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I had a friend named Monica that was in the Drama / Theater club. I asked her for some help with my make up since I had no idea what to do in that area. She told me that Her and a make up artist would help me as much as they could but really had no experience in doing mens makeup to look like a woman, but with a little experimentation, she thought they could do it. The next day, Monica and a lady named Jess knocked on my door. Jess took one look at me and said, "Yes, We can do this" She was afraid I was a larger guy and when seeing that I was small framed, she told me that I would make a pretty girl. This was on Monday, and the party was Saturday night, so she wanted to get started right away. Jess said that she would take on the make up project and left the clothing part to Monica.Monica took me to her dorm and went door to door with her friends and telling them our plans. She was looking for a girl about my size to borrow an outfit for the evening. All the girls were wonderful, all. A few minutes later the toilet flushed and footsteps came down the hall towards me. “Hi boss! Did you have a good lunch?” I nodded and she continued, “I hope you don’t want any until late today. He’s new and has a big one so it might take me a while to shrink down enough to fit you.”I hadn’t noticed that he was remarkably larger but she did like to tease me. “Get your cute little ass back to work and I’ll be the one who decides when it gets used again.” I wasn’t in any hurry since my prostate had been well drained at lunch. The married woman who called me when her husband was out of town served soup and sandwiches and then I served salami. Twice even.When we turned on the answering machine at the end of the workday I was in that squeaky chair getting the ride. Her first comment after sitting down on my dick was, “Is it fitting okay now? Feels good to me.” My hands up under her blouse squeezing her braless tits and pinching her nipples gave her the answer she wanted.As she leisurely.
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