(It was late autumn of 1960 and I, David Shaw, was 20 years old and was following my hobby of bird watching. I had unfortunately been detained by Amelia Wiff-Naseford, headmistress, for being an alleged 'Peeping Tom' in the grounds of 'Dentwood Finishing School for Tall Girls aged 18 to 20 years old' one Friday. There were 120 girls registered at the school. Clearly I was not a so called 'pervert' but I could not prove it.
I had decided not to get the local police involved by agreeing to submit myself to the traditional 'Punishment Rules of the School' as applied to 'Peeping Toms'. This involved being stripped naked and spread-eagled on the headmistress' study carpet, and tethered with ropes and leather straps to metal rings set in floorboards at each corner of the room. I was then required to orally pleasure the 'whole' school. This is part twenty two of my sorry tale.)
*
Elizabeth Daniel, the fifth girl, was experiencing a period so was dismissed. On the way out the young ladies were asked to usher in the next five girls from Class 3A.
On my back I watched the door open and five fresh faced young ladies trouped in. I could tell by the noise from their shoes that they all wore high heels. They looked at me and sniggered.
"Quiet please young ladies and gather round," said Miss Wiff-Naseford standing astride my face. I stared up at her now familiar muff and found myself stiffen once again.
"You may have understood that Tom here is being punished for straying into the grounds of our school with binoculars," she said as they clunked about me wearing their cruel looking four-inch stilettos.
"Well we have persuaded him to pleasure each student individually with his tongue, to 'bring her off' or 'take her to her orgasm' as it were." She went on.
"But all this is taking up far too much time so I have now decided that Tom can stimulate two girls at the same time can't you Tom?"
"Um..err... yes, but.err... how headmistress?" I asked politely but with a puzzled look on my face.
"You will..err...how can I describe it..'finger-fuck' the first girl until she is almost ready for her orgasm then finish her off with your tongue. Got it?"
"So I have one lady on my face while I have my hand up the second young lady's skirt. Is that what you mean?" I said, trying desperately to imagine how it could be done.
"Yes that is the general idea Tom. Well we'll try with the first two straight away. Wendy Mason and Sarah Gardner. Ah yes, do you understand? Now Sarah sit next to Tom with your knickers off and legs apart."
I watched the slim six-footer pull up her 'autumn' skirt, decorated in a yellow and brown leaf pattern, and ease down her panties. For one delicious moment I stared at her American tan stockings and lemon yellow petticoat and matching suspender belt. My penis jerked about as she sat next to me and then lay with her legs open with my right hand resting on her pubic hair.
I stared down at her. Her head lay on my outstretched leg and I watched her flip her skirt and petticoat over her knees allowing me a luscious view up her skirt. I rubbed her pubic mound until I felt her juices flow. Slowly, and with great care, I eased her open with my middle finger. I gradually introduced a second, then a third and began wiggling them around inside her. She flinched then relaxed and gyrated her hips in pleasure. I watched fascinated as her legs twitched and opened even further. She was clearly very aroused and groaned with obvious satisfaction.
Miss Wiff-Naseford stepped to one side and ushered Sarah onto my face. This time she crawled up my body and turned around and placed her dripping buttocks over my mouth. In no time at all my nose was pushed into her anus as my tongue flicked at her clitoris. Beneath her cotton skirt and nylon petticoat I could hear the head teacher tell Wendy Mason to remove her knickers and sit where Sarah had just sat. I reached down, under her skirt and found the warm patch of damp hair and began the process of stimulating her pubic area.
Above me I felt Sarah's arse shake then spasm, then shake again. All around me her smooth nylon petticoat shimmied and swished as one orgasmic wave followed another. I was caught up in miniature storm as she swung her bottom from side to side, in an attempt to extract every ounce of pleasure from the contours of my upturned face.
Miss Wiff-Naseford tapped her on the shoulder and she stood up and I said goodbye to her upskirt world. Immediately Wendy sat on my face this time facing towards the headmistress.
I was buried under a pale pink petticoat and thick thighs above her dark tan stockings gripped my cheeks. My right hand was thrust up someone else's skirt and I felt the soft fleshy folds of someone's cunt under my finger tips. With my hand plastered with lubrication I squeezed and tweaked her clitoris and felt her bounce about gripping my wrist with her free hand. Above me I tried to cushion Wendy's bouncing and jerking which became more and more furious. After about two or three hundred bounces Wendy 'came' and spurted her sexual secretions all over my face and hair and was hauled off by her headmistress who was now taking a much more active role in the proceedings.
Another pair of feet straddled me. It was apparently Annette Evans. I quickly noticed a bright blue skirt and dark brown hair, before I was engulfed by more petticoats, stockings and lace-edged suspenders. My tongue went straight between her legs and her 'love-tunnel' gaped open like a large cavern.
My face became a slick of spendings as my hand was pushed up some other young woman's dress and into a nest of tight curls. I prized her open and began masturbating her vigorously unaware of whom she was. I wanted to wank too but had difficulty doing it to myself with my left hand as I am basically right-handed in everything I do, even tossing myself off.
I heard Miss Wiff-Naseford tell her to ask for the next five young women to enter, just as I brought Miss Evans to a shuddering, cursing, climax.
I glimpsed the next girl. She appeared to be African or Afro-Caribbean and sat firmly on my head with her cunt in my face. Her odour was extremely strong and reminded me of Maria Kingsland in the first year. Her name was Tina Cullen and I slurped my way between her labia at the same time easing my fingers inside Melissa Britton who sat open legged with her skirt up on my right hand side.
Under Tina's large gathered floral dress with pale blue underskirt the atmosphere was almost unbearable. She clearly perspired a great deal and her combined cunt and body odours made it difficult for me to breathe. The stench was not totally off-putting, but my penis once again became ramrod stiff and lay firmly across my naked belly.
Both young ladies were moaning and groaning as Miss Wiff-Naseford shouted further words of encouragement.
Miss Cullen wiped her lips in jerking movements up and down my nose. My nostrils filled with her cunt juice and I snorted wildly trying to keep my nasal passages open. Meanwhile Melissa was squealing like a piglet on the end of my fingers. Gradually Tina grunted and climaxed pumping out warm spurts of fanny-juice into my mouth and nostrils. I was aware of the study door opening a several other girls enter by the sound of their heels.