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I would put on a show for them, following their every command, until I was allowed to orgasm. At which point I would snap back to reality and realize that what I am doing is wrong. I would quickly exit the webcam, remove all my silky soft girly clothes and call up my friends to hang out or go to the gym, pretending that nothing ever happened. But the days went on and the routine continued. I became more and more addicted and sucked into the habit I had formed, and the temptation of crossing the line between straight to sissy grew stronger and stronger.Until one day, upon searching a popular fetish meeting site that I regularly visited, I started a conversation with a woman who called herself Mistress Shadow. I was instantly attracted to her. She spoke with confidence and knowledge, and had a casual picture of her face on her profile that displayed her confidence and beauty. Miss Shadow and I talked back and forth for a few days before she even mentioned viewing me on webcam. I felt. When I relaxed and got used to it being up there, she started rocking back and forth, shoving the strapon deeper and deeper while I moaned out in my ecstasy. I grabbed onto her tittys and began to suckle on the tips while she fucked me. I couldn't believe how good it felt and pretty soon she was fucking me pretty hard. When I couldn't take it anymore, I lunged down against her fake dick and pulled her down on top of me, so her belly squished my dick. That was the only contact she had with my dick while she had the strapon in me, but that was all it took to make me have a real, squirting, orgasm. My first real cum went all over my belly and some oozed down to my ass, where it coated her fake dick, encouraging her to pick up the pace and continue to fuck my ass. She moaned out, oh fuck yeah, and thrashed around, presumably having a big orgasm herself. In the process, she had pushed that thing as far as it would go up inside me, and I started getting into it. I wanted to keep going by.
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