Date: Tue, 19 Dec 2023 14:40:48 +0000 From: Dr. Williams Subject: WOODY AND LITTLE DANIEL 5 Please support Nifty to keep this free service available. http://donate.nifty.org/donate.html DISCLAIMER: This story is complete fiction. Any similarity to any real person, living or dead, is purely coincidental. It contains vivid descriptions of fantasy sexual acts between an underage boy and an unrelated adult man. If these fictitious acts offend you please stop reading now. The author does not condone or encourage any of the depicted activities. Do not copy or publish this story without expressed permission from the author. (Gay-Adult-Youth-Mb-Con) (British English) Feedback is always welcome. Email: Dr.Williams.Author@proton.me Twitter/X: @DrWill9375 "WOODY & LITTLE DANIEL" By Dr. Williams Chapter 5: Woody and Daniel's Road Trip As I ate breakfast I watched as my wife marked off a date on the wall calendar, another day of January 1983 gone. Normally I wouldn't care but it meant that the summer holidays were already half over and Daniel would be returning to school in a less than four weeks. After our last session, in my guest bedroom, I had felt bad for being too rough with Daniel and worried that I may have put him off the man-to-man sex experience. But he had smiled as he promised to never tell anyone about our games, which reassured me that he was still a willing participant in the debauchery I was inflicting on him. Daniel's father, Shawn, had sent him for a holiday with his grandparents and I didn't know if I would get the chance to see him again before school resumed. I sincerely hoped this was not the case as I had very firm and passionate plans to finally penetrate his tiny arsehole with my cock. Daniel's deflowering had become my primary obsession and my mind wandered to it every free moment, imagining the little kid impaling himself on my meat. I pictured him sighing in discomfort as my dick sank into the warmth of his tiny bum. Or I would envisage him bent over a teddy bear, hugging it as I introduced my cock to his tight, virgin hole, stretching his insides, pushing in until my pubes were snug against his arse, my balls resting against his perineum. The last time I was intimate with the lad, I'd managed to get my finger up his arse and it had almost melted. His hole was as hot as a furnace and I knew then that I just had to get at least some of my dick inside him. How would he respond to having his arse pried open in such a manner? He was still very small for his age and I was concerned about causing him too much pain in the process. I didn't want him to hate it so much that he wouldn't try it again. I had suggested he try fucking with his young friend, Luke, the boy who had introduced him to "doodle" in the first place. Had Daniel acted on my advice? My wife had experienced severe back pain the previous year and was prescribed strong painkillers. She hadn't been keen on taking them and there was still an ample supply of the unused pills in the medicine cabinet. I'd taken one of them once and it had knocked my socks off, as far as relaxation is concerned. I wondered if giving one of these to Daniel might make it easier to get my dick up his arse? On Friday, Shawn came to work with Daniel. I was completely taken by surprise and delighted that opportunity was once again presenting itself to play with the boy. It was a hotter than normal day and Daniel was dressed in his usual small shorts and a loose blue t-shirt, carrying a small school bag over his shoulder. Shawn apologised for not warning me about bringing his son to work. "He came home early from his grandparents," he explained, looking a bit embarrassed. "Long story," he added. "Is it okay if he stays here today? He asked if he could and...I know it's short notice." "It's not a problem at all," I told him cheerfully and immediately tried to think of a safe space where I could spend time alone with Daniel. "He can tag along with me on my deliveries this afternoon," I suggested. "Give him something to do." "Dad, can I?" the boy said, tugging on Shawn's arm "Well...if Woody doesn't mind," said Shawn, eyeing me with a look I couldn't quite decode. "Don't worry about it," I told Shawn and watched as he disappeared to commence his work deliveries. Daniel followed me to my office, where he took up his usual spot on the opposite side of my desk, pulling out some comics from his bag. "Superman, huh?" I asked, checking out the cover of his comic. He grinned and nodded, holding it up to me. "I bet I know why you like him." "Do you?" Daniel asked mischievously. I glanced at the open door to make sure no one was lurking about. "You think he has a big doodle under that costume," I said very quietly. I was sure of this because I thought the same thing as a boy. Daniel grinned and nodded. "A really big one, like yours," he said in a whisper. My cock twitched in my pants and I was flattered that he considered my manhood to be big. I guess it must have seemed massive when I was fucking his little face. I had to admit Daniel's worship of my prick was very stimulating and further fuelled my desire to share it with him. "Your Dad told me your Grandparents live on a farm." "A boring one," Daniel said with a sigh. "Why did you come home early?" "Nan told Dad that I was a dirty little boy," he said quietly. "I hate her." "Why did she say that?" I asked. Daniel shook his head, blushing a little. "I'm not allowed to say." "Not even to me?" He shook his head. "Daddy said not to tell anyone." I stroked his arm lightly. "Well...you're a good boy for not telling me then." "Mummy made him give me a smack as well." I remember Shawn telling me that his ex-wife was very strict and would rope him in to punish the boy. Something he said he didn't enjoy. I am ashamed to admit I immediately pictured young Daniel, face-down as his little arse was spanked by his handsome father. The thought of Shawn whacking his son's tiny bum cheeks was a very stimulating scenario. I wondered if Daniel cried when he was smacked? Did Shawn's cock ever respond when he could feel the boy's hot and smooth skin beneath his hands? "Did it hurt?" I asked. "Yes...but..." His voice trailed off and then he suddenly seemed to brighten up. "Woody, guess what." "What?" I asked. Daniel flashed me a naughty grin, the impish spark returning to his eyes. "I got Luke to put his willy in my bottom. I got myself really wet first and it went in properly this time." I conjured up beautiful images of Daniel taking the older boy's penis in his arse, making my dick twitch. "Did he like it?" I asked. "I think he had... what's it called again?" "An orgasm," I answered with a smile. "I'm impressed. That must have made him very happy." "Hmm, yes. He was a bit nicer to me that day." "That's how men work sometimes," I remarked, winking at him. "It felt different to your finger. Not as hard." "Any pain?" "Only a little bit." "So, are you ready for my doodle?" I asked quietly and was perversely delighted by the wide-eyed look of concern on his face. I saw him look down at my crotch and then back up at my face. I glanced back at the open door and then stepped closer to Daniel, my groin standing over him as I said softly, "It would be really, really naughty if you let me put my penis inside you." I knew the boy loved the idea of misbehaving and eventually I saw a small grin play across his lips. "Will it hurt?" he asked. I stared at him a moment, tempted to lie. But what would be the point? Daniel could possibly hate me if I hid the potential drawbacks. I finally nodded. "Yeah. It always hurts the first time, Danny" I said gently. "Even for adults. I can get you something though." "Something?" "Just a little pill. It will help with the pain." He nodded after considering this for a moment. I leant down and planted a quick kiss on the top of his head, breathing in the smell of shampoo. I regretfully left Daniel to get on with my other duties. I told the receptionist I had an additional delivery to make that afternoon, being deliberately vague about how long I would be gone. As I was the owner of the business, my movements were rarely questioned. After lunch, Shawn finally left to undertake a delivery to another city, meaning he'd be away for at least three hours. Moments after he drove off, I grabbed a lemonade from the drink dispenser and returned to my office, handing Daniel the can. "I got you something." "Thanks, Woody," he said as he took the can from me, pulling the ring to open it. I then handed him one my wife's painkillers. "Take this as well, Danny. With some of the lemonade. It will help." Daniel took the pill from my open hand, looking unsure, then popped it in his mouth. He took a swig of his drink and swallowed it, gulping the remaining sweet liquid eagerly. I believed Shawn rarely purchased soft-drink so this would have been a big treat for the boy. I rubbed my crotch slightly, hoping he would catch me. He noticed the movement of my hand, his eyes darting down to my groin, and then he looked back at me with a small smile. "Your Dad's going to be gone until 4 o'clock," I said casually. "Shall we do that delivery now? We might be able to go for a drive afterwards. Find somewhere private." I winked at him and his eyes lit up mischievously. He dropped his comic and was soon following me out to the back of the warehouse, where we jumped into one of the older delivery vans. This was a medium-sized vehicle, with a large rear section. I helped Daniel into the passenger side door and we were soon on the road, driving to our destination. Daniel talked about the makes of cars as they passed us by, filling in the short journey to the place of my delivery, a small bakery in the next town. I retrieved a set of chairs from the back of the van and took them inside, chatting to the manager for a short while. When I returned to the van, I opened the back and assessed the pile of blankets inside. They were stacked up against the side of the space, used to protect furniture while being transported. They were not pretty but very thick and reasonably soft. I reached in and began to arrange them so that two layers covered the floor of van. I then moved some more of the blankets to the centre, folding them over and creating a squarish pile. Daniel was visible through the rear cab window and he glanced back occasionally, curious as to what I was up to. We were soon on our way again and, instead of driving back to work, I diverted the van onto the highway and headed towards one of the nearby pine plantations. "Where are we going, Woody?" Daniel asked as he watched the scenery whiz by. "Just somewhere quiet," I said with a smile. "We all came here for a barbecue, once. Remember?" Daniel's eyes lit up. "This is where -?" "Where you saw my doodle for the first time," I said, winking at him with a smirk. "You were going to the toilet," Daniel said with a wide grin. "I remember." We were a few minutes away from our destination. "Could you rub my doodle through my trousers while I drive?" I asked the lad. Daniel smiled, stretching out his arm across the cab space and resting his hand on my crotch, squeezing my meat. "Your doodle's hard already," he remarked, sounding surprised. "He's excited," I said as his fingers manipulated the fabric of my pants, making me let out a small sigh. "Because of me?" Daniel asked. I looked over at him and could see that he was craving some positive validation from me. "Of course," I said lightly. "You know he's hoping to have some naughty fun with you today. Would you like that, Danny?" Daniel nodded and used his thumb and index finger on my trousers to trace the outline of my dick. Within minutes we arrived at the plantation. On the weekends it was popular with families, who came to use the barbecue facilities and enjoy the nature walks in the reserve area. But it was largely deserted during the week, which is what I was counting on. I drove deep into the plantation, in search of the perfect spot, exploring the dirt-covered roads until I found a secluded area that overlooked a valley of pine trees. I backed the van into a small clearing and we got out to explore our surroundings. The sun was shining brightly and Daniel looked up to the sky, grinning as he felt the warmth radiating down. Around us the pine forest was extremely quiet, aside from the rustling of the branches as they moved in the breeze, and the background soundtrack of birds and insects. We were a long way from traffic and anyone approaching in a vehicle would be easily heard in advance. "I need to go to the toilet," I said with a grin. "Me too," Daniel said and I motioned him to follow me. We moved to a position closer to the pine trees and I unzipped my fly, fishing out my cock. I saw Daniel ogling my hard meat as it emerged from my pants, the usual glint of delight in his eyes. Then he pulled down the front of his shorts, exposing his flaccid penis. I took a moment to relax my bladder, which could sometimes be difficult with an erection. I saw the boy's expectant look, which triggered my urge to perform for him, and soon fresh piss began to erupt from my dick. Daniel followed my direction and also began peeing, his stream of gold failing to reach the same distance as mine. For a few lovely moments we stood there, pissing onto the the ground, listening to the splattering sounds of our urine as it drenched the foliage in front of us. I was tempted to turn my stream of piss onto Daniel's small form, spraying him obscenely with my waste. I also would have liked to take Daniel's tiny member in my mouth and gulped as he urinated down my throat. Unfortunately I had no way of cleaning Daniel up and I couldn't return him to his father while he smelled of piss. Although I would like to. For a moment I marvelled at what a fascinating little boy he was. A nine-year-old that was genuinely interested in playing with an adult. I had never had sex with a kid before these encounters but somehow Daniel had aroused an animalistic, almost sinister part of me. I was behaving like the man I always wanted to meet when I was a kid. And I hadn't realised what an utter sleaze I could be. After we finished Daniel pulled up his shorts and I tucked my dick away. I patted him on the shoulder and we moved to the back of the van, where I opened up both of the doors. I sat on the edge of the interior and Daniel looked behind me, into the rear, taking in the arrangement of folded blankets in the centre of the space. "What are they for, Woody?" Daniel asked. "We use them for deliveries, to protect the furniture." I glanced down and noticed Daniel's little hand had wandered to his shorts and he was absently playing with himself. "I thought they would be comfortable for us. Here, let me help you up," I offered. Daniel smiled and opened his arms, allowing me to grab him around his tiny waist, lifting him into the van, resting his small bum next to me. I leaned closer, lightly touching his bare knee, rubbing it gently. I let my hand venture up his smooth thighs, drinking in the beauty of his unblemished flesh. I noticed a small lump in his shorts, confirming to me that he was feeling pleasure from my ministrations. "It's a shame your Dad won't let you play with his doodle," I said as my hand snaked up his leg to rest on his groin, feeling his hard young penis through his shorts. Daniel flinched slightly, looking surprised by my move. Then he seemed to relax as my fingers squeezed his willy, massaging it gently and he uttered a small moan, smiling slightly. "Danny, let's take off the rest of your clothes." Daniel's expression betrayed his excitement and anxiety. "Are we gonna play rudies?" he asked. I nodded as I began to pull his t-shirt up over his head, revealing his slender and smooth torso. With his arms lifted I could see the outline of his ribcage beneath his soft skin. He sat still as I tossed the t-shirt aside, looking a little nervous as my hands then reached to his shorts, slowly tugging them downwards. "Danny, if your Daddy let you play with his doodle, what would you do to it?" The boy's shorts were now around his knees, revealing his `Superman' underwear. "Um," said Daniel. "I would touch it. And taste it." I dug my fingers into the waistband of his undies. He lifted his little butt and I pulled them down his slender legs, exposing his hairless erection and trim body. Because of the way he was sitting, I could also see the base of his arse, the crack slightly open, hinting at the tiny hole within. I felt my temples pounding as I digested this taboo situation; a grown man with a vulnerable, naked child. I briefly imagined freeing my hard cock from my pants and pressing the head into his arse by force... but knew I couldn't do that... yet. "Like you tasted mine?" I continued while massaging his legs. He sighed in pleasure and smiled. "Like when I put your doodle in my mouth and you did a wee inside me." I grinned at how obscene that sounded. Pissing in his mouth had been unexpectedly hot. "I enjoyed cumming in your mouth even more," I said, my voice husky. I noticed the pinkish colour of his bum cheeks and touched his little bottom, frowning slightly. "Is this where your Daddy smacked you?" I asked. "Uh-huh," he said, his voice barely audible. I was dying to know what he had been punished for but now was not the time to pry. "When will I be able to make the white stuff?" Daniel asked. I grabbed his boy dick, gently manipulating and squeezing it. God, his little penis was so soft and smooth, and yet rigid like a nail. "I'm not sure. It will be a while before you can cum." "How old were you?" "I was twelve, I think," I said. "Why don't you sit on those?" I directed him, pointing to the pile of folded blankets. He took my instruction and moved to plant his naked arse on the edge of the makeshift bed. With one hand I gently pushed his torso back so that he was laying face-up, his legs hanging over the edge. He was now elevated and much easier to access for the type of activity I had in mind. "Relax," I whispered and then leaned down over him, aiming his junior erection at my mouth, sucking in the thumb-sized organ. Daniel drew in his breath as the warmth of my mouth slowly went up and down his tiny sausage. Because of his diminutive size I was able to engulf his cock and balls into my mouth, letting my tongue swirl around them with each downward motion. Daniel writhed in pleasure as my mouth slobbered over his groin, enjoying the boyish taste of his immature genitals. My dick was hard in my pants, straining against the fabric in anticipation. I stopped sucking on the boy for a moment and leaned up, towering over him. Daniel looked up at the interruption, seeming concerned. "Don't worry, I'm just getting comfortable. I want to be rude with you." I let my voice drop. "Do you want to see my doodle again?" "Yes, Woody," said Daniel, staring at me with his dark-blue eyes. I shifted backwards and sat down, turning awkwardly as I kicked off my shoes and then lowered my trousers and underwear together. Daniel sat up on his elbows to get a better look, his eyes widening as my cock sprang free from its confines. He watched me as I retrieved a tube of lubricant from my jeans, setting it near his feet. As I got back on my knees and leaned over the boy again, my dick swung above Daniel's own penis, dwarfing it by comparison. Daniel wore a silly grin and I realised his eyes looked a little glazed. Perhaps the painkiller had kicked in? I lifted his small legs slightly, exposing the hairless underside of his thighs and tiny arse. My head was swimming with lust, incredibly turned on by the naked and vulnerable young boy in front of me. I leaned closer to him, my dick pressing into his groin and rubbing up against his junk. As my balls rested on the crack of Daniel's arse, I gently humped him for a while, enjoying the feeling of my sensitive glans rubbing against his hairless skin. "You are such a good little boy, Danny. Can I be really naughty and put my tongue in your bottom?" Daniel nodded, a lazy smile creeping across his lips, possibly a little drunk on the painkiller I'd given him. "Yes, Woody," he said after a moment. Without further hesitation I leant down, spreading his tiny arse cheeks with my hands and staring at the invitingly tight hole within. It looked a deep-red colour, as if irritated. From when his little friend, Luke, fucked him, maybe? I felt a wave of momentary anxiety wash over me. Could I really violate this tiny boy the way I wanted to? Was he too small to take on the girth of my adult cock? I managed to push these thoughts aside and got to work, diving face-first between his arse cheeks, my tongue lathering at his puckered anus. Daniel reacted immediately, squirming in pleasure and sighing deeply as I coated his hole with my saliva. My free hand reached to my aching cock and gently squeezed the shaft below the knob, feeling a drop of pre-cum oozing out. It coated my fingers and I let them slide tantalisingly across the head of my throbbing meat, sending delicious ripples of pleasure across the skin. My head was spinning with anticipation and my tongue lapped over Daniel's sensitive flesh. His gentle sighs inspired me as I slowly probed, trying to relax the kid's hole. His arse was like a tight rubber band on my tongue and this pushed me to dive deep with extra enthusiasm, forcing as much spit into him as possible. The shining sun was warming up the interior of the van and sweat was forming on my forehead and back as I worked. The gentle breeze from the open door fanned me beautifully from behind, tickling over my skin and causing my cock to twitch in my hand. I momentarily let it go, not wanting to cum too quickly. I felt Daniel shuddering at my ministrations and his soft moaning joined the obscene sound of my slurping as the soundtrack to this lurid scene. His reactions fired me up and I pressed deep, attempting to rotate my tongue as I could just about taste the interior of his narrow channel. While his butt cheeks had smelled of soap and a faint whiff of stale sweat, his interior was much tangier and the associated aroma lifted to my nostrils, making my head spin. I continued to eat out his delicious little bottom for the next fifteen minutes, his small legs flung back, my head dwarfing his tiny butt. Finally, I paused and leaned back on my haunches, catching my breath, looking down at Daniel's naked little body in front of me. His tiny arse was now red and shiny, coated in my saliva. "That's a pretty hole," I whispered as I took both his legs and lifted them, holding them together. As I pressed his legs towards his chest, I moved into position and inserted my meaty cock between his thighs, closing the gap to feel his softness on my prick. The heat of his bare skin felt amazing on my shaft as my dick slowly pumped in between his slender legs, grinding against his tiny penis. He smiled as he looked up at me, our erections rubbing together. "Is that nice, Danny?" I asked. "Yeah, Woody," he said, grinning. We continued this for several minutes, both moaning quietly as we enjoyed the sensuality of humping against each other. Outside I could hear the distant sound of the soft breeze and birds chirping in the trees, all background noise to my main event. I once again paused and leant back, one of my hands still pushing his legs back, his diminutive bum once again exposed to me. I coated my middle finger with saliva and moved it to rub against his hole, now considerably more relaxed after the invasion of my tongue. "This might hurt," I said in a soothing tone as I gently applied pressure and felt my digit sink into the warmth of his flesh. Daniel visibly tensed and held his breath as my finger pushed inside of him. He winced slightly from my movements, panting, and I paused once my second knuckle slipped into his knot. "Ooh...Woody...it stings..." he said between breaths. Had Luke stretched him out at all? I couldn't really tell. "I need to get your bottom ready," I said to him and proceeded to turn my finger, feeling it slide around his tight and textured interior, testing the effects of the pain killer. To my delight, Daniel seemed to take the movement considerably well, finally exhaling. He sucked in his breath again as I sank my finger in as far as it would go, hissing sharply at my invasion. "Good lad," I praised in a fatherly tone, impressed as he seemed to tolerate my wiggling digit inside of him. In the position we were in, one of Daniel's feet was near my face. Feeling daring, I parted my lips and sucked several of his toes into my mouth, my tongue bathing them slowly. Daniel's eyes were agog with the new sensation and he began writhing slowly on the blankets below me. I continued to suck his foot in my mouth as I gently pulled my finger free from his arse, which caused him to flinch slightly. I removed his toes from my mouth momentarily. "Hold onto your legs," I requested and Daniel obeyed, his hands grabbing at the space behind his knees to hold his position, which freed up my other hand. I opened the tube of lube and applied some to my index and middle finger, coating them. I returned my slippery digits to Daniel's ring, holding them together as I pushed into him again, using a rotating motion. Daniel let out a little groan of protest as my slimy fingers descended into the heat of his arse, his ring spreading as I pried apart his sensitive chute. I reached for my rod, which was now slick from the pre-cum, and my hand ran up and down my meat rhythmically, edging myself as I began to finger-fuck the lad. Daniel looked uncomfortable as my fingers slowly moved in and out of his tiny bum, jolting as my two second knuckles widened his ring on their exit and re-entry. "Are you okay, Danny?" I asked, pressing his nearby foot against my face, my tongue running up the length of it. "Yes, Woody," Daniel moaned, his eyes closed and his head laid back. I could tell he was humouring me as he endured the invasion of my fingers but I could not stop my exploration of his hole. Not when I was so close to achieving my goal. "Call me Daddy," I instructed and slowly pulled my two fingers out of him. "Yes, Daddy," said Daniel and then let out an, "Ow!" He hissed as three of my fingers now pushed at his ring, dilating him as they forced their way inside. "Hmmmm..." Daniel groaned as his breathing deepened, the trio of my digits pausing at the knot created by my knuckles. I stopped there and began turning them slowly, his scalding flesh clinging to my fingers. I knew my next movement would open his arse further and watched his face screw up as I pushed into him, his ring expanding to admit my knuckles. "Sorry, mate," I whispered as he grimaced beneath me. I twisted my fingers once again, sighing at the sensation and watching Daniel's discomfort with a warped sense of guilt and satisfaction. "You're a very good boy for your Daddy," I said to him huskily. "You are so well behaved and I am really proud of you for being so brave." Daniel opened his eyes as I said this, nodding, seeming a little happier to hear my words. He flinched again as I pulled my digits out of his arse. I paused, staring down at the small hairless boy before me. I was in a delirium as my free hand grabbed the base of my throbbing shaft, almost as if I was in a trance, and guided the swollen head between his arse cheeks. "Such a lovely little boy," I said quietly and Daniel looked up in surprise as he felt the spongy head of my cock at the entrance to his arsehole. The boy's ring was slippery and wet from the rimming I had given him earlier and the assault of my lubricated fingers. My other hand gently took his little erection, rubbing it gently. I pressed forward just a little, the sensation of the puckered, moist skin against my meat almost more than I could bare. "Are you going to put your doodle in me?" Daniel asked breathlessly, panting, a look of fear in his eyes. "Just a little," I whispered to him and felt my hips press forward, driving my dick against his ring a little more, lost in a lusty daze. The head of my prick was still thicker than my three knuckles and Daniel's young arse offered resistance, which I expected. But I had to be satiated. I really should have brought some kind of lubricant with me hoped that the lube I had applied would be sufficient to create enough glide. I began to undulate my hips slowly, enjoying the feeling of his warm bum cheeks and slimy hole massaging the aching head of my cock. Soon we developed a rhythm of sorts and I found myself humping my dick against his tiny arsehole, pressing into the ring and letting it grab at my knob like a sinister little kiss. I couldn't believe this situation and how lucky I was to have my cock at the entrance to a nine-year-old boy's backside. I was desperate to force myself upon him, throwing caution to the wind and impaling his small form with my meaty dick. But I knew I had to take it slow to avoid hurting him too much. My balls were tingling and I could tell that I wasn't far from making a mess on the youngster. I had been edging my cock in short bursts during his anal preparation and I knew I couldn't last much longer. I felt my shaft throbbing as I looked down to see my large dick at his tiny entrance, turned on by the massive contrast of his small, hairless frame below my adult body. I felt reason give way to uncontrollable lust as the head of my prick was wedged against the entrance to his tight ring. I took my hand off Daniel's little penis and reached up to cover his mouth, to prevent him crying out. He looked up at me with alarm. "Mmmm - ?" I moved my hips forward and felt the head of my cock enter his arse, the tight, wet muscle stretching and enveloping my sensitive glans. Daniel yelped as my dick wedged itself just inside the ring of his little hole, his eyes reddening and several tears running down his cheeks. A pang of regret seized me but I held my knob in position, breathless as I selfishly enjoyed the sensation of his penetration. My knob luxuriated in the slick heat of the nine-year-old's rectum and I sighed in bliss as his tender flesh gripped me like a velvety fist. "Fucking hell..." I gasped. "Hmm," Daniel whimpered, his tiny face screwed up in discomfort, and I could feel his lips trembling beneath my hand. I knew the initial assault on his hole was burning and I could feel my fingers getting wet from his tears. "I'm sorry, mate. I'm so sorry," I said gently, ashamed of myself. I rubbed his legs in an effort to smooth him, holding my position. I was determined not to withdraw my manhood now. Instead I waited a short while longer and then began to make very slow and short humping movements, grinding my hips forward in an inching motion as I enjoyed the immense pleasure of having my meat inside this sexy young boy. He still only had the head of my penis invading him and I gripped my shaft to prevent myself from trying to impale him further. I watched Daniel's face as I fucked him with the tip of my dick, my hand still over his mouth. The tears had stopped but his face was still red and flushed. I let my hand go from his mouth and he sucked in air, gasping, his tiny chest heaving. We locked eyes and he trembled as he watched me with a look of accusation. Then he looked down, his eyes bulging as he caught sight of my thick meat, some of which was crammed inside his little bum. He looked back up at me, concentrating as he panted furiously. I moved my hips in a circular motion, the head of my cock twisting inside his tight, hot little arse, and I desperately wished I could feed him all of my meat. "Are you okay?" I asked between thrusts. He waited a moment and then finally nodded. He made a small whimper each time I made an inward stroke and I was very grateful that he was so eager to please me. I was hoping that the painkiller had done its job and was taking the edge off his pain. I went back to sucking his foot, feeling his little toes wriggling around in my mouth, and grinding my manhood into his tiny butthole. Every now and then I lost control of my shallow-fucking and, when I thought I could get away with it, I inched a little further inside him. I felt delirious as my knob chased the promise of heat in the depths of the boy's rectum. Daniel responded with a deep groan of discomfort as I tried to fuck him deeper, making me cherish the moment even more. I knew my penis was too large for him and his pain meant there was a price to pay for each thrust of my prick. Why was there something so intoxicating about violating someone so innocent? "I'm sorry it hurts so much," I told the boy as a third of my cock moved smoothly in and out of his posterior. He made no reply, his eyes screwed up as he breathed deeply, wincing each time I forced my knob into him. This continued for several minutes and the only sounds between us were my groans of pleasure and his grunts of discomfort. I looked down in amazement as I watched my fist direct the top of my thick rod into the impossibly tight confines of Daniel's immature arse. I wished dearly that I could let go of my shaft and sink my entire prick into him but I knew this could cause him even further pain and would have to wait. I put more weight into my thrust and slipped in a bit deeper again, groaning as half my cock was now buried inside him. Daniel grunted loudly with the new depth of intrusion, gritting his teeth as he endured having his rectum stretched and battered. Lost to the chase of pleasure, I let go of my shaft and picked up the pace of my thrusting. Beneath me, he responded with more tears but he bit down on his lip, his eyes scrunching up as he endured having his bottom opened up by my thick meat. "Mmm..." he murmured, his face gradually relaxing as the minutes passed. Over time Daniel's whimpers were slowly turning to grunts as I fucked him, though he still looked uncomfortable. I tried to penetrate him further but his arse just wouldn't let me in any deeper, as if I'd hit a barrier. I used this to my advantage and increased the speed of my hips, going almost cross-eyed from the intensity of my bliss. All too soon my balls were tingling as the heat of his bum-hole on my dick became too much to bear. "Oh, Daniel!" I cried as I slowed my thrusts, wanting to draw out the pleasure as long as possible. His eyes were now open and he was watching me. I realised this would be the first time he'd be able to see my expression as I came. "Daddy," said Daniel in between gasps as my meat invaded him and I saw stars as his words kicked-started my orgasm. Delicious feelings overwhelmed my groin and I groaned loudly as my cock swelled in Daniel's little arse, exploding inside him. I practically roared as I experienced an intense ejaculation, throbbing waves of ecstasy coursing through me. Daniel's face reacted with surprise when my hot liquid spurted into him. The cum lubricated my meat so well that a little more of it slipped inside him, increasing the heavenly sensations. Daniel made short whimpers as I stabbed forward, my dick throbbing with intensity as the boy's tight insides massaged my pulsing member. Just as I thought my heart would give out, my orgasm eased off and I was gasping for air, drained of all my energy. I finally stopped my short thrusts into the boy and looked down at his prone form beneath me, startled by the sight of his tiny frame, impaled on the tip of my cock. It thrilled me to know that my hot cum was now swimming inside the tight channel of the nine-year-old's bottom. As my breathing returned to normal, I slowly withdrew my dick from his arse and Daniel grimaced as the engorged head pulled through his loosened knot. I bent down to examine the damage I'd done. His ring look dark and inflamed, an angry red colour, and I watched as some of my cum oozed out of his battered hole. His tight little flower had been pried open and, for the moment, his anus was puffy. There was no sign of any blood. But I must have hurt him. I changed position slightly and leaned over him, covering his torso as my head buried itself behind his neck, kissing the flushed skin there. Daniel sucked in his breath as my stubble tickled his flesh, giggling slightly. I pulled back a little and stared down at his face, so grateful to him for letting me penetrate his hole with my cock. I bent down and kissed him on the cheek, lingering there a moment. It was incredibly hot to hear his ragged little breaths so close to my ear. I heard his breathing deepen as I pressed my body into his, letting my weight rest on top of him. "Oh, yeah," I sighed as my tender cock mashed into the base of his bum and I began to kiss the edges of his cheeks, my tongue darting out to lick the underside of his jaw and the soft skin of his neck. Daniel sighed as I worshipped his face, his eyes closed, a soft smile playing on his lips. To feel his body beneath me was a powerful sensation and I knew I had to experience more of it in my future. I closed my eyes, drinking in the feeling of his smooth skin against my hairy groin and torso. I eventually pulled back and climbed off the boy, leaning back to assess the situation. I grabbed some tissues from the pocket of my jeans and Daniel was very quiet as I carefully cleaned his hole, wiping away the mess of my saliva and the spunk that had trickled from his damaged little ring. I glanced up at his face as I worked, unable to tell if he was angry or happy. After I finished cleaning him, I stared at his anus, feeling a pang of guilt for abusing him. And yet, selfishly, I knew that I wanted to do it again and I wouldn't be truly satisfied until the entire length of my cock was wedged inside him, my balls resting against his stretched and violated ring. As I moved back slightly from him, Daniel lowered his legs, letting out a sigh as his poor muscles finally got a chance to relax. "My bottom feels weird," he said in a quiet voice. "Like it won't close." "It will feel strange for a little while," I said, remembering my own experience. "But I promise it will close." "Woody, did that make you feel good? Putting your doodle in my bottom?" Daniel asked and I smiled at him, rubbing his leg. I really appreciated how much value he placed on making me happy. If only Shawn could discover what a man-pleaser his child was. "It was beautiful, mate. Thank you so much," I said. "Will it always hurt like that?" he asked, which secretly made my heart jump for joy. At least he was thinking about the possibility of doing it again. "It gets better with time," I said as honestly as I could. "But it probably will hurt a little, at first. Especially when I put all of it in." Daniel looked surprised. "I thought you did..." he said before trailing off, a little sleepy, reminding me that I had given him a strong painkiller. "No, that was only some of it," I said with a small laugh. "Don't worry, I'll make sure you're ready before I try to give you the whole thing," I said to him. Which would be next time, I hoped. I leant down and kissed his knee. "I hope you're not angry with me." Daniel shook his head. "No, Woody. I...I knew it would hurt. My bottom is just...really sore." After a while we got dressed and then stood outdoors in the sun for a while. We emptied our bladders, once again watching each other as we pissed, then made our way back to the van. I noticed that Daniel was walking a little awkwardly and I wasn't sure if it was because of a sore arse or that he was hazy from the painkiller. As we drove back to town he fell asleep in the passenger seat of the van. I glanced over at his sleeping form, feeling a twinge of angst as I contemplated what I had done. Shawn had trusted me with his son's well-being, again, and I had rewarded that faith by molesting his child. He would surely kill me if he knew I had sodomised his little boy with my cock. Daniel was still asleep when we returned to work and I left him in the van, parked in the shade, until Shawn came back from his delivery. Later, I watched as Shawn carried his sleeping son out to his vehicle and drove away. I hoped Shawn didn't take a good whiff of Daniel's underwear as he would surely be able to smell the remnants of my saliva and cum. I lay in bed that night with a massive smile as I relived the events of the day. I still couldn't believe I had finally managed to fuck Daniel's tight little rectum and blast my cum inside him. The warmth of his snug hole, clinging like a vice to my cock, had to be the most sensual experience of my life. So far. I wondered how Daniel would be feeling at the moment. He was probably fast asleep. Would his arse be sore in the morning? Would Shawn notice anything different about him? How fondly would he remember the first time his tiny boy-hole was invaded by an adult cock? And I knew, with a sense of shame and excitement, that I could not stop there. I had experienced a form of nirvana as I shallow-fucked his arse and I was giddy with the knowledge that today's experience could be just the beginning of feeding Daniel my prick. Now I would have to build upon that success and achieve my ultimate goal of full penetration. As I closed my eyes I began to calculate a plan on how to achieve this, my cock hardening in my underwear... To be continued...