Date: Thu, 16 Mar 2023 18:17:32 -0400 From: TomOfInland@proton.me Subject: Caleb, the Middle School Slut Boy: Chapter 5 Caleb, the Middle School Slut Boy: Chapter 5: "Cole, Joey, Isaiah, Aidan, Quinn, and Owen" By Tom of Inland TomOfInland@proton.me Readers, 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. As soon as dinner wrapped up with the fam, I texted Cole: "Omw" I saw that he read my message, and then I got on my bike and went over to their house. It was around 8:30. I had to be back by 11, my parents said. It was still hot out, and humid. One of those summer nights when everything sticks to everything. My Warriors jersey sticking to my back, my Adidas shorts sticking to my legs, and sweat in the crack of my ass wetting my boxer briefs. I was so pumped to hang out with these guys. I kept imagining what might happen. I expected some kind of sex but I didn't know what. I pictured Cole and Joey throwing me into the lake earlier that day, and how being picked up by them, and later tackling Cole into the water, turned me on and made my 4 inch 11 year old dick hard. Of course, that made me hard again. Honestly, it doesn't take much. But anticipating hanging out with these guys made me so horny. I parked my bike and went up to the house. I walked up the deck to the screen door and knocked lightly. I could see Quinn through the screen standing at the fridge behind the kitchen island. When I knocked, he looked over. "Hey, buddy. Come in." And as I let myself in, he walked around the kitchen island towards me and I saw him standing there in nothing but a pair of white Under Armor compression shorts, and he had a giant hard dick pressed to the right. I mean, it was so big, it practically reached his right hip. He looked even bigger than Cole. I was hard, too, but you couldn't tell in my gym shorts and because I had a pretty small dick compared to these guys. "Let's go," and he smiled at me and headed down the hall where I heard sounds from a video game and music. I followed him. I could not stop staring at his perfect ass in those compression shorts. Remember, Quinn was over 6' tall, lean, and toned. He had a golden tan, and the white shorts contrasted so much with his tan. Like me, he spent a lot of time in the lake and outdoors. He had a muscled, little bubblebutt that you could rest a glass on, it stuck out so much. Being the oldest of the guys here, and the tallest, he def gave me Alpha vibes. He walked with a swaggering confidence and watching his ass cheeks move was hypnotizing. "Let's have some fun," he said to me over his shoulder as we got to the end of the hall. "This is my room." The door was open. All the guys were there. Cole and Joey were on Quinn's queen sized bed side by side, shirtless and in boxer briefs, on their phones. Aidan and Isaiah were in gaming chairs in front of the tv playing GTA. Aidan was in his boxer briefs, too. But Isaiah's underwear was down around his ankles, and kneeling on the floor in front of him was my 7th grade buddy Owen, with two hands wrapped around Isaiah's huge cock. "Owen???" I said out loud, and could not take my eyes off of Owen slowly stroking Isaiah's uncut Latin teen cock. It was probably 8 inches and extremely thick. And Isaiah was only 13. It was a sight to behold. "Sup, bro?" Owen said to me and smiled, and then fed himself Isaiah's cock, using both hands to direct it into his mouth. Isaiah took a deep breath in as Owen started sucking his cock, but kept his hands on the game controller as he and Aidan played the game. "Damn, buddy," Isaiah said. "Suck that big dick." Owen didn't need any more encouragement. He started sucking Isaiah with gusto, but still could only get half of it into his mouth. Quinn walked over to his bed, waved his arm at Cole and Joey, "Up," he commanded. He had such a deep manly voice. "Fuck you," Cole said, but they both got up and found other places to sit in the room. Quinn sat down on the bed, swung his long legs up, and stretched out. "Ahhhh," he said, like the king that he was. "Come here, Caleb," and he patted a spot next to him on the bed. I jumped into bed next to him almost immediately, but I also took another glance at his giant dick in those white Under Armours. Jesus, he's hung as fuck... "So...." Quinn started, "you want to join our Fuck Club?" "Definitely!" I could not contain my excitement. "Awesome. You will have to follow our one rule." "No problem. What is it?" "You do not talk about Fuck Club," Quinn explained. "Can you do that? What happens here stays here." I've already kept some secrets. I didn't tell Cole that I sucked off Joey after school on Tuesday, and that I had his phone number. I've kept other secrets, too. "No problem." "Excellent," Quinn replied. "You just have to complete the initiation ritual." "Initiation?" I was genuinely curious, and rock hard, half-watching Owen suck Isaiah a few feet away and laying in bed next to this Alpha stud. "Yeah, you know what that word means?" "Yeah. What do I have to do?" The room fell silent, except for the video game, and the sound of Owen slurping on Isaiah's big fat dick. "There's 3 things," Quinn said. "First..." "You have to fuck the next newest member - " Joey continued. " - in front of all of us," Cole finished. "Ok. Who is it?" I was dying to know. And after a few seconds, Cole, Joey, Aidan, Isaiah, and Quinn all said together: "Owen." Owen lifted his mouth off of Isaiah for a second and leaned around the gaming chair to look at me,"You and me, bro!" And he winked. "Alright. When?" "Right now," Quinn said. And with that, Owen pulled himself away from Isaiah's hot cock and stood up. He looked at me and smiled. Isaiah swiveled around and stroked his meat. Aidan adjusted his seat, too, to get a better view. I stood up next to Quinn's bed, pulled down my shorts and briefs in one motion. "Look! He's already hard," Aidan said. Then I got back onto the bed on all fours, my smooth, bare, little butt facing the room. I looked at everyone over my shoulder, and then at Owen. "Let's fucking go!" I was so ready to get fucked in front of the entire club of white hot teen jocks. All the guys laughed. "Bro," Quinn said to Cole in that deep voice of his, "where did you find this one?" They laughed some more. "No, little dude," Cole came over to me, and he patted my creamy white ass while he massaged his dick through his gym shorts. "You gotta top." It took a few seconds for me to comprehend. "Ohhhh, okay...." I stood up on the floor and finished getting undressed. "I'm more bottom, but I'm vers," I told them all. "Good to know," Joey laughed, and he stroked his cock in his shorts. And then Owen moved right in front of me and looked into my eyes, and undressed himself slowly. He had a sexy 12 year old body. He was a bit taller than me, a little under feet tall and 95 pounds. Pretty skinny like me, with pale white skin, short bright red hair and a few red pubes at the base of his dick, which was about 5 and a half inches long, medium thick and stood straight up towards his belly button. Then Owen gave his hard dick a few tugs and fell back onto Quinn's bed, lifting up his legs, bending his knees and holding them back with his arms and hands. "Fuck me good, bro," he said silently, and grinned at me widely. He stuck out his tongue. Owen was kind of wild. And then I looked down at his ass at the edge of the bed. I saw his tight little pink hole inviting me. He winked his hole at me. There were just a few very fine red hairs near it. So I grabbed my dick and jerked it a bit, spat into my hand and rubbed it all over my rock hard 4 inch boy dick. Quinn sat up in bed to get a better look. Joey and Cole came over and stood on either side of me. Aidan had pulled his cock from his shorts and he and Isaiah were slowly stroking them together side by side in the gaming chairs. "Fuuuckkk, it's like he's done this before," Joey observed. And I turned to him and smiled before I put the tip of my boner against Owen's butthole and pushed the head in. "Yeaaahhh," Owen said, and he squeezed his hole around my dick. I pushed in a little more, and then I noticed that Cole and Joey had their big dicks out, too, and were jerking them on either side of me. "More spit," he requested. I pushed Owen's legs back with my hands and centered my mouth over his hole, then let a big glob of spit fall down, landing right on my half-buried dick. "You're a pro, buddy!" Joey whispered with admiration. "Now fuck him good." Joey and Cole were both rock hard, jerking their big dicks on either side of me. I went balls deep into Owen and he let out a really long "fuuuuuuuuuuuuuck" and threw his head and shoulder backwards and down onto the bed. Then I started pounding him good. I looked to my left and noticed Quinn watching with total attention. He had started squeezing his gigantic cock through those white Under Armor compression shorts that left nothing to the imagination. That was the moment I realized Quinn's cock was uncut like his brother's. It was so hot fucking while these 5 hot stud jocks watched me. My new friends. I just felt so comfortable around them. This all seemed so normal, and, I guess, it was. "Fuck me, Caleb! Pound that ass!" Owen was getting into it. I fucked him hard but not so fast. Only once did my dick slip out, and Cole didn't waste any time grabbing my dick and aiming it at Owen's wet hole, like a good friend. He was still jerking his beautiful cock with his other hand. I pushed inside again and kept fucking. Owen let go of one hand around his knees and grabbed his hard dick. "Ohhh, yeaaahhhh!" Owen moaned softly. "You're making me jealous, Caleb," Isaiah said with a smirk as he jerked his fat meat. "Yeah," Aidan added, "Isaiah and Owen are practically boyfriends." Isaiah was near enough to Aidan to smack him hard on the back of the head. "Owwww," Aidan said, but then went back to watching the show and beating his dick. "Take that cock, bro," I said to Owen. "You like that dick?" "I fucking love that dick, bro! Fuck my ass!" And Owen jerked his cock faster as I thrusted my hard cock into him. I looked down and loved seeing that pink ring of his hole around my wet dick. I really like how verbal Owen is. It made me thrust harder and faster. Aidan and Isaiah were saying shit like "fuck that boy" and "give him that dick, son" while Cole and Joey just jerked their dicks faster. "You gonna make me cum, bro!" Owen jerked his dick faster and faster, "Grrrrrrrrrr." He was growling now. I was surprised at how chill Quinn was, watching intensely but completely silent. Just squeezing that monster uncut cock in those white compression shorts. He was hot as fuck. Almost distracting me from Owen. But I kept going. Joey and Cole were encouraging me. "You gonna cum, buddy?" Cole asked. "Getting close, bro?" Joey said. "Fuuuuckkkk....yeaaahhhh," I said slowly and softly. "Take that dick, bitch." "Own that ass, bro." Joey said. "Fuck that hole, buddy," Cole said. "Oh, my god....I'm....cummming...," Owen announced, and he beat his meat super fast and shot his load, spraying up and over both of us, and Quinn's bed. It was a fountain of boy cum. I think he was getting off on everyone being verbal and nasty, too. "Niiiiice," Quinn finally said. The Alpha approved. Owen's hole tightened when he came, and that sent me over the edge. "I'm gonna cum," I said, and I felt my ballsack contract. I stopped thrusting, held still, and felt my cum gush out in spurts into my friend's pink hole. "ALRIIIIIGHT!" Joey said, "Cum in him, bro!" "Breed that boy hole, little buddy!" Cole said. Both of them were still jerking their big teen dicks. It felt so good, Owen's hole squeezing around my dick as I cummed in him. My body was shaking. I closed my eyes to focus on the amazing feeling. "Damn, little dude. Impressive for a first time," Quinn praised me. I was breathing hard and had to catch my breath. After a few more seconds I replied, "Who says this was my first time?" And I pulled out of Owen and slapped his ass. "OHHHH!" all of the guys said together, laughing. "Wow," Quinn seemed genuinely shocked. He was still squeezing the snake in his shorts. "We've been fucking all summer," Owen confessed. "It's just that I'm usually the top." "Not today you weren't," Joey said, and he lifted up Owen's legs to admire his wet, gaping, pink butthole. "Look at that." Isaiah got up to get a better look. "Damn, Caleb, you gaped him." I waved my dick around to clean off some of the spit, clear cum, and the juice from Owen's hot butt. I looked around at all of the guys while I slowly stroked my still hard and super sensitive dick. "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. TO BE CONTINUED... Chapter 6: "The Initiation: Part 2"