Caned by the Headmaster!

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Even if she could escape, would she really want to? Tracy had fantasized about school punishments for years, but always the consummate “good girl” her dreams had been unrealized. Now she was dressed in an authentic school uniform, and was waiting for a genuine caning from the Headmaster himself! No, this was too perfect a chance to let it slip away. I can tell you something. No child that I went to school with was functionally illiterate at the end of their schooling. Can you say the same now?

But even the best of things must come to an end, and after making a proper survey of her uniform the Headmaster at last took the cane out of Tracy’s trembling hands.

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Tracy certainly had no motive for bringing it to anyone’s attention, as she was quite happy to pretend that the whole dreadful affair had never occurred. All that was left of the matter were a few forms in a file, and the pink copy, which Tracy read and re-read repeatedly as she pleasured herself late into the night. Wanting It: Breeanne had managed to attend Claremont Academy for three years without facing discipline, but when she pushes another girl into the trophy cabinet during an argument she finds herself due to be caned for the first time. Good afternoon Thomas. I might as well be perfectly blunt right from the start and tell you that this is going to be a most uncomfortable meeting for you. As a senior boy you are likely to find the situation embarrassing, it will not be pleasant, and in the immediate aftermath I very much doubt that you will thank me for it. But, I do promise you this: by hook or by crook I'm going to see to it that you put every possible effort into your studies, and so, right now, we will be seeing this matter through to its conclusion."

A horrified lad discovers his first caning will come not from Headmaster, but the Assistant Head mistress. (Approximately 5,207 words. Originally published 1997-12.) Whatever the true explanation, the old adage of "cross me and you won't sit down for a week" had never felt closer to the truth. The Deciding Factor: Emmeline, Nicole, Charisma and Denise are sent to the Headmistress for punishment. All are bewildered as to the nature of their crime, because in truth, they have done nothing wrong, yet the Head canes each and every one of them. Jasmine and Agatha are next and suffer a similar fate, but show they have potential to become a prefect. It seems the qualities a prefect must have are not academic prowess, popularity and good behaviour - merely the ability to take a thrashing in stoic silence! Tracy said nothing. She didn’t want to leave the form with Miss Spice, but she REALLY didn’t want to tell the Headmaster what she had just done. He already treated her like a schoolgirl, and the last thing she needed was the Board seeing her signed CORPORAL PUNISHMENT AUTHORIZATION form. Get It out of the Way: The headmistress encourages Morgan, who is new to St. Eunice's, to volunteer for a practice caning so she'll know what it's like before getting the real thing.Only when his eyes turned to meet Miss Sternwood's implacable gaze did he experience an unforgettable moment of sheer horror. Instinctively glancing down at his fully exposed nakedness, he promptly apologised, leaning forward once again into the prescribed posture. Sensing himself beginning to stiffen in his loose pyjama shorts, he wondered whether he would actually dare to strategically leave an unexplained gap in his Easter revision diary, calling down Miss Sternwood's terrible wrath once more?

In Tracy’s scheme the post of Deputy Headmistress would catapult her to the top, but Headmaster Chambers would have none of it, and continued to treat Tracy like the greenest of rookies. Tracy despised the way that he patronized her, and always managed to work in a “young lady” or a “my dear” into one of his windy corrections of her performance. Nonetheless, each time he scolded her it gave her a deliciously naughty tingle, for as Headmaster Mr. Chambers held in his hands the greatest power in the school, the power of the rod. She watched the glass as Thomas, finally free to rub his bottom, struggled to simultaneously turn his boxer shorts the correct way around using only his left hand while his right hand frantically massaged at his burning cheeks. With a wry smile she reflected he would not be rubbing away that sting for quite a while. Even by her own superlative standards she knew those had been six very smartly delivered and powerful strokes. I'm sorry it had to come to this Thomas, but to your credit you took your discipline in good grace, and I suggest you return from the holidays with a much better focus, and a determination to excel yourself in the exams this summer."Tracy ignored the students and spoke only to Mr. Richards. “I don’t understand. Why would I need a hall pass?”