”I noticed how much nicer he had gotten over the years, but I did have to wonder if it was genuine, because I remember him being nice to me in school when he wasn’t with his friends. Either way it was a nice little catch up. Everything was pretty routine after that, work was the same, I occasionally went out with my friends, some from school, some from university, some from work, nothing exciting happened, until a few days before the reunion. I remembered that I needed to get a uniform, and told some of my friends about it when we were out, and my friend Sheila suggested I wear a female uniform to it. I was intrigued by this idea, it sounded fun, and most of my year knew and accepted that I was gay in school, so I didn’t think it would come as a surprise to anyone. I went and found a slutty schoolgirl outfit from some place you could rent costumes in my local town, and I went to my friend’s house before the reunion started, where she did my makeup and hair, helped me stuff my bra so. My heart nearly stopped. Will it hurt, I finally asked. Running his finger tips over my stomach he said, it might a little. Thinking how he's done so many things to me that felt so good, it might be worth it. What do you want me to do, I asked him. Jerry smacked my butt and told me to turn over. Laying on my stomach Jerry crawled between my legs. Pulling my hips he sat me on my knees. I laid my head on the mattress as he spread my butt open. His tongue felt good as he worked it around my hole. He lapped circled and probed my butt for several minutes while playing with my dick. I felt something stiffer then his tongue push against me. I moaned softly as he moved his finger in me. Reaching over, he found the bottle of oil and removed his finger. Pushing the tip of the nozzle in me he filled my butt. Using his fingers, Jerry worked on stretching my butt hole. My legs were covered with precum as my dick leaked. Moving up behind me I felt something different touching me. As he moved it.
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