A few days at Jerry's III

I woke up with the feeling of something touching me.I looked around. The room was dark and silent. Again I feel something, this time on my butt. Laying on my side, my butt to Jerry he ran his hand over my butt. First my left cheek,then down to my right. I pull my knees up, and he runs his fingers between my cheeks. I push my butt out,trying to give him better across. He whispers are you awake, I said yes. Good he said. Can you roll on your belly. I said ok and roll. He reached down and push my legs apart, then rubs my butt again, this time pinching at my cheeks. He whispers have you ever had anything in your butt before. My heart skipped a beat. NO, I said. He runs his finger tips over my butt, up my back sending a shiver up my spine. He rubbed my back and asks want to try it. My heart pounded. I said I don't know, Will it hurt. He said I'm just going to push a finger in it. I asked him what if it hurts, he said I'll stop. Breathing quickly and heart pounding I thought about it. He ran his hand down and slid his fingers between my cheeks and rubbed my hole. I stumbled saying if it won't hurt, ok.
He got out of bed and went to the bathroom. He came back and laid beside me. I heard something go snap,then I feel something wet push between my cheeks. He said to relax, then rubbed lotion on my virgin hole. As he ran circles around it he would tap on it. Each time he did he pressed against it a little harded. My body stiffened up,he stopped pressing and just rubbed. He whispered to relax, I said I'm sorry, I'm scared. He said don't worry about it, I'll just rubbed on it. I shuddered ok.
He used one hand to spread my cheeks and a finger of the other to rub. After a few minutes I started to relax as he rubbed. It started to feel good and I let out a moan. Like that he asked. Mmm it feels good. He put more lotion on my butt hole and pressed. This time he slid in. He didn't move, he said good boy, just relax. After a moment my butt hole released the death grip it had on his finger. He twisted his hand back and forth. As his finger spun left and right he was able to slip in a little more. Soon it was in as far as it could go. My dick was so hard it hurt. Slowly he pulled his finger out,twisting as he lifted till only the tip was the only part in me. How was that he asked, I said it hurt some at first but then it felt funny. He said to relax once more and pushed it in again. This time he left it there for a few minutes then pulled out. My hole was tingling from the stimulation. He rubbed my butt and said good boy then kissed my ear.