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Jen was by no means a "hottie". She was stocky, small breasts that were dwarfed by her large belly, had short thick thighs, muscular calves, but did have a nice round shaped butt. She always wore conservative professional clothing at work and never flirted or said anything not politically correct in the workplace. Jen had a reputation for being kind of stuck up, not really trying to be social. So it was kind of perfect timing for me the one day I decided to sit with her in the cafeteria.I had very limited contact with Jen prior to having lunch with her at work. She sat in on a few meetings with me and the obligatory"hello" when walking past each other in the office. It was a Thursday when I asked if I could join her for lunch. Jen was reading a book while she ate. She barely looked up when I asked. I sat down and started eating. Jen only looked at me just before she would take a bite. I would smile and she would go back to her book. After about ten minutes, I had almost finished eat. I was 12. I had a bunch of guy friends and we used to compare dick sizes. Although we didn't jerk off. Didn't know how.It was early that summer, when Chuck who was 14, told me we could have some fun. Since I was used to comparing dick sizes, I didn't think any thing was out of th ordinary. He took to the apartment house basement. Where he told me to show my dick. His dick was larger than mine and he told me we could do something different. I didn't understand. He told me to bend over. There was a mattress in the basement. He told me to get on all fours. I did what I was told to do. He was older than me. Suddenly, I felt his dick entering my asshole. I didn't know what to do. Then he grasped my dick and started to jerk me while he fucked my ass. While he fucked my ass he pulled on my cock and jerked me off for the first time. I never came before. It was delicious. I was awakened to sexual cumming.I started to jerk off regularly. Chuck told me we wished I was girl. I didn't know that.
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