Date: Mon, 22 Feb 2021 06:28:53 +0000 From: Tex Colorado Subject: A More Perfect Union 7 Disclaimer: The following is a fictional story about sexual relationships between adults and minors. If this type of story is not allowed for you, please do not read. I received a lot of good feedback on the past two chapters, and was encouraged that readers are out there and interested in the series continuing. That has been inspirational, and hopefully the installments will come out with more frequency. If you would like to reach out for any reason, please do, I absolutely love interacting with readers. My email address is texcolorado@protonmail.com. New readers: Reading every chapter is not necessary to enjoy this story, as long as you understand the concept that our hero Brian is relating his experiences with boys in each of the fifty United States. That said, this is the first story with a repeat boy. This was included to flesh out Brian and where he comes from as well as showing him not always making the best choices. Sorry for the little bit of melodrama that comes with that territory. There is a new boy too, so don't worry too much. Final thing, please support Nifty: donate.nifty.org Enjoy Brian's visit to Connecticut. Two notes; the school mentioned is completely made up and has no relation to any school in the real world. Second, I've tried to start including story codes including the age of the boys. This story contains some brief flashes of interactions, but not full, fleshed out scenes, so I won't count those, and won't put ages to those or include them in the codes, only for the new boy. Thanks for reading, Tex Connecticut (m/b(11) oral anal) by Tex Colorado Prologue It had been three years since I first had an encounter with the boy who I considered my boyfriend, Jake. If you read the California section, you'll remember that he was ten when we met, making him thirteen now. It had been a wonderful time, I truly felt that I loved him, and the sex, well, that was unbelievable! Jake was absolutely insatiable, and while he was happy to be pleasured, he really relished being a bottom. This wasn't a characteristic that I discouraged, for sure, but he always knew that I was willing to pleasure him in any way that he desired, up to and including letting him top me from behind on occasion. But that wasn't where we were today. Instead, we were in a familiar place in a familiar position. We were in Jake's room, unsupervised, since his parents had left him in my charge for the weekend while they took a short getaway. Jake was on his back, his knees pulled back and pushed to the side, raising his ass to me. I was between his legs, kneeling on the bed with him, my cock sliding through his willing anus, and being housed inside his squeezing rectum. He was rock hard, the maturing young teen sporting a four and a half inch cock and a small patch of hair above his stiff rod. Below that, his balls were still hairless, but hung loosely in his growing scrotum, shaking each time that I slammed into him. I'd describe his upper body and face, how he had grown into such a handsome young man, but at that precise moment, those features were blocked by the ass of his eleven-year-old neighbor, Tyler, who was thrusting his own three incher between Jake's tight lips. While I fucked my boyfriend with all that I had, I couldn't help reaching out occasionally to stroke the baby-smooth cheeks of the younger boy as they thrusted, clenched and released over and over again. This was one of the sexual joys that Jake brought to me; he loved to share me with other boys. Tonight had been special. It wasn't my first time to play with beautiful Tyler, but it was the first time that he took an adult cock into his private ring. He had groaned and grunted through ten minutes of gentle thrusts into his virgin hole, eventually taking three quarters of my length as he lay on his side, me spooning him as I took the boy's innocence. It had been a magnificent experience, Tyler so tough and so willing to try to please me. But try as he might, it grew to be too much for the youngster, and Jake offered to take me over the edge to give his friend a break. Which is where we were, the speed of my thrusts increasing as I looked at Tyler's sweat-sheened backside that had so recently entertained my manhood and watched it erratically pump into Jake as the young boy did everything that he could to get off. His impending release was soon going to cause me to leap over the precipice as well, and I felt my orgasm beginning to make itself known, the tingling below my testicles that announced the inevitable was near. Pounding into my boy's practiced hole, watching him stroke himself as he blew Tyler, I announced, "I'm going to cum, Jake! Oh, baby," and then I felt the amazing feeling of his anus clamping around me rhythmically as Jake experienced his own unannounced orgasm. That was all that it took, the culmination of our evening of play was here, the strangling of my shaft by Jake's amazing sphincter sent the sensation from below my balls right through my cock as I began to unload into my favorite lover. "Oh, fuck, Jake!" I cried as the first volley of hot cum shot out of me and deep inside the prone boy. "Oh, I love you, baby," I said as the next shots flew out of me in strong spurts before they finally dwindled. Just as I finished drooling the last bit into him, Tyler's ass started to clench and he slapped himself against Jake, giving me the sexy view of his taint as he leaned into his friend, and watched it begin to pulse and flex rhythmically as it tried to force the semen that would someday arrive, but now only caused the wracks and spasms of orgasm without the messy emission. So, you may be asking yourself, aren't we supposed to be in Connecticut? Well, yes, we are, but I felt like you needed to see where I stood with my young friend as we prepared to cross the country as I helped to move him to a stuffy, east coast boarding school. This weekend was a last hurrah of sorts, and having Tyler join us to finally be deflowered before his friend left him behind was the icing on the cake. This was where we were, the boy that I thought that I loved and me, one week before he decided never to see me again. Connecticut The teen was past being upset, he was just defeated. Over these three years together, Jake's parents had used our closeness completely to their advantage, never once connecting any dots to question why a grown man was willing to spend so much of his time with their child. Jake knew it, too. He knew that they didn't care about him, at least they didn't care enough to protect him, or even to participate in his life. Which is how I ended up on this flight with him, heading across the US on our way to a boarding school in Connecticut. I had been present at the birth of this idea. My colleague Seth was at the Cooper's house, and he was talking to Aaron Cooper, our boss and Jake's dad, about his time at Yale. Something about east coast guys and their alma maters, they can't keep quiet about it. Anyway, Seth was trying hard to impress upon Aaron that the right boarding school could be key toward Jake gaining admittance to the school. He offered to pull some strings at his former lower school, a relative newcomer, but one that fed almost exclusively to the most desired high school, which then sent more students to New Haven than any other. Bored yet? I sure was. But he had Mr Cooper's ear, and quickly won him over. It happened so quickly; interview, admittance, travel arrangements, that before we knew it, the appointed time had arrived. Having no flexibility on start date, both of Jake's parents were unavailable to make the journey to take their only child to boarding school, so that left me to chaperone, and Seth to come along and give us the lay of the land. All three of us were in first class, but I was seated next to Jake while Seth was two rows back on the other side. This left us freedom, despite the dreary circumstances, to play a little bit under the blanket as we made our way east on the red eye. By the time we started our descent into JFK, I was sure that the steward was on to us, giving me a knowing look as Jake's eye's rolled back and he soaked the hidden napkin that I had carefully wrapped around his young cock. Had he been a little younger, I may have been able to pull off a "helping out" excuse to escort him in the lav, thereby joining the mile-high club. Now that he was a teen, though, those games were in the past, it would have never been believable that this young man needed my help in the potty! I'd have to wait until tonight for my turn. We had a car service to drive us up to Connecticut and the school. The plan was to check in to a hotel that the school had arranged, then attend an orientation today, return to the hotel that evening, then move him in tomorrow. There was only one person allowed at the orientation, and since orienting us was the only reason for Seth's presence, it was decide that he would take Jake today and I'd stay behind. Since I was officially the chaperone, there was no discussion about who Jake would stay with, it was assumed that Jake and I would share one of the two rooms arranged and Seth would use the other. As you may expect, the school was out in a beautiful rural area. The closest town had a very formal, old-school hotel that was originally a getaway for people escaping New York and New Haven. But now most of the clientele was related to the school. This meant that the place was booked full of new students and their families. When we finally arrived, we checked in, then adjourned to our rooms to change, the orientation only an hour away. The rooms were ornate and small, but comfortable, our's consisting of two double beds. It was lucky that Jake was a snuggler, we weren't going to have a lot of room to spread out unless we took our own beds. Since I wasn't going to the orientation, I didn't have to change, but Jake needed to put on the casual clothing that the school insisted that the students where. It consisted of a too-short pair of khaki zip-up shorts and a blue polo with a crest of the school. Not having to change, I laid on one of the beds and watched intently as Jake disrobed. He was such a good looking kid, slim and muscular at the same time. He still had his blond hair, but it was cut conservatively in anticipation of school. His blue eyes were as piercing as ever, and when he lowered his underwear, his flaccid young cock was a dream. Still not fully consumed with puberty, he had a nice little patch of hair above his cock, but that was it, everywhere else was baby-smooth bald. In his rare, unexcited state, he was very short, with a somewhat stubby inch and a half of dick that pointed out more that hung down over his full balls. It was almost cute, since I knew intimately that little nub would stretch to a man-pleasing four and a half inches in no time when he wanted. "You're so beautiful," I said without meaning to speak. He smiled at me as he pulled up his conservative boxer briefs, leaving the bikinis that he'd worn for my enjoyment behind. When he pulled up the tight fitting khakis, he wiggled his butt at me playfully before it slid inside. It was funny to see my laid-back SoCal boy preppied up for his new school. I didn't love that he had to try to change, but I wasn't going to let him know that, he was already down enough. And he was adorable, so I was ok! Seth was staying well down the hall from us, all the better for tonight, I thought. It made sense to keep him out of squeal earshot, wouldn't want Jake's excitement to give us away. The two of us headed toward his room, and he appeared as if he had sensed our approach. I went downstairs with the two of them, said my goodbyes, and they headed out on an arranged bus, accompanied by several similarly dressed boys and their companions. Turning back inside, I took a look around. The hotel had several public spaces that were designed for relaxing and people watching, and I found a nook tucked away in a sort of library. Deciding to take a break on the sumptuous couch there, I sat back and watched the comings and goings, still visible from my somewhat hidden location. It seems appropriate at this point to explain a couple of things. First, the encounter with Tyler the previous weekend marked the forth boy that Jake had brought into our bed. They were all boys who Jake hooked up with first, then when they found out about our relationship, expressed an interest in joining as a third participant. All four experiences had been glorious, and Jake had seemed to revel in helping me interact with other boys. This is why, I assumed, that he wouldn't mind if I happened to meet someone while I was away and played around a little. The truth was, it had already happened a few times, but I hadn't mentioned it to my boyfriend. So maybe I was kidding myself. But he had literally prepped boys to be fucked by me, so why would he care? I bring this up to explain my mindset that afternoon when a boy, slightly younger than my Jake, entered the same nook as me, and sat down on the same couch. He was wearing the same non-uniform uniform that Jake had worn, and I realized that he probably was in trouble, "I think that you may have missed your bus," I told him. "No, thank you, sir," he answered me, extremely proper and polite, "the younger grades had orientation this morning," he explained, "now it's the seventh and eighth graders." "What grade are you in?" I asked. "I'll be entering sixth, sir." "You don't have to call me `sir'" I offered, "I'm just helping out by bringing my boss's son to school, I'm not one of these rich guys." The boy smiled at me, "That's ok, sir, I don't mind being polite. And can I tell you something?" he asked. "Sure," I laughed. He leaned closer and said in a whisper, "You're not supposed to talk about money," then he sat up again and said, "because everyone is rich here." Feeling stupid, I said, "I guess that you're right. I spend a lot of time at Jake's house, but I still don't have the whole scene figured out." "Is that who you're here with? Jake?" he asked. "Yes, he's my," I started, then caught myself before I said "boyfriend". "I'm, he's um..." "Your boss's son," the boy answered for me, with a smile. I had taken a quick look at him, but now took a moment to appraise my companion. He was the opposite of Jake. Brown hair, parted in a very proper way that hadn't been in style since at least the seventies, brown eyes, and a little bit fuller body somehow. Not fat, not at all, but not the slim, fit boy that Jake was. But what they had in common was an adorable face with a cute button nose, dreamy eyes, and a radiant smile. "I'm Brian," I offered. "Brandon," he replied, then extended his hand to me, "pleased to meet you," he said as we shook hands. His small fingers disappearing into my hand. "It's nice to meet you, too," I answered, "so who are you here with?" "My father's assistant brought me on the plane." "The plane?" I asked, "Do you mean that you came on your own airplane." "It's only my father's companies plane, it's not mine!" he announced as if I thought that sixth graders owned private jets. "And where is your chaperone now," I asked without ulterior motives, just curiosity. "I guess that he's in his room," he said, "I told him that I was going swimming." Looking Brandon over, I didn't see a swimsuit, "He believed that even though you left the room without a suit?" "Oh, I have my own room, so he doesn't know," he explained, "plus, he doesn't really care," he added in a conspiratorial whisper. I was surprised that this young boy would be left alone, "Why do you have your own room?" I pried. He chuckled, "My dad's worried that he will molest me," he told me with an eye roll. "Do you know something?" "What's that?" I asked, laughing a little at his description of the situation. "For as much as they know, grown-ups are kind of dumb." I laughed, knowing that he was right, but wondering what particular aspect of adult behavior he was referring to. "Oh yeah, why is that?" "Well, my father is worried that I'm going to be molested by his fat, old assistant," he said, "but then he sends me to boarding schools." This equivalency was interesting to me, I wondered out loud, "What do you mean by that?" He was silent, but gave me a look and shoulder shrug that said, "Come on, are you kidding me?" Then he finally said, "Well, everyone knows what goes on at boys' schools, right?" Interesting. Deciding that dancing around this wasn't helping, I asked, "Are you saying that's what will go on at the academy?" I asked, using the nickname that everyone here used for the school. "I hope so!" he said excitedly, giving a little bounce on the couch like an enthusiastic child. He was sitting very erect, his back not touching the backrest, and his proper manner and well-manicured looks made him seem older and younger at the same time. He spoke like an adult, but he had the look of a doll, perfectly dressed and coiffed, then placed on a young girl's shelf. "How do you know about these things?" I finally asked. "Oh, that's what we did at my old school in Ohio," he told me, then lowered his voice and leaned in slightly, his hands on his bare knees, "a lot of the new boys get an older boy that they stay with all year, do you understand?" "I think that I do," I replied. He slid slightly closer to me, lowered his voice again and whispered, "And my Latin instructor, too!" Was I really having this conversation? "Wow," was the first thing that came out, but I didn't want to sound like I wasn't in control of the conversation, so I said, "That's very interesting," trying to sound like I understood everything, but wasn't shocked. Brandon finally sat back, and said, "Yes, that's why summer is difficult, I miss all of that." "So it's been a lonely summer?" I asked, giving myself cover on the off chance that I was misunderstanding. "Yes," he said with a sad exhale, then gave me a funny look, somewhat knowing, and added, "I'm sure that your boss's son is the same." Were we at a crossroads here? It was time to take the bull by the horns, "Well, he didn't go to a boarding school," I explained, and Brandon looked a little disappointed, "but I know that he hasn't had a lonely summer," I finished, taking that leap. Brandon gave me a sly smile, "He's pretty lucky," he said, "if you were keeping him company." Phew, what a boy! Now it was my turn to lean in and whisper, "I'd say that I'm the lucky one." He smiled again at my admission, "I wish that I had someone here with me," he said, "I really miss some of these things," he admitted, stretching out the word "really" for maximum effect. I thought about next moves. Sure that Jake would love this cutie, I offered quietly, "Maybe you would like to join us for a bit tonight?" and looked at him hopefully. "I can't tonight," he said, and my mood dropped, "but I can now," he told me with a naughty look. "Oh," I said in surprise, "um, yeah, uh, maybe," I sputtered, trying to regain control, "I think that Jake, um, I think that it would be ok," I wrapped up, frankly my dick leading the way. "You're sure that he won't mind?" Brandon offered. "No," I said quickly, "no, he won't. He has shared with me before." "So he was always there?" he asked, "Because some boys get jealous if they're left out." This kid kept surprising me, I was shocked by his perception, "I don't think so," I said, "I think that he'd be happy for me." Brandon just smiled, in his mind, things seemed to be settled. He looked at me expectantly, and I realized he was waiting for direction. "Oh," I blurted when I realized that I was up, "um, would you like to come with me to my room?" I whispered. Brandon's smile grew, and he nodded. We both got up and headed out of the nook and over to the elevators, which were not in view of the lobby, so we didn't have to worry about any observers as we waited. We both made sideways glances, nervous smiles and leering looks. Brandon looked around, and seeing no one near, stood on his toes to get closer to my ear and whispered, "Does your boy like to kiss?" Just then the elevator doors opened. Laughing at his forthrightness, I answered as we stepped inside, "He loves it!" As soon as the doors closed, Brandon was in front of me, standing up on his toes and bringing his hand behind my head, he pulled me to him and our lips met in a closed mouthed kiss. Then he dropped back down and moved aside, smiling shyly and touching my hand for a moment, then waited for the doors to open again at my floor. "I thought that we should get that behind us," he explained with a smile. "It was nice," I told him, "Thank you!" The doors opened with a ding, and Brandon followed me down the hall to my room. I unlocked the door, looked both ways to confirm that no one was looking, took Brandon's hand and ushered him inside. When I closed and bolted the door, Brandon stood in front of me shifting from foot to foot in his excitement. "How would you like to start?" I asked, "Can I undress you?" Instead of speaking, Brandon smiled and raised his hands in the air, like a child waiting for a parent's help. Touching the boy's shirt just above his waistband, I gently tugged around the circumference to untuck the dark blue polo from his tight shorts. Once it was free, I lifted it up and off of his outstretched arms, revealing his soft pale body to me for the first time. It's not fair to compare boys, but being so intimately familiar with one child, Jake in this case, makes it impossible not to note the differences. Despite it being the end of summer, Brandon showed no tan whatsoever, his arms and upper body the same shade of peachy-tinged ivory. His chest was flat, his abdomen smooth and ever so slightly rounded. Unlike the hard muscle running beneath my boyfriend's taught skin, Brandon sported the thinnest layer of padding over his less generous muscles. He wasn't fat, let me make that clear, no love handles, his shorts didn't cut into his skin. The best word to describe him was soft, and I loved it. His chest begged for my touch, and as I lay my palm against his warm skin, he sighed, and I leaned down to bring my lips back to his. Probably being less than five feet tall, he needed to rise slightly on his toes again for me to reach him. But the connection, with our lips parting and our tongues gently touching for the first time, was like fireworks. Then the intensity rose. Brandon was the aggressor, pushing himself up into my lips, his tongue seeking the inside of my mouth and twisting around my own probing appendage. My hands slid around to his back and stroked his smooth skin. Brandon was holding me, pulling me to him, until finally he broke free from my lips, gasping, smiling and breathing heavily. "I like kissing," he informed me with a big gleam on his face. I was out of breath myself, it had been a bit since I had seen this kind of passion from a boy. "I like it too," I told him happily, "among other things," I threw in with a leer. "Me too!" he announced and ran his hands up under my shirt, "What do you do with your friend?" There was really only one answer to give, "Everything," I said quietly, and Brandon actually groaned at the word. "What did you do with your Latin teacher?" I asked, pretty sure of the answer. "Everything!" he almost sang. "But it's been so long," he said, "I may need some help with some things," he told me cryptically. Could he be assuming that we'd go all of the way this afternoon? Just to test the waters, I offered, "I like making things easier. I'll do anything that you'd like," I continued as he ran his little hands against the skin of my upper body, running his fingers around my pecs, even tweaking my nipples slightly, then sliding down and running along my abs until he reached my pants. Continuing to my waistband, he undid the button, then slowly lowered my zipper, looking right in to my eyes, each tooth announcing its release in the quiet room as my fly was opened wide. "I like to do this," he said when he was able to access my pants, sliding a hand inside my underwear until he took a sensual, slower grip around my hard cock. I moaned, and we both were caught up watching his hidden activity. This horny cutie was too much, and I needed to do something different or I'd be blowing all over his hand and leaving an unsatisfied boy and a soaked pair of pants. "Let's move to the bed," I whispered. Immediately Brandon walked backwards, then let himself flop down on his back, his legs dangling off the side of the bed. I came up between his legs and slid my hands up from his knees right on to his shorts, bringing my right hand straight up to his groin and pawed at him with my fingers until I found his hard little weapon in the folds of material. The child had such a pleasant, relaxed look as I massaged his penis, like he was enjoying a nice breeze on a hot summer day. Of course, we couldn't do this forever, although there are worse fates, I guess, so it was time to move on, and that started with his belt buckle. Loosening the leather strap, I pulled it aside, then worked the clasp that held his fly together. Once open, I began unzipping, the boy not even looking at me, just staring at the ceiling smiling, his hands framing his groin as if he was setting up a picture of his soon to be revealed treasure. Intending a slow reveal, I was disappointed in myself when I accidentally pulled his underwear down when I tugged on his shorts. When his thin, pink, uncircumcised head popped above his waistband, further delay was unwarranted, and I continued to relieve him of his last bit of clothing. His slim boycock's only imperfection was a slight bend toward his body, but it made it look all the harder as his three and a half inches came in to view. His scrotum was still mostly tight, but possessed a clear line demarking the twin pair of his testicles. After pulling his shorts and underwear down and off of his feet, I crawled back up to the prone boy and surveyed my bedmate. He was starting to grow, but a long way from puberty. His pubis was bare, and in contrast to Jake when he was younger, Brandon had a larger pad of soft bare skin pushing out above his cock. Below, his scrotum was hairless and immature as well, but his cock was not completely that of a small boy. It would definitely have lengthened and thickened to become the proud protrusion before me, not the cock of a smaller child. I slipped my fingers down on to his fire-hot spear and gave him a few pulls, watching his foreskin uncover and recover his wet glans. Glancing up at my friend, he was now watching me, content and happy to be played with. "Does that feel nice?" I asked him as I gently massaged his hard little cock. "Mmm, hmm," he answered, "it feels so good, no one has touched me like that since the last day of school." Then he paused to watch my hand pleasure him some more, "You, know," he started again, "you, ah, can do anything that you like," he told me with a sly grin. Permission granted, I took the inevitable (in my mind at least), impossible-to-resist, taste of his gooey cockhead. Extending my tongue and swiping along the exposed glans with purpose, Brandon hissed, then groaned as I let him slide between my lips until my lip rested on his puffy pubis, his boydick alive in my mouth, perceptibly pulsing with each rapid beat of his heart. Slipping off of him and returning to stroking with my fingers, I told him, "I love that you're uncut, it's such a rare treat for me." "I guess that more guys are like that now," he explained to me, "but the men at school go mad for it," he said with a giggle. This cheeky kid was so much fun, I was overwhelmed with the need to taste every inch of him. Patting the bed, I said, "Climb up here," since we were still in the position that he fell; legs dangling and me kneeling on the floor. He scooted up until he was able to put his head on the pillow. Brandon slid his feet up and spread them apart, stroking along his own thighs as if he was inviting me in to the main course between his legs. Crawling up onto the bed and resuming my position between his knees, my view was dominated by his small, tight sack, exposed perineum and the peeking darkness of his nether hole. Anxious to suckle every part in front of me, I had to decide where to start; nuts to anus, or butthole to balls? I chose the former, and opened up to engulf his complete sack, swirling my tongue all around his hot little boybag. The skin was tight, almost bumpy, and I was able to treat it as one big morsel, not really allowing me to separate out each sweet stone. Brandon started being very vocal when his scrotum was consumed, telling me, "Oh, yeah, that feels so nice, oh yes, oh," as he flinched under my caressing tongue. Letting his sack slip out, I slid my tongue along the ridge line of his balls, so prominent on this child, evidence of the fusion that took place turning him into the most perfect of creatures; a boy. As I ran south to the lower joining of his scrotum to his taint, I applied hard pressure against this internal extension of his erection. I loved how you could feel like his cock ran from ass to tip if you searched hard enough under those sexy balls. At the same time I pushed lightly on the back of his legs, and he instinctively pulled them back, rolling his ass into my view. Brandon must have sensed where we were headed, because he felt the need to inform me, "I'm all cleaned up," then added, "like, down there." To emphasize the point, he ran a finger down his spit-wet perineum and held it just on the edge of his pink-rimmed anus. "Oh, yeah?" I answered, inspecting his handiwork and finding no evidence to refute his claim. "I wasn't in the lobby looking for a book to read," he said with a snort of laughter. I was a little shocked by his admission, though I had guessed at its possibility, "You really knew that you could find someone to do this with?" I asked him. "Mmm hmm," he answered, "at least I hoped. Maybe a teacher or someone who went to prep school might know what's available. Oh, yeah," he sighed as he was distracted by my tongue approaching his ring from above. Stopping for one moment, I said, "Let's see how well you did," then moved below his pucker and approached from below, spreading his cheeks with my hands and sliding my tongue through his crack with firm pressure until I finally reached the puffy target, running around the dry rim, I twirled around the whole, wrinkled anus until I started to press at his center. There was no taste at all, he was right, just skin and some faint pheromone that drew me onward. "Oh, thank you," he moaned, "nobody does that at school," he explained breathlessly. Must be too much of the bravado of pretending that you're not gay if you fuck a young boy. I felt sad for not only Brandon, but his lovers, "They have no idea what they're missing," I explained briefly, then resumed my all out attack in his muscular opening. Brandon had been raising his head to speak, but when I pointed my tongue and pressed straight at the center of his twitching entrance, he threw his head back hard against the pillow and pulled his legs straight out to the sides and back, opening himself to me. Tugging at the sides of his muscle ring with my fingertips and pushing at them with my tongue, I was able to encourage a minor slackening of his sphincter. Wetting a finger with spit, I pressed into his hole and was welcomed with an accommodating opening and the gripping of his anus as my finger slid into his squishy rectum. Brandon gasped at the introduction of my finger, but followed with a groan as it slid farther and farther in until the entire long digit was buried inside. The sexy boy grabbed his cock and started furiously pounding away as I started to fuck him with my single finger. With him attending to his own shaft, I retook his boysack into my mouth and ran my tongue around the whole thing over and over again. At the same time, I tried to keep a rhythm into his lovely pussy. "Oh, sir," he cried, "that feels amazing," he announced, his eyes closed tight with the effort that he was putting into his wanking. The easing of his sphincter's tight grip urged me to release his wet, warm scrotum and lick my middle finger, finally urging it inside of him to take up residence next to my index. The ease of his opening was magnificent, and I worked the two fingers around and around, scissoring them and plunging them into the small boy. He was repeatedly emitting little grunts each time that I bottomed out, and I could tell that he was moving toward a quick release. Replacing his hand with my own, I guided his penis back between my lips, Brandon groaning, "Oh, yeah," stretching out the syllables and smiling naughtily. Taking his whole boydick into me, sliding to the tip, swabbing the tip with my tongue, loving the texture of his glans, so much smoother than cut boys. At least it seemed that way to me. I couldn't get enough of his uncovered head, and he was a spasming mess as I worked over and over across the sensitive skin. Finally I took him back in and started to bob my head, twisting back and forth to bathe as much of him with my tongue as possible. At the same time I continued to work my fingers into his tiny ass, curling my fingers up to press against his immature prostate, and coaxing a surprising groan and buck of his hips. "It's too much...oh! Oh my goodness!" he squeaked, telling me that his preteen orgasm was close. Letting him slip out, I encouraged him, "Let it go, sweetie, let the feelings come," and that was all that he needed. Putting his hand behind my head, and thrusting himself into me, my fingers still buried inside him, his legs still spread wide as he moved to meet my sucking lips. His legs kicked forward individually, like he was having his reflexes checked at the doctor, then he pushed up hard into my mouth and held my head down, pressing me into his smooth groin when I felt him swell. The dancing piece of meat came alive, pressing against the roof of my mouth, as his body worked so hard to expel the semen that was at least a year away. "Hoh, oh, oh," he gasped with each flex of his cock, "oh god!" He finally shouted as his orgasm arrived and completed, the whole thing a matter of seconds. A crash of a wave versus a drawn out orgasm. He was frozen in that position, pulling me tight to him and I let my fingers slowly withdraw from his ass as he came, not wanting to overwhelm him. He groaned at the absence, his body finally releasing, and he lay back hard, his eyes closed and panting. Running my lips off of him, I licked above his cock, my favorite area of any boy, the naughty bare space that some liked to show off with their sagging swimsuits, but really one of the most private parts of the boy. What a privilege to be allowed to lick and stroke this protruded pubic area, devoid of a single hair. This whole time, from start to finish, while Brandon lay bare on his back as he squealed through his dry, preteen orgasm, I hadn't removed a stitch of clothing. As soon as he caught his breath and came down from his peak, he sat up and started to pull at my shirt. Any thoughts that his climax would take him out of the mood were washed away as he seemed unable to disrobe me fast enough, tugging at my shirt to pull it over my head, then pushing me onto my back and working my pants, which he had opened when we first kissed, down my legs and off, smiling at me as I lay there in my soaked underwear. "You've got a big cock," he surprised me by saying, then ran his hand along the ridge that I was making in my shorts, holding it between his fingers and stroking the sides gently but assuredly. This wasn't his first time holding a man's cock, not that I ever though otherwise. "It's average at best," I told him, which was true. "Well, my teacher isn't that big, but the boy that I was with was bigger than the teacher," he explained. So turned on by our encounter, I had a strong need to move forward, and took the initiative of starting to peel my underwear off. "Oh, you want to show me?" Brandon asked with mock alarm, "ok, I'd like that!" Dropping my shorts and pulling them off of my feet, I lay back and Brandon looked the situation over. He was neither shocked nor disturbed by my appearance, but seemed very happy to take a scientific tour around my erect penis. Lifting me up, he looked along the whole length, cupped my hanging balls as if to weigh them, then focusing his attention on my leaking pee hole. "Mmmm, I like precum," he moaned as he observed the bubbles of clear, viscous fluid. Then he extended his little tongue and dipped it into the puddle, drawing it back to his mouth and smacking his lips. "It's sweet, at least sweeter than cum," he said, stating the obvious, but the knowledge of these facts was a huge turn on. I didn't get a chance to relish the attention, because he held my cock straight up and sunk his tight lips around the first two inches of my dick. This was as far as he seemed willing to go, but he was happy to use his hands in conjunction with his lips, sending thrilling sensations throughout my body. I didn't need every boy to take me into his throat and press his nose into my pubes. This experienced boy did just as well by working a few inches, licking my head, and stroking me as well. He was looking into my eyes as he moved between my legs and really started to work me, his lips so tight against my skin, his tongue so soft. "That feels incredible, baby," I said, and cupped his head in my hand, "you're a great cocksucker." So many of us grew up with that being an insult, but Brandon smiled around the dick stretching his mouth, knowing that it was a compliment of the highest order. Taking me out of his mouth, he responded, "You haven't seen the start of what I can do," then slid down so that my cock was in front of his face, and ran his tongue along the whole length, sliding it around the sides as he went. The he sensually enveloped the head again and twirled his tongue around me while he held two inches inside. Finally he released me, and slid even farther down, extending his tongue to my shaved left nut and pulled it inside. He worked the hanging ball like he was giving it a bath, and the sensations were heaven. When he moved on to the right I started to stroke myself, wondering how long I could last. Sensing the issue, Brandon said, "Don't cum yet," then looked at me and said, "I want you to try to fuck me," as if he was asking me to help him with his math homework. "Oh my god," I blurted, "are you sure? You've said that it's been awhile." "Yeah, but you already opened me up, that's more than anyone else does," he informed me, surprising me that this boy's suiters were such inconsiderate lovers. "There's KY in the nightstand," I told him, agreeing to move on even though it seemed quick. He crawled across me to get to the table, his little renewed boner tapping my leg, his fleshy butt dominating my view. Bringing it back to me, he handed it over and turned away, presenting his backside to me. "Can you do it?" he asked, "it's hard for me to get it right." Having no qualms about that arrangement, I sat up and brought his butt closer. He was on all fours, his legs and hands outside my own legs, and I slicked up two fingers and proceeded to slide them back into his warm tunnel. He was much looser now, and obviously practiced in opening up, despite the layoff. "I'm surprised that you open up so well since it's been awhile," I observed. "Well," he said as if he was contemplating what to say, "everyone masturbates, right?" assuming that explained it. Realizing that he was telling me that he likes to finger his own ass, I let it pass by saying, "I guess so, it can feel good to play with yourself that way." He laid his head down as I worked on his hole, but when it was obvious that he was ready for me, I offered the lube to him and asked, "Will you do me now?" Brandon smiled and turned around, pouring a decent amount onto his fingers and rubbing it along my shaft and over my glans. It wasn't expert, but it felt sublime. Brandon was facing me straddling my legs while I sat up, my own legs straight out in front of me. "Do you want to start like this?" I asked, meaning for him to sit on my cock. "Sure!" he answered and climbed up my lap, stood up, then bent at the knees, letting me support him with my hands, he put his hands on my shoulders while I used a free hand to guide my dick to his hole. He resisted only for a moment, then he let his weight take him down onto me. After three stops and starts, my pole started to sink into him. He wasn't my first boy, but he was definitely one of the best feeling. His anus squeezed me as his tunnel expanded and worked the length of my cock, which finally reached its maximum depth, his cheeks spreading out on my lap. Grabbing him by his buttcheeks, they actually worked into a handhold, and I was able to use that as leverage, pushing and pulling him along my penis my fingers gripping his soft ass. I was still sitting, so he could keep his balance still with his hands around my neck. Our heads were so close that I brought my lips to him and we kissed while I thrust into his tight sphincter. He was quickly able to take me without discomfort, grunting with each thrust and panting when our lips separated. "So nice," he blurted out, and I reveled in his enjoyment at being taken. Too worked up for this to be a marathon fuck, I pulled him to me, and rolled us both over, laying Brandon on his back, sliding a pillow under his ass, and he resumed his wide-legged posture from before when I was rimming him. Never removing myself, I was able to slide into him at will, staring down at his rock hard boydick. I was overtaken by lust, and needed to fill this boy. I considered asking permission, but couldn't stop the freight train. Slapping against him, my balls connecting with his asscheeks loudly with each thrust, I started to feel the familiar approach of my orgasm. I was able to warn him as it arrived, "I'm going to cum! Oh god!" Brandon threw his head back and cried, "Do it! Please cum," and that took me over the edge. The sight of his small hand running up and down his own penis, mine looking ridiculously large against the small boy's hole, and the slippery, opened but tight, squeezing yet yielding of his pussy caused the sensation to shoot from my perineum forward. Brandon grabbed my ass when he sensed the end, and held me there, pulling me hard against him. He closed his eyes tight, the boy experiencing the same feelings that were coursing through me. "I'm cumming!" I announced for the last time, and I felt each inch of travel as my jizz climbed through my shaft and exploded inside this amazing young boy. "Oh, I feel it!" he cried, my cock flexing inside of him and filling him with my seed, each blast a little less than before until the end. While I twitched and spasmed through my climax, Brandon's hand stopped, pushing hard against his groin, and I was surprised to see his cock flex through a second dry-cum, the tip bending in rhythm as if it was expelling his cum, but nothing came. We both had to stop and recover, my cock still lodged in his pretty hole. When I was able to move, I slowly withdrew, and my day's worth of semen followed, oozing out onto the bed. I still hovered over him, the boy radiant in his afterglow, and I stroked his cheek. "That was wonderful," I told him, "thank you for picking me!" "Thank you for letting me," he said with a laugh, "I've needed that for months!" We got ourselves cleaned up, Brandon taking a quick shower to make sure that all of the evidence of our lovemaking was gone. I gave him a kiss as we walked toward the door, thanking him again before I opened up to the hallway and he stepped out. Just as Brandon stood outside my door saying goodbye, the ding of the elevator at the end of the hall announced its arrival and both of us turned to look. My hand still lingered on the boy's shoulder as the doors slid open to reveal Jake and Seth, both standing very close to each other, Jake beaming at my coworker. Something about it looked odd to me, but I didn't have time to think about it, as Jake turned away from Seth and looked right at Brandon and me. It was a long hall, but even from that distance, I could see the crestfallen look on Jake's face as he started to march quickly towards us. I tried to speak, but before I could get out a sound, Jake had literally shoved himself between Brandon and me, pushing the younger boy away with his body. "Excuse me," Brandon said reflexively, sounding apologetic even though he was the one wronged. Jake ignored him, "We need to talk," he said, his distress barely disguised as he put his hand on my chest and started pushing me inside. "I'll talk to you later," I said to Brandon, and peripherally to Seth, as we disappeared inside and Jake slammed the door. Inside, it was ugly. The obvious accusation, my claim that I thought that he would be ok with my tryst, and culminating with Jake gathering his belongings and storming off to Seth's room. Should I have known? Probably. Was I wrong? Surely. But I couldn't shake the feeling that this was about more than this afternoon.Spending the rest of the afternoon and evening alone, it was about eight o'clock when I heard a quiet rap on the door. Jumping up in hopes that my boy had come back to me, when I flung it open, it was another sweet boy who greeted me. "Hi Brandon," I said flatly, trying hard to hide any disappointment. I wasn't sad to see him, it just complicated things. "Hi," he answered quietly, "I guess that he didn't come back?" he asked me. "No, I think that we may have an unsolvable problem now," I informed him, for the first time admitting what I had come to believe over the last few hours, "I think that it may be over." Brandon was still standing in the hall, and said, "I did tell you that boys get jealous." "Yes, you were right," I told him. We stood like that, me having no intention of inviting him in, when I finally asked, "What can I do for you Brandon?" He looked down at his foot as he swayed his weight from leg to leg, and said, "Well, see, I don't know when I can do this again," then looked up at me, "maybe this school isn't like my old one. So, since we're both alone, I thought that maybe I could come in?" I thought about it, and realized that the only thing that I would accomplish by refusing was to deprive us of each other's company tonight. There wasn't a way to repair things with Jake, so I have no reason to be a martyr. After a few moments, I turned sideways to give space and said, "Come on in." Brandon gave me a knowing smile as he entered and I closed the door behind him. I awoke the next morning alone, and realized that It was almost time to go to school, so I needed to make sure that Jake was up and ready to head out. He wasn't going to want to see me, but I didn't feel like I had a choice. Getting dressed and stepping out into the hallway, my door closed behind me as I started to walk toward Seth's room. The silence was broken by the sound of his door popping open, and first Jake then Seth walked out. Seth gave me a sheepish look, but Jake's was easily described as hatred, so much that it stopped me in my tracks. We were the only people in the hall, and Jake got a nasty look on his face, turned around so that he was in front of Seth, then pulled himself up on his tiptoes by grabbing behind Seth's head, bringing my colleague's lips down to his own. The surprise Seth showed was just embarrassment, not shock at the act, telling me that this wasn't the first kiss. My heart sank when I realized that my boy had been taken by another man last night. They broke apart, Jake wiped his wet lips with the back of his hand while he glared at me with an evil smile, then I heard, "Tell him," followed by something that I couldn't quite make out. "I'll meet you downstairs," the boy finished, then turned away and headed toward the elevator. As the doors closed on him, he glared at me the whole time. Seth walked my way, he didn't really look guilty, but his face had pity written all over it. "He wants me to tell you," he started as he drew near, "that he never wants to speak to you again as long as you live." He said it flatly, and I knew that Jake meant it. "I'll take him today, then I'll come back here after the ceremony and pick you up to go home," he said. I just nodded, and he turned and walked away. I went back inside my room, having nowhere else to go, and mentally relived the past three years. If I was honest, we were probably growing apart, and Jake may have taken this opportunity to rid himself of me. That's what I chose to think, at least. As the adult, I knew that I could handle things, but the idea that he would be heart broken was too much for me. It was easier to view him as happy to see me go. Three hours later, Seth texted me to come down. I found him in the back of a stretch limo. After my bag was loaded, I crawled in and he wise-cracked, "In case we want to get married on the way, we have the right car." The privacy shade was drawn, so the two of us were alone and able to converse about the day's events if we chose. "Everything went ok?" I asked to make conversation. "Yeah, fine, he'll be fine," he said, "he fits in anywhere. He's not super excited, but he'll be ok." None of that was news to me, and I had to keep myself from resenting Seth. "You know, I didn't know," he started haltingly, "I mean, he didn't tell me until after we..." and he stopped when I held up my hand in a "stop talking" gesture. "I'm not mad at you," I told him, "and I'm not mad at him. I'm just mad at me," then looked away and out the window. Finally I spoke again, "I saw how he looked at you when you came back yesterday," I admitted, "I think that he may have wanted this, and punishing me was just a side benefit. "It's just, I wanted you to know that, I'm..." he started again, but I interrupted him. "I know, it's ok," I said. "How long have you, you know?" "Three years," I said after a moment, looking out the window again, "I think that it ran its course." "And the boy yesterday? The one in the hall?" "Yeah," I fessed up, "and it just shows that I'm a hypocrite. I didn't think that Jake would care, but when I saw the two of you together, I was jealous." I paused for a beat, "and he wasn't the first one that Jake didn't know about," I admitted, finally feeling guilty for my past actions. The truth was, if I really thought that he wouldn't care, why had I kept secrets? "Phew," he exhaled, "you lead quite the life. That kid was amazing, the best sex in my life," he told me, causing me to wince at the callousness, "I can't believe that you've had that for years!" "I guess that I can't either," I replied, finally looking back at him. "You know, can we just not talk about this, maybe ever?" "Ok," he said flatly, then I turned away again to look out the window and readjust my worldview, trying to figure out who I was and what the world held for me without Jake. I turned farther away and didn't talk the rest of the way home to California.