Diary of a Shota Boy - Part 8

by

Cosmo

Part 8: Simon-Peter

I was in the kitchen on my own having a quiet drink of juice when Sunny ambled in as usual, in that languorous, laid back style of his.

'Oh Claudia, there you are darling,' he piped up camply, sounding like we were best friends or something, 'Be a dear and lend us a smoke will ya? I'm gasping.'

He was out of cigarettes again. I reached into my breast pocket. I had three cigarettes left. My tricks often gave them to me. I didn't smoke, other than passively of course, but cigarettes were good currency. The problem is you always had boys like Sunny trying to cadge them off you.

I gave him one just to shut him up.

'Oh thanks Claudia,' he said, with great relief.

He took a light from the box of matches by the cooker and took a deep drag, tilting his head back to exhale the smoke up towards the ceiling. The effect was instantaneous.

'Ooh, that's better lovey,' he said, 'I'm so stressed.'

He came and sat down at the table looking drawn and pale. He looked so plain without his makeup on.

'Dunno how much more of this shit I can take,' he grumbled.

I didn't know what he was talking about, but undoubtedly he was going to tell me. Sunny always told you whatever was on his mind - whether you wanted to hear it or not.

'What a bastard Guus is,' he complained, 'The fat cunt just told me I have to work tonight.'

To me that didn't sound like any kind of problem - that was what we were here to do and there didn't seem to be anything unreasonable about it.

'I hate Guus sometimes,' Sunny hissed, 'It's alright for him, he can do what the fuck he likes while the rest of us have to slog our guts out.'

It's his club and he's our employer, I thought. Still nothing unreasonable about that.

'I can't wait to get outta this fuckin' place,' Sunny went on, 'Maybe I'll get the fuck out and take my chances.'

I almost laughed. Good luck with that, I thought. Bearing in mind what Ciggy had told me about what was likely to happen when the UN pulled out, and my own experiences with the KAPO rebels, I didn't fancy Sunny's chances out there on his own.

Tell the truth, I didn't really appreciate the way Sunny immediately started badmouthing Guus, as though Guus was the root of all his problems. I didn't agree with him anyhow. No matter what else could be said about Guus, he did look after us. I respected him a great deal. I think Guus and I understood each other. I knew how far I could string him along. I did little favors for Guus as long as he didn't impose on me too much, and he indulged me as long as I didn't take advantage of him. It was a kind of unspoken equilibrium between us. A lot of the other shota boys didn't understand that. It was give and take and there had to be mutual respect on both sides for it to work. That was why I didn't appreciate boys like Sunny who always complained about Guus. Sunny never seemed to appreciate that we were lucky to have someone like Guus to provide us with a means of survival. We all owed a lot to Guus. Some of us even owed our lives to him. He looked after us even when we couldn't work - like the time some trick had hurt Chip real bad. I remember that vividly. This guy had freaked out on some trip or other - probably some bad shit he'd acquired down in the club - and he'd gone ballistic with Chip. He beat Chip so badly that he was almost unconscious. We found him lying on the floor of his room, broken and bloody, where the guy had just ejaculated all over him and left him there. Poor Chip was beat up pretty bad. He had a broken wrist and several cracked ribs, to say nothing of the black eye and the split lip. We felt so sorry for Chip. He couldn't work for a good long time. The other shota boys raised a collection and we all put something towards his keep to sustain him while he recovered. What the other shota boys didn't know is that he'd had to have surgery for his wrist, and it was Guus who paid for it. I never said anything about that. They might have thought Guus was just a glorified pimp, but he wasn't. Okay, he got to fuck our little butts from time to time - that was the perk of his job - but he actually cared about us too. Guus looked after us in more ways than the other boys realized. That morning, for example, I told Guus I wasn't feeling well, so I wouldn't have to work in the club that night. I knew he wouldn't question it. Guus was very astute, but he was also overly sympathetic if any of us were in the slightest discomfort. That was funny, I thought. He didn't forbid rough and careless treatment by the clients, and allowed his boys to be fucked hard and smacked about and generally manhandled on the club floor, but at the merest sign of a headache or a cold, he was full of sympathy and was liable to flap around you like a mother hen.

I left Sunny to finish his cigarette and slipped back to my room. I didn't tell him that the reason he had to work was because Guus had given me the evening off. With the evening secured, all was set for my tryst with Simon-Peter. We had arranged for him to come to my room and I purposely took the day off to devote to the coaching of my beautiful little acolyte. All day, while waiting for Simon-Peter, my little dick was inordinately stiff with anticipation. I couldn't help it. I had looked forward to seeing the little guy so much, over the past few days I almost wore myself out pulling my little todger over him. I had endless hard cums fantasizing about what I was going to do with him. Actually I was quite flattered that Simon-Peter wanted to take fuck lessons from me. That was the ultimate compliment, I thought. That this tiny boy wanted to learn from me, and put himself entirely at my disposal to teach him all I knew. It wasn't an invitation I was about to turn down. Of course it wasn't the first time I had taken a younger boy under my wing, and, as you know, I was always a good choice for busting little boy's cherries for the first time. I had done the same with Chip when he was a novice. Given my experience with Chip, I already had an idea of what I wanted to do with Simon-Peter.

Simon-Peter was right on time. A gentle rap on my bedroom door and I knew it was him. I opened the door, and his beautiful little figure was standing there, looking up at me expectantly. He was wearing shorts, so that his pretty little legs were exposed, with bare feet and little open sandals. His little pixie face beamed that dreamy smile of his, and I let him slip into my lair, being careful that no one saw him come in. I glanced both ways down the dimly lit passageway. It was deserted. I shut the door and turned to see him standing behind me, quite close, so that as soon as I let go of the door handle, he stepped forward and wanted to kiss me. He was very eager. That was a good sign. I put my hands on his shoulders and decided to begin my mentoring straight away.

'Like this,' I said, and opened my mouth slightly.

He immediately understood my intentions and obediently followed my instruction. He opened his mouth slightly too, and waited. I closed in and kissed him hard, sticking my tongue deep into his hot little mouth. He didn't pull back. That was very encouraging. I licked the inside of his mouth and sucked his lips onto mine, pressing his hot little mouth hard against mine. Then I broke the kiss and pulled away.

'Now you,' I said.

Still standing there by the door, he complied immediately. He leaned over, raising himself up on his toes, and stuck his slick little tongue into my mouth. I relaxed and let him explore, giving him time to get a feel for it. I quite enjoyed his little virgin tongue rolling over mine, running over my teeth and gums and pressing into my cheeks. It was quaint in a way to have this little virgin boy so willing and so compliant, and I was excited about teaching him all the things he didn't yet know. My cock was already hard. It was so stiff I wanted to fuck him there and then. Tell you the truth, I was so into this boy, so horned up for him, I wanted to stick it into him so hard I wanted to hear him squeal. But I didn't. This was his time and I was going to make the effort to teach this boy properly.

When we both felt ready, and after we had kissed enough, I knew that he was ready for his first fuck. I sat on the edge of the bed, with him standing there before me, and helped to slip his t-shirt off over his head. I pulled it up from the hem, turning it inside out as I peeled it off him, and over his little protruding ears. His perfect little torso was stripped bare, and I could see him shiver slightly in the cold still atmosphere of the room. He tucked his little hands under his armpits, simultaneously folding his arms, a little defensive and nervous about what we were doing. I noticed that he was wearing a little amulet which was strung on a chord around his neck. It was round and made of metal and seemed to be embossed with ornate symbols and lettering. I didn't recognize any of it, but it looked real sexy, that little metal disc nestling against the tight young skin on his chest.

I reached down, while his hands were tucked away, and took his little shorts down. I popped the button with one hand and slid them down his slim hips. Underneath he was wearing the cutest little pair of Ben 10 boxer briefs. I slipped them down his slender thighs and exposed his little jewels. He didn't protest. He just watched quiescently, standing there completely naked. I could see he already had a little stiffie. His little dick was a tiny, stubby little thing, but neatly cut and very pretty, with a rounded little head. It stuck up like a tiny little peg in his crotch, hardened by the impending pleasure that was in the offing. He looked down at it, slightly ashamed that it was so small, and then he looked back up at me apologetically. I ran my eyes over his little body and could barely conceive how perfect he was. His tight little tummy was so trim and neat, with a cute little innie belly button and a little muscular dip down the centre, where his little six pack was going to be. His hips were slim and narrow and his pelvis had retained the whiter shade of his natural skin tone, the tell-tale signs of having been out in the sun where his Speedos had perhaps covered him. That contrasted nicely with the slightly darker shade of his exposed skin, where the sun had colored his little body. He had long, shapely, sinewy legs with perfect knees. He was just so beautiful to me, and that little stiffie waggling expectantly from his tiny little balls told me that he wanted this. It was almost beckoning to me to do things to his little body.

I coaxed him onto the bed. He climbed on and sat there naked, his legs spread straight out in front of him, and his little dick pointing up. I sat with him in middle of the big bed, and smiled at him reassuringly.

'What a beautiful little cock you have,' I said.

He seemed more confident with that. I beckoned him closer, and he got up and scooted towards me on his knees. I reached between his legs and cupped his tiny undercarriage. His little balls were like two minuscule marbles suspended there in a tight little sac at the base of his little dick. I weighed his tight little balls in my palm, ever so gently.

'You see these?' I asked him.

He nodded.

'You know what these are?'

He looked down shyly at my hand in his crotch.

'They're my balls,' he said, in his high-pitched little boy voice.

'That's right,' I said, and proceed to stroke the side of his little sac with my thumb, being careful not to squeeze too tight.

'Does that feel nice?' I asked him.

He blushed and looked slightly sheepish.

'Yeh,' he said softly, even leaning towards me so I could get a better feel of him, and he sexily closed his eyes, emitting the cutest little boy sigh.

'Look after these,' I said to him, 'That's where your sperm is going to be made.'

He nodded, and I could tell he was attentive and actively memorizing my teachings.

Then I reached out and took hold of his little dick, squeezing the rounded head quite hard. He gasped, exhaling sharply, and he flinched. The shock made him almost double up and he instinctively put his little hands on my shoulders to stop himself from tipping over. But he didn't stop me. Looking down, his head bowed between his outstretched arms, he allowed me to gently finger the pink cut head of his little dick.

'Hmm, that feels good,' he said, this time volunteering the information without being asked.

That was a good sign. He was a willing and eager pupil.

'Good boy,' I said, encouraging him, 'always say what you're feeling.'

With his little hands still on my shoulders, I jacked his little dick between my thumb and forefinger and it seemed to jump with joy. He looked up and smiled, and I could tell that it had given him a little jolt of pleasure, perhaps feeling the first stirrings of just how much pleasure his little cock was capable of. When I jacked it roughly for a bit, it hardened even more, standing up proud and erect. I then leaned in and took his iron hard little rod into my mouth, closing my lips around it and sucking it hard. He gasped, never having felt such sensations before. I made sure I licked the little head of his dick roughly with my tongue, and his thighs trembled a little. He almost recoiled from the sensitivity, and he pressed his hot palms against my temples, holding my head as I gorged on his little organ.

After sucking his dickie for a bit, thoroughly drenching it with spit, I pulled away, and I saw the disappointment in his face as I withdrew. He had enjoyed that for sure. I would have been happy to continue until I had worked his little knob into a frenzy, and made him cum in my mouth. But it was time to get him to the real point of this exercise, the actual fucking. What I really wanted was to get him to cum in my butt. For his first orgasm, it had to be deep in my hole. I wanted to imprint that on him from the start.

I left his little dickie straining upwards and raised myself up to look him in the eye.

'Now I'm gonna show you how to fuck, okay?'

He nodded. Not a hint of hesitation. Why couldn't all boys be this compliant?

I laid back on the pillow and settled myself into a comfortable fucking position. I brought my knees up towards my chest, so that he would have easy access to my boyhole. Exposing my crotch to him, he could see how big my cock and balls were, and he seemed to be comparing. Although I was still hairless, my todger was a lot bigger than his, and it actually made me feel very grown up to have a dick that was more mature than his little kiddie cock. At this moment it was as stiff as an iron rod, and as I opened my crotch, exposing my boyhole to him, my longish boycock was flat against my abdomen, pointing up at my belly button. My feet were pointing up in the air, and I looked at him from between my knees.

'Now put it in, just like I showed you in the pictures,' I instructed, reaching towards him to guide his slim little hips against my butt.

He looked a little scared, but he spread his knees so that he could be at the right height to penetrate me, and connected the tip of his tiny dick to my hole. He tipped forward against my butt and I felt the warm head of his little cock tickling my star.

'That's right little one,' I said, 'Put it in.'

He pushed his butt forward, but his little dick just slipped off to the side. He wasn't centering it square on my hole and he hadn't anticipated how much force he needed to push it past my sphincter. I decided to help him. Reaching over, I felt for his little dick and held it against my hole, steadying his slim little hips in just the right place.

'Push it in now,' I said again.

I guided his little cocklet as he thrust forward, holding it in place so it wouldn't veer off to the side, and with one concerted thrust, he was inside. I felt my hole yield, and the little stab of his dick entering me actually hurt a little. I gasped mutedly at his initial entry, surprised by how much it hurt. He was clumsy and unfamiliar with all this. But I decided to take my time coaching this little boy, not just because I thought he deserved some time and patience from me, but also because I was actually enjoying the idea of being fucked by him. Actually he wasn't even fucking. Once he was inside me, he held his little dick right there, buried in the warm tightness of my moist little cunt, and he seemed to like it. But he didn't seem to know what he was supposed to do next. My palms were firmly clutching his tiny butt, holding his pelvis up tight against me so he wouldn't pull out, and I made sure I maintained eye contact and smiled.

'Okay little one?' I asked, with an encouraging tone.

He nodded, still a little apprehensive. But he was still with me, still compliant, and still eager to please me.

'Try pushing it in and out now,' I said, 'Slowly.'

He tentatively pushed his hips against me, not really drawing back at all, but just pushing his dickie harder into me. He hadn't yet mastered the pistoning motion, but I knew that it would eventually come naturally. His dickie wasn't very big and the amount of movement it allowed for was minimal. So, for now I just let him hump his hips against me. I held him there with his abdomen pressed against my butt. His little dickie waggled about in my hole, but didn't really penetrate very far. But he had the beginnings of what I thought was an excellent technique and I detected that this little boy had the natural propensity to be sensational in bed. He just didn't know it yet. It felt very much like he had a dick that would easily satisfy his lovers when he was older. Maybe all he needed was some guidance and a little instruction into the right techniques, and he could be something really special. I found that prospect very comforting, and the thought that mine was the first hole he had ever fucked gave me a sense of privilege and accomplishment. Now all I had to do was make this boy cum inside me. I wanted to work his dickie into a state of nirvana so I could imprint on him the ecstasy of boysex and the unencumbered pleasure of experiencing that first fine careless rapture in the unbridled paradise of my own tight little snatch. Somehow this little boy turned me on so much that his ineffectual little thrustings made me want to totally corrupt him. He looked so innocent, poised above me with his hips pressed against the curve of my butt, his big round eyes and that button nose making him look so ripe for exploitation, and I simply wanted to thoroughly abuse him and to defile his little body. I just wanted to blow his little mind with every horny, cum-inducing technique I knew. The truth is, this little boy was extremely pretty. He had a beautiful elfin face, his pixie-like features crowned with that mop of unruly chestnut hair and raffish ears that stuck out slightly. And he had a nicely arranged, diminutive little body, with good definition and a musculature that hinted at what a beautiful young boy he was developing into. He was so beautiful to me, kneeling there with his little cocklet barely penetrating my hot and willing little boycunt, I wished he could fuck me real good. I wanted this boy to give me a really good seeing to. Of course, he was too inexperienced to satisfy me like that just yet. But boy, I was so horny right now, and he was so sexy, that even his tiny little peg of a dick nestled warmly in my boycunt was enough to make me want to spray my kidspunk all over him.

There was only one thing for it. I coaxed him into thrusting into me a little longer, hoping that he would soon work himself up to his first boycum. He wasn't really feeling anything yet, but I had hold of his hips and I was working his little butt back and forth as best I could.

'That's right little one,' I went on, 'Fuck me as hard and you can. Stick your dickie in me real deep.'

He bit his lip and scrunched his nose up, and I could see the concerted effort he was putting into this. He impetuously stabbed his tiny cock into me repeatedly. It was so arousing to see this tiny boy consumed by the pursuit of the sexual thrill, a quest that was normally so elusive to someone so young.

After a particularly frenzied bout, he stopped and pulled out, slightly breathless, pausing to peer down at his still hard little cocklet, and I actually felt a pang of disappointment. His little dick in my hole wasn't much, but I desperately wanted him to cum in me. I smiled and pulled his little butt towards me once again.

'Go on,' I said softly, 'Put it back in.'

He took hold of his little dick by the base, pointing it at my pucker, and this time he tilted forward and was able to penetrate me without any difficulty. I was stunned by how fast this boy learned. He resumed his thrusting without hesitation.

After a bit more positive murmuring from me, and plenty of encouraging smiles, he busily worked himself up into a state of excitement which you could see was unfamiliar to him. Strange expressions began to wash over his little face. Something was happening. At first he was uncertain, and as he continued it became even more ecstatic at the sensations that were building up in his crotch. He increased his pace with the onset of the tangible pleasure that emanated from his thrusting. His fucking became more urgent and the thrusting of his little hips became more pronounced. At last he realized he was driving at something, and as the pleasure was building, so he ratcheted up the tempo. There was a period where the sensations became stronger and gradually built to a sudden and unexpected conclusion. Unexpected for him, that is. Suddenly he stopped, with an expression of confusion on his face, as though he didn't understand what was happening, and yet it was so good he couldn't stop himself. Then it happened. His whole body shuddered gently, and his eyes rolled into the back of his head, and the unfamiliar seizure of orgasmic ecstasy gripped his little body. His little dick spasmed just once, with a powerful and pronounced pulse, and he gasped in surprise. He seemed lost in the power of his boycum as he assimilated what was happening, and he gently trembled against my butt for a good few seconds.

When his dry cum was over, he pulled his little dickie out and fell backwards, plopping down onto his ankles. There was this look of incredulity in his face that told me he couldn't believe how good that was. He looked at me, and when he had taken a moment to come to his senses again, he smiled in the most precocious and knowing way. Suddenly, it all made sense to him. He had discovered that little secret that all young boys eventually stumble upon. Good for him. What surprised me was that he looked down at his dickie, still stiff and pointing up in his crotch, and he looked at my boyhole, still inviting and a little dilated, and without saying anything, decided he was going to go for seconds. I admired this little boy's spirit. He had just had his first orgasm, and wanted to repeat it immediately. He got back up on his knees and this time he leaned forward, thrusting his little dick expertly into my little cunt, and with one quick motion was immediately inside me. He stopped and steadied himself, this time noticeably more prepared and tangibly aware of what he was doing. He was so horny, and so psychologically roused by this new experience, he worked himself up into another dry cum very quickly. This time there was no surprise, and the knowingness with which he fucked me was indicative of what a fantastic fuckboy he was going to develop into. With a few still somewhat tentative thrusts of his slim hips, he quickly worked up to another cum, this time preparing himself for the ecstatic seizure he craved, and he seemed to have prepared to relish it this time. The second one ripped through him even stronger. He exhaled sharply and he seemed to double up as it hit, hunching desperately over me as he cummed. His dickie was literally punching into my hole with a strength and force that I didn't think this little boy was capable of, and he fell forward onto me, so that he was literally curled around my butt as he dry-cummed. I could see the utter pleasure in his eyes as he assimilated this new sensation, and I knew straight away that his mind was totally blown. This little boy was hooked, and from hereon in he was going to seek that very sensation repeatedly and with an almost psychotic fervor. Yup. I had finally popped his todger. He had blown his little cherry in my boycunt. In fact, not only had I been fucked by the top brass of UNVERO, I had also been fucked by his little boy. That must have been some kind of achievement surely? I was so proud of myself.

Simon-Peter laid back on the bed, and squirmed into the rumpled bedclothes looking thoroughly spent. My little dick was so hard I needed to blow my kiddie fuckwad real bad. I had fantasized about this boy so much, now he was actually lying on my bed naked, his little cocklet still hard from his exploits, and I knew I was finally going to get to spunk him. I knew I couldn't fuck him, at any rate not without hurting him, and that seemed like too much effort at this point. But his little body was so beautiful I wanted to soil it with my cum. My cock was burning with hardness which I was desperate to relieve and I knew he was going to make me cum real hard. I scooted up and sat across his slender thighs. He looked so tiny pinned between my knees. I looked down at him lovingly and he was looking up at me submissively, with a mischievous smile on his lips and curiosity in his eyes. I took hold of my dick and leaned forward over him, pointing the head of my todger at his little innie belly button, and I jacked as fast as I could, in desperate pursuit of the ultimate pleasure. Within seconds I could feel my little dick mustering its reserves, and as I jacked my fist along my shaft, the tangible little tingles on my gland started getting more and more pronounced. Finally, I hit ignition, and my cock exploded. It was so intense that my vision blurred for a few moments, my whole body gripped by a seizure of pure pleasure. I fell forward, propped up on one arm while my other hand furiously jacked my cock and I witnessed the ultimate pleasure of squirting all over him. The jets of my boyspunk were ejected with such force, and the initial blast was so intense, that they went all the way up his chest. He was only small, so that wasn't very far, but they formed a satisfying pattern of streaks, like whip marks across his tender young skin.

When it was over, I found myself hunched above Simon-Peter with my head hung down directly above his face. My eyes widened in satisfaction and gratitude and he smiled playfully. He even let out a happy little giggle and I noticed the way his flat tummy tightened as he did so. I sat back, still straddling his thighs. He had his arms up, his little hands resting on the pillow on either side of his head, as though in surrender, totally submitting himself to me. My eyes roved over his naked little body and I admired the lines of my clear kiddiecum painted across his belly. I reached down and gripped my wet cock. The remainder of my cum was still leaking from the tip. I squeezed out the last of my juice from my shaft and a couple of big gobs oozed out. I pushed it into Simon-Peter's little jewels and used the head of my todger to thoroughly coat his tiny cock and balls. His little cocklet was still hard with little boy lust, still poking up with arousal, so I pushed my cock onto his. Our little hairless cocks dueled together, and I smeared the residue of my kiddiespunk all over his crotch. He seemed to like that. He stared at me with faint amusement as I anointed him with my essence.

'Happy?' I asked, as I stared down at him, our little cocks still pushed together.

He nodded, his big mop of chestnut hair brushing against the pillow.

'That was weal cool,' he said.

'You're a good boy,' I said, sounding a little like Guus.

He was smiling up at me with a satisfied grin.

I laid down next to Simon-Peter and we kissed for a little while. He offered me his puckered little lips and I gorged on them for ages, biting his sweet lips and nibbling all around his mouth, and all the time my kiddiespunk was drying on his skin. We laid there for a good long time, just enjoying each other's proximity, and I knew Simon-Peter was enthralled by these experiences. He was happy with this new world he had just discovered, the world of boycunts and cockplay. I was going to get a towel to wipe him down afterwards, but the sight of his little boy jewels glistening like that, thoroughly saturated with my essence, was extremely pleasing. I was going to send him back to his daddy all cleaned up, but I decided not to. I liked seeing him stained with my kiddiecum. So I let it dry on him, forming a thin filmy crust on his skin, where I had squirted it across his tummy, and where I had smeared it all over his little cock and balls. His little body even smelled of young spunk - the heady, distinctive aroma of sexual fluids, thus denoting that he was now marked with my residue. This boy was now mine. That was very satisfying to me. So I decided to send him back to his daddy like that, with my cum stains still on him.

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