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How did I let this happen
Part 3
After putting the pre-cum in his mouth a second time, I told Thomas we should keep heading to the cabin. He started putting his shorts back on before I stopped him. I asked "What are you doing?" He looked up in confusion. I said "I did not tell you that you could put on clothes. When we get to the cabin, you will be punished."
Thomas definitely was looking at me with a shocked expression. I decided to add a little more on and see what would happen. "When we get there, you will tell me a fair punishment. If I agree, that is what I will do. If not, then I will punish you for not thinking of a realistic punishment. Now hurry up, we still have about a mile to go."
As soon as we got to the cabin, Thomas grabbed my backpack and carried it inside. After I got inside, he closed the door and got down on his knees. I could not believe it, but he was totally boned up. He looked me right in the eyes and said "Sir, I am sorry for trying to put on clothes without permission. I have thought of a punishment and feel that you should give me a spanking."
Now it was my turn to be surprised. First of all, I could not believe he was boned up. He must be excited about the thought of being spanked. Second, I could not believe that he would really let me spank him. I am not sure this is what he had in mind when he suggested being a slave, but maybe it was. I also had not really thought that being a slave could be exciting. But i have to admit, I was getting hard too.
Thomas, that sounds like a fair punishment. But to show you that I am also forgiving, I will spank you and then give you a massage to make you feel better. Let's go ahead and eat supper, then you will be punished.
Supper didn't take very long. We ate some fried chicken that my mom had packed. Once we finished, I pointed to the recliner next to the fireplace. Thomas knew that I wanted him to go stand next to it. So he went. As soon as I sat down, I told him to lay over my knees. I could feel his dick and balls. I didn't want to really hurt him, so I spread my legs a little, reached under him and pushed his dick down between my legs. I also shifted him up so that his balls were hanging between my legs and not crushed against them.
As soon as I touched his dick, he stopped breathing. I think he was totally turned on about enjoying the feeling of my touch. I quickly spanked him right on the left ass cheek about four or five times. Not very hard, but enough that I could hear a definite smack each time I hit him. I did the same for the other cheek before I stopped. "Are you sorry what you did and promise not to do it again?"
Thomas quickly answered "Yes sir. I am terribly sorry."
With that done, I told him to stand up right in front of me. When he got up, I could not believe how much pre-cum was dripping. If I didn't know he had not, I would have thought he had cum. Seeing that he was having fun, I asked him "Where would you like to be massaged?"
By the way he answered, I do not think he understood what I was asking. He said he would like for me to massage his ass. I was actually asking him where he wanted to sit or lie down to get his massage. Once again, he was suggesting something that I had never really thought about doing, but once he had, I thought it would be so totally hot.
I said "Ok, go ahead and grab one of the towels from the bathroom and spread it out across the floor. I will get some lotion and meet you back here. I looked in the bedroom and could not find any lotion, but I did find a huge bottle of baby oil. I figured it would work just as well.
"Take off your shoes and lay down on your stomach. This is a reward for taking your punishment without complaining. Just remember I am doing this because I want to, not because you want me to."
I could tell very quickly that I would get oil all over me too, so I did the only thing I could think of. I took my shirt and pants off too. I kind of knew where this might lead, so I also took off my boxers. This is the first time we were both totally naked in what you could call a sexually charged situation.
I started with his feet. I know he said he wanted his ass massaged, but I did what I wanted. I knew my own feet were sore from walking to the cabin. I did not use a lot of oil on his feet, but did use enough to get between his toes and behind his heels. I kept rubbing up his legs and adding more oil as it was needed. His calves were definitely tight. As I was massaging the muscles, I really started to look at his body. I have no idea why I had never considered anything sexual with him before because he was damn hot.
He was a little ticklish behind his knees so I made sure to avoid them for now. I could have played with him if I wanted, but for now I wanted to have this guy. I totally get what he was saying about this being all about power. As soon as I reached his thighs, I had a crazy thought.
"Thomas, do you trust me?" I asked. He replied that I was a good master and trusted me with his life. I don't know if he really meant that or if he was playing along. Either way, I was not going to miss this opportunity.
I got a pretty good amount of oil on my hands and started massaging his ass. I stared very soft at first especially where I had spanked him. I know I did not spank him very hard or very much, but my goal was not to cause any pain. After a little bit, I added more oil and squeezed a little harder. Each time I squeezed, I could see into his crack. Why this was getting me excited, I really don't know. But just seeing his hole was totally hot.
I brought the bottle of oil over his ass and poured about three or four drops directly on his hole. Thomas was not saying a word. I pulled one cheek over to the side and really exposed his hole. My index finger had a lot of oil on it so i reached down and touched right on the hole itself. That was the first sound Thomas had made. I could not tell you what it was except it was clearly a sound of approval. That was all the encouragement I needed to push the finger all the way in. I didn't know that I should go slow. It clearly did not feel good to him because he tensed up. He was so tight that I could not get my finger back out. I guess I panicked a little bit because I froze.