The Day

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.

- "Now you will go my servants, which will prepare you conveniently"

- "Yes, Mistress, thanks you!!!"

The Mistress got out from the room to some other place in the house.

The two maids untied me and gave me the indication to follow then by pulling my leach.

The Preparation

We left the room through the same door we entered and I was direct again to the basement where i've entered. They took me to, what i later learned that it was called, the preparation room, where all sissy maids were prepared every day to serve.

I entered the a bathroom and Maid Cristine told to undress completely, which i did. She then told me to enter the shower and she asked me to bend over. I hesitated and received an immediate smack in my ass.

/* falta retirar o plug */

Then sissy maid approached from behind and tried to insert an enema plug on my ass. Immediacy I tried to run away but received 3 hard spanks in my ass.

- Do not move sissy.

- Yes Maid Cristine.

Then i received 4 more spanks.

- What you should say?

- Sorry Maid Cristine.

- Put your hands and head touching the wall.

She then inserted the enema plug in my ass and proceeded with the procedure of cleaning my ass. They also released me from the cage and cleaned my penis, i couldn't avoid it getting hard. Obviously, the cage would not fit again. worst than that they showed me that i was going to be placed on a very small cage.

After few minutes i was ready, and could pass for some more pleasurable phases. At least that was what i thought!

I was then laid down in a bed, blindfolded and gagged. My hands and feat were secured to the bed and they the procedure to remove all my PELOS.

Both of then were working in parallel. They started by applying shaving cream, with a very feminine smell, all over my body. It felt very nice, almost like a massage, particularly when they approached my erogenous areas. Then they shaved everything with great care in order not to hurt me in any way.

The worst part come next when they started applying wax on my legs and all over my body and started removing all my body hair. For my balls they didn't wax it, but instated carefully removed my cage and used a laser. To prevent my penis from growing some kind of strange instrument kept my penis inside and prevented me from moving.

They finished by placing the cage again and applying moisturizing cream all over my body. They withdraw my blindfold and my gag and instructed me to follow both of them to the makeup and dressing room.

This room was the biggest of them all. It was painted in tones of pink and contained everything a sissy needs to get dressed up it different divisions of the room, which i could see. There was a closet full of high heels shoes, nothing smaller that 9 or 10 cm probably in lots of colors. Another division contained clothes, mostly mais informs in black and pink, some of then in latex. There was also another part of the room dedicated to lingerie. It contained several corsets, which were exposed and also bras, panties, corselets and many other interior clothes. The hosier, breast forms, and other stuff was probably in the drawers.

They then ordered me to seat on the chair, which didn't look like a normal chair for makeup, since it straps for my arms, my feat and my neck, But it also had a huge dildo, over which i should seat.

- Have seat! - said maid Cristine with a cynical voice.

I hesitated a bit but was immediately forced to go down. She helped with the placement of the dildo into my ass. Thank god it was lubricated and entered without hurting. They immediately strapped by hands and feat to the chair. My neck was next but the systems allowed my head to be away from the back of the chair. It was a bit weird. Interestingly there was no mirror in front of me. The dildo started moving slowly and I was informed that if I would get aroused then i would be punished.

They placed suction cups on my nipples and started to vacuum it. Felt my nipples growing inside the cups, which come together with some pain. After a few minutes they adjusted the cups vacuum it a little bit more.

What would happen to me??? I was already starting to feel my penis growing up. Meanwhile, the sissy, was cutting and painting my feat nails. Maid Cristine, was taking care of my hand nails. Both were being painted in red.

But the ass dildo keep massaging my ass and my prostate. My penis feel like it would explode my cage. Suddenly, i felt big shock on my ass and the dildo started to inflate inside me. I tried to escape but to no avail, since the seat made it impossible to move on any direction.

- This is what happens when you disobey! You are not allowed to have pleasure without permission from the Mistress. Said Maid Cristine

- Thank you Maid Cristine.

After finishing with my hand nails she started taking care of my face, which required a large amount of foundation to hide my strong beard. She then proceeded to my eyes and lips. She painted my yeas in blue and my lips red.

She then approached me from behind with a strange instrument near my ears. I heard a small bang, followed by some pain - my ear had been pierced. I protested.

- I didn't allow that|||

- Be quiet - yes you did. But do not worry because once we take it out no one will notice the hole.

- No i did not. I didn't allow any body modification.

- Yes, but this is not permanent.

- Now i will have to punish you for your insolence,

Again i felt a shock in my ass and the dildo inflated again. The shocks now continued at least more 5 times.

Then i felt another one and another one after some time, then she asked me:

- What do you say

- Thank you Maid Cristine.

- This is only a support for the earrings. You will love the final result. Now i am going to do the same thing to the other ear, do not move.

She did the same procedure to the other ear and i was able not to move.

- Good sissy, you are starting to learn.

- Thank you Maid Cristine.

The dildo deflated and they released me from my restrains. Slowly i rose myself from the dildo chair.

- Now bend over and put your hands on the wall.

I did was commanded.

- Spread your legs.

- Yes maid Cristine.

She then slowly inserted my butt plug in my ass, thankfully with lots of lube. She cared in rotating and put it in and out, which immediately gave me a lot of pleasure and my dick started to grow. Finally, it was in.

Then I felt a strong smack in my ass, followed by another.

- What do you say

- Thank you Maid Cristine

They lead me to an area of the room with an wardrobe and some drawers, were I supposed all my future clothes were in.

Maid Cristine open and wardrobe and picked up a french maid outfit, with a very short skirt, up until the neck and with long sleeves.

- Do you like it sissy? You will look so cute in this dress.

- Yes I love it. Thank you Maid Cristine.

She then picked up some white sissy pants with lots of frills and ordered me to put then on. They were really very thigh and difficult to up, additionally it pressed by balls significantly. She then gave me strapless bra with C cup breast forms, also in white and it almost glued itself to my skin. The next piece was a lace top to protect my skin from the corset.

- Now put your arms up - said Maid Cristine

Meanwhile, the sissy maid started lowering a lacing bar, where my hands were secured.

What is happening? What are they going to do to me? I've never seen a device like this, only on BDSM movies!

- What is this for? What are you going to do to me?

- This is only a lacing bar. You do not need to be afraid. - said Maid Cristine with a warm voice - But you talked without permission so I will have to punish you!

- Sissy Brigida, pull her up.

I felt my body being stretched by my won weight until only the tip of my feet touched the floor.

- Sissy Brigida, pick up my paddle.

Maid Cristine, downed my pants and gave me 10 strokes with the paddle. At the end she asked me.

- What was your mistake?

- I can only speak when spoken to.

I received another 10 strokes

- Now thank me!

- Thank you Maid Cristine for correcting me.

- Sissy Brigida, get me a penis gag.

She then inserted the penis gag on my mouth, which was very flexible and easy to handle.

- This is for you to remember your lesson.

She then touched my penis which was throbbing and growing inside my penis cage.

- Oh, you really like this!!! We will have lots of fun!

The lacing

She then measured me on the hips and on my breast and went away. She was taking a lot of time and my arms were starting to hurt. Sissy Brigida continued there but looking at the floor with her hands on the front. I've moaned at her, but she simply nodded me not to do it again. After several minutes Maid Cristine arrived with a with an overbust corset, fitted with lace trimmings on the top and at the bottom.

She then asked Sissy Brigida - Did she behave during the time I went away.

- Yes...., Maid Cristine

She hesitated a bit and immediate Maid Cristine knew she was lying.

- You are lying!

- You are right, she moaned at me. She tried to talk with me.

- You behavior is intolerable. Assume your position.

She raised her skirt and lowered her pants and Maid Cristine ordered her to lay over her lap. She immediately started the punishment, which continued for several minutes until her ass was completely red.

- Thank you, Maid Cristine. It will not happen again! All my devotion and loyalty is for my Mistress.

She then kneeled and kissed her shoes. She continued kneeled until Maid Cristine gave her the order to get up.

Then i thought - will i have to do the same? This is too much for me, i will not be able to handle...

Maid Cristine then started hitting my ass with her paddle. After 20 strokes, my ordeal was over.

Maid Cristine ordered Sissy Brigida to put the corset on me. Sissy Brigida unbuckled the front busk and eased the laces in the back. She then placed the corset, locked the front busk and adjusted the corset to my body.

What a feeling! Immediately my cock started to get hard, but my cage stopped it.

Maid Cristine started the lacing, by pulling the upper loops down to the middle, and the from bottom to the middle. The process continued until she was satisfied. It wasn't very tied, I had previously tried tighter corsets.

I was then release from the bar, ready to for the last steps of the dressing process.

I was ordered to seat again, but this time there was no plug on the chair. Finally, they placed a brown hair wig on my head, that was glued to my scalp with a special glue, which would last the all week. Sissy Brigida brushed my hair for a while, until she was satisfied with my looking, then she asked for approval

- Maid Cristine, I think she is ok now.

- Yes she is fine. Stand up Sissy!

I proceed immediately as ordered, At this point i noticed that my brain was starting to get into the mood.

I was then dressed in my maid outfit. First a white petticoat and then my maid uniform. The uniform was one hand just above my knees, with long sleeves. It raised until my neck where it was locked by a collar. At the front it had visible silver ring. I was then locked into my dress and it was time to see the final result.

Maid Cristine ordered.

- Sissy come here.

I gave my first trembling steps on my high heels and approached her. Then i was able to see my reflection in the mirror.

What a transformation...

I was amazed, I really looked like stunning. She instructed me to turn around to see the overall result.

- So, what you think?

- Amazing. I never expected such a transformation.

- Good.

She connected a leach to my neck ring a pulled me.

- It is time to start your real training!