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TO JENNA - CHAPTER 16

I got home dropped off this morning by my date last night, Derek. It was my first anal sex experience with a guy and it was more than I thought it would be, although it was a balance between how bad it really hurt and how good it felt. I had messed around with sex toys in my ass before, but nothing was like having a guy almost twice your size and about 8 inches and very thick penetrate for the first time. We took it all the way, and I let him finish, although I don't know how much more I could have taken had he not, and I tried not to make him aware of it.

I took a shower, did my hair and make-up. My hair was naturally dark and full and I did my makeup pretty conservatively, maybe pushing a lot of eye makeup, which I liked. Lipstick?...a nice shade of glossy pink .Besides eye make-up, I plucked my eyebrows to a thin line and made sure my long crimson fingernails were OK. Two of my favorite things were, I liked doing my eyes and nails, especially since I was going to be a full time femme, and there pretty much was no turning back since I started my hormone treatments, and kind of doubled them up, taking a risk that there would be no adverse impact, and so far was lucky.

I put on my yellow blouse, very plain, blue denim skinny jeans, and chunky heel black 2-strap slides. I looked at myself in the mirror and felt comfortable that I would be passable, and I wished that Tina or ...

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