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It didn't hurt at all but felt amazing and erotic. I had never cum before and like Billy didn't really know about sperm except in PE class they tried to explain what it was. All of the sudden I felt very hard. He still had my head in some kind of lock and I could not see down. I knew he was looking down at my penis and waiting. All of the sudden I felt like I was going to pee. I wasn't too worried because he had a hose in my penis like Billy's. But he had taken it out when I was asleep and when I started to shoot the feeling was completely amazing. I felt like I was peeing but not peeing. He just kept saying good good then turned off the machine and took the probe out of my ass. He looked very happy and gave me a strawberry to eat. Billy asked me what happened and I said I think i peed all over him. Billy said that it wasn't pee but a white milky stuff that came out of my penis. I said what about the tube and he said he took it out and it is still out. I was thinking of what feeling. Master didn't seem bothered by the eavesdropper, but by now he wanted to cum. He pushed me down on my front, held each of my hands down and fucked me fast while lying on top of me. I could only moan in a girly way at this point. I was in sissy heaven. Master was grunting, then flipped me round and took off his condom. He lifted my panties and came all over my ass cheek. He fell onto the bed, letting go off my panties I felt the cum sandwich between the thong strap and my ass cheek. I had done it. I had been the sissy I always needed to be... at least once.Master wiped up the cum, then made me lie next to him, putting one arm around me like I was a hareem. We chatted normally for awhile after this, about TS/CD experiences and more. He had experience in many fetish scenes and said he was impressed with someone as young as me being so into this kink. We cleaned up, I changed back into my boy clothes but master made me keep on my dirty thong and tied up clit. It was time to say goodbye.
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