Note: This story was dynamically reformatted for online reading convenience. Author: H. Rattler Title: Ten Years of Trying Keywords: Mm cons anal 1st 00 - INTRODUCTION It had been ten years since my first sexual experience, and here I was, lying on my back in my bedroom with a fourteen-year-old boy fucking me in the ass. I was nineteen, and the kid's name was Nik. I used to babysit him back when he was four, a decade later I was taking his virginity. But then I had wanted it that way, the kid was quite a catch. Slim, soft, blonde and delicate, with four and a half inches of uncircumcized boy-cock. Smooth tanned velvet skin wrapped tightly over a beautiful landscape of veins and ridges. I had fallen in love with his dick. It was statuesque when erect and desperately cute when flaccid. Now it was inside me, slipping deep in and drawing out until I felt his bulbous head tug at the rim of my asshole. I was lost in the feel of his extremely rigid young cock, pumping effortlessly into me. "Nuh.. gonna cum." he grunted, his lips in a sexual pout, freckled cheeks flushed, his straw-colored fringe hanging messily over his eyes. I could barely contain myself. Transfixed on his lips, I watched them pout and contort as he fucked me with a more ragged rhythm. I let my palms slide down from his shoulders to rest on his lower back, my fingers spread wide to clutch as much of him as I could. "Cum in me." I whispered, giving his back an affirming slap. He nodded and sped up his thrusts, the sound of fast fucking filling the bedroom. He was panting and grunting as his pleasure approached its limit. Within moments he fell silent and shook, holding himself over me with both arms outstretched, hands planted either side of my head. "Oh mom!" he cried out helplessly as he came. I felt the pulsing of his shaft against my sphincter as he unloaded inside me. I still couldn't see his eyes as he hung his head low over my chest, letting out long ragged moans as he emptied himself into me. I looked down to see drops of sweat fall from his face. They could well have been tears. "Uurrh.." he moaned as I felt his shaft pulse a final time. I did my best to squeeze my asshole around his cock, milking as much as I could out of him. He panted and sniffled, wobbling as he readjusted his hands either side of me to steady himself. I felt the slick sensation of his softening member slipping out of my hole, looking up at him for any sign of recognition. I waited a few moments longer before lowering my legs. I hoped he wouldn't be embarrassed about crying out but I knew he would, being the age he was. Before I could say anything, he had slunk off downstairs to wash up. Nik came back from the bathroom with his ninja turtles towel wrapped tightly around his waist, looking cute and flushed. He then proceeded to walk right by me and sit down infront of the TV. I laid there with my legs open, my asshole leaking his load, and laughed. "What?" he said, crossing his legs as he settled down. "You filled me up!" I said, throwing a cushion at his back. He turned to look at me, then looked down at my trickling pucker and made a chuckle of disgust. He was always into grossout humor, so I wondered how he would feel looking at his own mess instead of someone elses. At least he was seeing the funny side instead of being traumatized by it all. "Nasty." he chuckled, turning back to the TV. I went to clean up, wondering what else I could do with him. When I returned, Nik was sprawled out naked on my bed, his towel unfurled, claiming my territory as his own. This made some primal sort of sense, he had just fucked his mentor, so I wrestled him off there to regain some status. After some scuffling and the inevitable collapse, we lay panting and laughing on the ground by the side of the bed, momentarily lost in the post-coital shock we had both experienced. Both of us were very comfortable being naked around each other, and this new sexual intimacy we had achieved made everything more exciting. The wrestling had made me rigid, my erection standing a touch under seven inches, a sight Nik found hard to keep his eyes off. "You're hard again." he said. Cute kid, as if I wasn't already aware. I could see his eyes widen as he stared at my cock. He had such a fascination with it, had grown hard staring at it and even came prematurely when we jacked each other off. I started to slowly stroke myself off as we both lay there. His cock was a plump, smooth sausage, starting to grow stiff again as he watched me. "It's really big." he said, slightly out of breath. I loved hearing it from anyone, but from him it was electric, making my gut crunch and bringing me closer to shooting. There was a silence as I jacked off, both of us lying on our sides facing each other, both naked. I watched his little dick swell and grow to full size as I picked up my pace. I could hear his breathing, shallow and delicate, the kid was excited. "You gonna shoot?" he asked, his questions always naively honest. "Yeah.." I said, an idea flashing into my head. "..on you!" He giggled and sat upright, drawing his legs back under him. I sat up with him and continued to jack my cock, pointing it at him and humming the Jaws theme tune. "DUUUNdun... dundun.. ..dundun dundun dundun.." I stood up on my knees and pointed my cock at him as he backed away to the corner of the room, giggling. "Fuck off!" he said inbetween a mixture of disgusted chuckles and outright laughter. He didn't really want to get away, I could tell. There was a curiosity about cum that always kept him close by when I masturbated. I waddled forward on my knees, cornering him further and still jacking myself off. He raised his hands out infront of him and turned his head to one side. "Haha.. no!" he giggled. Reluctant but very willing, it seemed like. I reached my free hand down to cup my balls as he giggled and squirmed in the corner. So bashful even after sex, I clearly had a long way to go with him. "Here you go Nik!" I grunted, an excuse to call his name while cumming. I groaned as fast, thick lines of cum splashed out over his legs and outstretched hands. He spluttered and cackled wildly, excited and frightened by the sensation. My last spurts fell by his feet as he scrambled to his feet. The kid wasn't sure whether to laugh or barf as he stared at the slick hot globs on his forearms. "Eww jeez." He said, pushing me away with the sole of his foot. Other than the palms of his hands, this was his first bodily contact with cum. I groggily got to my feet and sat on the bed, chuckling and pointing. We had played many games in my bedroom, but this was by far the most fulfilling. I had finally gotten my hands on Nik, that cute kid from down the corridor. Now he was giggling and wiping my cum off his legs with a tissue. I laid back on the bed, sated and happy as Nik headed off to the bathroom for the second time. "Let's go McDonalds." he shouted from downstairs as I started to get dressed. I was glad I had given him an appetite.