Jack & Jill - his first time with a transexual

While nibbling on her breasts and stomach, I pulled her skirt down as she lifted herself to allow it to pass. She pulled the one leg up and through it that was hanging over the edge giving me full access to her body.

Again, her panties were of the highest quality and very feminine, something that is important to me and adds greatly to my enjoyment.

I began kissing my way down to her pussy and when my mouth began to press against the fabric where her wet slit and clit should be, I felt heat but not the expected wetness and musk.

Moving back just slightly so that I could see the area more clearly, I was more than surprised to see what seemed to be a smallish, maybe five inch, cock pulled back between her lovely thighs.

In my surprise, I looked up at her gorgeous face and saw the most beautiful but fearful expression. Again, before I could speak, she said: “Please, please be gentle with me.”

I was no stranger to what a shemale or transsexual was. I had fantasized about being with one before and looked at pictures and movies online. But I’d never acted on such a desire nor had it been a major interest.

At that moment, while looking at her lovely expression, I made a decision. I directed my gaze back toward her boy clit, pulled the crotch of the panties back so that there was more room, reached in and moved her cock up and forward, and then began kissing it as if it were the most sensual clitoris I’d every touched.

As I did this, Jill relaxed and began running her fingers through my hair and pulling me closer to her boy clit. As she did, I moved the panties to the side and did something I thought I’d likely never do. I took a cock into my mouth and smothered it with saliva while running my tongue around and around its full width.

“Oh, Jack. It feels so wonderful,” she began to say repeatedly as she pressed my head lightly.

I just sucked and sucked, moving my head up and down and working my tongue over the sensitive areas of her boy clit. As she began to lift her hips up thrusting her cockette into my mouth, I slid my hands under her ass and squeezed in rhythm.