Date: Sat, 13 Oct 2001 08:42:52 -0400 From: Jack En Subject: Tony's First Time I was driving to Pleasantville, the city up the road about a 40 mile trip, and picked up a young 15 year old hitchhiker. He had blond hair, and was very good looking. I was drinking a cold beer from a 12 pack that I had just bought before stopping for the young man. "Would you like a beer?" I asked. "There's a sack full in the back seat.. Help yourself." "That would be great," he said, and turned and knelt on the seat so he could reach into the sack. His ass looked great as he leaned over the seat. We chatted about school, and his interests, which included cars, computers, and girls. He was very relaxed, and seemed totally at ease as we drove up the road. We each had two beers, and I remembered how much a couple cold ones affected me when I was 15. I pulled into a small rest area, and said, "I don't know about you, but I have to take a leak. These beers just go right through me." I turned off the engine, and told him I was sure nobody would care if we went into the woods and relieved ourselves. He followed me down a well worn path, and I kept going until we were about 50 yards into the woods. The car was barely visible from there. "This should be OK", I said, and unzipped my pants. He followed my lead, and we both pulled out our dicks, and proceeded to piss all over a large oak tree. I looked down, and he had the nicest looking dick. It was big for a kid his age, and had a pretty head. I finished before him, and after shaking off the last dregs of piss, continued to stroke my cock. It was getting hard as he finished pissing. I could see that he was looking at my dick, and I saw that his twitched a time or two. He shook it, and put it away. He stared at my cock, and I shoved it back in my pants, but I knew that he was well aware of my interest. When we got back to the car, I cracked open a couple more cold beers, and handed one to him. He had told me that his name was Tony, and that he was in the 10th grade. I asked him if he smoked, and he said that cigarettes made him sick. "It wasn't cigarettes that I was talking about," I said, and opened the glove compartment where I had a little box that holds joints. I shook out a joint, pushed in the lighter, and said, "I like to get high sometimes." "Me too", he said, "But I didn't think I would find a joint on the way up to Pleasantville." I took a couple of tokes, and handed the joint to Tony. He drew a puff deeply into his lungs, and I started up the car. We continued to pass the joint back and forth as I drove up the two lane highway. It wasn't long before we both had a nice buzz. "Boy, that's nice smoke," he said to me as he finished the last bit of the joint. We talked a bit about girls, and Tony admitted to me that he was still a virgin. One girl had given him a hand job, but that was the furthest that he had ever been. I asked if he had ever had a blow job. "No, not yet." "Jesus, a cock as nice looking as yours just crys out for a nice blow job", I said, putting my hand on his thigh, and sliding it up over his dick. I squeezed a bit, and then took my hand away. He didn't move, and I knew that if I had patience I would be in his pants in short order. "I'm lucky", I told him. "I go both ways. When I don't have a woman to be with, I like to make it with guys as well. This way, I have double the opportunity to have a good time." "What do you do with guys?", he asked. "Well, I like to play with a nice cock, and sometimes I like to suck cock as well. Didn't you ever jack off with a friend?" "Yes", he admitted. "My friend Bill and I have sometimes played with each other's dicks. But I don't think I would like to suck someone off." "Gee, you only have to do the things that you really like to do." I explained. "One of the nice things about being with a stranger, is so you can really let yourself go, and not have to worry about later. When you are with a buddy, you always wonder if he will say something." I told him about the first time I ever had sex with a guy. I had been swimming with a neighbor. He was about 35, and I was 15. When we finished, he suggested that we take a shower and wash the chlorine off. He had an outdoor shower and cabana in the corner of his yard. While showering, my neighbor got a huge hard on, and just looking at it made my dick start to grow. He finally reached out and took my cock in his hand. "Looks like you have a pretty big problem", he said. He continued to stroke me for awhile, and soon I was sticking straight up in the air. My dick head was almost touching my stomach. I didn't know what to do, but when he suggested that I see how his cock felt, I was only too happy to comply. I wrapped my fist around his huge cock, and started to slowly jack him off. It wasn't long before we were seriously jacking each other off. I shot a huge load, clear across the shower and against the wall. I kept cumming and cumming until I thought I would faint. "Please don't stop, I'm almost there," he pleaded. I continued to jack him off, and suddenly his cock started to jerk in my hand. I watched closely as he shot a load of cum. More and more cum kept coming out of his big dick, and it was running all over my hand. I continued to pump, until all of his cum was out. Jesus it was good. I told Tony that over the course of the summer this guy and I got together several times. We escalated our play until we were both sucking cock. He promised me that I would be able to fuck his wife, but that did not happen. He did show me some Polaroid pictures of her in the nude. I glanced over at Tony, and could see that there was a definite bulge in his Levi's. My story was getting to him for sure. "It looks like you have a real problem", I said, reaching over and placing my hand on top of his cock bulge. I squeezed his dick, and started to stroke up and down over his thighs and cock.. He spread his legs a bit, giving me better access to his balls. I knew he was hooked. My fingers unbuttoned his Levi fly button, and I said, "Let me see what it looks like, Tony." He unzipped his jeans, and pulled his white cotton briefs and pants down almost to his knees. His cock was great. It was about 6-7 inches long, and surrounded by silky blond hair. His balls looked like walnuts, nestled in the hair. It was standing straight up, and throbbing slightly. I could have taken his pulse by the steady little jerks that his heart beat caused. My hand wrapped around Tony's man shaft, and I squeezed it gently while pumping up and down. I had a difficult time keeping my eyes on the nearly deserted road, while my attention was focused on Tony's raging hard on. I knew that I had this young good looking blond completely, and he was going to be totally mine soon. We were approaching Pleasantville, and a plan started to form in the back of my mind. I had to be bold and firm, and needed to take total control of this tenuous situation. Squeezing firmly, I rubbed my thumb over the head of his dick and felt a drop of pre cum. It made his cock as slick as oil as I rubbed his cock head gently. "This is going to be your lucky day", I said. "I am going to get us a motel room, and you will soon feel what a great blow job feels like. You are going to go out of your mind with pleasure. But you better put your dick away for the time being." As Tony zipped up his Levi's, I slowed down for the upcoming traffic light. We turned right, and in a couple of minutes I saw the small motel that was between the main road and the airport. I had used this motel several times in the past. For some time I used to meet a woman at the airport, and we would take my car to the motel. I hurried into the office, and signed the registry card. The old woman behind the desk hardly glanced at me as she gave me the key to room 10, down at the end. Tony was sitting quietly when I got back in the car. I knew this was his last opportunity to back out. His mind must have been going 100 MPH as I drove down to the end of the motel. I wanted to get his mind off the coming escapade. "Tony, look in the glove compartment and grab that joint holder. We can have another joint in the room." Grabbing the sack of beer, I stepped out of the car, and opened the motel room door. Tony was right behind me. I turned on the radio, and pulled the drapes closed. I reached out and unbuttoned Tony's fly. Using both hands I pulled his zipper down, and eased his jeans down over his knees. I rubbed my hand all over his cotton briefs, and could feel his cock starting to swell up again. "Let's get out of these clothes", I suggested. "I'll light up another joint, if you will grab us a couple of beers", In about a minute flat I had my clothes off and tossed into a jumble on the floor. Tony was moving a bit slower, but he steadily removed every stitch of clothing. He looked like a young god. His muscular chest had not a single hair on it. His stomach was hard and flat. Without clothes, his dick looked even bigger than it had in the car. His hard on was throbbing, and stood straight out from his young body. The tufts of blond hair surrounded the base, and his nuts were tight, as though all of the skin was pulled up into his hard cock. I pulled the blankets down, and crawled into bed. Tony stood facing me, and his cock was right in front of my face. He was staring at my cock as though he had never seen a guy with a hard on before. I knew he was hooked, and he wanted me as much as I wanted him. I lit the joint, and patted the bed in an inviting way. He slid in beside me, and took the joint from my outstretched hand. He took a couple of long tokes and passed the joint back to me. We took turns smoking the joint, and bringing our previous buzz up to a higher level. My head felt as light as a feather, and my cock was tingling. I could hardly wait to get into the action. I gave Tony the last few hits on the joint, and took a long swallow of beer. He crushed the last bit of dope out in the ashtray, and drank a bit of his own beer. It was action time! I reached over, and wrapped my hand around his stiff cock, and slowly stroked up and down a bit. He sighed, and wriggled his ass. "Why don't we play with each other for awhile", I suggested. Tony reached for my cock, and wrapped his fist around it. I could feel the excitement as he slowly stroked my dick up and down. He squeezed just hard enough, without putting too much pressure on my man meat. I thought I would die from the great feelings in my shaft. Tony was really enjoying the feel of having my dick in his hand. I was doing the same thing to his swollen cock. His hips were moving in small fucking motions as my hand went up and down on his pole. I reached down and fondled his balls, and reached under them and stroked all over his great ass. My finger teased his ashore, and then I went back to his hard cock.. I developed a game plan, and didn't want to just jack each other off. Letting go of Tony's cock, I took a swig of beer. Then I moved down over his body. I nibbled on his hard little nipples, and then went down his hard stomach. But, rather than just slide down his body, I turned around, and put us in the classic 69 position. Tony had let go of my dick, and now I asked him to keep stroking it. He grabbed it again, and I knew that he was not at all reluctant to have my hard cock in his hand. I took hold of his throbbing dick, and stared at how nice it looked. The head was shaped like an acorn, and there was a small drop of precum oozing out of his piss hole. Leaning over, I licked the pre cum from the end of Tony's cock, and his ass jerked off the bed with the contact of my tongue. "Let me show you how good a great blow job can feel," I said. Letting my hand be the guide, I lowered my mouth over the end of Tony's smooth cock. I took about 4 inches into my mouth, and proceeded to suck on his shaft. He ass was jumping up and down on the bed, as he make his cock fuck me in the mouth. Up and down I went, bobbing on his cock.. His dick tasted great. It was rock hard and jerking with his pulse. My tongue continued to sweep over the head as my mouth went up and down over the shaft. Taking my mouth off his cock, I looked up at Tony and said, "Why don't you have a taste of my cock while I am sucking you off." He looked at my dick and hesitated. I knew that he wanted to do it, but he was young and had little experience. "Just try it for a little while, if you don't like it you can always stop", I said. "Besides, there is nobody here but you and me, and this is your chance to really let yourself go. Try some stuff, and see what you like. That's the best part of making it with a stranger." I put my mouth back over his cock head, and ran my tongue all over the end of Tony's hard dick. I looked at him while sucking him off, and he was holding my cock firmly in his hand, and staring at it intently. Then, he opened his mouth and took about half of my cock into his mouth. Jesus, I thought I would go out of my mind. His tongue swirled around the head of my cock, and he started to bob up and down, giving me a great blow job. We continued to suck each other's cocks in the classic 69 position, making little slurping sounds as each cock was engulfed by a wet warm mouth. Tony started a fucking motion with his hips, and I knew that he would cum soon. I took as much of his dick as I could, and wrapped my hand around the base. Up and down went my head, licking and sucking his beautiful dick. I felt his cock jerk, and Tony increased his fucking motions. Suddenly my mouth was flooded with a huge load of cum. He shot load after load down my throat, and I swallowed as fast as I could. His hips were driving like pistons, and I kept licking and sucking his erupting volcano of a cock. Finally the flood slowed to a trickle, and I caught up on the swallowing. This was Tony's virgin load, and I relished every drop of hot cum. Reluctantly I took my mouth off his cock, and squeezed a last drop of cum out of his shaft with my hand. Tony had pulled his mouth off my dick, and was holding it tightly and panting loudly. He was lost in the ecstasy of his cumming. I turned around, and moved in for the kill. I wanted to fuck this young god so bad. I licked his ashore, and using my right hand I smeared saliva mixed with his cum all over his little hole. "Here, pull your knees up," I instructed. My finger slowly slid up Tony's ass, and I worked it in and out a bit to loosen him up. His knees came up, and I positioned myself at the base of his ass. My rock hard cock was right at the entrance of his little butt hole. Slowly I worked just the head in past Tony's tight sphincter. He looked up at me with a startled look on his young face. "Just relax baby," I said. "I'm just going to fuck you a little bit, in your ass. It won't hurt, and I think you will enjoy it." With a gentleness that required my full attention, I slowly slid about six inches of hard cock up Tony's ass. He was a tight young virgin, and I could hardly stand the pleasure of his tight buns squeezing my dick. For a couple of minutes I just lay still, buried up to my balls in Tony's ashore. Then I started a slow fucking motion. I would pull about two inches of cock out of his ass, then slowly shove it back in again. Tony was watching my face, and seemed to be enjoying the action. I was careful not to be rough on him, and just balled him easy like. I continued to slowly fuck his ass for a few minutes. Finally, I could not hold back any longer! "I'm gonna cum", I said, and with a final shove I drove my dick in his ass all the way up to my nuts. My cock blasted a huge load of cum into my young friend. He had this incredible look on his face, and I knew that he could feel every blast of hot cum as it poured out of my cock and into his bowels. I kept shooting more and more cum as I took this young virgin ass. Finally, I pulled my tool out of Tony, and smiled at him as we uncoupled. "I'm gonna take a shower", I said, "do you want to join me?" I went into the bathroom and turned on the water. Soon there was a layer of steam in the room as the hot water poured out. Adjusting the temperature, I stepped into the small stall shower. Just as I started to lather up the washcloth, Tony stepped into the shower with me. I looked at him, and he had a smile on his face. I had been worried that he had experienced too much in too short a time period, but he seemed to have taken his first real sexual experience in stride. I turned him around, and soaped his back with my hands, his muscles were young and firm, and felt great to my hands. Up and down his back I worked, slowly easing my way down to his ass. Working the sudsy soap all over Tony's ass, I slid my finger up his ashore about an inch or two. He was still wet from of my huge cum load. Tony turned around, and he had a fully hard cock sticking straight out from his tight smooth young body. I wrapped my hand around his thick dick, and squeezed firmly. "My goodness, you're ready for some more excitement, aren't you?" I asked, realizing that Tony's excitement was contagious and my own cock was rising rapidly. I dropped to my knees and took the length of his cock into my mouth. It slid down my throat, and my tongue started doing a dance all over the head of his throbbing organ. Up and down I went on his turgid shaft, sucking and licking. Tony started to fuck me in the face with his cock, thrusting all 7 inches down my throat. I reached around and grabbed two hands full of his firm young ass, and worked the rhythm of his thighs as he fucked away. Even though he had just gotten his rocks off less than twenty minutes earlier, I knew that he was going to cum soon. Not wanting him to shoot too quickly, I stood back up. He reached out and wrapped his hand firmly around my stiff cock. I took his the same way, and we began to jack each other off. "Let's get out of the shower before we drown," I suggested. "We can have one more session on the bed". We rapidly dried each other off, and crawled back into the bed. I took Tony by the cock, and slowly stroked his dick as I turned my body around in the classic 69 position. Soon I had the head of his dick staring me right in the face. I saw him stare fixedly at my throbbing dick, and he held it tightly in his fist. "It would be good to suck each other off," I said. With that I gobbled up as much of Tony's big dick as I could take. He was right there with me, lowering his mouth over the head of my dick, and swirling his tongue all over it. I was in heaven. By the way Tony was thrusting his hips and fucking me in the mouth I knew it would not take long for him to cum. He was quite obviously turned on to the ax, and I suspected it was caused as much by having a hard dick in his mouth as by getting sucked off. He was becoming as hooked on cock as me, and the idea of it pleased me greatly. I had helped him enter new worlds. I concentrated on the wonderful sensations in my dick, and how nicely he was sucking and tonguing my cock. I knew I could cum soon, and it was important to try to time it to coincide with Tony. Easing up on my cocksucking, I made him wait until I knew that I was ready. He was good, sucking and licking and holding onto my cock at the base. He was truly into giving me the best head imaginable. I started to slowly fuck in and out of his mouth, and he took every inch that I gave him. What wasn't covered by his hot mouth was being handled with his fist. He stroked, and squeezed my dick gently and steadily. The sensations were travelling the length of my cock, and up through my stomach and all over my body. As I gazed down and watched Tony work over my cock, I felt him increase his hunching action, and then his cock jerked in my mouth. I knew he was cumming, and it set me off as well. My balls exploded, and a giant shot of cum leaped out of my dick into Tony's hot mouth. His cock was spewing burst after burst of steamy cum down my throat. We were both snorting and growling, working on cumming and swallowing as well. It was like his cum was going straight down my throat and out my cock back into the young mans mouth. We were a complex cumming machine. I brought a hot wet towel from the bathroom, and cleaned both Tony and I up a bit. There was cum all over my thighs, where Tony had eased up on the swallowing. However, he did get a bit of his first real taste of cum, and I knew that he would soon desire another. Opening another beer, I took a long pull and handed the can to Tony. "We better get dressed," I said. "Too bad we can't just stay here for the rest of the day". I scribbled my phone number on a scrap of paper, and gave it to Tony. "If you decide that you want another shot at some man to man sex, give me a call. I will not take your number, so you won't have to worry about whether or not I'll bug you. We'll leave the ball in your court, but be assured that if you get the urge, I would love to hear from you". We dressed quickly, and left the motel room. I dropped Tony off on a street corner downtown, and repeated my offer. He told me he would have to think it over, but he thought that he would call me one day soon.