Conquering Will: : Approaching Will

By Any Name

Published on Oct 6, 2002

Gay

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I had been aching to fuck a boy in the year below me, now, for over two years. It started when he was twelve...He's now fourteen, and I could see that he'd really started to hit puberty -- he's grown taller, though his angelic face, with slightly pouting lips, wickedly handsome smile, topped off with slightly shorter, straight brown hair, has stayed about the same. His shoulders have broadened, but his arms are still lithe, tanned and hairless.

But where was I? You must be wondering what's going on. Sorry to confuse you, but I'm still smug about what happened two weeks ago. You see, my dreams came true. Has that happened for you very often?

This boy plays the bassoon, which is a long, woodwind instrument. I can't tell you how much it turns me on to see him alternately sucking and blowing on the mouthpiece! This instrument is surprisingly hot: it's long; it's held with its base on the ground, sticking up between the player's legs; and it is attached to the player by straps which go around his chest and back, holding his thin white shirt down against his nipples. I play in the same orchestral group and I see him every week, staring as his bassoon gets put together and then rests against his chair by his legs. Sometimes, if he has to move forward to play it, the bassoon draws nearer and near to his thighs until it is touching his trousers, and, I like to think, it rubs his balls as he moves back and forth over the music, blowing on the instrument's mouthpiece.

I hadn't really spoken to him, properly, before. So you can understand that it took a lot of guts to go up to him. Maybe I should tell you something about myself. I am 15, about 5'8 (he is now taller than me by an inch!), I have dark brown hair, I'm fairly muscular, with a 6" penis when erect, circumcised, as far as I know. I've got light, creamy and unblemished skin, and I'm starting to really get pubic hair.

I walked up to him one day two weeks ago after practice, and I said, "Hi, Will? Can I have a word?"

"Uh, OK." He looked a little confused, but moderately interested. I could feel the tension between us. I started walking away from the others, and he followed me.

"Will, I..." I paused momentarily, bit my lip, and went on. "I'm attracted to you."

He looked a little stunned. "Well..."

I interrupted, "I want to suck your dick." I was hoping that the direct approach might allow me to suck his dick whether he was gay, bi, or not. I mean, what fourteen year old doesn't want a blowjob?

It was with unbelieving pleasure, therefore, that I heard him say in a somewhat relieved voice, "Where?"

And so it began.

Half an hour later we were in a disused classroom, it being long past the end of school. The building wouldn't be locked up for an hour, and until then, no-one ever used it after school-time. We locked the door and he sat on a desk. I pulled off my blazer and undid my tie, while he starting taking off his shoes. It looked as though he were going to get completely nude. Understandably, I had no problem with this state of affairs.

Will has one of those young-boy butts where his buttocks always look, to someone who is staring at them while he has his trousers on, like they are quite high up. This is because those sort of buttocks are seen on somewhat undeveloped boys, and they look that way because they are still very tight and perky, and totally round. First, he took off his tie, very quickly, and then Will undid the buttons from his slightly sweaty shirt, pulled it out of his trousers and discarded it. His chest is very firm, a bit less tanned than his face, and his nipples were, due to the coolness of the classroom and the excitement of the moment, stiff, poking out at me from the sides of his chest. I could have started sucking his chest right then! However, I took off my shirt, watching as he looked at me, and then we began to undo our trousers at the same time. He had been leaning on the corner of the desk with the corner underneath and between his buttocks, but he stood up now facing me so that he could pull down his trousers. He did so, revealing long and completely hairless legs, with thighs that want up smoothly until they disappeared under soft boxer shorts, the kind which are elasticated and cling tightly to the body. This gave me an appealing view of the outline of his prick, with a hidden mass underneath which I knew must be his balls. I took down my trousers and his eyes moved along my legs as well. I knew by this time that he really was interested, and in more than just getting a blowjob from somebody, anybody.

Now came the moment of truth. He placed his slim, small fingers under the waistband of his boxer briefs and pushed them slowly down. The elastic waist pressed down past the pelvic mound of boyflesh and then over his dick, which was hanging down. It caressed his penis as it went down, and it began to rise almost instantly in a combination of sexual excitement and pleasure at stimulation. He pushed the boxers slowly down to his knees and stopped there, looking at me. There was a small amount of light pubic hair, which had clearly just recently started to grow, tufted around the base of his penis, which was soft tanned flesh with an engorged red head which was getting bigger all the time. I happily pulled down my own boxers all the way and stepped out of them, demonstrating that I, personally, had long ago gotten hard as could be. My six inch cock waved at him as I walked toward him and pulled his boxers all the way down.

I took the initiative completely here, as I walked behind him and put my hands on his shoulders. I saw his very hot, totally hairless, round boy-butt beneath me as I started licking the back of his neck. My hands crept around underneath his arms with their hairless armpits, which were getting sweatier as he got more excited, and my index fingers found his nipples and started rubbing them sideways and then around as I licked his neck. I got closer to him while I did this, and my cockhead began to rub into the crack between his buttocks, its underside pushing inward and spreading their softness to either side until his cheeks were pressing and rubbing against my pubic mound. He moaned softly, and I licked quickly down his back and right into that crack, my tongue slowing down there and exploring the sweat between his ass cheeks. He smelt as all hot, newly teenage boys smell, when they have caring parents and take regular showers: like clean clothes, with an underlying sexual urgency and tension in them. My tongue found his anus, and his reactions changed immediately and completely. He put his arms on the desk in front of him with a gasp, and bent forward. At the same time he spread his legs as far as they would go to either side, until he was a lot lower down. He had bent so far forward that his chin was lying on the desk in front of him, his arms clasping it tightly on either side and his young virgin bottom was pushed back quickly. This was such a surprise to me that his actions had the effect which, albeit instinctively, he had wanted them to have. My tongue popped inside the cloak of his tight little anus, burying itself in his asshole as his buttocks rubbed my cheeks on either side of my nose, which was pressing and rubbing into the crack of his ass like my penis had a short while ago. He was murmuring to himself now, "Uhh, mmm..."

As my rolled up tongue (If only those who thought not being able to roll your tongue meant you were gay would realise! Being able to roll your tongue is vital to fucking boys!) squeezed in and out past his anal sphincter, I realised that this boy was clearly enjoying the experience. And I was, too. But, certainly, I needed release. My dick was rubbing between my young thighs as I knelt behind him. My hands, which had long ago started to hold his hips while I tongued him, clasped the back of his thighs while I pulled myself up on them, feeling his toned and firm boy's flesh slide underneath my hands. I slid my right hand around his body and onto his stomach, and gently pulled him upright. I moved him over to the corner of the desk he was on, and then bent him back over it and stood back to admire my handiwork. His vulnerable ass was still facing me, but because he was bent over the desk's corner, his legs partially straddled it and put his dick on the corner. But something wasn't quite right. He couldn't spread himself as much as he clearly wanted to in this position. So, I took two high stools from desks nearby and put them on either side of him, then helped him lift a leg onto each, so that he was standing on the stools. Then, I got him to kneel with a knee on each stool, and moved them closer to each other and closer to the desk, but on either side, so that his ass was completely spread open and his sweet, red puckered anus, which was now quite wet, was staring at me.

He looked back over his shoulder at me and I could see pleading and desire in his eyes. I moved forward and he turned back to face the desk, still on his knees with his stomach lying over the desk, legs spread far apart as possible, buttocks jutting completely out at me with anticipation. The round head of his penis was brushing the top of the desk, which was just as I had intended. I placed a hand on his upper arm for support and with the other I positioned my dick, whilst I spread my legs so that my thighs started rubbing against the cheeks of his just-pubescent bottom. I pushed the one-inch head of my penis tentatively against the entrance to his virginal boy ass, and as I increased the pressure it slowly slid, slid -- then popped in, so that my helmet was completely embedded in his bottom! He gave a high-pitched grunt which told me that his voice had not completely broken yet, and started moving his ass up and down by curving his slim boyish back. This had the effect of stimulating the tip of my 15-year-old, previously virginal, cock, and I pushed it hard into him, which elicited a much louder, "Unghhh..." from him. I felt the hard ridge of the underside of my cock making friction with the smoothness of the inside of his ass, and, slowly -- he was far too tight to move quickly inside him -- my dick entered him further. I was buried in him! I started to pull my cock out of him, and I guess he wanted me in him for longer, because he moved his ass back with me, until eventually he couldn't move back any further and with a pulling on the inside of his sweet anus, my head popped out again. As I entered him again, he began to push against me, and slowly our movements grew faster as his insides became lubricated with my sweet pre-cum, him pushing back as I moved in, and pulling forward as I popped my thick red helmet out of his perky little bottom. My own teen butt was pushing forward and back as he squirmed in pleasure before and beneath me. I saw that his penis, all 5 inches of it, was being pushed along the surface of the desk, rubbing against the wood of the desk and the soft hairless skin of his belly as he was forced forward by the effort with which I was now dominating his amazingly cute teen butt.

I stopped while I was completely inside him, with my soft brown pubes pressing from my pubic mound into his anus, and wiggled my dick around inside him, moving my hips from left to right and up and down, feeling the smoothness of his tight buttocks push against and slide past my hairless thighs. He looked back over his shoulder at me and mumbled something which I couldn't make out, due to the fact that at some stage he had taken from the desk a thick round marker pen, and was sucking it with vigour. However, as I started pushing into him again, driving his pubic mound along the desk, his ass started to squeeze on my dick, hard, in tight bursts, and I heard him gasping from in front of me. Bringing this fourteen-year-old boy in this classroom to orgasm by fucking him and watching him cum was far too much for me. I started to pulse out my teenage semen into his ass, felt him absorbing it as I kept on fucking him and releasing all my lust. We were both moaning as my dick continued penetrating him while his young, thin cum spattered the desk beneath his hairless nude body. Eventually, we both finished orgasming, and I pushed him all the way onto the desk, and just lay on him, feeling my dick thick inside him, dripping within his still-pulsing, excited and no longer virginal butt.

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