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There was what looked like a massage table laid out, with straps over it. My heart was pounding. She told me to climb up onto the table, and only then would I find out what was happening. I undressed, and climbed onto the table. I was strapped down by Kate, the straps holding me firmly to the table, to the point at which I could no longer move at all. It was then explained to me that I was going to play the role of a bad-ass pretty boy. She told me that I was going to be worked on by experts,. That was the beginning of my journey into Crossdressing.I think I was about 8 and the school I went to was having a Halloween fair the evening of Halloween and I wanted to go. I went home and told my mom and she asked what I was going to go as and I said I am going as a cowboy. She smiled and then she took my face her hands and looked at me and said I think you would be a much prettier girl than a cowboy. I was thrilled but scared and said I would not do it but in my heart and wanted to do. My mom was wearing saree and her friend too in saree.I wake after half hour and thought to sit with them. I went to kitchen, drank water, and then walked to mom’s room but stood outside. It was almost closed, just slightly opened. I heard mom crying and so thought not to go in the room. But still decided to listen why she was crying. She was saying, “You know Sheetal, now a days, he (my father) and me often have conflicts and she gets angry on some little things. I don’t know why.” Tears were. He didn't even get the full sentence out but I think he was trying to say "oh god, I'm going to cum" before he shot rope after rope of cum all over my hands and arms. After we got cleaned up, he explained what had happened and I was very pleased with myself. Our parents were still going for it next door and Brian confirmed to me that this was normal for them especially after some wine. He then asked if I wanted to watch him cum again but told me I'd have to help him get there. Of course I.
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