Date: Fri, 06 Jul 2018 21:26:30 -0400 From: gabewallis Subject: Personal Responsibility chapter 4 DISCLAIMER: This is a fictional story and contains descriptions of sex between young boys and men. If that offends you, stop reading. If it's illegal where you live, stop reading. If you can't differentiate between fantasy and reality, stop reading and get help. If you enjoy this story, or any of the other great stories on Nifty, consider making a donation. Key words: spanking, humiliation, oral, anal * * * After Kyle had gone home, I spent a little longer working on our basement project. I made sure to leave the walls unfurnished – Kyle had only applied one coat of paint, after all – but I laid out some of the fun toys. I was looking forward to Kyle's reaction to assembling them all tomorrow. Before going to bed, I exchanged a few messages with my nephew Alex. His visit was all finalized: he'd be staying with me for three weeks during the summer, starting this Friday. That gave Kyle three days to finish up his work down in the basement. Easily enough time. I had Alex send me some pictures of himself to check his shaving routine. There wasn't much to shave, even for a fourteen-year-old, but as a brunette the little hair he had was very visible against his pale skin. At the moment, that was all under control: I could see a little stubble around the base of his cock, for which I had him beat himself with a wooden spoon. Once my slave was clean-shaven and well punished, I decided it was time to sleep. I had a long day ahead of me with my newest acquisition. * * * The next day, I woke early to ensure everything was ready for Kyle's arrival. I'd set aside about ten pairs of Alex's old underwear: it wouldn't do to have Kyle turn up in his boxer-briefs again. Perhaps I could help him clear out his old undies. We could find some hiding places for sex toys while I was at his place. All the supplies were ready when Kyle knocked at nine on the dot. Today, his mother wasn't with him – I saw her waving him off from the car, a little way down the drive. "Hey Sir," mumbled Kyle, hair still damp from the shower. "Welcome, kiddo. Let's get you inside. Strip for me, boy." I wasted no time in slapping his little ass, feeling him flinch at the contact. "Did you remember to wear your jockstrap?" He nodded and flashed me a smile as he pulled his shirt off. "Do you want to see, Sir?" I sat down on the couch, spreading my legs. "I do, little slut. Remember how I told you to do it, nice and slow." Kyle did as he was told, bending over in front of me to shake his butt. He was getting good at this, I thought as I reached out to pinch his perky cheeks. I heard a little intake of breath, but he kept dancing for me. After a few seconds, he tugged the back of his shorts down. "Kyle?" I snapped. He whirled around to face me, hands up in front of him. "No, no, Sir, it's okay!" He tugged his shorts down all the way, revealing a pair of navy blue boxer-briefs. "I'm wearing it under these, see?" He tugged his boxer-briefs down too so that I could see the black mesh jockstrap I'd given him the day before. "S- see?" I narrowed my eyes at him, shaking my head. "Kyle," I said again. "What did I tell you to do?" "Um... y- you said to wear these." "And what did I not say to do?" He gulped. I could see from his face that he was fighting back the urge to give a sassy answer. He lost that fight. "There was a lot you didn't say to do, Sir. You didn't tell me I was allowed to have a shower but I did that anyway." That was it. He needed to learn who was boss, and he needed to learn it now. "Don't you EVER talk to me that way again!" I exclaimed, reaching forwards to grab him by the testicles. He yelped and tried to push at my arm, but my grip was too tight. "Owwwiee!" His face was screwed up in shock and pain, head shaking from side to side. "I'm sorry, I'm sorry! I didn't mean to-" I squeezed his balls, cutting him off. "You didn't mean what?" Kyle lifted himself up onto his tip-toes, squirming under my firm hand. "To- to be rude! Let go, please, I'll do anything!" I did as he asked. Kyle slumped, almost falling to the ground. Both hands were clasped over his mesh-covered package, massaging it better. "Owwwwww." he whined. "Anything, hm?" I asked, lifting his chin in my hand. It trembled slightly. "Y- yes." "Good boy. Do you want to know what I do to my nephew when he's naughty?" Kyle shrugged, still massaging his balls. "Y- yes, Sir?" "I cane him. Have you been caned before?" He shook his head. "No, Sir." "Good. This is going to hurt. Before you complain, I want you to know that it's supposed to hurt. Do you understand?" "Yes, Sir." His eyes were watering, his cute button nose all scrunched up. "Good. Get down on the floor with your butt nice and high in the air." He did as he was told, shivering slightly in the cold. The straps of his jock held perfectly to the contours of his ass as it quivered in anticipation. "Good boy. Hold right there while I get the cane. If you move a muscle, it'll be much worse for you. Understand?" "Yes Sir," he mumbled to the floor, starting to cry softly. I didn't let his crocodile tears distract me: he'd been a naughty boy, and it was time for him to get his comeuppance. I'd gone easy on him until now, but that was finished. He was about to get it good. Two minutes later I returned, walking slowly so that he could hear my approach. Finally, I got there to find my boy kneeling in the exact same position he'd been in before, butt shaking. I took some time to admire it – it would be covered in nasty welts before long, after all. His sunbathing sessions were already starting to bear fruit: there was a distinct difference in color between his buttocks and thighs, the straps of his jock perfectly riding the divide. "Mmm, you look so beautiful, Kyle. How can such a pretty boy be so disobedient, hm?" I ran the cane up between his cheeks as I asked this, prodding at his hole. He didn't answer, bucking his hips forward and away from the cane. "No, no, little guy. You're going to stay perfectly still, understand?" "Yes, Sir." His voice was tearful. It seemed the suspense was starting to get to him. Good. "And count them, remember? You'll be getting six. If you're a good boy, these will be the last six you'll ever get." This was a lie, of course: I was an expert at finding excuses to punish boys. Perhaps he would be late one day, or he'd forget to clean himself properly. Failing that, I could set him some impossible task to fail. "Yes, Sir." He scrunched up his face, pressing it into the carpet. I didn't start the beating right away. Instead, I swished the cane around behind him, setting up a video camera with the other hand. Once it was set up and recording, I swished the cane around again. "Before we start, Kyle, I want you to tell your fans what you did wrong today and why you're being punished." He sobbed out loud, but was too scared to disobey again. "I... I wore my boxers when you didn't tell me I could." "And?" I swished the cane again, eliciting a little yelp as it passed inches from his bare butt. "And- and I, uh, I talked back to you. Sir." "Will you do that again, Kyle?" "No! No Sir, I promise!" I chuckled. "That's fucking right. Hold still now." I raised the cane yet again, holding it above my head for a few moments. Kyle was hunched up, his firm butt cheeks clenched in fear. Good: that would make it hurt even more. Finally, I brought it down on him with the loudest swish yet, followed by a CRACK. "OW! FUCK! ONE!" he exclaimed, wriggling his hips from side to side. It was clearly a struggle for him to stay in position, but he managed. "ARRRGH! TWO! THREE! FOUR!" He was sobbing in earnest now. His face was red and blotchy, tears running down his cheeks and onto the carpet. Four straight lines ran parallel on his beautiful butt, an angry against the milky skin. "Are you going to behave in future, Kyle?" I asked, pausing to swish the cane around. He flinched every time he heard it pass by him. "Yes! Yes Sir, I promise!" "And if you don't, I should beat you again?" "N- no, please! Please Sir, don't!" I brought the cane down for the next hit. This one landed diagonally to the others, intersecting all the lines. "FUCK! FUCK FUCK FUCK! F- FIVE!" "Almost forgot there, didn't you, Kyle? That won't do at all." I chuckled and put the cane down for a second to prod at his sore butt. He whimpered and bucked his hips, but still had the presence of mind to hold his hands and knees still. "Keep your lovely little butt up, you hear me?" "Yes Sir." That was enough teasing. I picked up the cane again and raised it for the final blow, bringing it down to form an X with the other diagonal strike. Kyle almost yelled himself hoarse. I could just about make out the word "six" in all of his screaming. Satisfied, I put the cane down and lifted the boy up to his feet, wrapping my arms around him. "There's a good boy. That wasn't so bad, see?" He hugged me back reflexively, pressing his tear-stained face against my chest. "That... that... hurt!" he managed to say, one hand letting go of me to rub at his butt. "There there, little guy. You're okay. Just take a nice deep breath and come sit on my lap." I sat down on the couch, pulling him into a sitting position. His butt was set off to the side where it wouldn't have to take too much weight. "I only do this because I love you, you know?" If Kyle found this a strange thing to say after a beating, he didn't show it, resting his head against my shoulders now, still crying. "It's okay. Here, let me just rub this in, okay?" With one hand I reached over to the coffee table, where I'd placed a tube of soothing cream specifically for times like this. "It'll make you feel better. See?" With one hand, I started to rub cream into his butt, feeling him relax as I did. His sobs continued, but they were much more subdued now. "Thank you, Sir," he mumbled into my shirt, shifting his weight to give me better access to his ass. I was impressed how far he'd come in such a short time. "I won't be naughty again, I promise." "I'm glad to hear that, Kyle. Just relax now, okay?" "Mm." He sounded sleepy, his face slipping into a sad smile. "That feels nice." I patted his ass firmly, feeling him wince at the contact. "Not so nice you forget your lesson, I hope." Kyle gave a half-chuckle, half-grumble and fell silent. I kissed the top of his head and kept rubbing in the cream. I made sure we were still in frame for the video: my customers liked seeing the boys' aftercare when they were punished severely; perhaps it helped alleviate their guilt. * * * I cuddled Kyle for about twenty minutes, massaging his sore little butt until he stopped wincing at every prod. "Have you learned your lesson now, Kyle?" I asked, pinching a particularly sore spot. "Ow! Yes, Sir," he said, wriggling around a little, one arm still wrapped around my neck. He'd stopped crying, but sniffled every now and then. "I promise I'll be good." "That's right. Now, my good little boy, stand up and show me your butt. It's time I play with my little toy." I lifted him to his feet and he faced away from me, arching his back a little to stick his butt out. It looked very painful indeed: six lines criss-crossed it, each redder than the last. "Spread your legs." He did as he was told, turning back to look apprehensively at me. I ignored his glance, reaching to the coffee table for a butt plug and tube of lube. "Are you ready?" I asked. His eyes seemed to light up when he saw the butt plug. Clearly he'd enjoyed yesterday's game very much. "Yes, Sir!" He placed his hands on his thighs and bent over a little more, spreading his legs to give me access to his pink little hole. I squeezed a little lube onto my finger and pressed it against Kyle's ass, my fingertip probing him gently. He cooed and pushed his butt back against me, letting my finger slip further inside of him. "That's it. You're a little faggot, aren't you?" "Yes Sir!" he sighed. When I pulled my finger away he let out a disappointed little gasp, but it was soon replaced with a satisfied grunt as I put the butt plug up against him. It was a different plug from the day before, this one slightly larger than the first. "Oooh," he cooed as it started to slide into him. It was amazing how quickly he could go from a pathetic, sniveling mess to an eager little whore taking a plug up the butt like a champ. "This is a little bigger than the last one, isn't it, Kyle?" "Mmm, yes Sir," he groaned, knees buckling slightly. As the plug slid further into him I turned him around, keeping hold of his hips so that he stayed on his feet. "Ohh!" His face was screwed up in pleasure, eyes closed, mouth open. It clearly hurt – the boy winced a little as I continued to push the plug in – but he was in Heaven. "You like that, don't you, Kyle?" I smirked. "Yes Sir!" He thrust his hips at me, little boner completely visible through the mesh pouch of his jockstrap. I tugged his jockstrap down, freeing the boner. Kyle gave an excited little squeak as he realized what was happening. "Ohhh, yes Sir!" I leaned in close to him and gave the tip of his little dicklet a lick. It was a delightful mixture of salty and sweet, already glistening with pre-cum from the anal play. "Get naked," I ordered, tugging his jockstrap down to his knees and pressing one hand against his butt plug, prodding it as I sucked my boy. "Y- yes Sir," he stammered, obeying. Once he was fully nude, I started to pinch his sore cheeks. He winced and gasped, but didn't complain: he was too engrossed in his pleasure. It wasn't long before I heard his breathing get shallow, his pulse quicken; tell-tale signs of an orgasm building inside his hairless little balls. Just as he was about to cum, I stopped, flicking the end of his boner. "That's enough of that. Time to get you outside, little guy." "But-" he started to say. I cut him off with a firm slap to his right cheek, right on the criss-crossing lines from the caning. "Okay," he sighed. Kyle made to pick up his jockstrap but I stopped him, kicking it away. "No. I've got something else for you today." I stood from the couch and moved him into the corner, putting his hands behind his head and giving his plugged butt another slap. "Move from that position and I'll make that caning feel like a gentle tickle, am I understood?" Kyle gulped. "Yes Sir!" he exclaimed. Excellent. I took a few photographs of my naked boy, making sure I captured his striped butt, his still-hard dickie, and the glazed lustful look in his eyes. These pictures really were excellent. I'd have to treat myself with all the extra income that Kyle would be bringing in. Satisfied with my photos, I headed upstairs to fetch a pair of Speedos and his sunscreen. They were far too small for Alex. Come to think of it, they'd probably be too small for Kyle, too: the bright red spandex would barely cover him up at all. "Here," I said shortly, thrusting the clothing at him. He took it, green eyes shining slightly. "Thank you, Sir," he mumbled, tugging the Speedo on. I saw him flinch as it pulled up at the back, hugging his sore cheeks tightly. I was impressed: it looked like it was painted on. "Oh, good boy. How does your butt feel, hm?" I patted it gently, pressing a finger between his cheeks to nudge the plug. Kyle didn't answer right away, pulling a face. "Weird, Sir." He gave me a hopeful look and then glanced down at his boner, so I ruffled his hair. "Oh no. You have to prove to me that you can be a good boy before I let you cum again, do you hear me?" His face fell, but he didn't complain. "Yes Sir," he sighed. "That's what I like to hear. Now, stand still." I popped the tube open and started to massage sunscreen into my boy's chest. He gave a little shudder as I passed over his nipples, unable to stop a smile slipping onto his face. I took this as my cue to continue, flicking his nipples a few times before moving on to the rest of his body. Before long, the nearly-naked boy was covered in sunscreen from head to toe, boner threatening to punch a hole through the tiny Speedos. These were perhaps the smallest I'd had him wear so far. "Are you ready to get outside now?" I asked, ruffling his hair as I led him out. He nodded, wiping his face with the back of his hand. He'd stopped crying now, but his eyes were still red and watery. "Yes Sir," he mumbled. I picked up the bag of restraints and led him outside. "Your tan is coming along nicely, little guy. I'm going to leave you sunbathing. When I do, I'll need your house key, okay?" He stopped walking, leaving me to bump into him. "My house key, Sir?" he asked, clearly confused. "Why?" "I've got a little present for you. We can't have you showing up in those ugly boxers again, can we?" "Um... thank you, Sir," Kyle mumbled, starting to walk again. We reached the deck chair and he sat down gingerly, clearly still feeling the effects of the caning. He even put his arms and legs out to accept the restraints, wriggling around in an attempt to get comfortable. Clearly he managed, because by the time he was properly tied down he was lying still. "Nice and comfy?" I asked, reaching down to adjust his boner in his Speedos so that they were tented nicely. "I guess, Sir," he said, letting out a little gasp as I touched his dickie. "Good boy. Stay here while I put your presents in your room, okay?" He scowled at me as if to say 'where am I going to go?' but didn't say it. I was glad: I didn't want to have to beat him again today. Too much too quickly could scare the little shit off. "Yes, Sir," he said. I took a quick picture of him tied there, and set off to replace my slave's underwear with slutty briefs, Speedos and thongs. * * * I found Kyle's room easily. It looked like any boy's room might: posters of video game characters and football players on the wall, along with a very intricate model spaceship on a shelf. I made sure to snap a few pictures as I went – my boys' fans liked seeing how they lived their day to day lives. I'd have to edit out any identifying information, of course; I didn't want anyone tracking him down and hurting him. Not without paying me first. It took me a little while to find all of the boy's underwear. A lot of it was scattered around the floor in piles where he'd pulled it off in a rush to get to whatever he was doing next. Finally, I had it all in a trash bag, ready to dispose of – or perhaps sell. Once that was done, I got Alex's old undies out of another bag and put them in Kyle's draw, filling it almost completely. There was a lot there – thongs, tiny Speedos like the ones he had on now, and a few pairs of silk briefs. I'd keep the more humiliating stuff at my house; I liked seeing his face as he realized what he'd have to wear for me. As a last little touch I placed a few cameras around. One attached to his model spaceship, another on his lampshade, and one more behind his TV. That way, I could know exactly what he was up to – and whether or not I should punish him for masturbating. I took my sweet time: the thought of my boy tied down and exposed was such a turn on. When I was finally finished, I locked his house back up and returned to my yard to find him struggling against the bonds. "How do you feel, little slut?" I asked, reaching out to tap his boner through his tight red Speedos. It had softened slightly, but at my touch it instantly stiffened up again. "Nnghh, I 'unno Sir." Kyle's face was screwed up against the sun. His exposed skin shone with a mixture of sunscreen and sweat, tan perfectly complimenting his blonde hair. "You look beautiful, Kyle. Let's get you on your feet, shall we?" He nodded, looking grateful. "Thank you, Sir." I untied his wrists and ankles, helping him to his feet. "Have a little stretch, and then I have a treat for you." I gave his butt a gentle pat – causing him to wince – and started to lead him towards the house. We didn't go inside; instead, I had him stand just at the edge of the decking, facing the inside of the house. "Um... what's the treat, Sir?" He moved his hand back to tug his Speedos out from between his cheeks. "You'll see, kiddo. Arms up, I don't want you playing with yourself while you work on your tan." Realization dawned on his face as he looked at the top part of the decking. It had a little roof to protect it from the elements, which I was now wrapping ropes around. He stood still as instructed, letting me tie his hands above his head. "How long do I have to stand here, Sir?" he asked, a slight whinge in his voice. "My arms hurt." "Until I say so," I snapped, giving his ass a hard swat. He yelped and hopped from foot to foot. "Ow!" I sat down on a chair on the decking and took my phone from my pocket, navigating to the hidden site I used to sell my photographs. "Look at how popular you are, Kyle!" I said, smirking and showing him the free trial section. In the corner, a counter displayed tens of thousands of views. He didn't speak right away, just let his jaw drop. "Is... is that how many people looked at me?" he asked, aghast. "That's how many people have seen this page," I corrected. There was nothing too risque about the free trial. The most revealing photograph was the one of Kyle showing wearing tight white briefs pulled down at the back to show off his freshly spanked butt. "But-" he started, tears forming in his eyes. "But why do they want to see that?!" I laughed and reached down for his boner, massaging it through his Speedo. "They like seeing naughty boys like you put in their place. Do you want to hear what they have to say about you?" Kyle gulped and gave a little grunt in answer. He suddenly seemed very uncomfortable in his bonds. "That's what I like to hear." I pulled up the comments section and turned the screen to him, reading them out loud as well. "This gentleman here says you're very obedient. He wants to know if you've had any prior training. Well, have you had any?" Kyle shook his head, looking confused. "N- no, Sir." "Well I guess you're just a natural little slut then." I laughed and ruffled the boy's hair, scrolling down to the next comment. I read it out word for word. "Please ask your new boy not to be so shy. He has a beautiful body and should display it all, especially his pink hole." Kyle turned even redder than his Speedos at this, squirming and trying to hang his head in shame. "That's so gayyyy," he whined. I chuckled but ignored his comment. "That guy also wants a video of you jerking off with a plug up your butt. Looks like he'll have to wait until you're allowed to play with your little dickie again." He glowered at me, twisting his hips around. The ropes forced him up onto his tip-toes, wriggling his legs around to try to ease the burden on his shoulders. "Yes, Sir," he said glumly. "There's a good little boy." I ruffled his hair, smirking as he tried to pull away. "Sir?" he asked after a few moments' silence. "How much do people pay? For, uh... the pictures and stuff?" I laughed. He didn't need to know how much he was worth. "Oh, they pay a little. It goes towards paying my models, camera expenses, all the overhead." "So you get more than me?" I patted his cheek affectionately. "Yes I do, little guy. I'm the one taking the risk here. What if nobody wanted to see you, hm? You should be thanking me: thirty-five bucks a day is a lot for someone your age." He tried to shrug as best he could with his hands tied above his head. "I guess." "I didn't hear you, faggot." I kept hold of his face, squeezing his chin now. "Ow! Ow, thank you Sir!" His voice gave a high-pitched little squeak as he spoke, but his cute little boner didn't go down. "That's what I like to hear. Ooh, this is nice. This guy says you're too young to understand just how sexy you are. Your brain hasn't quite caught up to your dick yet." I laughed and prodded at his dick, relishing the way he squirmed under my touch. "What do you think Kyle, do you know how sexy you are?" He looked at me for a few moments, mouth open as if trying to figure out the correct answer to that. "I... I dunno, Sir." "Have a little think about that while you work in the basement. Let me know what you think later, hm?" I untied his hands as I spoke. "Ahh! Yes Sir, thank you, Sir!" There was genuine gratitude in his voice as he rubbed his wrists, rolling his arms around to loosen up his sore shoulders. "I will, Sir." I put a hand on his butt as I led him inside, squeezing softly. "Good boy, Kyle." * * * I kept my hand on Kyle's ass as we walked down to the basement, fingers poking against the butt plug. He gave a half-skip every time I did, but he knew better than to complain. "You're a very good boy, aren't you, Kyle?" I asked him with a smile. "Uh... yes, Sir," he mumbled. "Have you learned your lesson about stealing from your mother?" He stopped on the stairs down to the basement and turned to me. I could see in his eyes that he'd almost forgotten about the whole reason he was here, what with all the fun we were having. With a hard spank to the butt, I got him moving again, watching as he almost stumbled. "No. You've got to take some responsibility for your actions, young man. Speaking of, it's time you started work on some of these toys." With that, I pointed him towards the playroom, where several planks of wood lay on the floor. He groaned audibly. "Sir, I suck at putting furniture together!" I took a camera out, ready to capture some action shots of the boy. "It's a good thing you suck so well then, isn't it?" He didn't seem to know how to respond to this, turning a bright red and hunching over slightly. "Yes Sir." Still slouching, he walked over to the disassembled X-cross lying on the floor and started to read the instructions. "So, this goes here, and this..." he mumbled, more to himself than to me, "But what about this part?" He threw it down in frustration. "Fuck!" I had to smile; he'd been at it for less than five minutes. "Getting angry, Kyle?" I asked. He didn't respond. My slave was resting down on his hands and knees, butt up in the air framed by the red Speedo. His head was down low to the ground, trying to force together two pieces of the cross that clearly were not designed to go together. "This won't fit!" he said. As he turned to look at me I saw his face was red from exertion. "Just calm down, little guy. Take a nice deep breath and look at the instructions. What does it say?" He scowled at me and turned back to the instructions, mouthing along silently as he read them. "Oh!" he exclaimed. "I get it now!" Kyle's scowl shrank slightly as he started to work properly, his tongue sticking out of the corner of his mouth in concentration. Now that he'd figured it out, it wasn't long before the X-cross was assembled and placed against the wall. I decided to have Alex attach it properly once the last coat of paint had been done – my nephew had to play some part in setting up his new dungeon, after all. "Good boy," I said, ruffling Kyle's hair after he'd finished. He winced a little, but knew better than to pull away. "You did that much faster than I was expecting. You've earned yourself a nice reward this afternoon. A real one, this time." Kyle looked skeptical, giving me an awkward teenage shrug. "Yes, Sir," he mumbled. "What now?" I noticed him fiddling with the front of his red Speedo, adjusting his little dickie – which was still hard, I was pleased to see – into a more comfortable position. "Now, you'll be putting this together. Have you ever had a dog, Kyle?" I motioned towards a little doggy cage in the corner. It was big enough to fit a medium sized dog – or a small teenage boy, if he didn't mind being a little cramped. "This is what a naughty dog would sleep in." Kyle's eyes widened, and his hand snapped away from his boner. "A- a dog? You're not gonna make me sleep in there, are you?!" I just laughed. "Well, I bought it for my nephew... but that depends on whether or not you behave yourself, boy." This wasn't quite true. I didn't expect to have Kyle here overnight any time soon. The cage was more for my nephew: over the course of his training he'd become so accustomed to daily spankings that the only way to punish severe infractions was to lock him away. My reassurances didn't seem to help Kyle, who kept glancing nervously up at me as he assembled the cage. This time, he read all of the instructions before he started, and managed not to get frustrated at all. In almost record time the cage was neatly put together. Kyle stood next to it, hands on hips, unable to keep a proud glint out of his eye. "I did it, Sir!" he exclaimed. This was too cute. I took a quick picture – snapping the photo just before his grin turned into a scowl – and ruffled his hair again. "Well done, Kyle. There's a very good boy. Now, I'd like you to test it out for me. Just for a few minutes. If it's nice and sturdy, I'll even take your butt plug out before lunch." My boy looked thoughtful all of a sudden, one hand resting on his own ass, prodding the plug. It had been in for several hours now, and would be getting very uncomfortable. "Uh..." he said, glancing at the cage and then at me. "Just for a few minutes?" he checked. "You promise?" I nodded. Ever the naive boy, Kyle turned away from me, tugging the back of his Speedos down. "Can you take it out first?" I chuckled and gave Kyle's bare butt a light slap. He tensed up as I hit the marks from his earlier caning. "Nice try. Get in the cage, and then your plug comes out." He tugged his Speedo back up, nodding glumly. "Yes, Sir." He opened the door to the cage and crawled inside, curling up and looking at me as I closed it on him. "Is that comfy?" I asked, smirking. He was unable to move much, his back pressed against the metal grating of the cage. "Um... no." He shifted around a little, trying to stretch out. To my delight, he was unable to. I closed the door, slid the latch shut, and then watched him. "Try to get out," I instructed. "Open the latch, kick the door out, anything." He was all too happy to obey, wriggling around as he tried to escape. It was no good, he'd made the cage too well. "Sir!" he panted after a few minutes. "Are you really going to make your nephew sleep in here?" He sounded awed. "And he... he likes it?" I dropped down to my knees beside the cage, snapping some more pictures of the helpless slave-boy. "Yes I will. And no, he doesn't. That's the point. Unfortunately, he's started to like it too much when I spank him, so it isn't too much of a punishment. When he's very naughty, I tie him up and leave him for a few hours." Kyle gulped. "He... he likes it when you hit him? Even with the cane?" He'd stopped struggling now, green eyes wide as he stared at me. "That's right. Perhaps you'll start to like it too, in time." He wriggled around, trying to turn his face away from me, but there wasn't enough space so he simply averted his eyes. "No, that's gay." I chuckled. It would be my mission to make sure Kyle had an enjoyable spanking before I was done with him, even if he didn't admit it. "If you say so, buddy." With that, I opened the latch. Kyle crawled out backwards, his legs clearly still stiff from the cramped cage. "Well, a promise is a promise. Stand up and show me your butt." He nodded, getting slowly to his feet and tugging his Speedos down. As he did, I noticed his erection was still at half-mast. "Looks like that wasn't too bad, was it, hm?" I asked, reaching around to caress it before I started on his plug. "N- no, Sir," he admitted. I had a sneaking suspicion he was only telling me what he thought I wanted to hear, but that was okay. That's what I was training him to do. The plug came out of him with ease, and I placed it in a bucket to be cleaned later. "Good boy. Now, let's get upstairs so you can make me my lunch." * * * For lunch, Kyle made a chicken stir-fry. It wasn't too complicated, and he did an acceptable job. He practically beamed when I told him it was good. It was nice to see my boy starting to take pride in his work. That was an important lesson to learn, and I was glad he was learning it so quickly. "How does your butt feel, Kyle?" I asked him as we ate our lunch. He paused, resting his knife and fork down on his plate. "Uh... empty, Sir. The plug was kinda..." His voice trailed off. It seemed he didn't want to admit to enjoying things too much. "I'm sorry to hear that, little guy, but I meant after your punishment. Does it hurt still?" Kyle gave a little start, almost knocking his plate to the floor. "Oh! Um, uh, well... yeah! It's not too bad, it's, um..." He turned red, struggling for words. I chuckled and reached out to pat his bare arm, smirking slightly. "It's okay to enjoy this. You're doing very well, Kyle." "Thanks, Sir," he mumbled through another mouthful of stir-fry. We finished the meal in silence, Kyle's head hunched low over his food to avoid having to look at me. When we were done, he cleared the plates away and started to wash up. "Good boy, Kyle. I think you're all done for today. Let's get you upstairs for that reward we talked about." He turned from the sink to face me, tugging at the back of his Speedo "All afternoon?" he asked, nervous. "Um... what are you going to do, Sir?" I just laughed and took his hand. "You'll see." That didn't satisfy him, but he followed me up to the bedroom all the same. "Lie down on the bed," I ordered. He did, hesitantly. It seemed he hadn't forgotten what had happened the last time I'd ordered him to lie down here. "Sir?" he asked, lying on his front and turning his head to face me. "You're not going to spank me again, are you?" I got a tube of massage oil from the bedside table and smiled. "No, Kyle. You've been a very good boy. You must be sore from being all locked up in that cage, hm?" "Kinda, Sir," he mumbled, resting his head down on the pillow. "It's alright, just relax. I'll make you feel better." I popped the lid of the tube and started to rub oil into my boy's back. He sighed and visibly relaxed. His head rested sideways on the pillow, the half of it I could see smiling peacefully. "That feels nice, Sir," he mumbled sleepily. "Hush now, Kyle. You don't need to talk, just relax." He did as he was told as I worked my way down his back, feeling the knots in his muscles loosen up. Once I reached his butt, I lifted his hips to tug his Speedo down. Wordlessly, he let me, sighing again as I began to caress his sore ass. The marks from this morning's punishment were starting to fade. Hopefully the lesson wouldn't. Finally, Kyle was glistening head to toe with massage oil and smelled faintly of lemons. "How do you feel, Kyle? Good?" I asked. Now that I'd finished the massage, I returned to my favorite part of his body: that beautifully sculpted ass. "Yes, Sir." "Does your butt still feel empty?" I pressed a finger between his cheeks to tease his hole. He gasped and wriggled around on the bed, but didn't try to stop me. "Kinda, Sir. Are you gonna put the plug back in?" He almost sounded hopeful. So much for his protests about not being gay. "Not just yet, kiddo." I slipped a finger into his hole, up to the first knuckle. He was relaxed enough that it went in nice and easily. "Ohh," he sighed, sounding downright disappointed now. "What are you- ahh!" His question was cut short as I prodded his prostate, my free hand cupping his cheek. "You liked the plug did you, Kyle?" I slid a second finger in now. "Yes Sir!" He jerked around a little, pushing his hips back against my hand. "Do you think you're ready for the real thing now?" "The real- ohh!" Realization dawned on him. "Uh... I mean... it's kinda..." he started. "If the next word out of your mouth is 'gay', I won't be using the plug on you again." This threat seemed to work: he fell quiet, obviously thinking hard. "Um... okay, Sir. Sorry, Sir. You can... you can put your dick in me, if you want." "Good boy. Hips up, let's get a pillow under you." I lifted his hips a little and moved the pillow down from his head to his hips. He moved a little to let me, head turned so he could watch me. "Are you gonna get naked, Sir?" He sounded excited at the prospect. Good. I knew he was a little faggot. "Would you like that, Kyle?" I took my belt off slowly. His green eyes got wide as dinner plates. "Yes, Sir." Before I undressed any further, I set a camera on the shelf and turned it on, making sure it could capture all the action. He gave me a quizzical look, so I explained. "I want to make sure we get your first time on tape. For posterity." Kyle gave a nervous gulp, but he was too horny to complain. "Yes, Sir." With the camera set up, I began to undress slowly, taking my time so as to build up the boy's excitement. By the time I was naked, muscular body entirely on show, he was practically humping the sheet. "This is your reward, Kyle, but if you cum before we even get started there will be consequences, understand?" "Yes, Sir." Breathlessly, he lifted his hips, apparently trying to resist the urge to keep humping. "Good boy." I knelt down behind him on the bed, lining my dick up with his hole. Thanks to the massage oil, he'd be lubed enough that he could take me without too much pain. Still, I wanted him to enjoy this. I added a little more lube to my dick and then started to push against him. One hand held my dick steady, the other cupped his cheek, tracing along the lines from his caning. "Nghh," he grunted into the sheets. Despite the training he'd had over the last few days, this was the largest thing he'd had up his butt so far. "It's so big, Sir." I chuckled. Compared to some of the cocks Alex had taken, I was barely above average, but I didn't tell Kyle that. "It's okay, Kyle. You're doing great. Just take a nice deep breath and relax, okay?" "Mm," he said, doing just that. Inch by inch, I pushed further into him. Before long, all six inches of my dick were inside the boy, who was now sweating profusely. "Sir, it's so fucking big!" I ran a hand through his damp hair, doing my best to keep him calm. His butt felt like a vice around my cock, squeezing down hard on it as his body tried to adjust. "That's it, Kyle. We're just going to sit like this for a while, okay?" "Okay." I did just that, stroking every inch of the boy I could reach. Eventually, he calmed down, and I began to withdraw my dick just a little. "It should start to feel good now, Kyle. Does it feel good?" He moaned, pushing his hips back against mine. "Yes, Sir!" "Good." I took hold of his hips with both hands and slid my cock back into him. Back and forth I went, only moving a few inches at first as my slave whimpered and panted underneath me. He pressed his head down against the mattress as I fucked him, a groan passing through his lips. My thrusts were getting longer now, speeding up. "Oh!" he gasped. His breath was ragged. My hand wandered under his hips to find his boner fully hard. I caressed it gently, making his hole twitch and tense around my dick. Fuck, I couldn't take much more of this. "Good boy, Kyle," I grunted. "You're such a sexy boy, you know that?" "Yes Sir," he agreed. At this point I think he would have agreed with anything I said. "Are you a gay boy, Kyle?" I was thrusting at full force now, withdrawing my dick almost all the way before shoving it back in. He gave a high-pitched yelp of pleasure each time I did. "Yes, Sir!" he chirped between moans. "Will you be a good boy for me, Kyle?" "Ah! Yes Sir!" "Beg me to fuck you, Kyle." I was getting close. His little butt was just as tight as I'd dreamed it would be. His moans weren't helping, either. I loved a vocal boy. "Fuck me, Sir! Please fuck my butt. I'll be good for you, Sir, I'll do anything you want. Please just fuck me!" There was a desperation in his voice that made it hard to control myself. As he begged, I let go of my inhibitions and fucked him all out, my hips slapping hard into his with each thrust. I lifted a hand and brought it down hard on his butt, spanking him in time with the fucking. This turned out to be too much for the horny boy. He started to groan even louder than before, hole twitching around my cock as he came. That brought me over the edge too: I shot several ropes of thick cum deep into his ass, still slapping him. Finally, after what felt like an age, my orgasm subsided. "Oh, Kyle," I said, running a hand through his hair. It came away wet. "That was incredible, little guy." Ever so slowly, I tugged my dick out of him, watching cum start to dribble out onto the sheets. "Yeah," he agreed. Now that we were done, he lay down flat against the bed, basking in the afterglow. "That was good." I collapsed down next to him, an arm draped over his back. "This is what happens to good boys, Kyle." "I promise I'll be good, Sir," he said sleepily, turning so that I was spooning him. That had taken a lot out of me, so I just lay there with him, kissing lazily along his collarbone up to his cheek. He tasted of sweat and lemons. "I'm sure you will, kiddo," I whispered into his ear, but he was already asleep. * * * We must have dozed like that for several hours. It was approaching 4 o'clock when I felt Kyle stirring in my arms. "What time is it?" he mumbled. He tugged at the arm draped over him, pulling it tighter like it was a blanket. "What time is it Sir," I corrected, giving him a playful swat on the thigh. He wriggled, making my dick twitch as his ass rubbed against it. "Sorry, Sir," he said, sounding genuinely sorry. I kissed his cheek and leaned over to my clothes to look at my phone. "It's 3:48. Time we were getting you ready to leave, hm? We can't have your mom turn up and see you like this." The mention of someone seeing him like this seemed to reawaken Kyle's embarrassment. He moved a hand down to cover his semi-hard dickie and mumbled something I didn't quite catch. "Get up," I instructed, getting his Speedo from the floor and tossing it to him. "Put this on and you can have a dip in the pool. I won't have you going home smelling of sex." "Yes Sir." He did as he was told, tugging the Speedo on. He wriggled his butt around, pulling a funny face. "Something wrong, Kyle?" "Um... I think, uh..." he started, blushing. "When you, um, y'know... some stuff got in my butt and now it's all dry." I chuckled. It was funny how openly the boy could talk about sex while we were at it, only to clam up again once the deed was done. "Clean yourself in the shower when you get home and you should be fine. Until then, it can be a nice little reminder of who you belong to." "Y- yes, Sir," he mumbled, and fell quiet as I dressed and led him outside to the pool. I sat down on a deck chair at the side of the pool and motioned for Kyle to get in. He did, submerging himself fully before swimming a few laps. "Have you thought about my question earlier, little guy?" I asked, watching him intently through the water. "Uh, what question, Sir?" he asked, treading water and looking up at me. "Do you think you're sexy?" He gulped and blushed, looking around as if he'd find his answer in the treeline. "Um... I..." he started, evidently uncomfortable with this line of questioning. "I guess," he finished quietly. "Like... it makes me feel hot when you tie me up and do stuff to me, Sir. But I dunno." The longer he talked, the quieter his voice got. Still, it was nice to hear him say it out loud. "Is that so?" I asked, leering at him and rubbing the front of his jeans. He gave a very timid nod, still treading water. "Yes, Sir." "Good boy. Now, do a few more laps and then you can get out." "Yes, Sir." He did as he was told, obediently swimming around while I watched, still stroking my cock at him. After about five minutes, he paddled over to the edge and peered up at me. "Can I get out now, Sir?" "Yes. There's a good boy." I stood up and held a towel out for him, making sure to dry him off while we were still out in the garden. He tensed his shoulders as I did this, looking around furtively to see if anyone was watching over the fence. I paid careful attention to his swimsuit area, making sure that was nicely dried off. Despite losing his virginity mere hours ago, his dick was already fully hard. "Kyle," I said seriously, putting an arm around him and leading him in towards the house. "When you get home, you're not to play with your little dickie at all. That's my toy now." "Y- yes, Sir." "Good boy. I want you to try on some of your new undies as well. You'll pick out your favorite pair and show me tomorrow. Got it?" "Yes Sir." I caressed his damp butt and let him dress himself. While we waited for his mom to pick him up, I sat him down on my lap, teasing his dick through his Speedos. He gave my arm a sort of cuddle, keeping it pressed against his chest as I molested him. "You like that do you, Kyle?" I murmured into his ear. "Yes, Sir!" "Would you like to cum before you go home, hm?" I squeezed his boner at this, feeling it twitch and pulse. "Yes! Please, Sir! Please make me cum!" There was a familiar desperation in his voice. The nearly-pubescent boy must be used to spending his school vacations jerking off whenever he was alone. "No. I've told you before, Kyle, this is my toy, and I'll play with it when I want. Understand me?" I pulled my hand away from his crotch and rested it on his stomach. He wriggled around. It felt fantastic against my dick, so I leaned in close and kissed his cheek. "Yes Sir," he grumbled, holding onto my hand with both of his own. He tried to push it back down to his boner. "No, no, Kyle. That'll have to wait for tomorrow. As long as you're good!" I lifted him to his feet and gave his butt a firm swat, leaving the room to get his pay. As usual, he put the $5 bill in his pocket and the PSN card in his Speedo, looking sheepish. Once he had, I gave him a quick kiss on the cheek and then it was time for him to leave. * * * After my boy had gone home, I decided to edit some of the videos I'd taken of him. The anal video would sell brilliantly. First time videos always did. More than that, though, I had video evidence of my slave boy telling me he was gay, and that I could fuck him. I clipped the sound and saved it to my phone, ready to play back for the kid. A little more editing magic, and the video was ready for sale. The funds from this would more than cover the basement remodeling. Hell, I could probably afford to take Alex and Kyle on a vacation together. My cock throbbed at the thought of this. We could have a lot of fun together. I paused that line of thought for a moment, navigating to the Nanny Cam program on my computer. Kyle was standing naked in his room, looking through his underwear drawer. I watched him lift a thong up and turn it around, scowling. He put it back at the very bottom of the drawer, looking disgusted. One hand was toying with his boner as he looked through the rest of the underwear. For now, he settled on a pair of light blue briefs that fit him nicely. I decided to keep watching, wanting to see what my slave would do next. Besides, he was very easy on the eyes. He got today's PSN card out and turned on his PlayStation, pulling his legs up to his chest and hugging them as he typed in the code. Once that was done, I saw him scrolling through what looked like an online store. He picked something out and then sat back, apparently waiting for it to download. While he was waiting, he lay on his back. His controller sat on the bed beside him, hands now free to play with a different joystick. He turned over and started to hump the bed vigorously. His briefs clung to his butt nicely, showing off every crevice. To my surprise, I watched as he squeezed his ass with one hand, reaching it back to spank himself gently. Fuck, that was hot. Not long after his self-spank, he started to convulse, face screwed up in pleasure. I hadn't installed any microphones in his room, but I could practically see his soprano moans on the screen. As quickly as it had started, his orgasm stopped, and he turned back to his PlayStation, looking sheepish. A visible damp spot had appeared at the front of his briefs. As angry as I was at the boy disobeying my orders, I found I couldn't be disappointed. After all, it gave me the perfect excuse to give him tomorrow's spanking. * * * To be continued... If you have any comments/suggestions/complaints, feel free to email me at gabewallis@protonmail.com. :) My other stories can be found here: Chance Encounter: https://www.nifty.org/nifty/gay/adult-youth/chance-encounter-series/ Caleb Gets Sent to Slut School: https://www.nifty.org/nifty/gay/adult-youth/caleb-gets-sent-to-slut-school