Date: Wed, 26 Jul 2017 13:37:10 +0200 From: Peter Pangram Subject: James's sexual adventures / First Fuck Disclaimer: This story contains sexual acts between minors. If this offends you or is illegal where you live, what are you doing here in the first place? This story is owned by the author (that would be me). Please don't copy, change, share elsewhere, or post somewhere without first receiving permission from me. And as always, please don't forget to donate to Nifty to keep the site running! You can easily do so via this link: http://donate.nifty.org/donate.html. This is my third story published on Nifty. This story is a continuation of my previous story about a boy named James, who is 12-going-on-13, and his sexual adventures. Reading the first two installments will help you understand this part better. I love hearing your feedback. You can contact me on peterpangram@yandex.com. I will try to answer all e-mails! Oh, and flames will politely be ignored. I plan on writing more stories with James in a leading role. Enjoy! Peter Pangram ================ First fuck - James's story "Watch it, assfucker!", the older boy snarled at me. I jumped aside as he nearly hit me with his bike. Even though he was biking on the pavement, and had no right to be there in the first place, I didn't say anything. He shot me an angry look in passing and biked on. Assfucker... that was an odd word. I knew about fucking of course. Being twelve years old, going on thirteen, I knew boys "fucked" girls in their pussy. Up until now I had no idea there was something like assfucking too. It sounded gross. Your ass was where your poop came from. But at the same time it intrigued me. Were there really boys who fucked a girl in the ass? And why? Wasn't your boner supposed to go in the pussy? Later that day, when I was taking a shower and I was washing my developing body, I let one of my hands wander to my butt. I let my slippery fingers slide between the cheeks until they touched my hole. I could feel it tighten in response. I moved them up and down a bit and I actually enjoyed the feeling. I could feel myself getting a boner. Assfucking... What would that feel like? I felt bold and squatted a little bit in the shower. With my middle finger, I started to prod my hole a little. I pushed a bit harder, trying to get it inside. It felt really tight. Just as I thought it would never go in, I felt my hole open up a bit and the very tip of my finger slid in. My hole tightened around it in response. Apart from feeling very tight, it also felt very hot. My boner pulsed as I imagined sliding into something that hot and tight. Would a pussy feel like this too? I slid my finger a little deeper inside, until it was in up to the first joint. I couldn't believe how tight it felt. I knew my boner was about twice the thickness of my finger. How would that ever go in? I moved my finger in and out just a little a bit, pretending to fuck my hole with it. It felt weird in my ass, but the feeling around my finger was very nice. It felt hot, pulsing, soft and tight. It made my boner harder than ever. I pulled my finger out of my hole again and studied it from up close. There was no poop on it and when I carefully sniffed it, it didn't smell dirty either. I came to the conclusion that it might not be that dirty after all. My boner was still painfully hard and I knew I had to jack off to make it go down again. I wrapped my hand around it and started stroking the hard shaft up and down. I closed my eyes and let my mind wander. I thought about girls in my class, thought about fucking their pussy and maybe even their ass. I tried to imagine how that would work. They would have to bend over or something. It was hard to slide it in if you were lying on top of them. I imagined what it would look like if a girl bent over in front of me. I never really saw a girl bend over in front of me like that. I had seen Matthew bend over in front of me. We had been fooling around for a few weeks now, since I jacked him off to his first orgasm during the summer holiday. The last time he spent the night at my place, I ended up sucking him in the shower and he even returned the favor. That was really hot. Matthew had a nice butt, for a boy. It was firm and round and smooth. I had felt it a few times. Just the cheeks, not in between or anything. Thinking about his butt started to turn me on. With the knowledge I had now, I started to think of what it would be like to touch his hole. Maybe even put my finger in a little. Or maybe... just maybe I could fuck him? That thought made me hornier than ever. My hand sped up on my boner. Grunting and groaning softly, I could feel my balls starting to tingle. Oh yes... fucking Matthew... that would be so hot! I instinctively spread my legs further apart, my knees bent a little bit. My hips started to make small pumping movements while my hand sped up even more. With my eyes closed I pretended Matthew bending over in front of me. Bending over deep, so I could see his hole. I would push my boner into his tight hole, going deeper... deeper... deeper... all the way in! My head threw back and mouth opened in a silent moan as I felt my orgasm hitting me like a train. My knees buckled and my hips pumped back and forth almost frantically. I pulled my foreskin all the way back and felt my boner pulse strongly in my fist. I had to do my best not to moan out loud as I felt several strong, watery spurts shoot forcefully from my exposed cockhead. After about 10 seconds I relaxed again. My body almost trembled from the intensity of the orgasm. I panted hard, trying to recover. From that moment on, I knew I had to fuck Matthew. I just had to. ---- I met up with Matthew a few more times over the next couple of days but we were never alone and it was too risky to do stuff with him when there were people around. While we were together I secretly checked out his ass, mostly clad in shorts as the warm weather permitted us to wear summer clothes. The more I looked at it, the more I wanted to see it again, to touch the firm, round globes, to slide my finger in between the cheeks to feel his hole. But I never had the opportunity. It was almost two weeks later when I finally had a chance to do anything with Matthew. Two weeks filled with frustration about not being able to fuck him and frantic jack-off sessions in the shower where I imagined pounding his ass. Even though the orgasms were always very satisfactory, it seemed my yearning for him grew with every spurt of semi-watery cum that strongly shot out of my pulsing cockhead. I had continued to put a finger in my hole, exploring the hot tightness, gradually going in deeper and almost yearning to feel that around my boner. I had also found out that if I pushed out, my finger went in easier and I had learned about the importance of something slippery like spit. I had discovered that soap stung, so I stopped using that. My chance to fuck Matthew came in the final week of our summer holiday when I invited him over to play. Since the weather was very warm and sunny, I had asked my mom the day before to set up a rather large, circular inflatable pool. I had told her I was planning on inviting Matthew over and because of the hot sun, "swimming would be a great way to cool off". And also a great way to see Matthew's hot body in nothing but a pair of speedos, but I didn't tell her that, of course. Luckily she had agreed and part one of my plan could be crossed off the list. I hadn't yet figured out how to actually get Matthew to let me fuck him, but just having him over and being able to playwrestle in the water would be great. That morning, I changed into my speedos when I woke up. I loved how the soft, stretchy lycra felt on my skin. It was exactly the right size for me, but still my bulge seemed bigger in it. I kind of loved that idea; that it was so exposing and that Matthew would be able to see my penis and balls so clearly. I also put on a t-shirt, which partially covered my groin. I was glad for that, because the thought of Matthew coming over and the chance to have some sexy fun with him, made me have an almost constant semi. I didn't want my mom noticing that, of course. It was shortly after breakfast when Matthew arrived. I saw him through the livingroom window as he walked up to our house. He was wearing flipflops, speedos and a t-shirt, just like me. He was wearing a towel and a plastic bag with what I suspected were regular clothes to change into later in the day. I practically ran to the front door and opened it before he even rang the doorbell. I looked at him as he flashed that cute smile of him. "Hey!", he said in his still rather high-pitched voice. "Hey!", I smiled broadly. "Come in!" I stepped aside so he could enter and closed the door behind him. While he was walking through the hallway to the livingroom, I stole another glance at his delicious butt. I felt my cock twitch into something more than a semi. I tore my eyes away, forcing myself to focus on something else before I was walking around with an obvious tent. "Hello, Mrs. Anderson!" I heard him say to my mom. "Hello, Matthew! How are you doing today?" I heard my mom ask. I made my way to the livingroom and rather rudely interrupted their conversation by grabbing Matthew's arm and pulling him to the glass pane doors to the back yard. "C'mon, let's swim!", I almost grunted. I wanted to see him in just his speedos and lust over his body. I heard him giggle and say: "Wait, I gotta take my t-shirt off!" I let go of his arm and watched how he took his t-shirt off, exposing his smooth, flat tummy and narrow chest with little nipples that seemed a bit hard from the cooler air inside the house. I almost ripped my own t-shirt off, at this point not even caring any more that he might see some swelling in my speedos. I grabbed his arm again and pulled him over to the pool. The pool wasn't really big enough to swim in, the water only came to just over halfway our calves when we were standing straight up. When we got on our knees and sat down, it would just reach our bellybuttons. "Last one in is a rotten egg!" I heard him yell, but at this point I couldn't care less who was a rotten egg or not. We jumped into the cool water almost simultaneously and we both gasped from the difference in temperature. The cold made my semi shrink back to a normal sized dick, for which I was thankful. My mom was watching us from the glass doors with a smile on her face and I didn't want her to see how horny I was. Matthew started to splatter me with water droplets, giggling loudly and within seconds we were wrapped up in a water fight. After the initial shock, the cool water felt lovely. A minute later, my horniness got the better of me. I glanced at the glass doors but my mom had already moved away from there. "Let's wrestle!" I suggested. Matthew smiled brightly at me and nodded. Because I was slightly bigger than him and also a bit older, I didn't have too much trouble overpowering him. I also got the sense he wasn't really trying anyway. I think he liked being overpowered. Or at least, that's what I told myself. Touching his smooth, squirming body made my boner return in no time. It only took me a minute before I had manouvered myself behind him and sitting on my knees, I wrapped my arms around his arms and torso. I could feel his chest heave as he panted and I could even feel his heartbeat against my underarms. My rockhard boner was pressing against his firm cheeks. I was sure he was able to feel it, but he didn't say anything. Instead he kept resisting, halfheartedly. I just held him like that, enjoying the physical contact, my boner so hard that it was now throbbing almost painfully in my tight speedos. Without any concious thought, I felt my hips make small, fast humps against his butt, like I was a dog in heat desperate to fuck anything. I'm sure he could feel me rubbing my boner against his ass but he just giggled and, even though he was slightly resisting, I felt he was only pretending. I kept humping against his butt and I felt him relax and bend over a bit further. That was all the approval I needed and I humped a bit faster and firmer, feeling the excitement grow inside me. I didn't care any more that I might sperm right inside my speedos. At that moment, I heard my mom suddenly call: "James?". I froze and turned my head. She was standing in the doorway again, smiling at us. I smiled back weakly, praying that she hadn't seen what we were doing. "I'm going to do some grocery shopping. I'll be back within an hour. You boys behave, alright?" "Yes, mom", I croaked and I heard Matthew suppress a giggle. My mom closed the door and I just sat there, my hips still pressed forward, my boner pulsing while it was pushed tightly against his butt. I knew this was my chance. With my mom out of the house there was nobody to walk in on us. Of course we couldn't do it here in the back yard. My mind raced thinking of places to go. Then suddenly it hit me. I relaxed my grip around Matthew's body and grabbed his wrist. I got up out of the water, my speedos bulging almost obscenely, and pulled him out. He nearly fell and he said: "Hey! What are you doing?" "Sorry", I mumbled. "C'mon, we're gonna take a shower", I said as I again pulled him along. He struggled just a little bit while saying: "Why?" I couldn't think of anything else so I just repeated what my mom always said after we had gone to the pool: "To wash the chlorine off..." I heard Matthew giggle in that cute, highpitched voice of him. The sound alone made my boner throb with lust. God, I wanted him so bad. We entered the house, and in my mind I could hear my mom complain ("Dry off before you go inside, James!"), but at that moment I was too horny to care. I would think of something to say when she got back. After I had done what needed to be done. We went upstairs, leaving wet footprints and drops of water on the steps. We entered the bathroom together. For the first time since we had been playing in the pool, I turned around towards Matthew. His eyes were immediately drawn to the big tent in my speedos. I could see him blushing as he focused his blue eyes on mine again and softly stated the obvious: "You have a boner!" I didn't reply, but I could see something starting to twitch in his speedos, too. I wasted no time in pushing my speedos down my legs. That morning, I hadn't even bothered with tying the drawstrings, so I had no problem pulling it down to my legs in one move. My rockhard boner sprung back up after it had been caught in the stretchy material a bit. I could see Matthew looking at it with a hint of envy in his eyes. I was almost an inch longer than him. There were small veins running all over my shaft and the flaring lips of my bloated cockhead were clearly visible through the foreskin, which was partially retracted from being so incredbily erect, exposing the tip of my cockhead. My balls were pretty big but still tight to my body. The skin of my sac was just starting to thin a little bit and there were soft hairs growing on it. There was also a small area above my throbbing boner that was covered in very small, very light hairs. You'd have to get really close to see them. I saw how Matthew shamelessly checked out my aroused state. I saw his own boner grow in his speedos, which was an erotic sight in itself. "You get naked, too", I groaned. It wasn't even a question, it was an order. I don't think Matthew realised how horny I was. He probably figured it was just like the previous times we had fooled around. He didn't know how much I wanted him right now, how much I longed to fuck him. My entire body seemed to be trembling as I watched him reach into the waistband of his speedos with his fingers, pulling the white drawstrings out and untying the knot. He pulled the speedos down his deliciously smooth and firm legs, exposing himself to my hungry eyes. His speedos fell down his legs to the floor and his boner was standing straight up. It had a slight curve to it and I could see the rim of his cockhead through the thin foreskin covering it. Unlike mine, his cockhead was still completely covered. His balls were definitely smaller than mine, but held equally close to his totally hairless body. I felt myself starting to salivate, as if I was looking at a delicious meal. My boner throbbed almost painfully in time with my increased heartbeat. I couldn't wait any longer. I almost jumped into the bathtub and growled: "Get in!" Sweet, innocent Matthew didn't catch the tone of my voice; more demanding than ever before. He stepped into the bathtub too, facing me and looking up at me, wondering what we were going to do. I wasted no time and grabbed his thin shoulders and roughly turned him around, facing away from me. Feeling his warm, smooth skin made me shiver and I immediately pushed myself against his back. I grabbed his wrists and pulled his arms forward, towards the tiled wall. "Put your hands on the wall!", I demanded. He let out another highpitched giggle and said: "Are we going to play cops and robbers?" My rockhard boner throbbed against his perfectly round ass. I couldn't think straight, but I said: "Yes, you gotta do exactly as I say, okay?" "Yes, officer", he acted out his role as a robber who got caught by the police and was getting ready to be patted down. He put his hands against the wall, spread apart and with my feet I kicked his legs further apart. This automatically made his ass stick back further. I briefly ran my hands over his narrow chest, feeling his small ribs and even his little nipples, which had gotten hard from the cool water in the pool downstairs. I could hear his breathing which was a bit faster than usual as he enjoyed being in a submissive role. I moved one of my hands down his flat tummy and ran my fingers over his boner. I heard him gasp and I felt his boner twitch before I moved both hands up again and put them on his thin shoulders. This was it... the moment was there. I would fuck him right here, right now. I remembered the importance of something slippery so I bent over a little bit and dropped a big dollop of spit right on the top of his crack. I then put my hands on his wrists again, pushing his hands firmly against the wall as I pushed my boner in between his ass cheeks. I moved my hips back and forth, my boner spreading my spit up and down his crack. He stood there passively, focusing on my hard, hot boner rubbing between his cheeks. I was breathing heavily, my foreskin now being pulled back from my cockhead from the friction of his muscular ass cheeks. The pleasure inside me built so quickly, I was there before I knew it. My hips gave an involuntary jerk as they slapped against his ass. I looked down with a mixture of disappointment and lust as I saw my boner wedged between his ass cheeks, the foreskin pulled all the way back and my cockhead positioned just at the top of his crack. I felt and saw my boner jerk strongly and then one, two, three spurts of watery cum leaped out of my piss slit. They fell onto Matthew's lower back and immediately dripped down, onto my cockhead and into his crack. He didn't really react so I think he thought I was dripping more spit on his back. My hips made a few gentle humps before my orgasm was over. I stood behind him, panting hard, my boner still twitching occasionally. I realised with great relief that my boner stayed rockhard. I slowly moved it up and down his crack again, now very slippery with a mixture of my spit and my watery cum. I knew it was time. I was going to push my boner inside of him. Despite his crack being very slippery, I pulled back a little and bent my head down to apply another dollop of spit to his crack, just in case. It fell directly on top of my cockhead. My hands trembled as I realised there was no turning back. "Rest your underarms against the wall", I said, my voice so thick with lust it was barely audible. I saw Matthew bend forward further and put his underarms against the wall. I squatted a little and with one hand I held my boner perpendicular to my body. My cockhead pushed his smooth, firm cheeks apart a little and I rubbed it up and down his crack a few times. I could feel his hole, it contracted each time my sensitive cockhead rubbed across it. I swear I could hear him moan softly on the third stroke. I stopped moving it up and down and pushed my cockhead firmly against his hole. I moved my hips forward, one hand still holding my boner while the other was on one of his hips. I felt him squirm and he looked back over his shoulder, saying: "What are you doing?" with some concern in his voice. "I'm gonna fuck you...", I simply said. "Fuck me? I'm not a girl!", he said, confused. I was too horny to explain. He would find out soon enough. I pushed harder and I felt his hole open up a little bit. It felt really tight. I kept pushing and he gasped and started to struggle. "No... No, James... stop!", he said. But I just couldn't. Not now, not when I was so close to finding out what fucking felt like. Remembering what had helped me, I quickly said: "Push me out if you don't want me to go in. Use your tummy muscles." I could feel his body tense up as he instinctively tried to push me out. I knew what would happen. I felt a tinge of guilt, somewhere way back in my mind, but it was clouded by lust and horniness. A mere second later I felt his hole relax and I immediately made a hard, short jab with my hips. My cockhead popped right into his ass. He squealed and tensed up again, and I moaned out loud. His ass felt incredibly tight and superhot around my sensitive cockhead. We both stood there, frozen. I felt his hole spasm and relax, spasm and relax just underneath my cockhead as his ass involuntarily tried to adjust to the sudden intrusion. I stood completely still, trying really hard not to have an immediate orgasm from the amazing feeling. Matthew whimpered helplessly, obviously in some pain. But I silently thanked him for not pushing me away. My boner throbbed as I felt the urge to spurt slowly ebb away. My body relaxed a bit and with my boner now embedded in his hole, I put both my hands on his chest and slowly moved them up and down. I moved my head closer to him and rested it on his thin shoulder, softly kissing the side of his neck. "Are you okay?", I asked, somewhat feeling guilty and trying to comfort him. I realised that, no matter what he answered, there was no way I was going to pull out again. Not until I had fucked him properly. He didn't answer immediately but I felt his body relax slowly. Then he nodded. I whispered in his ear: "I need to fuck you, Matthew. I just have to!" He didn't say anything but he didn't protest either so I figured he was okay with me going on. I moved both hands down his smooth body and put them on his small hips. I slowly moved my hips forward again, pushing my incredibly swollen boner further into his tight ass. The feeling was absolutely amazing. It felt like sliding into a velvet-lined glove that was way too small and was filled with heated butter. I groaned as I pushed my cock into his ass as slowly as possible, until I felt my hips touch his firm cheeks. He gave a soft gasp and a whimper the moment I was ballsdeep inside of him. "Ohh yesss, Matthew... you can't believe how incredibly good this feels!" I moaned into his ear. My fingers clamped tightly around his hips as I slowly pulled back again. I felt my cock slide out of his ass a bit easier than it was to get inside of him. I stopped when I felt his hole just underneath my cockhead and then pushed it back in, a bit faster this time. I could feel his body shiver and this time he uttered a rather long moan as my hips touched his ass again. Almost all the way out and back in again, faster. Within a minute I was moving so fast that I could hear a soft slapping sound each time my hips touched his ass. I started to moan and pant and I could hear Matthew moan softly too. The sounds were music to my ears. My horniness started to grow again and I bent over a bit further, my head right beside his. "You like it, don't you?" I groaned. My hips were still moving back and forth rapidly as I fucked his supertight, superhot hole. I was getting dizzy with the overwhelming feeling of my first fuck. "N... no...", he whimpered. Without concious thought I moved one hand from his hips to between his legs. My fingers came into contact with his rockhard boner. He let out another helpless whimper as my fingers wrapped themselves around his twitching boycock. "Yes, you do!", I moaned into his ear. "You're rockhard, Matthew. Shit, you love getting fucked!" The thought of him actually liking it, fueled my lust even more. My hips really started to thrust wildly now. I was no longer pulling my boner almost all the way back. Instead I made thrusts about half the length of my shaft. Pulling out halfway and then pounding it back inside. Each time my hips slapped loudly against his ass, Matthew let out a highpitched whimper that drove me to a fever pitch. With my hand I started to jack him off almost frantically as I continued to fuck his ass at the same time. He moaned and whimpered and I got a bit scared of what I was doing. It felt I was no longer in control of my body. I heard myself groan: "Yeahhh... you like it! You like me fucking you!" as I felt myself rapidly build up to one of the most intense orgasms I had ever had. I felt his hot boner twitch between my fingers as I jacked him off with short, quick jerks. "No... No, James! Stop! Stop, it feels weird!" I heard Matthew squeal. He struggled a little bit, but at this moment my lust seemed to make me even stronger than I already was and I easily kept him under my control. "Just a little longer, Matthew... just a little... longer!", I panted as I continued to plow his deliciously hot and tight ass. Suddenly he threw his head back, leaning against my shoulder, whimpering loudly. And then I felt his boner twitching strongly between my rapidly moving fingers. At the same time I felt his hole spasm tightly around my violently thrusting boner. Matthew was having an orgasm while I was fucking him! "Oh shit, you're cumming!", I moaned out loud. I don't even think he heard me, but a second later I felt some wetness coating the fingers I was still moving up and down his slender shaft. The feeling of his cum on my fingers made me lose it completely. I frantically grabbed his hips again with both hands and all the muscles in my body tensed up. My hips started thrusting out of control, pushing my rockhard boner as deep inside of him as possible, over and over. I could feel my balls tingling and pulling up so tight that it actually hurt a little bit. "Oh... Oh shit, Matthew! I'm gonna cummmm!", I moaned out loud. I could hear him whimper as his own orgasm slowly dissipated and the clamping spasms of his hole around my rockhard shaft lessened. With a final, violent thrust forward I burried my boner ballsdeep inside his tight ass. I arched my back, threw my head back and almost screamed as I felt my shaft starting to pulse and jerk strongly. I could literally feel my watery cum racing from my tightly pulled up balls through my pulsing urethra and then it was spurting out of my cockhead with immense force. Three, four, five spurts... my boner kept twitching and jerking strongly even after the last of my cum had left my balls. It took almost 10 seconds for my orgasm to end and for my tensed up body to relax again. I stood behind Matthew, panting hard, my body shaking a bit from the intensity of the orgasm, my boner still ballsdeep inside of him, twitching in the afterglow of my most violent orgasm to date. Slowly I recovered and I felt my boner starting to soften and automatically sliding out of Matthew's thoroughly fucked hole. "Damn, Matthew... that was... awesome!", I panted as I let go of his body. He turned around and smiled weakly at me. "I'm sorry if I hurt you, are you okay?" I asked at him. He nodded and said: "You made me have the feeling while you were... doing it." I smiled and playfully punched his shoulder. "I'm glad you liked it, I'd love to do it again some time. You think you'd let me?" I asked, sounding very hopeful. Matthew wasn't too enthusiastic but I saw him nod again, shyly. "I guess so", he said softly. I was thankful for him letting me fuck him and even more thankful for him giving me permission to do it again in the future. I put my arms around him and gave him a hug. Then I pulled back slightly and, feeling somewhat silly, gave him a kiss on his nose. He giggled at that. "C'mon, let's go downstairs so we can spend some more time in the pool together, okay?" Matthew smiled and said: "Yes, let's do that!" We got out of the tub and while we were putting our speedos back on, I said to him: "You're really my best friend, Matthew!" "I know", he said. "and you're mine!" ================ You want to hear more about James and Matthew? Let me know! I love getting feedback. You can contact me on peterpangram@yandex.com.