My legs were shaking, my lips quivering. Charlie, a man twice my age, was between my legs. His fingers dancing around my wet slit. He pulled my lips apart, exposing my small, hard clitoris. His tongue ran up and down, finally settling on my clit. My hands were on his head, gently guiding his mouth over my sweet spots. All of a sudden, he rose up a bit.
Confused, I asked "What's wrong Daddy?"
"I want to try something, just relax."
He ordered, with a quite stern tone in his deep voice.
I laid back and closed my eyes. A tad nervous about what he would do next. He raised my legs a bit and bent back down. Suddenly and surprisingly, he was licking my asshole. I had never felt something like that before. It felt odd, but strangely satisfying. He continued to lick my virgin asshole and I let out soft moans into the pillow.
His tongue, wet and slippery, started to dart in and out. I could feel the juices from my pussy flowing out. My hard clit was throbbing and I felt light headed. He stopped. I opened my eyes. He could see a slight disappointment in my eyes. All he did was smile and rub my thigh.
"Do you like that, sweetie?" He questioned.
"Oh my god it's amazing!" I exclaimed breathlessly.
"Would you like to try going a bit further?"
I paused for a moment, he knew I had never done anything sexual back there. We had talked about it in our many late night conversations. It always seemed so far off, like it would never happen. I had seen many porn videos with anal. The woman always looked like she was having a decent time. Maybe it would feel nice, maybe it wouldn't hurt as badly as my friends told me.
"As long as you're extremely gentle, and stop if I say so." I said nervously and unsure of my decision.