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Disclaimer: If you are easily offended by blatant sexual stories, are under 18, or have a heart condition, don’t read this. If it is illegal in your state to possess this literature, then don’t possess. All within is pure fiction - I guess.

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I woke up hearing Buck coming into the bedroom. When he saw I was awake, he threw pants and another tee shirt at me. I recognized them as having come from my backpack that I hadn’t seen for days. I guessed that this was Buck’s way of telling me to get dressed so he could drop me off. That made me wonder if I had failed to make him understand that I had chosen to stay a while longer, or if I had failed to meet his requirements.

Either way, I looked towards the cuff to see he was taking it off me. I decided to think one more time about whether or not I was truly going to stay while I began taking off the panties to put on my pants. He stopped me and made it clear that the panties were to remain on. I guess that was a parting shot at my manhood. I got dressed and cleaned up in the bathroom. I really appreciated the freedom from the chain, but I couldn’t forget how last night it had played such a prominent role in my mind as Buck’s captive. There’s nothing like a metal cuff around your ankle, tethered to a chain, to remind you that you’re someone else’s property.

When I was ready to leave, I took a final look around the house and then a deep breath. I had gone through so much here in the past three days. I knew it was going to stick with me the rest of my life. I had to begin to accept that I also learned one hell of a lot about my own sexuality; the extent a person could change and even being able to hand themselves over to another.

Buck opened the door for me and I stepped outside for the first time in three days. The sun felt nice on my face and I almost forgot what something as simple as the wind felt like. Maybe it was what I had gone through had just retarded those senses. As we walked to Buck’s van, I started to wonder why he was letting me go. I had been so sure of wanting to stay to please him last night that I had willingly done all those things, including putting the chain back on myself. I had even allowed him to fuck me in the ass. I began fighting my own impulse to be free and tell him that I didn’t want to go yet. I thought, maybe just two or three more days wouldn’t be so bad.

Buck opened the van door for me and I flashed back to the night that I got in fully aware that he wanted to get a blowjob from me. I knew even before getting in that I was going to be hit on quite aggressively, but I had made that fateful decision to explore that desire in me to be taken by another man; just once. Now I was hesitating for just the opposite reason; I was having second thoughts over tasting my freedom again. Yeah, I had gone through a small hell at Buck’s hands, but I had come through each trial a little wiser and somewhat fulfilled in spots that had once been such virgin territory in my mind.

I finally got into the front seat and winced from the residual pain of having lost my virginity the night before. Buck saw my pain and asked me if I my ass was still a bit tender. I gave him the obvious answer and was about to ask for the backpack I had when I met him. I was a little afraid to stop this rolling ball, so I kept my mouth shut. We started down the dirt road of his lengthy driveway and even before we hit the main road, I knew we were way out in the country. I had so many things to say to him and even many questions. The most significant being; why was he letting me go after last night? Just thinking about asking that question made me aware that there was still a side deep within me that might consider staying if asked.

The only question he did ask that broke our uneasy silence was, “Hungry?”

I told him I was famished and he said we would stop at a small diner down the road to eat. The diner wasn’t so small and it turned out to be next to a major highway. It was actually another truck stop, and rather empty at the moment. As we parked the van, it occurred to me that I didn’t have any money. It was hidden in my backpack and I began to wonder how I was going to make it after my release. I thought about asking Buck for some money, but I didn’t want to push it. When I saw a brute of a man coming out the front door, I wondered if I would be able to make trades with such men for food and money after I got back on the road. If nothing else, I had learned that men considered my body worth getting hard over, and I had been taught that I was now capable of enduring whatever was necessary to survive.

Buck held the door open for me and I got one last feeling of being treated in an effeminate way when I had to duck under his arm to pass by him. We sat down and he ordered breakfast for the both of us, and I saw I had been wrong thinking the door would be the last effeminate thing done to me. I never had a guy order for me before and that was very effeminizing as well.

The silence was deafening between us, but losing me wasn’t curbing Buck’s appetite in the slightest. I finally found myself thanking Buck for holding to his word and not hurting me. I admitted that I never would have tried most of the things he had put me through and told him I would remember those things forever. That smirk of his popped up again and I saw he was pleased with himself. He had gotten me to admit things to him I never thought possible, and now he had me even thanking him.

I knew my last thank you would be the signal of my last moment of being his trainee, his property if you will, and held it for the final moments. We were each just about done eating when I finally got the nerve to sever our ties. I took a deep breath and looked him in the eye for a small eternity. I admitted to myself at that moment that I had fallen in love with another man, and the shame of being turned into a homo hit me. I could look past this thought in just a few minutes and start reclaiming my manhood, but I knew I would never forget it.

It was finally time to break the last restraints binding us together and to signify my regained freedom, I said, “And thanks for… keeping your promise… to let me go.”

His smirk was almost too much to bear this time and it even pissed me off a little. He had put me through so much that to simply allow this to end with just another smirk was almost insulting. But in the next few words, everything I thought I knew vanished.

“What do you mean? I just bought you breakfast for being such a nice girl yesterday. When I leave here to go home, I expect you’ll be getting in the van, too.”

And just like that, I was his captive again. Yeah, I could run, I could fight him over getting back into the van again, but his confident retort told me I hadn’t broken his spell over me yet. I stared at him in disbelief over what he was saying, but even more quickly than having reacquired my freedom, I fell back under his thumb. The bastard had been teasing me all along and he was leaving me to admit that I was choosing to continue on with my transformation, my training at his hands. I was trembling in the fear of knowing that I was going to be on even more tapes in the near future and that I would be subjected to all sorts of humiliation and defiling moments. When he held the door open for me on the way out, I felt a small tear wetting my eyes as I again felt quite effeminate ducking under his arm.

We got to the van and I watched as he opened my door again, took a last deep breath and bit my lower lip, and got in. As I sat there waiting for him to come around to his side of the van, I felt like a sex slave too stupid to run away from a beating. I felt like my life as a man was over forever. I felt like… Sidney was becoming a very real person now. I felt a twinge in my cock even though it was extremely limp and knew I had just quivered a small drop of precum. A really weird excitement came over me I could never explain. Buck got in and all I could say as I stared at him yet again was, “Thank you!”

On the way back to his house we stopped at a large department store. I followed him as ordered and soon found us standing beside the girls clothing. He gave me fifty dollars and told me to buy some girlish clothes that he would like to see me in. I couldn’t believe the level of embarrassment I was facing. When Buck pretended not to know me, I tried to hurry through my ordeal. I grabbed a couple tight tops, two shorts, a pleated short skirt, and some girlish socks. I made my way to the checkout as fast as I could and hoped that maybe I would go unnoticed. All went fine until I was at the register and about to pay for the stuff. A girl about twenty came into the line behind me and gave me a very evil eye. I told her my sister was in the hospital and needed something to wear to leave in and since I had no idea what she would want, I bought an array of things. She pointed out that I had no underwear and I told her that she would have to suffer until she got home. By the time I was rung up, I had created a whole scenario to explain my fictitious sister’s hospitalization and how close we were that I would do this shopping trip for her.

As soon as I was paid up, I headed for the van. I had lost track of Buck, so I had to wait by my door for him. And after a few minutes I began to realize that Buck was probably just watching me from someplace to see if I would run. I figured he was most likely still in the store for the cover and I couldn’t help but mess with him after making me buy these clothes. I walked around the van while looking back at the store. Within a minute he went walking by the van to peer over the parking lot. When he turned to see me on his side of the van, he grinned. We both were telling each other things about ourselves, but at least he wasn’t offering up his identity to do it.

When we got to his house, he looked me over and told me to strip back down to my tee and panties. As soon as I was done, I waited to see if I was going to have to wear the cuff again. We both looked at it lying on the floor next to the couch, so he told me to pick it up. I sat on the couch and took it in hand and waited. When he didn’t tell me to fasten it to myself, I went ahead and did it anyway. When he asked me why I did it, I told him that I suspected that I had more training to undergo and oddly enough, the chain would help me remember my place.

He sat next to me on the couch and pulled me onto his lap. He began rubbing my crotch, making sure not to include my cock or balls. One hand slid up under my tee and lightly fingered my growing nipples. They were definitely growing more sensitive to touch and I sort of wished I could lay back against his chest to enjoy the feelings, but I still wasn’t able to admit that anything was pleasant to me yet. After about fifteen minutes he pushed me down to the floor and wanted me to suck on his genitals. I was told to just massage him into feeling good and not to make him cum.

I stripped his pants and underwear away, and used my mouth and hands to make him happy. It was the first time I had just leisurely sucked on him and got to explore the actual organs of another man. We may have had the same equipment, but there were so many differences that I seemed to marvel over them. His cock was twice as thick as mine and stood straight out when hard. He was circumcised and I wasn’t, so seeing one close up without the fear of the last three days gave me a chance to study it for its most sensitive areas. The mushroom head was just as thick as his shaft, taut to the touch, and the hardest part to admit to myself, felt good in my mouth. It was so smooth yet commanded my attention. It fit perfectly in the void within my mouth. I licked into the slit to taste the drop of precum there and experimented with how much of his cock I could comfortably fit into my mouth.

Buck casually told me a little about how he sold his movies to several different porn distributors that had a client base for transvestites. Somewhere along the line, he let me know that his money was getting tight and that I would have to start producing some really good movies for him. He was going to sell the ones he already had made of me later on in the day and told me he expected to get about six hundred dollars for all of them. I felt notably proud of myself that I had earned him some money. I sucked my way off his cock and asked him what he expected me to do to make him more money. He suggested several scenarios and some seemed almost enticing to me, and others rather scary.

As he described different propositions to me, I could tell what he found hottest himself by how hard he would get at each idea. It was now very clear to me what he found most exciting to me, and three things really stood out. The first was a cum party where I would be expected to service several men and make a big deal out of swallowing down all the sperm I collected. The second was even harder to contemplate because it involved two or three men raping me in a hotel room before the camera. And the third was horrifying to me, but still had my cock leaking in its flaccid state. It was what he described as the biggest money maker, but would leave me crippled forever after as a man. He described the last time he had seen it done to one of the other owners trainees.

He described how the kid had all but testified on the front end of the tape that he had given his full permission and that he wanted to hand over his balls to his owner. The camera watched him jerk off into his own hand for a last time, licked it up to swallow it, and then showed the “doc” committing the actual castration. I had no idea what would make a guy able to do that for someone else, but I didn’t want to dwell on it. The part about him eating his own cum did turn me on a little and I looked up to see Buck was quite satisfied with my unending blowjob. He had his head back and his eyes closed.

I asked, “What would you like to see me do… you know, to make you money? I mean, if I‘m going to be forced to do something, I guess it might as well be profitable for you.”

Without opening his eyes or moving his head, he referred the question back to me and what I thought would be a salable movie. In my head, the only two things I could think of that he had seemed to really like would involve me either getting raped by other men, something my still very sore bottom held no desire for, or perhaps the last thing he talked about.

I paused from my chore again and said, “I guess I could… let a guy fuck me, but not for a few days. I’m still sore from last night. If you need the money faster, I might be able to… jerk myself off… and you know.”

“No,” he responded, “and what?”

I gulped hard and said, “And eat it afterwards. I figure it can‘t be any worse than what Milkshake did to me.”

I seemed to have amazed him into an eerie silence. Buck wasn’t much for talking in the first place, but I was beginning to see that every time he was really pleased with me that he would become quiet. I finally did get him to talking again and the subjects enlightened me about so much. I was made privy to all sorts of the workings of the club, and he even told me about the one year of servitude I would either have to accept or be turned loose. That decision was at least a month away and I really doubted if I would be around that long.

Buck kicked the cuff around my ankle and asked me why I chose to put it back on. At first, it was impossible to form the words, but finally I admitted that it gave me the mental ability to do the things I knew he wanted. In some ways, it kept my mind oriented to the fact that I belonged to another man. Surprisingly, Buck understood exactly what I meant. The man really knew how to size people up and had a way to see into the deepest parts of their souls.

Somewhere along the way, I fell asleep on the floor by the couch. I was awoken by a knock at the door. I instinctively ran for the rear bedroom and Buck was just coming up the hall. I got a slap on the ass and called a “good girl”. I sat on the bed for the longest time waiting to see who had stopped by, and pondering over my chances of being involved with my next jaunt. I listened and heard that it appeared to be a single man in the living room with Buck. After I heard myself talking on one of the tapes of me, I remembered that Buck had said one of his buyers was coming to look at them. I thought about what it meant that a tape or perhaps all of the tapes featuring me might be going out to the public. I hadn’t really thought much about who might be looking at them in the future, but now that they were being sold, I had to wonder if any of them might make it to my hometown back east.

I must have been in the middle of daydreaming, because all of a sudden the door banged open and I was ordered out to meet Frank. I looked down at my panties and tried to beg with my eyes for a better state of dress, but no offer came. Buck was all smiles and obviously in a very good mood, so I figured that things had gone well. When I saw Frank staring at my scant dress, I looked towards the floor in embarrassment.

Buck demanded, “Show him those little points of yours.”

I knew he meant my slightly swelled nipple areas and lifted my shirt. I was scoffed at and dropped my shirt.

“Well bitch, ya got something the man likes. You just brought me twelve hundred bucks.” I looked at Buck when he said that and knew it was a lot more than he had expected to get. That was why he was smiling so much. “Now, earn me a little more.”

The way he said it shook me into an instant tremble. He nodded towards Frank, but I had no idea what he expected of me. I stood in place, frozen like a deer in headlights. Finally, Frank came over to me and grabbed me by the arm and began leading me back to the bedroom. My steps hesitated as I looked back for Buck to tell me what was happening, but he turned away and I was left to Frank dragging me away.

Once in the bedroom, he began dropping his pants. He didn’t take them away from his ankles, so I began to understand that he wanted to get head from me. I watched as he bent over to push his underwear to meet his pants. When he stood back up, I looked at his cock and he was hard for me. Again, another man was hard for me. What was it that made that seem so easy for them to get horny over me? Was it something about me or just the idea that they were about to get a blowjob that got them hard. Either way, I knew it came back to something about myself that was making them lust for my attention.

Since I had received a very direct order from Buck to make him more money, I assumed that I wasn’t going to be given any real choice, so I edged closer to the man. I hadn’t known him for more than a minute before this, but I did know that he was the one that paid Buck money to survive on, so without waiting to be told, I went to my knees. His cock was sticking straight up against his belly and I had to pull it down to meet my lips. The moment I sucked him into my mouth, his hands went to the back of my head.

At first, I was expected to make all the movement and went up and down on him slowly. My hand seemed to reach automatically to cup and massage his balls, and the other one held the cheek of his ass as if to pull him to my face. I was starting to understand as my tongue explored this man’s cock, that all the cocks I had sucked upon so far were quite different. This one was close to Bobby’s, but it had a slight curve to one side and the head seemed much more narrow. It was those little accents that I wondered over. Would every man be a little different, a little unique in his own way?

I was thinking about how Buck’s compared to the one presently in my mouth, and decided that his was so much better because of who it was attached to; my owner for the time being. I knew the thickness of his cock and it’s solid state had a lot to do with my submissiveness to him. If he wasn’t such a fine example of a man, he wouldn’t have nearly the power over me that he did. His cock being nearly twice the size of mine fit perfectly with the scheme of life as I had once been told while in jail. It had been explained to me that the guy with the smallest pricks were the natural selection to service the men with the larger cocks. Even though I knew that didn’t bid well for me at the time, I accepted it as fact since I had seen that element myself as a kid.

When I had been around ten, I had heard much the same thing from other kids and because of that, I was nearly made to suck off two older boys in the middle of the woods. Luckily, there was another kid with us that was a little younger and smaller than I was, so I watched on as he was forced to taste each of their pricks. But that stuck with me all these years as the natural order of things.

I was suddenly snapped out of my daydreaming by hearing the man in my mouth call out, “Wake up Sidney! Show me what kind of a female you’re going to make.”

Before I could react, he grabbed my head a little harder and began taking control of me. My hands went to the front of his legs for some measure of control, but that was when he told me that he wanted to see if Bobby had taught me well enough to take his cock deep. I felt him going far deeper than I had been doing on my own, and then I choked. He began probing my mouth to see just how far he could go. I could tell he had done this to other guys by the way he handled me. I hadn’t thought he was really serious until he genuinely pushed hard against the start of my throat. Before I knew what was happening, he got on his tiptoes for a better aim, and was forcing me to relax to absorb his shaft. My daydreaming must have left me complacent, because the head of his cock popped into my throat with my less effort than I would have thought it might take.

Again, I felt my eyes bugging out with the forced expansion of my throat. When I gagged heavily, he gave me a chance to calm down, but then went right back for another attempt. I guess it was the narrowness of the head of his cock that made it seem effortless for him to pop himself right back into me. My right hand flew to my throat with the desperate need to feel him penetrating me. Right after the pop into me, I felt his shaft forcing its way past my fingers. I was shocked into a manic pose waiting for him to withdraw from me. When I felt the shaft purging its way out of my throat, my mind rushed to Buck and how he was going to be so pleased to hear that I had successfully taken another man into me that way. I almost wished he were beside me to witness it.

I got to take a quick breath and waited for another penetration, but it turned out that all Frank seemed to need was those two quick dips into me to get himself pushed to the edge. It felt like he was going to yank out a fistful of my hair as he took several quick, shallow thrusts against my pursed lips and began cumming without any warning. It was the first time that a man was coming for me without insisting that I swallow it. It was like I was just some kind of tool that in another moment would be put back on the shelf. My hands were back on his legs and his cum was running out from the corners of my mouth. He took a last poke at me and held still for a moment.

Frank pulled out of my mouth and reached into his shirt pocket. His fingers pulled out a folded up bill and held it in front of my face to look at it. I realized I had just been used as a whore for the first time and in a way I couldn’t deny. I had just proved my viability in the new role Buck had laid out for me. I looked at the bill for a moment and then went to take it, but Frank pulled it back and told me to clean him up first. I saw the residual cum still molded to his cock head and without any serious thought, leaned into him to give his cock one last wiping suck. When I sat back, he gave me the bill. And then, for some reason, I started lifting his underwear and pants towards his knees for him.

While he finished fastening his pants, I wiped what was left of his cum from my mouth and went to the bathroom for a towel to wipe the floor. By the time I was done, Frank was ready to go out to see Buck. I followed him and as soon as I saw Buck, the bill in my hand seemed to sting me. I held it up and then looked at Buck. I knew it was never meant to be my money, so I went over to Buck and gave it to him. He hardly took notice of it and stuffed it into his shirt pocket.

The men spent several minutes ridiculing me as a new whore and how Frank had to physically aid me all the way. Frank told Buck how he had fucked my throat and greatly exaggerated just how much. Buck feigned being annoyed with the fact that he had yet to fuck me that way. I would cringe inwardly every time I thought about how much thicker he was than any of the other guys I had been with so far. I knew he would hurt me greatly if he tried fucking my throat before I was properly prepared and trained for it by others. After a while I understood why they were belittling me; it was to “put me in my place” as Buck would later put it. He had used Frank to turn me into a prostitute, but it wasn’t just for the money. It was an essential part of my training in that it altered the way I viewed men and how I would interact with them. It had been as simple as being whisked away to a backroom so that one of my orifices could be used to help a man get off.

The minute Frank was gone, I did something subconsciously that I didn’t even realize until Buck pointed it out to me with a hearty laugh. First I began to sulk over my treatment and humiliation, and when that got me nothing, I got bitchy. I started to unrealistically tell Buck that he had violated my trust in him, when actually, he had done exactly as he had indicated he would. On top of that, I hadn’t been abused, so he had protected me as well. When I mulled over his insight on how I was behaving, the implications floored me. Were the pills really altering me so much that becoming overly sensitive to minute details had wafted into my life without me knowing it?

The rest of the day was spent talking about Buck’s business, which was essentially… me. At least, I was the only thing on the menu. The way he was beginning to talk about me as some sort of goods had two sides to it. My first reaction was an involuntary heightened sexual arousal that I couldn’t seem to keep under control. The second side was the very real fear that I would be forced to humiliate myself to get some guy’s rocks off. It was the first aspect that was keeping me off guard so badly. Buck had such a way of manipulating my feelings and desires, and it left me wholly incapable of refusing him.

I was slowly learning more about the business of marketing Sidney and what Buck considered the greatest ways of exploiting me. I let him know immediately whenever he suggested something that I found totally unacceptable. But when he mentioned the really big money earner, I freaked out to no end. He went on at great length over how getting me to allow myself to be castrated on film would bring in more money than anything he had sold so far. I told him it was out of the question and tried to change the subject. He had mentioned that act once already, but just in passing, so I really thought he was just trying to scare me.

I finally brought up the year of servitude thing and asked him if he really thought he was going to get me to stay with him that long. He answered by pulling me across his lap in a very awkward fashion and rubbed my ass crack.

“I already got this, do you really think you can walk away from me now,” he asked.

There was something about his hand groping me between my legs that felt really good, so I stayed in that position without fighting him. When he noticed me holding still, he continued feeling me up. While I lay there enjoying the feel of his large hand pawing me and his hardon pushing against my belly, I asked him to tell me where he thought I would be a month from now. He left no doubt that he knew I would still be serving him as he wished and that I would be his best seller ever. The next five minutes he told me several of the lessons I would have to learn well before my year of commitment. On a lark, I decided to ask him what he would think if I helped plan my “scenes”. That seemed to stun him into silence.

“You know, I was talking to the other guys about you,” he said. “You’ve come along a hell of a lot faster than my other boys. I decided to fast track you already, but if you think you can make our little association more profitable, I’ll listen.”

I told him that I didn’t really have anything in mind yet, but that I figured I could come up with things much less humiliating to me than he had so far. He explained as a counter to my statement that humility is a big part of my training in that it would help me do as I’m told that much quicker. He reminded me of Frank and I had to agree that I had flown right through my first outright act of prostitution. And I had even falling into place so quickly that I hadn’t thought twice about handing the money over to my owner. He was right, that if not for the embarrassing events I was going through, the simple things might just be as much of a fight and leave me known as uncooperative. He pointed out how Bobby’s teaching had made Frank’s little excursion into my throat that much easier. Those lessons likely saved me very trying moments at less educated hands.

I was beginning to understand just how much Buck understood about my side of this situation. I still had no idea how many other young guys had fallen into his hands, but somewhere along the line, Buck had honed his skills as an expert in control and training. That frightened me a little, because he had already mentioned a few times how he knew he was going to get to castrate me on film. Considering how good of a judge he was, I had to worry about whether or not I would have balls when I left here.

The next morning started out slow and easy. I woke to Buck coming back to bed from the bathroom. He immediately rode his cock up to my mouth and began maneuvering me into a friendlier position for him to get a leisurely morning blowjob. I had begun to comply with that request rather easily, but he knew I still needed his help in the end. Even if I weren’t expected to swallow his cum, my reaction to his first spurt was always to take my mouth away from him. He was very understanding in the fact that I still couldn’t just accomplish such a vile task so easily and he didn’t seem to mind helping me stay in place at all. The fact was though, that swallowing a guy’s sperm wasn’t really the impossible thing for me to do, it was the act of willfully doing it that was utterly humiliating to me. I still couldn’t admit to myself that a man’s cum wasn’t so bad. I think it was the feeling of being used as little more than a toilet that really made it impossible to hold still for the finishing moments. Actually, after the act was all over, I would often revel in the odd tingling quality of a man’s semen in my mouth. Knowing that it tingled because of all the microscopic actions of live sperm wriggling about mesmerized my sexual entity and I would stay horny as long as I felt the tingle.

I was also becoming aware that sex was getting much different for me. When I got horny, it seemed much deeper inside of me than before. I use to just feel the sensations in my cock, but now it was more of my whole crotch lighting up with a surge of energy. And when I would jerk off when I was left alone, my orgasms had ceased to become outright ejaculations. It seemed that the necessary muscles to accomplish that had started to act differently. I also noticed that my sperm had turned more creamy and whiter than it had been before. I guessed that these things were happening because of the pills I was taking twice a day. When I tried to figure out if these changes were good or bad, I found myself totally stumped for an answer. The best I could come up with was that they were just different. But since the new changes were different, they also held the edge of being more exciting to me.

By the time I had finished my cocksucking responsibilities, Buck had mentally prepared me for another day of “extremes”. The good news was that I found out Cindy and Denise were going to be coming over to make another movie. I guess the tape of me fucking Cindy had been profitable for Buck. So far, my fellow trainees were the only ones that had really filled me in on what was happening from the inside. The one thing that really bothered me was how I had found myself flaccid when I goaded Buck into fucking me two days earlier. Cindy’s words had played through my head dozens of times since then. I sure wasn’t ready to accept the fact that I might be one of those trannys that would consider a total sex change. It was one thing to have an opportunity to see how the other sex lived, but there was no way in hell I would accept that for the rest of my life. I planned on watching my body reabsorb the breasts I was growing later on down the road and after I had taken my walk on the wild side. I knew I would be turning back to a total male after this was all over.

I found myself on pins and needles all day waiting for the girls to show up. At one point I questioned myself over why I was so anxious, and the best I could come up with was that we were in the same boat. It was somehow comforting to know that they had also gone through what I was at the moment. I thought about Cindy a lot and finally had to admit, that fucking her had been the first real fuck I had since before going to jail. Sure, it was anal and to a guy actually, but it felt good finally getting off like a guy for a change. I was sort of looking forward to the chance to fuck her again.

Also, my own buds were now sticking out in an obvious manner. The more I would play with them, the more I wanted to see close up just what I could expect them to turn into. And Cindy and Denise had that information. I remembered feeling Denise’s boobs rubbing lightly against my chest and had a quick lust to fuck her this time. She still had a lot of boyish looks to her, but she had a great bubble-butted ass. I wondered if the pills would eventual make my ass turn into a more fat laden backside and round off too.

Buck must have seen my anticipation boiling over and was relentless in teasing me throughout the day. He finally got me to admit that the other trainees held some measure of relief for me. I felt safer with them around and they knew where my head was at better than anyone. But was I ever wrong to think that way.

As a matter of fact, Buck felt so confident in his fast paced training of me that while we waited for his fun with me to begin, he finally answered the questions I had been asking all along. He first pointed out to me that he could read me better than I could myself and knew I would be staying even knowing the truth. I knew from the prior days that he had proven that statement true, several times over. He pulled me to his lap, a position I was starting to understand was one of his favorites in which to molest me, and while he ran his hands over my body, he started to tell me of the club.

Buck was not just a master at interpreting people’s emotions, he was actually the leader of this club and had been one of three men that had first come together to form it. The first trainee had been worked at the hands of those three men as they honed their skills in teaching a young boy that trading sexual orientation was what he really wanted for himself. All the while they had learned the marketing potential they could reap from males, too ego driven to ever turn them in. Training a newly acquired male was little more than breaking down their willpower, teaching them obedience, and insuring their compliance by giving them a taste of something so different that they could never get it anywhere else. That was where the perfect selection of the captive fit in, and where Buck’s skill to read people was his major asset. I should add that the fact that pictures and even videos now existed, they always held an added threat of exposure as an incentive for a trainee to give into his tormentors.

They quickly formed their own ideas on how best to train a tranny and the second time they started a lesson, they each found suitable trainees to work with at their own leisure, with Buck’s help that is. He was definitely able to pick out possible perspective individuals in a heartbeat. I would get to see that later on in my training. A network was slowly created for the explicit marketing of their trainees; first by selling taped sex acts to an underworld of perverts that got off on the freakiness of whatever they could come up with, and then by selling the trannys as prostitutes.

Hearing him talk about prostitution so casually was more than a little unsettling. I had never thought about things that way. Okay, these casual excursions had their element of attraction, but doing a repeat of Frank from earlier in the day, perhaps even many men each day, was way more than I could handle.

Now that I knew basically the whole story, I felt somewhat safer. It had taken them many years to put a fine edge to their business in the human trade and had even earmarked it to such a very explicit niche that everyone’s desire to keep it secret was built into it. Especially, the trainees. I knew that after giving Buck that first blowjob in the cornfield that I would never be able to humiliate myself by telling anyone about what he had done to me. It was so different for a guy getting abused in that way. For a girl, it was just a normal sex act, but it was the ultimate emasculation for a male. And the further things progressed, the more important it became to be kept secret.

There was a positive side to the incident of not turning Buck in when the cop had come a couple of days earlier. I could now ask Buck to remove the cuff to my ankle and he would, but we also agreed that there was a mental plus to keeping it on at times. It did help allow me to act in the way that complimented my training. Yeah, I knew that I was actively agreeing to what was getting done to me to some extent, but from the moment I had agreed to stay with him, I still knew it was that feeling of being captured that aided in pushing me forward. So, when we heard the van pulling up the driveway I quickly clasped the chain to my ankle. It wasn’t spoken between us, but Buck and I had come to an agreement to work together to some point to make things go easier for me.

When I looked out the window, I got very nervous. I wanted to ask Buck what was going on, but the conscious side of me preferred not to know in advance. The van held Cindy and Denise, and their owners. But it was the two men getting out of the car that had followed their van up the driveway that was making me so apprehensive. I had no idea who they were or what might happen to me at their hands. I noticed that Cindy was dressed rather hotly and both of the girls’ boobs were very evident in the clothes they wore. I turned away and went to sit on the couch, but I couldn’t get the sight of those man-made tits out of my head. I had plenty of time to think about them because Buck had gone out to greet everyone. I knew they were planning my torment, but I was busy growing very horny thinking about what I would look like with full blown tits myself. I realized that I was getting very wet and pushed my hand into my panties to wipe away the precum leaking from under my foreskin. I grabbed my balls and wondered for a brief moment what it would feel like down there without them. I guess it was the way I was thinking of myself getting wet over sexually charged events that made me feel effeminate enough to go there.

The door popped open and I was greeted by my fellow trainees, and then we were ordered into the secret room. I saw that the owners each had brought their own cameras this time and knew they expected a lot of action because of them. The way the girls started in on me, I knew they had been told to calm me down and prepare me for the inevitable. I asked Cindy if they expected me to fuck her again and she lied to me and said she didn’t know any details. Little things that would happen later on would prove to me that she had lied, but I wouldn’t call her on it because she was probably just trying to keep me from freaking out.

Buck came back in a few minutes and I shivered with the expectation that things were about to begin, but instead he told us that they had to charge a couple of batteries and that it would be a half hour before my training session began. I grew even more nervous and begged the girls to tell me what was going to happen to me, but instead Cindy decided to prepare me her own way.

I watched her take off her skirt and pull her top over her head. Bras weren’t an allowed fixture, so her breasts were right there for me to stare at. She walked closer to me with her eyes telling me I was her prey. When she was standing right in front of me, she pulled her panties down and showed me that she was wickedly hard thinking about what she wanted from me. She grabbed my hair and began pulling my head forward towards her appendage, but I was reluctant and she needed to assert some effort to get me to accept her cock. It was the second time that I had ever allowed my mouth to be penetrated so easily, other than with Buck. I knew it was because I had started to have feelings for this mockery of a male that was so cute. I may have been getting a very hard cock worked in and out of my mouth at the moment, but looking up to her face and past her nicely formed boobs, I understood I was just being used to please a very hot young girl, not a boy.

I noticed that her actions seemed so different from how a guy would be fucking my mouth, and I would realize later on that she had never meant to cum over my administrations. I think she was just enjoying the feeling of fucking me and that was enough to pleasure her. This thought was backed up when Denise was suddenly standing next to us and was pulling his cock into a state of readiness. He pulled my head to the side and away from Cindy’s prick, and inserted himself into me. They took turns pulling me back and forth, and not once gave a hint of wanting to cum despite their obviously heightened state of arousal.

I was starting to get the idea that they were preparing me for something other than what they were encouraging me to do at the moment. It proved true a few minutes after their use of me had ended and Buck came to take a hold of my arm to guide me into the living room. I first noticed the blankets spread out over the floor and suspected that Buck was assuming a messy time with this particular session. I was quickly becoming very fearful of what he had planned for me and when I looked into Cindy’s eyes I could tell she had been withholding something from me.

I was made to stand in the middle of the blankets as three cameras took focus on me. I felt so out of place, but it quickly grew worse when Cindy’s owner spoke up for the cameras. He stated what the viewers would learn was sort of an event of wills. One of us was going to get fucked and it would be up to whomever had the greater will to win. I started to understand the meaning of his words when the two girls began to try working me to my knees. I gently fought them until I realized I was being given the choice of either fucking one of them or getting my own ass fucked. I started to resist with a greater effort, but I soon realized that the two of them had known all along that this was to be the highlight of this particular filming.

I tried desperately to assert myself on first Cindy, and when that failed, Denise. Every time I got behind one of them, I found the other was getting into position behind me. Before long, they had me in proper position to control me between the two of them. Their greater will began to win out and soon I found my mouth wrapped around Denise’ prick. That had an assertive effect on me that I couldn’t deny and soon Cindy was winning at my rear. I tried twisting and turning my hips away from her, but she was at least as strong as I was, and with my mouth full of cock, the fight was stolen away from me.

Cindy was still as hard as she had been with me moments before and it took her little effort to get to the right spot. When she started pushing on my ass, I lunged forward to escape her, but she simply came along with me. With her next push, I felt the tip of her cock penetrating my sphincter while I gagged myself on Denise’s cock by jerking in reaction. I left the room at that point and went to some safe place in my own head. It was demoralizing enough to be sucking a cock in front of all these men, but heaped onto the pile of degradation were the two new men jeering at me, and the fact that I was getting my ass fucked in a room full of testosterone… by a transvestite at that.

Cindy’s cock wasn’t nearly as large as Buck’s, so it was much easier to relax my muscles for her, but my humiliation level was at an all new high point. I tried to focus my attention on Denise and allowed Cindy to go about her business on her own, but when her hands began to roam over my ass and hips, I freaked out again. I knew what she was about to find and I feared losing it right there on camera if she did. I reached back to grab at one of her hands to push it away, but she knew what she was doing and just switched hands. My fight was futile and soon she was holding my prick in one hand. I felt tears welling in my eyes as she probed my once proud manhood and then I felt her reemphasize her control over fucking me. She felt happier now that she knew my secret and more pleased apparently over fucking what would soon be becoming a real girl. When she felt my cock as flaccid as a limp dish rag, she knew where my mind was at and seemed to take such pleasure in grunting her dominance over me. I had showed her the sign she had spoke of the last time I saw her, and that made it so degrading for me knowing what she had found.

Less than a week earlier I had been a man proud enough to fight over any disrespect towards me, but now I had been relinquished to the humility of being nothing more than a hole for others to use. Perhaps my greatest embarrassment was in the fact that not only was I being emasculated so gravely in front of a room of other men, but rather that it was at the hands of two people at the lowest rungs of the dominance ladder themselves. I was being used by two people who they themselves couldn’t clearly state if they were male or female. The only rung on that ladder beneath them was the one I sat upon. I felt tears welling in my eyes over my fall… and over losing my last vestiges of manhood. The only real attributes I had left were the remnants dangling beneath my crotch in a mocking manner.

I find it really hard to say what it feels like to have lost so much and fallen so far. Realizing that first time that I was so irrelevant, so inconsequential to the events going on around me. I did notice that once you truly hit the bottom of this kind of humiliation, it made enduring the most intolerable actions much easier. There was no other gender left to claim my new duties. Did I really agree to stay here for this to happen to me?

I felt Denise’s cock begin to twitch in earnest and my mind came back to the present moment. In my disgraced posture, I had apparently been doing a good job in my newly assigned position. Denise was pumping between my lips in the fervent assault of fucking my face and I caught myself pursing my lips against his shaft to aid him. I even lifted one hand to cup and massage his balls while I found my lips working the knob of his cock into a frenzied state.

Cindy was still exercising her cock into me in a slow rhythmic manner, but it was her confidence in stealing away any hope of modesty I had left that seemed to make her extremely rigid as I felt her entering me repeatedly. She kept one hand to my crotch to finger my shamed prick and seemingly to rub it in my face that I was getting reamed by a superior tranny. I was beginning to realize a hierarchy existed to this new gender role. It ranged the span of complete dominance to the most unflinching subservient tasks. I being the ladder at the moment. I had just come into the tranny world at its’ most introductory level, and it was still extremely embarrassing to me, but in some ways I took pride in the fact that my body was pleasing them.

I started feeling the flat stomach of Denise as he began getting more aggressive with my mouth. I began to suspect that Cindy had shot him a knowing look that indicated my new status. I felt the taut body that I was starting to assume would be coming to me soon, but as I reached around to hold myself up enough to match the cock in my face, I grabbed the cheeks of his ass. They were so soft and round. This was no ass of a guy and thus I figured it had to be the result of the pills we were all taking. When his thrusting came to the point of gagging me continuously, I had to grab the front of his thighs. They were so smooth and hair free. I found my hands moving up and down just for the sexual sensations he was causing me.

Cindy had lost all of her feminine actions at the moment and was fucking me almost as hard as Buck had, but thank heaven she wasn’t nearly as thick. Without any warning, Denise started erupting into my mouth. It wasn’t like the loose slimy cum I had received to date, but it was much more creamy and thick. As she was finishing up with me, I became aware that it had taken the both of them some major work to make themselves cum, and Cindy hadn’t finished with me yet.

When Cindy saw she was the one lagging, she stepped up her efforts to get off. I was just beginning to become aware that she was playing it up for the camera. I looked back to see her sneering at me like I was the enemy. I fell forward, buried my head into the blanket and waited for her to finish herself off on me. And just as she was about to cum, I felt her fondling my still flaccid prick. I wanted to die of embarrassment, but it also gave me the feeling that I was about to cum myself. That never happened, but when Cindy took her final hard and exhaustive pushes into me, I did feel a wave of fulfillment wash over me. I felt like I was l leaking from my cock, but when I looked, I was dry as a bone.

When Cindy pulled away from me, several nasty comments were served my way by the audience and Buck told us to go back to my hide out and wait for round two. He had to be kidding? After the abject humility I had just been put through, there was going to be another round of something more?

I peppered the two girls with questions about what they knew, but I only got lies from them. Cindy’s attitude towards me seemed to change now that she knew my darkest secret. When she went to wash her prick off, a must after anal sex, I begged Denise to tell me what she knew. When it was clear she knew something, I even found myself hitting on her to prime her tongue, but Cindy came back too soon.

When Cindy saw I had almost gotten something out of Denise, she seemed agitated with me like I was suddenly her underling. Instead of the sweet effeminate girl she had been before the taping, now she was taunting me and even grabbing at me. She sought to humiliate me by openly telling Denise about my condition as she had fucked me. They both started in on me and their taunts grew raunchier and more explicit. They wouldn’t tell me what to expect, but they did tell me a couple dozen things that could happen. Denise said something about how I hadn’t swallowed her load earlier and Cindy put on a very smug look and said, “As the lowest bitch on the totem pole, you better learn to like a mans’ cum, and fast. Ninety percent of the movies involve you doing just that, so suck it down like the queen you are, dearie.”

I began growing more afraid of Cindy now than I was of the men out front. She was definitely making a point to exalt herself over me, grab at me freely, and continuously taunt me about things to come. She made it very clear that she was now above me in every way. She pinched my buds so hard and often that they were beginning to seriously hurt.

When Buck finally came back for me, I was beginning to worry about what Cindy might want to do to me if she got me alone. She seemed to have turned almost brutal in the way she was treating me now.

I was grabbed by my forearm back to the center of the floor and my chain seemed louder than ever. I was shaking more now than I had my first time in front of others. The looks on the men’s faces left little doubt about their impending involvement. My first fear was of getting gang raped, but then three playing cards were laid face down on the end table. A shallow wine glass was set on top of them and Buck told me to point to a card. I picked the first one and then the other trainees were made to select. He then told us that one of the cards was a Queen and that whoever had picked it would have to drain the glass dry. I was beginning to wonder what was going to be filling the glass when all the men began stripping off their clothes. The horror of what was coming to my mind was numbing to my mind.

Buck brought the glass to me and told me to begin filling it. I looked at the glass and then back at Buck. He looked at me solemnly and replied, “You have pretty good odds, Sidney. You either get to watch the girl that just fucked you swallow a glass of cum, or maybe her sidekick. Feeling lucky?”

I wasn’t feeling lucky at all as it was explained to me about what I had to do, and the only thing that seemed to placate my fears even a little was the fact that the other trainees had to help me fill the glass. I stood there shaking until I was finally ordered to begin.

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