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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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Buck came into the back room to tell me that Milkshake would be by in a couple of hours. I told him once more that I really didn’t think I could handle what I had seen earlier. He didn’t seem at all interested in my reservations and instead unlocked my cuff to allow me to change the underwear I had worn all day. He had two more pills with him and when he presented them to me, I picked up the glass of water by the bed and swallowed them down.

I found myself still trying to endear myself to my captor and asked him if he was going to do the same thing to me as he had the trainee I had seen of the film earlier in the day. He was adamant that I would do whatever I was told and included that he still had many hours with me if I didn’t do a good job of it. Something in his voice made me afraid that he might not hold to his word if I didn’t keep him happy, so I worked to put him into a good mood.

“I guess you’re going to tape it to sell?”

His smile told me that I was right and I started offering him ways to make it more profitable for him.

“You know I can’t cooperate with that guy… he’s going to have to hold me a lot harder than that other trainee. But, if you think about it… that might make the tape more salable.”

I saw I had peaked his interests and went with that line of thought.

“I remember watching a video once of a woman get forced to take a load and I thought it was a lot hotter than seeing a woman doing it willingly. If he had to fight with me a little, it would probably only make it a hotter looking video. I don‘t mean I want to get hurt or anything…”

Buck smirked and replied, “You just want an excuse to spit it all out.”

I smiled because I had thought about that being a possibility. “There’s no way I can swallow it all anyway, so it would just add to what sickos that watch that stuff would like to see. Don’t you think?”

I could see that got him thinking and finally he agreed. But he added that he still wanted to see my Adam’s Apple gulping down a fair amount of it. I told him I would try my best, but in the end it would really be up to how well Milkshake could handle me. The fact that I stated it to him that way made his eyes light up and he told me that he saw that with a little of the right coercion, that I could be talked into anything. Furthermore, he told me that he suspected that I used my reluctance to spur him and others into going forward. I knew he had a point, but even though I did seem to want my tormentors to overcome my reluctance, it was still a very sincere feeling.

I was grabbing a snack for the two of us when Buck came up behind me to see what I was making. I turned to put a knife into the sink and he grabbed me. I was spun around to face the counter and felt myself being pushed flat against it. I felt Buck kicking my legs apart and push the crotch of my panties to the side. I started freaking out, but I held it together enough to remind Buck of his promise to me. That didn’t stop him and while trying to cover my ass with my hands, I begged him not to rape me. I tried bargaining with him and then I got a slap across the cheek he had bared. He started laughing and told me that he was insulted that I hadn’t thought he would keep his word. I chalked his actions up to wanting to taunt me, but I wasn’t at all sure that he hadn’t stopped only because of his promise to me.

After we ate, Buck decided that since I had seemed to like the tapes he had shown me earlier that he was going to let me watch more of them. He got me started at the computer in the bedroom and showed me where the files were, and then left me alone. I was amazed to see his elaborate rating system, but it did allow me to find what interested me most, the fastest. I found that men being able to grow breasts so fast from taking a few pills most intriguing, so I watched several of the tapes marked - Buds. Seeing movies of them on many different trainees as they bounced slightly and swayed under their movement fascinated me. And I saw that they would continue to grow rather quickly. Between all of the different trainees I saw, there appeared to be just as many types and sizes of tits.

I moved on to files marked - Second Step, and saw it was of two different males in different stages of castration. The files appeared to be heavily edited mixes from before and after their surgery. There was even one file that I opened that depicted the surgery in progress. Knowing that if I decided to stay, a thought still unbearable to me, I was very curious to see what it entailed. Just as a metal clamp started being tightened down over the scrotum of the trainee in the video, I quickly ended the tape. I couldn’t understand after watching that tape what would drive a guy, even under Buck’s spell, to allow his balls to be cut off. What benefit or advantage did that mutilation possibly hold?

I went to the Action header next and saw many sub headings. I opened the files marked - Blowjobs and there had to be a hundred of them. I skimmed through several of them and watched one all the way through. This particular trainee was going through hell at Bobby’s hands. I could see it was his first lesson at taking a cock in his throat. He was having a lot more trouble handling it than I had, so I guessed that Bobby had learned something himself about teaching. I saw the trainee being brought to tears and repeatedly choked and gagged. In the end, Bobby only got his cock in the kid’s throat one time and then Buck held him down while Bobby jacked off on his face. All the while the kid was berated for having failed to learn how to suck a cock properly. I felt bad for the humiliation he was being put through. I was glad that I had succeeded that first time two days earlier.

Several tapes later I found files marked in sequence - Milkshake one through sixteen. I jumped to number seven and watched it. Knowing that in a very short time that it would be me in front of this man servicing his cock until he flooded my mouth made it a little hard to watch, but I couldn’t pry my eyes away from it. I found myself studying the tape and several more to try to understand how he produced such a great volume of sperm. Then I focused my attention on how I was going to be able to handle it. Hell, just a couple of spurts had been nearly impossible to force myself to swallow so far. How was I going to endure what appeared to be about a half cup or more of this disgusting fluid?

Buck came in and saw what tape I was watching before I could clear the screen.

“Daydreaming, huh, don’t worry. He’ll be here quick enough.”

Trying to change the subject, I asked him how much each tape was worth to him. He told me that it varied between a hundred dollars and two thousand. I asked him what he thought made some of them worth so much more than the others. The highest price was for the most unusual, the lesser for stuff anyone could provide the porn printers. I thought that getting Buck in a good mood might also make it easier to put up with what was heading my way. I asked him what I could do to increase the value of the tape he would soon be making of me.

I seemed to have caught him off guard and he told me that not one of his trainees had ever offered to help increase the value of a taping. I saw he was thinking, but I really didn’t like what he was coming up with, so I helped him along in the direction that would help me. I asked him if his dealers liked the “forced” aspect of any of the tapes. He started getting my drift and realized I was just trying to make my impending act easier on myself. Buck liked how I had found a common ground and agreed that if Milkshake had to physically help me along that it might double the money he could get for it. And then even more if he could find more than one or two buyers for it. He admitted that he had a couple of contacts that he used to do business with, but they only wanted to buy stuff that was very extreme or things like rape scenes. I felt really good when he told me that the reason he never had trouble with anyone ratting him out was that he never forced anyone really. He may coax the hell out of them, but everything had to be at an acceptable level to the trainee.

I asked him about my first time with Bobby and he asked me back if I had really been forced into something I hadn’t been ready to experience. I was going to say, “hell, yes”, but it seemed wiser of me to keep my mouth shut. Besides, I had used the thought of it to jerk off to, so maybe he had a point.

Since I was feeling a lot safer in his hands now, I really nailed the door open for me by telling him I could always do a bit of acting; whether the act called for it or not. I explained how I could always accentuate my actual fears to make a more profitable tape for him. I had him smiling and since I only expected one more tape to be made of me, it would be easy to play it up a little bit.

Buck was seeing a new side to me and unfortunately, a very profitable side as well. He started talking about how it was going to be so hard to let go of me and that he was going to have to renew his efforts to make me want to stay. Just as he began to offer me a deal of some sort of compromise, there was a knock at the door. He went to see who it was and came back to the bedroom with Milkshake and two others. I was so fixed on trying to size up Milkshake that I hardly noticed the other two men. But when I did, I knew something more than I had planned on was in the works. I recognized one of them as one of the trainees I had just been looking at on tape, and the other was clearly not a real girl, despite the attempts at makeup. Milkshake introduced himself to me and then one of the trainees took my hand to lead me into the front room. There I saw two more men. They were explained away as Bucks colleagues. I figured that each one was sort of the “holder” or owner of one of the tranny’s and later on it proved right.

I had expected this tape to involve only the three of us, but now it looked like there was going to be a small audience to watch on. I started trembling over the humiliation I was feeling and wanted a chance to bargain my way out of things so badly. I wasn’t being told a thing, but Buck did get to work setting up his tripod and camera while joking with Milkshake and the other captors. I saw the two trannys looking me over and soon one was pushed my way. He started making small talk about nothing relevant and told me he was “now” Cindy, and the other guy was Denise. I asked him under my breath if they were really going through the same thing I was, and he nodded to me. He even included that he was in his fourth month and Denise in her second. I asked if he had ever had to “work” with Milkshake and he told me that everyone has to go through that.

I was about to ask just how many of us the club was holding, but things were cut short when one of the owners told the trainees to get me ready for some fun. I was becoming aware that this might not just be about breaking me into a new thing, but that the trannys seemed to be just as nervous as I was at the moment. When the word “action” was called out, I quickly understood that the three of us trainees were going to be in another taping. By the comments coming from the two other owners, I started to understand that I was part of their present level of instruction, and education.

Denise and Cindy started pulling my tee off and then Cindy was responsible for making a real production out of cutting away my panties. I knew they weren’t doing this of their own accord, so I tried to keep from striking out at them. A man told Denise that she was to go first and soon the two of them had worked me onto the carpeted floor. Denise kept glimpsing at the one I thought to be her owner and soon she began to straddle my chest. When I started to protest this action, Cindy grabbed my arms and helped to hold me prone. I could see the evident fear in Denise’s eyes and wondered what was scaring this particular trainee so much. I could tell by the gulping that I was about to find out.

Denise pulled her top off and I saw two rather nice tits swaying in front of me. I wondered if they had really grown to that size in just two months and how big they might get. I glanced behind me and saw Cindy’s were a bit larger. Then Denise leaned over me, helped Cindy hold my arms down, and began trying to kiss me. I turned my head several times, and all the men were laughing at her attempts to kiss me. Cindy switched from holding my arms to holding my head still and soon I found Denise was working on making out with me. I was absolutely humiliated that she would think I wanted a make out session with another trainee, and that was when it hit me. Her chore was this; to use me as her next step and that had to be to demoralizing to her.

Despite suddenly feeling sympathetic to her plight, I couldn’t willingly make out with another guy, even if he did look mostly female and effeminate. I was tormented by her for several minutes until I understood her side in all this wouldn’t be over until she had won me over. I swallowed my pride since she had basically achieved her assigned level of humility, and pretended to give in. It probably was made a lot easier for me by the breasts pushing into and around my bare chest. When I felt her hardened nipples poking into me, I quit protesting and did my best to think of Denise as a real girl to quiet my own fight.

Cindy had disappeared and when I saw her again, she had stripped out of all her clothes and was getting down beside the two of us. I actually considered her the prettier of the two and the most “turned”, but when she tried to take over kissing me from her friend, I still fought her some. The fight only lasted a couple off minutes before I decided to go along with the program.

When I saw Denise again, she too had stripped down and was getting closer to watch. Cindy began kissing my face and nibbling at my ears. In so many ways, this could feel really good if not for all the freakiness. Her nibbling on my ears probably had a secondary reason though. She began whispering to me things I might have said to a girl. She talked about wanting to make love to me and needing to feel me close to her. Despite her heavy tits trying to persuade my chest to go along with things, my mind was flipping out over the idea.

After shaking my head at her repeated requests, she started crying softly and begged me to take her. She whispered very quietly that this was her feat to accomplish and that she had to get me to fuck her. Granted, I had had anal sex before, but certainly not with a dude. But her pleading became incessant and I was really beginning to feel sorry for her. She must have seen something in me, because I saw her smile and then she began kissing her way to my crotch.

Cindy spent the next several minutes sucking me off, but I knew it was just to get me really hard for her. She had become really good at giving head and I would have to admit that I was responding to her efforts. When she sat on me again, she placed my now hard cock to her ass and began trying to sit down on it. I kept looking at her cock and balls and just couldn’t bring myself to helping out. Then she seemed to get really upset when she saw she was failing and fell to my ears again. While she kept her hands working to keep me hard, she began begging me to fuck her. I kept saying how I couldn’t fuck another guy to which she insisted she really wasn’t a guy anymore.

She was making it very hard to keep to my last vestiges of morals when I saw her owner begin to tell her she had failed. The look she gave me told me that she was so very afraid to hear that, so she made one last effort at kissing me to change my mind. She broke away and made a last plea in my ear that she would help me in any way necessary in the future if I helped her now, so I finally relented.

Her owner was just coming over to us when I flipped her off me and onto her back. His hand grabbed her arm in a menacing way and I brushed it away from her. I told him to leave my bitch alone and that I was going to fuck her. The fear in Cindy’s eyes melted aware into a thankful lust over what I had said. Her owner backed away and I worked to flip Cindy over, and then pulled her ass into the air.

I felt ill knowing that I was going to fuck another guy in his ass, so I tried to look at her as the girl she more closely resembled. It was just that her cock and balls was an ever present reminder to me of what I was really doing. I spit on my hand to wet my prick and started to mount her. It seemed an impossible task to stay hard enough to get into her, so I grabbed her tits in my hands and tried to realize her feminine side. Her tits really felt so natural and like those of perhaps a fifteen year old. I rested the side of my face against her back and found it rather easy to slide into her now. I wondered how often she had done this. She was way too relaxed for this to be the first time she got fucked. I guess the act of getting fucked really turned her into a girl in her mind, because if it wasn’t for her balls slapping back against my legs, I could have easily seen her as nothing but a hot girl.

Cindy responded to my efforts like a pro and soon I was fucking the hell out of her. Denise was off to one side cringing as if he, rather she, might be next. I couldn’t imagine doing this a second time, but fucking my fellow captured trainee was becoming the best sex I had had for my own benefit in over eight months now, so enjoying it was becoming easier. When I was ready to come, I finally became aware of the camera whirring away and made a sincere effort to fuck her hard. It wasn’t until she began telling me to cum for her that it seemed really natural. She began fucking back at me and I strained and moaned my way through a pretty fantastic finish.

When I was done, I took a last feel of her tits. Probably more to think about what I could’ve had if I was going to stay than anything, but she grabbed one of my hands and seemed to relish holding it to her tit. When I pulled out of her, I watched her struggle to her feet and awkwardly fall forward a couple of steps. She resembled a girl so much in those actions that I had to wonder how much longer it would be before her training would be over.

The men were all excited at finally getting us to mate for the camera. As if to celebrate, I was picked up off my knees by one of the men and was shuffled over to the rear side of the couch. Before I knew what was happening, the two other owners were talking about fucking me like I just had Cindy. I started squirming around to get away and begged Buck to help me, but when I saw his smirk, I knew this was about the same thing he had done to me a couple of hours ago. Even though I was fairly sure they were screwing with me, being bent over the back of a couch fully nude left me highly vulnerable. After being teased relentlessly for a couple of minutes, I was finally let go at Buck’s command.

After many jabs at my “cute” ass, we were all sent off to the secluded room. Our moments alone would prove very educational and I was quickly brought up to speed over so many things. I kept trying to tell them that I would be free of all this tomorrow and even asked if they wanted me to get a message to anyone for them. In case I was being set up, I didn’t even mention going to the cops or turning in any of the club members. I was rather shocked to hear that we were all in sort of the same boat. None of us really had anyone to worry about us and that seemed to be the real reason we had been acquired in the first place. We weren’t going to be reported missing by anyone.

I got the distinct feeling from both of them that they had already been fairly well brainwashed into accepting this new life style. Cindy told me that because of what she had just gotten me to do to her that she was at a new level. It seemed that as a requirement to continue on with what her owner was providing her, she had to agree to a year of servitude to pay off her debt to him. I couldn’t quite understand her reason for feeling indebted to anyone, but I wondered if that had been part of her training to think that way.

The topic turned to me and I asked about how hard it was going to be to handle Milkshake. I was told that it was extremely hard to accept as much cum as he provided and that no one was ever expected to swallow it all. It was just impossible to handle it. Cindy told me about how it would jet out of him so fast that I didn’t really have to worry about swallowing any of it. She told me to just fake it really well and Buck would never know the difference. It seemed that only Milkshake could really tell if his victim was swallowing or not. I asked about what to expect of its taste and Denise informed me that is was more slimy than creamy, and it would coat the inside of my teeth. He, she, wasn’t making it any easier on me.

I finally had to ask if they considered themselves willing participants in all this craziness. Cindy enlightened the hell out of me. She told me that we all had been very skillfully picked. Somehow, these guys knew just who would be most susceptible to this lifestyle. No trainee she had ever met seemed to worry about what was happening to them. The only one she did find any real fear in was the only girl she thought would ever turn fully. I asked her what her version of turning fully meant and I was mesmerized by her words.

“The girl was about six weeks into things and her owner had told her that he expected her to ask the big questions soon. Those questions pertained to asking him to castrate her and … eventually suspected she would ask for the total sex change.”

I could see Cindy had her own fears, but she went on.

“You see, there’s two kinds of us you know. Denise and I are probably just going to do our year and move on. I know I’m going to stay a tranny, but Denise says she’ll probably turn back.”

I was glad to hear that was a real possibility, just in case.

She continued, “But this one girl showed a particular sign that we trainees have noticed. We’re not sure if the owners really know about it or not, but when I saw her go through it that first time, she was crying for an hour.” She turned directly to me and asked, “Remember how I was hard while you fucked me? We take that as a sign that we really only want to play at being girls. That girl though, showed the other sign. She stayed limp all the time she was getting fucked in front of the camera. By the time the guy was done with her, she was crying like all hell. She told me afterwards that she had been trying to get hard all along, but it never worked. You see, every girl that sees that sign in the club has gone on to have the operations, or at the least, allowed their owners to castrate them. Castration tapes are really big money for them and they get to sell them many times over. You’ll find that the more money they can make off you, the better you’ll have things.”

I asked, “Did you ever see that girl again?”

“Once, and she had already been castrated. Her name is Mary; you’ll probably meet her someday.”

I told her I already had and that I still had no plans on staying. But when she smiled weakly, she told me that only a couple of times had captured guys actually left the club. It seemed that that was how much she respected the ability of the owners to select perfect subjects to all this perverseness. She looked me in the eye and said, “You’re one of us. I can see it in your eyes. It took you a while to kiss back out there, but you really… got into it when you did. Sorry, but you are one of us now. You’ll be here next week, next month, and in about a year from now you’ll be ending your stint of servitude.”

I was just about to unleash a torrent of expletives and denials towards her when the door slammed open and Buck came in for us. He grabbed me rather roughly, which was unlike him really, and he began leading me back to the front room. The other two trainees were ordered to follow. Buck pushed me towards my knees in the center of the room and onto a blanket that had been placed in the middle of the floor. I saw that the camera had been moved around a little. The others all sat behind the camera and prepared to watch me get my face fucked. It was obvious that everyone in the room knew that it was my turn in the spotlight.

My nerves were jumping wildly as I looked around for the man called Milkshake and waited for my orders. He had been in the bathroom and all the owners started goading him into doing his job. He was naked and walking rather proud as such. I noticed his cock didn’t look like anything special, but he did have rather large balls. I remembered my talk earlier with Buck over the salability of his videos and tried to figure out what to do and how to act. The trannys had filled me with doubt as to whether or not this was truly going to be my last day, so I was thoroughly worried that my actions needed to put Buck in a pleasing mood, might also give the wrong impression.

Milkshake took his place in front of me and I felt like such a porn star, but not in a good way. He ran his fingers through my long hair until he had a good hold of it and I saw his cock growing hard for me. The teasing and taunting over my humiliation began from all of the owners, and especially from Milkshake. He thumped his cock against my face several times and tried to coax me into opening my mouth for him. Just the thought of him cumming on the videos made me highly reluctant to help out. I felt my head being pushed back by the hand in my hair and when he had successfully forced my mouth open, he slid his readied cock into it. I winced in my humility and eyed the camera as if I couldn’t believe this was happening to me. He started fucking my face slowly while he explained how he got his nickname. The more he told me, the more fearful I became. I couldn’t keep from glancing out the corner of my eye at the camera and I even saw Buck smiling harder than ever. He loved seeing his trainees humiliated and that was becoming very apparent to me.

All the owners made a huge deal out of the surprise coming my way. I wasn’t sure if Buck had told them about me knowing about Milkshake, or even that I had seen several clips of him in action. All the hooting was making it clear that the big part of this was the obscene amount of cum I was soon going to be trying to deal with, and just how torturous to me it might appear on film.

I heard Buck telling me that it would take a while for Milkshake to warm me up. This was the first time I had to suck a man off in front of so many people. At least with Mary and Candy I had been out of my mind drunk. Now I was experiencing the most emasculatory act a guy might ever have to cope with, at least this side of getting fucked in public. That made me feel bad for Cindy since I had just done that to her. At least she hadn’t considered it emasculating since it was more of a graduation for her to a new level.

Several times Milkshake fucked with my mind by telling me he was about to cum. He was just eliciting my reaction for the camera and it seemed to get the others hooting. I couldn’t see much around Milkshake’s hands the way he was holding me tight to him, but I did see that the only ones not elated with my harassment were my fellow trainees. Cindy was only smiling slightly, almost politely, but Denise looked at my embarrassment with a great deal of apprehension.

It did become clear when Milkshake was ready to feed me; what Buck had told me was known as the cumshake. His pumping became very erratic and his fingers fumbled for a better grip in my hair. I was getting so scared of choking to death and vomiting uncontrollably that I didn’t think his grip would mean anything. My eyes were begging for help and when they landed on Buck’s face, I got it but in a very strange way; he winked at me. At first in my fright I couldn’t understand his wink, but then I remembered the camera and our earlier discussion. This was the money shot and I just knew it was all important to get it right, no matter what.

The part of acting as if I were being forced was easy, because I was. Acting scared, again I was. Putting some fight into it would come the moment I felt that first gush, for sure. I kept huffing to make sure I had breath and remembered Cindy telling me that no one would know for sure if I was actually swallowing or not. So, when Milkshake let out that first unmistakable grunt of relieving himself, I worked to close my throat as tight as possible. What I didn’t know at the time was that that can’t be done. You can make your muscles refuse to make the swallowing motion, but it was very clear where that first load of watery cum landed. That’s when I found that evolution had overcome the ability to refuse to swallow by inserting a reflex action in the throat muscles. The second my throat had filled, my reflexive action swallowed it down.

I thought my eyes would fall out of their sockets when I felt what had happened and I strained to get way from my torturer. I would find out later that Buck had prepared him for a fight and had even given him his permission to override my efforts. I wasn’t able to back away enough to even get air before another blast of fluids filled me again. And again it was a load dumped so far back in my mouth that I was unable to keep my reflexes from removing it. But this second shot was so large that I instantly understood why a flood of cum came running from the other trainees mouths; it was simply too much to swallow at once.

I had run out of air and fought like hell to get away from this man, but I heard him say, “One more shot bitch!,” come from Milkshake. I had no choice but to hang on while waiting for it. This time my brain seemed to screw up the situation and I felt almost all of the cum flushing out of my mouth around Milkshake’s shaft.

He let go of me and I fell away from his cock to expel what I could and get one quick gasp of air. My head was immediately put back in place despite the fact that I was still choking and the cock tormenting me was put back between my lips. After just a few more quick thrusts into me I received another blast of his watery sperm and everything fell out of my hands. I just tried to stay conscious and stopped fighting him. At least I thought I had, but later when I saw the tape I saw I fought throughout the entire episode. In my mind at the moment, I was only trying to figure out what was going on and had a sense of massive amounts of liquid gushing into me, and then out around his shaft. When I was totally out of breath and just about to pass out, I forced myself to take two quick swallows to clear my throat in an attempt to grab for air, but all I felt was a thick load of fluid going into my belly.

On the tape later, I saw that I never really looked like I passed out, but my brain had certainly shut down. Milkshake knew I had taken as much of him as I could and as I fell away from his hands, he grabbed his cock and shot his last spurt over my face. I remember my head falling to the floor from there and a moment later it was like waking up. I was still light headed and looking around at the delighted faces around me; except that is of the other trainees. They looked horrified at what I had gone through. Before being ushered away a few minutes later, Cindy quieted told me that I shouldn’t have fought Milkshake so much and it wouldn’t have been nearly as bad for me. Buck overheard her say that and smirked knowingly.

When everyone had finally left, I found I was automatically cleaning up the blanket that I had been kneeling on. My mouth was flaming up with the overwhelming tingling of live sperm and my teeth and gums seemed still caked in it, yet I was worried about the vast amount that hadn’t been forced down my throat might soak into the carpet. Buck came next to me and grabbed my hair to force me to face him. Still nude and almost unaware of the cum still coating my face, I seemed so insignificant to the world as I looked up his massive body. When I saw him smiling and wide eyed, I seemed to come back to earth. His face was telling me that I had done a good job of things and for some sick reason, I felt a great deal of comfort in that.

Buck sat on the couch until I got everything cleaned up, including myself, and even put the camera stuff away for him. It was like I had cleaned up my own crime scene. I handed him the cassette from the camera, but he gave it back to me and told me to pop it into the player. I was ordered under his arm on the couch and forced to watch the entire thing with him. I found fucking Cindy rather erotic and it got my spirits almost back to normal, but then it went to Buck introducing me to my next step in my transition. He was speaking to the viewing audience, but stood off camera to do it. He told the audience how I had been tormented all day about getting my first cumshake and how there would be many more in the future. The thing that seemed really incredulous to me was that he stated that a month from now, I would be so well trained that I would be able to suck down every drop of my cumshakes.

I then saw Buck roughly placing me onto the middle of the blanket and how scared I looked. My chain showed me to be every bit the captive I was and I could see I was trembling. I appeared very nervous as I looked around the room for the man I knew as Milkshake and it was clear when I had caught him coming near. Buck kept squeezing my bare leg over every detail he thought was selling my demise the best. I stared at him for a moment and saw he was truly delighted to see me being manhandled. His cock was clearly rock hard as he watched my fear and abusive treatment. The money might be the excuse for the taping, but it was abundantly clear to me right then that it was my reactions and physical manipulation of the events that was enticing him into acting as a twisted pervert.

Perhaps even more twisted than the way Buck was acting, was what I did and said next. I grabbed his hardon through his pants and rubbed it hard. I then asked him, “So, did I do a good job for you?”

He began telling me just how good of a job I had done and I felt mortified by how thrilled I felt that I pleased him. I worked his pants open and grabbed his cock out. While we both continued watching my torturing display, I worked his cock very slowly. He stayed so hard for me and I could feel it spasm each time he got excited by the tape. I started asking him how I had compared to the other trainees and when he told me how elated he was over my abilities next to them, I leaned over and took a long, slow suck of his cock. I sat back up to watch the tape and Buck as he reacted to it. How far into this decadent behavior had I falling? And how was I feeling pride over my exploitation with it?

I told Buck how my mouth was still tingling from the taste of his friend and spent the next several minutes sucking him off as he watched the tape. I twisted my head to watch while I worked on his cock, and when he couldn’t hold back any longer, he paused the tape. Even though I was doing this blowjob on my own and trying to take as much of him as I could, I grabbed his hands and placed them to the back of my head. This time I wanted to take his cum down my throat, but I knew my reluctance would still prevent it from happening at the last second. When I saw he was merely resting his hands on my head, I paused and told him the most awful truth imaginable up to this point. “I still need your help.”

I went back to blowing him and lust flushed over my face when I felt him take a good grip on my head. He took total control of my head and thrust up into me hard. When I heard him telling me to swallow, I felt him buried so deep into me that his sperm flowed into my throat. I gulped and barely fought him from feeding me; from relieving himself in me. When he was done, I sat up and stared at him a moment. We seemed to have a new understanding, even if it would only be for another few hours. I grabbed the remote and switched the tape back on to watch the ending of my interlude with his friend.

As I watched the tape, I became aware of all the excited chattering going on in the background. I couldn’t believe it was because of me that all these men were so beside themselves in raw sexual energy. It was right then that I had my first fleeting thought about staying; just a couple more days of course. But when I caught a glimpse of my own chest and the puffiness around my nipples, I wondered just how long I could endure this humiliating experience in exchange to feel my own breasts in an exaggerated size. I became scared over what I was thinking and went back to concentrating on the tape. I also noticed for the first time that Milkshake was never in the full view and realized that was to keep him from being identified. When it was over, Buck spent a half hour on trying to talk me into staying with him. He was trying to seduce me into handing myself over to him to see just how far I could go as a girl in his hands. He kept telling me the points that showed my willingness to explore this dark side of me, and used my voluntary blowjob minutes earlier as an example of that. I was growing afraid of the hold he seemed to have over me and how he often knew what I was thinking before I did.

We went back and forth for quite a while and then watched a movie together. Sitting next to him nude made it impossible to ever get his words out of my head, and I was growing so afraid of the things he had got me thinking about. I couldn’t help looking at him a dozen times and wondering how much I could trust him. So far, he still hadn’t hurt me, other than destroying my manhood and turning me into a cocksucker. He had kept to his word and it even seemed that he was still going to let me go at the end of the day. He had asked me where I would prefer to be dropped off later on and my fears all but vanished.

After Buck went into the rear bedroom, I walked around the front of the house to exercise my ankle. It was nice to be able to walk around free of the chain finally, and I wanted to show my appreciation for him having given me that freedom. I decided to play nice for the last few hours of my detainment here and even mused over the possibility of offering Buck a final blowjob to show no hard feelings. I was a little afraid that he might take it the wrong way though and guessed that I probably wouldn’t be able to do that.

I was walking past the window on my way to see what Buck wanted to eat for the final meal I would be preparing for him, and secretly to see when he would be releasing me, and then I caught sight of a car pulling up the dirt road. I feared that I would have another torment to endure before gaining my freedom. But then as it got closer I could see it was a police cruiser. I lost my breath and unlike one might think, instead of making a break for the door to call out to the cop, I just froze.

I thought about my options for a second and then called out to Buck. I had to call him a second time when he told me to go back to where he was in the bedroom. He came out in a foul mood and wanted to know why I was suddenly disobeying him. I was frozen in place looking out the window. My mouth was partly open and finally I just nodded my head towards the view. I took one quick look at Buck’s very nervous face. While Buck was trying to think about what was happening, I walked to the rear of the house and through the closet, rearranged the hangers to conceal the secret door, and shut the door to the hidden room.

That had been my best and only chance to get away so far, but instead I hid and waited for Buck to come and get me. I knew my decision on whether to stay or not had just been made, but now it was time to come to terms with myself over whether or not I could really handle what might well be coming my way. It seemed to take an eternity before I heard Buck coming to get me. When the door finally opened, it made me jump even though I had heard him coming. He stood in the doorway and looked down on me in total silence.

“Thanks,” he said to me, “I guess I owe you one for that, Billy. He had the wrong house, but I was wondering.”

I glanced nervously at him a couple of times while I waited for him to make the obvious assumption he was due. I couldn’t stand the silence; I knew what he was thinking of me. He had to know now that he had turned me and broken my spirit to fight him. But it was more than that. I had made a conscious decision to hide, and that could have only been for one real reason and he knew it. I didn’t want to get him into trouble. He had taken care of me the way he had promised all along and had even… taught me things about myself that I otherwise never would have found out.

I can’t say what he was planning on doing, but I knew for sure he didn’t expect what I threw at him. He told me to follow him and he’d give me my clothes back. As I followed him through the secret doorway, he told me that as soon as it got really dark, he’d drop me off someplace. I suddenly felt almost as scared as everything else had been to me up to this point. The difference this time though was that I was just as scared over what I was thinking as I was over what might happen to me because of it.

The cuff that had been on my ankle for the past three days was still lying at the foot of the bed. I watched Buck continue walking down the hallway while I stood there debating if I had the nerve to tell him my thoughts. I knew I couldn’t vocalize my desires to him without crushing the symbiotic relationship we shared, so, I sat on the foot of the bed and reached for the cuff. I picked it up and held it in front of me to study the possible implications it held for me. Buck must have heard the chain rattling and turned back to watch me as I crossed my right leg over my left knee, and stared at the cuff as I snapped it over my ankle again. With that metallic click of the metal hasp came the reality that I had just handed myself over to Buck as his to use as he saw fit.

Buck walked back to the bed and stood there watching me with that same grin that had suckered me into so many things already. He grabbed his crotch through his pants and rubbed himself a little as he asked me, “You sure you want to play this game, Billy?”

I could feel my entire body shaking in fear over what I was doing. I gulped hard and tried to find the necessary words needed to indicate my complicity in his scheme, and all I could come up with was, “Don’t you mean, Sidney?”

“So,” he said, “I guess I have myself a new little girl to train.”

I guess my vulnerability was right out there for him to salivate over, and he bent down, grabbed me by my arms and threw me prone onto the bed. I watched him slowly taking off his clothes as he stared at me like I had just been a new purchase. My trembling grew worse over what he might want to do, but I also had a great deal of faith in that he was going to continue taking good care of me. I knew I had to expect some kind of a victory dance to having successfully turned me into his next project, so I began preparing myself mentally to endure what would most likely be a very aggressive act of gloating. I knew I had no right to complain over how he chose to celebrate over his acquisition of me.

When he pushed his underwear down, his cock was at full mast and I was glad to see that his attraction for me was as great as mine had grown for him. This was the third time I felt somewhat pleased with myself that I could make a man hard for me, but now that I had handed myself over to him, it seemed even more satisfying. When he saw me staring at his cock, he told me he had known since he met me that I longed to be a cocksucker, but he also knew I probably never even thought about becoming some man’s bitch in the process.

“Well Sidney,” as he grinned smugly at me, “I guess it’s time to really break you in. You ready to get freaky?”

“I guess, but… this doesn’t mean that any of this is any… easier for me.”

Buck assured me that he would be able to overcome my reluctance and teach me everything I needed to know to make him a boat load of money. Hearing him so bluntly telling me that my main purpose was to make him money was scary at best. But, if that was what he wanted from me in exchange for everything I would take from him, then that was simply the price I was going to have to pay.

He climbed over me, straddled my legs and worked his cock in between my legs. Having done this myself to a girl or two that hadn’t wanted to fuck at the time, I knew he wanted to hump me. And the fact that he had been teasing me all day, as well as getting his friends to help, by mock fucking me told me that he really wanted to see me as a girl. I participated and squeezed his erection tightly between my thighs for him. That became the easy part. After dry humping me for a minute with his head buried into the pillow, he pulled his head back and took a serious look in the eyes of his new property. Then he did the one thing he had really seen me show a distaste over; he began forcing his mouth against mine in a lengthy kiss. His rough beard was scratching against my face, but it also worked to make me feel like the submissive bitch I had to begin displaying, and even understand.

Buck was going into a dream world and began pinching and rubbing my nipples very roughly. That was the first time I felt something different in that area. I knew the new sensitivity had to be telling me that soon I would be seeing the same buds growing in, as I had seen in the pictures of the trainees someone had hidden in the secret room. Thinking about their impending arrival helped make me act more effeminate for Buck and I was soon working my hips against his humping to help him get off. I figured after a moment that dry humping me couldn’t be all that satisfying for him, so I started pushing on his chest so I could work my way down under him to his cock. This was also a first in the respect that I wasn’t just planning on blowing him just to make him feel good, but this time is was to show a certain subservience as his bitch.

I hadn’t planned it well, because as soon as he had aided in acquiring my new position under his crotch, I saw he realized wrongly that I wanted him to deep throat me as his friend Bobby had been doing. But Bobby’s cock was much smaller in girth and I was still very certain that Buck trying to do the same thing would rip my throat open. It would have been so sinful to have worked my way into this position just to tease him, so I allowed him to at least begin trying. I tried holding him off me to keep from getting hurt, but the minute he pushed once too hard, I got scared and made a fateful decision. I knew I couldn’t live through what he wanted, so I decided to give him the next best thing instead.

I twisted and squirmed to take my place back up under his full body. I could see he felt teased and bewildered, so I slowly started pushing my hands against his bare chest to raise him off me. I could see the confusion in his eyes. He grew even more bewildered, until I started to twist my body over and onto my stomach. About half way through the turn, he began to understand what I was offering to him and raised his body until I got fully turned over. At first he placed his cock between my legs and went back to humping me. I guess he would have been satisfied with that, but I wasn’t. I had made the decision to be his project, and I wanted to leave no doubt in his mind about it.

The words wouldn’t have come out the way I wanted them to sound, so I let him hump me while I decided on how to tell him I was his for the taking. I guess in the mindset I had fallen into it made it easier somehow to come up with a way to insure he understood fully what I was giving to him. I could have just told him, “my ass is yours to use”, but it wouldn’t have made him my master, only given him my permission. Instead I used the male domination aspect of his ego against him and taunted him in that way kids would elicit responses by setting out a dare.

“Is that the best you can do? I thought you wanted to prove to me all day how I was your bitch.”

The dry humping stopped and for several seconds I wondered if I had gone too far. I felt Buck raise his bulky body off mine and as I laid there stoically, he ripped the cotton panties down my legs until they hung from the chain. I laid there on my belly with the very orifice Buck and others had used to taunt and frighten me with, exposed to the open air. Then, what could only be construed as an extremely aggressive sexual assault began. Not knowing how much fuel I had already added to the fire, I kept jabbing at his ego. I was playing with dynamite, but I felt that this moment was the most important opportunity I had to show Buck that I was going to cooperate in the most humiliating abuse I could imagine, so I would have some measure of safety in the future. Considering I was facing the likelihood of being pimped out to other men at best, and losing every iota of maleness at the other extreme, I was going to have to trust Buck to protect me along the way.

Maybe it was the intrigue of being able to look in a mirror and see a new gender, maybe it was that deep down there was something I really liked about the way Buck had controlled me up to this point. Three days ago, giving a guy a blowjob was nothing more than the very rare thought during a jerk off session. Now I was questioning my own desires, and how far I would allow another person to use me for their sexual gratification. I knew Buck was still standing there trying to figure out just how far to take this, so I finally called him a wimp to provoke him.

Buck grabbed my ankles, forced my legs wide, and began climbing between them on his knees. Fear gripped me over what I had set myself up for and then thinking about the thickness of his cock fueled that fear even more. I started to crawl towards the headboard of the bed and Buck grabbed my hips. My legs were spread wide, my ass was somewhat in the air, and I never felt so vulnerable in my life. Buck was nearly twice my size and knowing that I couldn’t begin to defend myself against him had to be the reason I had allowed this. I began fighting to get away from his grip and felt his fingers grab my lower buttocks with such an intensity that my cheeks were spread wider. He was holding my abdomen slightly in the air as if to aim his target. I grabbed the headboard and was able to pull myself free from his grip momentarily. I twisted my legs under me and that made Buck force them out and back into the proper position.

Everything I did to hide my asshole from his use was instantly rebuked and corrected. His grabbing to control me was beginning to hurt, but it was overcome by my need to get away from him. There was no way I could possibly, nor willingly allow him to fuck me. I was now equally afraid of him ripping me open, and at the same time, needing him to abuse me in the most defile manner I could think of to show me I was wholly his to take. I wanted him to win so badly, but now that my fear was driving me, my fight was genuine.

I felt a hard, stinging slap across my right cheek that hurt so much that I was stung into a frozen pose, and he used that moment to position me for his entrance. One hand went under my belly and hoisted my ass in the air. When I felt the head of his cock being pushed against my hole, I renewed my effort to keep him out of me. I felt so helpless and puny in his hands. His cock went back to my hole and began pushing again. While my hands clamored for anything above my head to help pull me away, I began feeling my eyes tearing up. My voice went up a couple octaves as I begged him to stop. I hated what was happening to me, but I would have hated Buck more if he didn’t stay the course and take from me what I knew he had been thinking about all day.

I found myself secured so tightly under his hold and weight that all I had left to do was try to relax my muscles. He toyed with me and began insulting my manhood. I was called his bitch repeatedly and emasculated over and over by his taunts. The real effect was that it was all coming together to effeminize me. That helped in so many ways, but the mental anguish over losing my right to be a man was the ultimate embarrassment. I felt him toying with my opening with his hard cock and could do little more than jerk a little. When he made a serious push to enter me, I lurched forward, but he managed to hold his ground.

Buck made another effort to push himself into me and had more success. I could feel my sphincter being forced open and screamed from the pain. A torrent of belittling insults were hurled my way. I was called a cock tease for my conflicting actions, and then he said my “pussy” was his for now on. I was just coming to terms with that remark when he made another hard push and I felt his hard cock sliding slowly into me. It hurt so badly as it forced my acceptance that I started crying openly and fluently. My body found one last surge of amazing energy and lurched forward again. This time his cock fell from me. That moment was when I failed at retaining my right as a man and thus truly started my dive into thinking of myself as a transsexual. I wasn’t a girl yet, but it was just as clear that I was no longer a man.

I instantly realized that despite having been an involuntary reaction, it wasn’t a good thing for me. He was going to have to force me open again and I felt him dragging me back for that attempt. I felt my ass pulled into the air again, received another hard slap across my ass, and was stunned into a frozen pose a second time. Tears ran down my eyes when I felt him applying pressure again and he gloated over laying claim to my “pussy”. Right then I knew that that was the only way I would ever look upon that particular area again. He had turned my ass into a females’ pussy and now I understood exactly what it felt like for a girl to lose her virginity.

My mouth gaped open as I felt his cock enter me again, despite no sounds being able to come from it. I wasn’t a person any longer because the moment I was hooked to him, my body simply became a part of his. I was no more than an extension of his organ and my only purpose was to make his cock explode in orgasm. I became nothing more than a sex device to his whims. He gave me a moment to become accustomed to his girth and that was the only mercy he would show me.

The fucking motion began and with each thrust came more pressure on my bowels. He treated me like the virgin I was and went slowly at first, but probing how deep he could go didn’t wait. Each thrust into me may have been slow, but it kept being forced deeper until I heard him straining in despair. When he found he could bottom out on me, the real fucking began. I realized that as he sped up, my pelvis rarely touched the bed. I was suspended by his cock with a little help from my knees. I was starting to hear that his taunts were meant to ensure me that I was now his property and what I wanted would only come about if I was a good girl. I wondered what more I could do to prove that to him, but when I tried to say that to him, all that came out was, “I’ll be a good girl, I’ll be a good girl.”

My first fuck had to be the most painful thing I would ever live through, but if I was given a moment to contemplate if I would end it, I wouldn’t have. Buck had won me, whether it was his brainwashing efforts, his soft and firm tone didn’t matter. I had decided that I wanted to allow him to do to me as he had the other trainees, and backing out wasn’t even a possibility as I felt him pleasuring himself with my pussy. I think his lack of concern over whether or not I was having any fun played a big part in his domination over me. What I wanted was of no concern until he got what he wanted. I found myself waiting for any sign that he was close to being finished with this exercise. I realized that there were only two words I would be able to say when he was done indoctrinating my pussy and tried to think how I would give them to him.

As effeminate as I was already feeling, it went to a new height when he reached under my chest and twisted the fat around my nipples. He squeezed the newly forming material roughly between his fingers and since my new pussy was hurting so, it really didn’t hurt. I brought my hands to cover his and gritted my teeth. When he saw I was pulling his hands tighter to my chest, another volley of demeaning taunts were hurled at me. He wanted to make sure my mind was accepting my new subservience and he was doing a very good job of putting me in place. So well, that I found myself half turning under him and offering him the ability to kiss me if he wanted. He took the offer and though we could barely reach each other, it did something to me. I dropped my head back down into the pillow and began bumping back against him.

My tears had faded and I started moaning for him to fuck me, even to fuck me harder. Considering how much pain it was causing me, I couldn’t believe those words were coming from me. I felt him sit up higher on his knees and he hoisted my lower half along with him. My legs began flailing around and I started crying again. I knew he was close to dumping his first load into me and I felt so triumphant over my ability to endure. I may have become his bitch through this act, but in so many ways, he was becoming mine at the same time. His actions may seem like they were only for his concerns, but I was going to be getting exactly what I wanted at the same time.

When I felt his final hard push into my ass, I struggled to feel him cumming. All I could feel was a warmth, but I knew right then that I was going to do just about anything Buck asked of me. If that meant becoming more of a girl each day in my training, I would have to find the strength to do it. My position was so awkward that it seemed impossible, but all I could think of was how I had just really satisfied a man for the first time as only a girl could. A guy couldn’t have allowed another man to use him so fully. My mind flashed back to the conversation with the other trainees earlier, and I made a mad dash to feel my own cock before Buck was finished expelling his cum into me. What I found was both the ultimate intoxication, and the ultimate fear.

A fear ran through me that the older trainee was right. As Buck’s girth proceeded to decrease, I realized I was more horny than I’d ever been in my life. But my cock was no more than a flap of skin swaying beneath me, which contradicted everything male I had ever known. It scared me so much that Cindy might be right about what that would mean, that I tried to force myself to get hard. I was horny as hell, yet even after the pain began to subside, I remained that way and stayed soft. When Buck pulled his cock out of my newly ordained pussy and I flopped onto my back to look at him, I was still just as horny, yet I had no desire to jerk off or anything. I was perfectly satisfied that my man had effectively used me and that feeling seemed to replace my need to ejaculate myself.

I looked at Buck as he began to roll off me. I seemed very content that he had climaxed and even though I hadn’t, I was just as satisfied as Buck. I found myself saying, “Thank you,” and when he smiled, I added, “I’m glad you didn’t let me get away.”

I stood up and he asked if I was going away now. I looked down at my ankle to see the cuff, and lifted the chain to show Buck I was his captor again. He closed his eyes and I headed for the bathroom. I looked myself over for a moment and saw the slight puffiness around my nipples, my still very flaccid self, and then tried to inspect my ass, forever now to be named my pussy. I saw no blood although I thought I should considering the thickness of Buck’s cock. I washed myself thoroughly and tenderly because of the soreness.

I rinsed the cloth and went back to find Buck on his side and asleep. I gently washed his cock and balls; partly because it seemed my place to do it, and partly in case I was expected to service him again when he woke. I set the cloth on the nightstand and looked at my swelling buds again. I massaged them a little as I watched Buck sleeping and found that that spurred my horniness in a way that wouldn’t have happened a week ago. I looked at the man I now viewed as my owner and found I had the greatest need to feel his touch. I laid down beside him and curled backwards to meet his body. I draped his arm over me, placed his hand over one of my new buds, and held it there with my own hand.

Since the moment we had first met, Buck had somehow known that I was perfectly suited for his desires to enslave me, re-gender me, and make money off that process. In the last three days, he had either quite successfully brainwashed me, or amply revealed deeply hidden needs in me that I had failed to realize. Either way, I felt my limp cock and balls and wondered if I would be losing them to his future requests. I imagined what I would look like without them and felt a rush of tingling in my crotch like a minor orgasm. This bastard, whose arm I held around me, had brought me to the door of transexualality; would he get me to walk through it?

He had told me that he knew what I really wanted and how deep down I wanted to explore the possibility that what I wanted was to see what being a girl was like. I remembered the other trainee telling me that which sex I wanted to remain dominant would become evident during intercourse. Hard, I wanted to remain a male, but since I had remained flaccid, I wanted to feel subservient. I knew Buck would have fun if he knew what I knew now. But I still needed his help in pushing me there, so it had to stay my secret for now. In the end, what Buck wanted of me was foremost to prove his ability to change me… and he was winning.

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