“I see,” he said rather matter-of-factly as he continued fingering me. I felt his other hand spread open my rump cheeks and his fingers slide over my butt-hole repeatedly. His fingers were slippery; he must have used a lube. I felt him slowly insert a finger into my rectum and gradually massage it. I had never experienced such dual stimulation. Despite trying to repress my feelings, I found myself moaning even louder and my hips moving in sync with his hands. Within a few minutes, I felt myself coming. He stopped moving his hands and fingers, but still kept them inside me. When my breathing recovered, he removed his hands and told me to sit down. I was flushed and my nipples were erect and rock hard. I wanted to cover myself up and I was embarrassed. But I sat there naked and still looked him in the eyes. “There is no need to be embarrassed Miss Anderson, your healthy young body was merely responding to natural stimuli,” he explained, sounding very much the doctor now. “I wanted you. I will not prevent you from going to lunch, happy hours, or shopping. You don’t have to ask for permission but you do need to inform me. If you fail to do this, we are done.I will drop in at your workplace time again just to say hello, or have lunch, or whatever.I reserve the right to check your purse, handbag, valise, and your car, on demand. I won’t check you every day but when I ask you have to let me do this no questions asked. If you refuse, we are done.That is my proposal. I feel was you did was very disrespectful and what I am now proposing is disrespectful to you as well. I hate the fact that I am acting as your jailer but until I feel I can trust you that is all I have to offer. It really sucks that it has come down to this.”“I agree. You will see you have nothing to worry about.”“Ok then that’s it. I will start on this tomorrow and I guess we can call it your probation period. For just how long we do this, I can’t say. It all comes down to your behavior.”The next two months.
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