Date: Sun, 9 Apr 2023 21:00:36 +0200 From: Chaim Utrecht Subject: Milestones Part 1 Milestones Chapter one My early years By Chaim groeiutrecht@gmail.com The story starts at a young age, so don't expect it to start with a lot of sex. I understand that many readers want straight to sex, but this story is building up. As a start there are sexual scenes, fantasies and dreams of a growing little boy. Nevertheless, the focus will slowly shift to the sexual adventures of a submissive adolescent and the changes and feelings in his life when he takes his place in his Daddy's world of BDSM. Even though this story revolves around BDSM practices and equipment, it will never be an extreme hard-core story. Please be sure to make a contribution to Nifty to be able to continue this great resource. CHAPTER ONE: My early years I was an innocent kid with no real awareness of the sexual needs of adults around me, let alone those of my own Daddy! While others knew my little boy dick was ready, I had never even touched my boy dick beyond pulling back my pink foreskin to clean up during bath time. Sex just hadn't broken into my consciousness yet. Daddy told me I was about to learn some lessons about the needs of boys and men and that my body needed more personal attention. I didn't understood, but Jim was sent to me. Jim was Daddy's private servant an I knew he was enslaved, but nobody in our household was supposed to say that Jim was a slave. Daddy believed no one outside our household needed know, but I think everyone did know he was a Master, and respected his power. From a young age, I knew I was growing up in an all-male household. I didn't know anything other than that I was raised by 'nannies', tutors, who were all men. I knew I would remain a little boy until Daddy and his advisors decided my future. Like all good sons, I obeyed my Daddy's wishes. For me this life was very normal and very enjoyable, I had nothing to complain about. From the moment I met Jim, I was fascinated. Jim was wearing thin white sweat shorts, a matching T-shirt and a pair of flip flops. He looked super fine. I'd never seen him wearing anything so revealing and for the first time noticed that he was packing some heavy equipment between his legs. Jim seemed completely unaware of how good-looking and sexy he was in my young eyes, but he had an order to carry out and immediately got serious. "Daddy has told you of his plan and decision?" Jim asked me and I answered polite, "I am still not sure, if I understood him correctly." Daddy had told me he had asked Jim to take responsibility of my upbringing. He would live with me and from now on, he would be my personal mentor and superior. He could if necessary, punish me if I did something stupid. I had to follow his every request like it was an order from Daddy himself. "Consider Jim as your big much wiser brother. Understood, Tommy?" I had just nodded and politely agreed, "Yes Daddy". It had been too much to process, I really didn't know what was going to happen. I stared at the growing bulge in Jim's shorts. He followed my gaze and smiled at me. I blushed a bit as I felt my briefs grow tighter, as I watched every movement of his muscles. Without thinking I reached down to adjust his slightly uncomfortable little package and I admired Jim once more, and Jim's smile turned warm as I kept my eye locked to his fit body. Jim took I took off his T-shirt and I almost died. He had a beautiful six pack, not a very big one but there were definite bumps on his stomach. Jim tensed the muscles and rubbed his hand over it. I looked up at his chest and could see a clear line under his pecs. Suddenly I felt a tingling between my legs. I felt my briefs got even tighter around my little boy dick. Jim smiled warm and put his hands on his hips and posed for me, he look so tough! He flexed his biceps and I watched as my arms went from nothing to something as big as the guys who I admired and fantasized about so often. I felt his power and swooned. I fidgeted and became nervous. I asked Jim, "Uhm, would you like something to drink?" Jim's smiled, "Yes, thank you. I'd love that." I froze for a second or two, my heart fluttering at the warm smile he had just given me. With an effort of will I got up and walked over to the kitchen, careful to keep my by now obvious little erection pointed away from him. Behind my back, I heard a quiet chuckle, which I knew was aimed at my awkward embarrassment. I blushed, knowing nothing, absolutely nothing could be hidden from this man. I brought him a soda and waited. "Your Daddy wants me to teach you everything that a boy needs to know. He doesn't want you to do anything that you don't really want to deep down, but I warn you, he wants me to be in control of you when we are together." I looked at him questioningly. "Let me explain, I will be your 'Baby Sitter' and give you extra tuition, especially in good manners and your sexuality. You are starting your puberty, so it is time you learn the facts of life." Jim popped the can and took a long swig. "Thanks, Tommy, I didn't realize I was thirsty." I was blushing slightly, "You're welcome." My new reality slowly dawned on me and I had never been so happy and terrified all at once. I was thrilled at the prospect of Jim moving in with me but I was frightened because he would limit my freedom. Jim would be in charge and could order me around. Not that I would have it any other way. Being a submissive boy appealed to something deep inside me, I felt some hidden need that hadn't emerged until now. The need to be cared for, to be looked after and the strange need to be overruled and dominated. I was stealing glasses at Jim's thighs and even the lump at the front of his shorts during our first day together. It didn't help that Jim was young and was friendly and even, toward the end of the day, affectionate. Jim was putting his strong hand on my shoulder or tousling my hair to make me giggle. Soon his presence was mostly a delight and I experienced for the first time the signs of my sexual awakening. I didn't know where this was going, but it was great for now. I knew that I loved my Daddy, more than anything and he loved me just as much. Nothing could ever change that. Soon Jim became like an older brother to me and that felt awesome. I slowly developed a crush on him. It started with my little boy dick stiffening every time Jim was around and eventually even when I just thought of Jim made me hard. Jim was strong and handsome, and he fascinated me in ways I didn't understand. Later I would come to understand that our family had slaves, and Jim was one of them, and I actually had no idea what it was to be enslaved. I knew about Daddy and Uncle David, they were in power, authoritarian figures, who ruled our household, they were not slaves. My cousin Eric had told me that we, their sons were selected at an early age and guided until the start of their puberty. Some of the boys became masters and some became slaves, it entirely dependent on a boy's early sexual development. I had no idea what he meant by that, but there was no hierarchy. A boy had to fit in, and I understood now Jim was here to make a crucial decision about my future. I just didn't get the impact, but my little boy dick understood my fascination for Jim perfectly. My little dick was stone stiff more often than it wasn't. Jim was genuinely a good guy, but he had received strict orders from my Daddy. Jim took a real interest in me, spent time playing games with me and was getting to know me, above that he was showing me all kinds of affection, the kind of male affection I wasn't used to. I guessed it was all a test. I didn't really understand why my little dick kept sticking up like that, but soon realized it felt great to have a boner. One afternoon Jim told me to strip down and so we could get to the swimming pool. I pulled off my shirt and began unzipping my shorts but suddenly stopped, my eyes nervously darting around. Jim laughed, telling me not to worry. He said that he often swam in the nude, Daddy had built the fence high so we had our privacy. I had never swum naked before, Daddy never allowed that, but eased up a bit. Jim was in charge and I shyly stepped out of my shorts and briefs. I stood there, feeling inadequate and awkward being naked in front of him. I stared at the ground, not sure what to do. Jim stripped down and stepped out of his clothes. I admired his strong muscular body. I didn't know if I was more excited or ashamed by the feelings that began running through me, making me tingle inside. I felt my little dick got hard again. Jim stood there, comfortable and confident in his nakedness, and deep inside, I found myself hoping he would hold me tight. In a moment of sudden boldness, I ran my free hand over his arm, feeling his biceps. Feeling his strength sent a powerful adrenalin rush through me, warming me, and I felt my heart pounding. Moments later we were in the pool, splashing and laughing together. Though I was strangely aroused by Jim's nudity, I was so happy, experiencing affection from a real man. I took every available opportunity to make physical contact with him and I suddenly felt my hard little dick against his warm skin. I didn't know what to expect next but I suddenly felt a little dirty. Jim faced me, he put a hand on my naked shoulder and held me firmly in place. Looking at me with complete seriousness, he said, "You are a great boy, be yourself." Jim put his hand on my hard boy dick. I closed my eyes, and soon my little dick got harder and I pressed my dick into his hand. "Tommy, don't fight it, let it happen," said Jim. I didn't answer. He began rubbing up and down on my dick while he watched me. I smelled the nice masculine odor which came from his athletic body. After a few minutes of bliss, my hard little dick quivered, and pulsed. Jim took his hand away, and watched as my body went limp as he recovered from my first sexual experience. Soon I discovered how good it felt to press my stiff dick into the mattress of my bed. A few nights later I felt really cool when I spasmed and shivered and had another dry orgasm. Dry humping turned into a strong desire to produce that wonderful feeling at all cost. I knew what made me feel good and I looked for ways to get it. I would initiate wrestling bouts with Jim, pressed up against him as he pinned me down. I did whatever it took to rub and grind my little dick on him. My dry humping sessions was something what continued every night after that. In fact, my dry orgasms became even more intense and usually took me to an unknown paradise, accompanied by my naughty thoughts of Jim before I finally drifted off to sleep. Believe me, I was careful to make sure Jim never learned my secret, I didn't want a hassle, or piss off my Daddy. The thought of Daddy should take Jim away from me was unbearable. That was wishful thinking of course, Jim knew my habits, but didn't say anything about it. He brought the conversation to my briefs. How free it felt, when you got naked. I blushed and admitted that I liked that. Jim encouraged me to take my shirt off and to take my shorts down. My shirt came off and my shorts, I looked at Jim's growing bulge and my own little dick was standing straight up. I felt embarrassed, it was oblivious I was staring at his cock. I turned and bent over to pick up my shorts and Jim stroked my butt cheeks. I shivered, his touch made me feel warm all over. From that moment Jim got more attentive and affectionate than ever, making it seem like I was the center of his whole universe. I felt extremely lucky that he hadn't seemed to notice the obscene tenting in my briefs as he brought me to bed because I rushed under the covers. I lowered my briefs and was on my stomach, dry humping almost before Jim was out the door, which, for some reason, he left always open. I was on another planet, my hard little dick, felt so good. I had a fantasy, which kept coming back. In my fantasy I was tossed onto my bed and waited. Jim started to remove his clothes, leaving only his boxers on, the shape of his cock beneath the fabric ever so clear and I watched every muscle slightly flex as he stripped down and stretched. He moved his body slightly and tried to organize his erection. One of the things I liked about Jim was the fact that he always wore the tightest of boxershorts, so his efforts to make himself comfortable were not at all easy! As he finished, he came over to me. Suddenly Jim grabbed my ankles, pulling at them. Losing balance, I fell over and was dropped on my back, my shorts came off with one solid pull. "You are so cute," Jim said smirking, "go and get under the covers." I felt the cool silky fabric covering the bed. I slightly shivered, "My little boy is cold," he said, climbing into bed himself. "I'll keep you warm, you'll be my little spoon," and I pressed myself against his muscular body. "Good boy," Jim said and pulled me in as tight as he could and a hard rod slithered between my cheeks. "Oh, that's good, boy." He panted. My boy boner was painfully erect and my little boy balls pressed against my bed sheets as I swooned over his power. I groaned as in my fantasy Jim climbed on top of me, his strong hand pressed me down firmly. "That's a good boy, you like this, don't you? I can tell because you're getting rock hard." In my fantasy Jim leaned down and started stroking my boy dick. I was so horny and turned on by this point that I was about to climax already. Finally he told me to lean forward over the bed. I didn't care anymore. I let him pull his cock out and he humped me for a good while, and had me lay down on the bed, climbed on top of me, and humped some more. My dick was grinding against the sheet was almost making me climax, but I tried to lift my hips to meet his thrusts. Jim stopped and with a finger he touched my boy hole. Slowly his finger wormed it's way up my tiny pucker. I opened myself for him quickly until I felt something much bigger wormed inside. I was sure, he was about to fuck me! It felt so hot being under his control and feeling him force his cock into me. This fantasy made me so excited that my little dick throbbed under my belly. I knew I wanted Jim to fuck me, although I had no idea how that would turn out. I closed my eyes and dreamed about Jim's cock, spreading my sphincter wide as his cock popped inside my ass. In my fantasy, inch after inch of his cock filled my clenching rear. This was it, oh yes, I didn't notice anything, my boner rubbing was more frantic than ever as the thought of Jim fucking me. He kept fucking me and a moment later, my hole suddenly felt more lubed up. I had seen that on a gay porn site and his cum was now acting as lube. In my fantasy I felt something else, and it pushed me nearly over the edge. I could feel Jim's warm cum dripping out of my boy hole and running down the crack of my ass as he continued to fuck me! That was too much! I couldn't help it. As the biggest orgasm ever slammed into me I was wailing, "Oh Jim, please, fuck me!" And just some seconds later the most terrifying thing ever happened. Quietly but firmly, Jim said, "I'm here, Tommy. Your Daddy sent me and I'm here to serve you." Blushing I said, "I'm sorry, oh my god, I'm so sorry..." I was about to cry, and pulled my briefs back up. My worst nightmare had come true, Jim had discovered my secret in the worst way possible, as I had moaned out his name while shivering through a titanic-sized dry cum, powered by my most private fantasy being fucked by him. Jim sat on the edge of the my bed and began rubbing my tummy. Things were not, it seemed, headed in the direction I expected. Jim didn't punish me, he wasn't angry. Jim had this look in his eyes and I knew that look. Saw it in the mirror of my the bathroom, as he watched me and felt himself up as he admired my young body. It was a look of lust, of intensity and it got to me, it broke down my barriers of decency. My barriers crumbled into dust. All Jim did was nod and smile, I was lost. In fact his hands were starting to head a little south of my tummy and he was telling me how pretty and sexy I was. There I was, a still hairless boy, who scream his lust out for his baby sitter, strong hero or whatever, while dry-humping his bed. Jim's journey south of my belly button had reached its destination, my boy dick, which was still hot and throbbing. Jim smiled and teased my aroused dick. I was shocked but I didn't have much time to process this, because Jim's fingers had made their way into my briefs and his fingers were pulling up and down on my foreskin. I merely squeaked and panted, and cried out and squealed my way through another hard little orgasm, thanks to his loving attentions on my private parts. Thanks for reading In Chapter two: Being a little teenager.