My First Meeting With Mistress Zara

"Maid ruby makes her debut."

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First time with Mistress Zara – Chapter One.

I am naturally nervous as I arrive at Her door. I ring the bell, and almost immediately the door opens and there stands Her full-time permanent maid, vikki. She is wearing sparkly pink platforms, white seamed stockings, a blonde curly wig, full makeup including the shiniest pink lipstick you can imagine and the most gorgeous dress I’ve ever seen.

It is blue satin with pink ruffles and bows, layers and layers of petticoats underneath, and a white glass-silk, full-body pinafore and matching cap. Around her neck is a pink leather collar with little bells that tinkle as she walks.

She shows me into the waiting room. There the walls are hung with amazing photographs of sissies – including vikki, being humiliated and punished by Mistress. I start to feel excited – as well as apprehensive – about the immediate future. The door opens, and vikki beckons me to follow her. We walk down the passage until we come to a studded oak door, with a big iron knocker in the shape of a caged penis. Vikki knocks twice.

“Enter,” says a strict sounding voice, and vikki opens the door and I follow her down the stone stairs into Mistress’s dungeon. There are chains hanging from the ceiling, a St Andrew’s cross, a pillory, a spanking trestle with leather cuffs and a narrow bed covered in black latex and again fitted with leather wrist and ankle cuffs. In the corner is a small stainless steel cage – not big enough to stand up in

The floor is tiled and studded with rings set in it. One wall displays a vast array of instruments of punishment: paddles, canes, tawses, whips, cat-o-nine tails and more. Another wall displays various restraints, hoods, gags, collars, leads, blindfolds and so on. In one corner is a large chest of nine drawers, and on top of the chest are ranged a selection of butt plugs, dildos and strapons. I gasp with overwhelmed excitement at the sight. In another corner is a desk and chair. Along the last wall runs a large wardrobe with mirrored doors, and in front of that, a sofa.

In the middle of all this stands Mistress Zara. Magnificently tall in her black patent spike-heeled shoes and black seamed stockings, she wears a tight black shiny latex pencil skirt with a zip all the way up the front, and a white satin blouse. Her black hair is swept up into a high ponytail, her makeup is impeccable, and she exudes an air of authority.

“So,” she says, “you want to be my sissy?”

“Yes, M-mistress” I stutter in a suddenly-gone-tiny voice. “My only desire is to serve You in any way You see fit.”

“Well, let’s get the preliminaries over with. Take off your ugly male clothes. You won’t be needing those for a while.” She smiles.

I take off my suit jacket, shoes, trousers and shirt and am instructed to hand them to maid vikki. She opens the wardrobe, revealing a row of stunning concoctions of satin, latex, lace and PVC. She hangs up my clothes and puts the shoes on the bottom shelf which houses a collection of wonderful sissy shoes.

I stand shivering in my underwear – black seamed stockings, six strap black suspender belt, black French knickers and camisole, and underneath the camisole a black lacy bra.

“Very elegant,” says Mistress Zara, “but hardly suitable for an aspiring sissy maid. Have you done as I instructed and removed all your body hair?”

“Yes, Mistress. I was waxed all over this morning.”

“Take off all that underwear, and we will start from scratch”

I divest myself of my treasured lingerie and vikki takes it away to the wardrobe.

“Vikki,” says Mistress, ”first the satin and lace eight-strap pink suspender belt and a pair of white seamed stockings – just like yours, vikki.” Vikki goes over to the chest of drawers, opens the top left drawer and takes out the suspender belt and a fresh packet of stockings. She fastens the suspenders around my waist.

She opens the packet of stockings, shakes them so they unfold and strokes them across my quivering body. She kneels down. I raise my right foot as she rolls up the stocking then slips it over my foot. She unrolls the stocking up my eager leg, smoothes it straight and fastens the four clips. Then it’s the turn of the other leg and stocking.

“Bra next,” says Mistress. “The pink ruffled satin one, size 40C.” Vikki returns to the chest, opens another drawer, searches through the bras and returns with a stunning pink satin bra with ruffles. Once again she drapes it across my body first, teasing me with the wonderful feel of the satin. I hold my arms out in front of me and vikki slides the bra up them, then walks behind me to do up the clasp. She then tucks a C-cup falsie into each side.

“Now for the difficult decision. Panties? Or bloomers? Hard to choose but I think bloomers as they will peek out from under your dress and be more humiliating.” Vikki returns with a pair of pink ruffled glass-silk see-through bloomers. I step into them and vikki pulls them up tight then smoothes the legs down to just above my knee. By this time I am so excited I start to get hard. “Enough of that!” says Mistress, slapping my penis through the bloomers with her riding crop. “Petticoats next! Seven layers in white chiffon, if you please vikki.” Vikki goes to the wardrobe, returns with the oh-so-gorgeous pettis and I step into them. Vikki arranges them nicely, tugging them up and down till they are perfectly even.

“Now we need a dress. I think the Felicia, don’t you, vikki?”

“Yes Mistress,” she replies, “a very good choice, Mistress.” She steps over to the wardrobe again and returns with the most stunning dress I have seen in my life. She holds it up to herself for me to see.  It’s pink satin, with a pretty round neck and short puff sleeves trimmed with lashings of baby-blue satin ruffles. Around the hem of the skirt is a four-inch band of blue lace. I am near to fainting with trembling delight as I hold my arms up and vikki slips it on to me.

She smoothes down the tight bodice, tugs the skirt evenly, makes sure the puff sleeves are correctly fitted, then zips me up at the back. She then fetches a glass-silk baby blue bibbed apron puts the top strap over my head and ties the sash in a pretty bow at the back.

Mistress smiles, gets up from her chair, and walks over. Now I don’t think you’ll ever want to take off this dress, but let’s just make sure.” She produces a small silver padlock which she passes through the two little rings at the top of the zip and snaps shut. The dress feels wonderful – the bodice is tight and the skirt flies up when I am ordered to pirouette.

“Very pretty,” She says “now for the shoes – what size are you?” I tell Her and She fetches a pair of pink patent mary-janes with platform soles and a five inch heel. They have a white frill around the top. I step into them, vikki fastens the buckles and then once again I am padlocked into them.

“Hair next,” says Mistress , and vikki fetches a shoulder-length wavy blonde wig and carefully puts it on me, then brushes and fluffs it. A maid’s cap to match the apron completes the ensemble. I look in the mirror and almost faint with delight.

“Very pretty,” says Mistress. “Now we have to give you a new name. I think Ruby is suitable – sissy-maid ruby!” She smiles and says “I have to attend to some business for a little while, but vikki will do your makeup, teach you to curtsey and as you will be serving Me together you can get to know each other better.”

“Oh thank You, Mistress, thank You for having me put in this wonderful outfit. And thank you too, vikki.”

“I do like a grateful girl, ruby.” With that, she sweeps up the stairs, and closes the door behind her.

“Now for your makeup, dear,” says vikki. “Sit in the chair and I will fetch the case.” She opens the makeup case, and takes out a bottle of foundation. She squeezes some onto her hand, takes a brush, dips it in and proceeds to make up my face, with careful smooth blended strokes. “Now some powder,” she says taking out a compact and a big powder puff, and powdering over the foundation.

Then comes the blusher – two perfectly matching dabs, one on each cheek. Now the eyes – a set of extra-long false eyelashes first, then eyeliner and pink and blue shades of eye shadow, and finally mascara. Lipstick next – five layers of ultra-glossy pink, the same as she is wearing, followed by Lipcote to keep the lippy on my lips and not on cups or glasses. I look in the mirror again and a great wave of happiness surges over me.

“Now let’s teach you how to curtsey.” Vikki executes the perfect curtsey – one foot back behind the other, bending the knees and holding up the skirts with both hands as she bows her head. I try to copy her – my attempts are pathetic at first but I gradually get the hang of it. We both curtsey in front of the mirror and I am struck by how pretty we look.

“Come and sit down on the sofa, ruby,” says vikki, and we sit down together. “So, how does it feel now?” she asks.

And I reply “Just divine, vikki!” She moves closer and takes my hand. I moan with desire – she is so pretty. We lean towards each other, our lips touch and before I know what I am doing we are kissing passionately, our tongues entwining and our glossy lips sliding against each other.

I feel myself get hard as vikki puts her hand on my nyloned knee and slides it upwards. By the time she reaches my bloomers, I am panting with desire. I slide my hand up her leg and stroke her stocking tops and pull gently at her suspender straps. She slides her fingers under the leg of my bloomers as I reach her frilly satin panties.

Just then the door opens. We spring apart as Mistress’s heels tap against the stone stairs. I am blushing furiously. We get up and curtsey to Her. “So,” says She, “You do appear to have been getting to know each other. Stupid girls – did you imagine that I don’t have a camera in here?” Out of the corner of my eye, I see vikki smile. I think I have been set up. “You will both be punished severely for this.”

Published 6 years ago

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