Theo the Boi-let: Chapter 1

Theo’s young figure looked incredible stretched out over what I had affectionately begun calling “ The Rack.” It was actually the rim to a tractor’s large rear wheel, half of which I had buried in the earthen floor of the old wine cellar, leaving a wide, arching steel band exposed. Though modest, it served admirably in arching Theo’s back, stretching out sexy young body against his will. Arranged at the corners of a square perimeter around The Rack, offset only by a foot and a half, steel eyelets were bolted into poured concrete. Lengths of hemp rope were tied through the eyelets, and then stretched taught and tied around Theo’s wrists and ankles, stretching out his arms and legs in four different directions. I could have stood there forever watching him sleep. I took a profound pleasure in watching his slender chest rising and falling gently. The smooth milky white skin on his belly and thighs was covered in goose bumps, but he remained unconscious, oblivious to the cold hell to which he would soon awaken.

It had been nearly fourteen hours since I had sedated Theo with an ethe-soaked rag, but he finally began to stir. It did not take him long to figure out he was in trouble. He struggled first against the ropes that bound his wrists and ankles before his big brown doe eyes snapped open in a confused terror. His moved his head around in a panic, searching with those big, beautiful young eyes for an answer to any of the millions of questions racing through his head. It probably didn’t help that the top of his head was pointed to the floor. The tips of his floppy brown hair brushed against the floor of the earthen wine cellar, sweeping back and forth against it as he jerked his head and body around. He started screaming, louder and louder, but all that came out through his open-mouth gag was a series of loud grunts and a few salivated gurgles. As his soft white belly started rising and falling faster and faster, and his screams became panicked and desperate, I could tell the realization was sinking in: Someone had kidnapped him from the poolside in the backyard, and had taken him to some kind of a dungeon. Before he could start to cope with the current state of affairs, I began my work. Still panicking and confused, he didn’t notice me walk over to the side of The Rack with a leather belt. I folded the belt in half, and brought it down hard and fast on his pale white belly with a loud “WHAP!” His abs tightened beneath his soft flesh, and he screamed a long pained scream. I hit him with another “WHAP!” and he scream of agony was punctuated by sobs. The sound alone made my cock even harder, so I gave him three more hard lashes, just to hear it again. His hyperventilated scream of anguish stretched out into sobbing screams of terror and distress. When Theo’s cries of distress and panic began to turn in to drawn out choking screams of hysteria, I decided I should try to calm him down. Positioned the way he was, he still could not see as I slipped my hand down his boxers and fondled his big soft cock. I took my other hand and plunged my fingers into his throat, making him gag and splutter and bringing tears again to his eyes. Theo arched he back and shook he hips, shrieking in hysterical protest as I sought out and stimulated his thick soft dick I tried and tried to relax him, but his youthful, frightened innocence kept him soft and my efforts futile. He would have to be punished for this.

I withdrew my hand from his crotch and mouth, but he still cried and screamed as though I was still molesting him. Don’t worry, I thought, I’ll give you something to cry about. I leaned over and opened a cooler I had next to The Rack. I withdrew a gallon of icy cold milk, and a hand-pump for siphoning automotive fluids. I had made certain to age the milk about two weeks past its expiration date. Placing the gallon of milk on top of the cooler, I stuck one end of the hose in the jug and pushed it all the way to the bottom. I then slid his boxers that covered his asshole to the side, and Theo jerked up once again, renewing his hysterical cries of distress. They did little to deter me from sliding the tip of the hose into his tight, puckered, pink anus. He started shaking, jerking, and thrusting his hips quite violently then, so I slid the hose in a few more inches to keep it from falling out. Though confused, he knew that he didn’t like what was happening, and didn’t like the feeling of having something inside of his ass; it was likely the first time anything other than he own shit had been inside of it. He was crying and screaming in terror, making lewd gurgling and slurping sounds between sobs. Theo didn’t see any of what I had done, so I could only imagine the thoughts and emotions he was experiencing when I began pumping. It wouldn’t take long to figure out that something freezing cold was being pumped into his ass, but those first few pumps must have been cruelly confusing. The first gush that went in sent his back flying off of The Rack and instantly rendered him silent. His eyes went wide, and he stared blankly at the ceiling. The second pump resulted in a loud, low, agonized grunt. I kept pumping, and Theo kept groaning in that low, hideous and inhuman way. His pale body grew paler, and was covered in goose bumps. It wasn’t long before I knew he was lost in a freezing cold agony. “You didn’t get hard for me, Theo. I just wanted you to feel good. I bet now you’d much rather be hard while I play with your cock. Am I right, Theo?” Theo responded with a long, low, quavering groan. By now, over a third of the gallon was inside of him, and he was shaking tremendously. His smooth white belly had also begun to inflate, plumping a little from the milk inside. His grunts became more rapid, and I knew that he was then in as much pain from the pressure inside his ass. He discovered how to move again, gyrating his hips and struggling against the ropes. His body went from being covered in goose bumps to being covered in a slick heen of sweat, causing his milky white skin to glisten in the dim light of the wine cellar. When Theo’s ass had sucked up over half of the gallon, he started looking like a pregnant teen. It was almost funny to see he bloated up. He had stopped grunting and started screaming again, shaking and jerking around. I still couldn’t tell what he was saying from behind the gag, but if I were to hazard a guess, I would say he was frantically begging me to stop filling him up and to let him go to the bathroom. When he resumed his sobbing, I almost couldn’t stop myself from blowing my load. “You must be hot, Theo. Just look at all that sweat! Don’t worry, sweety, I’ll help you cool down,” I told him soothingly. I took a break from pumping the milk into his ass and grabbed his balls. While he hardly seemed to notice, I certainly did. With my free hand, I pushed hard against his dick, causing a silent moan. I pulled hard on his balls, producing a sharp jerk and a loud scream. I pulled on his balls until I thought he would lose his voice, and then finally stopped.

I decided three quarts was enough for the poor boy, and took the hose out of the milk. If he noticed I stopped pumping, he didn’t care to show it. His body was still trembling, he was still screaming from behind his gag, and he continued to shake his hips. His was a tremendous battle to contain the near-gallon of milk inside of his ass, and preserve what little modesty remained. “Poor baby!” I exclaimed with a soft air of false sympathy. “Look at your poor tummy. I bet you really need to go to the bathroom, don’t you?” I asked. He responded with a deep and guttural groan that trembled with a vicious mixture of cold and pain. I took it for a “Yes.” I knew the cramps must have felt like his belly was splitting open from the inside, but I also knew that the human colon could contain nearly two gallons before it would rupture. One certainly wouldn’t think it, though, with the way Theo’s belly had inflated. His once fleshy, toned abdomen was now grotesquely ballooned out, and was now in more proportion with the tremendous suffering. I removed something else from inside of the cooler. “Brace yourself,” I warned him before I rapidly withdrew the hose from his anus. He gasped, and only a single white drop escaped before I replaced the hose with the large butt plug I had soaked in water and then frozen. Theo whined loudly as his asshole stretched and gave way to the butt plug. I felt him trying in vain to push against it, but his sphincter was exhausted from squeezing against the hose. He started to sob loudly once more when he realized that he could not push the freezing plug out of him, and resumed his violent, trembling convulsions. I stood up and placed myself next to his sweaty, distorted body. I placed my hand on his poor belly, with my palm just above his navel, rubbing it in a slow circle. What had once been soft and fleshy was now firm and full and trembling. Much to my delight, his bloated tummy was cold. He whined and groaned at my touch, jerking around more to try and shake my hand away. I smiled and whispered, “Shhh!” while I pressed down steadily, leaning all of my weight into him. He stopped moving immediately and released a terrible groan. His belly, though full and hard, gave way beneath me in the same manner that a giant water balloon would, albeit with a little more resistance. I felt his abs tighten, fighting against the crushing weight of my hand, but they quickly expired beneath me, and I knew then that he was in hell. “UUUHHHHGGHH!!!” he screamed from behind his gag. “UUUHHHHHHHGGGGGG!!!!! UGH-UGH-UUUUHHHHGGGGHHHH!!!!” and his eyes widened tremendously. His legs and wrists struggled violently against the ropes. His grunts became hard silent coughs when he ran out of air, and could not draw in any more with such pressure on his diaphragm. After a minute, I released, and I watched as his swollen belly rose and fell. His exhales were exhausted, tormented grunts, and he still shook from the cold. I gave him a minute to catch his breath, and then pushed down once again, this time keeping an eye on the butt plug. He screamed and grunted in the same repulsive manner that hardened my cock, and I could see the butt plug responding in proportion to the pressure I was applying. The base stuck out more, and the wrinkled pink rim of his anus pushed out as well. His asshole was, for a while, convex, and he may even have prolapsed if it weren’t for the plug. For a moment, I thought I saw the plug coming out, so I released he stomach yet again. He repeated his horrible tortured breaths, this time interspersed with sobs. Then I pushed down again, with both hands. He started to scream, as normal, but this time he was cut short. He made a gulping sound and a rough grunt, and I watched as a splash of milky white vomit ejected from his open mouth gag. He groaned loudly before spewing more. This routine went on for some time, with me pushing and his screaming and groaning, vomiting up a little milk every few pushes. It was an incredible Test of Endurance to keep my cock from ejecting its own milk. When I finally stopped and checked my watch, over an hour had passed, and I decided that if he had not passed out yet, he wasn’t going to. I released his belly for the last time, relishing he now-familiar sucking gasps for air. Despite his vomiting, his belly remained just as large and bloated as before. While Theo caught his breath, I set about bringing a large plastic bucket up against The Rack, between Theo’s widespread legs. “Have you learned your lesson, Theo?” I asked, coolly. “Ughh!” he choked out in affirmation. “So I guess you want me to take out that mean plug in your ass and let you release all of that milk, right?” “Uuuughhh!” he begged. “Ok then, baby. I guess you’ve earned that much.” I rubbed his sweaty white belly one more time, and moved my hand to the plug in his ass. Making sure the bucket was right below his abused butthole, I slowly pulled on the plug. He whined as the no-longer frozen invader was withdrawn, and a trickle of milk creeped out of him the more I pulled. When Theo realized that I was going to make him shit out all of the milk right thee while I watched, he started screaming hysterically in protest, but it was too late. I removed the rest of the plug swiftly, and his sphincter was too stretched out and too exhausted to stop the geyser of milk that erupted from his ass. He screamed and whined and groaned and gurgled, producing more tears as the milk poured out of him. When finally the first flood terminated to a trickling stream, he started sobbing and begging from behind his open-mouth gag. His tummy had shrunken considerably, but it wasn’t back to its original soft and fleshy flatness, so I knew he was retaining more.

“What’s wrong? Are you embarrassed? Am I humiliating you, Theo?” I asked. He looked up at me as best he could, and pleaded with his eyes to stop this horrible humiliation and to let him shit in private. I responded by pressing down again on his tummy as I had before. His back arched and his abs tightened, but the fight did not last long. His butt hole opened up again and squirted another flood of the disgusting, stinking brown mixture of shit and warm milk. If not for the repulsive smell, one might think the plastic bucket was full of melted chocolate ice cream. This torrent was punctuated by a squirting sound to indicate that it had ended, but I knew he still had more in him. I released Theo’s belly, allowed him to gasp exhaustedly for air, and then resumed pressing down on him, this time with both hands. More milk came out, along with a couple of slimy turds that made a loud, embarrassing “plunk” when they collided with the milk in the bucket. I laughed out loud a little, released his belly, and then pressed down again. Theo responded with the same hard groan one would hear from a woman in child birth, pushing as hard as he can to eject what was in him out into the world. I was delighted to see that he was pissing himself as well.

It all mixed into the bucket, into a truly repulsive congealment of spoiled milk and human waste. I never would have guessed a pretty boy like him could be capable of creating such a stench. I knew Theo was truly empty when most of what escaped him were squeaking, humiliating farts. He groaned and whimpered a little from the embarrassment, but I could tell he was too exhausted and relieved to scream and convulse the way he had before. “There you go, baby. All empty! Don’t you feel better?” I asked. “Ughh…” was all he could muster in response. His body was still, except for his deep breathing, and his eyes were half-closed. If I let Theo lay there long enough, he might have passed out. But I had other plans in mind. “You must be hungry after all of that,” I suggested. “You’re tummy’s all empty now, and I think it needs to be filled again.” He whined a little in distress, wondering what new torment I could possibly be suggesting. He would not need to wonder for long. I picked up the bucket by its handle, and came around to the other end of The Rack where Theo’s head was. Against the nearby wall was a device I had custom made, just for this purpose.

It was originally a big plastic industrial sink, standing on four plastic legs. I had removed the tap and all the piping so that it was now a large, open tank with a hole in the bottom, about three feet off the ground. In place of piping, I fitted a thick, clear vinyl hose to the drain hole beneath the sink with a PVC threaded ring around the end of the hose and a matching receiver on the underside of the sink, just inside the drain. The other end of that hose had a similar PVC ring around it, except that this one matched the receiver in Theo’s open-mouth gag.

I set the bucket down beside the tank, and picked up the end of the hose. I crouched low and stroked Theo’s tear-soaked cheek with my thumb. He tossed and turned his head, grunting and groaning, so I had to grab his face firmly and hold it in place to screw the end of the hose into his gag. He was screaming again and jerking around, but the hose had enough slack for it not to loosen from the underside of the tank. He started crying again, and I stood up. I stepped back and admired my work: Anything that went into that sink, and down that drain, would end up down Theo’s throat. When he started screaming and jerking around more violently, I knew he had come to that realization as well. I walked back over to the sink, picked up the bucket of shit and piss and rotten milk, and started to tip it into the sink as he panicked harder and screamed louder. I turned my head hard over my shoulder, gave him a sadistic smile, and started to pour.

I poured the entire bucket into the sink, and watched as the sickening brown slurry raced through the hose and into Theo’s mouth. He let out the loudest, most hideous groan I had ever heard. His cheeks puffed up, filling with his shit, and he was forced to take his first swallow. He screamed again and gulped more of it down. Then another swallow, he coughed a little as though he was about to vomit, but before he could, he cheeks were full again and he had to swallow more. Theo could only drink the shit-milk so fast, so the rest of it waited in the tank, charging forward a little more with each gulp. A few of his turds floated around on top. I watched as Theo’s eyes rolled back into his head, and he tried to put himself in a better place, where he wasn’t being force-fed three quarts of spoiled milk that he had just shit out. I normally would have allowed this, but I was at my Breaking Point. I walked back around between his legs, unbuttoned my pants and unzipped my fly. I tore his boxers off of his hips, and I could not have stopped myself from ramming my hard cock into his ass deep and hard as I could, even if I wanted to. That seemed to snap him back into reality a little bit, his back arching off The Rack. He made that muffled screaming sound of having a mouthful of shit and milk, and then made it again when I pinched his nipples hard and pulled. I made sure to time my thrusts with the rhythm of his gulping. His ass clenched against my pounding cock as it invaded deep inside his abused ass, making my thrusts harder and faster. I continued to rape and ravage his ass and pulled, pinched and twisted his nipples as he continued to scream and grunt and gulp. His tummy was growing big again, so I slapped it hard a few times with an open palm. At last, when I felt that fire in my balls and the need to release, I managed to summon the willpower to remove myself from within him. I dashed back over to the tank, and jerked my cock until I spewed my load, adding it to the horrible mixture. I looked back at him, and his eyes were once-again rolled back. His belly grew bigger and bigger, and his sloppy, lewd gulping sounds became less rapid, meaning that the tank was almost empty. By the time I watched the last few drops trickle down his throat, my cock was already hard again. Theo’s belly had grown huge again, and was just as big as it was before. His breaths were quick and shallow, trying desperately not to vomit. His eyes were half-closed again, but he was no longer crying. He appeared satisfied that the worst of this was over. I could have pondered all day on how refreshing his youthful ignorance was, but I knew that my time was limited.

I bent over and unscrewed the hose from beneath the sink and placed that end in the bucket. I made sure it would stay in there if Theo jerked around, and I walked back beside The Rack. Theo was still breathing deeply and heavily, and I waited for he to exhale before I quickly drove my palms into his belly. He hardly got the chance to make a sound before a blast of vomit erupted from inside of him and flooded through the hose, into the bucket. I stopped for half a second and pressed again, producing equally satisfying results. I stopped again, and he had time to scream in protest once before I squeezed more vomit out of him. When he got to the point that he was only producing burps, I finally stopped. I looked in the bucket and was pleased to see that it was just as full as it was before. Theo was breathing harder and more powerfully than befored, and each of his exhales was a scream. I saw that his wrists and ankles were raw from where they had been struggling against the ropes. I went back around to where his head was and started unscrewing the hose from the gag. “Poor little baby,” I said, stroking his cheek. “No eighteen-year-old should ever have to endure this… It’s truly a shame that you have such a wonderful body at such a young age, otherwise I doubt I would have thought you were worth the risk. Oh well, there’s nothing that can be done for that now. Are you ready for your second round?”

Theo’s young eyes went wide in terror, and he started screaming hysterically; gurgling and crying and screaming bloody murder. I picked up the bucket, took it between his legs, and plunked one end of the siphon-pump hose into it. Ignoring his screams and convulsions, I slid the other end once more into his asshole.

“This is going to be a very long night for you, Theo.”