sasha

Ms. Louise

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sasha, Caught in Ms. Louise's Pencil Skirt

    Miss Louise has lots of lovely clothes, and looks particularly wonderful in her pencil skirts. Her thighs are teasingly outlined as she walks through school in her elegant heels. I have fantasized so many times about wearing those clothes, about how it would feel to have the skirts that have been so tight around Miss Louise's thighs and pert bottom to be tight around my thighs and ass. Miss Louise lives in a house at school and knowing that she is in a class I decide to sneak into her room and try on some of her skirts. I choose 3 of her best skirts, lay them on the chair and try one on along with a pair of thigh highs from Miss Louise's drawer. It feels amazing as I squeeze into her gorgeous red satin skirt (my favorite) and I feel it sliding over my thighs and ass.

    Just as I am looking at the skirt pulled tight across me, in walks Miss Louise wearing a blouse and tight black satin skirt. Needless to say Miss Louise is outraged. She seems speechless for a few seconds, but then regains her usual confident control and asks sharply what on earth I am doing. I stumble and mutter and finally explain how much I love her clothes and wanted to see how it felt to wear them. I notice a smile appear on Miss Louise's lips as she then explains that my behavior is disgraceful and that I am to be disciplined more severely than I have ever known or can possibly imagine. Miss Louise explains that she will bring out the little girl in me who she will name Sasha, and then thrash and humiliate her so she never wants to make another appearance.

    She explains that she will not be using any of her usual punishment implements - she will be bring out her most severe tools, the ones she saves for only the most serious offences. She also tells me that she is going to cure me of my desire to wear women's clothing by making me put each one on then thrashing me so every time I think of her skirts in the future I can only remember the blistering pain I am about to experience. She then brings out a dizzying array of spanking implements (straps, tawses, paddles, wooden spoons, canes, brushes). Finally with a smile she goes to her stocking drawer and produces a very realistic looking strap-on cock. Seeing the look of dread on my face, Miss Louise walks right up to me, waves the cock in my face, smiles and says "Well now Sasha, if you want to be a girl I feel obliged to give you a comprehensive girl experience." She then lines up the spanking implements against each skirt and tells me that she whenever she wears each skirt in the future (for as long as I am at the school) I will have to remember every implement that was used with each skirt. If I forget any implement then I will be sent to her private room to put on the skirt in question and receive 100 strokes of each implement I miss. She also explains that her memory sometimes plays tricks and she may just remember a few more implements than I can - so she wouldn't be at all surprised if I was to make two trips per week to her study for the next 6 months to receive several hundred strokes of the strap, paddle, cane or spoon.

    Miss Louise then tells me to straighten my red satin skirt and bend over her knee for a gentle warm-up with her hairbrush. Feeling confident that this won't hurt too much I casually waltz over to Miss Louise who pulls me across her satin lap. True to her word she gently strokes my satin-clothed ass with the shiny surface of the brush telling me that she wants me to feel like a girl and that I should push out my bottom like a pert little girl's bottom. Feeling comforted and slightly aroused I push up my ass eagerly to receive the hairbrush. For some bizarre reason I actually want Miss Louise to hold me like this forever and to spank me gently. But then the first stroke lands with an ear-splitting "WHAP" and my ass burns with the sharpest sting I've ever felt. Five more eye-crossing swats land on my ass cheeks as I squirm wildly on Miss Louise's knees. Miss Louise explains that all my punishment will be delivered in sets of 6 but I am incapable of comprehending. All of my senses are overloaded with the unbelievable burning sting in my ass. After 10 sets of the hairbrush Miss Louise tells me to bend over the back of her chair ("I can't possibly hurt you with my strap if you are over my lap Sasha, I need to be able to swing it properly, and of course I am going to hurt you very very much with my heavy leather strap little girl"). Miss Louise then forces me to assume a range of different positions as she thrashes me with all of her implements. The only break I get is to change skirts, but somehow she has managed to order the skirts so they get thinner and offer less protection. The final skirt is whisper thin silk and even seems to intensify the sting of her blows. "At last Sasha, we have reached the final stage of your thrashing for today. Fetch my long cane. You thought my paddle hurt? Well it is nothing compared with what you are about to receive. Now bend over so I can thrash you properly Sasha"

    After my caning I start to stand up but Miss Louise tells me to stay where I am. "Time to complete your experience, so lift up your skirt Sasha, and stand with your feet wide apart so I can penetrate you with my cock" Miss Louise then pulls on her strap-on and gently fingers my ass with lube slowly penetrating me with her gloved fingers. After a few minutes she gently places the cock on my ass, pushes slowly inside and fucks me while telling me what a naughty girl I am and that every time I visit her study for a spanking I am to be penetrated with her cock like the little girl I am.

    "Now Sasha" says Miss Louise, "you need to show proper respect for a woman and realize that you can never achieve such beauty and perfection. You will show your respect and adoration of women by worshipping my skirt. Come over here and gently kiss my thighs through my tight, shiny satin skirt". Miss Louise then points out the areas that I can never copy - the soft thighs, the round ass and makes me worship each slowly and thoroughly until I am spent.

    After the worship Miss Louise reminds me that this is just the first thrashing and humiliation of many that I am to receive. "I will be wearing that red satin skirt in 2 days time Sasha. If you can't remember every implement that was used on you in order while wearing the skirt then you will be back here for another thrashing Sasha. Then I will penetrate you again and make you worship the skirt. he rest of your days at school will be very painful and humiliating Sasha. Now, get out of my study little girl"

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