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I was screaming at him to please stop, tears rolling down my face. He calmly told me to relax, like I did when he first put his finger in my ass. He s...ill had just his head inside of me, and so I figured that I would try to make the best of this bad situation. I concentrated on relaxing my sphincter, and to my surprise, the pain subsided, and I felt a pleasurable feeling that I never knew existed. I then said, “fuck me Michael, fuck my ass.”He started to slowly move inside my ass, in and out,. Young and old, short and tall, fat and skinny, busty and flat-chested, blondes, brunettes, redheads and even a few with gray hair. I'm more into personalities than appearances, but I will say that most of my friends are pretty nice in both departments.My friend Sherry would fall into the skinny category. The athletic brunette has been pretty slim for as long as I can remember, which spans at least twenty years. She runs a gift shop downtown and has a small makeshift workout area in the loft. I was 18 at the time. We started talking and she ended up having a big crush on me. Every once in a while at work we would text each other and tell each other to meet up in the stock room and we would make out. Unfortunately she ended up getting fired for screwing up on one of the cash registers. I thought I missed out on something good but she got a job right across the street. We started talking again and she was talking to another guy while talking to me. One day I pretended to be mad. I was in the wrong body, the conformity was too much for me, and I wanted a change of scenery from this constant sadness that plagued me day in and out.So, here I am in April of 2006, in my late twenties, wearing a binder around my already size B cups- pre-everything. At the table next to me, was the honey-blonde, long haired beauty reading out of her UCLA law book, wearing a pink sweatshirt and gray tight fitting yoga stretch pants. I gently walk up to her, eyeing the empty seat, and in my.
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