Jon was a neighbour, when my family moved onto the estate he came to our door to ask if I wanted to join Scouts. I said yes and from then on we became good friends. If we wen't scouting we were kicking a football around. John was two years ahead of me at school and had a healthy interest in girls and there was one in particular that he fancied and was intent on asking her out on a date. I knew her too but she too was older, she was slim and pretty. 

One afternoon I went over to call for Jon to go hang around somewhere, he invited me in and his family were all out. On the lounge floor were some magazines, open and displaying beautiful naked women in all kinds of poses. He sat on the carpet with them and turned pages as if continuing what he'd been doing before I got there. Then without warning he knelt up and unfastened his jeans and pushed them down his thighs, he wore no underpants, a menacing hard cock sprang free, it was long thick and veiny and had no foreskin. He was huge to me and compared to what I knew about myself, he held a majestic six incher for sure. He began stroking himself with a full fist, long strokes and I sat mesmerised by his openness and his confidence. After a while I decided to free my hard on and revealed to him my smaller uncut erection. We stroked, then he asked me if I would stroke his cock for him, I went straight to it expecting him to do likewise with mine, this didn't happen so there I was stroking two dicks at once. I was getting into it, Jon's eyes were closed, a bead of precum appeared at the tip of his swollen glans, then he suddenly stopped me and pushed my hand away, then he was up on his feet, holding his jeans up to run and dashing for the upstairs toilet, I grabbed my pants and followed when I squeezed into the small room he was stroking again over the toilet bowl, I stood to the side and rubbed myself, then he speeded up, his cock looked very pink, full and angry then he let out a grunt as his big hard cock let go of its creamy contents, first it spurted just a little then poured from his helmet like a waterfall of milk down into the water below, it made a splashing sound, he produced a lot. I rubbed quicker to try and produce my own flow of semen but as soon as he had finished he was gone. He left me to finish off on my own and I felt disappointed, I stroked and came while I remembered the pictures in the x reated magazines and the sight of Jon's big cock. When I got downstairs the magazines were gone and he never said a word. I followed him outside my cock shrinking. Wec chatted football, scouts, about other kids on our estate but we never talked about what had just happened.   

A week or so later it was school holidays and he asked if we could go to my house, mom and dad were at work and we went to my bedroom. I had posters of Deborah Harry on the walls and he said he liked them and her. It was warm and it went quiet between us, Jon then talked about how close he was to asking Penny out. Then he lay on my single sized bed and patted the blanket to join him. I slid close next to him and he unfastened his jeans again, no underwear again and he pulled out his hardening cock, "this always happen when I think about Penny" he said and stroked himself to fully hard in seconds, I pulled down my soccer shorts and yfronts and started pulling at my semi hard dick, soon we were both laying side by side pleasuring our hard cocks, then he said "let's touch them together" so I rolled to face him and he to me and his large cock dwarfed my still boyish one, it felt nice to push them together and he bumped the nipple of my foreskin with his excited tip, "rub them together with your hand" he said, so I worked both cocks head to head while he watched and enjoyed. His more mature hardness felt amazing and I was able to touch his wide knob in ways that my more sensitive knob couldn't stand. Then he asked me to go and fetch a pair of my moms knickers from her bedroom, I thought this was a bit strange but thought while she was out no-one would know. I ran to her room and rummaged in her undies drawer. I found a cream satin pair with some frills. I returned to my room with them and Jon told me to get undressed and put my mom's knickers on! I could tell he wasn't joking as he sat on the edge of the bed still stroking his hard manhood. I slipped into them, the cool sheer fabric felt nice and as I hitched them up my hard cock tented at the front. "Nice" was all he said, then he walked around behind me appraising the view, I felt a bit stupid standing there in my mom's panties but Jon seemed to like it judging by how erect he now was. Then standing close behind me he put hands on both of my naked shoulders and administered just enough force to guide me down onto my knees, then he too knelt behind me and whispered "lean over, bend over the bed", I did excited by this new turn of events and recalling how the Deacon had played sexy games with me and how good that had been. Then Jon's arms encircled me as he brought his long stiff cock against my panty clad bottom, poking my centre, pushing moms knickers between my bum cheeks, he pushed hard and moaned, we were both silent, his bare chest against my naked back as his hips pumped, he felt massive and I felt his broad tip nudging my redundant anus, which had not had any attention since the Church Deacon. He hissed in my ear and his hands went to my hips, he ran his length all over my satin covered bottom, then he hooked his thumbs into the waist and pulled them down to the bottom of my thighs to rest at my bent knees, he quickly said "ready for me"? and before I had chance to say yes, his thumbs spread my smooth tight cheeks, and as I turned around to look at what he was doing, he was thrusting his hips at me, watching himself as he did so, I saw his large swollen glans disappear between my bottom cheeks, then I immediately felt him at my tight bud, a hand to the middle of my bony spine pushed my chest flat on the bed and he pushed his thick cut penis into my dry hot rectum. I yelped a muffled sound and tried to relax, I didn't know how much of Jon's rock hard meat was inside me but it stretched me wide and caused a searing heat to travel around my ass ring, then I was being bumped as he began to fuck me, he panted and laboured over me, pushing and pulling, I felt the suction building inside my bowels, it felt like an eternity but I think it was barely two minutes before his hips fucked me with random thrusts and he began to tremble, his hands holding my hips shaking, then he stabbed my open anus deep falling against me as I felt his conquering hard penis swell and throb as it unleasehed its payload, I felt the warm gush as he flooded my tight and deep rectum, as his cock became wet from his own cum he eased back and forth gingerly fucking me some more whilst helping his climax to deliver more and more powerful spurts of runny cum. I just waited and tried to enjoy the feel of his pulsating rod wedged tight inside me. He rocked on his knees, and shook violently as his load was released into me, "yes, yes, Penny my love" he grunted wearily and victoriously.

Jon held himself inside me enjoying the afterglow of his hard penis throbbing, its reflex actions causing it to jump inside me as it tried to squirt the last of its semen but nothing more would come he had emptied his hanging ball-sac completely. He eventually pulled himself from me, his cock smeared with cum looking deflated. He put on his jeans and left without saying a word and me nursing a sore bumhole and hungry erection. The rest of the day I spent alone watching TV and listening to a small collection of seven inch singles all the time feeling my friends cum trickling out of my well fucked arse. That night in bed I wanked myself until I came hard remembering the good sex I'd had with the Deacon and being taken so hard and selfishly by Jon, who was clearly just using me as practice. There was no more play times after that. Moms knickers ended up in the trash as they were splattered with his cum stains. Jon did ask Penny out, they didn't date for long, I just hope he fucked her pussy and not her ass!!! END.