrows had been trimmed into thin but distinct arches, and his lips had been given a nice feminine shape and color.
“Mother? What did you do?” Diann appeared to be taken aback by what she saw.
“Her name is Georgette, dear.” Myrna said “The girls helped train her. Isn’t that a nice surprise?”
“The Girls...?” Diann replied in disbelief and approached George to take a closer look. He felt her gloved fingers raise his earlobes. They had been pierced and fitted with grape sized single pearl earrings..
“Are these…?” Diann asked.
“Yes, they are dear. They are yours now.” Myrna said.
“You could have warned me, Mother.”
“Are you upset, Mom?” Vivian said.
“What’s going on?” Kimberly asked.
“I’m… I feel just a bit overwhelmed right now. I didn’t expect to come home to this.” Diann replied and George believed to hear some anger or at least annoyance in her voice.
“These earrings have been in our family for a long time, Girls” Myrna explained, or maybe she tried to change the subject? “They are a very particular type of jewelry that was specifically made for servants back in the day. They are tightened behind the ear with a screw that can only be removed with a special tool. This was done to prevent careless maids from “losing” the precious jewelry issued to them by their employers.”
“Oh, I get it, they couldn’t take them off!” Vivian said.
“I bet they sold them if they could!” Kimberly added.
“That was precisely the reason” Myrna confirmed. “However, this pair is even more special. Because of their unusual size and weight, the screw to hold them in place is larger too, because it needs to act as a counterweight and has to be tightened severely, which makes them uncomfortable and cumbersome to wear. Your great great great Grandmother was the head of staff at a large estate, and she made it a rule that the last girl showing for duty every morning had to wear these earrings for the rest of the day. Their weight made them uncomfortable and their size would make them stand out and shame the maid by exposing her tardiness to all other staff and her employers.
George had not known about this. Myrna had applied the earrings three weeks ago, after he received the piercings in the salon. She had never removed them since and tightened them once every week. He was wearing them day and night. They were squeezing his lobes and tugging on his ears at the slightest movement and with every step he took.
“Speaking of lazy Maids” Myrna said and clapped her hands. “Get busy Georgette. Fetch Diann’s luggage from the car and take it to her room, then tend to us in the lounge.”
“Yes, Mother” George curtsied and hurried to follow her command.
George wanted to take care of the luggage as fast as possible, not only to please his Mother in Law, but mostly because he didn’t want to miss anything of what was talked about.
“Give us your phone, Mom!” “We have a surprise for you!” The girls pleaded, and George already knew what that was about. He believed to hear a hint of sarcasm in Diann’s response “Oh? Another surprise?” when he hurried out the door.
George had just put down the suitcase when he felt the now familiar and dreaded sting in his crotch. His cue to get back and attend to them as quick as possible before it grew into unpleasant levels.
It was the Twin’s contribution to his training. A remote controlled electric shock attachment to his chastity device. Myrna was initially sceptical about this “gadget” as she called it, but fully embraced it after a little while.
It was controlled from a app on their phones and they were just explaining it to Diann when he returned.
“See? There she comes now.” Vivian said, while George performed a deep curtsy as he entered the Lounge. “If she doesn’t show up 30 seconds after you call her, the shocks get stronger and after a minute she gets a really painful one”
“The call-shocks are also encoded. We had her memorize them all so she can tell who calls her and to which room.” Kimberly added.
The girls were tripping over each other from excitement to tell Diann about all the ways the gadget allowed them to humiliate and control George.
“It’s also tracking her. You can always tell where she is, on the floor plan or on the map when she is outside.”
“You can define any area and make her stay inside it, or she will be shocked.”
“We have made some presets. If you set this she can’t leave the house, and with this she can’t come inside.”
“You can ban her from entering any room in the house or make her stay inside one. This is great when she is dismissed for the night.”
Myrna chipped in too “There is even a setting that won’t allow her to leave her bed after midnight until she receives a little wake up shock. We had to change her beddings to rubber sheets after an unfortunate accident.”
George hated the rubber sheets and beddings. They were hot sticky and uncomfortable to sleep in.
He thought it was very unfair, he had peed himself only once when he could not leave the bed one morning because the device didn’t give him the wake up signal.
Of course he was severely reprimanded. Not only for wetting the bed, but also for being late and for arguing.
The same morning Myrna took him shopping for two complete sets of pink rubber beddings. Sheets, pillows and covers.
Not only was he dressed in his Maids uniform for the trip, but also in cloth diapers and rubber pants, that visibly bulged under the tight dress. Myrna would point them out to the giggling sales girls and told them in no uncertain terms why they needed the rubber items, while he stood quiet and embarrassed.
“To keep her in bed was a suggestion by Thelma, who customized the app for us.” Myrna continued. “Because the device is plugged in to recharge while Georgette is asleep. It must be one uninterrupted cycle to protect the battery. Thelma is the most delightful and creative Girl. Once we explained to her how we are going to use the shock attachment, she came up with so many new ways to take advantage of all the built in features.”
“It even has motion sensors, so it can tell if she is standing or sitting.” Vivian said.
George was not allowed to sit down. He now instantly received a shock if he did.
“Thelma works on an update to detect if she is doing her curtsies the right way.” Kimberly added.
George didn’t look forward to that. He already received a little buzz as reminder to curtsey every time he entered a room, the update would make it even more rigorous.
“Don’t just stand there, Girl!” Myrna said and tapped the screen on her phone to deliver a quick shock to his genitals “Go and get the snacks, then prepare drinks for everyone!”
George curtsied an hurried into the kitchen before she felt the need to encourage him again.
When he returned to serve, Diann praised his hors d'oeuvre which made him happy. It still felt to him like she was a bit irritated with the situation and he was glad that they didn’t sent him back into the kitchen so he could follow their conversation.
“I have a confession to make, Girls.” Diann eventually said.
“Is it about Georgette, mom?” Kimberly asked.
“Are you upset about her?” Vivian wanted to know.
“I was used to having a maid, when I grew up.” Diann continued “Maybe you even remember her from when I took you to visit your Grandmother. You were quite little though. Her name was Victoria.”
“Yes, I remember her!” Vivian said
“She gave us ice cream” Kimberly confirmed
“She served you ice cream.” Myrna corrected. Diann looked at her meaningfully and Myrna replied with a sincere nod.
Diann took a deep breath “Well, I suppose this is the moment to reveal that Victoria was your Grandmother’s husband Victor. Victoria was my Father and your Grandfather.”
“What?”
“No way!”
George couldn’t believe it either, but he knew better than to show any emotion.
“It is true.” Diann said, and pointed at George. “Not only was she always dressed as a Maid, she would be wearing these earrings every day, that was made me so emotional when I saw them today”
George was shocked how Diann kept using the female pronoun about her own Father.
“But before we continue this conversation, George, come here”
He was glad that she still called him George, as he hurried over
Diann rummaged in her purse. “They gave me some on the flight back” she said to herself, as she pulled out a pack of foam earplugs. “You are going to learn a new skill now, George.”
“You see, when your Grandmother and I wanted to talk about something privately, we did this.” She said to the girls now and seized one of Georges earlobes and pushed one of the plugs deep inside. He could feel the foam expanding in his ear canal drowning out most sounds. “This will allow hearing us in close proximity” she said, after applying the second plug. “But not from over there”, pointing at the other side of the room.
She turned to George “I will have a talk with Mother and my Girls. You are going to stand in the far corner and face us. Pay close attention, If you see any of us becon you may approach. That way you are able to serve without eavesdropping.”
George felt heartbroken that Diann would cut him out of the conversation like that, but all he could do was to obey and walk to his assigned corner.
They appeared the have a good time, especially the girls laughed a lot. Diann seemed to enjoy herself, but also a bit reserved. At one time she clearly argued with Myrna about something, and George was dying to know what it was all about. He wondered if they talked about the key to his chastity device when they argued, or when they laughed, or maybe the subject didn’t come up at all, because it had never been delivered to Diann. George felt despair just thinking about it, as he was looking on from his corner, with a compliant smile he had been taught to display without pause.
They called him over several times, to get some drinks and snacks for them during the evening, but he was unable to pick up anything comprehensible whenever he was close.
Despite some differences, they appeared to have a good time and talked into the late evening, with George waiting on them. When they eventually retired, he was told to report to Diann, before going to bed.
But before that he would have to clean up the lounge, do all the dishes and glasses he had been serving, dry them and put them away. He had to check the entrance for any pair of shoes that needed polishing and say goodnight to each lady in the house and ask for additional instructions, like breakfast wishes or nightcaps, before being dismissed for the night.
When he arrived at Diann’s room, he found a note telling him to come to her office.
It had been a unusually long day for George, even compared to his already strict daily schedule.
His feet hurt from the long standing and walking in his dainty shoes, the tightly permed updo made his head feel heavy and itchy. His ears hurt from the earrings and the plugs he was still wearing. He was hot in all the tight girdles, undergarments, hose and uniform he was wearing and to top it all off his genitals were sore from being locked away in a firm metal tube and the frequent sting of the shock attachment the Ladies used so liberally.
Waiting in front of Diann’s office for her permission to enter now felt quaint, compared to the constant humiliations, discipline and demands he had been subject to in the recent weeks.
“Come in”
George entered and curtsied, then he took his place not too close in front of the massive desk.
Diann came around to him, picking up a pair of tweezers to remove the plugs from his ears.
George flinched, when she pinched and pulled his already sore lobes once more to get them out. “Don’t be a baby now.” she said.
George noticed there was paperwork on the desk, facing his way. Also there was the tool to remove the dreaded earrings, but no sign of the key to his chastity device.
“I did envy the other girls at school.” Diann began, after sitting down behind the desk again. “How their fathers were strong, confident men who not only expected to be treated with respect, but also earned it. All I had instead was a maid who, by Mothers standards, required constant disdain and discipline. I did not agree with all of it, but it was the way I grew up.”
George drew hope from these words. He was glad to hear Diann didn’t agree with her Mothers methods
“I never required any servants, after I moved away from home. I was perfectly fine managing life for myself. However, dealing with apparently confident men, was a rather disappointing experience as well. They hardly turn out to be able to handle a confident woman. After my divorce I did try to raise my girls in a way that they would never feel like they had to depend on anyone but themselves and I believe I have been successful in that endeavour, don’t you agree?”
“Your Girls are wonderful, Diann.” he replied.
“Yes, they are.” She smiled.
“Anyway, it has never been a secret that I married you only for reasons that would allow me to save your company.”
“I know, Ma’am” George decided it would be best to stick with the address she had allowed him last time they were together, and not call her “my love” or “dear”.
“I have been quite successful in that regard, the assets I have split off are doing excellent, better than the company ever did when it was in your hands to be frank. Also I was able to make some favorable deals during my trip. With several contributing sources now, I have been able to reduce the time it takes to get you out of debt completely.”
“That is wonderful news”
“I continue to work hard for your benefit, even though you greatly disappointed me by breaking our matrimonial contract.”
“I know, and I am sorry Ma’am.”
“I believe you. I had a long talk with Mother today, and I came to the the decision that the time you spent under her scrutiny, may be considered enough of a penance. You did not enjoy her methods either, did you? Be honest.”
“Not at all, not a second!” George blurted out without thinking.
“I thought so. Anyway, we need to figure out how we continue from here, and I will let you decide. I have prepared two contracts.” She pointed at the open paperwork.
“The first one is an amendment to our existing marriage agreement. As things are it will take about 5 more years until you are out of debt. You will remain poor for this time, and you will be required to do chores around the house, including all cooking, cleaning and laundry for me and the girls.
However you will return to your status before the incident and Mother’s intervention. You will be allowed to wear male garments, with the option of subtle feminine clothes as a consequence for infractions. Make no mistake, I do believe in firm rule and discipline, but as long as you complete your tasks to our satisfaction you will be allowed some freedom. You will not yet return to our Bedroom, but you may move into a nicer room. I am even prepared to grant you a budget and leave the management of groceries and household items up to you, in hope you will not take advantage again of such lenience.
If you choose this agreement, we will remain married and once you are out of debt you will receive a annual six figure income, to spend at your leisure. However, I will retain control of the company and all the affiliated assets.”
“I understand.” George said. Compared to what he had been going through the last few weeks, it sounded like the best thing that could happen to him. He was convinced the other offer would be considerably worse.
“With the other contract you agree to our immediate divorce with the company remaining in your possession.”
“I… I understand.” He couldn’t believe she would offer this over the other option.
“Do you? Of course you realize I have no choice but to make this official.” Diann said and turned her laptop over to him. There was young Lady on the screen. She was wearing glasses and had her hair tied up in a bun. From what George could tell she was dressed in a white blouse with a ribbon tie and a dark blazer.
“This is Anita Trenton, my attesting notary. She has been following our conversation and will act as a witness.”
“Hello George” the Lady on the screen said. It felt nice to hear someone say his male name.
“Good evening Miss Trenton” George curtsied to her without thinking about it, then he blushed in embarrassment.
“You don’t need to be flustered, George. I have been fully informed about your current situation. Before you sign any of the contracts, I need to ask you a few questions and record the whole procedure. Did you understand that George?”
“Yes, Miss Trenton.”
“Good. I will begin recording now.”
“George, you have received detailed explanations about both contracts, and you are fully aware of the consequences and stipulations of signing either?”
“Yes, Miss Trenton”
“You were given the choice to sign one of these contracts and you will do so by your own free will without pressure or coercion?”
“Yes, I...well... “ George hesitated, there was something on his mind.
“Is there a problem George?” Miss Trenton asked.
“First I would really like to know what happened to the key to my chastity device.”
“I have your precious key right here” Diann said, pointing at the safe under her desk. “How about this, right after you sign one of the contracts, I will personally and permanently remove the lock from the device.”
“Did you hear that, George?” Miss Trenton asked. “It is on record now and legally binding. Will that alleviate any reservations you have?”
“Yes, yes it will!” George blurted out, stepped forward, seized the pen that was laid out to sign the contract that would give him his company back and divorce him from Diann.
He took a deep sigh of relief when he was done. It was finally over.
“The signature has been recorded and witnessed.” Miss Trenton said
Diann turned the laptop back around. “Thank you Anita. I am afraid you will have to witness what happens next as well.” She picked up the signed contract, put it into the safe and retrieved the key.
“Come over here now and lift your skirt”
It was an awkward procedure, Diann had to fumble under the tight skirt to get her hands at the lock. “So many layers” She said, all while Anita looked on intently and obviously suppressed chuckling.
It took a few minutes, but eventually Diann retrieved the lock, closed it, broke off the key and placed it on the table.
“You kept your side of the bargain Diann. The lock has been removed permanently. Do you agree George?”
“I agree Miss Trenton”
She smiled. “Fine, that concludes my participation. It was nice to meet you George, I hope you made the best decision for yourself.”
“Thank you Miss Trenton, good bye” George made a mental effort not to curtsy.
Diann closed the computer and picked up the tool for the earrings from the desk.
“I can’t hide my disappointment about your decision” She said, while stepping behind George.
“Actually I am rather upset about it.” Diann admitted while she placed the tool at the back of the punishment earring.
“Do you realize it was Mother who insisted that I give you that very choice that you took so eagerly? I can’t believe you had to go and prove her right!”
George felt a chill run down his spine. Myrna wanted him to take that choice? Why would… He didn’t get any further in his train of thought, because Diann suddenly twisted the tool to tighten the screw even further instead of removing it. His already sore earlobe was squeezed even more, making George wince in pain.
“Maybe pinching your ears will remind you to listen.” She said, while repeating the procedure with the other ear.
“If you think this choice would benefit you, then you have never ever paid attention to anything I ever said and you deserve everything that is coming to you now.”
George didn’t understand.
“The company you own now is worthless. It is less than worthless. It is a dead husk of a business. I have stripped it of any valuable assets and all that is left is a black hole of debt.”
George realized he had been tricked.
“If you think you have been tricked into this, then think again, because you KNEW all of this. I had you stand right here in front of this desk every time I made an important decision about the company and I explained everything in detail to you! It is obvious now you never listened.”
George began to understand what a fool he had been.
“Our marriage and paying off these debts was the only thing that protected you from being prosecuted for shady business practices. It is more than likely for you to end up in jail now.”
George was now certain that this was the worst thing that could have happened to him.
“But it gets worse” Diann continued. “Some of your shady former partners had some dealings with a certain arm of the asian mafia dealing in white slavery. You don’t even want to know what they will do, if they find you out on the street before the law does. Don’t expect any help from me. We have no legal connection any more, and I must ask you to leave my house at once.”
George felt in total despair now.
“Unless…”
“Unless?” George asked
“Unless you would like to remain in this house under power of attorney, to hide from the law or worse consequences that may result from your decision. Of course you would be expected to do all the chores like you have been doing.”
George felt like he had no choice at the moment. At least things wouldn’t be as bad with Myrna gone.
“Yes, Diann, please. I would like to stay.”
“What you need to understand is that you are required to remain as a maid in this house, disguised in feminine servant clothes at all times for your own protection. Is that what you want?”
“Yes, Diann. Please, I want to stay as a maid.”
“Good. Mother will be pleased to hear that. You may not like her methods, but she said she missed training a maid again and she saw some potential in you. She offered to take you in her care should you choose to sign this unfortunate agreement.”
George shivered again, when he realized Myrna would be in charge of him.
“Of course you understand that Mother will expect unending gratitude for her kindness and unwavering determination and effort to meet her demands. She offered to move in with us to be able to exact complete control. Therefore she will be the one given power of attorney over you. In turn she will receive the household budget and annual salary from the profits of your former company that you have waived so foolishly.”
George felt devastated that they had already planned so far ahead, assuming that he would take the wrong choice.
“I am not giving up my own house of course.” Myrna’s suddenly said. George had not heard her enter. Startled by her voice, he curtsied instinctively.
“Once a month I will take you to my place in the country for a whole weekend of thorough cleaning and maintenance. Do not expect much rest during such an opportunities to please me.”
“Yes, Mother” George instinctively answered.
“I am not your Mother any more, girl. You will address me and every other Lady in the house as Mistress now.”
“Yes, Mistress Myrna”
“Speaking of names. I have decided that for your own protection and to create a new identity we will legally change your name to “Georgette”. Your new last name will be “Dienstmagd”
“That is wonderful Idea Mother. I like the name. Isn’t that how Aunt Gretchen used to refer to Dad? I am going to ask Anita to prepare all the paperwork for you to sign, Georgette.”
“Yes, Diann.”
That will be Mistress Diann now. Don’t forget that Vivian and Kimberly will have to be addressed likewise.”
“I understand, Mistress Diann”
“That brings me to another issue we discussed tonight.” Diann said.
“Vivian and Kimberly are old enough now to spread their wings. I decided to make each of them the CEO of one of the successful branches I split off from your former company. That will give them opportunity to stand on their own feet and learn the ropes of the business world. I want them to explore their independence and move to apartments in the city.”
Myrna added: “I have already promised them that you will be cleaning their apartments as well. I am going to schedule one full day a week for each of them. Also you will do most of their laundry. That means not only will your intensive training continue indefinitely, we will have to rigorously tighten the schedule, so you will be able to complete all your chores in this house during the remaining days. I expect the same amount of work done to my standards in less time. You will have to exceed the limits of my late husband. Prepare for less sleep, longer hours and severe discipline.”
She turned to Diann: “I was getting too lenient with your father during his later years. I even allowed him to retire and only assume the role of a Ladies maid, serving me hand and foot. It will be exciting to have someone else to push above and beyond.”
“I already plan to add some additional skills to the maids repertoire. I want her to be able to give pedicures and massages and the girls will appreciate if she is trained to fully prepare and serve at social gatherings. Also I think it would be adorable if she could perform song and dance routines to entertain guests.”
“That sounds wonderful Mother. I told Georgette earlier that I was somewhat apprehensive about Dad also being my maid when I grew up, but I can’t hide the fact that it also had many advantages I secretly enjoyed. I am ready to fully embrace all of it now.”
“I am glad you came around to the idea, Diann. Did you tell her about the men?”
“What men?” George wondered. He did not have to wait long for an answer, because Myrna turned to him now and said:
“My husband was essentially useless in bed. I had trained him to use his tongue to satisfy me, but that was not nearly enough, so I frequently brought home young men as my lovers. Victor would regard them as his superiors and address them as Master. He would polish their shoes, press their pants and shirts and wash their underwear while they were in bed with me. Since you are already trained, we may as well add washing their cars to the list of services. In the morning he would serve us breakfast in bed and deliver their clothes neatly folded. It was quite adorable seeing him on his knees to tie their shoes, but I digress. As you may have guessed you will do well to make yourself comfortable with the thought of serving me in such ways, and Diann too.”
“I told you I have not made up my mind about that, Mother!” Diann insisted.
“Fine then!” Myrna replied to her. “Are you at least going to join in on the mandatory punishment?”
“Oh, definitely! I am very upset about the fact that she never listened to me. It will probably the first time you will not have to complain about me holding back.” She laughed. “Do you remember when you trained dad to only respond to his female name and you wanted me to spank him while you...”
They now completely ignored George, while relieving some old memories.
He was standing there in a daze trying to comprehend all the things that just happened and would happen to him in the future.
Eventually he was called back into reality.
“Georgette? Georgette?” Diann snipped with her fingers in front of his face.
“I said you are dismissed, girl.”
“Thank you my... Ma’am …Mistress Diann” George replied and curtsied.
“You may savor the last time you are going to bed before midnight, girl. You will be ready for duty at 5:00 AM” Myrna said.
“Thank you Mistress Myrna” George curtsied to her as well. He knew exactly how he planned to spend this precious evening.
“Oh, by the way” Diann remarked “When I removed the lock on your chastity device earlier, you will find I replaced it with an instant rivet. A handy little fastener that was easily slipped into the hole. I simply had to squeeze it together to release a bonding agent. By now it should have completely hardened and created a unbreakable seal.”
Myrna laughed out loud and clapped her hands. She obviously had not known about this.
“After the terrible decision she made I thought it would be the best to start making decisions for her. I did keep my word too. I removed the lock permanently.” Diann said to her Mother, then she turned to George.
“I said: dismissed.”
Georgette curtsied and left the room in tears.
Epilogue