Warning: The following story includes subjects intended for adults over the legal age. If graphic, sexual scenes involving consenting males engaging in sex acts are offensive to you, or if you are under legal age, STOP HERE! Names, characters, locations and incidents are either the product of the author's imagination or are used fictitiously. Any resemblance to actual events or locales, or persons, living or dead, is entirely coincidental.
This story is planned to involve incest and raunchy acts between adults and youngsters.
Expect graphic scenes involving anal stretching, urethra play, fisting and prolapse kinks. There's no scat kink or action in this story.
Before enjoying the story consider donating to Nifty. There aren't many sites that allow us to upload and enjoy these erotica. Nifty is the best and most secure of them. If you have some spare coins lying around throw them at Nifty, it's worth the cause!
Personal Update: There has been a couple of years since I posted on Nifty. Pandemics, college and work impede me on writing storys. I also lost my energy to post the Bill and Patrick stories but have been cooking a few chapters of other stories the last few months. I do want to keep going but don't know if I'll be able to, so please your messages means the world to me.
The Oath: Chapter 1 - Anal Angel
What do you do when you're a billionaire? That question always plagued my mind. I was born to a wealthy family, one that always had too much money. By the age of twenty-two, I hit my first billion just from investments my father had made in my name. From there I went to college and finished my own business degree. After that, I went into managing some of my father's enterprises to support him.
Sexuality wasn't a problem. I was always accepted as a gay guy in my family. Even though I'm very wealthy I kept myself to a few friends. At times, when you lead a lifestyle like mine, life can lose its meaning. For that reason alone, I was always crafting goals. Among them, I had created several charity programs to help LGBTQ+ youth.
After a few years, people started to wonder when I'd find a partner. I'm not a perfect man is all I can say. Since my early twenties, I started an impossible taboo mission that was all about my darkest side. I was always obsessed with extreme anal sex. Since I was a teenager watching gay porn I always loved watching guys taking huge cocks, toys, fists... My cock was always got extremely hard when bottoms gaped and prolapsed, showed off their insides and/or pissed themselves squirting from anal pleasure. It was my guilty set of desires that matched my own body.
To speak about it, I'm a 6'3 tall guy. I was always very big, even when I was a teen. My hair is black, it changed through the years but it was mostly combed back with a little pompadour and fade-out shaved sides. Being very tuned into practicing sports made me quite fit. I have big arms, nice pecs, good thighs and a big butt. It isn't anything extremely big but nicely sized. Except my cock which is just abnormally huge to say the least. For the face, it was always handsome. Trimmed black beard, green eyes, nice reddish lips and good cheekbones. I also have some body hair all over my pecs, legs and butt with a nice happy trail on my abs. There isn't a lot of hair but enough to give my body a more masculine look. I could say without any modesty that I always had some kind of model level beauty but thicker and fitter than most high fashion models.
The cock is one of the most talked about features of mine though. When you're born with something that's almost twelves inches when fully hard and around five inches when limp you're going to be talked about. At times it was even hard to conceal it. It's even harder to find guys interested in taking that.
Adding to it, I had one specific desire. While not exactly attracted to young boys my dream was to find one little boy to raise as my own anal slut. Yes, I spent most of my twenties working and searching for a special little boy. It is as they say, the perviest guys do look the best. It's also the perk of being a millionaire, I can spend a lot of money to get away with it. I have tried before with a couple of boys but it didn't work out. The boys just couldn't take me or accept their fate as mine.
Among these boys, I had set plenty of little ones free from their sexual work to set them in schools and even started some charities that were all about protecting children from sexual labor and setting them up in life with a good education. This was a way I found to pay for my sins, even if my actions would be forever wrong. Once again, it is as they say: the most affectionate towards the little ones are the biggest perverts.
That didn't end my search for a boy though. That was until a friend of mine had set me up with an underground European agency that worked with wealthy people to find what they were looking for...
And here I am, sitting in their main waiting room. Before we get into it we can talk about how I got here. Right now, I'm twenty-seven. A friend of mine who was looking for the same thing as I did had found his boy. It apparently was an Asian boy rescued from a whoring house where he was constantly anally abused to the point of getting fisted at least once a week at a live show. John was over the moon since his boy's transition to a new life as an anal prince to him went well. He had told me it wasn't easy to fix and educate a damaged traumatized boy pushing him into a role of a little male concubine whose activities included sexually pleasing him. It was all about giving the boy a good life while training him to feel a lot of anal pleasure. And his little slut was only eleven years old, just the right age to be properly educated.
Maybe there are some questions about my friend and me. Where did we get to know each other? It's a little bit complicated but we had this little organization called The Oath. The Oath is a secret organization commanded by guys who like the role of being a top while dedicating their lives to their bottom partners. Although The Oath isn't exactly an organization created to pair youngsters with adults, it happened a lot just because most of us dreamed of having a boy to educate from a young age. The Oath also had its rules, the main one was that once we settled with a bottom he had to become our partner for life. That was to avoid the real perverts who were only interested in youngsters and to expel them from our halls. We could have sex with more than one bottom but... It was settled that the main partner should be the one we would devote our lives to in a romantic and faithful bond sealed by the secret society's inner rituals. The perks of having friends like that were also a little dangerous since The Oath is composed of people rich and powerful enough to end a life in seconds without any consequence. Some of them even had their empire of partners dedicated to exploring the anal pleasures in their deepest meanings.
Now, back to where I was. After landing in Greece I went to an expensive hotel. While my name is William, my fake identity was built around this Jerry name. My men were paid well enough to set this all up with me. There was also a low chance of any betrayal or information leak since I'd bring them down with me if they did so.
The agency where I went into was located in the countryside. The first day I was in there I was supposed to pick a boy and they would bring him into the house. I was only allowed to bring in a bodyguard. We both would have no access to our phones while staying there but we'd be able to make calls from theirs. We were given one discardable mobile phone upon arrival on Friday night. The installations were quite cozy with charming redwood. There was a chef that was there to cook for us and some other guys to keep it safe while also providing some house support services.
And to the point I'm in: this waiting room I was in was different from every other one I had been in. It was underground with quite a modern set of installations and white walls. The typical setting to modern labs you see in sci-fi movies made me a little bit afraid. In my mind this looked like a disguised isolated countryside house with an underground laboratory. It was the environment you were supposed to be freaked out by an out-of-law experiment and not the one to pick a boy for the purposes I was looking for.
It took them twenty minutes to call me to the next room which just made me more scared. This one was protected by a coded vault that was unlocked with some codes, fingerprints and eye and voice recognition tools. I was actually impressed by how organized they were. Once I walked in there was only a table, a big tv screen and a couple of chairs. I sat down waiting until a man came to see me in a couple of minutes. He was a handsome blonde guy with big blue eyes.
"So, you're the new client? Relaxed, heh?" He talked to me after looking at my shorts and buttoned beach shirt. "You may call me Chris. Here are the files. We can watch them in action if you want to." Up to this point, I had spent about five million dollars in services just so they would let me take a look at the material.
The first boy was a Latino one. His pictures showed his body. He had a big penis for a kid, thick lips, a nice butt and a pinkish anus. In one of the pictures, he was shown riding a big horse-shaped toy with a bulge in his belly. I popped an erection from that. How was this even possible? It was also written that he was the best at taking deep penetrations but was unruly in the bed taking a while to be tamed. It seemed like this one needed to be pampered a lot to have him trusting anyone.
"I see, you do like it as much as I do." Chris unzipped his pants fishing his cock out. It was a sexy pale pink dick with a blond bush. My eyes went to it when he started jerking it off. "Do you mind it?" I was just too focused on the boys handing him the Latino angel file. He was slowly beating his meat when picking it up.
"I don't. So, will it be pics only?" I asked looking at the next profile. This one was a black boy with a shaved head, thick thighs and a really cute face. His sex toy picture had him with a large clear butt plug up his hole while he leaked precome with his spread open legs laying on a bed. In his profile, it said that he leaked a lot and was the best at taking thick toys loving the sensation of width stetching. The downside was that he couldn't have anal sex for too long. Apparently, he couldn't handle more than half an hour of anal stimulation having to stop to rest for a few hours in between sessions. It was all about a problem with his stomach or something.
"No, the videos will be ready once you're done looking through the profiles." I picked the third one which had a black-haired white boy with a reddish anus and really nice legs. His skin was also very milky with red tones. There were two pictures of him, one with Chris' fist in his hole and one of Chris spreading his buttcheeks to show one of the widest gaping holes I had ever seen. I started leaking a lot when his profile text said that he was an expert gaper boy. It said that this one loved opening himself up dreaming of the day his anus wouldn't close anymore. He hated deep penetrations though. This one was always running away from depth training.
I was also impressed that it was Chris taking all those pictures while participating in those sexual actions.
I handled the third profile to Chris to finally open the last one. When my eyes hit the pictures of this little blonde boy I was almost sure of it. My cock started throbbing all over. He had light green eyes, blonde golden curly short locks that were shiny, cherry reddish nice lips and a cute button nose. His pinkish nipples were truly perfect while the butt was very nice. It wasn't the biggest one among the boys but was perky, round and big enough. His white smooth skin was incredibly beautiful. He sported some nice thighs and the smallest little penis from them all which was a bonus to me. His was just a little inch spear being too small for an eleven years old boy. His anus was just beautiful, a little reddish-pink button when closed but once his sexual picture came in it showed his capability with Chris's fist inside it.
The text said that this was the only one among them being able to prolapse. His anal orgasms were all about the butt leading him to experience extreme anal pleasure and push everything out of him really hard. He was also able to squirt piss while having butt orgasms and although he was able to cum he didn't do it handsfree or had any prostate orgasms like the other boys. He had to be jerked off to cum. He also was bad at oral sex and gaping too wide. Apparently, this was the shiest of them because it was his mom who started whoring him out from an early age. However, it said that his trust was easy to earn as long as he was not hurt. Hurting him physically or sentimentally made him shy away from company.
"The videos, I want to see the last boy's tape." My decision was already made when I handed the last profile to Chris. "However, I want to buy all of them. Ten million each, the fourth for twenty million." Yes, I'd set those anal angels free in the world. They deserved better. They deserved men like the powerful guys from my organization to take care of them. I knew about other multibillionaires that would treat these three little ones like royalty for the rest of their lives. Fifty million was a very low price in my mind. Being a multibillionaire had this kind of perks.
"So, an European boy for the rich baron." Chris laughed. I had to make an effort to not touch my penis while he jerked himself off. I was denying myself so I had all my energy focused on the little boy when he'd arrive the next morning. "The videos are short. We don't really pamper our clients too much." He picked up a remote control out of his pocket to turn the tv on to select the boy's video. His name was Eric by the title of it.
The first scene showed off Eric taking his clothes. The little eleven years old boy was just beautiful. The camera closed up onto his penis to show the leaking little pink spear on the amazing crotch. It went up to his face focusing on the beautiful boyish face. He turned around going on his fours. Chris was asking Eric to sway his little butt before spreading it. It was so perky with his thick little thighs and small testicles being just amazing. A thick black buttplug was in his anus. Chris took it out, spreading the white perky boy butt apart. The gape wasn't as big as the other boy but it was sizable enough for me to see Eric's insides. The lightest pink shade of rectum walls quivered when Chris started stretching that young anus out.
"Please, stop uncle Chris, your fist is too much! It makes me too sore!" Poor Eric asked. I was starting to be a bit angry. Although in my circle we could be considered the worst kind of perverts we actually took our rules seriously. No boy should be hurt beyond limits, an anal prince should be treated as royalty, no rape is allowed (the boy shall have sex if he wants to, if not the problem was ours to convince him to want to), anal training should be rewarded, anal talent should be treated as royalty... We actually attached ourselves to the boys for life to take care of them. They weren't only objects but actually our future loving partners. It was still abusive but we did it as a way to guarantee we would be the kings for our anal princes for the rest of our lives.
That's why John was so happy to have found his Asian boy and I was so happy to have found this one that would probably be mine. It had been seven years since I joined The Oath tribune and was searching for my boy. Therefore, watching him ask Chris to stop fisting his anus with tears in his eyes was a sacrilege. Such a young anal talent being so mistreated. Chris put an arm around Eric's waist holding the boy in place. He started punching the anus that swelled up in no time. He finally stopped when Eric's legs were shaking. The boy pushed too hard prolapsing out. His reddish-pink anal folds were so beautiful I started almost pissing precome. This was very wrong, even for an Oath member. Eric was pissing himself when the camera closed up on his one-inch-long rosebud and his little an inch penis. His cock and little anal rose were the same side, expect the little prolapse was thicker.
"Look at this little boy clit!" It cut to the next scene with Chris fingering Eric's hole. Eric was lying on his back spreading his little legs. He was obviously drugged to be able to take the pain but thankfully Chris was just using two digits to screw the young butthole. "Cum for your big uncle pussyboy!" Chris started jerking off the little boy until Eric exploded with a watery little cum load followed up by starting piss and prolapse again. His pink anal folds bloomed for Chris to soon cover them up with an incredible amount of cum. It looked like he could fill a tall glass with the jizz being shot all over Eric's penis and blooming anus.
When the scene ended I was shaking. That would be staged, wouldn't it? In no way on this Earth were those things possible. A kid like Eric, the perfect anal angel would be mine! And what was with that non-stop cum stuff?
"Impressed heh? Those are just some pills we use to induce cum production and relax the boys. Eric is a talent you see. The youngest prolapsing anus I ever saw. There's no one like him on our agency." My ears couldn't believe what I was hearing. I wanted to test those pills. I wanted to have Eric but he would never be mistreated again.
"Well, how much for the pills? How many can I take back with me?" After a loud gulp, I recomposed myself.
"They're new bio-tech stuff to be soon put on the market. Five thousand American dollars per batch of ten. One pill is enough for a weekend though." He finished himself off by cumming all over the boy's profiles. Chris was showing off his fat load. "My last tribute to them. This was a good batch, the one that will make me retire from this hell. I'll tune you into our dealers though. Be warned, you'll experience a lot of testicle pain if you use them." He laughed.
"So, how did you manage to get those boys?" I asked being quite curious about Eric's past.
"The kid will tell you about his past. We don't disclose our stories and methods. Some might be too cruel. You got your kid, I'm a multimillionaire now. Consider yourself a hero. You just shut down one big human trafficking system by paying me that much. This life is hell on Earth, I'll probably disappear and find peace. Once we settle this down I'll be out of the eyes of authorities. If you wanna help out more boys and girls let me know..." I looked into his eyes and I did want to help them out. After some talking about it I ended up adding more fifty million to assure that at least a couple hundred kids could be saved.
Life isn't easy. Somehow, even being as rich as I was, that money had its value. For me to develop empathy I had seen poverty with my own eyes from an early age. Guess my parents didn't want me to be completely detached from reality when they took me to extremely poor countries and communities showing how life could be insanely unfair.
After the business session ended I exited the room going upstairs with completely soaked shorts. It was very complicated to deal with those larger amounts of money, especially when trying to close deals that were more about services than buying properties or assets.
Later that night they had told me that Eric would arrive in the morning. I ate and took one of those cum pills. I knew this was extremely dangerous. I was at mercy of these guys, they knew how valuable my head was and I had only one unarmed bodyguard. The pill? I didn't even know what was in it but I wanted to be ready to feel the unrealistic pleasure of this fantasy with Eric. I wanted to take my boy back home with me.
After taking a cold shower I laid on the bed able to sleep only because I was extremely exhausted from the plane followed up by hours of car traveling into an unknown region and unsafe business deals.
If you finished reading the story don't forget to donate to Nifty. You can contact me at assadicteddork@gmail.com for commissions, criticism, suggestions, corrections and requests!
Send me a fun message or anything to cheer me up and I'll be replying as soon as I can.