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‘Good boy,' said Kaylee as she entered the room and closed the door behind her. She had changed from her street clothes and was now wearing a kimono-style housecoat that barely reached below her crotch, and a pair of flip-flops. She smiled at his obvious nervousness and took him by the hand. ‘Let’s get you comfy,’ she said, leading him over to sit on the massage table. She faced him and was just opening her kimono when a thought seemed to strike her. “Oh Paul,’ she began. ‘I do apologize. Most of my clients usually have some sort of special clothing requests… A garter belt, maybe, or perhaps a nurse’s uniform, even. You didn’t say anything when we spoke and I really should have asked. Is there anything you would have preferred today?’ As she waited for a response, her kimono slipped open to reveal her naked breasts. They were on the small side but perky and beautifully shaped and Paul could see that she was otherwise fully nude except for a tiny pair of white bikini panties. He. During her time as a prefect she handed out detentions freely giving doubles to the worst offenders even though it meant them going to the Headmistress to be caned. However, she quickly noted how most of the girls she gave the detentions to were increasingly well behaved in her presence and she took that experience with her when training to be a prison guard. Jessica had always been a confident young lady and relished controlling the prisoners and when they got out of hand reporting them to the Governor to be disciplined. The law had also changed as attitudes had hardened with society reacting to increasingly violent crimes and prison guards were now able to dispense corporal punishments to misbehaving prisoners. Jessica amongst others was quick to use the cane in the same way as she had handed out detentions and generally saw a speedy improvement in the prisoners’ behaviour. When Jessica came across a prisoner who was obstructive or who aimed to control the guards she manoeuvred.
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