Finally, i got the courage to go forward with one of my kinkyest fetishes - I was going to be a maid for a week. But all preparations started a few weeks before the day.
First, I had to apply to service Mistress Saphira through her website. After a few days I received a questionnaire where I should specify all my limits and explain my previous experiences. In fact it was more a kind of contract specifying all that was mandatory and a few optional things. It also asked me to describe my fantasies and to specify what my limits are, like specifying if i would like to be fist fucked or whipped. I was a very unexperienced guy at the time and that made me afraid and anxious, but on the other side it excited me. What if I got something wrong?
The contract specified that it could be changed during the week and two ways of escaping a scene. The yellow possibility, where I would be able to stop the scene by accepting another kind of punishment, and the red one, where simply I would leave the house. This relaxed me a bit.
Exactly, one week before i should put a penis cage, which could be remotely controlled by the Mistress. The penis cage arrive to my house exactly one week before. To my horror a verified that it could be open or closed remotely, through the internet. The opening was only possible for cleaning in the morning under mistress supervision. The cage also had the possibility of electroshocking my penis. During the week I felt a few light shocks at random hours during the day or the night. The first nights were difficult to get used to it, but after a few days it was ok. The cage placed me in a state of constant arousal and started building up a big load for a week.
During the week i tried to touch myself, but the cage was very small making it impossible to feel anything. The Mistress also instructed me that I could practice my oral skills but no anal since the cage was able to detect if I was using my anus.
When the date arrived, the instructions were very clear - to arrive to mistress house at 7:00 am, wearing my normal clothes on the outside and some and some frilly sissy panties as my lingerie.
Exactly at 6:59 AM I rung the bell to a Victorian style house. No one replied, but the door to the basement opened and entered a small hallway with several doors. The temperature was warn and all the house was silent.
There was dossier over a small table on my right with my name on it and my instructions.
The first step was to get all naked and to put all my clothes in a bin. So, I continued as commanded and placed all my clothes, carefully folded, into the bin and closed the lid. The lid closed with a click. I tried to open the lid again, but it was locked - there was no coming back now! I started shaking - what did i get myself into?
All naked I entered the first door on the right, into a small room, with no more than 10 square meters.
I closed the door and in a moment of hesitation I tried again to open it but the door only opens from the outside.
The room had an wardrobe, a chair and a table. On top of the table there was another set of instructions. The room also had a door to a bathroom which i could use.
The room and the floor were hot, but i continued shaking due to the anticipation of what was about to happen. Would I be able to continue? Would I be able to stay here for a week?
The instructions commanded me to start by relieving myself in the bathroom and washing myself very carefully. The towels were very soft, of high quality, unavoidably i touched myself and my penis start being erect inside the cage.
It was time to open the wardrobe and start dressing for my presentation.
Started by dressing some white sissy panties, which were very tight and firm. But, with some effort it was possible to cover everything. There was also a white heavily padded bra and a garter belt, which I placed without hesitation. I stopped for a moment to feel my new lace lingerie.
The socks were black and I was able to get then attached to the garter belt without difficulty. Then came the maid uniform, which was very short, almost showing my panties and come up to my neck. The uniform was very tight leaving little room for movement, particularly near the neck area. Finally, there was also a pair o black high heel shoes with 10 cm heels. The feeling of standing on those shoes was amazing!
I was a little frustrated since there was no corset. I was sure that the Mistress would put me in a corset later. I was also eager to fell the embracing of a corset...
The rest of the instruction commanded me to stand immobile, in the middle of the room facing against the door, head down and wait.
Standing there without moving, with 10 cm heels was getting hard and my feet were hurting, so i started to periodically move a bit. After some minutes i heard the noise of high heels approaching on the corridor and the door opened. Instinctively i looked back and two magnificently dressed maids entered the room. One was probably a women, but the other was most probably a sissy maid, like i would be. The two maids were dressing a full French maid outfit with stiletto high heels, higher and narrower than mins, the skirt was just above their knees and they showed a very nice bust. Both had a collar around their neck and also ankle and pulse straps.
The women looked at me from head to toe. Examined my outfit to verify if all items were on the right place, even my pennis cage. She smiled when she saw my hard pennis, probably thinking that it would not continue hard in a few minutes.
The sissy maid stayed there holding a tray with a leach and a collar.
The maid ordered me to knell, approached me and placed a leach around my neck, performed a quick inspection, turned away and pulled me, without saying a word.
I followed them through the corridor and climbed the stairs to upper floor. It was a magnificent house, with old furniture. They stopped on the hallway to a room, and instructed me to look down and wait. After, the maid nocked on the door.
Another maid opened the door from the inside, also dressed has a French maid, but her skirt was very long until her ankles. She order the other maid to enter the room.
She made a gentle push on my leach, but i hesitated in following her, she increased the pressure, making me realize they wanted me to get inside the room.
They stopped me in the middle of the room and in front of me, sited the Mistress.
The Mistress gave me detailed a look from my shoes to my head and said.
- "Close your legs, put your head up and, always, look down. Only talk when asked to talk."
I've tried to to obey, and after a few seconds the mistress said
- "What do you say, after i speak?"
I replied
- "Yes, Mistress"
But clearly I wasn't on a correct posture, because the two maids come close to me and forced my shoes to touch each other. The other maid pulled my head higher, my shoulders back and smoothed my skirt.
- "When a sissy does something wrong she also ask for forgiveness"
- "Yes, Mistress. I am very sorry for my error"
The mistress continued.
- "Is it from your free will that you submit to me and the other mistresses in this house?"
- "Yes, mistress"
- "Very well, then kneel!"
I tried to kneel as gracefully as possible, keeping my posture on top of my high heels.
As kneeled she gave a paper with the set of rules I should always obey while I was in this home for one week.
1 - Always obey the mistresses and any other person in the house with superior rank to yours
2 - No speaking unless spoken to.
3 - Eating and drinking is to be done standing at the kitchen sink unless Mistress gives other instructions.
4 - Sissy Duties: Vacuuming, dusting, sorting things out as instructed, changing beds, mopping floors, cleaning windows, laundry, sorting Mistress's lingerie (only if specifically instructed) tidying the play room, sorting out kitchen cupboards and drawers. Cooking meals as instructed, and serving those meals to Mistress and pet. Making tea and coffee and serving those to Mistress and guests. Massaging guests as required. Body and foot massages for Mistress. Footstool for Mistress.
5 - Available for Mistress use at any time.
6 - Sissy should look as pretty as possible at all time.
7 - Sissy must wear the set of clothes ordered by her mistress.
8 - Sissy must keep shaved clean under her panties at all times.
9 - Sissy must curtsey when called, when owner enters the room, and upon returning from a chore.
10 - Unless sissy is told otherwise, sissy is to stand quietly in a designated corner or storage area upon returning from a chore. Or kneel near Mistress for further instructions.
11 - Sissy is not allowed to make decisions, or have any opinions except to agree with her Mistress.
12 - Sissy Maid is to never leave house.
13 - Sissy Maid is to bend over immediately and drop its undergarments to be punished when required by Mistress.
14 - Sissy is forbidden from any non sissy related activities.
15 - Sissy is not to masturbate without permission.
Mistress also explained me that there are a few limits which will not be crossed (as specified by me):
1 - No hard spankings, i.e. no marks should continue after a spanking.
2 - No sex with men of other sissies.
...
And a few other things.
After, not with some hesitation, I signed the contract, which was on top of mistress desk.
- "Rise."
- "We shall now start your commitment ceremony where your cage will be changed, you will get your first spanking and get your restrains"
I rose from my knees and replied:
- "Yes Mistress"
The Mistress ordered me to give her my hands, where she placed some restrains. She then called the other to maids to place the restrains on my ankles.
- "Now, bend over my desk."
I did as commanded, and the two maids rapidly tied my wrists restrains to the desk. one of them lifted my skirt to expose my bottom and lowered my panties. They spread my legs width apart and also tied my ankles to the desk. Then, the Mistress approached me from being and started lubricating the outside of my anus.
I was thinking, what is going to happen, is she inserting a plug in me or she will just pound my ass. If she does the second i will surely come. I am already leaking due to the one week in chastity and all the excitement of the day.
The Mistress then asked.
- "Do you accept being plugged all time"
- "Yes mistress I do"
She slowly inserted the plug into my ass and a wave of pleasure spread through all my body. I felt my penis dripping a bit more through my cage.
- "You will start now a journey where you are going to be trained as a sissy maid. You will have to work hard and obey all my orders, otherwise punishment will wait for you"
- "Yes Mistress"
- "You will now be punished for you to know what waits you if you do not behave or devote all your effort to a task"
She then started the spanking...
After a while my ass was probably totally red and hot. It was hurting a loot, i thought i would not make it, but then she stopped.
