Date: Sat, 18 Mar 2023 15:06:54 +0000 From: TomOfInland@proton.me Subject: Caleb the Middle School Slut: Chapter 6 Caleb, the Middle School Slut Boy: Chapter 6: "Cole, Joey, Isaiah, Aidan, Quinn, and Owen" By Tom of Inland TomOfInland@proton.me Readers, Caleb's stories are barely a week online and I appreciate all of the fan mail. Feel free to email me with feedback and comments, and, if you want to give me a small tip for my stories, visit https://www.buymeacoffee.com/TomOfInland. Thank you in advance. Please don't forget to donate to Nifty to keep this archive going: https://donate.nifty.org/ Disclaimer: This is a work of fiction. Any resemblance to real people, living or dead, is coincidental. It contains explicit material intended for adults over 18. If you are under 18 or are offended by sexual activity between boys under 18, do not continue. If reading this type of material is illegal in your location, proceed at your own risk. This work is the sole property of the author and may not be reposted or reproduced without the author's written permission. "So," I asked them. "What's the second part of the initiation?" There was a pause, and then they all looked at Quinn. I looked at him, too. "Kneel down on the floor," he said. I did as I was told. Nobody moved, and I waited. A few seconds later someone was blindfolding me. It seemed like a knee-high baseball sock, and it was black. "HEYYYY!" I protested, but I was laughing too. I wasn't sure what was going to happen next, but I was sure it would be fun. I also wasn't sure who was doing the blindfolding, but I think it was Joey. Once the sock was tied tightly at the back of my head, and my eyes covered, I heard Joey say behind my back, "Bro, get his arms..." and someone grabbed my arms behind my back and they were tied together too. "Uh, oh..." I said, but I was still laughing. "Ok, little buddy," Quinn said, "We're going to play a game. It's called Guess the Dick." I liked the sound of this game ;o "What are the rules?" I wondered aloud. "It's self-explanatory," Quinn answered. "Ok, first dick! Batter UP! Open your mouth, Caleb." And of course, I did as I was told. A few seconds later I felt a fairly small, slim, smooth, smooth and cut cock pass my lips and enter my mouth. I took it all the way in, feeling just a few hairs at the base. I pulled away so I could speak, but I was laughing, too. "Owen!" "Ok, that was an easy one, for obvious reasons," Quinn said. "HA HA," Owen said, knowing that he was being teased for his small dick compared to the others. "Next up." Quinn was in charge of the game and the entire initiation ritual, being the eldest in the group and the clear Alpha. I opened my mouth eagerly. I felt the cock come in hard and fast. It was pretty big and thick, and cut. I gagged a little and pulled away. "Don't KILL HIM!" Quinn said, half serious, but also laughing a little. It was nice how he was looking out for me. I repositioned myself and opened up. The same cock entered my mouth. Slower this time. It was a nice proportion, thick but not too thick. I could get quite a lot of it down my throat, but not all of it. I did sense some hair toward the base of it. "Guess the dick," Quinn commanded. The cock was pulled out of my little mouth. "Aidan?" "Good boy," Quinn said. "You're 2 for 2, bro." Cole kept score. "I like this game," I said. I couldn't wait to get a taste of the next boy's cock. Not knowing which one it would be filled me with excitement, and I was still hard. "Batter UP!" Quinn kept the game moving along. I opened up, but the cock wouldn't go in, it was so big. It was all foreskin, and it was a big head, too. I had to open wider. A couple of more inches came in, maybe 3. I wasn't sure I could fit any more. It was the biggest dick I've ever had in my mouth. I was pretty sure it was Isaiah. "Guess the dick." I was really enjoying his dick in my mouth. It was so big and meaty, and I think I was developing a special thing for huge uncut cock. They felt the best in my mouth, and they were fascinating to look at. "Mmmm," I started sucking him and I moaned a little. "Guess the dick, Caleb!" Quinn demanded. I pulled off of the cock in my mouth. "I'm not sure. I need more time," and I opened as wide as I could and stuck out my tongue hungrily. I felt a hand on the top of my head and then the cock slowly entering my mouth. It went in deeper this time, about 4 inches. It was so thick, though. Thicker than Cole's. Then the cock pulled back a little, and then in again, and I kept still with the hand on my head keeping me in place and realized I was being face fucked. I really liked it. He was going in deep but not so deep that I couldn't keep up. Some spit was dribbling down my chin. "Fuck, that's so hot," I heard Cole say. Then I couldn't take more. It was getting hard to breathe, so I pulled away and sputtered, "ISAIAH!" "Right again," Quinn confirmed. "You like this game, don't you, little dude..." Joey said. "NEXT!" I wanted more. Now I was controlling the game. And I sat up and opened wide and stuck out my tongue. Drool was dripping off of my chin. "He is such a little slut for dick," Aidan said. "No kidding," Quinn added. "Batter up!" And then another cock passed through my lips. I immediately recognized it as Joey, because he was cut, and only Cole and Quinn and their beautiful uncut cocks were left besides Joey. I also recognized that Joey had a special muskiness to him that I remembered very clearly from Tuesday. I really liked all of these dicks. In my head I was beginning to rank them as I started to suck Joey slowly. It was difficult to do, though. I liked them all so much. "Fuuuuuckkk," Joey said aloud, betraying his identity, enjoying my 11 year old mouth on his big hard cock. I forgot about the game for a second and just sucked, licked, and kissed Joey's cock. And at this point, maybe everyone else did, too, because nobody told me to Guess the Dick. I think they were enjoying watching. "Suck that cock, boy," I heard Cole say, and I did. I took almost all of Joey's fat cock into my mouth, coughing a little, but never quitting. "Okay, okay," Quinn said after a minute or so. "Guess the Dick." "Joey! Duh!" "You're a good little cocksucker, bro," I heard Joey say. "Thank you!" I said. I was happy to be complimented. I felt proud. Then Quinn said, "Okay, last turn." "Last?? But there's 2 of you left!" I wanted all of them. "Just open up, Caleb," he said. So I did. And I felt just the tip of some foreskin on the left side of my tongue, and a second later the tip of some other foreskin on the other side of my tongue. Then both cockheads tapping my tongue lightly. Gentle slaps on my little tongue, and then slowly rubbing their big hooded cockheads across my tongue and lips. It felt amazing. I was getting double-teamed by my favorite duo of brothers. I think Cole was on the left and Quinn was on the right, but I wasn't sure, really. I was hard to tell from just their nearly identical uncut cockheads. Then they just started taking turns using my mouth. They were both pretty thick, and it was hard to tell who was who. Quinn seemed a good bit longer in those white compression shorts but it was impossible to tell blindfolded and there was no way I was getting either of them all the way into my mouth and down my throat, so there was no way of judging the length just by sucking, and my hands were still tied behind my back. They tasted the same, too. Yum. "Guess the Dicks!" Owen hollered at me. I pulled off a cock for for a couple of seconds in order to ask, "Is that really necessary?" "It's the rule of the game," Quinn said, above me and to my right. "Quinn," and I kissed the cock on the right, "and Cole," and I did the same to the one on my left. "Correct!" Quinn said, and he rubbed his cock across my lips and smacked the side of my face with his giant cock. "Good job, little buddy," Cole said, and he face-slapped me with his dick, too. "100%," Joey said, announcing my Guess the Dick accuracy rate. And then the sock blindfold was lifted off of my head. The room wasn't very brightly lit, but it took some time for my eyes to adjust. In front of me were Cole and Quinn standing side by side, jerking their cocks less than a foot away from my face. My eyes widened and I looked up to their eyes. They were both smiling down at me. I smiled back, and then looked up again at their beautiful cocks. I'd seen Cole's before, Monday in the school bathroom. (Well, more than seen ;) So my eyes went to Quinn's. It was so much bigger than Cole's, and bigger than I'd imagined from just seeing them in those white compression shorts, which were now down around his ankles. It was easily 9 inches, with a good thickness, but not as thick as Isaiah's, and, of course, had a beautiful soft white foreskin with reddish-pink at the tip. As he jacked it, it glided smoothly over the big head. It was a good 2 inches longer than Cole's, but he was also 3 years older. And there was a beautiful trimmed dirty blond bush of pubes above his cock. "Please untie me," I begged, and Joey did. I grabbed both brothers' big teen cocks, one in each hand, and started jacking. I could feel how hard my little dick was, and even though I'd bred Owen's sweet ass just about 15 minutes ago. I wanted to grab it and jack it some, but my hands were busy jacking these 2 hot brothers. I put Quinn into my mouth and then Cole, giving each a couple of sucks each time. I'd almost forgotten about everyone else in the room, and I took a look around. Over on the bed was Isaiah, laying down, stretched out and completely naked with Owen kneeling between his muscular legs sucking him, almost the way that they were when I walked into the room a half hour ago. Owen had his two hands near the base of Isaiah's dick and was directing it into his wet mouth, and he was moaning. Meanwhile, Aidan and Joey were standing on the other side of the room, not too far away, also jerking their cocks. Aidan had his big hand on Joey's ass. They were watching me. I needed to cum again. This was all making me so fucking horny. So I let go of Quinn's cock and reached down with my right hand to my rock hard 4 inch cock and started stroking. "Lay down on the floor, on your back," Cole commanded. So I did. And the guys gathered around me, "C'mere, you two," Quinn directed to Isaiah and Owen." And within a few seconds these 6 guys had surrounded me: Quinn at my head; Joey and Cole on either side of my chest; Aidan next to Joey on one side, Isaiah next to Cole on the other. I spread my legs apart and Owen stood between them. I looked around at the guys, and they were all jerking their dicks, all of them except Owen much bigger than me in every way. I loved being the center of this attention. I jerked my little dick super fast, like hummingbird wings. Owen knelt down between my legs to get closer, and he jerked his small-but-still-bigger-than-mine cock. "Good idea, O," Quinn said to Owen, and he started to kneel down at my head. The others followed, so now their cocks, abs, chests, and faces were all much closer to me. "Cum on him," Quinn told the others, in that deep voice of his that I loved. I had to bend my neck to make eye contact with Quinn when he said that. He was so gorgeous. His short dirty blond military hair looked perfect. His perfect smooth hard pecs and abs were both youthful and mature at the same time, and then inches above my head was his perfect 9 inch uncut-like-God-made-him cock. He jerked it slow, but squeezed it hard. His pink balls hung low and big. "I'm close," I announced. "Fuuuuckkk," Joey said, "Me too." "Cover him with cum," Quinn said. Owen helped out Isaiah by blowing him some more, of course, while he jerked his own 12 year old rock hard dick. Joey grabbed Aidan's cock and took over jerking it, and Aidan returned the favor. Cole and Quinn kept on jerking themselves. I was looking around watching them all as I beat my boy meat faster and faster, and then I saw Quinn lean over to Cole and kiss him slowly and sweetly on his lips. Then he slid his tongue inside his brother's mouth and that sent me over the edge. "Fuuuuuuuukkkkkkk!!!! I'm CUMMINGGGGG!" I shot another huge load of my 11 year old clear cum up onto my chest. I was a shooter. I think I hit my face once and Quinn's abs above me, too. My load sent off a chain reaction among the guys in the club. One by one they shot their teen loads of hot white cum all over me. Owen let go of Isaiah's giant dick so he could spray me with his juice, which went all over my abs, dick, and little balls. Then Owen shot his load when he sucked on the tip of Isasiah's dick after he came. That boy just could not keep away from Isaiah's junk. Owen rubbed his cum on my still-hard dick and balls where Isaiah's cum landed. Aidan and Joey shot their loads together, each with the other's cock in his hand, and finally Cole and Quinn came together while they were making out with each other. It was pretty crazy watching brothers do that together. I'm not sure why but I thought it was the hottest thing ever. I sat up a little and looked down at my little naked body. It glistened with 6 loads of cum, and I loved it. All that white teen cum all over me, mixed with my pre-puberty clear cum. I rubbed some of it into my skin. I enjoyed the feeling of it on my chest and my fingers. "Such a hot little dude," Quinn said. Then he stood up and went back to his bed to relax. Everyone took a minute to clean up, check their phones, sit down, and get comfortable again. We had all just cum together, and now it was time to chill. Isaiah and Aidan started up GTA again. I stayed on the floor, though, gently touching my ultra-sensitive boy dick which just shot 2 loads in the last 40 minutes. I was a little tired. "Second initiation challenge: complete," Quinn announced. "Yayyyy," I said. "What's the last part?" I could not wait for what they had in store for me. The room fell silent, except for the sounds of GTA coming from the game. Quinn moved over a little on the bed and patted the empty space next to him. "Come up here, buddy." I was still drenched with cum, but I did as he said. He put his right arm around my shoulders, and my head rested on his bicep. "The last thing you have to do," he turned and looked into my eyes, "is spend an entire night with me." "Oh!" I felt my boner and then reached one finger down to my hole and pressed on it. "That would be dope!" The idea of spending an entire night with Quinn and being his fuck toy sounded like a dream cum true. But then I thought about reality, and I immediately became terrified that I would not be able to take his huge 9 inches in my tight little hole, which had only ever had Owen's slim 5 inches before. Also, I did not want to disappoint him. I looked over at Cole and Joey who were sitting nearby. Cole raised his eyebrows twice quickly, Joey winked at me, and they both smiled. "When?" I wondered aloud. "Tonight?" Quinn asked eagerly. "I don't know if I can," I explained. "I am supposed to be home by 11." It was probably around 9:30 by now. I looked over at him for his reaction. "Ohhhhh," he seemed very disappointed. "Do you think you could ask your folks?" "I don't know if they'd let me. But I can try." "Good boy." I got my phone and texted home. It was 9:25 PM. Mom said I couldn't, because we had to leave really early for my swim meet an hour away. I'd almost forgotten about it. My heart sank, but I told Quinn and the others. "That's too bad," he really seemed crushed, which made me sad. I didn't want to disappoint anyone, especially him. Our Fuck Club leader. "What about tomorrow night?" I asked my parents and they said yes! "I can do it!" "Dope, little dude. I can't wait," and he ruffled my mop of hair. We all spent the next hour just hanging out, mostly. There was some crotch grabbing and ass slapping and showing each other horny vids on our phones. Owen played with Isaiah's cock a little more. Cole and Joey flexed at each other's phones and TikTokked. Joey said that Isaiah's vid of them throwing me into the lake already had over nine thousand likes. "Caleb, you went viral, bro!" he said, and they took a minute to show everyone else the vid. "Haha, that's dope!" I said. was having an internet moment. It was around 10:30 when I realized I had to leave to get home on time. "I gotta go, it's getting late." "Me too," Owen said. I said goodbye to everyone and I got surrounded by all of the Fuck Club members. They messed up my hair, high-fived me, and gave me quick hugs. "You're almost through the initiation," Joey said, and he patted my butt. "See you tomorrow, little buddy," Quinn said, and he shook my hand. My hand just disappeared into his. His handshake was gentle, yet firm. And he wouldn't let go of my hand. I looked into his eyes and he smiled, then he finally released his grip. Owen said his goodbyes, too, grabbing Isaiah's dick through his boxer briefs before we walked out together. The screen door to their house shut behind us and we walked to my bike. "Caleb," he stopped and looked at me. "That was fucking awesome," and he reached into his shorts behind his ass and when his finger reappeared again it was covered with my cum. "I'm leaking," and he showed me his wet, shiny finger before he sucked my cum off of it with his lips. "And tomorrow you get a night with Quinn!" "Yeah. I'm excited but nervous," I confessed to him. "I don't think I'll be able to take his monster cock. I've only ever had your five inches." Owen started laughing, "Bro," he smiled at me, "I don't think you have anything to worry about." "No, why's that?" Did he really think those 9 inches could fit in my tiny 75 pound ass? "Because," he explained, "Quinn is a total bottom." TO BE CONTINUED in Chapter 7: "Quinn"