This story is fiction about consensual sex, bondage, and BDSM between college age (18+) boys and adult males. If it is illegal to read such material in your jurisdiction, or if you are under the legal age to do so, please exit this site immediately.
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Chapter 6
Binding Thomas was a surreal experience. I knew he wanted it as his cock was rock hard, and just tying him up was turning me on. I wanted to be in his place I realized as I watched Master adjust the ropes. So, I was slightly jealous of what we were doing to him while also nervous about what would be happening to me, too. I also felt responsible and in debt to him, as I knew every moment of his discomfort would be for me. OK, he was enjoying it at the same time, but his discomfort would also largely be in my control, and I worried about pushing him too far. What if it turned from erotic fun and into pure torture? I wouldn't want to do that to anyone. Plus all of this was for me. That made my cock twitch, and it increased the pressure to perform well, too.
Master bound Thomas's arms behind his back so that they were sticking straight out behind him, as parallel to the ground as possible. He attached the multiple loops around Thomas's wrists to a chain dangling from the ceiling attached to a winch. He then bound Thomas's right ankle using loops of rope, and he attached that one to another overhead chain and winch. When he used a remote control on his phone, the ropes pulled Thomas up and forward so that his upper body was now parallel to the floor. The pull on his arms ceased while the one on his ankle continued so that he was now standing precariously on one foot, the other raised out and above him. Thomas grunted quietly when Master made a final adjustment to push him to lean forward just a bit more. He was clearly already in pain in this challenging stress position, though he turned his head and gave me a quick smile. I needed that reassurance; it helped me find a moment to breathe and relax.
Master turned to me as he sat back down on his chair to watch. "You may begin."
Because the others were all kneeling, I had to experiment to find the easiest milking position. I began with Toby. I first tried to jerk him off from the front. The angle was uncomfortable, and sucking him off would put me in an even more awkward position. I found kneeling behind him, resting my chest against his oiled and roped back allowed me the best access to his cock. He was warm, and despite the awkwardness, he seemed to relax a bit when I rested my cheek against his, settling in to embrace him with one arm. He trembled when I gripped his cock and began stroking it. I sensed we were both watching Thomas who was also watching us as I began pinching Toby's nipple and paying more attention to his cockhead. His breathing increased as I sensed him reaching climax. He must have been turned on because this didn't take me long. The oil on his cock and my hands definitely helped. I used a slight swirling motion that made him tremble slightly. My cock was by now rock hard and jammed against his back, leaking pre-cum. Just in time I remembered to grab the goblet as Toby began to spasm in my arms, his cock juice shooting into the empty cub first. the milky white liquid dripped down the insides and pooled together in the bottom.
I whispered, "thank you," in Toby's ear before releasing him and bringing the goblet on to Christian and then to Jacob. Through it all Thomas began to show signs of more distress. By the time I finished with Jacob, he was drenched in sweat and visibly shaking. The goblet now had the mixed cum from three of my friends, and its smell was now strong.
I was now nervous as I had to milk Thomas, and I knew that once I had, his discomfort would magnify. He'd no longer be riding the pre-cum endorphin high. I carefully wedged myself between his stretched out legs, careful not to knock him off balance from his single leg and not to put more stress on his other. My cock was rigid in response to both his predicament and to having to touch his straining body. I resisted the urge to slide my cock into his ass as I leaned into his sweat drenched body, resting my cock on the outside of his ass crack and reaching one hand under him to stroke his cock. I used my other hand to offer him some support by reaching it across the top of his chest. I was dizzy with excitement as I began stroking him. It felt like we were melting together in this stone chamber, the candlelight flickering off his sweaty skin. I listened to his breathing, concentrating my strokes on his cock head and his shaft. I nearly came with him when he spasmed into the goblet. I had just enough time to pick it up as he began quietly giving me signals that he was close. And then that left me.
I now faced two huge challenges: drinking the cum and then continuing. I tolerated the taste of cum when I was horny, but after, I found it revolting. The smell of the cum from all of these guys was strong. I knelt in front of the group and looked up at Thomas who was now grimacing as the post-cum stress began in full. My cock was eager to be stroked, and jerking myself for my friends was both embarrassing and a turn-on. They had all just cum for me, so I felt some pressure to make short work of it for them. Somehow being the only one who hasn't cum felt strange, like I had missed out on something, that I was too late for some reason. I began swirling my own cock like I had each of theirs and looked directly into Thomas's eyes. I wanted to make his ordeal short, so I didn't waste any time... I was cumming within about a minute of having started. And then the reality hit me. I had to drink this goble full of cum.
I paused and looked at the creamy mass. The smell hit me again. No fucking way, I thought. And then I looked up at Thomas, and I pushed all thoughts out of my head. I looked him in the eyes and drank as quickly as I could. I gagged and nearly threw it all up, but I successfully fought to keep it down. No fucking way am I doing this again, I thought. There was too much, and it was too thick to simply slide quickly into my mouth in one mouthful. But I succeeded. I was kneeling, feeling the pride of success when Master interrupted the moment.
"Again."
I put the goblet down, and began stroking my limp, tender cock. It did not want to rise despite my efforts. My heart began racing, this time from panic. What if I couldn't get hard again? Could Thomas take this? Should I beg Master to help? If I did, then Thomas would be hurt even more, and would everyone think I had taken the easy way out? I looked around at the others. They were all still kneeling and watching. A couple of them looked like they were getting hard again. Why couldn't I? I looked over at Master.
"Come here," He smiled.
After slowly moving off the floor, I stood before him, soft and in shame. He grabbed my cock and began stroking. "Take deep breaths. Close your eyes." His hand was magic. My cock began to respond and was soon rigid, and I was enjoying the stroking and attention he was giving to my cock head. He stopped and stood, motioning for me to return to my place on the floor. "Now Thomas must pay for the help I just gave you, so you better keep stroking yourself."
My hand quickly returned to my cock as I knelt. How could I be so stupid? I should have known that this was going to happen! Master was now using an antiseptic towlette on Thomas's nipples. I knew what was next... needles. While I furiously jerked on my cock, Master slid a large needle into Thomas's right nipple. He did so slowly, watching Thomas's reaction the whole time. Thomas closed his eyes and grimaced, trying hard not to react, but he trembled as Master made the insertion extra slow. The only sound in the stone chamber was my hand on my cock and Thomas's breathing. The second needle seemed to take longer than the first, and I felt my cock getting softer despite my efforts. Thomas opened his eyes and looked at me, seemingly noticing my predicament. He winked at me and managed a smile. That helped. I felt my cock growing again, and I started enjoying the moment. It was taking me longer to get there, but I could tell that this time, I was going to cum again. When it happened, I was both proud and horrified. Fuck. I have to drink this again. Luckily for me, there was a lot less, but it was still tough.
Now I knew we were at the difficult part. I knew I had more cum. I wasn't dry yet, but I wasn't sure if I could continue on my own. I began stroking again. My cock was more sensitive now, and it was telling me it was done. No signs of life at all. I stopped stroking and looked up at Thomas in a panic. Fuck.
Though he was clearly in distress and panting with the effort of withstanding the stress position, he smiled at me and nodded. I knew what he meant: Whatever I decided would be ok. I kept stroking for several minutes, trying different approaches, stroking slowly, then quickly, holding my balls with one hand and jerking with the other... but nothing helped. I remained soft, and I watched Thomas struggle even more.
I looked up at Master. "Please help me, Sir."
To my surprise, Master didn't say anything. He just stood and untied the rest of the boys first. They in turn secured my ankles to chains on the floor and wrists using extra padded restraints to chains hanging from the ceiling. Toby used an electronic pad to operate silent winches that slowly retracted the chains until they pulled me gradually tighter into a spread X position. While they prepared me, Master stood behind Thomas, slowly stroking his ass, back, and extended leg with one hand while he stroked himself with the other. His cock was rigid and red. He was clearly excited. Once my chains were tight, Master began talking again.
"As I explained, I fully expected your needing help. Everyone does. No one gets through this without it." While he talked, he began sliding his cock into Thomas's ass. Master used his hands to stabilize Thomas who looked like he was concentrating to remain calm. "My help comes at a cost, though. I'm going to milk you absolutely dry, but it is going to take a while. You're going to suffer, but Thomas is going to suffer more." He began fucking Thomas harder, pounding into his ass with each stroke. He held Thomas by the hips, and it was clear from the expression on Thomas's face that the added pounding and straining on the ropes was causing him much discomfort. Master then reached around and grasped Thomas's nipples, playing with the long needles impaled in them. That pushed Thomas beyond what he could withstand quietly: He let out a quiet moan in response. He then nodded at me while looking at Toby. "Pull him tighter."
While I had been tight already, Toby hadn't pulled the chains tight enough to bring on any discomfort. I just couldn't move, but now the pull on my arms and legs was more intense. My legs were pulled just a big too wide which left me unable to stand on them. If I hadn't been held by my wrists, I'd have fallen. Likewise, the pull on my wrists extended my arms painfully so that my joints ached. Luckily I was wearing extra padded restraints because I wasn't able to stand or pull my arms independently anymore. I was now hanging a few inches off the floor, fully hanging from my wrists while my legs were being pulled down. "Tighter," Master grinned. The ache in my shoulders and inner thighs increased. I felt as if I were being stretched on a medieval rack. I grunted uncontrollably in response. That seemed to push Master over the edge because he paused and thrusted his cock deep inside of Thomas's ass while staring at me. He held himself inside and then slowly slid his cock back and forth several times before calling for Toby to bring him the goblet. He milked a few drops out into the cub and then held it below Thomas's ass.
"Push." He commanded, and we all watched as a small trickle of cum dribbled out of Thomas's ass and into the goblet. When it stopped, Master handed the goblet back to Toby. "You all do the same to him. Make sure you collect it all in here."
Master faced me again. "I noticed you didn't really like the taste earlier. We need to work on that, so we're going to give you plenty of cum to drink tonight. Yours. Ours. Mine." Master smiled. "We're going to pull all of the cum out of those nuts tonight, and then, when you're absolutely dry and those nuts feel like they want to climb up into your stomach and never come out again... Then you'll have one last challenge. Then and only then will this initiation be finished."
HOLY FUCK, I thought. What have I gotten myself into? I started to panic. I closed my eyes to the scene around me as I felt what I assume was someone's cock pushing into my ass. Maybe I can survive this if I don't think so much. Thoughts were flashing by as I clenched my ass to the invader. Fuck, HE'S HUGE. The cock pushed past my ass ring and slid deeper. Fucking cum already. Just get it over with. And then the panic went into over drive as I sensed someone in front of me. I opened my eyes just enough to see Master looming. Maybe I should tell him to stop. I tried this, and maybe it isn't for me. I felt the cock slide from my ass. I was relieved until panic began to arise again when I heard him speak.
"Open your eyes." He whispered to me.
I hesitated. I knew if I opened them and looked into his face, I'd lose it. I'd start crying and begging him to stop. I couldn't bear that. I was a fucking failure. I respected him too much to melt in front of him. It would feel like I was betraying his trust, showing him and everyone else that I wasn't as strong as he and the group believed. Thomas was in agony for nothing.
He touched me on the shoulder and whispered again. "Open your eyes. I'm here. Trust me."
Those few words and the sound of his voice hit home. I opened my eyes to find him smiling at me kindly. He leaned in. "You can do this. I want you to do this. They all want you to do this." His hand swept behind him. "More than that," he leaned in close and whispered just to me. "I KNOW you can do this. You're strong and beautiful." I felt the tears well up. I couldn't stop them. Master kissed my forehead and held me to his strong chest. I sobbed, now fearing it was all done. After what seemed like an eternity, my sobs slowed.
"Thank you," he whispered into my ear. He pulled back and smiled at me. "Are you ready to continue?" I was shocked. Continue? How could I continue when I was so clearly a failure? It was as if he could read my mind. He continued. "You're strong enough to show your fear, your doubts. No one gets through this initiation without a moment of truth like this one. Being strong isn't about hiding your emotions; it is about dealing with them head on." He paused and stared into my eyes. "I believe in you. Can you accept that?" I thought about it and then nodded slowly. "Excellent!" He beamed. "Now prove to yourself what I already know.... You can do this because you're one of us."
I felt something new well up... Hope. What a strange concept. He believes in me? I was shocked. I knew at that moment that I wanted this more than ever. Just a moment ago I wanted to run away, but now, my confidence had not only returned; it became something new. This wasn't just about passing this initiation anymore. I wasn't just joining a cool group. I wanted to prove Master right. He believes in ME. I wanted to prove him right to myself, and yes, to everyone else here. He didn't need to tell me what to do next. I just knew. It just felt right. I looked up into his eyes and smiled. I wanted it more than anything.
"Hurt me, Master."