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TO JENNA - CHAPTER 14

I was over Derek's house, locked in his bedroom with him, taking my female transformation to new level. Tina and her girlfriend were downstairs somewhere. Here I was, in bed with a guy I met hours earlier, but a friend of Tina's, who she has known for a while now, trusted, and was OK with my transsexual orientation. There was no surprises for him, as he was aware of my secret before we met. He seemed more comfortable here in the bedroom compared to me. After giving him oral sex, we ended up naked in bed and making out, as I caught myself trying to cover up down there and some insecurity and stress that I can tell he felt coming from me, especially being with a guy for the first time. Derek was on a mission though to fuck me, but did try to make me feel more comfortable. After suggesting a few positions, he suggested I get on top, facing away from him, so it limited the view of what we could see of each other, which helped my anxiety.

I had lowered myself onto his huge cock very slowly, never having a real penis in me before, especially one as big as Derek's. He was large, about 8 inches and very thick, which was proportionate to his 6 foot plus height and 200 plus weight, but amplified more by my petite 5 foot 4 height and 125 pounds I weighed. Derek let me control the initial entry as I moved down on top of him, taking him inside me, slowly sliding down on his cock and letting it stretch my ass out. It was a ...

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