Date: Sun, 20 May 2018 22:49:50 +0000 (UTC) From: Razz MaTazz Subject: Memories of a Teenage Hustler - Installment 4 Thanks to everyone who has emailed compliments on the story. I am putting together a mailing list to send out an alert when I post a new chapter. If you would like to be included, simply email me and let me know. CHAPTER FOUR - IN THE BEGINNING Meeting guys for blow jobs in the park was a fun thing. But it wasn't the first the first time that I had had sexual experiences. That goes back a couple of years before. I was 12 years old, and was right on the borderline of my parents letting me stay home by myself when they both would have to work overnight, or over a weekend. They both worked for different airlines, and though they tried pretty hard to always have one of them home, there were times when it wasn't possible. In those times, they would have a boy named John, who was 15, come over and "keep me company". I didn't like the term of "baby sitter" since I was 12 and far from being a baby. Having John come over and keep me company was always fun. We would hang out swimming in the pool, or spend hours fighting each other, or other things, on videos games. We would have a lot of pizza parties with just the two of us, and we would wrestle around and just generally have a good time. One evening we had been out back swimming, my parents were away for the weekend on trips and John was going to spend the night. I went up to take a shower to get all the chlorine and pool smell off of me. I had just opened the shower door and stepped out when John came into the bathroom thinking he would take a leak quick while I was still showering. Yes, we did have another bathroom in my parents room, but that one was pretty much off limits and we never went in there even in those situations. I was wet from head to toe when I heard John give a gasp and just stand there like a statue just looking me over. It only lasted a couple of seconds, but it felt like forever, before he got out of his trance and said he was sorry and quickly backed out of the bathroom. I was a little embarrassed at first that he had seen me naked, but I didn't really think anything of it. When we had wrestled around in the pool, or in the living room, I had felt his hand go against my dick at times, and he liked to give my ass a little squeeze when he could or a playful spank. By this time in age I knew that I was more into boys than girls, and John wasn't a disappointing guy to look at either. So I got dried off and put my shorts and shirt on and went to my bedroom where John was watching some video on YouTube at my computer desk. "Check this video out," he said motioning for me to come over to where he was. "What is it," I asked when I got to standing beside him. "It's a gag show that does skits on unsuspecting people," he said. "Sit down and watch with me," he said putting his hand on the chair between his legs. I started to go across my room to get my other chair to sit next to him when he said, "Just sit on my lap. There is plenty of room." At first I was kinda scared to do that because I didn't want to accidently spring a boner while I was sitting on his lap and have him find out I liked him touching me. But since he was a good friend of mine, I said what the Hell to myself in my head and sat half way on his lap and half way on the chair. Fortunately the chair was deep enough so it wasn't entirely uncomfortable. He then put his left hand around me so it was resting on my stomach just above my shorts, under my shirt so his hand was resting on my bare skin. He right hand he had on the mouse of the computer and clicked around as we watched and laughed at some of the gags that the people were pulling on others. John kept moving around from time to time and I swear I felt his get hard as his dick was pressed into the back of my shorts. It was hard to tell though as he was also wearing his shorts too, so was it really his cock, or just the material between his cock and my ass? He was moving his head around to till he finally had it resting on my right shoulder. He would turn slightly every now and then and I swear give a gentle blow onto my ear that just made me shudder and send goosebumps up and down my arms and legs. I nearly melted in his lap when I finally felt his tongue lick my earlobe. When he felt me give a shudder at that he got even bolder and as I felt him take my earlobe between his teeth I felt him lower his left hand slightly down my shorts until his fingers were just grazing the top of my now rock-hard cock. I sat motionless not knowing what I was supposed to do, nervous that I would do the wrong thing and he would stop. But stop he didn't. When he felt that I wasn't objecting to his advances he made more move. He took my earlobe gentle tight between his teeth nibbling and gently pulling on it, then blowing on my ear making me shudder as his breath roared over. At the same time he was gently blowing into my ear, he let his left hand drop down even farther and now held the entirety of my rock hard cock and balls in the palm of his hand. I could feel him rocking back and forth on the chair and had an inkling of what he was doing. While he was blowing on, and nibbling, my ear, while his hand was down my shorts cupping the treasure between my legs, he was working at getting himself off in his own shorts. Attention to the video playing on the computer had been abandoned at this point. We were both too much into the throws of extasy to pay any attention to what was going on in the video. He started to kiss my neck as well by now. He had dropped the mouse and I could tell had put his right hand down his own shorts and was jacking himself off inside. He wasn't exactly jacking me off at the same time, but still had my cock and balls cupped into his hand. He was using his thumb to rub up and down my shaft which for me was working just fine. I had jacked myself off quite a few times before, but this was the first time that anyone else had put a hand on my dick. And it felt great. But I still didn't know if I should be doing anything else at this point, so I just sat there motionless, and let him do what he was doing as now we were both moaning because of the good feelings. I knew he was about to cum because he started to jack himself off faster, he stopped rubbing his thumb on my cock and just grabbed my entire package tight. He took my earlobe between his teeth again and pressed his head hard against my neck and with a deep sigh and a buck against my ass, knew he had cummed in his shorts. We were both panting and sweaty again, and as John came down from his high started to play another video on the computer. "I'll be right back," he said after a couple of minutes. "I have to use the bathroom." "OK," I replied. I got up from John's lap and he quickly got up and went out the door to the bathroom. I was hoping that he wasn't upset with me for anything. Or I did something that he didn't like. I got my answer when he returned though. "Let me sit down," he said when he came back into the room. I stood up, and when he sat back down he casually grabbed me by both sides and pulled me back into the chair with him. "Well, that was interesting," he said putting his left hand back where he had it to begin with prior to all the play. "I hope that was OK." "Yea, it was," was my reply. "You can do that again anytime," I said turning to face him and giving him a big smile. "Well, not right now," he answered. "But maybe we can do something else later on." "Sure thing," I said turning back to the computer. As John started to mouse over some more videos to watch, I felt his hand slide down my shorts a little again. Just enough so he could run his pinky finger up and down my dick as we watched the videos. For the rest of the afternoon John and I continued to watch YouTube videos, swim in the pool out back, and battle each other in video games. Neither one of us made mention of what we did up in my bedroom, but I kept wondering what the "something else later on" might be. I didn't think I was going to get to find out until it was starting to get close to the time when I was going to go to bed. We were both on the sofa watching a movie. John was sitting at one end leaning on the arm rest while I was laying on my back with my head on the other arm rest. We were both just in our shorts, and not wearing our shirts. Out of the blue, John asks, "Do you know what a blow job is?" "Yea," I answered, knowing full well what a blow job was from hearing about them from other kids at the skate park and the porn that I had seen on the internet. "Have you ever gotten one before?" he asked looking at me. "No," I replied feeling the little guy in my shorts start to perk up a bit. "Then I suppose that you haven't given one to anyone yet either." "No," I said. Then there was a long pause that seemed to last forever. I had started to think that the questions had ended, and we were going to finish watching the movie. "If I give one to you," he started again after a few minutes, "will you promise to give me one to?" Again, I was in a position where I didn't know what I was supposed to do, or say, so I just casually said, "OK." John stood up then and told me to sit up on the sofa. When I got resituated sitting up, John knelt down in front of me, so he was sitting between my legs. He reached up to the waist band of my shorts and started to undo the button and unzipped the fly. He hooked his finger onto the sides of my shorts then and started to pull them down, right along with my underwear. I had to lift my butt up off the sofa just a bit so he could pull them down, and within a few seconds he had my shorts and underwear down past my knees and off of my feet. I was now sitting there totally naked, with John between my legs looking at my crotch, with his hands on both of my knees. "Are you ready," he said to me in quiet whisper. "Yea," I replied even quieter. John took a hold of my cock with his right hand then, and in what felt like a slow-motion movie, leaned forward until I could feel his warm breath exhaled against my now ragingly hard cock. I had seen other boys dicks in gym class at school and in the changing room at the local pool, so I knew that my dick wasn't the biggest I'd seen on boys around my age, but at least it wasn't the smallest either. I was still very much naturally smooth down in that area as well like many of the other boys that I had seen. But knew that I'd probably start getting hairy down there at any time like some of the other boys in my gym class were already. My dick was circumcised, and with great anticipation I felt him lick the very tip of my dick with his tongue and heard him give out a sigh of pleasure as he slipped my cock into his mouth for the first time. Since I wasn't very big yet at only 12 years old, he wasted no time taking it all into his mouth until I could feel his nose up against my stomach. The feeling was so intense, like nothing I had ever felt before. It was so good that I stretched my legs out, curled my toes in, and gripped the sofa hard with my fists, while leaning my head back in complete extasy. I was in Heaven, and after a few seconds of holding my cock deep in his mouth he started to really give me a blow job. He started to go up and down on my cock slowly, lingering at the head to lick it with his tongue again before going back down on it. He kept this patter up for a what seemed like ages. I had only started cumming a few months back and knew if he kept going the way he was it wasn't going to take me long to reach that point. After what seemed like an eternity, John pulled his mouth off my cock, wiped his mouth with the back of his hand and said, "Man, your dick tastes so good." I didn't quite know how to reply to that, so I just looked at him and smiled back. "Are you ready to try it on me," he asked, still holding onto my dick with his hand. "OK," I answered. John quickly stood up then and undid his shorts and pulled them and his underwear off and tossed them to the side. He pulled me up, we turned around, and he sat down where I had been just a minute before. He told me to kneel down like he had been, and then it was my turn to be between John's legs, looking at his 15-year-old cock, which seemed to be about twice as big as mine was. Like I'd said before, I had seen other naked boys before in gym class and at the pool, but this was the closest I had ever been. John was circumcised too and had a nice bush of hair around his cock. His balls were still naturally smooth, and he had yet to develop a "happy trail" up to his belly button. My heart was pounding in excitement, anticipation, and a little nervousness not knowing what it was going to taste like or feel like once it was in my mouth. John reached out and took my right hand in his and led my hand up to his cock, and I took ahold of it like he had done to mine. It was a strange feeling. It was very hard, yet the skin was so soft around it. I could feel it pulsing in my hand and every few seconds I would feel it flinch. "Are you ready," he asked, and I just nodded. "Just put it in your mouth slow. Don't try to put the whole thing in." I leaned forward just as John had when the positions had been reversed and stuck out my tongue and gave his cock head a quick lick. I didn't really taste anything bad, so I sucked in a big breath and put my mouth around the entire head of his cock. I was now giving my first ever blow job. John moaned a bit and put his hands on my shoulders and I started to go back and forth on his cock like he had done mine. But I was only doing it to the head of his cock. "Oh damn, that feels so nice, Alex," he said leaning his head back and letting me suck on his cock head. "See if you can take a bit more in your mouth," he asked. I took my mouth off his cock and wiped my face a bit. "OK," I said to his request. When I took his cock back into my mouth I let it keep going until I felt it hit the back of my mouth. It didn't make me gag, but I knew that was as much as I was going to be able to do. Where I was holding his cock in my hand I was getting about three quarters of it in my mouth. And I started sucking him from there. I would pull my mouth off till I was just on his head, and then slide it back in till he was at the back of my mouth again. Repeatedly I did this. I thought I was in Heaven when he was doing this to me, but I was totally enjoying doing it to him as well. It wasn't very long before John started to say that he was going to cum. "Fuck, Alex. You're going to make me cum." I just looked up at him in his eyes, his cock still in my mouth. "Oh fuck, man. You look so hot like that. Keep going." I looked back down to his cock in my mouth and kept right on sucking. "Oh fuck, oh fuck. I'm too close man. I'm too close." John gently pushed my head off his cock and grabbed it with his own hand and started to jack off fast and furious. Within seconds he was arching his back and pointed his cock at me and let his cum loose. I was unprepared for the face splash of cum that I got from his cock. It hit me on the forehead and cheeks and was dripping at bit down my chin. I sat there stunned as John relaxed from his epic climax. When he saw my face, he smiled and gave a little laugh and sat up a bit. "Lean forward a bit," he said. And as I did he stuck out his tongue and started to lick his cum off my face. When he got to the stuff on my chin he let his tongue cross my lips, and I couldn't help but open them a bit and let his tongue in. Within a couple of seconds we were kissing. When we broke our kiss, John leaned his head against mine so we were forehead to forehead. We stayed like that for a minute or two before he said, "Will you let me fuck you when we go to your room?" A whispered "yes" was all I could say. "Let's go now." Leaving our clothes behind, John and I went upstairs to my bedroom. "I've never fucked anyone yet," John said as we got into my room. "Do you have any Vaseline to make it easier?" he asked as we got to my bed. "I think there is some in the bathroom," I replied. And sure enough, I came back with a small jar. "Cool. That should be enough." "How do we do this," I asked. Never having done anything we were doing that day, I was learning a lot, but didn't know what the best way to pull this off was going to be. "Well," John started, "the first time I got fucked I was on my hands and knees. So why don't we try it that way first. Get on your bed close to the wall and I'll get behind you." "You've been fucked before?" I asked as I was getting up on my bed. "By who?" "I've been hooking up with a couple of guys from the college," he replied. "They like having me suck their cocks. And then they fuck me pretty hard." I was stunned at this admission. Until today I didn't even think that John would have done stuff like we were doing, and now he was telling me that he did this with guys from the college. The first thing I thought of was that their cocks must have been huge. "We've been doing it for most of the summer," John said as he got up behind me now that I was on my hands and knees. "They just fuck me though. They don't let me fuck them." He grabbed one of my ankles and spread my legs open a bit, so he could move in closer to my ass. I felt him lay his cock on the crack of my ass and I heard the cap of the Vaseline jar pop off. "It'll probably hurt a bit when I put my cock up your butt," he warned, "but I'll put a lot of lube on my dick so it won't hurt so much." "How much is it going to hurt," I asked with a little nervousness in my voice. "It took a bit for David to get his up my butt when he did it to me the first time," John answered. "I'll go slow just like he did. If it hurts to much, just tell me to stop." "OK," I said. "Put your head on your pillow," John instructed, "and hold your butt apart with your hands so I can see where your hole is." I did as I was instructed and heard John say, "Oh my God man. That looks so hot. Now I know what they see when I'm like that." I felt John rub his cock up and down my ass a bit preparing for his entry. Then, at last, I felt the slicked-up head of his cock right at the tight pucker of my totally virgin, 12-year-old, ass. John held onto his cock with his right hand, and with his left he had a grip onto my ass. With an ever so slight push, I felt him being to put his cock into my ass. We were two horny boys and hadn't even thought to warm up my ass with fingering or finding some other thing to open me up a bit with first. When he started to get deep enough, my hole started to feel like it was on fire. "Oh God," I said moaning into my pillow, but keeping my hands on my ass, pulling my cheeks further apart. "Does it hurt," John asked in honest concern. "Yea, some. But not too bad." "Do you want me to keep going?" "Yea," I replied and gave my body a quick little reposition and held onto my ass tighter. John started to slowly push his cock into my ass again. "Fuck, Alex. Your ass is so tight. I hope I can get it all in." The pain I was feeling in my ass at the time had me feeling so many things at the same time. The pain felt nearly unbearable, but it was so good while I didn't want John to stop. I wanted to scream in pain and laugh at the pleasure at the same time. "I think I'm almost in," John said. I was sweating up a storm by now. I wanted it both to be over and continue all night. Then it happened. Without any warning from John, or expectation that it was going to happen. John's cock went past my anal ring. I let out a scream then and collapsed into my pillow with my face, and the rest of the bed with my body. John's body weight came down with me, still holding his cock into my ass, his weight driving his cock even deeper into my ass. "Oh, my God," John was saying apologetically. "Are you alright," not making a move to take his cock out of my ass. "I'm so sorry. I didn't mean to go that quick." "It's OK," I said, panting hard turning my head to one side. "That just hurt." "It's cool, man," he said. "Just let your ass get used to it in you. I won't move until you're ready. My cock is totally up your butt, man." After laying still for a few minutes to get used to the feeling of John's cock in my ass, the pain started to subside, and it began to feel a lot better. "Do you think your ready then now," he asked after a bit. "For what," I asked skeptically. Without taking his cock out of my ass, we moved a bit, so we were back into the position we had started in. Me on my hands and knees, and John behind me. "For this," he replied, and started to slowly withdraw his cock from my ass, and when I thought he was going to pull it out completely, slowly pushed it deep into my ass again. Again, the feeling was too incredible to describe. It felt amazing, sending chills and fire at the same time all over my body. "Your ass is so tight I'm not going to be able to do it for very long," John said as he continued to slowly fuck me. "But fuck, it feels so good. I know why David and Mark like fucking me so much now." And we both gave a little laugh at that comment. I'd let go of my ass when I fell to the bed and John now had both hands on my waist and was pulling me onto him at the same time he was pushing forward into me. The feeling was so intense that I didn't think it would have ever felt this good. He had been fucking me for a few minutes but seemed like a lifetime before he said he was going to cum again. It was only a few seconds later when I felt him pull me back onto his cock as hard as he could and heard him give a loud grunt and then: "I'm cumming man. Fuck, I'm cumming." And then he stopped. He had cummed, and he had cummed in my ass. When he was done he pulled his cock out of my ass and collapsed on the bed beside me. I rolled over, so I was laying on my back next to him. "That was so great man, thanks." "Yea that was pretty wild," I said. "Are we going to do it again sometime," I asked a little hopeful. "Not tonight," he replied. "I'm pretty wasted after all that today. But yea, we can do it again if you want." "For sure," I said. "That was all fun. And it felt really good too." "Cool. Well, let's go get our underwear and crash. I'm beat." "Same here." We went downstairs again and got back into our underwear and carried our shorts back upstairs. We said our goodnights to each other and I went to my room, and John went to the guest bedroom. I laid there in bed for quite a while before falling asleep rethinking about all of the days adventures. Slowly I faded off to sleep with a happy smile on my face, a burning good feeling in my ass, and the memories of John's mouth on my cock.