I had played with toys before so it wasn’t painful, if just felt good. He kept up the fingering all the while asking me if I was OK, and if I wanted...him to continue. The next thing I felt was lube being applied to my ass. He told me to relax and he would make me feel really good. I tried to breath and relax, but I’m not sure I was able to breath at that point, just knowing what was about to happen. He had roll over on my back, saying it would be easier for my first time. He pushed me legs back. I knew the need to hide the changes was growing, but my need to gofurther down the rabbit hole to become a Ashley was growing too, I worebaggy clothes as best I could, it probably didn't help my look that Iwore my hair longer, a lot of guys did, but I did because it made me feelmore like a girl, it was down to my shoulders, but I usually wore it ooseand messy as to not raise much suspicion, oh how I wished i could styleit like the girls, my brown hair in big soft curls laying down over. More

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