1. Bobby Jo


    Date: 12/19/2016, Categories: Fiction, Fisting, Humiliation, Male / Older Female, School, Teen Male/Teen Female, Author: jimjr1945, Rating: 82.4, Source: sexstories.com

    physically overpower me.” Miss Phillips was coming around and at first was disoriented not knowing what had happened. Then she looked down to see me kneeling between her legs with my hand still firmly embedded in her pussy up to my wrist. Her eyes got big and tears ran down her cheeks but she remained quiet and just stared at the sight as if it were overwhelming and she didn't want to comprehend what was happening. Bobby was right behind me and whispered to me “time to start giving Miss Philips her first fist fucking.” She said to start out slow but keep putting pressure on to insert my arm further. I followed her instructions and in a few minutes was managing to increase the depth of the strokes. After my hand was past the initial entrance I kept I kept it balled in a fist so it would go deeper and she was soon reluctantly responding. The pain of my invasion was apparent on her face but the pleasure it was bringing her was what she craved right now. Within ten minutes she was in the midst of the most violent orgasm I have ever encountered. It was an experience I have never seen repeated as she thrashed around and screamed through the whole experience. She cried and moaned when she finished and begged us to release her. When I looked up at Bobby her face shown a look of satisfaction and a bit of disgust at Miss Philips lack of control. After I extracted my arm from her Bobby helped me out of the tub and assisted in washing off the gunk that clung to me. We dressed and soon ...
    left without saying anything to Miss Philips or even checking on her. I could hear her sobbing as we went out the front door. I went home that day without any sexual release and was unsure what had happened. Miss Bobby avoided me for over a week. When I would approach her she made excuses for not seeing me but said things would be back to normal soon. I was concerned I had displeased her and so just kept making myself available without questions as I didn't want to mess up the best thing going in my life. I saw Miss Philips in the hall several times but when she saw me she would scurry away before I was in speaking distance. What could I have said anyway, gee your pussy sure is tight or can I give you a hand. A little over a week later the female student who had given me the note and also worked in the library told me Miss Bobby wanted to see me in her office in one hour. I was elated that she finally might resume our relationship so hung around waiting to see her. When I knocked at her door an hour later and was bade enter she was sitting at her desk with a sly smile on her face. Before I stepped forward I noticed what appeared to be the toes of someones shoes in the small gap under her desk. As she had done on a few other occasions I was told to lock the door and stand in front of the desk for inspection. Wanting very much to please her I did exactly as instructed. I knew what was to follow as she had me do this twice before. She said “now, unbutton and unzip your trousers.” ...
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