My first Shemale

I’m no stranger to anal sex so was careful and slow in guiding myself into her. Soon enough my cock was implanted up to my groin. The sensation was indescribable. I took hold of her hips and began to grind my cock in and out of her behind as she pressed her face further into the mattress. Her lovely figure, the sexiness of the baby doll, the garters that encased her behind, it was all too much. I was close to coming and she unintentionally did her part to hurry that along. She squeezed her sphincter muscles over my boner. It intensified my pleasure tenfold but I lost control and gushed my offering into her. To this day I have never come so fast and furiously as that night in the hotel with Jamie.

After I pulled out, I bent down and kissed Jamie’s round backside once more before I moved to the bathroom to clean myself. Done I joined her back in the bed. We tongued for a few moments as she brought my cock back to life. “Why do I have a feeling you’re not done with me yet,” I said and smiled.

“Would you like me to?” she said as she continued to stroke me.

“No. Not at all. What’ve you got in mind?” The answer came as she reversed herself and positioned me on my back. Next she straddled me and put her beautiful lips around my cock. I loved the feel of her silky nylons pressing the sides of my head as I attended to her balls and pulled them into my mouth. That beautiful cock though; I couldn't resist its allure. I kissed her balls a final time and pulled her cock back where it belonged–my mouth.

We made the rudest, wonderful wet slurping noises as we sucked each other with ferociousness. Jamie came first and put another rich amount of cream into me. I took it all and wanted more. There was no more to be had so I sucked on her asshole and found some cum discharge. I tongued and cleaned that as Jamie sat up and buried my face in her behind.

I’ve had women sit on my face, but nothing as erotic as this, even though it was hard to breathe. Jamie wiggled about and pressed her cheeks down toward my mouth. I didn’t resist until I absolutely had to have air in my lungs. I slapped her right buttock and she moved forward again. She returned to my cock, licked the tip and made the head disappear. Soon enough I let loose once more; she took everything with such abandon that I thought my toes would curl.