All R The Sissy Maid
One man's decent from being an every day 22 year old, into a sissy maid and how it happens.
Posted on
Add A New Story
It all started for Korvin Dantes when he was 22 years of age, and at the time, very much unemployed. He had been out of work for the past six months, scraping by on benefit payouts from the Government that somehow slowly diminished, and with the increase of basic items such as food and entertainment, the fort-nightly pay outs came to the point in which they never stretched far enough for Korvin to do what he wanted. The young man was an in the closet cross-dresser who had only came out and spoke to what he did with certain friends, and some of the people he talked to online, those that knew what he was going through and knew how difficult it was to really be open and honest about yourself.

During the first month of being unemployed, Korvin had been looking through different websites, services that allowed him to explore his cross-dressing side by visiting the premises. Of course it was all very expensive. Some services offered the chance to be dressed up and made over for as little as £40 per hour, from up to £500 for seven hours. He had tried some. Korvin first went to a local one, which while being very nice and offered multiple changes for such a short price, the clothes were somewhat dated and they didn't offer very much help in terms of being able to look the part. The woman simply helped him pick out underwear, a wig and helped him dress and undress into seven different outfits.
The next service he visited was in London, a shop that catered to cross-dressers, transgendered and transsexual people. While it was nice, and the outfits were a little more dated and there was a full blown make-over included, it didn't help. The staff were far from cordial and welcoming, in fact Korvin felt like the staff saw him as an inconvenience more than a customer. He had lasted for just over two hours wearing a luxurious white wedding dress and heels, but that was it. He wasn't comfortable, and if he was honest, Korvin had been wanting to feel the tug and the confinement of a corset around his stomach. It was an odd dream, but that was what he wanted, Korvin liked things that were held around his body and he had heard that corsets were perfect for such a thing.

There were few other services that really caught Korvin's fancy. Many would have called him picky, but that was just the boy's nature. He wanted something good to come from it, he wanted to experience all that he could be given. His parents knew nothing about what Korvin was up to. When he said that he was going to be out for the day, he told them that the benefit's office had arranged career days where he could go and experience what a company had to offer and see if it could lead to a job within that company. It was long, and laborious, and Korvin had been to a few so he knew what they were like just in case anyone asked about the experience.
There were times in which Korvin thought he was going to get lucky, but those moments always turned out to be false illusions in which many services required a deposit sent by either a bank transfer (which Korvin hated because of the fact the banks required a detailed explanation of the business) or a PayPal account (which Korvin didn't have). After what felt like an age trawling through the internet, Korvin found what he was looking for. Amazingly, it was in the last place the boy least expected. A service that catered to those that were sissies, and training them to be the perfect sissy maid. It wasn't the chance to be a sissy maid that raised Korvin's interest in the idea, it was in fact the service offered a princess for a day service. To be made-over, shaped and dressed to look like a beautiful young princess. When he contacted the people on the phone (and it did take a number of tries) he found that they offered the princess for a day service at a very reasonable price which he swiftly booked. The better part was the fact that they required no up front deposits, something Korvin found a welcome change. The date was booked for the following month, and that meant Korvin had six weeks to save up the money. Thankfully he already had it, and there was just a simple matter of booking the train tickets to Epsom, Surrey.
Despite the worry about the wait, Korvin found that the days building up to his princess experience went by quite quickly. He had been told to get there early, so that he be fully made over and treated like the princess he was going to be.

It was a strange feeling, when Korvin found himself in the taxi after getting off the train at Epsom train station. He looked out of the window, watching the beautiful scenery of the English countryside pass him by. The occasional question from the taxi driver broke Korvin out of his contemplation when he answered. Most of the questions were about where Korvin was originally from, what he did, and what his business in Epsom was. He had started to sound like a police officer more than a taxi driver with the questions. Thankfully the address of the service came up a short time later, and when the driver had left with his payment, then Korvin got the chance to fully take in the extent of where he would be spending the day. It was a luxury mansion, with a large, spacious front garden. The brick wall surrounded the house, stretched away for at least half a mile in all directions, encompassing the house like it was protecting a castle. Considering the location and the house itself, it wouldn't be far off calling the mansion a castle. There was a large drive way, that spread out like the mouth of a river. A garage was on the left, and parked up in the separate enclosed space were what looked to be a 2012 Vauxhall Insignia in a chrome silver colour, and to the side was a very nice and a very expensive Jaguar XF Sports type in a metallic crystal blue colour. Korvin would have lingered, taken in the sight of seeing two beautiful cars parked up, but checking his watch, it would have to wait. From what the website said; any tardiness would result in a punishment, though whether that was meant for just the sissy training or whether that included the Princess for a day package remained to be seen. Korvin didn't want to push it though, and so he simply stepped towards the white door. It was a double door, and pushing on the bell to the side, it let out a very loud chime. No doubt the bell was designed to be able to be heard through out the building, just in case the occupants were out in the house.
It was now the moment of waiting, and Korvin grew nervous. It made him wonder if he had the right house. Whether the location was correct, and whether or not it would be the appropriate location. What if it wasn't? Korvin grew worried at that point and looked around at his surroundings. This was a very secluded location, and it had taken longer than expected for the taxi to take him from the train station to the mansion as it was. It would take longer for it to return and pick him up. The silence was broken at that moment when the door creaked open, and Korvin suddenly turned around and looked to the darkness between the doors. A figure emerged, though it wasn't who Korvin was expecting to see first.
It was a maid, though the maid was dressed in a bright pink dress with white frills and what appeared to be multiple petticoats beneath. The maid's face was one of disinterest as she, though at a second glance, Korvin noticed the unmistakable shape of an Adam's Apple poking out from above the collar of the dress. The maid himself had long blonde hair, a light shade of make-up and shocking pink lips. The more he looked, the more Korvin realised that he was looking upon a sissy maid. It raised questions in Korvin's mind, but mostly it helped him relax, as he realised that he was in fact in the location he was acquired to be in. After a moment of looking him up and down, it looked like the maid was going to say something.

May I help you, sir? the maid asked, though his voice sounded very feminine, there were some traces of masculinity that could be picked out if one was listening carefully. Korvin was, but he didn't raise the comment, and he let it pass over his head.

Ah good morning, my name is Korvin Dantes. I have an appointment with Mistress Helena. Korvin replied as he stood up straight, and reached into his bag. He pulled out an email, it was a confirmation that he had an appointment to be made into a princess for the day. The boy had worn baggy clothing. A pair of jeans, and a thick winter jumper seeing as the cold was biting into him.
Korvin didn't look like anything special. He had slightly pale skin and ice blue eyes. His messy white hair reached down to his shoulders, and he wore a pair of glasses that occasionally slid down his nose. Over one shoulder he carried a black messenger bag with a cross embroidered on the front, and in one hand he carried his laptop bag, something he used for on the train, and something that came in handy, especially with long trips.
The maid had taken the email and was reading through it from top to bottom, before satisfied, the maid stepped back and held the door open to Korvin to step on through into the mansion. Like the outside of the mansion, the inside was just as wonderfully decorated. White and black tiles covered the floor, arranged in a diamond pattern that spread from the front door on towards the adjoining rooms. Korvin could see a kitchen to his right, what appeared to be a living room, or as many mansions had; a receiving room. In front of him were a set of double stairs that went from both sides of the area, and underneath there were a set of double doors that were closed. Storage space. Korvin thought as he looked away from them.

The mistress is in the living room. If you would like to follow me, I'll take you to her. The maid instructed and took a few steps forward. He or she (Korvin didn't quite know how to address the maid or what gender the maid would be classed as) was wearing what looked like five inch heels and white stockings covering somewhat slender legs. The maid stopped and turned to Korvin. I'll have to ask you to remove your shoes. The mistress and master do not like their floors soiled by the outside world. the maid explained, and looking down at his own trainers, Korvin could understand why. While the mud was dry, it was still present and so without any rejection, Korvin loosened his shoes and removed them, before placing them on the indicated shoe holder to the side of the door, out of the way and next to a radiator on the wall. With his shoes off and on the holder, Korvin followed the maid from the front entrance and through towards the living room.

After going through the mansion, going up one level of stairs and down the corridor to what Korvin guessed was the east wing, judging by the position of the sun. It had only just gone ten in the morning, and the sun was still rising and travelling across the sky. The maid brought Korvin into a very large and lush living room. A deep crimson carpet covered the floor, a set of red leather chairs and a three seat sofa. Book shelves lined the walls, covered in hard back books, along with a shelf full of DVDs and Blu Ray discs. A wide-screen TV was mounted upon the wall to the side, and opposite the three piece sofa was a roaring log fire that was set in a small alcove behind a metal screen. While Korvin was stunned and in awe at the surroundings that he had just stepped foot into, it was in fact the beauty that was sitting on the sofa in front of the fire. The maid perform a curtsey to the woman, and Korvin looked between the two of them. Korvin had looked the maid up and down during the journey, and he had seen pictures of the mistress on her website, but seeing her in the flesh put the pictures to shame.
She looked to be in her late thirties, early forties. She was dressed in a pair of form fitting black trousers. They were either made of denim or leather, it was difficult to tell as Korvin was standing in the door. The top half of her body was covered in a white long sleeve blouse, and a red corset over that. Her skin was pale, though tinted a pale orange by the light of the fire. She had jade green eyes, and her black hair was pulled into a tight ponytail that sat upon her head. Korvin was stunned by her beauty, and he almost forgot while he had travelled to the mansion in the first place. The maid stood in front of Korvin, though to the side so that the woman sitting on the sofa could look at her guest, and announced his arrival.

Mistress Helena, you have Korvin Dantes here to see you. the maid spoke before indicating to Korvin, who was still quite nervous, it was plain for all to see.

Thank you Lucinda, I'll summon you if your services are required. the woman spoke with a clipped voice, formal and welcoming, but at the same time there was a dominant tone to her voice, something that couldn't be missed no matter how much you tried to ignore it. The maid stepped away and out of the door, leaving Korvin alone with Helena, suddenly very very nervous once again. Please my dear, put your bags down and come and join me. Despite what you might have read on my website, I am not going to punish you. she said with a small chuckle, and without thinking, Korvin instantly obeyed and he put his bag down and laptop bag down to the side before walking forward, and sitting across from Helena, still nervous, though slightly more at ease.
Korvin had always wondered what would happen when the day came, when he would be sitting down and getting ready to begin his transformation, but now that it was here, he didn't know how to react. He didn't know what to do at that point.

You'll have to forgive me, I'm a little nervous. Korvin stated with a small smile while trying to make himself comfortable.

It's only natural. You've travelled all this way, sitting in a luxurious mansion and your wish to become a princess is about to come true. said Helena as she sat forward and looked towards Korvin, a smile pulling at her lips. Let me talk you through everything that will happen today. We'll start now, I want to know what you hope to gain from this experience, then I'll take you to our wonderful wardrobe room so we can begin your transformation. We'll get you measured for your gown, we'll get your corset and undergarments on, before transforming you from the dull and boring Korvin Dantes, into the wonderful and truly beautiful Princess Hikari Silvia. she stated, and the tone of her voice showed she could pull it off, and with every word spoken, she put Korvin at ease.
He was able to sit back and relax, explain everything that had happened on the build up towards the dressing experience. Korvin told Helena about the previous dressing experiences, how his first gave many chances to get dressed up, but he wasn't made over to look how he wanted to look, how he didn't look like the beautiful woman he wanted to be. He explained how the shop he visited months before was far from satisfactory in regards to how he felt. Korvin was given a make-over, but in the end he still felt like a man being dressed up and not being transformed into a lovely woman. It was enough for Helena to simply nod, as if she understood what Korvin had went through, and the boy wondered if perhaps she had heard the same story time and time again. It might have been a common problem for people. It helped Korvin slip into the frame of mind that perhaps this would be a good day after all. That Korvin would be able to find what he was looking for.
Lucinda the maid had brought in refreshments for the two of them, and Korvin learnt that the sissy maid wasn't the maid that Helena herself had been training for the past decade. Lucinda had arrived three months before Korvin arrived, shortly after her previous sissy maid, the sissy maid that Helena had trained passed away after being involved in a car crash. Helena was trying to find a suitable replacement, though when Lucinda had been sent away to prepare the dressing room; Helena let Korvin in some details regarding the maid situation.

I'm not going to keep Lucinda on as a maid. While she has been a wonderful addition to the household, and all my guests have enjoyed her company, she has been too submissive. I enjoy it when the person has a spark of rebellion, it makes it all the more enjoyable to break the man into a sissy. Helena spoke with a tone of voice that had no doubt or negativity in the fact she was letting the sissy maid go, as if she was speaking with one of her friends about what happened to the other day. It sent a chill down Korvin's spine when he heard how easily she was willing to dismiss a member of her staff. Despite the casual dismissal of Lucinda, Korvin was still curious about working as a sissy maid, not that he wanted to. The term was thrown up on Helena's website and he wanted to know more about it.

Working as a sissy maid, at least working for you as your personal sissy maid, what would it include? Korvin asked, holding his cup of hot chocolate in one hand and the saucer in the other.

Helena had raised an eyebrow at the question, but still smiled and placed her drink upon the table next to her. Well my dear, being a sissy maid is just like being a regular maid, except for the fact that the maid was originally a male such as yourself who is broken down to be a subservient being, willing to worship her mistress' feet, or his master's feet when the other half is here. Helena started, and her gaze never left Korvin's direction, as if she was gauging his reaction, wondering if he would ever consider becoming a sissy maid, or at least had any interest in taking up the role. Duties would include cooking, cleaning, answering the door, laying the table, washing and ironing all clothes, as well as often being used as a means of release in my fabled P room. While you will get punished for being tardy in your duties and getting things wrong, good behaviour is always rewarded.

What kind of rewards?

Well it depends on the sissy. My previous maid loved baking and having a picnic, so we went for a picnic out in the garden. Lucinda loves movies, so we set up a movie night. If you were to please me as a sissy maid, what would you like the most? she asked, and Korvin paused for a moment before looking to Helena. If he was honest, the one thing he would want in the world was being given to him in the day, but...

The one thing I've wanted the most would have sounded silly to most, but here I feel it would be right at home. Korvin began, letting out a small, nervous chuckle as he was about to admit it. I've always wanted to feel what it was like to be a princess. To be dressed up, and able to look my best. Korvin was glad he had gotten it off his chest, that he was able to tell someone.
Helena remained silent for a moment, before nodding and smiling. She slid herself from the sofa, before holding out her hand for Korvin to take, which the boy did rather gingerly. He was nervous, but he did feel slightly more relaxed around Helena now that he had admitted what it was that he wanted.

Helena brought Korvin to the top floor of the mansion, and in the distance Lucinda was waiting for them with interest, standing outside an open door and the maid stepped back to allow her mistress and the guest inside the room.
It happened to be the dressing room, in which there were rows upon rows of different outfits. Dresses, gowns, maid outfits, sissy dresses and all of the accessories. Rows upon rows of shoes. Corsets were hung up, and there were draws marked stockings, panties, bras and breast forms. Wigs lined the walls on shelves, each on a bust. Korvin was stunned, this was more than what he was expecting.

Well Korvin, let us begin your transformation. Princess Hikari Silvia is waiting. Helena stated with a smile on her face before clapping her hands. Korvin was going to be starting the transformation, and he was excited, very excited.
Last Post
34,427 views
9 posts
These lovely people support all the features in Sissy Kiss to contribute to our community! So it would help so much if you could check them out, and say your from Sissy Kiss. Some even give discounts, or free gifts by mentioning it!
 
Add your message here..
 
krystalasbaby
Very nice story r u going to continue it?
Reply
Quote
Sissy_Fairy


 Very nice story r u going to continue it?  




I definitely intend to. I'm bouncing between projects but this will be continued, that I can assure you.
A sissy of satin, but not frills. A sissy of length, and not thrills. A sissy that is a princess, and not a baby.

I am the first of each. Long satin gowns that turn me into the Sissy Princess I wish to be.
Reply
Quote
 
 
SissyDesiree
Please keep going.
Reply
Quote
sissydina218
excellent story well thought out and written can't wait to see where it goes from here
Reply
Quote
 
 
Sarah Marina
Very descriptive and immersing. It appears we share a lot of similar interests and writing appreciation. Keeping an eye out for more of your work, Sis!

 
Reply
Quote
Sissy_Fairy
Thank you for all the compliments everyone, and I'm sorry that it's been a while since I last updated the story, but it's been difficult with going on. I'm working on chapter 2, so hopefully it should be online within the next week or so.

Marina: I've noticed that we both have similar styles in our writing :3 Glad it wasn't just me
A sissy of satin, but not frills. A sissy of length, and not thrills. A sissy that is a princess, and not a baby.

I am the first of each. Long satin gowns that turn me into the Sissy Princess I wish to be.
Reply
Quote
 
 
Tmjohn55
Definitely interesting story ill look for more
Reply
Quote
Sissy_Fairy
My fellow readers, I'm sorry for the huge delay but unfortunately life has caused me to be busy and stopped me writing. I'm back up and running though, so hopefully this will be a step in the right direction.

Please be patient.

Hugs and kisses

Sissy

(also, just to let you know I'm also working on a story for valentines day)
A sissy of satin, but not frills. A sissy of length, and not thrills. A sissy that is a princess, and not a baby.

I am the first of each. Long satin gowns that turn me into the Sissy Princess I wish to be.
Reply
Quote
 
What kind of post would you like to make?
Topic
Video
Audio
Image
Story
To post certain kinds of posts, like images, audios, or videos you need to be signed in first.