His Friends Brother

By Joel Rosenberg of N.J.

Published on Jun 12, 1992

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Having Fun With: His Friend's Brother - Written From S-Tek in Montreal: (514)597-2409

HIS FRIEND'S BROTHER Part 1 by Joel Rosenberg

I guess that I have been a crotch watcher of the male species for as long as I can remember, but the thing that I liked the best when I was in high school, was the sleep-overs that I had with my male friends. I really enjoyed time for bed .. the way in which all of us got ready for bed. There were some who slept in boxers, briefs, pj's and one who slept in the nude. At the age of 15, this was quite a sight. The boys were all in different stages of puberty and their bodies showed it. You could really guess a lot from the outline that their cocks and balls made in their under garments. Oh to be young again.

But the time that I remember real well happened when I was 17 and was sleeping over a school buddie's home after studing for a major test with him. By the way, he was reall good looking- 5'11", 165#, blond hair, nicely built - but his little brother was something out of the old sears catalogs. He was two years younger, 5'9" about 135# and sandy blond hair, no fat on his body that I had been able to see up til that night, and a face so cute, you could stair at it all day and have orgasim after orgasim, I thought about him a lot both before that night and even more after that night.

As I said, I was sleeping over in my friends bedroom, nothing happening between him and me - just sleep. In the middle of the night, I woke up and had to take a piss. I got out of bed, went into the hall and noticed that Bobby (my friend's brother) was not in his bed. I opened the door and went into the hall bathroom and got a real big supprise. Bobby was sitting on the toilet beating off to a porno magazine. Imagine the look on my face as I saw the object that I had been thinking about from time to time - it was now out and in full mast and the kid was really giving it a work out.

His face turned bright red as I hurried to close the door behind me. By that time he had stopped beating off and was looking to me for my comment. I mustered up all of my stamina and cooly asked him if he needed any help with that swelling problem that he was working on. He dropped the magazine and it fell open to a picture showing two boys in their late teens to early 20's doing a 69 (what a sight). He said that he wasn't sure if I could help him out any, but I was more than welcome to come over to him and try to help him out. And help him out I did.

I helpped him up to his feet and started to kiss him on that face and lips, while at the same time feeling my way down his stomach towards his crotch. Now, things that I had only thought about were comming true and unfolding before my very eyes. I started to rub and pull on his boyhood and it started to grow again. He started to do the same to me. I couldn't believe it. Then he told me that he had been waiting to be with me for the past year and a half. By now, we both had full boners and he had taken my briefs down to my feet and to my supprise, he started to give me the best blow job that I had ever been given to that time. I moved us both around and got down on the floor and I proceeded to lick my way around Bobby's crotch making sure that I licked his cock at least once in a while. The feeling that I was getting was better than getting high. I felt the tingle in my balls and started to take all of his boyhood in my mouth just as I started to cum. And Cum I did, more than I had cum in any one time before. By the time my cock stopped throbbing, I had brought Bobby off as well. His boy juice tasted great. I truned him around so that he was again face to face, and started to kiss him all over again.

I told him that we had to be quiet so as not to wake anyone up, especially his brother, my friend. He then got up, went to the medicen chest and got out a jar of vaseline and took it to me. I asked him what he wanted to do with it and he told me as directly as he could - to fuck the shit out of him. I told him that he would make too much noise and that I would do it to him later, but he said that he had been putting carrots and cuccombers up his shithole for three months now and knew that he would not make any sounds. Well, that was good enough for me. I had him lay down face up and put lis legs up on my shoulders. I then got a glob of the vaseline on my fingers and started to lube his butthole by sticking up his shute first 1 finger then two, then finally three. When all three fingers were up his ass, I started to rotate them around and glide them in and out of his ass as quickly as I could. When I saw and felt that he was ready for me to enter him, I pulled my fingers out real fast while attempting to spread them appart as I was pulling out. I then steadied my boy/manhood up his crack and at his back door. With one thrust I was in. I started slowly to rock back and forth. To my surprise, Bobby didn't make any noise. My rythem got faster and faster. I was rubbing and pinching Bobby's nipples and kissing him all over. Sweat was dripping all over us. Again I felt that friendly tingling in my balls, so I sped up my rythem and let loose with a few shots of jism up his ass. I was real tired now and just rested on Bobby as I pulled out of his ass. I lay there for a minuet or two and then we both got up, kissed eachother, dried ourselves off and I finnaly took my piss. We both went to bed but the future was going to be different for both of us now.

And it has been great ever since.

HIS FRIEND'S BROTHER Part 2 by Joel Rosenberg

Well, my first encounter with Bobby was great, I went to sleep with a smile on my face that night. When I woke up the next morning, Bobby was already out delivering the morning papers from his paper route. G-d, how great I felt. I felt like going out and finding Bobby and make love to him all over again. But, alas, I couldn't, I had to take a test in my second period class, I needed to ACE the test to bring my grade up to an A- average.

As we were leaving the house to drive to school, Bobby came home, and got me alone for a few seconds, and asked me to pick him up from school that afternoon--- I told him that I would!

I couldn't wait until the end of the day - when I would be able to pick up Bobby. The time finally came. I pulled up to the Gym entrance where Bobby was waiting for me. When he saw me he smiled and ran to my car. He couldn't wait to get into the car. As soon as he was in the car and we were pulling away, he reached over to me and kissed me on the cheek and said how glad he was that I came to pick him up.

I asked him where he wanted to go, and he said to the mall, so off we went, to the mall. We made small talk all the way to the mall and into the parking lot. We didn't talk at all about the night before. I walked him over to the food court, got some pizza and went over to a corner table where there were no other people around. After we sat down and started to eat the pizza I asked him how he felt about what happened between us the night before. He said that he was glad that it happened and that he wanted it to continue as often as it could. I told him that it could, and that in fact we could get together that very night. We both belonged to a high school youth group and there was a social that night and both of us were going to be at that dance.

I dropped him off at his house, went home and prepared for the night ahead of us. I put on my new slacks, shirt, sweater, shoes and socks. Oh yea, I also wore my new underware..pale blue bikini briefs. I put on my favorite cologne - GRAY FLANNEL by GEOFFREY BEENE. Topping off my wardrobe was the tube of lip balm (I thought I might need to lube my lips or something like that).

I got to the dance hall a half hour after it started, and went in to make my rounds with the guys and several of the girls. During that time I noticed Bobby talking to some of his boyfriends in a corner near the snack area. I smiled and waved at him and his friends and they waved back. I couldn't take my eyes off of him, he was beautiful and looked like a wet dream come true. I couldn't wait for the better part of the evening to arrive. I talked school with some of my friends and chapter members and then motioned Bobby to join our group and started to talk about some upcoming events of the youth group. We asked Bobby if he had any ideas of some functions that our chapter might run in the next three months and he said that he had a few but that he would like to talk to me about them now alone to get me input.

We went down the hall and when I saw that there was no one watching us, I walked him down a flight of stairs and unlocked one of the exercise rooms with one of my spare keys to that wing. The nice thing about that room was the fact that it was underground, the window on the door was blackened by paint and when the lights were on, you couldn't see any sign of light from the cracks of the door. No one would be able to find us.

I shut the door behind us and locked the door. I then turned him around and planted a big kiss on his lips that seemed to last 10 minuets. As we were kissing eachother, we were feeling eachother up like there was no tomorrow. We quickly disrobed and I got him to lay on his back and them proceeded to lick his body from his face all the way down to his toes, making sure that I ever-so-lightly licked around his dick and balls without touching them. Boy did he squeal! I moved into a 69 position ontop of him where we brought eachother off in a matter of a few minuets with him cumming first. Again, the sweet taste of boy juice. We started to laugh and then started to kiss each other all over again.

I started to tickle him all over and got him to turn around. I got my hands back on his firm ass and proceeded to play with his ass cheeks with both of my hands. He was moaning like crazy as I touched his rosebud of a butthole. I dropped some spit down his crack and worked my fingers around his hole with my now wet fingers and got one finger in his hole. It felt nice and tight. With my other hand, I reached my pants and got the tube of lube out of my pocket and squeezed some out onto his butthole. I now took another finger and pressed it into his hole as well. I kept twisting the two fingers in his hole for a few minuets so that his rosebud would be able to take my cock a second time in two days. I pulled both fingers out of his hole with a pop and then shoved three fingers back in. Bobby let out a yell that I couldn't muffle completely. I then fucked him real good with the three fingers that were now in his hole. I twisted them around, pulled and pushed them in and out of his asshole for 5 minuets. I then propped him up onto his knees and took my fingers out of his ass, and quickly replaced them with my manhood and proceeded fuck him like there was no tomorrow, I also reached around his little waist and took hold of his now steal hard boyhood and jerked him off to the same beat that I was plowing into his ass. After 20-25 strokes, we both shot our loads at the same time. I turned him over and kissed each other again. I reached up to the table and pulled off the cloth and used it to wipe us both off. As I did that, we talked and I found out that Bobby had played around with one of his friends before but they never went as far as he and I did tonight, not to mention the night before.

We got dressed and left the room making our way back upstairs and into the dance room. We went back to our own groups and enjoyed the rest of the night with our own clicks, pausing to glance at each other to grin. This went on between the two of us at each of the functions for the next four months until one night at a group sleepover .......

HIS FRIEND'S BROTHER Part 3 by Joel Rosenberg

The meeting was boring, and I wanted to see it end now. But, I was enjoying the current topic...the sleepover with another chapter at Jeff's house next week. I knew that this would be another great chance for me to enjoy Bobby. I was eager to volunteer my VCR and become the chairman of the committee to organize the evenings events. I knew one of the events that I wanted to plan! Bobby and Rob joined the committee and it was decided that we would get together Saturday night at Robs house, his parents would be away for the weekend.

Saturday I went to video store and rented a few films that I wanted to show Rob and Bobby that night, so that we could vote them in for the sleepover. A horror film, a comedy and, a bloopers and out takes from X-rated movies. When I got home it was 3:10pm and I had to shower and shave and get ready to go over to Rob's house by 5:30pm. I packed my sleeping bag, pad of paper, two pens, a few game books, a change of cloths and my lip balm.

When I got to Rob's house it was 5:20 and I had to wait a few minutes as he was walking his dog. Bobby was dropped off shortly after I got there. G-d, I wanted to rape him right there and then. He was wearing skin tight shirts and shorts. His hair had just been cut a few hours before. I smiled as he came up the steps and told him that he looked real hot in that outfit. He said that he wore it just for me. At that point, Rob walked up the steps with his dog and let us into the house. Within a couple of minutes we had our gear stowed away and were thumbing thru the yellow pages to order dinner. During dinner we started to watch the movies that I brought over. We only watched 10-15 minutes of the comedy and horror movies, but when I showed them the bloopers and out-takes film, our interest was so great in what was on the screen, that we watched the entire tape. There were some great shots of both male-female sex as sell as male-male sex.

In the bloopers file, we saw a scene where a man was draped over a table dressed in leather and secured to the table with his ass face up and fully exposed. We then saw a lady dressed in leather come up to him and insert a small dildo on a strap into his mouth, and started to play with his ass. I was watching Bobby's lap and noticed a slight bulge that was increasing, I also noticed Rob's now present bulge. I thought to myself that this night might not turn out so bad after all. The lady in the scene bent down to lick the man's asshole when he farted! There was a lot of laughing and the lady got up and started to slap his ass and told him to stop that shit or they would not be able to continue the taping that afternoon. The three of us started to laugh also. The scene continued after the lady took a washcloth and washed his ass. She kissed his asshole and got a vibrating buttplug. She told him that she would get him so hot that he would beg her to let her do whatever she wanted to do with him. I was getting hot and fidgety as I saw her insert the plug into his butthole and watched her turn on the vibrator. I looked over at the boys and saw that they were both rubbing their dicks thru their shorts, just as I was thinking of doing.

I got up and turned the vcr off and asked them if they thought that those films were good enough for the sleepover. I wasn't surprised to fine the answers to be that I had great taste in pictures. I just smiled and told them that we had a lot of work to do before we went to bed. We planned the entire event, even when we would see what film. It was decided that we would see the bloopers and out-takes film as the last thing before sleep. I told them that we were going to need to bring a lot of tissues for the sleepover. Rob asked me what I meant , and I told him that if we see the film and then go right to bed, there would be a lot of hardons that night and I would be surprised if there weren't going to be a few of the boys wanting to beat their meat. I told them that if I didn't stop the tape when I did, that I wouldn't be able to control myself and that I might have taken out my meat and beat. Bobby said that he was feeling the same way. Rob said the same thing. My mind started to race as to how could I have some fun with Bobby tonight and also was wondering if I could convince Rob to join us. I had to think fast!

I knew how I could do it! I asked them what in that movie got them so hot? (Boy was that a good question!) Bobby just smiled while Rob started to laugh. What's so funny? I asked Rob. He said that he was laughing because he could see himself in the guy's predicament where a young lady was probing his ass with a vibrator. Bobby said that he could see himself putting the buttplug into someone's asshole. I just smiled, as I saw an opportunity for the three of us to get together for some real fun shortly. Rob then asked me what my feelings were on the subject and I responded by saying that I would enjoy either activities and would be more then willing to show him if I was dared to. Rob laughed and Bobby said that he dared me to stick something into Rob's asshole. I said that I would only do it if Rob wanted me to, and I didn't want him to think that we would call him chicken if he didn't let me do it to him after he had already stated that he would like to have something stuck into his butt. Rob said that it was ok just so long as we didn't say anything to anyone else about what we were going to do tonight. I said that that was fine with me as I didn't want any of my friends to think that I did it bercause I was queer. (I maintained a straight image to everyone until I was out of college 5 1/2 years later)

The three of us then ran upstairs and prepared for the fun of the evening. We got the two mattresses off of the two beds in his room and put them onto the floor and got ready for bed. We got undressed and I got out my lip balm. The three of us already had hardons. I had Rob lay down on the mattress with his rear-end face up. I then put a glob of the lip balm on my fingers and proceeded to grease up his asshole. I put my thumb on his hole and proceeded to apply pressure and with a loud moan from Rob, my thumb went in. I started to twist my thumb around in his ass. Bobby got in front of Rob and as Rob continued to moan, Bobby stuck his cock into Rob's mouth. I then took my thumb out of his ass and then inserted two fingers into his ass and reached around his waist and then started pump his cock back and forth just as I was pumping my fingers in and out of his ass. After 3-4 minutes, I heard Bobby moan that he was about to cum. I quickly pulled my fingers out of Rob's ass and inserted my cock. Rob let out a muffled scream as Bobby's cock was still in his mouth. As a result of the muffled scream, Bobby came.

After Bobby came, he pulled out of Rob's mouth and I began to pump my cock in and out of Rob's ass with a fever. Bobby moved under Rob's body and pushed my hand off of Rob's cock and put Rob's cock into his mouth and proceeded to give Rob a return blowjob. Boy was Rob moaning now. Bobby reached under Rob and started to finger my balls and ass. After a minute of that I came inside Rob's ass and continued to pump away for another minute or two until Bobby got Rob to cum into Bobby's mouth. After Rob stopped moaning, we pulled apart any lay side by side on our backs and just looked up to the ceiling for a couple of minutes until Bobby spoke.

Bobby wanted to know from us what were we going to do next Saturday night at Jeff's house after the three of us see that video again. Rob looked at me and I looked at Rob and then we both looked at Bobby and laughed saying that we were going to have to find a way to be alone sometime later on that night.

Shortly thereafter, we fell asleep. I woke up with a tingling feeling in my groin area and moved my hand to my cock and found Bobby's tongue licking around my cock and then he moved up my body and gave me a french kiss that lasted for 1 or 2 minutes as he eases his ass over my now hard cock and proceeded to sit on my cock so that it had no choice but to slide into his asshole. Once it was in, Bobby started to buck up and down on my cock making me cum in only 30-35 strokes. I fell asleep while he was still on my cock. I awoke the next morning to find both Rob and Bobby asleep, and to my surprise.. Rob's cock was in Bobby's ass. Both boys had nice smiles on their faces. I got my clothes and a towel and started to take my shower.

A minute after I got into the shower, the curtain opened and in stepped Rob. He told me that he didn't want to waste the water. I told him that I didn't mind and that as long as he was there he could wash my back.

HIS FRIEND'S BROTHER Part 4 by Joel Rosenberg

I learned two days later from Bobby, that he and Rob had set me up, because Rob wanted to have sex with me, and since he and Bobby were very close, Bobby agreed to help Rob. As you might expect, I was surprised but not angry. I just smiled at Bobby when he told me about it. Besides, I had a hell of a lot of fun, with the both of them !!

Bobby and I weren't able to get together again for some mutual fun until the night of the big sleepover between our chapter and another chapter. That hole week, I was planning on a way in which I would be able to get Bobby away from the others so that I could enjoy the sleepover the way I wanted to.

The day of the sleepover I spent most of my afternoon on the phone talking to several members of both chapters letting them know both the location of the sleepover, and being a good co-ordinator, getting car-pools together so that everyone that wanted to go to the sleepover - but had no way of getting there - now would have a way.

As I got ready to go to the sleepover, I got all of my gear together, a change of clothes, towel, soap, brush, flashlight, bandanas, movies, VCR, rubbers, bathing suit, tube of KY, and my notebook of the agenda for the sleepover.

I was the first one to arrive, and made all of the pleasantries with the parents, and then proceeded to help set up for the sleepover. Ten minuets later Bobby got to the house and pulled me aside, asking me what I thought of the sleepover, and how we could get away form the crowd, to be alone, so that we could have some fun. I answered him by grabbing at his dick and giving it a little tug, and told him that we would get together after everyone got prepared for sleep. I also told Bobby that I couldn't wait till then.

We were all having a lot of fun between the pool table, swimming pool, and the video games in the house. Bobby and I got to have a few quick gropes in the pool when no one was watching. I had already figured out a way to get him that night. The pool cabana would be a great place to sneak away from the remainder of the group. The rest of the night went on without a hitch. I was glad to see the time going fast. Now was the time for the video tapes. I couldn't wait for the third one to be shown.

The first two movies went along without a problem. When it was time to rewind the second one, I told them all to get ready for sleep, 'cause after the third tape we were to go to sleep. Here I was, in the basement of a 15 year old, with 45 other kids aged 13-17 years old getting ready for sleep. As we were taking a stretch and changing into either briefs or pj's or shorts, my eyes were kicked into overdrive. Most of us were only in swim trunks and maybe a shirt. I was sitting near Bobby and I saw his eyes feeling out the room as well. G-d were there some great looking legs, ass's, chests, and cocks in various stages of length, color, thickness, and were ranging from completely soft to slightly hard, with an exception or two, as were noted be two or three kids in the room. It was a good thing that I am a quick dresser. I quickly put on my briefs and shorts, so that I wouldn't bring attention onto myself. But g-d was I hard. Just looking at them all, and the third movie didn't even start.

Once everyone had settled down, I started the third video (X- Rated Bloopers and Out Takes). As the video went on, I was watching the crowd for reaction, from head-to-toe. I wasn't disappointed, as my favorite scene was on, I heard a lot of groans and saw a lot of movement from the other kids in the room. I noticed several tents pop up from some of the boys near me. I didn't say a word, but was enjoying both the view on the screen as well as the view in the room. During the last 20-25 minuets of the video, about 5 guys needed to go the bathroom real bad! And from what I could see in their briefs and in one pair of shorts, they could have used my talented mouth and hands in stead of their own hands in private.

The video's were a great success and the guys really liked the last one. I could see the restlessness in several of the kids. I know, because I was very restless myself. As usual, when we were all together, and a little horny, many comments were made about the last video that we saw, and some very derogatory comments about homo- sexuality came out. I tried not to pay attention to the comments, and was able to keep my own thoughts just that, to myself. The lights were all turned off and we finished moving around with our sleeping bags and settled down for the night. I chose a spot0rVght .YQ"== e; Since there were many guys there, it wasn't strange to notice that our sleeping bags were not just close together, but they almost touched. This, in the dark, proved to be a very nice inconvenience. Our hands were able to move between the two bags without detection.

We were both hard as rocks and I was getting real antsy about getting to the cabana, and I could tell that Bobby felt the same way. There hadn't been much noise now for about 20 minutes, I made my move, I got up, and with the excuse of going to the bathroom, I made my way upstairs and went to the back door to unlock it. I only had to wait two minutes, as Bobby was able to also make his way upstairs. We went outside, and shut the door. I led him, to the cabana, by his hand and once inside I planted a big wet french kiss. It seemed to last forever, all the while, my hands were rooming all over his back and then trailing down into his briefs, cupping his sweet firm ass checks. When we broke free of the kiss, I asked him to excuse me for a minute and went out of the cabana and went behind it to get a few items that I had planted there earlier in the evening. When I came back into the cabana, I was greeted by the very naked, very lovely, shapely figure of a boy, with whom I was crazy about, lying face up on the bench. He started to laugh as he looked into my hands and saw the KY, some condoms, and a few bandanas. I quickly took off my shorts and went over to him. I had waited four days for this, and I was not about to rush it.

I bent down and gently kissed him on his lips and then started to kiss him down his neck, and onto his chest. I lingered around his small nipples as I flicked my tongue out at his nipples and then pulled into my mouth one as I started to suck it rather wholeheartedly until he started to moan loudly and begin to whimper a little. I then let that one go and started all over again on the other nipple. G-d was he cute! After he started to whimper again, I let that nipple go, and then let my tongue trail down to his belly-button. When I got there, I put my lips onto his button and then gave him a raspberry right on his belly-button (a friend did that to me, and I just loved it!). I then started my decent down thru his peach fuzz of pubic hairs and taking in the man-boy scent of his pubic area. A scent that today still drives me crazy.

As I got to his hard-as-a-rock boy-cock, I blew on it up and down, letting Bobby moan and moan from the feeling that I was giving to him. I thin licked around his boy-cock, but not onto it. When I got to his ball sac, I sucked in one and then the other ball so that in a minute I had both of them into my mouth. I then started to HUM the STAR SPANGLED BANNER (if you haven't done it or had it done to you, you should do it real soon). After the first 20 seconds of that he started to moan and move around. In 2 minutes he popped. His boy juice spilled into the air. I quickly let his balls go and was able to catch a few drops onto my tongue, the rest I licked up. I then got ontop of him and we went at it in a 69 for about five minutes after he popped again and I popped.

I then turned around and frenched him for a couple of minutes. Then I turned him face down and started to lick down his back and down his crack, resting my tongue on his crack. I started to flick my tongue in a circular path at his butt-hole then without warning, I stuck it up his chute, and moved it left and right. With my free hand I got the KY and brought it up to where I was working. I took my tongue out and replaced it with a finger full of KY. I moved it all around his hole and then gently worked my finger into his butt. When I felt that his hole was well lubricated, I went around to his face and let him lick and slobber on my cock, then I gave him a rubber and had him put it on me.

I then went back to his rear and got up onto the bench, aimed my cock at his dark cavity and then just that quickly, I entered him. He let out a loud gasp, so I slapped the back of his head yelling at him to be quiet else others would hear us and find us out. He laughed and said that he was sorry. I just kept banging away at his ass, twisting my hips, and moving back and forth and up and down. It felt real great. I soon popped in his ass and then real fast pulled out with a pop! Bobby sucked in air right away. I got up, pulled the rubber off of my cock and went around to Bobby's face and let him lick my cock clean.

I reached down and picked up two of the bandanas and started to wipe Bobby down, and he got two and wiped me down, but before we got too far, we both got hard and then went to pulling on eachothers cocks until we erupted yet again. Laughing all the time, we gathered up our gear, and got dressed. We slowly went back into the house and one-by- one made our way downstairs to where the rest of the gang was sleeping. We made our way into our sleeping bags and with a smile on our faces, we went to sleep.

I woke up into a lot of confusion, there were three kids jumping onto us, one of them was Bobby. As they jumped on me I could see and feel Bobby reach my cock and give it a quick feel! I started to wander what today was going to bring................

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