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hoggman 45M
8 posts
11/20/2005 2:40 am

Last Read:
7/9/2014 3:40 am

Story - The New Maid


The new maid

It had been two weeks since they first contacted him; he had been given a whole series of humiliating tasks to complete, he had to write reports on each task. Some were simply to dress up in different clothes and costumes, some tasks controlled what he wore around the house or under his clothes to work or to bed at night, the controlled his sexual activity with different types of chastity and their power over him. Unfortunately for him, there were occasions when he let them down; these times were dealt with in an appropriate manner for such a sissy maid.

They had given him the name Sissy, simple but effective, descriptive and humiliating for him, just the perfect name. Each time they called him it, a tingle of humiliation ran through his body, keeping him totally submissive and responsive to their needs and any tasks they would give him.

It was now early Friday morning and he was to get ready for their meet as instructed. He selected a pair of panties and matching camisole top, ivory white. Putting them on he felt the rush of humiliation course through his body. Then selecting his outer clothes he made himself ready, trousers, shirt and jacket.

He then collected together his toys, clothes and uniforms and packing them into a case along with a overnight bag, he thought how dreadful it would be if he were caught with these in his car.

He made his way to their meeting point at the pub for lunch, on the drive up, the silky underwear on his skin a constant reminder of how much of a sissy he really was. When he arrived, they engaged in small talk, while the chose their food. Shortly after the order was placed, Mistress leant over the table… “so have you done as you were told?”

“Yes” was his humble reply

“Let me see” She said

Opening two buttons on his shirt he allowed her to look inside, showing all the proof she needed.

”And what about the other?”

“Yes I have them on”

“Good I will see that later”

Lunch went well, they engaged in small talk most of the time. He was so nervous at times his hands were shaking. Mistress stroked his hand, “its ok” she whispered.

Soon after lunch, he follower them in his car to their house. On arrival, he was instructed to get his things from his car and enter the living room.

“Ok I think it is about time you were dressed a little more appropriately” Said Mistress, her tone now a little harsher than earlier in the pub.

”I want you to go and get dressed into your maids outfit, red stockings, and rhumba panties. You will then return down here. You have 10 minutes.”

“You may use the bedroom upstairs”

He runs upstairs, with his bag of clothes and quickly gets dressed as ordered.

On his return downstairs his Mistress and her partner are relaxing. On entering the room, they complement Sissy on how he looks, the ridicule him about him really being a true sissy. They made him twirl around, bend over, lift his skirt back and front. They continually laughed, but his arousal has not gone un-noticed by them both.

He is asked to sit down, so he sits on the free chair.

“You are not permitted to sit on the chair unless I say so,” snaps Mistress

He quickly stands up

“On your knees”

Once down on his knees Mistress tells him to crawl over to her and sit by her feet. She strokes his hair saying, “That’s a good sissy girl”

“So this is the start of something new for us all” Mistress states

”And as that is the case, we need to set out some ground rules for you, Don’t we Sissy?”

“Yes” He says meekly

She then goes on to issue the following rules to him:

1. You will always do exactly as you are told by anyone who enters this house, not just me

2. From now on, when ever we speak, be that in person, online or if you email us, you will make sure you are wearing at least one item of female clothing or other item that we deem fit

3. You will learn to become womanlier; you will learn what it is really like to become a woman. Your Mistress will be setting out a training program for you to follow in the coming weeks. You will follow this program to the letter, day by day there will be something new for you to learn, and you will learn to cope with the intricacies of being a woman, not least dealing with her monthly cycle, which you will experience when your Mistress decides it is time. You will be expected to integrate what you learn into you life from that point on.

4. You will do all the housework that mistress gives you, including, dusting, hovering, ironing, washing mistresses clothes including hand washing her delicates, cleaning the bathroom and kitchen.

5. You will cook and serve at meal times to all in the house. You will wait for your food until they have eaten, unless invited to join them at the table when you have finished serving.

6. Your body is not your own for the duration of your stay, we will use it for our pleasure only, this will entail serving us in the manner prescribed above, or serving us both sexually in any manner we require, after all you are the maid and a total Sissy girl.

7. As your body is not your own for the duration of your stay, you will be required to ask before attending to your personal needs, you will ask before using the toilet or shower, before getting a drink or any food, we will then approve or deny your request as we see fit.

8. Sexual relief will be strictly controlled by us and will only happen under our supervision and for our pleasure. Chastity devices or other restraint devices will be used if we feel it appropriate.

9. This relationship is intended to be fun for us all, you will fulfil some of your greatest fantasies and more besides, your Alt fetish check list you provided for us will come in useful, we will push your soft limits, after a short while, you will have more ticks to put on that list, we know you want this as we know you are a sissy slut. We also intend to fulfil out fantasies and you will take an active part in fulfilling them.

10. Any violation of these rules will be dealt with in an appropriate manner, a spanking, use of the flogger, bondage and restraint, or inflicting humiliation on you beyond belief and of course any other punishments we see fit.

During this time, Mistress looked down at him, stroking her hand through his hair, when she had finished she gave him a peck on the cheek and smiled, “enjoy sissy girl”

With the rules out of the way, it was time for his maid duties to start. Firstly he was instructed to get them both a drink, which he served up to them.

Mistress stood up and lifted the front of His maids skirt, looking him in the eye she ran her hand across the front of his knickers, “Are we horny sissy girl?”

“Yes he breathed”

”Good, then you will pay greater attention to detail when you complete your next assignment”

He was then taken to the bathroom, given the cleaning equipment and told to make it spotless. Mistress watched him from the door for a while, but soon he was left to his work. An 15 minutes later he made his way downstairs.

The scene downstairs was one that he did not expect, Mistress had changed out of the clothes she went to the pub in and was now dressed in what he thought was a more dominant manner. She had her sub tied up and was resting her feet on him.

“May I use the bathroom?”

”Have you finished cleaning it yet? Mistress responded

“Not yet Mistress”

“Well you shall wait until you have done”

The humiliation of having to ask to use the toilet, and it being denied him was great, but he went off back upstairs to complete the task that has been given to him.

He soon completed the cleaning of the bathroom, so he again went downstairs, by this tie he was desperate for the toilet.

“I have finished Mistress”

“Good girl” Mistress said while standing up

“Let Me have a look”

With that they went upstairs to the bathroom, Mistress inspected his work and deemed that she was pleased.

”Well done Sissy” She said

“You may use the toilet now”

At last, he thought as he lifted the front of his dress and pulled his little dick out. He was about to start to pee when Mistress said…

“Now that’s not ho a proper girl uses the toilet is it?”

”When ever in this house or otherwise under my control you will always sit to use the toilet, it is what real girls do, you will learn to be more like them”

He pulled down his panties, lifted his dress and sat on the toilet, to his utter humiliation, Mistress stood their and watched as he peed. As he finished, Mistress said

“Now clean yourself with some tissue”

After he had done as he was instructed he stood and started to pull up his panties, when they were half way up his legs his Mistress put her hand out to stop him, she unfolded the front of the knickers to reveal a wet patch, he had not peed himself, it was pre-cum from all his excitement.

“You dirty slutty girl”

With that she scraped her finger across the inside of the panties, and lifted it to his mouth

“Clean”

He opened his mouth and sucked the mess from her finger

“Go fetch a new pair of panties” She instructed him

He went to his case and picked out another pair of clean panties and returned to the bathroom, Mistress was looking in a cupboard.

”Give me those panties” She instructed

He handed them over to her

“Ah yes, very nice”

She then took out a sanitary towel from the cupboard, removed the sticky strip and placed it in the front of the panties.

“Now you wont mess up your nice panties will you” She said in a demeaning way, and handed the panties back to Sissy.

With that he pulled them up his legs. He felt the pad pull against his privates, and soon felt his cheeks start to redden with the humiliation of the situation. He dropped his skirt down and waited for further instruction.

“Turn around, bend over, put your face to the toilet seat, keep your legs straight, and open them wide”

He did as instructed, he could only imagine what a sight it made from behind him

”Wait there”

After a short while Mistress returned, and he felt her pull his panties to the side, and then something cold touched his anus, it was lube, he knew that feeling, she lubed him up well and then started to press the head of a butt plug into him, soon it was fully home and in its place and Mistress pulled his panties back into place and patted his arse.

”Well done Sissy” She whispered

He felt encouraged by her praise and followed her back downstairs.

”I think it is time to prepare dinner for us don’t you? I have my slave to see to”

He went into the kitchen to prepare tea, Sweet and Sour chicken with rice. When it was almost ready he set the table and told his Mistress it was ready, offering them both a glass of wine before he served them their meal. When he had done so Mistress said

“You may serve yourself some and join us”

“Thank you Mistress”

During the meal Sissy served drinks and more food, and they engaged in small talk, commenting on how Sissy was progressing and what tasks laid ahead for tomorrow and the evenings activities.

After the meal Mistress said that it was time for a fashion show, Sissy was instructed to go and get all his Sissy clothes and bring them to the living room, where he was to model them all for them. Each new outfit added greater and greater humiliation as they commented about how he looked in each. After he had finished He was allowed to sit down on the free chair, and Mistress got up and went out of the room. She soon returned carrying a black Basque, she picked up Sissys black stockings, suspender belt and black panties and told him to put them on.

When he walked into the room wearing the last outfit, Mistress clapped her hands and said

“Yes, that’s the one, you will wear that for the remainder of the evening”

“Sissy all your prancing around has got us both rather worked up, it is now your job to give us satisfaction and to earn your keep.”

With that she instructed Sissy to lay on his back on the floor, and standing above him, so that he could see up her skirt he realised she was not wearing any panties, she knelt down one knee either side of his face and squatted down, bringing herself down onto his face.

”Lick” She simply said

“Earn your keep, otherwise I will throw you out on the street as you are”

Sissy worked for all he was worth, his tongue and mouth ached, but after several minutes she was riding the wave of an orgasm, Cumming over his face. After recovering, she stood and straightened her clothes out.

“Right… Well I am ready for bed, Sissy you will help me get ready”

He followed her to her bedroom.

“take off my clothes” she instructed.

Sissy fumbling with the buttons, zips and hooks managed to strip her, she stood naked in all her glory in front of him

“Like what you see Sissy?”

”Oh yes Mistress, very much”

“And so you should, get my nightie from over there and put it on me.”

Sissy did as instructed carefully dressing Mistress for bed.

She then said,

“You will be sleeping on the couch downstairs, you are to remain dressed as you are. You will not play with yourself, if you need the toilet in the night, you may use it as you have been shown, I want coffee and breakfast in the morning at 9am sharp, you will prepare it and bring it into us, Understand?”

“Yes Mistress”

”Good night Sissy girl”

”Good night Mistress”

Comments Welcome
(c) Hoggman


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