Jack & Jill - his first time with a transexual

“Jack, I’d love to fuck you,” she said excitedly. “I’d love to fuck you more than anything I’ve ever done in my life.”

Jill rimmed my ass with her tongue, which was a tremendous feeling, then lubed me up good. And, since I often use a small dildo on myself when alone, I was ready to accept her thin cockette immediately.

“Get on all fours, baby,” she said.

When I did, Jill came behind me and pressed the head of her cock against me and the feeling was indescribable. The feeling of her cock was much better than from a plastic phallus. As she pushed into me, what I noticed most was the heat.

“Oh baby,” I said with my head buried in a pillow and my ass sticking up in the air taking her cock. “It feels so good.”

Slowly Jill began to fuck me, a feeling I had never been able to attain while just holding a dildo in my ass. It was fantastic as she slid in and out. I could feel sensations I had never before noticed.

“Jack, your ass is mine,” she said playfully as she began to fuck me faster and harder.

“Yeah, baby,” I replied. “Fuck me hard. Make me your plaything.”

Her cockette moved in and out of me faster and faster and when she reached around and grabbed my swollen cock, I thought I would explode from pleasure. But, before I exploded Jill shouted: “Here it comes baby, here comes my pussy juice!”

And with that, she shot a hot load deep into my bowels. The feeling of the hot liquid entering me was unmatched by anything I’d ever felt. And just as she came, she squeezed my cock causing to erupt for a third time. As I shot my load, each spasm clamped down on her cockette in my ass and milked every bit of her sweet juice from her boy clitty.

After our bodies relaxed, we lay next to each other and kissed and stroked each other for a long period of time.

Finally, I asked: “Sweetheart, you never have told me what you do except that you are in show business, what kind of show business?”