Sissy Downfall

Although the pain is still there I start to feel the first small sensations of pleasure. My own little clitty is slowly dribbling its juices into the front of my panties. A most pleasant feeling seeps through me. I am starting to feel like I think a real woman must at the time of her deflowering. Pain and pleasure combine to give a feeling of peace. I am starting to feel like the real thing. I try to push back towards your thrusts in an effort to take you deeper and deeper.

Sensing that I am now converted to the slut you want you smile and concentrate on your own feelings and sensations.

I am no longer crying but breathing hard from the pleasure and exertion of pushing. Your breath is also laboured and is starting to get a little irregular.

"Please don't cum too soon "I cry out.

"I'll come when I please, bitch".

I can sense from your breath that you are near the end. I hope that I will come myself soon or that you will allow me that release when you are finished.

With an intake of breath you plunge deeply into me and I feel you explode inside me as your breathing becomes ragged. The head of my own stiff little clit throbs as I come into my panties.

Seeing this you scowl at me and slap me hard across the face saying "You have come without my permission. I will punish you for that later".

Pulling out of me you climb around and grabbing my head you force yourself into me saying "Now, clean me off you bitch".

I do as I am told, licking and sucking until all the salty cum taste is finished. I am glad for all those enemas as I can't smell or taste anything unpleasant.

You leave me like this for a few minutes and return with a wine and my camera. As you are photographing me I can feel you're cum slowly dribbling out and onto the sheet.

"The maid will be impressed with that mess. But I guess the blood with it proves you were a virgin". You laugh as you slap me repeatedly on each bottom cheek in turn.

After releasing my ankles you pull my legs and lower body towards the side of the bed so that I am lying next to the mess that has dribbled out of me and then re fasten both my ankles to one corner of the foot of the bed having first removed my soiled undies. I can see that there is indeed some blood mixed in with the creamy cum that has oozed out of me.

Carefully you use my panties to wipe up the rest of my cum from my belly and then stuff the whole lot into my mouth. Fortunately, as they are very brief, they don't choke me. A leather belt pulled tight around my head and across my mouth holds them in and creates a very effective cum gag. I am well restrained and can only wriggle around a little. I wonder what you have in store for me now standing smiling down at me.

Although restrained by both ankles and wrists I can still move my head around sufficiently to see most of the room.

You pick up my male clothes which I had folded neatly next to my case and my shoes and carry them into the lounge room saying "you won't need these again for a while". My car keys and wallet are in the pockets of my jeans. My heart pounds and I feel a cold sweat overtaking me as you laugh in the other room.

Returning you slide back into your panties and zip yourself into your dress. I sense that you are about to leave as you check your appearance in the mirror. "I am leaving you now. The maid will be along soon to clean up. I hope she is not too angry with you for the mess. I am leaving the crop, gag and restraints in case she feels like punishing you. The contents of the camera I am taking as evidence that you were a willing participant in all of this in case you try to claim otherwise'.

With that said, you leave the room and I hear the outer door open and then close behind you. I am alone, restrained and gagged. I am clad only in sandals, stockings, suspender belt, bra and camisole with my little clitty uncovered for all to see. When will the maid come? Will she be cruel or kind? Will she use and abuse me? Or release me and help me get home? Questions running through my head as I lie and ponder my fate for what seems an eternity.

Click. A key turns in the lock. My heart is beating furiously. A footstep louder as someone approaches.

A tall striking woman in her mid twenties appears at the door and pauses with a look of disdain in her eyes. She is dressed in low heels, stockings, tight black short skirt and white blouse. Long blond hair is tied back and her make up is subdued.

"Well. What sort of little pervert do we have here? And look at the mess it has left for me to clean up. I guess you hope I will release you and help you get home. Well that may happen. But it will only happen with your complete cooperation. Nod if you understand".

I nod vigorously.

"Good. I will now release you. Don't try to escape as I don't think you will get far looking like that. Imagine getting arrested and thrown in a cell full of crims and drunks dressed in only those things".

After releasing my bonds she helps me from the bed and takes forces me bend over the back of one of the chairs. "This is punishment for soiling the bed".

She whips me mercilessly with the crop until my bottom is once again completely covered in red stripes. Standing me upright she removes the gag, throwing the undies into a bin. "Now get on your knees and lick up the mess you have made on the bed".

I immediately comply and soon there is only a wet patch of saliva to be seen. "Now strip the bed and remake it with the fresh sheets from my trolley. I spend the next half hour doing her bidding preparing the room for its next occupants.

When she is satisfied she inspects the contents of my case. A red G string is selected to replace the now discarded white one.

"Put on your restraint and these panties fix you make up and wait for my return. The room account has been paid and I will take you out of the building by the staff entrance. We will then go to my place so that I may toy with you some more. Although your type doesn't interest me sexually I will enjoy punishing you and having you wait upon me. I do have some friends, of course, who would love to come and play with you in a much more intimate fashion. I am taking your skirt with me as I don't think you will get far without it".

That said she leaves the room and I refit my restraint, slip into the clean panties and sit down to repair my make up. Having packed every thing back into my case I sit and wait for the return of my new tormentor once again pondering my fate.

After a half hour, wait the door opens and the maid returns, no longer dressed as a maid but in some very sexy street wear. She is braless and her nipples are visible through the light material of her little T shirt which is quite short and leaves her midriff bare above a very tight and short mini skirt. Both skirt and T are a pale pink. Her legs are clad in skin tone tights as stockings would not be covered by such a short dress. Pink stiletto sandals with 5 inch heels accentuate the length of her legs. Hair that had been tied back for work is now free to flow around her shoulders. Silver earrings and necklace complete the look. I am short of breath and my clit is stirring at the sight of such beauty.

She throws me my skirt which I slip on and adjust so that my stocking tops are covered. She indicates that I should turn about for her to inspect me which I do.

"Oh good those red panties show through the skirt as I hoped they would. Makes you look extra sluttish. Hope we get some interest in you on the walk to the car. You will do your best to wriggle that arse as you walk won't you".

"Yes. I mumble".

She slaps me on the bottom saying "Yes mistress is the answer I must hear or there will be much pain inflicted".

"Yes mistress". Eyes now downcast I say.

Picking up my case I follow her through the door and down the hall to the service stairs. I do my best to walk with that womanly swing to my hips. My companion has no such trouble as her shapely bottom easily rolls from side to side in a most provocative way.

Upon reaching the ground floor we proceed out of the stair well and down an uncarpeted hallway to the staff exit. A security guard looks up at the sound of our heels tapping rhythmically as we walk towards him.

"Hi Leslie who is the new girl?" he asks.

"None of your business, she's mine so leave her alone" my mistress hisses.

He opens the door for us and slaps my bottom really hard as I pass.

"If your tongue ever wears out licking her slit, and you want a real man inside you come back and see me". He leers at me.

I smile at him and follow my mistress down the dimly lit street towards the staff car park. A few youths whistle and make obscene propositions to us as we tap down the street. Finally we reach the car, a convertible Mustang. Climbing into the driver's seat she unlocks my door and I climb in throwing my case onto the back seat. The seats are low and our legs stretch out in front of us. Our skirts ride up our legs exposing, in my case, the tops of my stockings and a glimpse of thigh. I try to pull the skirt down in an attempt to retain some dignity.

"Don't do that, you slut, I want you on display for all to see. In fact I am lowering the top and taking you for a cruise in the gutter lane so as many people as possible can perve on you. I may even force you to blow a few men in the back seat to see if you have any money making potential".

"Oh please mistress, don't make me do that. I might catch some horrible disease" I plead.

"Well, if you are very good, I might just let you work from home where I can check the clients rather than pick up these street bums. Is that ok with you".

"I guess so mistress" I whisper in fear.

So, we go cruising along the nightclub strip slowly in the gutter lane. The striking look of the car and its driver attract glances from any male who sees us. Although my looks are not to the standard of leslies the sight of my lace top stockings, exposed thighs and hint of red G string visible through the thin and now stretched material of my skirt are enough to get me some favourable, if lewd comments from the men on the pavement.

Eventually Leslie drives out of the city and we head towards the suburbs and her house.

It is much further to her house than I suspected. We travel through remote suburbs and into an area with large houses set in spacious grounds.

"It must be a long drive to work each day at the hotel mistress" I comment.

"I don't work there you stupid slut. I am part owner with your cruel friend in the leather outfit. Remind me to punish you for presuming I was some sort of menial servant".

"Yes mistress".

We arrive at a property surrounded by a high wall and pull into a drive way with a gate.

It is opened by remote control and having passed through we approach the large house travelling a long drive way. Round the back we enter an underground parking area large enough for eight cars. My car is parked in the corner.

"Don't get encouraged at the sight of your car. You won't be driving it for a very long time if ever." She smiles.

We alight from the car and I follow her to a stairwell carrying my case. Up the stairs she stops and directs me into a small bedroom. There is a bed, robe, dressing table and an open door through which I can see a small bathroom. I open the robe and find a selection of outfits hanging. Maids, school girls and nurses uniforms are joined by a selection of more conventional dresses ranging from classy to tarty. There are drawers full of a range of under clothes, all of it sexy and skimpy. Bras, suspenders, panties, slips, camisoles, stockings pantyhose and corsets fill the drawers. Many pairs of different styles and colours of shoes are lined up below the hanging outfits. They all have very high spike heels.

"There is some compensation to your position to make up for the pain and suffering you will endure here" she laughs.

"Yes mistress" I whisper breathlessly. My heart is pounding with excitement at the prospect of dressing in these lovely clothes.

The mistress beckons and I follow her past a kitchen, a dining room and into a sumptuous living room. A beautiful young girl dressed in a pale blue baby doll night dress matching panties and high heeled sandals rises and rushes to meet the mistress. I assume at first that this is a daughter but the passionate greeting kiss soon dismisses that idea as does the sight of my mistresses' hand caressing the girls' bottom through the thin material of the panties. The kiss over the two of them turn toward me, arm in arm.

The girl is about 5 foot 4 in tall with long blonde hair. She has quite small breasts and nipples clearly visible through the night dress as is her hairless vulva. My clit strains against its restraint in response to her beauty. I dare not speculate upon her age.

"What is this that you have dragged home?" the girl asks.

"This is our new maid darling. She will wash our clothes and make our beds and do whatever else we wish" says my mistress.

"Can I punish it if it's naughty? "She says in a little girl voice.

"Of course you can, now go and fix your make up while I instruct the maid".

After she leaves the Mistress tells me to kneel in front of her to receive my orders.

"That was Sandra. She is mine. You will call her 'young mistress' and will do just as she says. If she wants her clit licked you will do it. If she wants to piss on you, let her.

If she asks for your clit inside her politely decline as if I find out that you have done that I will cut it off and feed it to you. Apart from that one thing that is forbidden you are her slave. Understood?"

"Yes mistress" I whimper.

Sandra returns carrying a riding crop and grinning wickedly.

Grabbing my hands the mistress pulls me to my feet and leads me behind a wooden chair.

Quickly the two of them bind me to the chair so that I am bent forward over its back with wrists and ankles secured to the arms and legs. My skirt has ridden up exposing my already striped and reddened bottom. I feel a cold sensation on one cheek as something is rubbed on my skin followed by the prick of a syringe puncturing my skin. I feel a cold liquid entering the muscle. It hurts.

"Just your first hormone injection slut. We will soon shape you like a real woman with these" says my mistress.

"Sandra will now whip you as punishment for suggesting that I was a maid at the Hotel. I will not gag you as we will enjoy your screams and there is no one to come to your aid out here.

The crop whistles through the air and I scream as it hits my bottom. The girl strikes again and again working her way down from the top of each cheek in turn to the exposed and previously untouched bare skin of my thighs. Finally, she lands one across both buttocks, which catches the tip of my clit as it nestles between my cheeks in its restraint. I nearly pass out. Fortunately the older woman realises what has happened and calls a halt to the whipping.

"Careful: my dear we don't want to damage that as some of our friends prefer their toys to be intact".

They release me and force me to sit on the hard seat revelling in my obvious discomfort.

"It is late and time for us all to retire" my mistress says." Tomorrow you will start work at 7am. Be dressed in your chambermaids' uniform when the cook releases you from your room. You will be perfectly groomed with wig make up and jewellery. You will wear your clit restraint at all times except when showering or on the toilet. The cook will give you your duties for the morning until we are ready to take over with your training. Don't stay awake to long trying on your clothes, as you will have a very busy and long day tomorrow. Above all do not play with your clit and make yourself cum. I will know and will punish you severely if you do."

I am led to my room and locked in. Apart from cum, I haven't eaten for some hours and am quite hungry. I hope they feed me at breakfast.

I take off all my clothes and leaving them in a pile in the corner shower myself. Once dry ,I try on the chambermaids uniform discovering that I will need help to lace the corset in the morning and then try to sleep with my bottom burning, my clit throbbing and my tummy rumbling.

Arising early and feeling very hungry I check myself for body or facial hair. Finding none I shower and prepare my make up. The pain in my bottom and clit has fortunately subsided so that I can sit at my dressing table and prepare for the day. Once satisfied that my face is suitably feminised I select the lingerie to match the maid's uniform .The uniform consists of a burgundy corset with a white translucent short skirt attached to the bottom of it and a high neck blouse in the same material above it. There are strong laces to close the corset at the back and buttons up the back of the blouse. I will need help with both of these.

I chose a pair of seamed white stockings which I slide over my legs. I fasten my white leather suspender belt from the previous day around my waist. It is the only one with a fastener for the restraint. I attach the stockings and restraint and then slide into a pair of white lace panties. The bra I choose is skin coloured and like all the others in the drawer is perfectly padded so that it pushes what little breasts I have upwards so creating the illusion of a cleavage. I find a beautiful pair of white pumps with five-inch heels which I slip into and parade around in to get used to them. Silver earrings, necklace and my blond wig complete the preparation. As it is nearly time to be released I step into the uniform and admire my image in the long mirror while I wait.

The skirt is full and flows around my hips as I sway in front of the mirror. My panties, suspender and stocking tops are just visible through the thin material. The blouse attached to the top of the corset is high necked with long sleeves. My bra is visible through it but as it is skin coloured looks a little like bare breasts. I am quite happy with the result and look forward to the arrival of some one to lace me up.

A key turns in the lock and the door opens revealing a tall woman in a white cotton uniform style dress, white stockings, flat lace up shoes and a blue checked apron. In a deep voice she announces that she is the cooks' assistant and is here to lace me up.

Leading me by the wrists she takes me to a bare wall in the bedroom and forces me into the traditional frisk position with hands against the wall above my head height and legs spread. Taking the end of the lace she threads it through the holes of the corset.

"Breathe in deep you bitch and I will give some shape to your body".

With that I feel the lace pulling the corset back together. I breath in and find my tummy being pulled in as the lace is pulled tighter and tighter. There is some discomfort but no pain as I feel my insides squeezed upwards against my diaphragm reducing the space available in my chest. Once the lacing is finished I find that I am restricted to short breaths. I hope I can get used to this feeling. Once the buttons on the back of the blouse are done up I am allowed to walk to the mirror to inspect my new look. I am surprised at how shapely I look. The assistant is standing close next to me and I feel a hand on my bottom fondling me cheeks and running a finger over the head of my clit which immediately responds with a dribble of pre cum.

"You like that don't you slut? The cook doesn't want you just yet and told me to enjoy you while we wait".

I try to move away but find my arm in a vice like grip.

"I am much stronger than you and will hurt you unless you submit to my will" she hisses.

Forcing me to follow she leads me across the room until she is backed up to the stool at the dressing table. By pressing on my shoulders she forces me to my knees in front of her. After removing her apron she unfastens the buttons on the front of her dress and sits down. As I had suspected there is the telltale bulge of an excited clit straining at the front of the French- knickers she is wearing. The panties are loose fitting so she has no trouble in pulling them aside allowing her clit to be exposed through the leg hole. I am relieved to see that it is not huge. It looks to be a comfortable mouthful.