From: tigerblanc@aol.com (TigerBlanc) Subject: My Sister's Boyfriend (b/b, mast, oral, anal) Date: 6 Nov 1998 17:33:27 GMT DISCLAIMER: If reading stories about boys having sex with each other upsets you DO NOT READ FURTHER. If you are under 18 years of age, stories of boys having sex with each other is offensive to you, not allowed in your country, county, state or home DO NOT READ FURTHER. This is a true life first timers story. It is a story about my first time with three brothers. It is a fond memory of my boyhood. It is not intended to insult or make anyone uncomfortable. So, again, if reading a story of boys having sex with each other upsets you or you do not want to read a story of this kind DO NOT READ FURTHER. Rather, close this window and delete the file. I was seven and Chuck was 12. He was a friend of my sister's. Looking back, most of my first and then earliest experiences were with my sister's boyfriends. Anyway, it was an after school Friday and Chuck had came over to see my sister. She wasn't home. She had gone to a friends house for the weekend. Chuck decided to stay and watch TV. Since I was doing the same I told him OK. He and I were sitting on the couch, talking and joking with each other. He seemed quite nice for one of my sister's boyfriends and interested in talking to me too. Which was more than I could ever say about my sister. So after talking for a while he asked me if I had any new comic books. At that time I collected every comic I could get my hands on and so I told him they were in my bedroom. We proceeded to my bedroom and I pulled out my comics. As we were looking through them he was asking my about sports and school. I was interested in sports more than school, at that time, and his interest in me and my experiences really made me feel comfortable around him. I talked to him about my football practices and how bad I was at football. He said that the trick was to get a good hold of your opponent and not let go. So I asked him to show me. So he showed me a few holds and how to tackle someone. All during this instruction he was touching me all over my body. It felt great! He asked me if I liked to wrestle and I said I hadn't done it much as the coach thought I was to small to be of any use to the team right now. So he said that anyone could wrestle properly if they were shown the holds and how to get out of them too. So I asked him to show me. He had me get down on all fours and got behind me. His cock was smack up against the side of my butt. I can still remember, to this day, how excited that made me feel. I felt him pull me tight up against him and his cock fit snugly against my butt. Then I heard him say, "OK, now try to get away from me." I did everything I could think of the squirm out of his control but try as I might I couldn't. After a few minutes of wiggling my ass around and him holding onto me tightly he let go. I was so distracted by trying to hide how stiff my penis had become I didn't even notice his cock had also started to become erect. He told me to stand up. I was laying on my stomach trying to hide my erection and I told him I didn't want to right then. He asked me why and I told him I just didn't want too. Whether or not it was because the wiggling had had the same effect on him or not, he realized why I didn't want to stand up. So he told me to look up here, I did, and he was rubbing his cock. I was transfixed. Just staring at him standing over me rubbing himself into a full erection. After what seemed to be an eternity I could hear his voice in my ears saying, "You know it happens all the time. It's nothing to be nervous about, really." As I started to stand up he immediately pushed me down and then got down on the floor again next to me and got me into the same wrestling position as before. He moved in between my legs and position me until his full hard-on (about five inches) was firmly between the crack of my ass. Then he moved his arm around my body again, only this time he didn't stop at my waist. His arm wrapped around my body and his hand moved between my legs and started rubbing my inner thigh. I felt a warm sensational feeling go through my whole body and my semi-erect cock sprang to full attention (about two inches in length). He felt my cock respond against his arm and I heard his voice behind me saying, "That happens a lot of the time too, really." I felt his cock start to rub in my ass crack and it felt so good I never wanted him to stop. I told him it felt funny and he asked me if I wanted him to stop. I told him, "No!" He laugh lightly at my rapid response, kept rubbing my inner thigh and cock with his arm and his cock into my ass crack. After about five minutes of this wonderful movement, I later in life loving refer to this as foreplay, he plied me with a very important question. "Do you want me to show you something that feels really great?" Of course I said, "Yes." So he stood up, bent over, put his hands under my arms, lifted me up off the floor and placed me on my bed. He stood in front of me and said, "Take my shorts down." I reach over to him and grabbed the bottom of his shorts and tugged them off his hips, past his thighs and let them drop onto the floor. He kicked them aside and with his hand again began rubbing his cock. He looked me straight in the eyes and asked me, "Do you want to feel it?" All I could do was stare at his hand rubbing that bulge in his white underwear and nod my head up and down. He reached down, took my hand by the wrist, placed my hand on the front of his underwear and started rubbing his cock with my hand. I was instantly filled with a deep longing to see he cock. After a couple minutes of rubbing his cock and as if reading my mind he asked me, "Do you want to see it up close?" Again, all I could manage was to nod my head up and down while still rubbing his cock through his underwear. So he said, "OK, put your thumbs in my waistband and pull them off." I did as I was told and his dick sprang out of his underwear and immediately slapped his stomach with a loud smack. We both giggled and then he asked me if I wanted him to touch mine. I said "Yes." He again reach out put his hands under my arms and stood me up. He knelt down in front of me, grabbed the bottom of my shorts in both hands and pulled them down with one motion. I took in a short gasp of air and he looked up at me and asked if I was scared. I nodded and said, "A little." He looked into my eyes and said I had nothing to be scared of and proceeded to pull down my underwear. He took off my underwear, and it struck me that my two inches was right in front of his face. The thought made me giggled. He asked me what was so funny so I told him. He giggled too and then proceeded to blow warm air on my penis. I felt my whole body, except for my penis, turn to soft rubber. The warm air embraced my penis and as it move past it and down around my scrotum my whole body shook uncontrollably. He asked if I liked him blowing on my penis and I told him, "Yes." So he did is a couple of more times and I had the same fantastic sensation engulf my whole body. It was the most fantastic thing I had every felt. At least to that moment. I opened my eyes looked down at him and he asked me if I wanted to try it. Of course I said, "Yes!" I eagerly got down on my knees, as he had done, and proceeded to blow warm air on his cock. As the warm air passed his cock and dipped down to caress his balls I could see his whole body tremble. It gave me a feeling of such control. I tried it again and sure enough he trembled all over again. Only this time it was more noticeable. I also had heard him moan as the second wave of warm air passed his cock and balls. I asked him if I was doing it right and he said it was perfect. I was thrilled to know I had pleased him by just breathing on him. I wanted more. I asked him what else we could do and he asked me if I'd ever seen a guy jack-off. I asked him what jacking off was. He had his answer. He told me to lay down on my bed and he'd show me. As I laid down he went into the bathroom and return soon with a bottle of that hand cream that smell of roses. He opened the bottle of hand cream and that wonderful smell of roses filled my nostrils. He turned the bottle up and released a small amount of the cream onto his hand. He then placed his hand on his cock and started to rub it much in the same way he had done earlier. He laid back on my bed and proceeded to show me what it meant to jack-off. In a few minutes he was breathing hard but then suddenly stopped stroking himself as if he suddenly remembering that I was still on the bed with him. He looked at me and asked, "Do you want to do it for me?" Instantly and without thinking my hand moved to his cock and I started to rub him as I had watched him doing. His response was to lay back and begin immediately to moan loudly. As I kept moving my hand up and down his cock I noticed the throbbing in his cock increasing and his moans getting louder. Suddenly his whole body shuddered, he moaned real loud, and with his whole body going stiff as a board he shot the first boy creamy load of boy cum I was to see. He kept shooting load after load of boy cream high up onto his chest and I just kept on stroking his cock because it obviously pleased him greatly. After the last boy cream was released from his cock he grabbed my wrist and stopped my hand from massaging his cock further. He laid there about two minutes just holding my wrist and breathing hard. Then he looked up at me and said, "That was great! Do you want to try it?" I said, "Yes" and immediately laid back on the bed and waited for him to start on me. I didn't have long to wait. He took the hand lotion/boy cream combination from his own body and applied the mixture to my stiff penis. The feeling was unbelievable. I felt my whole body shudder. Chuck felt me shake and said, "Doesn't it feel great!" Again, all I could do was nod yes. He kept massaging my penis with that fantastic mixture of hand and boy cream for about five minutes. Gently he moved his other hand between my thighs and started to lightly rub my inner thigh as he had done before during our wrestling. The sensation was fantastic. Within seconds I felt an urgency within my body I had never experienced before and I instinctively knew something big was about to happen. I felt my whole body quake, then I went rigged and felt my first dry boy orgasm envelope my body. For what seemed an eternity I was lost in this wonderful glow of sexual pleasure as wave after wave of a sensation I had never felt before rolled over me. All to soon it passed and as I opened my eyes I looked directly into Chuck's eyes. He smiled and said, "Wasn't that the greatest!" I smiled up at him and said, "It was the best feeling I've ever felt." He smiled back at me and asked me if I wanted to do it again. Well, of course I wanted to do it again! So he laid down beside me, placing my hand on his cock and taking my penis in his hand we both helped each other to another tremendous gut wrenching sensation. He came over often after that day. Surprisingly enough when my sister was not expected home and we would help each other out. He was kind, helpful and very, very informative. He would usually show me some new way he devised, or heard about, to jack-off. Without knowing it he gave me warm, wonderful memories that have lasted a lifetime. To this day I can't smell the roses scent of that hand cream without thinking about Chuck and my first jack-off session. My only regrets are that he was not the boy who I gave my first wet orgasm nor my virginity too. I would have liked him to have been those boys. Of course, those two boys were something else also. But those are two other memories I will share with you later. I hope you've enjoyed the story my first experience as much as I have reliving it. I would appreciate any constructive comments as I am considering telling more of my experiences. Your input would be greatly appreciated.