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This is called the buttock crease I believe, and it is the most painful area when being caned or otherwise. The pain took my breath away as the pain just seemed to grow and grow after the stroke. I felt I really couldn’t take any more.“Please Miss Gloria, I really can’t take any more. Please let me go. Please stop. I have had enough.” I was desperately begging her to stop. But I knew this feeling of panic having experienced it many times before. Such is the life of being a masochist. You know fine well that after the event you have a really good wank remembering your ordeal. “Do you think back in the old day's prisoners were shown mercy, that the birching would stop because it was too painful? Of course not! Six strokes you requested and six you will get, except that you failed to count that last stroke, and so the next will be stroke three.”“No Please! Three Miss Gloria, I hadn’t forgotten, please NO!” It was too late.Swish and Splat! Asking for mercy was a lost cause, and there was. After I slid them down her beautiful legs and off her sexy feet, I made my way back to the chair at the foot of the bed. My excitement level was beyond any experience in my entire life. My hands were actually shaking. Before I had even sat down and put my hand down my pants, he once again was fingering her. I just knew Jack's nuts must be aching at this point with anticipation of the unknown.He kept fingering her when suddenly he removed his finger from her pussy, and reached midway down her right thigh and pulled her leg over him as he scooted as close to her as he could. My wife still wasn't going along with the entire thing as much as he would have liked. I was sure he was trying to see if she might roll on top of him, but instead she had her right leg over him and he was rolled on his left side. They continued to kiss and with every second, he kept trying to scoot down further as if to angle himself to enter her, but again, she wasn't exactly making his life easy. In fact, I was.
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