The Babysitter's Secret

I spit a puddle of saliva into my hand and rubbed it over my dick. I did this repeatedly until I had no more saliva left. Once I felt certain I was as well-lubricated as I was going to get, I shuffled forward on my knees, bringing myself closer.

I spread Jenny's cheeks apart. Her tiny, pink butthole looked like a glorious treasure that only I could claim. I ran my slippery wet cock up and down the crack of Jenny's ass and she breathed airily as the tip brushed against her expectant opening. It almost seemed to dilate slightly, as if opening itself to me. My cock was now rock hard and I resisted every urge to simply slam it inside her.

Instead, I pressed the tip against the hole, and gently pushed. I met with resistance and didn't penetrate at all. I tried harder and Jenny cried out in pain.

"Maybe we shouldn't," I said.

"No," she replied firmly. "Don't stop no matter what."

"OK . . ." I said dubiously.

I pushed hard again. Jenny cried out but quickly buried her face in the pillow, stifling the noises she made. I suspected that it was not so much discretion about the children hearing, but fear that I would refuse if I thought I was hurting her too much.

Finally, her butthole began to yield, and the cock slipped in. With that progress made, I pushed harder. I felt Jenny's body shake as she began to cry softly, the sound still muffled. I didn't stop, though. I kept pushing until my cock was past her sphincter. At that point, all resistance ended, and my shaft slid effortlessly deeper into her body.

When I was about six inches in, I stopped. Jenny lifted her head from the pillow and looked back at me. Her face was wet but she smiled at me. "Make a woman out of me, please, Peter," she said. I pushed my cock farther in, wondering if her small body could take all of it in. To my happy surprise, the rest entered without a problem. Once I was in up to the hilt, Jenny let out a long breath.

Now it was truly time for me to turn this sweet girl into a woman. Placing my hands on Jenny's hips, I pushed her forward gently and watched as inch by inch of my dick appeared from between her tender cheeks. Once I was about half way out, I pushed back in again. Jenny grunted but I continued without hesitation.