Date: Mon, 9 Jul 2001 23:39:29 EDT From: Centaur1020@aol.com Subject: The Caddie Disclaimer: This is a story depicting graphic homosexual sex. If you are underage, do not read this story. Do not read this story if you are offended by descriptions of sex between men. This is my first story. Any comments would be welcome. Email me at Centaur1020@aol.com. Flames will be ignored. There has only been one true love in my life - golf. I remember the summer of 1996 was unusually hot, and I was finally getting my golf score in the 80s. I had bought a new set of clubs and I was playing every weekend at least once. I tried to play at the medium courses so that it didn't get too expensive. Finally, in July, a friend of mine asked me to play a nice course west of Boston. It was a Saturday, and I'll never forget that day as long as I live. I was 24 at the time, and I kept myself in good shape. I was 5'11, medium build, and tanned from my time out on the course. I was working hard for a major accounting firm, so I was making okay money for my early twenties. My buddy Andy and I worked together at the firm, and we tried to get out and have some fun once in a while. He was quite the ladies man, but I kept carefully quiet about sex for reasons that shall be obvious soon. We arrived at the course and it actually had a bag drop-off area (usually a sign of a nice course). A young kid (in his teens) came jotting over with a big smile and started to take our clubs out of the trunk. His nametag said "Brian", and he was careful to say good morning while he put the bags on a cart. He turned to me and asked "Are you playing the North or South course today?" "I don't know," I replied, looking at Andy. Andy shook his head and told Brian that we needed to find out when we checked in at the Pro Shop. He nodded at this and then jumped in the cart and took off with the clubs. Andy and I headed to the Pro Shop and went in to pay for our round. The Pro Shop was nice and plush, so you could tell this place was going to be expensive. The guy at the counter smiled - his name was Arnie(of course) - and he told us the round was $65 each (not cheap in 1996). The unexpected news was that we couldn't use a cart. There was a tournament on Monday for the members, and the greenskeepers were watering the course in preparation. However, he told us that the caddies at the club needed some practice for Monday, so he wanted to know if we would mind taking a caddie for the round, no charge to us. Andy and I agreed immediately, thinking that a caddie could come in handy on a course we've never played before. We headed towards the first tee and standing next to our bags was our helper, Brian. He was smiling again as he watched us approach the tee. He announced proudly, "I'm going to be your caddie today, gentlemen, and it will be my pleasure to carry your bags." It was hard to believe that this kid was going to carry two bags for eighteen holes, but Andy and I didn't question him. We shrugged, smiled, and introduced ourselves to him. As we selected our clubs for the first tee, I took a good look at Brian for the first time. He was probably 16 or so. He was a bit shorter than I was, around 5'9", but a good build. He was thin, but not too thin for his age. He had light brown hair and a good tan - no surprise for a caddie. He had long arms and legs, but not lanky. He was wearing a white polo shirt with the club logo, which accentuated his tan nicely. He also wore tan docker shorts which rested nice and tight against his young, athletic ass. His eyes, a deep blue, sparkled as he described the first hole to us, advising us on which approach to take for the fairway. He had a friendly voice, and he was clearly into his job as a caddie. The round was moving along nicely, largely because Brian was able to tell us what to avoid - and there was plenty to worry about on this course. Finally, though, my ball went into the water on the 11th hole. Andy was laughing, but Brian was dismayed that my ball went off to the right - something he had forgot to warn me about. I wasn't worried, but Brian put down both bags and ran off to the right to get my ball. Andy turned to me and smiled. "This kid is dedicated! Look at him, running down there to get your ball. Give me a break - when I was 16 I was a total asshole." I laughed at this, imagining this to be true. Andy could be a prick sometimes, but we got along very well. However, the more I thought about it, the more he was right. Brian was just a nice kid - plain and simple. No attitude, no arrogance. He was definitely someone who had proud parents. I finally walked down to the edge of the water hazard and Brian was trying to grab the ball from the edge of the hazard - it had stuck itself in the mud on the edge. I saw Brian change his footing, and just as I tried to warn him to be careful, he slipped and fell into the water with a big SPLOOSH! At this point, Andy burst into hysterical laughter. I ran over to Brian totally appalled that he had fallen in and I was worried that he might have hurt himself on a rock or something. When I got to where he was standing, I saw that he was terribly embarrassed about the whole thing. He was thoroughly soaked, and his shirt and pants clung to his tight body. I couldn't help staring as I ran my eyes from his face down to his chest and then to his crotch, where the outline of a healthy teenage cock was somewhat visible because of the water. I thanked the golf gods for water hazards for the first time in my life. Suddenly, Brian was apologizing profusely. "I'm SO SORRY Jack, I didn't mean to fall in," he was totally embarrassed as he grabbed my hand that I had extended to help him out of the water. His hand was sopping wet, and as he landed on dry land he fell against me, and got me wet too. Andy was laughing so hard through the whole thing that he had to sit down. Brian was now so distraught that he had got me wet that he offered to run back to the clubhouse to get me a dry shirt. This I refused. "Relax, Brian, it's not your fault. It's only water. And besides, I needed that because it's 90 degrees outside." The relief on his face was so visible you could see him relax. I wasn't mad, and he wasn't in trouble. He smiled again and we headed back onto the fairway. We finished the round with respectable scores, and we headed back to the clubhouse again. It was early evening when we finished, and Brian and I had dried off by then. Brian told us we could clean up in the locker room if we wanted to because he could get us in. Andy begged off because he had to go out with his girlfriend that night. I, on the other hand, decided to take him up on it because even though I was dry, I still wanted to see more of Brian, and a locker room was my chance! Andy took off, and I ran to my car to grab my gym bag. I had a change of clothing, plus stuff for showering. I thought I could shower after sweating the whole day. Brian led me downstairs to the men's locker room, and it was as plush as the rest of the clubhouse! There were oak lockers, a nice rug floor, and two huge shower rooms. There was also a sauna, a Jacuzzi, and a pool on the other side. I followed Brian to the back area of the locker room where there were some metal lockers. "Here is my locker," he said, as he started to undress. I started to get excited. I might get a chance to see him naked! That would be worthwhile by itself. I looked around the locker room, and Brian saw me looking. "Don't worry, no one is around this late. I told my boss Jimmy that I would lock up down here. The only person left is the manager, Karen, and she doesn't come in here." I nodded and started to undress as well. Brian took off his pants, and he was wearing white briefs. He took off his shirt, and I almost stared open mouthed at a scar about five inches long on his left side near his ribs. He turned and saw me staring, and then smiled ruefully. "I got that bike racing with a buddy of mine in Maine," he said, running his hand along the scar. "I got it five years ago, and I can still feel the pain." "What happened?" I asked, staring at the scar, but also steeling a glance at his nice, firm ass. "I slipped off a bridge going 50 mph on a road bike, and I landed in a stream. When I landed, I cut open my side on a sharp rock. I needed 35 stitches." I grimaced at this, and he smiled and turned towards the locker. I had stripped down to my underwear also, but he dropped his briefs to the ground. He turned and continued to talk, standing in front of me, totally naked. I had to figure out a way to look without being obvious. "My mother practically died," he continued, as he looked back towards his locker. I stared down at his gorgeous cock, with the light brown pubic hair all around it. His cock was cut, and had a nice big mushroom head. The cock was probably 7.5", and it was hanging low against his leg. His tight stomach muscles were visible, and he turned again towards his locker and his ass was in view again. "I told her it was no big deal," he carried on, and then he did the unthinkable. He bent down to pick up his socks, and I saw his beautiful hole. I was so amazed at how gorgeous his ass was that I didn't know he was straight again and he had caught me staring at his ass. "What's the matter?" he asked, looking doubtful for the first time. I had to recover. "Uhhh, nothing, Brian, nothing at all," I responded lamely, and I turned away as my cock, which was half hard, was starting to point north on the compass. He walked towards the shower, and I followed him to watch his ass more. When we got to the showers, he turned on two heads and we each took one as he continued to talk about his injury. I couldn't concentrate anymore because he was so beautiful that I just wanted to stare at his body. I took a couple of side glances and his cock had grown a little thicker than before. I was captivated watching it grow, and I was getting harder. The problem was, I wasn't listening to him anymore - and he caught me. "HELLO!" He barked, "I asked you a question!" "Oh, I'm sorry, what did you say?" I asked, totally embarrassed. "I said, do you like looking at my cock?" he asked, smiling at me. At this point, I almost passed out in shock. Then he did an amazing thing. He looked down at my cock and then up at me. "You have a good one too," he said, smiling at me. I didn't know how to respond, except my cock did, as it grew to full mast. I was so hard it hurt. I was still soaping my body, but my eyes were glued to his now rock hard cock. He was clearly getting excited too, and I didn't know what I could do with him without going overboard. Brian provided an early answer. His right hand moved towards his cock, and he started to pump it slowly. The head was now full and large, and his balls grew tighter to his body. His long fingers ran along his cock gracefully jerking it at a slow pace, lovingly, like he's done it a thousand times before. Without knowing it, I had started to jack off in pace with him. I was fixated with his cock. He walked over from his showerhead and stood next to me, smiling shyly. His eyes invited me to do something more. I could tell he wouldn't make the first move, so I did. I slowly moved my hand over to his cock and took over the pumping motion. His cock felt bigger than mine (mine was about 7"), and thicker. It actually pulsed with excitement, and when I took over the pumping, his hand moved over to my cock to do the same thing. His touch was electric. It sent shocks through my body. I hadn't had sex in a long time, but I jerked off regularly. It had been a few days, so my balls were full and my cock was raring to go. He had a soft touch, gentle as he stroked my hard cock. I started to move my hips in motion, and he followed suit. I was worried that he might cum before I tried to suck him, so I decided to see what I could get away with. I pumped a little more and then I slowly got down on my knees, watching his face as I did so. His eyes went wide, but his smile grew wider. That was a yes - a YES! He wanted me to suck his cock, and his cock wanted me to suck it. It was now inches from my face, and I took control and slapped it full length against my face. It felt hot - steamy, and powerful. Here was the perfect cock - a teenage, full-of-cum cock ready for sucking. The water continued to stream down his body as I began to lick his large cockhead. It tasted good - clean and fresh from being washed minutes before. I began to lick and tease his large slit, and I looked up and Brian had tilted his head back a little with a look of total bliss on his face. I felt his hands rest on the back of my head as he held on while I began to open my mouth and take his cock down my throat. I wasn't sure how long he was going to last, so I decided to make my move quickly. I started to suck hard, and my hands ran up his back thighs to his firm ass. He had clenched his ass cheeks while I was sucking him, but he relaxed when I was massaging them. I slipped my middle finger inside the warm gap between his cheeks and I ran it along his crack. He stiffened for a second, and then relaxed as I sucked harder and harder. He started to moan a little, and his ass was bucking a little. I decided to finish the job with a bang. I took a risk, and I slipped my middle finger back along his crack and found his hole. I teased around the ring of his hole while I licked along his ballsac, and then I spread his ass a little and continued licking along the underside of his ass. I found his bud and then I sent shivers through him as I flicked my tongue along his hole. He shouted "OH MY GOD" as I sucked his ass, driving my tongue into his hole. That was too much for him. He grabbed ahold of my head and began to pant , "I'm going to fucking cum". "I'm REALLY going to cum," he warned a second time, as I finished licking his hole and made my way back to his iron rod. A this point I made the final move. I ran my middle finger back to his hole, found it moist and ready, and jammed it into his hot waiting asshole. His whole body jolted from the invasion, and I felt his asshole grab my finger like a clamp. I didn't think he could get any harder, but he was. I took the head back into his mouth, I heard him whimper a little, and then grunt. He jammed his 7.5" cock down my throat, held me head, and blew his 16 year-old load into my mouth. "I'm cummmmmmmmmminnnnnnggggg" He shot seven times, and I swallowed about five before cum started to cascade out of my mouth down my chin. The water caught the cum and splashed it down the drain. I kept lightly sucking on Brian for a couple of minutes while his cock grew soft in my mouth. I looked up and his eyes finally came back from being rolled up in his head. "Holy shit," he said, as he gave out a big sigh of joy. He was beautiful to see. His eyes were sparkling again, and he gently rubbed my wet hair as I licked off all the leftover cum off his balls. Water was still running down my chin as I stood up to admire him again. However, his eyes were not on me, but on my still rock hard cock. "Looks like we may have a problem here," he said, and he reached over and started to stroke again. I was happy to have him give my a hand job because I needed to cum so bad that I almost came when he came in my mouth. However, I was more than shocked when he stopped strocking me and knelt down in front of me. "You don't have to do this," I said, thinking that was the right thing (if not stupid) to say. Brian shook his head, laughed a little, and then took my 7" cock into his mouth. I shivered just like he did. He was so beautiful, but it too me over the edge to see this 16 year-old Adonis suck my cock. I had to warn him, and warn him quick. "Brian, I'm not too far off. I'm going to cum soon," I added. He nodded, but kept sucking. He wasn't an expert, but no slouch either. He sucked the head, like I had done, and the important thing was there was no teeth! He gently massaged my balls, and he also began to explore my ass. I decided I was going to cum like never before, so I wanted to do it right. Unlike him, I opened my ass a little to see what he would do. He took the hint and followed the open cheeks with his middle finger. I moved my body down a notch and leaned against his finger, and he took the hint again and jammed his finger in my hot fuck-hole. Oh man was that sweet. Instead of just letting my hole welcome him he decided to take it to another level and began finger-fucking my hole. This was too much, and I said so. "Brian - I'm going to CUM" I grunted, jamming my ass against his finger. He then took two fingers and jammed them home and I lost it. I tried to warn him, but he was stuck to my cock like glue, sucking like a hose. I came hard, one, two, three shots down his throat. He gagged a little, trying courageously to swallow the cum, but it also ran down his face. I looked down and my balls were resting on his chin, his fingers jammed up my ass, and I kept cumming. I saw his cock was hard again in between his legs, and he reached down and played with it a little while he was cleaning up my cock with his tongue. He stood up and smiled at me with cum on his teeth. "That was awesome!" I laughed, and I decided to kiss him, even though it freaks out some people who are not ready. I moved towards him, and he met me halfway and we kissed for about five seconds before he broke off. "Oh, I'm horny again," he said unnecessarily, as I felt the jab of his hard cock again hitting my stomach. "I need to cum again, can you suck me again Jack?" I smiled, but shook my head. He looked sad, but I took him by the cock and walked out of the shower area. He looked confused, but I dried him off and then I dried myself off. I went to the sink area and grabbed some hand cream and came back rubbing it against my hole. He stared at me, watching me closely, and I took his hand and brought it to my hole. He smiled as I pushed his fingers into my moist hole. I turned a little and exposed my entire hole and he began to finger fuck me even more, in and out, in and out. I told him to put three fingers in, and he did so. I could hear him jacking his own cock. I pulled away, and I got down and sucked on his hard cock again. He fucked my face for about a minute and I pulled off of him. I walked over and sat down on the bench in front of the lockers and began to lay back. I looked at him and smiled, "I saw this once in a video, and I always wanted to do this." He looked confused until I raised my legs and his eyes lit up again. He grabbed his cock and rubbed some of the cream over his cock. He pushed two fingers in my hole again, and I moaned. Three fingers and I was groaning for more. Finally, I felt his cock press lightly against my hole. "Please fuck my boy-cunt," I pleaded. He nodded, and then he pressed his cock further into my hole. I felt the large mushroom head pass through the ring and I grunted a little. He stopped, obviously worried that he was hurting me, until I reached around his ass and pulled it closer. He understood, and continued to push further. I felt a warm rush as his cock nestled itself in my tight boy-cunt, and finally I felt the gentle bump of his balls against my ass. Brian was in me all the way. I threw my head back and grunted again. "Fuck me, Brian, fuck me hard!" I shouted, a little too loudly. But Brian didn't need to be told twice. He pulled his cock back and began to piston in and out of my ass. I felt his cock hit my prostate each time as his long fuck-pole slid in and out of my moist hole. I was jacking my own cock as he rammed in and out. I felt him go deeper and deeper ever time until his cock was in my stomach. His hands were roaming my chest, playing with my nipples and also my cock. I took one of his hands and began sucking his fingers while he fucked me like a champ. He was lost in fuckland. His body was taut as he began to sweat. I needed to cum, but I didn't want to go before he did. Finally, he began to shake a little. His cock was jamming in and out, harder and harder, until finally he pulled out and in one pump began spewing his cum all over my chest. He was going seven and eight shots, two of which hit my face. I took the spewing cock and ran it all over my face while the last of the cum dribbled down my cheeks. I ran my finger along his hole and he pressed down on it and my finger slid into his hole. He grunted and finished cumming while I finger- fucked his boy-cunt. He grew weak-kneed by the whole thing, so he sat down on the bench. I need to cum, and I was close, so I stood up and walked over to him. He was still so horny that he grabbed my cock and began to lick all around it. I came instantly as I watched the cum splatter over his face, his hair, his eyes, and his throat. He took some in his mouth, some he spread on his cock, and finally he took two fingers and placed them against my mouth. I sucked greedily, feeling his tongue swirl around my sensitive cocktip. Well, we needed another shower after that experience. I stood up, also weak-kneed, and walked with Brian in tow back into the showers. We washed each other's bodies and played around for a little while before finally finishing up. We got dressed and went out into the parking lot. It was a beautiful summer night, about 75 degrees, and the sun had finally set. It was getting dark, and I had a long drive home. Brian stood at my car, after faithfully carrying my clubs to my car, and waited for me to finish packing the trunk. He looked confused, but happy also. I wasn't sure what he was going to say, so I was quiet for a minute. Finally, he asked me a question. "Jack, what was that all about?" he asked, with a genuine look of confusion on his face. I chuckled and said, "Brian, that was called paradise, at least for me. As for you, I hope you enjoyed it, but don't think about it too much, because you're 16, and your body is in control. The mind doesn't catch up for a while." I smiled at him, and he smiled back, so I felt a little better about it. Teenage years can get freaky, and Brian was such a nice kid, I didn't want him worrying too much about a freak incident. Then he surprised me. "Was I good?" Classic male question. Only a guy could worry about something like that in this situation. First male sex encounter and he was worried. Unbelievable. "No, Brian, you weren't good," I said, and he looked up at me with worry in his eyes, "you were FANTASTIC." He lit up like a Christmas tree, and I wanted to kiss him, but not in the parking lot. So, I shook his hand, and I turned to go. "Are you going to come back and play again?" he asked hopefully. I turned and saw him looking at me expectantly. "Sure, as long as I'm invited," I said, and smiled back at him. I couldn't let this kid get away without a parting statement for his own esteem. "Brian," I started, as he had begun to walk away, "you are beautiful, you know". He looked unsure, so I continued "I mean handsome, really good-looking". He stopped, stuck his hands in his pockets, and looked up at me with a shy smile. "Thanks Jack, you're not so bad yourself," he offered, with what had to be a big effort on his part. And to finish in a safe masculine way, he walked over again and shook my hand. I got in my car, started towards the exit of the parking lot, and I heard him call my name. I put the car in reverse and he came over to the window and handed me a card with the club address and phone number on it. "Call me at the club - I'll arrange for you to get a tee time, anytime," he said, looking at me with a big grin. "Don't forget," he said, as I pulled away. "No water hazards," I responded, and he laughed a big laugh. He tapped the roof of my car, and I drove away, with a big smile on my face. I would remember Brian for a long time. Comments welcome at Centaur1020@aol.com!