This is my first story here. Please let me know in the comments if you like the story or if you have any suggestions or requests for the future chapters.
Seeking the Unattainable
„Fuck, still nothing!” Jason yells in frustration as he pulls out forcefully his closed fist from his ass. He has just finished another self fisting session, with no apparent progress in wrecking his hole.
He had been trying so hard for the past 3 years to achieve his ultimate goal - a large, cavernous cunt that could transform with a single push into a beautiful, prolapsing mass of guts, exposed for anybody to see and further wreck.
His interest in stretching his asshole started as a small kink and overtime developed into almost an obsession. Like any bottom interested in fisting he started small, with fingers, cock-like dildos and tiny butt plugs. The first time he fisted his own ass was a cathartic experience - the stretch, the tight squeeze of his rectal walls on his fist, the visual of his whole hand disappearing in his hole made him cum like never before. That was just the beginning. Once his fist wasn’t enough to feel that incredible stretch in his asshole, he moved onto bigger things.
Overtime he stretched his hole with different dildos and plugs, each one more ridiculously humongous than the previous. The latest record breaker was a big, thick, silicone black plug, looking a bit like a huge screw, tapering outwards to astonishing 11,5 cm near the base. It really packed a punch, making Jason breathless when he swallowed it all the way into his wrecked ass. Double fisting proved to be a bit of challenge for him, but with the right amount of foreplay he was able to do it. Jason tried and mastered the sick art of fist punching and fisting elbow deep.
While watching fisting porn Jason noticed that some of the guys were able to push out their own guts into beautiful, glistening, red folds, forming a rosebud that slightly protruded from the asshole. More experienced guys went a step further and stretched their asses so much, that their previously flat rosebud was inflated into huge, cylindrical mass of guts, spilling from their holes. At first he was a bit unsure whether he wanted to pursue something so extreme. The thought kept bugging him though. Committing to the development of an anal prolapse like that wasn’t just about feeling the incredible sensation of stretching the deepest parts of your colon or even about the sick, depraved visual of making your body do something it’s not supposed to be doing. No, what pushed Jason over the edge and made him start this journey was the psychological aspect. He viewed this fetish as an ultimate declaration of his total devotion to stretching his ass for other men to use in whatever way they see fit. The thought of being able to show them just how wrecked and destroyed he is instantly made him hard.
Jason really did try anything to make his dream come true. And I mean anything and everything. Nothing seemed to work though - no matter how big was the plug he used, how many single or even double fist punches he took, how deep he took the fist of his tops. Sure, his asshole grew and became more stretched and elastic over time. He could show a big gape when he relaxed his muscles. But when it came to pushing out a tinies bit of his rectum, there was literally no progress. Using speculums, tunnel plugs or even pumps on his ass didn’t do anything. After each stretching session Jason could feel his insides being loose and yet when he pushed with all his might he couldn’t even achieve a small rosebud.
„I don’t understand” Jason says to himself. „3 years of regular anal practice and extreme fisting sessions and I have nothing. There should be at least a little bit of progress. Every other day there’s a new, barely 18 years old twink on X with a beautiful prolapse that apparently „ spontaneously happened” after just one or two fisting sessions.” he grunts. „Maybe I’m doing something wrong. Or maybe I’m not doing enough. Or maybe it’s just genetics that prevents me from getting an anal prolapse…” This whole situation really screwed with Jason’s head. There isn’t a time during the day where he isn’t obsessing over his lack of prolapse. He has trouble focusing on the smallest of tasks - his mind preoccupied with hopeful visions of his asshole wrecked beyond recognition.
Jason spent an enormous amount of time on researching his problem. From watching slowed down porn videos to analyze frame by frame how a prolapse is pushed out, through reading different, hardcore online forums in search of help from somebody in a similar predicament to actually going as far as paying for an expensive anatomy atlas and course book to learn every single detail there was about the human rectum and colon. The extensive knowledge unfortunately didn’t help much.
Jason stands up from the floor of his bathroom with resignation. He moves over a bit, lube dripping from his loose hole and sinking into an already ruined towel. There is a large mirror positioned in front of him. Jason spends a little bit of time admiring his physique - he’s a tall (around 188 cm tall), muscular, 25 year old jock. He likes to jog outside in the morning, so his skin has a natural, slight tan. He has dark, straight hair - normally styled upwards, now falling on his forehead in a messy way, due to all the humidity and sweat that accumulated while he was self-fisting.
Jason squats down, positions himself so that his hole is clearly visible and reaches with his fingers towards his ass. He pushes his index and middle fingers from both of his hands through the anal sphincter. They reach deep into his warm tunnel, feeling the small ridges on the walls of his rectum along the way. Then, he pushes his fingers outwards, hooking their tips on the slippery mucosa. „Okay, breathe in and out. Let’s try one last time.” he says quietly, preparing himself for what’s about to come. Jason starts pushing really hard with all his muscle strength, imagining himself trying to push out a huge log of shit. At the same time he yanks his fingers outside with a fast but precise motion, trying to pull the tissues of his rectum with them. He stops just before the external sphincter, pulling his fingers to the sides, expanding his hole even more. He desperately looks at the mirror, trying to find any sign of prolapse, or even a rosebud, forming. Unfortunately no such thing appears. His hole is gaping, sure, but the beautiful red folds of his guts are still hidden from his sight.
„I don’t even know what I expected.” Jason huffs in annoyance. He stands up back again and begins cleaning his ass and hole from the leftover lube. „This is bullshit. Complete and utter bullshit.” While washing away the sticky lube residue Jason starts to think. „There has to be something I can do to finally reach my goal. I can’t be the first person on earth with this kind of problem. Fisting, even the more extreme kind, has been present in the gay community for decades now. Somebody must have the answers I’m looking for… I refuse to back down and admit defeat. I’ve spent so much time and money already, it would be such a waste to just give up now.” With new found resolve Jason goes to sleep. Maybe he was going wrong about this whole thing. He was so focused on finding a „normal, standard, working-for-everyone” method of destroying his hole when what he should have been doing is trying to find somebody who had similar problems as he did but managed to push through them.
Jason uses the following weekend to do another search on the internet, this time following his new idea. He’s looking for someone probably a bit older than him, or at least with an older online account. The old posts should be describing the struggle with anal stretching, the newer ones however should contain pictures or videos showing an anal prolapse. After a couple of hours spent on the computer Jason finally finds something promising. It’s an older account on X, belonging to some guy named Shun. It fit the description perfectly - old posts, from 5-6 years ago detailing his lack of progress when it came to fisting and prolapsing, then a year of complete silence and finally, a post from last year containing a video detailing his sudden breakthrough.
Jason clicks on the video so fast he almost breaks his mouse. The video loads and shows
some naked guy, probably Shun himself, laying on his back with his knees bent and feet raised up. He is wearing a black mask, obscuring the view of his face. What is clearly visible is his pathetic, small cock locked away in a tight chastity cage and, more importantly, an exposed ass. Two, quite large and bouncy buttocks framing a hairy anal entrance that appeared to have endured some crazy stretching beforehand. The skin looked battered, with slight discolorations here and there. The texture was bumpy, with ridges of skin spreading radially from the puckered ass lips outwards. Even when closed you could tell that this hole was quite a loose one.
Shun then proceeds to fist himself. His small hands enters the hairy hole without any resistance. After a couple of slow punches he picks up the pace and starts punching his hole mercilessly. Each punch makes him whimper a bit, the sound almost inaudible due to the mask covering his lips. Suddenly, he abruptly stops, with his left fist positioned inside his guts. A look of great focus is present on his face. In the next second a couple of things happens all at once. Firstly, Shun forcefully pulls his fist outside of his hole while constricting his core muscles and pushing hard on his guts. This large buildup of pressure inside his abdomen causes his rectum/colon to fold in on itself and slide outside. A beautiful, loose mancunt appears. Jason was stunned - truly a prolapse of his dreams. The red monster is around 10 cm in length and 8 in width. It’s really big, probably the biggest Jason had ever seen. It looks like a large tube of red, delicious meat with couple of folds and ridges at the end. It’s covered in glistening, shining layer of lube mixed with anal mucous, that drips from the end of the prolapse onto the floor below, ruining the rug it’s covered with. The feeling of guts sliding out of his body must have been extremely pleasurable, because the minute Shun pushes out his huge prolapse, he comes through the cock cage all over his abs. Every muscle fibre in his body is visibly shaking.
Shun then hesitates for a bit, but then with an unsteady hand he reaches to his exposed prolapse and starts to play with it. His fingers move up and down its surface, smearing the lube-anal mucous mix over the folds. He starts kneading and stroking his prolapse, a look of pure ecstasy on his face. Finally, with great effort, he hooks fingers from both of his hands at the end of the prolapse, pulling them outwards. The motion causes the end of the prolapse to open up, which allows a new portion of his guts to be pushed out. It looks almost like his prolapse develops a prolapse of its own. The new portion is a bit different, smaller, more veiny, and it curls upward on itself.
Jason’s eyes are glued to the monitor. „Is it….. Is it his part of his sigmoid colon…… pushed out? Just like that?” he whispers to himself.
Meanwhile, Shun, exhausted by the exercise, looses the grip on his guts. It looks like the prolapse is to big to just slide back on its own, so with one last effort, Shun reaches down to it and gives it a small, but deliberate push inside. His prolapse folds beautifully It folded on itself, like a piece of intricate, yet hardcore origami, and goes inside his ass again with a wet pop.
Jason cannot believe his eyes. The video is extremely kinky and hot, just like he likes. He immediately saves it in his favorites to watch and jerk off to later. The more important thing though, is that considering previous posts on Shun’s profile about being dejected by the lack of progress in asshole stretching and now this amazing progress, it seems like he was the guy to help solve Jason’s similar problem.
Jason looks quickly at the description of Shun’s video to see if it will provide some clues on how to achieve similar results. The description was in Chinese, but with a quick help of google translate Jason had the English version ready. The description said „It’s finally here. It feels as amazing as it looks! Thanks Dr Chen!”.
„Hmmmm… Dr Chen? Who the hell is this Dr Chen?” Jason thinks to himself. Quick online search proves too be unsuccessful - there are too many Dr Chens worldwide to sift through. Trying to connect anal prolapse or even broadly speaking proctology with the name also doesn’t work. Comments under the video are of no use as well - some encouraging and congratulatory, other clearly made by bots. „Well, there’s only one thing left to do”. Jason quickly writes a DM to Shun, one in English and one translated into Chinese introducing himself and describing his situation. „Well, here goes nothing. I can’t get too excited, his account was inactive this past year, he might not even see it and I’ll be back to square one.” Jason thinks before pressing the send button. Now all he has to do is wait.
And wait he did. There was no response for a whole week and Jason became less and less optimistic with each passing day. Then, one night, before going to bed Jason checks his phone for notifications and to his enormous surprise there is a message from Shun. Turns out Shun is quite good with English so that Jason doesn’t have to switch between X and google translate.
Jason reads the message, his heart racing with excitement. It says: "Hey, I'm Shun. I'm really sorry for not responding sooner, I've been really busy with work. I saw your message and I have to say, I get exactly what you’re feeling. Your situation is eerily similar to what I’ve been going through. So much time and money spent on trying to achieve a big anal prolapse and nothing worked. I was ready to give up. But then, I heard whispers in the more raunchy part of the local gay community about Dr Chen. He's a Chinese doctor, proctologist, who specializes in rectal surgery. He became a bit of a controversial figure, ever since the rumors of him operating outside of traditional medical ethics spread out. There were complaints about his new and untested operations and practices to the medical board of specialist and he had to flee and hide, well, at least until this scandal died down a bit. But trust me, he's a genius. He helped me achieve my prolapse, and I'm sure he could do the same for you.” Jason's eyes widen as he reads the message. A doctor who specializes in rectal surgery? That sounds a bit more extreme than what he imagined. He’s not sure if he is ready to trust somebody with a bad reputation like that to operate on his body. But then he remembers the video of Shun pushing out his amazing prolapse. „I can’t believe im doing this…” he says to himself while typing a response.
„Hi! Thank you so much for messaging me, I was starting to loose all hope. Do you mind telling me more how this whole thing works? I mean where did you go for the procedure, what did Dr Chen actually do to your body, how long did it take, how expensive it was. I'm sorry for dumping all those questions on you but I would really appreciate your help in this matter.”
Jason doesn’t have to wait long for another message from Shun.
„Well, there are certain things I can’t disclose due to the NDA I had to sign in at the begging of my treatment. Don’t worry, it’s not concerning any illegal things, the NDA covers just the innovative method Dr Chen developed to help guys like us. Basically, all you need to do is to go his treatment facility. Be prepared though and make some arrangements at home beforehand. You’ll spend a whole month there. You don’t need to call or schedule an appointment - just say to the receptionist that Shun sent you. They’ll take care of the rest. Unfortunately it’s not cheap - the whole thing costs almost 70 000 yuen, so close to 10 000 dollars. You’ll also need to get there, his clinic is located in the middle of nowhere, in rural China.”
Jason types out a reply.
„Thanks for the information. Is there anything you can tell me about the process? I know its covered by the NDA and is a trade secret and stuff, I’m just a bit scared of trusting some guy I know nothing about with the health of my body.”
Shun messages back.
„Yeah I get it, I was scared shitless when I first came to his facility. What I can tell you is that the whole process feels almost like a fever dream. You described in your first message your current level of advancement in anal stretching. You may think that you’re experienced but let me tell you, it’s nothing compared to what you’ll endure during the treatment. I spent most of my time there in complete awe of what they made my body do. Fortunately it doesn’t hurt, it’s just incredibly intense. Be prepared for some of the best orgasms of your life. I have to warn you though - the procedure is irreversible. So you better be sure that’s the kind of life you want to be living before going to Dr Chen. It’s over a year since I finished my stay at his clinic and I don’t regret a thing. Having such a huge prolapse, being able to push it out, play with it myself, stun other guys with its look and size is the most incredible thing that ever happened to me.”
Jason is deep in thought. „Am I that desperate? Do I want to push myself past the point of no return?” he thinks. He thinks about all the sleepless nights spent trying to figure out a way to achieve his ultimate fisting and stretching goal. „Yeah, yes I am” he says loudly to himself. He messages Shun back.
„I’m ready to do it. I’m done trying and failing. I want to finally be able to see the results I’ve been dreaming about for so long. Please send me contact info for Dr Chen’s facility.”
Shun obliges and Jason receives all the info needed. Shun wasn’t kidding, the clinic truly was in the middle of nowhere.
Jason spends the next few weeks dealing with collecting the money needed for the procedure, finding his replacement at work for a month long „holiday” he is about to take, paying his apartment’s landlord in advance, organizing the visa, flight and transportation to the clinic.
When he lands in Beijing he is exhausted after the long flight. He reserved a nice hotel room for a day, just to try and get over the immense jet lag he feels. Shun recommended it to him. After he goes into the facility the training starts right away and he needs all the strength and motivation he can find to withstand it. After a long, rejuvenating sleep he goes the next day to the train station. He quickly boards a rather old train that’s supposed to take him into the middle of rural, mainland China. He finally leaves the train in some village the name he can’t even pronounce. There was nobody else exiting the train at the same station. There’s also not a single person alive in sight - not on the small train station, nor on the horizon. „Well, this is great” Jason thinks with sarcasm. Shun warned him that in villages that small there was no other mode of transportation than asking one of the more wealthy locals with a tractor or a carriage for a ride. Except there were none in sight. Dejected, Jason starts to walk on the side of the main road in the direction of the clinic.
Suddenly, he hears the sound of an engine rumbling somewhere behind him. He quickly turns his head and sees an old, rusty, shaking car driving his way. It looks like it’s about to break. Jason is desperate though. The distance to the clinic is quite big, way too big to walk the whole way over there. He waves his hand at the driver which makes him stop the car next to Jason. He starts speaking Chinese which Jason of course doesn’t understand. Jason begins to wave his hands to signify he doesn’t understand.
„You American?” the stranger asks with thick accent.
„No, I’m Canadian actually.” Jason responds.
„Same thing.” the stranger says. „What are you doing here?” he asks, sounding each of the words before saying them slowly aloud.
Jason tells him that he’s looking for a certain building in the village and shows the stranger the map provided by Shun.
The stranger looks up from the map and stares at Jason’s face. There is a weird look on his face resembling almost fear.
„Are you sure?” he asks quietly.
„What do you mean? Jason says surprised. „Is something wrong?”
„No, I will take you there” the guy rapidly responds. He does a weird gesture with his hands, almost like trying to push something invisible away from his body. „Get in” he says in a hurried manner.
„What the fuck is going on?!” Jason says under his breath so that the guy doesn’t hear him.
The ride takes forever, they have to slow down before each and every bump on the road, presumably because the car would break down if they didn’t.
The weird stranger keeps shooting Jason glances through the back mirror, turning his head away each time Jasons eyes caught his in the reflection.
After what seemed like hours they arrived next at the facility. It’s truly in the middle of nowhere, there aren’t even farming fields next to it. It’s completely secluded in between steep hills covered with thick forest. The building looks almost fake. There are no windows on its grey walls, just a single pair of doors in the front. There are no lights visible around it, no power lines, nothing. The rough, minimalistic exterior is for sure uninviting. It resembles a secret military base or maybe abandoned factory, not a medical clinic.
„We’re here.” the strangers voice cuts through the silence.
„Thanks for the ride” Jason says. He quickly exits the car.
Before driving away, the stranger makes the same weird gesture with his hands towards the building.
„What the actual fuck is going on here…” All the alarms in Jason’s head go off. The place looks like from some sort of thriller or horror. He suddenly feels very scared. He is in a foreign country, in the middle of God knows where, with no access to help if anything goes wrong. He stands for a couple of minutes in the middle of the road inf front of the building debating his next move.
„I went so far already, I can’t back down now” he says finally. He takes a couple of deep breaths and enters the building through the doors.
