Submissive

Milk

I pulled and pulled on my bonds as he continued to pump my cock. I had just had one of the biggest, best orgasms of my life at the hands of the hottest man I had ever seen, and I was utterly terrified. He said he was going to punish me. I didn't know what that meant, but he said that I would be tied to his bed for days... plural.

I was screaming into my gag, pleading with mumbles to let me go. James just laughed.

"You wanted to be punished. You chose this path," he said in his incredibly sexy, almost too hot for my own good Irish accent. He released my cock, giving it a much-needed break. I heard him moving around the room, putting me on edge because I had no idea what was in store for me. Luckily for me, James seemed to like to explain things in full detail before he would actually do them.

"Now Gordon, I know that you didn't ask for any of this, but be honest with me. Was that not one of the best experiences you ever had?" I didn't have to think too hard about that one. It truly was. The loss of control and the waiting to cum was both frustrating and incredibly sexy, and I wanted more.

I slowly nodded to his question. "And I bet you want to cum again, don't you?" Again, I slowly nodded, although if I was going to go through what I just went through all over again, I would need a break.

"Good. And I am going to make you cum again. First, take this." He took the gag out of my mouth and gave me some cold water. "Now, I am going to unbind your hands. Are you going to fight me at all?"

I shook my head. "Good boy," he said as he began undoing my bonds. He was quite tender in his touches and helped me sit up, gently caressing my body upright.

"Don't be alarmed. This is only a banana." I was glad for the warning because as the fruit hit my lips, I definitely could have mistaken it for his cock. I ate with a fury. He gave me another, saying I needed my strength for the upcoming festivities. I inhaled that one, too. 

"How long am I going to be here, James?" I said it with as much sweetness and vulnerability as I could muster. He pushed me gently back down on the bed and began to strap me back in.

"Well, I can sense you're scared, so let me put you at ease. As I've repeated time and time, I will not harm you in any way. I will push your limits, though. When you say stop, I won't. I will only stop if you mean it. And I will know if you mean it." He finished binding me and got off the bed.

"I am going to make you cum, Gordon. A lot. For a whole day, I am going to make you cum and cum and cum. I want to see how far I can push you until you can't take any more. And then I am going to keep going. The record amount of times I have made someone cum in one day is at 18, but I want to blow past that with you. Far past that. Get fucking comfortable because you aren't leaving here until you cum at least 25 times. I will use my hands, my mouth, and a milking machine to do it. I will abuse your tits, slap your balls, probe your ass, and get more cum out of you than you ever thought you had. And once you start dry shooting, well, that's when the real fun for me begins."

At this point, I was genuinely freaking out. If I were to cum 25 times, that meant once an hour, but at the rate he was jerking my cock right now, it would be once a fucking minute. I was screaming, begging, but he didn't hear any of it.

"Again, you chose punishment. And this is your punishment. Well, part of it, anyway, but part two is tomorrow, and I'll explain that to you after you're done here." He took my still rock hard cock in his hands. "Seems like little Gordon is ready to roll. Oh, and don't worry about getting soft on me. I put Viagra in the water you drank, and I'll do that all night and day so either you could dehydrate and pass out, or you could lay back and try to enjoy this."

With that, he began. "I am going to use some lube on the first one and then my mouth on the second. Then I will try and get some sleep and put the milker on you for a while. How does that sound, slut?" he asked with a laugh.

I was still shaking, pulling at the ropes. He lubed up his hands and continued to jerk my cock. It wasn't the slow torture he put me through before because now he wanted me to cum. And almost in no time at all, I had that feeling and was cumming all over the place. There wasn't as much cum as the last orgasm, but it was still an incredible amount.

"Holy shit, dude, you cum more than any other person I have ever played with." The weird thing about this cum, though, is that I didn't feel it hit my body. It was like it went straight up in the air and then disappeared. It wasn't something I lingered on, though, because the assault on my sensitive cock took over all of my thoughts as he took my cock into his mouth and continued to suck hard.

I was going ballistic. I had cum twice in a matter of 30 minutes, and my body was in one long involuntarily spasm. How the hell was I going to get another 24 loads out of me without me actually dying?

My next load took a little while longer, and my body was going bananas the entire time of the build-up, but he finally brought me to another orgasm. He pulled off my cock right before I was about to shoot, and I shot as much as the last time. Again, though, I didn't feel the cum hit my body. I think he was eating each and every one of my loads! This was one twisted kid.

He finally pulled off my cock after what seemed like ages and walked over to his closet. "So, I am pretty tired, so I am going to try to get some sleep. It's about 4:00am now, and I want to be well-rested for later. Don't worry, I will be sleeping on my couch right over there, so I won't be too far away if something were to happen. For now, I am going to hook you up to my milker. This devious little machine has a mind of its own, meaning no matter how much you beg, it won't stop. Your poor little dick is going to be quite sore after this guy starts sucking on you."

I felt a sleeve get put over my still rock hard and very sensitive cock. I shuddered at the touch. "We also have something for your balls too. I'm not really into ballbusting myself, but a small tap on them can be extremely pleasurable. You'll see what I mean by that soon. Also, I'm going to have a dildo to fuck you."

Up until this point, though I was terrified by what was happening to me, I pretty much enjoyed every single bit. The thought of having something up my ass, though, left me a little more scared than excited. I have never been fucked before, and I didn't know if I would be able to take it.

"This is a very special machine to me. The dildo was designed by a very close friend of mine. It is hooked to a machine that will fuck you slowly for a while, then fuck your brains out for a while. When it's fucking you slowly, the dildo will start to grow in length and expand in width. Right now, it is about 6" long and 2" around, which is really nothing at all. It will, however, grow in size, matching my dick by the time the program is done, so about 10" long and 5" around."

GULP. I honestly didn't know if I could take it, but I didn't ask him to stop.

I felt the dildo being pushed into my ass. There was a considerable amount of lube on it, which was nice, but still, all the lube in the world wouldn't make me feel better about taking the monster that I saw hanging between his legs.

The dildo he inserted hurt going in, but once it popped through my hole, it actually didn't feel as bad as I thought it would. In fact, it felt pretty fantastic. I knew, though, that this was as small as it was going to be, though, so I didn't get too excited.

He took the gag out of my mouth and put the bottle of water next to my mouth. I thought about not taking it, but I knew that he would keep this assault up no matter what I did, so I decided to stay hydrated, even if it meant taking down some Viagra in the process.

I sipped the water as he asked, "Do you want to say something, Gordon? This is your last chance for a while."

I didn't even bother asking him to stop, or asking how long, or anything like that. I decided to compliment him, thinking that would put an end to this sooner rather than later. I said, "Although this is truly painful, I have to say you are the sexiest fucker with the biggest cock I have ever seen."

He laughed at that and said, "Well, thank you, that means a lot to me. I don't have the biggest dick in the world, though. I have a few friends that have bigger dicks than I do. One of them, the one that designed my fucking machine and a fellow brother, has a 12" dick, which I said was actually impossible. Still, we measured it. He was telling the truth."

"I am going to make it a point to try and avoid him," I thought.

"And then I have friends back home, twins that have about the same size dick as me, but they are even more fucked up and twisted than I am. They put both of their dicks up some of their...slaves." The word slave was said to frighten me, I could tell, and it worked. Was that what I was? And if it was, why did I love it so much?

He continued. "They have insane stamina, too. Well..." he stopped fidgeting with the machine and pet my stomach again. "... let's just say that they recorded one of their sessions. They fucked this hot piece of ass for 3 hours long and hard, and they still didn't cum once, even though the slave had cum probably 15 times. I'll have to have them come down and hang with you for a night or two." I shook my head as he laughed. 

"And the finishing touch..." I felt a clamp go on my right tit, followed by my left. It hurt like hell. My nipples have always been sensitive. The hiss I made when they were attached made James laugh. He loved my discomfort and said, "I don't want you to feel too much pleasure."

He moved to the foot of the bed. "Are you ready, sexy?" I just lay there and tried to wrap my brain around what was going to happen. He flicked a switch, and the milker kicked on. It wasn't too fast, but my cock was extremely sensitive, so it was like a lightning bolt struck my dick and sent waves through my whole body.

I noticed a gentle tapping on my balls. It wasn't nearly hard enough to hurt and actually felt quite nice. The dildo began vibrating and moving slowly in and out of me. So far, besides the slightly painful feeling on my sensitive cock, everything was feeling marvelous.

"I am going to go to sleep now. I am a pretty heavy sleeper, so you can scream as much as you want. Might put me to sleep even faster." I could barely hear him walk away as I was moaning into my gag and the hum of the machines made it difficult to hear.

My first load from the milker took longer than previous loads because the speed was set incredibly low. When I did cum, though, I came with a fury. It was a huge load, and I was still amazed that I could cum so much after what I had been through. However, that is when the real torture began. The milker didn't stop. In fact, it sped up slightly. The tapping on my balls got a little more noticeable, and the dildo began to expand in my ass. All of these things happened simultaneously immediately after I came. The sensations were just too much, and I went crazy in my bonds. I couldn't take much more of this, but I knew that I would be here for a very long while.

Though scared, I was honestly reasonably content with that fact. I was going to be put through some severe torture, and that excited me. The fact that it excited me was quite puzzling, but I didn't dig too far into that, though, because my private parts were being assaulted.

The second load took a lot of work. The milker was going full force, each new suction bringing an incredibly wonderful yet unbelievably terrible sensation throughout my entire body. The tapping on my balls, something that I would not have thought I would like, turned me on immensely. It wasn't hurting so much as churning my cum filled balls. The dildo was much larger than when we started. When it first expanded, it hurt. It really fucking hurt. But once I started getting used to it, the pain became an incredible pleasure.

I thought my balls were running on empties, but I was shocked at how much cum I felt leave me by the time I came again. As soon as I was about to cum, the pounding on my balls went to full force, the milker kicked it into high gear, and the dildo started pistoning in and out of me. It was an unreal assault I was taking from these pleasure/torture devices.

Once my orgasm subsided, which took longer than usual, the machines slowed down but were still faster than just a minute ago. The milker was a little faster, my balls were being tapped a little harder, and the dildo in my ass expanded again. And this is how it went for the next 8 orgasms. I don't think I was producing cum by the last of them, and my dick, balls, and ass were sore beyond all reasoning.

"How are you feeling?" That sexy Irish voice would have startled me if I hadn't been so drained of energy. I think he could tell that I was literally spent, and he said, "Give me one more orgasm, and you'll be done for a while." There was a real sincerity to his tone, almost like he was proud of what I was able to endure.

"The dildo is at its biggest size, the milker will be at its fastest, and your balls are going to get hit the hardest," he continued. "You should cum in no time." He couldn't have been more wrong. Yes, all of the devices were going at a crazy speed and strength, and my cock was rock hard, but this was pure torture. James kept encouraging me, though, whispering things in my ear, trying to get me to the finish line. The dildo was going at a pace that would likely render my ass useless forever. My balls felt like they were being kicked by a soccer player every other second. The milker was going so fast on my sensitive cock that it was surely a blur to the human eye.

My body began to tense up, and I knew that I was going to cum. Just as I was about to shoot, James took the clamps off my sensitive tits, causing me to scream louder than I ever thought I could as I came. This orgasm was unlike anything else I had ever felt before. While each orgasm I experienced that night was mind-blowing, this one actually shut my body down. I couldn't move as the milker, ball buster, and fucking machine wailed on me for the last few seconds. The pleasure and pain I felt cannot be described. I've felt that same feeling many times after that, but this was the first time I knew exactly what pleasure felt like.

Once I began to breathe again, I realized the machines were turned off. I was so happy when James removed the blindfold. He began to pet my face and hair and then cuddled up right next to me, peppering me with sweet little kisses all over my body. "You did so well, baby. I knew you could do it. Strapped to those machines for 6 hours. I knew you were special."

His comforting words calmed me down a great deal.

"Gordon, I am not going to apologize for what was done to you because I think you loved every second. I needed to test you to see if you were who I thought you were. And you passed with flying colors. The brothers are going to be so happy. You are only one of six who passed this semester out of many interested candidates. I am so happy and proud of you."

I had no idea what he was talking about, so I mustered every ounce of energy and said, "Huh?" through my gag.

"I have been watching you for some time, Gordon. I knew you were gay, and I thought you were... submissive. But from what I can tell after last night and this morning, you love being helpless, at the will of another man."

He was 100% correct with that assessment.

"Our Fraternity is a bit different than others. Almost all of us are bi or gay, and we are the most prestigious, most exclusive frat you can join on campus. We are extremely selective in our choices of brothers, and we test each person being considered for membership before we even begin the pledging process."

I must have still looked slightly confused, along with totally spent.

"Each one of our pledges is a slave."

That hit me like a ton of bricks. "What?" I mumbled through the gag, not really believing what I was hearing.

"Although we are all Brothers and love and respect each other, the pledges are put through tests that render you helpless, like you were last night and this morning. You do anything a Brother asks of you. While "slave" seems like a harsh term, it's really only for show and really is the best word to describe it."

My eyes went wide. "Gordon, all of the tests are meant for you to grow, to feel pleasure. Mostly everything that happens to you during the process is for your own pleasure. If you mess up, you'll be punished, sure, but it is to help you grow."

"Why are you telling me all of this?" I said through the gag. He seemed to have understood the meaning.

"Because you are going to be asked to pledge this frat. You need to know what you are getting into beforehand because once you're in, you're in. There is no turning back without great consequence. You don't have to give an answer now, and in fact, I would wait at least a week so you can process everything that has happened and what I am telling you."

Those words made me both excited and nervous. I couldn't even imagine what was in store for me, but that was on the backburner as the real question lingered in the air: Did I want to be part of this frat? Do I want to be a slave? As horrifying as those questions were, the scariest part about them was the affirmative answer. The past few hours had been maddening, yet I totally loved every single second of it. The punishment aspect was something I was not really keen on exploring, but the pleasure side was highly alluring. This may be a world that I want to be a part of.

As I was lost in thought, the machines were started again. My eyes went wide as I looked at him. "Think it over a bit. I'm going to get some breakfast. Let's get a few more loads out of you before you rest a bit."

I went wild in my bonds as my spent cock was worked over again. He smiled at me. "Just a few more, I promise."

Five hours later, when I was finally allowed to rest, I knew what I wanted. I knew what I needed.

This. All of it.