"Oh, that feels good," he said, concentrating on my cock now. "It looks like you are enjoying it too."
He moved closer and fondled me with renewed vigor, groaning a little as I grew harder and harder.
"Now turn around and bend over," he said, taking his hand off me. "I want to see your ass too."
I turned around and bent over. He reached out and pulled my cheeks apart, exposing my hole. I heard him groan again as his fingers started running up and down my crack, stopping only for a second on top of my hole. After several minutes of caressing and kneading my cheeks and exploring my crack, I felt his finger stop on top of my hole. He ran it around the entrance several times, then I felt nothing as he removed his finger.
"You ever been fucked before, boy?" he asked.
No, I mumbled as his finger returned to my hole. This time it was wet and he pushed a little harder against the opening until his finger jabbed into me. I stiffened and drew in a breath as he proceeded to push his finger further and further up into me. It didn't hurt but I felt like I was bloated as his finger filled my hole completely. Slowly at first, he pulled his finger almost out of me before pushing it back up my canal. Doing this several times, I felt a new sensation and realized I was starting to enjoy him finger fucking me. When I pushed back against his finger slightly, he heard him moan softly.
"You are really enjoying this aren't you boy?" he said. "You're getting looser and looser."
"Don't stop," I whispered, almost hoping he would hear me.
His thrusts started speeding up and soon I felt a second finger join the first, then after a few minutes, a third finger found its way up into me and I groaned this time, the feeling was so over whelming.
"I think you're ready," he said. "If you can take three fingers so easily, then you can take this."
I wasn't sure what he meant but almost instantly, I heard a zipper being pulled down and a slight rustling of clothes. I felt the heat from his body as he stepped closer then felt something softer that his finger but just as hard. He had his cock poised at the entrance to my hole and was going to fuck me, right there and then. I enjoyed the feeling I had gotten from his fingers so I figured his cock would feel just as good. I wasn't ready for what I felt next.
He pushed his cock against me and his head popped into me, sending a sharp, acute pain, up my spine. I gasped loudly, wanting him to take his cock out of me to ease the pain but he just pushed it in a little further. The further he pushed his cock into me, the more the pain seemed to level off and even started to subside a little. When he was fully inside me with his balls resting against my cheeks, he stopped and waited. The pain was now definitely less and I started to get that same sensation back I had felt when he was finger fucking me.
I don't know how long we stayed in that position but I felt him slowly pulling out of me. When his head reached my ring, he pushed fully back up into me until his balls rested against me once again. He did this several times slowly then started to speed up just a little. The pain was basically gone now leaving only a sensation in my body of something I never would have thought possible. I was getting fucked and enjoying it.
As he speeded up, his thrusts started getting wilder and harder. Leaning over the way I was, I knew it wouldn't be long before I was going to lose my balance because I had nothing to hang onto and his thrusts were sending me forward a little at a time.
Slowly I sank to my knees and leaned forward onto my hands. Sticking my ass up in the air, I buried my head in my arms and pushed back against his thrusts. He stayed with me, never losing contact with my hole, his cock pumping in and out of me faster and faster. I felt his sweat starting to drip on my back as he continued to fuck me with long strokes. God, it felt so good.
"You like it don't you boy?" he asked between breaths. "You like it so much, I bet you'd like to get fucked every day, wouldn't you?"