Date: Fri, 29 Nov 2013 15:44:08 -0600 From: Scott Subject: Timothy Learns How PLEASE REMEMBER TO DONATE TO NIFTY.ORG, a wonderful resource for writers and readers alike. Thank you! Timothy had just recently turned 13, but if you didn't know him, you could easily mistake him for being a boy of ten or eleven. Short for his age and slight of build, he had the outgoing confidence of a boy who knew he was a late bloomer and tried to compensate for it by being somewhat cocky. Timothy had chestnut brown hair with long bangs that swept across his rather fine eyebrows. His eyes were somewhat small for his face and, depending upon his mood, appeared either brown or hazel. He had a small button nose adding to his childish features and below it a widely drawn mouth with a full lower lip. I used to love standing across the aisle from him in 7th grade P.E. watching him undress in the locker room. Our school required we wear a jockstrap as part of our gym uniform and so we all had to fully undress at one point in order to put on our jocks. I always managed to take discreet glances towards Timothy when he pulled down his very white underwear before slipping on the tight, small jockstrap he wore. He had a cute, boyishly sized penis and balls. Soft, his dick appeared to be about two inches long. His cocklette rested on a very round, very snug scrotum. Both his dick and his balls had that beautifully pale quality of prepubescence. As for the rest of his body, he was slender without being what one would call skinny. His physique showed hints of muscular definition, especially around the flat sheath of muscles covering his tummy. His ass was a thing of real beauty, jutting out from his lower back with mellow, concaved hollows on the sides. Naturally, his body was totally hairless and his skin had a beautiful tawny hue that featured a ghostly imprint of milky white around his midsection where he wore a Speedo. That Speedo tanline was really a turn-on for me. I was later to find out he swam on his neighborhood's swim team during the summer. I watched as the difference in tone between that tanned and untanned skin faded as the school year progressed, but always reflected upon how dramatic the contrast was the first time I got to see him undress. I'm sorry to say that I was only able to enjoy one occasion when Timothy and I got to explore sex together, but it remains for me one of the hottest memories of my adolescence. It happened on a day when we skipped school together. In addition to having PE with Tim, as he preferred being called, I also had math, which was just before the lunch period, so we ended up having lunch together nearly every day. One day during lunch I suggested we skip school the next day. We agreed to meet the following morning at a discount store's parking lot near the school. Both of us would get off our respective school busses and quickly run towards the parking lot and then from there spend the day walking around. Amazingly, at the time, our school was rather lax in following up on student absentees and didn't require a note from a parent the following day when returning from being away. One just had to hope that the amount of days one was absent during the previous quarter wasn't noticed by one's parents when the quarterly report cards appeared in the mail. It was a beautiful early October day the day we skipped. The morning temperatures were in the upper 60s. The trees were just starting to change color and there was one of those beautiful perfectly clear blue skies. Tim arrived wearing blue jeans and a simple black t-shirt and black converse tennis shoes. I was also wearing jeans and a t-shirt and a pair of Adidas. We decided to walk to a rather large park that was about a mile away. In addition to the park having large open spaces it also featured woods with walking trails. We'd both been to the park individually on several occasions. Tim asked me if I was aware of a small cave that existed in the park. I told him I wasn't and he agreed to show me where it was. We entered the woods from one of the paved asphalt walking trails and ended up rather deeply in the woods before Tim said, "This is where we turn off." We headed into the woods which were starting to show several fallen leaves on the ground. I loved the crunchy sound of the dead leaves beneath our feet as we made our way. There was a light breeze and the woods would make sounds resembling the crashing sound of waves at the beach as the mostly covered trees blew in the wind. About fifteen minutes into the woods I could see a small hollow along the side of a small hill covered in trees. "Here it is!" Tim announced with excitement in his voice. I loved how high and reedy his voice still sounded. Mine had just recently begun to break and deepen. He jaunted ahead of me, giving me a chance to check out his cute little butt twitching up and down as he ran. "Cool, huh, Kev'?" I looked around and thought it looked more like a hollow, than an actual cave, but agreed with him that it was cool. Tim flopped down on the ground, laying on his side and then his back, folding his hands underneath his head, looking up at the trees. "Man, this is fun. I wish we could skip all the time. I hope my Mom won't notice I skipped." "Just be sure to get sick once or twice between now and the end of quarter so she doesn't notice it." "Yeah," Tim said with a bit of concern edging his voice. "Hey, can I ask you something, um, kinda personal?" Tim turned from laying on his back, onto his side. I quickly adjusted my focus when he did so, as I was appreciating the slight appearance of skin that appeared between the hem of his t-shirt and where the white elastic from his briefs were peeking above the waistband of his jeans as he lay on his back. "Sure," I said, wondering what he was about to ask me. "Can you sperm?" A look of anticipation was on Tim's face as he awaited my answer. "Um, yeah. Yeah, I can sperm." We were both at that age of innocence where we didn't know the word "cum" yet. Tim's eyes lit up and he then asked, "What's it feel like? I mean, when it squirts out?" I giggled. "Real good. Um, so, I guess you can't yet, huh?" Tim looked a little embarrassed, and looked down at a leaf he was twirling in his fingers. "Well, the thing is, I um, well....I don't really know how to make it happen. Do you think I might?" I suddenly got the impression he must have caught me checking him out in PE before. "Think you might what?" "You know. Make sperm." Tim sounded a bit frustrated in addition to being somewhat embarrassed. It felt good to know that he trusted me enough to ask something so personal though. I was feeling my penis begin to twitch and elongate inside my size 14 Fruit of the Looms. I glanced down quickly at Tim's crotch and saw a slightly bowled out shape appearing along one side of his zipper and realized he was apparently getting a boner too. "So, um, like, you've never...you know...jacked off before?" I asked. "That's how I make mine come out." Feeling a bit embarrassed at admitting to something that all boys denied ever doing, even though we all did. Well, apparently, all except my little friend Tim. The thought that he'd never jacked off suddenly causing me to feel majorly horny. Tim giggled nervously and made the hand gesture you see boys making jokingly from time to time. "You mean this?" he said as he rapidly shook his clenched fist in midair. "Yeah, that, silly!" I giggled along. "You mean that really works?" "Hell, yeah, it works. Feels really good." Pausing before adding, "Feels like you're fucking a pussy." I felt my hardening penis reach full mast inside my tighty whities and felt that delicious tingle you get when you get that sudden jolt of warm blood that comes at the peak of a full erection. Being a horny 13 yr old without very little self control, I found myself reaching my hand down to my crotch and pressing into it. "Fuck, this is giving me a boner." I giggled. "Yeah, me too." Tim responded and I looked down and now clearly saw a very discernable boner ridge angling up just to the side of his zipper. We lay there on our sides, facing one another, now looking at one another's very noticable excitements arching up and away from our groins inside the snug fit of our jeans. "Want me to show you how to do it?" "Man, Kev, would ya?" I loved how excited he looked. Both in his face, and "down there". I felt my heart racing knowing that I was about to see a boy who I'd fantasized about while jerking off in the shower and in bed. To see him hard! To see him jacking off! To see ME jacking him off! To feel his hard dick. I couldn't wait to see how much bigger he was when hard. "Do you think it's safe here?" I looked around. "Yeah, I think so." Tim said and I noticed he was rubbing himself. "Please, Kev. Show me, please?" I turned over onto my back and quickly unbuttoned and unzipped my jeans. Tim doing the same. Both of us arched our hips at the first time and I immediately glanced over to see his incredibly white briefs coming into view. His mom must have really been a fan of Clorox, because his undies always looked so clean and so white. My mom didn't seem to be as fastidious a housewife, because mine were always a bit off-white. That white cotton looked so sexy against his tawny skin tone. Our jeans hovered around our knees and we sat there for a moment, oggling one another's boners tenting up the front panels of our y-fronts. His cock was pressing firmly against the inside of his briefs looking like an arrow pointing up towards his belly button, which was now in view. The hem of his t-shirt having ridden up a bit as he was tugging down his jeans. He had the cutest little belly button. It was neither an innie nor an outie, but a small ridged dot with a squiggly line down the center that lay flush with the skin around it. "C'mon, take em down...I want to see your boner. I'll show you mine too." Man, he sounded as horny as I felt. I loved how he was sounding a bit impatient. I arched my hips again, hooking my thumbs into the elastic band of my briefs and tugged them down to where my jeans were hovering around my knees. I was just at that stage of development where I was still hairless save for just a few wispy hairs that had started to appear in a thin line where my penis sprung up from my crotch. I'd measured myself recently and I was just a little over four inches. My balls were still velvetty smooth, but about the same time I'd first started to masturbate over the summer, noticed they'd begun to grow larger in volume and hang a little lower than they had when I was in sixth grade. "Your turn," I said nodding my head down to where his horny little cock still jutted up inside his clean cotton briefs. There was a brief hesitation and then Tim arched his narrow hips and descended his skimpy tighty whities. I couldn't help notice as they came to settle just above his jeans that the size tag inside the elastic band read size 10. I was already wearing size 14. For some reason that difference in size turned me on even more. But, needless to say, my eyes didn't rest long on his briefs when I had his very hard erection to look at. He had a beautiful cock! It was so slender. He was what I guess you would call a grower versus a shower. That's to say, when he was hard, his penis doubled in length. What I'd seen in PE was half the length I was now looking at and was surprised his erection was very nearly as long as mine, however, it was still very boyishly slender. His girth couldn't have been much thicker than the thickness of his index finger. It stood aloft from the milky skinned surface of his groin at a horny 75 degree angle. He was so hard I could see his penis pulsing as if it had it's own little heart inside it. His tip was about the size and shape of a cherry; the front pugged out a bit like the pugged nose on his face. I noticed that with him being hard the skin covering it had a much more inflamed coloration to it, unlike the dusty rose it normally had. Below his dick was his compact, rather small balls sack. He had the kind of scrotum that resembled one large ball instead of two individual ones. "You gonna show me?" Tim said, a look of horny need written on his face as he waited my reply. "Let me show you, by doing it to you. You'll like that. That's how I did it the first time. My cousin showed me how when I slept over at his house this summer." "You won't tell anyone, will you?" Tim sounded a bit concerned. "I mean...about me not knowing how and stuff?" "Hell, no. And, you'd better not tell anyone either, about me jacking you off." Tim beamed in horny expectation and said, "No way I'm tellin nobody. Please, do it?" I reached out my right hand and gingerly encircled his slender tumescence within my first three fingers and thumb. He stood at about 3 and a half inches. His skin felt like warm velvet that had been laying under a hot sun. I immediately felt his boner flinch in my fingers and Tim took in a sharp inhale of air. I squeezed him gently, feeling the rubbery give of his excitement swelling slightly. His tip exposed beyond my grip, the buttressed shape of it swelling slightly in a spasm. Tim's knees spread slightly, causing his underpants to stretch into a narrower line just above his knees. I slowly began to stroke him up and down, delighting in how incredibly smooth the skin felt. I'd never touched another boy before. Touching my first dick other than my own was an incredible turn-on and my boner flexed in hard upward lilts as I felt surges of blood causing my dick to tingle in excitement. "Feeeeels gooooood..." Tim said in a voice so soft I could barely hear it. "You rub it up and down like this," I said, hearing my voice shaking slightly from a combination of nerves and horniness. Tim's cute tummy began to expand and suck back in as he started to make soft muffled whimpers of pleasure. "Feels tingly!" Tim let out with a sound that seemed edged with anxiety. "Kinda itchy and tingly at the same time! Is it supposed to feel that way, Kev'?" "Yeah, Tim; yeah it is. You likin' it?" I asked, my eyes darting between his face and the sweet little cock I held in my hand. I loved how boyish he was. I was at that stage of my adolescence where growing up scared me and I envied how he was still more boy than teenager. "Yeah...oh rub it!" Tim pleaded. His legs were spreading out more now. I used my other hand and descended his undies and jeans down to his ankles, sensing how he wanted to spread his knees more. "Pump it, pretend my fist is a pussy." I said, giving him the permission I felt he needed, knowing how much I liked to pump my hips when jacking myself off. Tim's little groin began to undulate up and down in somewhat spastic little thrusts. It was clear this was his first time. And knowing so was causing my penis to feel like I might just sperm without even needing to touch myself. "Oh....feels like I'm fuckin a pussy, Kev'!" Tim practically squeeled in a voice that seemed to nearly rise to a falsetto. As if either of us knew, or would know, what that actually felt like. "Yeah, pretend you're fucking a tight pussy, Tim" I said, feeling his jutting boy cock jabbing in and out of my fingers, and feeling the skin covering it starting to feel a little damp with perspiration, perspiration from his hard-on and from my fist. I began to gently squeeze and release my grip, thinking about how I'd want a handjob to feel on my dick. Tim's pistoning began to increase in speed and intensity. His tummy was now drawing in and tensing up more and more frequently. His breaths coming out unevenly in shallow pants. I glanced into his face and saw him looking down at his dick, a look of concentration written on his face. He was starting to grimace a bit, his eyebrows arching up and knitting together and the nostrils on his cute little button nose flaring a bit. "Kev! It feels funny inside!" Tim yelped as his little groin took on a frenzied pace. I knew he was getting close now, even if maybe he wasn't aware. His slender delicately shaped pubis seemed to look slightly puffed out and his already small scrotum seemed to be growing more compact. I could feel the silky surface of his little boy bag brushing against the cuff of my hand and could feel the slightly dewy surface of his hairless, milky skinned pubis slapping against my hand as well. I reassured him, telling him, "It's okay, Timmy. It's okay, you're just gonna sperm." "KEV! WAIT! OOOOOOH.....!!!!!" I quickly glanced into his face and saw a look of utter helplessness written there and then quickly returned my focus down to his stiffy. Tim's narrow hips suddenly rose up and locked in shuddering place. I squeezed his boy cock and felt it swelling back in spastic quivers. I could feel Tim's skinny dick kicking inside my fist. His tip was now a bright purplish pink. At that moment, I felt he was probably going to end up having a dry orgasm. And, then, it happened. I don't know who was more shocked - him or me. Suddenly, Tim squirted three rapid fire crystalline spurts of clear, obviously spermless, semen onto his tightly clenching tummy. Tim letting out tight tummied grunts that resembled a boy who has been kicked by surprise. There was such a vulnerably sweet innocent quality to those tones that even if he'd not told me earlier, I would have known I was witnessing a boy's first climax. The sight of his diminutive boy cock squirting for it's first time, in combination with those helpless, somewhat fearful sounding cum grunts, pushed me over the edge. Suddenly, for the first time in my life other than the one wet dream I had shortly before beginning to masturbate, my 4 incher was squirting it's slightly foggy load of thin sperm onto the grass and fallen leaves between us without my even having touched it. "SPERMING, TIMMY!" I yelped loudly as i felt the stinging squirts of my ejaculation bulleting up my flexing 13 yr old cock. Tim looking over as it happened and then fucking into my fist in a secondary paroxysm of violent and rapid pumps before collapsing back down onto the grass like a damp wash cloth. Tim whimpering, "I spermed...you made me sperm, Kev. I spermed..." His words coming out weakly between gaspish breaths as he tried to catch his breath. His face was flushed and misted with perspiration and his eyes somewhat glassy with a look of exhaustion. His first ejaculate was so thin that it was like clear pee and as he lay there panting in recovery I watched the three little splatters that had landed up near his belly button already beginning to drip down into the v-shape of his pelvis. His penis was still as stiff as it was before I began to jack him off and I watched as it made jerkish upward lilts away from his body. A little bead of his clear boy semen bubbling up from his slightly dilated piss slit. I'd just taken his "cum cherry". I'd just jacked off a boy for the first time. And I was in heaven.