Sleepover with Will and Conner — Chapter 3

Chapter 3: The “Big” Brother

On the way there, I noticed another room had a light on underneath. Their parents were two floors up, far away from us. I thought for a second and realized it must be Charlie’s room. My sick mind took over, and I tip-toed to his door, putting my ear up to it and listening. I heard moans. Porn moans. I thought for a long moment, seconds turned to a minute. I stood there, naked, probably risking a lot just by walking around. Should I press my luck further, and see if I can get one more dick out of this household?

—[]—

I was high on the spirit of all the cock I got tonight, and made a bold move. I turned the door handle and opened the door. The room was dark except for the blaring porn. Charlie was sitting naked on a beanbag chair, his big, athletic, pale body on display, the porn playing on his TV. I took a step inside, silently shutting the door behind me. The sounds from the content he was watching were so loud that I could hear it clearly even though he was wearing headphones. The bodies slapping against each other, the moans. He was clearly into it, furiously stroking his cock. I took another step inside, and from over his shoulder I saw the biggest cock I’d ever seen. It was thrilling to see it being handled by an “older guy” (he was probably nineteen). It was intense. My body was flushing, and I was still naked. He was watching a big titty milf taking big dicks, just like his brothers watched. I wanted another dick in me, and I was pretty sure Will was stepping down the mood out in the living room. Conner would probably be up for another round, but he was trying to be cool in front of Will. But if they had been any indication, getting Charlie to stuff me wouldn’t be hard to accomplish.

Mesmerized by his giant cock and the way he stroked it so firmly, I took another step forward, edging into his field of view. He jumped, startled at my intrusion. His face looked scared, then confused at seeing me naked, then it melted to a smirk when he saw that I was hard as hell. He partially covered his cock with his hands.

“Can I help you?” he said.

“Yeah,” I said sheepishly, grateful that he hadn’t kicked my ass yet. “Or actually I could help you, if you want.”

“What the fuck??” he said, a little too loudly, standing up and still covering his cock with two hands.

I got down on my knees and scooted closer to him, staring up at his eyes.

He took a step backward and looked down at me confused, annoyed. “You trying to suck my dick?”

I nodded. I knew he was surprised, but I could see in his face that he was talking himself into it. He looked at the door and saw that it was shut. My heart was racing, knowing I had about five seconds to convince him to use me or else he was going to probably kick me out shamefully. I pulled out the only card I had left.

I turned around and bent over on all fours, arching my back. I looked back at him, as his eyes were drawn to my overused, sore, red, hole. I hadn’t even cleaned up, and I could feel the messy cum still there. His mouth dropped, and I heard him muttering to himself. I noticed his hand moving, like he was slowly squeezing his cock, trying to make a decision. His eyes darted between the porn and my ass, just like Will and Conner had done. The last thing I heard him mutter was a superlatively quiet, “any hole’s a goal,” more to himself than to me, before he squatted down and started rubbing his boner onto my ass cheeks, rubbing around the cum and playing with me. I melted.

I was thrilled. After the excitement from earlier in the night, I no longer had any inhibitions about feeling gay. It was like my body was made to get guys off, and the proof was in Charlie’s cock.

—[]—

When I leaned back into him, Charlie jumped right to it. He grabbed my hips and pushed his thick cock into me, stretching me wider than I honestly thought possible. He fucked me quickly, hard and fast, his balls slapping against my ass. I winced at the pain, but at this point I knew it would go away quickly, even if he had the biggest cock of the three of them in the household. He was rough like he was in a hurry, but after a minute it was like he had changed his mind. He didn’t cum. Instead, he pulled out abruptly and dragged my body over to the beanbag chair where he had been sitting. The chair smelled like him, musky, masculine, intoxicating. He shoved me down onto it, my back sinking into the soft fabric, and then he was on me again, this time shoving his cock into my willing mouth. I could taste myself on him, the mix of sweat and ass giving me an aneurysm. I loved it, the way he was using me, the way he was taking what he wanted without hesitation.

He lifted my legs, positioning me in missionary on the beanbag chair, and squatted down to line up his heavy, wide cock with my poor, battered little hole. His hands wrapped around my throat, squeezing just enough to make my vision blur. I was scared for a second, but while he fucked me, it felt so weirdly good, the combination of pleasure and lightheadedness making me go numb. My face turned red, and for a moment, everything went dark. When I came back to life, he was still pounding into me, his cock filling me completely, the only sounds I could hear being plap plap plap as our bodies collided. The discomfort from earlier was gone, replaced by pure pleasure. He treated me like a rag doll, moving my body however he wanted, and I loved every second of it.

He pulled out again, this time shoving his cock back into my throat. I gagged as he stretched me deeply, my airway cut off completely. I couldn’t breathe, but I resisted the panic that my body suggested. My arms went limp as I tried to hold onto his hips for balance, and I nearly passed out again, only to come back to the sensation of him starting to fuck me in missionary once more, this time with my knees pressed all the way back to either side of my head. He copied the porn star on the screen, pulling out of my ass at the last second to squirt his load onto my face. Then, without missing a beat, he shoved his cock back inside me, finishing the rest of his cum deep in my ass. He froze there, slowly but firmly pushing himself into me, emptying his balls, giving me the load, while cum dripped down my nose onto my lips. I licked him, and compared his taste to his brothers.

“Get the fuck out,” he suddenly growled when he was done, pulling out and standing up. He gestured to the door. I stumbled to my feet, my legs shaky, and turned toward the hall. That’s when I noticed it. The door was ajar. Someone had opened it.

—[]—

I stumbled out of Charlie’s room, my body on fire from the intensity of what had just happened. I had never expected this, and I was becoming aware in my consciousness that my life was different now. Guys my age shy away from anything “too gay”, but my openness to the mildest amount of “bro bonding” had opened up a whole world to me in just one night, in one household, among three brothers. 

I stepped quietly into the dimly lit living room, and I could see Will sprawled out on the couch, dead asleep, his mouth slightly open, his bulge showing in his boxers. I still had dick on the brain. 

Conner, however, was wide awake, lazily stroking his cock as he watched me approach. He smirked at me mischievously. He had seen me with Charlie. 

“Where’ve you been?” he whispered ironically. He knew what I had done.

I didn’t answer, just walked over to him, careful not to wake Will. Conner reached out and pulled me into a kiss. I still had cum on my face from Charlie, and I knew he could tell, but he didn’t seem to react to it. If anything, he was hungrily licking it out of my mouth. I was happy that he was being affectionate again now that Will had gone to sleep. His hand found my cock, already hard again, and he started playing with it, his touch the perfect thing for me in the moment.

Without warning, he turned me around and shoved me down onto the coffee table, the surface cool against my bare chest. I leaned into it and let him do what he wanted. I liked the way he handled me, rough and possessive. He sat on the edge of the couch, his bare ass sinking into the cushions, and leaned forward to inspect my ass. It was a mess, filled with Will’s, Charlie’s, and his own loads.

He took a deep breath, then dove in, his tongue exploring my hole with a fervor that made me flinch and shiver from the unexpected sensations. I quickly learned how pleasurable this was, and bit my lip. The sensation was intense, his tongue lapping up all the cum inside me. I could feel his breath hot against my skin, his hands gripping my hips to keep me in place. I was only quiet enough to prevent Will from waking up, but it was hard to stay silent with Conner’s tongue working me so thoroughly. I guessed he had seen it in a video and wanted to try it, but did he realize he was eating cum from Will and Charlie? He must have, and if so, he was hungry for it.

When he finally pulled away, he grabbed me and pulled me back onto him. He positioned me in “reverse cowgirl”, facing away from him. It was like he was too rushed to even spin me around. I sank down onto his cock, my body still loose and pliant. We moved together, our bodies in perfect sync, and I leaned back to kiss him over my shoulder, just like I had seen girls do in porn.

Life is amazing.

My own cock flopped in the air as I awkwardly tried to ride Conner facing the other way. The position was clumsy, my legs trembling as I struggled to find a rhythm, but neither of us cared enough to stop and reposition. We were too far gone, too desperate to cum again. His hands gripped my hips tightly, guiding me up and down his shaft with a rough urgency. Every time I sank down onto him, I could feel his cock stretching me, filling me. He was the most intimate one of the three, and his cock was a perfect middle ground. It was huge, second only to Charlie’s, and I loved it. I secretly started forming an idea in my head where I would get Conner’s cock as much as I could from then on. We could do it at school, or wherever. 

Although loose enough to take a dick, my ass was still sore from earlier. But the pain only added to the pleasure, a constant reminder of how much I’d been used tonight. Conner’s breath was hot against my back, his chest pressing into me as he thrust upward to meet my movements. I could feel his abs flexing against my skin, his body so strong and masculine compared to mine. It was intoxicating, the way he dominated me even in this awkward position. I reached back to grab his thigh for support, my fingers digging into his tight muscles as I tried to keep myself steady. My cock bounced with every movement, precum dripping down the shaft and onto the couch below. I was a mess, but I didn’t care. All that mattered was the way he felt inside me, the way he made me feel like I was nothing more than a toy for his pleasure.

“Fuck, dude,” Conner muttered, his voice strained as he pushed deeper into me. His hands moved from my hips to my ass, squeezing hard enough to leave marks. I could feel him getting closer, his thrusts becoming more erratic, his breathing ragged. I leaned back further, arching my spine to take him as deep as possible. The angle was awkward, but it only made the sensation more intense, his cock hitting spots inside me that made my vision blur. I could feel my own orgasm building, my cock throbbing with every movement as it smacked against my abs.

When Conner finally came, he wrapped both arms around my thin abdomen and held me tightly against him, squeezing out my breath, his body tensing as he buried himself deep inside me. His hands accidentally brushed my steel hard cock, and that set me off. I reached down to myself to finish the job as I felt his cum flooding my ass, warm and thick. My own orgasm hit me belatedly, but it was like a tidal wave, my cock twitching as I shot ropes of cum onto the couch. For the moment, everything was perfect.

Will was still asleep on the couch, his soft snores filling the room. Conner didn’t pull away like I expected. Instead, he stayed close, his arms still wrapped around me, his breath warm against my neck. He kissed my shoulder, and I felt my heart skip a beat.

“Come on,” he whispered, his lips brushing against my ear. He stood up, pulling me with him, and grabbed a blanket from the couch to drape over my shoulders. I followed him down the hallway, my legs still shaky.

We slipped into his room. The bed was unmade, the sheets tangled and smelling faintly of… him. Conner pulled me down onto the mattress with him, his body pressing into mine as he wrapped the blanket around us both. His hand found mine under the covers, our fingers intertwining as he pulled me closer.

I could feel his heartbeat against my back, steady and strong, and for the first time all night, I felt completely at ease. The chaos of the evening melted away, replaced by a quiet intimacy. Conner’s breath slowed as he drifted off to sleep, his arm draped over my waist, holding me like I was something precious.

I lay there for a while, staring at the ceiling, a small smile on my lips. Tonight had been everything I’d ever wanted and more. And as I finally closed my eyes, I knew this was just the beginning.