Date: Tue, 17 Feb 2004 09:53:32 -0600 From: Paul Wilson Subject: WHORING FOR MY BROTHER It all started when I was 11 and my brother was 15. We were very close. He was always very considerate of me, and I looked up to him as my role model. We shared a bedroom upstairs; the only room other than a bathroom up there. We each had our own beds. I always enjoyed sneaking peeks at him when he dressed. He was into puberty, but only had a little bit of hair above his penis. Since he didn't mind if I saw him, I saw a lot of him. And him me. I knew nothing about sex at that point, but I did know it felt good to play with my penis. I never did it long enough for anything to happen, but I liked the warm tickling sensation. I know my brother did, too, since I saw his hand in his pants many times. I became aware of a gentle rustling over in his bed at night, and a rhythmic sound. At first I didn't pay any attention and just went to sleep, but one night I got interested and watched in the dim light that came in the window. I could see his sheet moving over his crotch and heard the now-familiar rhythmic rustling. The movement sped up, then I heard a gentle sigh and heavy breathing. He lay still for a minute, I heard a little rustling, then he rolled over and went to sleep. I didn't know what he was doing, but felt sure it was something to do with his penis, and the way he was so intense at the end, I figured it must have felt good. I watched him several nights like that, and finally go so curious I had to find out what he was doing. So when we went to bed that night, I asked him what he did in bed after we turned out the lights. He didn't answer for a while, so I prompted him again, saying we never kept secrets from each other. Finally he whispered, "OK, come over here and I'll show you." I got up and tiptoed over to his bed, and he held the blanket up for me to crawl in. I found to my surprise that he was naked. We both always slept in our underwear, so he must have taken them off under the covers. "Here, take these off and I'll show you," he said as he snapped the waistband of my underwear. I slid them off, and he reached for my penis, fondling it gently. That felt really good, and I relaxed as he played with it until it got hard. It was only about three inches, an inch or so smaller than his. "This is what I've been doing," he said, as he started to rub his hand up and down my boner. I was flat on my back, and he was laying on his side facing me as he pumped on my little tool. "This feel good?" he asked. My answer was a simple "Uh huh." As he continued to stroke me, he scrunched forward and began rubbing his penis on my thigh. It seems he was enjoying this, too. I started to feel something was about to happen, and the sensations in my crotch became much stronger. Suddenly it hit me: My first orgasm. My brother stopped stroking, but held on tight, just moving his fingers up and down my boner very slowly as I throbbed in his hand. I was feeling something so wonderful, but didn't know what it was. I wanted it to last forever, but of course it ebbed away as I panted for breath. Meanwhile my brother let go of me, using his hand to hold his penis harder on my thigh, as he both humped my leg and stroked his penis. He did that for about a minute, then stiffened. He held his breath, and suddenly I felt his penis pulsing, and a warm wetness seeped out onto my leg. I knew he was having the feeling I had just had, and I was happy for him. I didn't know what the wetness was all about. Somehow I knew it wasn't pee, but had something to do with the feeling. My brother collapsed onto me, breathing hard. It took a couple of minutes for us to be able to speak. He reached for his underwear, and as he was cleaning up my leg and his penis, he asked how I had liked that. I told him it was really neat, and asked if we could do that again sometime. He said sure, and I went back to my bed. Well, the sometime became the next night, and the next, and we began playing around a lot. We alternated between jacking each other off and rubbing on each other until we orgasmed, and it was a very special thing for us both. Our family never had much money, so my brother had an idea. He had several friends that he spent a lot of time with. Often they'd go into our bedroom and lock the door for a half hour or so. I didn't know what they did in there, and respected his privacy, but the fact that they were secretive about it and always came out looking relaxed and spent, I figured it was something like what he and I did at night. Since my father and mother both worked, we had nearly every afternoon without adults, so he could do that whenever he wanted to. Sometimes when he didn't have friends over, he and I would go in there and do things together. But when he did have friends over, I'd fantasize about what they were doing in there, and masturbate in the living room. Sometimes I'd sneak up and listen at the door, but all I could hear was rustling and heavy breathing. One night my brother looked really serious, and seemed to want to ask me something. He beat around the bush for a while, but finally came out with it. He said one of his friends said he'd give him $10 if I would do things with him like we did at night. I was surprised, and didn't know what to say. He said if I agreed, he would be right in the next room to make sure nothing bad happened, and that he'd share the money with me 50-50. It never occurred to me that it was a little odd that he'd be getting half, when it was me who was going to be doing everything. But the prospect of a little spending money, and that it sounded like fun, made me agree pretty willingly. My brother made the arrangements. His friend was to come over right after school the next day. I looked forward to it with a little trepidation, and when the time came, I was a little scared. His friend came right on time, and he looked nervous, too. It was obvious he had never done anything like this, other than, of course, with my brother, but that was different. They were the same age. We went up to the bedroom, and my brother hung out in the bathroom. I stood facing his friend, and we both stood there looking like fools not knowing what to do. I finally broke the ice by suggesting we should take our clothes off, and started by pulling my shirt over my head. He did the same, and pretty soon we were both stripping, watching each other as we did. He was more developed than my brother, but not huge. I was starting to get over my nervousness, and he was, too. He said, "You are so cute." "Thanks," I replied, as he walked closer, and began to hug me. As he did, I could feel him harden between us, and I got hard, too. His penis was pressed into my stomach, and I was rubbing mine on his leg. He felt up and down my back, and played with my butt cheeks. It all felt so good. He then got behind me and hugged me that way, and played with my penis a little. His was poking me in the small of my back. We then went over to the bed and lay down. His hands were all over me. Soon he was masturbating me, and it didn't take long for me to come, with a dry orgasm. He seemed to like that, and as soon as I recovered enough I took over his penis, and stroked him to a very strong orgasm. I watched with interest as ropes of semen shot out of his penis all over his chest and stomach. I was now used to seeing my brother ejaculate, but this guy shot so much more. Afterwards we lay in each other's arms for a few minutes, and he said he really enjoyed that. He told me he'd wanted to do something with me for a long time. I asked him why, and he said because I was so good looking and sexy. I was a little embarrassed by that, but felt proud. Finally we got up, cleaned up, and got dressed. When he opened the door, my brother was standing there, and asked if everything went OK. I think he was concerned for me. I said it had been fun, and his friend said, "That was the best." He handed my brother a ten dollar bill, patted me on the bottom, and left. My brother promptly went into our room and got a five dollar bill out of his dresser and gave it to me. Then he asked if I wanted to do that again. "Sure," I said, "That was pretty neat, and a pretty good way to get $5." The next time was two days later, when another of his friends came over. The scene was pretty much the same, except he liked to roll around naked and rub himself on me. That was fine with me, since I liked that, too. Well, I was used by five of his friends. Two of them only did it a couple of times, but the others were pretty regular. Most weeks I'd have three customers, and once in a while I had more. I was earning a lot of money, and having fun doing it. My brother didn't know it when I first took it up my bottom. There was this one friend who I liked a lot. He was always so gentle, and treated me almost like he was worshipping my body. I liked that. What he liked to do was to lube up my butt crack while I lay on my stomach, and rub himself off in it. It felt good to me, too, and I liked the feeling of his semen squirting out into my crack and onto my lower back. After he had done that with me several times, I got to thinking about taking the next step. I had heard of butt fucking in school, where kids kidded about things like that. I didn't know much about it, but I knew it felt neat when I put my finger in there. So one day when he was rubbing in my butt I whispered to him, "You want to put it in me?" He stopped, and there was a moment of silence. "You want me to do that?" "Yeah, I've been wanting to try it. If you go slowly I bet it'll work." "OK," he said, sounding eager. He put more lube on his penis and lay on top of me, using one hand to try to place the head of his penis at my hole. He was having trouble getting the right angle, so I said to hold on while I got up on my knees. That seemed to do the trick, and he found my hole easily. He put his head up against it and pushed gently. I could feel it pop in. It hurt a little and I told him to wait a bit. Then I pushed back on him, and his penis slowly slid in my bottom. "Oh man, that feels good," he sighed. I told him to go ahead, and he started stroking in and out, slowly at first, then speeding up. He did that for about five minutes then tensed, and I could feel him pulsing in my bottom. He was moaning in pleasure, and was all tensed up, then he relaxed and fell down, pushing us both flat onto the bed. He was still in me. "I've never felt anything so good. You OK?" "Yeah, that felt good for me, too." We relaxed for a minute, then he turned me over and jacked me off with one hand while he put a finger into my bottom, which was still lubed. I came really well, and then we cleaned up and went out to meet my brother. I didn't say anything at the time about what we'd done, but that night I told him, and said he could do it to me if he wanted. He was eager, and he came into my bottom that night for the first time. I tried to do it to him, but my penis wasn't long enough to get into him, so it was about two years before I could do it successfully. Over the next three years we made a lot of money. The regulars all eventually started doing me in my bottom, at some point oral sex was introduced, and occasionally my brother brought a new acquaintance over for a go at me. I never minded all the action - it felt good, was exciting, and kept me in spending money. I found the newcomers exciting, since everyone did it differently. And part of the deal they made with my brother was that they had to make sure I got off during each session, so I enjoyed the variety. I remember one guy who was best at sucking me off. He did it like he really enjoyed it, and would slide his finger in my bottom and move it around. That felt really good, and I'd come in his mouth. That was the best. There was only one adult ever involved. He was my brother's soccer coach. I found out that he and my brother had done some stuff in a motel room while on a soccer trip, and somehow my name came up. The coach asked if he could come be with me, and my brother told him he'd have to ask me. When he did, I said OK because I was curious about how it would be with a grown man. My only stipulation was that if his penis was big, he couldn't put it in me. I was afraid it would hurt too much. The agreement was made, and my brother charged him $50, which I now think was a bargain, but it seemed like a lot to me at the time. When he came to the house, he was so excited he was shaking. We wasted no time with niceties; I led him to my room. He wanted to undress me, and did so very slowly, enjoying himself. He told me he'd never been with such a young boy before, and was nervous. I told him I'd never been with a grownup before, but was willing to try. Mostly what he wanted to do was feel me and rub around on me. He sucked me long and gently, and I came in his mouth. When he was ready, I lay on my stomach and he greased up my crack and lay on top of me, rubbing in my crack. He didn't even ask if he could put it in me, and I would have said no if he'd asked. When we were done, he hugged me and thanked me for such a good time. He said it was the best sex he'd ever had. My whoring for my brother ended soon after that, because he went off to college. I never did any more, other than with him when he came home from college. Those were very pleasant, private visits. The only exception was the soccer coach. I met him at the park one day, and he looked like he was afraid to talk to me, but I went up to him, shook his hand, and said hi. We talked a little, and he seemed to be getting up the courage to ask me something. He finally did; he asked if I would like to do it again. I said OK, and told him he could come to my house any day right after school, and I'd take care of him. He came the next day, and we rolled around and had sex play for two hours. He came twice, and so did I. He came over about once a month from then on, all through my high school years. Now, though, I got to keep all the money for myself. This story is true, as related to me by a friend in college. He told me all this over a period of time. I could tell he was aroused by recounting his experiences, and of course I was at hearing them.