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It was very uncomfortable. I was making involuntary sounds the whole time, moaning and grunting and yelling. It seriously felt like it was two feet long. My face was pressed into the paper covering on the exam table as I felt his cock plunging deeper and deeper in. Finally I felt his hips push up against my ass as he gave one last thrust, his long dick all the way inside me. I yelled through clenched teeth as I struggled to take it all into my tight ass. We stayed like that, which felt like forever, until he finally said, "OK, I'm going to need to do that three or four more times to help you grow accustomed to it before I really start trying to examine you properly." Holy shit! Sure enough, he very slowly slid it all the way out and all the way back in again, several times. It still felt like uncomfortable stretching. I groaned a lot. He stopped, his dick still inside of me, and announced, "Alright, I'm going to need to examine every part of your anal walls as thoroughly as possible,. She had been caned before and, as always, that first stroke was just so painful, and she yelped as she clung on fiercely to the far end of the table because she knew that if she got up it would mean that stroke wouldn’t count. The second stroke quickly followed and she yelped again, as she did with the third stroke. Even now she was wondering how she was going to cope with twelve strokes as her one and only previous caning was six strokes.Miss Wilson knew that Emma was struggling with each of the cane strokes but she was deliberately making them really firm, not just to teach a naughty student a lesson, but because this particular naughty student was blackmailing her girlfriend, the headmistress. So, as she landed the fourth stroke and watched the red wheal develop so she continued to be intent to teach this girl a good lesson. The fifth stroke quickly followed and then the sixth, and Miss Wilson saw each time Emma responded with a loud yelp, tensing every muscle in her body,.
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