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In the first part of this acclaimed ‘Tiffany Jones Trilogy’, Tiffany gets a job as a temp audio typist for a writer of erotic spanking novels. As she listens to the dictation on the Dictaphone, she imagines herself as the recipient of the spankings and canings which her boss has written about. When she listens to a story about a school administrator spying on the Headmaster punishing a naughty schoolgirl, she imagines herself to be the one spying, and her boss to be the Headmaster. The Head is about to cane a new girl at the school for bullying, but she makes such a fuss that he decides to spank her first, telling her, ‘If you act like a child I will treat you like one!’ When, however, he discovers she is wearing three pairs of knickers, he calls for his admin assistant (the spying Tiffany) to come and witness what he is about to do. He tells the girl that her deceit has cost her any entitlement to modesty, and that all three pairs of panties are now coming down. He proceeds to spank her as a prelude to the cane, but the assistant intercedes by saying she thinks the girl has had enough. The Head sends the girl back to class, but instructs her to return later for the cane. The assistant is also instructed to return after classes, as the Head intends to also teach her not to question his authority in front of the pupils. As the story unfurls, Tiffany becomes more and more turned on, and she even tries spanking herself, to see how it feels. She imagines herself as the admin assistant, on the receiving end of a sound spanking, slippering, and of course caning, as the implement is applied severely to both the beautiful bottoms of the assistant and also the errant schoolgirl.