Risky Business

LessonI am a twenty-one year old single guy. I masturbate. Quite a bit. When I am alone, I had rather be nude. I come home from work, take off my clothes, shower, and stay naked the rest of the night. I cook nude, I play video games in the nude. I clean in the buff. Everything. Presently, I am a natural. I use to live in a mother-in-law house (that is what they call it) behind an elderly couple. It was a one bedroom house with a kitchen and a living area. It had one bathroom. The bathroom consisted of a large bathtub on legs, a shower stall (that never worked) and a closet toilet. I enjoyed taking a bath. I would take long ones. That is usually where my self-pleasure moments began. I like to take it slow. Get to the point of blowing, then stop for a while. Most nights I would jack three or four times, but cum only once. It was a nice place to live and I was never bothered, except for a weekly knock on the door. When I answered, a baked treat was sitting on the porch and the elderly deliveryman waving as he headed back to the house.

After a year, my two landlords decided to move into an assisted living home and had to sell the house. They gave me a month to move, and I waited till the last week. They gave me all the furniture. It was old, nice, but heavy. My girlfriend was away at college and would not be able to help. My dad had broken his leg. My girlfriend suggested that her cousin could help. He was eighteen. I had known him for several years. He was nice, really into video games. I called only to learn that his family was going out of town to visit a sick relative. I hang up the phone and five minutes later, it rang. It was the cousin, Jon. He explained that he did not want to go with his parents and would help me move for free, if he could stay over. The thought of entertaining an eighteen year old bothered me, but I needed the help.He came over on Thursday night. We mostly spent the night playing video games and watching my movies. We first watched Top Gun. He had never seen it. Then we watched Risky Business. I own all of the Tom Cruise movies. After some pizza, we watched TAPS. During Risky Business, he did not say anything, but during the shower scene in TAPS, he wanted to know if Tom Cruise was a porn star. I laughed and asked him why. He commented on the dancing in his underwear, reaching down to play with himself, the shower scenes in TG and TAPS. I ask him if he was naked when he showered. He said yes. I ask him if he ever hung out in his underwear. He said when no one was home. I told him that no one was home with Tom Cruise. He acknowledged and we went to bed. He on the sofa and I on my bed.We woke up late on Friday having stayed up till 3 AM. We rode to the local biscuit store for a late breakfast and came back and started packing. He was quiet at first, then as we were working, he loosened up. As he packed my DVDs, he noticed how many Tom Cruise movies I had. I have about 400 movies all together. He started ribbing me about being in love with Tom Cruise. A buddy of mine came on his lunch hour. He also knew Jon. When asked how it was going, Jon remarked that it was fine. Asked how I was treating him, Jon said pretty good for a porn star lover. This, of course, puzzled my buddy. I explained to him about the movies. He started ribbing Jon the same way. Don't you take a shower, do you ever hang out in your underwear? He once again said when nobody is watching. Then my buddy told him that I hung out nude most of the time. I said, when nobody is watching. Jon then said that the dude was even playing with himself (Risky Business). I said it was under the cover. My buddy told Jon that he would probably prefer it be out in the open. This made Jon mad and the discussion was over. As my buddy was leaving, he told me to not let him watch Jarheads.We got everything mostly packed up. My buddy went back to work. I was in the mood for a long, hot bath. We left the TV and game system together, so I put him to gaming and I went for a soak. I was in there for an hour, and Jon knocks at the door. He needs to piss. I told him to go outside behind the house. "No way." Now you couldn't see anything unless you were standing over the tub. I told him he could come through. A few minutes later, he knocked again and took up my invitation. I had left my Penthouse on the table next to the tub and he noticed it as he was going through. He said, "So you like girls, too?" I threw a wash rag at him and he left.After a steak dinner, we came back and played some games. He then said he kept out a movie to watch. Jarheads. I told him that it probably wasn't a good idea. He was curious, so I agreed. I kept waiting for the jack off stuff. He really freaked. He said soldiers did not do that stuff. I said, "Of course they do, all guys do and don't even pretend that you don't". He got quiet and finished the movie. We just started chatting. Laying on the bed, because the sofa had been shrink wrapped, he wanted to know if Tom Cruise was like that in all of his movies. I said most of them. He wanted to know if TC was gay. I told him that I did not think so.I suggested he take a bath. I went in, ran some water, got him a towel and washcloth, opened a new bar of soap and asked if he needed anything else. He smiled and said he needed the Penthouse. I thought why not, gave it to him and left. He was in there maybe ten minutes. He came out in a towel and asked if I had any shorts he could wear. He only brought boxers. I did not, but told him he could just put on the boxers and it would be ok. About ten minutes later, he comes out in boxers. Here stands a basically fit guy with slate blue boxers on looking as shy as could be. I told him cool boxers and he seemed to relax. I told him that I was going to do the same and he said cool.We started getting silly later, goofing off, talking about girls, him asking me stuff about his cousin and what we did together. Goofy guy stuff. I told him one day he could tell me stories. He said that he had stories. I said stories that did not include my Penthouse. He got quiet for second. I told him I hoped he didn't get anything on it. He swore he did not do anything with it, but he did find what I left on it. I had not. Then he said he wanted to ask me something. I said sure. He got up and went into the bathroom and brought out the magazine. He opened it up to a page that had a guy with a very large cock. He asked me if it was fake. I told him that I did not think so. So he ask me if it was normal. I have not seen many outside of a magazine, but I had never seen one in person that big. I did a Google search and found out that six inches was normal, but they can get much bigger. Came across a few pictures that I shared with him. While I was searching, Jon was flipping through the magazine and was obviously hard. I could not resist but to tell him that he was a little bigger than normal.I thought he was going to cry. For some reason, it was turning me on. I was hard and I showed him I was too. It seemed to calm him down. His eyes seemed fixed on my cock. It was getting a little uncomfortable, but something in my head told me to chill. I decided to keep flipping through the magazine with him. We talked about the pictures and kept looking to see how they were making us harder. A growing dark spot was forming on his slate blue shorts. Warm liquid was dripping down on my leg. It was getting really intense. We started talking about dealing with our growing problems.I suggested he hit the restroom and I would take the bed. He said he preferred to lay down. I said it was my bed and no other guy was going to cum in my bed. He said that he would be the first. I told him that if he did it would be his last. He adjusted himself and his and his cock came out of the opening on his boxers. I died laughing. It was the first hard cock I had ever seen that wasn't porn. He just looked down at mine so I pulled mine out as well. We just lay there, our hearts beating out our chest. We could hear each other breathing. I said we might as well just take them off. He said, "yea" and we slipped them off. There were were laying naked on my bed hard as rocks. For a while we just looked at each other, afraid to touch our dicks for fear we might cum right there. We both knew we would cum and right where we were, just not yet.I am six feet tall with dark brown hair with a little patch on the middle of my chest. A line is formed from my belly button to a nice batch of hair that I refuse to shave. A seven inch rod extends to a nicely circumcised head. Egg size balls fall onto somewhat hairy legs. I was looking at a five and a half foot blond. He was totally smooth with a soft patch of dirty blond pubic hair resting beneath an eight inch monster. His nuts were a little tight. There was a string of precum stretching from his circumcised head to his belly button, hanging on in spite of his hard dick throbbing up and down.I was the first to touch. Mine not his. I didn't grab it and start tugging. I just started rubbing the precum back and forth. Every stroke was awesome. I looked over at Jon. He had encircled his head moving up and down slowly lubricating every move with his own juices. He lay there with his eyes closed, my eyes focused on his work. A minute and his penis erupted spewing his milky wages all over his stomach and chest. Residue was dripping from his chin. It was all I could take. I exploded. Not as far as him, but my stomach was filled with my warm ooze. I looked over at Jon. His eyes were still closed. Next thing I remember is waking up a few hours later, cum dried on my stomach and bed. I could hear Jon in the bathroom. He came out in his boxers. He looked at me, laying there, terrified at what had happened and said, "What's for breakfast?"