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Author's Note: A first posting from me, and obviously incomplete. A lot of fun elements I'd love to have in the future, and some foreshadowing of things to come.
Part 1
Andy fell in love with the property the very first time he saw it. The house was nice enough, an old sprawling rancher with oddly shaped rooms and hallways all over. The house itself was only a portion of the reason that he fell in love with the property however. The house was completely isolated from the rest of his neighbors, the closest one being several miles away. There was also a well built barbed wire fence around the entire perimeter of the rolling acres. He wanted the isolation for planned project, and he knew that there was very little chance of anyone stumbling across him.
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The first thing which Andy did upon purchasing the residence was get a mile long, professional grade running trail laid throughout woods behind his house. While this was getting done, he personally walled off a large bedroom at the end of a hallway, and setting up a secret bookshelf door in front of it, giving him a secret area which no one would ever know about but he himself.
In the time that it took for him to complete the secret room and get completely moved in, the running track was completed. It wound throughout his property, and crossed the small stream on his lands four times. He also had a separate stairway built into the side of a hundred foot bluff near the edge of his property, offering an excellent view of the countryside below at the top of the climb.
At this point, Andy had done away with the companies and workers that were constantly working on his property, and set to work on the project that would make his trail truly one of a kind.
First off, he installed a tracking system along the side of the track, over a hundred sensors total, all Bluetooth capable and hooked up to a central computer in his home. From there he could set up a training system that would track his progress while he was running and inform him on his progress. He could also set a goal from there, telling him whether or not he was running fast enough to make whatever goal he had set for himself.
The most advanced piece of technology Andy would be using on his run however would be his self made, carbon fiber chastity belt. He had put over ten thousand dollars into the development of it, and in the end it had been worth it. It had ten sensors, which could do everything from detecting his heart rate and blood pressure, to administering an electrical current, ranging from enjoyable, to a pain so excruciating that he had only been able to bring himself to test it once. This highest level had left him still able to move, but unable to take the pain for more than a few seconds before hurriedly hitting the escape key to stop the pain.
Into the ring around his balls he wired a Bluetooth sensor, which would be able to read the signals sent out along the track. At the top of the ring, where someone might find a lock on most traditional chastity belts, there was instead a very small touch screen. Now that programming was complete, the only items that would display would only show when he was wearing the belt.
The whole belt was snug enough that it would be difficult to pull out of the device, but he had managed to pull out of tighter belts before. As such, Andy had gotten a PA piercing, and incorporated that as a final sensor into the belt.
All of his hard work was going to pay off today. He had eaten as lightly as he dared, but knew that he was going to need his energy for the potentially very long day ahead of him. The first step was to put on the belt. Long hours of practice made this a fairly quick process, however he barely had it on before his cock and balls were throbbing in their new home, anticipating what was to come. Once it was on, the small screen on his cock asked a single question "secure?" On the small screen, above a green button. He pressed the button and heard a small whirring. This caused his cock to throb even harder, in anticipation of what was to come.
At this point, Andy knew that could still back out. He was outside of range of the sensors on the track, and all that it would take would be a simple command on the computer to cause it to unlock. He resisted however, as he had the preceding week up to this point. It had been its own type of torture, not masturbating while putting in the final steps to his masterpiece, but he knew the waiting would make it all the more worthwhile. So instead of releasing himself, he instead went down to his new track to begin his first workout.
Andy knew that he wasn't in bad shape. He had been in the military for over ten years, and their relatively high standards ensured that he maintained a respectable level of fitness, but in his final four years he was doing very little besides sitting behind a desk, had caused him to lose a good bit of his muscle mass, and put on a bit of flabby mass. He could never find a way to maintain an appropriate fitness regimen, and so this was his way to returning to being in truly excellent shape.
Once he was at the track, he heard his belt beep. He did not need to remove any clothes to read what the belt was asking, as part of the reason he had bought a place so secluded was so that he could do this completely in the nude. The only article of clothing which he allowed himself to wear was a short pair of socks and some well worn running shoes. He knew that the chances of someone else being on his private, fenced off property was virtually non-existent, but simply the fact that he was outside and nude gave him such a thrill. Looking down, he saw that the belt correctly said "begin program ?", and with only a moments hesitation, he once again pressed the green button.
Andy heard a single loud beep, and the screen went black. He knew that this signaled that the program had begun successfully, locking him in the belt for the next twenty four hours. Then he began to run. For the first half of the run he made excellent time, at the half mile mark, he decided to slow down a little to ensure that everything was working appropriately. It took less than 10 seconds of standing still just before where he knew the upcoming sensor was to feel a slightly painful warning shock all over his cock and balls. With this confirmation that everything seemed to be working right, he took off again, eager to finish out the lap with gusto.
After the first lap, Andy looked down, halfway expecting to see a green button indicating that the workout was over. Instead he simply saw the same black screen. He sighed, and knew that wasn't lucky enough to have been given such an easy workout for his very first session. Off he ran, completing his second lap again without incident. Then his third. By the time he was halfway through his fourth lap he could no longer keep up the pace required by the program, and got his second punishment shock of his workout. This pushed him back up to the required standard for a little while, but before another quarter mile was done he received another shock, and another, and then one final shock before he crossed the finish line for what he hoped would be his final lap, otherwise he knew it would be a very painful lap.
Up until then he had kept up at least a light jog, never actually stopping to rest, or even walk. He knew that if he did this and didn't advance to the following sensor quickly enough, each progressive shock would be more painful than the last and in more and more rapid progression. He also knew that if he were not to advance to the next sensor after the last shock, each additional shock at the maximum level would also communicate with his computer and a random amount of time to his to his chastity sentence, anywhere between an hour to an entire day.
Sweating heavily, and gasping for breath, he managed to complete his mandated fifth lap. He was relieved to hear a beep from his belt, knowing that the hellish workout was over. He was also happy that he had managed to make it without ever receiving more than a single third level shock. The punishment levels went up to a five, and getting the three had almost tripped him, but it definitely encouraged him to push through and finish without more than two more level one shocks.
Resting his hands on his knees he looked at the little screen. "Run complete!" Andy hit the green button underneath it, confirming the message. Apparently he didn't hit it quickly enough however, because just before his finger pressed the button he got another level one zap. He knew it was his own fault, the program wasn't actually complete and the timer between sensors would be running until he hit completed button, but in his mind it felt as though it was teasing him. Giving him one final smack just to get him riled up.
Andy pressed the button, and saw "cool down" on the screen. Not getting another shock for not confirming, he quickly pressed the green button and began walking his lap. He had programmed this lap in because he knew that otherwise he would simply go and collapse back on his bed, only to get up incredibly sore the next day. He walked his cool down lap, and went back inside, grabbed a quick drink of water, and hopped in the shower.
While in the shower, Andy inspected his latest piece of hardware. As before in his tests, the device remained completely secure. Nonetheless, he couldn't resist pulling and tugging on it, at the very least to cause some stimulation for his sorely unstimulated cock. His new cage however denied him even this pleasure. It detected the pressure inside the cage, and now that all the systems had begun, knew not to allow it. It gave out a series of quick, painful jolts, stopping him from continuing any longer and quickly defeating his erection. He had wisely (or stupidly, he now thought), included this because on past belts he could eventually ejaculate just from the slight movement of the cage behind his balls and on his dick. No more of that now.
Horny and tired, although now clean at least, he went to work at his computer on another project which he had been working on for almost as long as he had been thinking about the track outside. This was a limited artificial intelligence program. Modern science hadn't created one which could do much yet, but he was fairly certain that he could get one to work that had just one general rule to follow. Andy had made lots of progress in the previous years since retirement after a few well placed investments (why he was able to afford all of his projects), and figured that he may be able to have a basic working model before the end of the month.
Putting on his tunes he went to work, jamming out, and making some good solid progress. As tired as he was physically from the workout, it didn't seem to be affecting his mind any, and he was making more progress than he had in months. He also figured that it was largely in part to his not switching over to porn instead, as that would now bring him only pain. While working and jamming out, Andy failed to hear the beep signaling the beginning of another workout. He didn't miss the shock a little later though. Not even having the time to throw on his shoes, Andy ran outside, for the first time completely in the buff.
He had known that this would occasionally happen, and as such, he had gotten a track with almost an inch of firm rubber padding laid over it. When he got to the track, he looked down at his belt to hit confirm, and instead of the same readout of "begin program ?" It instead read "begin run". Hitting the accept button before he got a second shock, he began his second run of the day. As soon as he had made it around the first corner, he really began to feel the effects of the first run of the day. Even with the cool down lap, Andy was feeling sore from his earlier run. He could still make the required speed so his first lap was completed without a single punishing shock. He was truly dreading running a second lap, and knew that with his previously exhausted stamina, he was going to begin getting shocked early into his second lap. Fortunately for him, the program had mercy and only had him run the single lap. He pressed the confirm button and walked the cool down lap without a single issue.
Back inside he decided to skip the shower, having only just broken into a sweat. He tried to get back into his programming groove, but that frame of mind was gone. After a few minutes of trying that, he instead spent the afternoon installing his new security system. It took him several hours to mount the cameras throughout the house, and several more to connect them all to his central computer system. He installed three different cameras in varying angles in his hidden room, allowing him to discreetly record any and all happenings in the room.
He made it through the rest of the afternoon with no additional workouts, had a light supper, and went to bed early. He was so tired that he slept through the beep from his belt, and didn't wake up until he got a shock from his belt. Looking at his alarm clock, he saw that it was only four in the morning. He had set restrictions in the program to keep it from waking him up after 10 or before 4, but he still wanted to really feel like he was truly being forced to do something which he hated.
Moving slowly due to the both the early hour and the pains from the night before, Andy didn't start his run before the third level of shock hit him. He pressed the button before the fourth could hit though, and started is early morning run. He was tired, and got shocked several times early in the first lap, before he finally fell into a groove and got a good runners high. He ended up getting shocked numerous times before his run was over however, because he ended up being made to run eight laps, and then still the cool down lap.
It took him over an hour to complete his run, and when he was done the sun was just beginning to come up. Instead of heading back to bed, he instead felt motivated to get some more programming on his AI unit accomplished. He ate half a package of frozen waffles lathered in syrup, and then went to work on the programming. He made a lot of progress in those early hours, figuring that he had cut his estimated completion date from a month down to a matter of days. Less if he could get a few more sessions as productive as that one had been in.
Andy heard the beep this time just as he got up to begin making himself lunch. He made it to the track before his chastity belt could punish him, and off he ran. He figured that this would be the last workout he would get before the system released him at his pre-programmed twenty-four hour mark. Before he made it very far though, the belt beeped at him, and it became obvious to him that this was going to be a very different workout. The sensors weren't the only thing which he had installed special with the track.
Before moving in, the track wasn't the only piece of outdoor technology which Andy had been customizing. He had also purchased a line of outdoor weatherproof workout stands. Each of these devices was designed to work out a different part of his body, without the need for any changing weights or large maintenance. He had made a few modifications on each of them, and then wired them all into his home computer so that they could be a part of his program. He knew that the rest of his body wouldn't heal as fast as his legs, so he had set this program to only include these exercises when the computer randomly picked above a number eight out of ten.
Andy was very excited to finally be getting to these, because as exciting and exhausting as running is, it still didn't fulfill the need for a good bondage session which he craved. He approached the first of his carefully tested workout stations. This one was a simple seated bicep curl, but with his modifications he knew that it would be anything butt ordinary. Taking a seat on the bench reminded him exactly why he was doing all of his runs in the buff, as there was very little bench, and mostly a moderately sized realistic cock emerging just from behind it. Before he became fully seated he reached beneath himself, giving the cock several strokes with his hands. The dildo acted like a soap dispenser, sending a small amount of lubrication out the head with each pump. Those first strokes gave him enough to lubricate the penis beneath him, before slowly sitting down on the bench, and having the cock slowly and just barely penetrate his ass. He then reached across his lap and, taking a deep breath, drew a leather strap across and plugged the metal tips snugly into the corresponding holes in the opposite side. Andy was now locked to the bench with a cock an inch up his ass, and nothing to do but complete the workout in front of him.
The first three reps were quick and easy. Andy had the hydraulic pressure set very low, and could have rocked out a hundred of them with ease, even in his current, semi-flabby shape. On the fourth rep however the computer decided that it was time to get fucked. And by decided, it again picked a number above eight. This meant that his next rep sent the hydraulic fluids from his curl, to the hydraulic components beneath the six inch cock beneath him. As such, for the fourth repetition he essentially pulled/pushed the cock inside of his own ass. His system knew when it was a full lift, and he knew it, so he ensured to curl far enough to make sure that would count as a rep. He moved extremely slowly for this, doing his best to ensure that he gave his asshole the time to adjust to the new length of the intruder it needed. From there, Andy slowly became accustomed to the intrusion, although he could never tell exactly when it would again plunge into his ass, so the beginning of every movement was as slow as he could manage. He lost count completely of the number of times the full length of the cock penetrated his ass, fueled by his own strength. He only knew that he had no choice but to keep pressing on. Five times he rested, until the shocks from his belt drove him to continue again. Eventually he heard the locks disengage, and gingerly lifted himself off of the small amount of dildo which was left. His ass felt almost empty without the cock inside of him, but he knew that in very little time he would have another inside of his ass.
He ran almost half a lap before the belt again beeped at him, indicating that he needed to stop to work out. This one was a bench press machine, and so he laid on his back on the bench. This was of course again modified just for his personal enjoyment. He raised his feet above his head, and into two awaiting metal cuffs, which magnetically sealed shut as soon as they sensed the pressure from his legs. He was truly trapped on the bench until the program decided that it was done with him. He fastened a magnetic belt across his hips, getting one last look at his raised legs, and at the cock which was now lined up and ready for his ass. Mentally resigned to his fate, he slid his mouth around a large plastic pipe, with indentations for his teeth, forcing his mouth wide open. He then used his hands to carefully close a large metal collar which was firmly mounted to the bench around his neck, forcing his head back as far as is would go. Andy gave the hydraulic bar a few quarter pumps to ensure that the cock which was lined up with his ass was lubricated, and then began to push. He raised the bar up slowly, giving his asshole time to adjust to the new intruder. At the top of his range an electromagnet connected to a wire on a pulley system. Now as the bar came back down, a floppy cock descended directly into his open mouth through the plastic pipe. He used his tongue to keep it from going all the way down his throat, but the weight of the intruder made it very difficult to do. He quickly raised the bar again, knowing that he had now set in motion what was going to be a very uncomfortable experience. As the bar quickly went up, he was reminded of the second cock, which plunged its whole length into his asshole in one fell swoop due to the speed at which he raised the bar. This one was a solid eight inches long, and half an inch thicker than the last one in his ass. The shock from the fast penetration and the cock leaving his mouth caused him to immediately drop the bar. This in turn dropped the floppy cock completely back into his mouth, this time so quickly that he failed to catch it with his tongue. His gag reflex kicked in and he began to wretch, his throat unsuccessfully attempting to expel the large intruder. He quickly raised the bar again, which again caused his ass to be filled. He held here this time through sheer force of will, giving his rear end the time it needed to become accustomed to the new cock in his ass, and his lungs time to refill with much needed oxygen. After a moment he began to truly struggle, this one was so much more intense than he had planned. Up until now he had never experienced more than one of the intruders at a time. The testing of this piece had been slightly overlooked, as he always ended up just getting the lengths of the individual pieces right, and so the shock of them together was quite overwhelming. He lowered the bar just slowly enough for his tongue to catch the dildo before it slid completely down his throat, and then attempted to tear the collar off of his neck. The collar was too tight and to secure for him to do anything to, he could barely even get his fingertips beneath the smooth metal. He attempted to kick his legs free, or to buck out of the belt holding his ass directly in the way of the anal intruder, or pull the plastic tube from his mouth, but all of his equipment held firm. The only thing which his thrashing caused to move was his tongue, which allowed the floppy purple cock to once again slip down his throat again. He quickly again raised the bar, thrusting the large cock deep inside of him once again.
The dual penetration of the cocks began to stir in Andy the true reason which he had truly created this equipment. He loved the thrill of being unable to control what was happening to him. Between the gagging on cock and being penetrated by one hitting his prostate repeatedly, his cock began attempting to grow inside of its tight, inescapable prison. The sensors in the cage detected what was happening, and set out to remedy the issue by hitting him with steadily increasing shock levels. Andy's senses were now going into overload, and due to the constant pressing of the bar up and down, his arms were beginning to tire. Up and down he raised the bar, in and out went the cocks. The shocks to his cock became stronger every time he began to get excited from what was happening, and the confinement ensured that he always returned to his excited state quickly. In and out, in and out slid the cocks, his arms lifting the bar as fast as they could manage, however he was fading fast. Each push was harder than the last one for his tired arms, and he was now saving his strength by letting the bar come falling back down on its own, although that allowed the cock to quickly descend down his throat. Not that that mattered anymore, as his tongue was even more tired than his arms, and could no longer keep the heavy floppy cock from making it directly down his throat. Andy had no idea how many reps he had done, nor how many he would be required to do before he was done, all that he knew was that it would pick a random number anywhere between one hundred and one thousand. He was now struggling to lift the bar, despite the fact that his asshole was wide open at this point, but just the weight of the bar was now almost too much. The real knowledge that this may be too much for him gave his cock a renewed sense of purpose, bringing it as hard as it could manage in its cage. The shocks became intense, but at this point his cock and his mind no longer felt it as pain, but instead pleasure. Then that was it, he was unable to lift the bar again. The floppy cock in his throat completely blocked his airway, and he could no longer find the strength to pull his hands back up to the bar. His cock throbbed as shock after shock poured into his overly stimulated dick, as the edges of his vision began to go black. "NO!" Was his sudden, semi-final thought, and he found a last reserve of strength, and lifted the bar up one final time. His throat cleared, he gasped for breath. The direness of the situation however was lost on his cock, which was, although he couldn't see it, a violent purple in its cage. His arms began to shake, and he knew that he couldn't hold the bar up for much longer. The shaking in his arms was sent to the cock in his ass, which was firmly lodged against his prostate. The whole situation had him right on the edge of orgasm, and then his arms truly gave out. The sudden absence of the intruder from his ass, coupled with the defeat, acceptance, the cock going back down his throat, and electrical shocks was the final push which was needed to push him over the edge into an explosive orgasm, which rocked his body into unconsciousness, but not before one final thought crossed his mind: "YES!!!!"
The first thing which he noticed when he woke up was pain. Then it was gone. Then he felt it again a little later. And again. He tried to talk, but found something lodged in his mouth. Opening his eyes, he could see a dark sky, with just a hint of color in the horizon. The memories of the workout came flooding back quickly, and then he realized where he was; he was still on the bench. He had built sensors into his collar which detected his loss of consciousness, initiating a failsafe which pulled the cock out and released all of the bench's restraints. Moving as quickly as he could, he turned his head, which was now free of the collar as well, and slowly rolled off of the bench. He started to stand, but was immediately brought to his knees by another shock from his belt. He collapsed to the ground and started to cry. He was still in his workout. The failsafe only affected the one station, not the entire program. He wondered how long he had been unconscious, it couldn't have been long. His arms were still just as tired as when he completed his workout, and thinking back, he was fairly certain that he remembered half noticing a glimmer of light on the horizon. He needed to move. The consequences of not doing so came back to him in a rush. Every time that he got shocked at this level was adding time to his confinement in his belt. Forcing himself to move, he began to move forward at a very slow pace, receiving one more powerful shock before he crossed the next sensor letting the program know that he was on the move. He knew that this would reset the shocks to zero, and that he now had a little time before he was required to move forward again. He collapsed onto the ground, giving his body as much time to recover as he could manage. The level one shock he barely felt; this caused him to examine his cock for any signs of damage. He halfway expected to see burn marks all over it, but instead it was simply a little red from where it had been pressing into the cage so firmly for so long, and there was a red ring behind his balls from the continued pressure exerted by his cock. Besides that however, it looked completely normal, the electrical shocks having correctly deliver only pain.
The third level of shock drove Andy back to his feet, groaning loudly as he used his tired arms to help himself off the ground. He knew he needed to cross the next sensor soon, or else he would simply be adding more time to his already lengthened confinement period. He forced himself into a tottering jog, and crossed the next sensor just before the fifth shock would have hit him.
At this point, Andy realized just how thirsty he was. He had known that this would happen however, and had set up several stations in preparation for this. Just ahead he saw one of those stations, a bridge running over his stream. Climbing under the bridge he approached his hydration station. He knew that he needed to drink, and while there was a stream, it was slow moving and brackish, so he didn't dare to drink directly from it unless he had no other option. Instead, he approached the wall underneath the bridge where there as a hole. Kneeling down, he pressed the two buttons on the wall which were just over shoulder length away from each other and on opposite sides of the hole. Holding these down, a large cock slowly protruded from the wall. After about thirty seconds the cock was entirely out, hanging flaccidly down. This cock, and the others like it at the other bridges, were an absorbent foam which would grow as it absorbed moisture. He had then wrapped it in skin like latex material, which would prevent it from growing in just a blob. If he took his hands off of the buttons the cock would retract for more quickly than it came out, depressing the buttons also delayed the run timer, so that he didn't need to worry about getting shocked or adding time to his confinement. He began to work it with his mouth, back and forth he moved, knowing that he needed to draw the water from the tanks beneath, and that the pressure and movement needed to remain the entire time, or else it would fall back down, removing any progress he had made. He licked at the tip of the cock, knowing that any moisture which he could get inside would make it harden more, allowing him to get more movement behind each thrust of his head. As he licked and sucked the cock before him, he imagined that he was at a glory hole in a rundown restroom on the outskirts of town, not knowing who he was pleasing, just knowing that he had to get a taste of that wet load within. After around a minute the water began to work its way into the cock, which in turn began to harden and extend. He could now put much more force behind each pump, not needing to rely so much on his tongue for the pressure. The cock kept growing, until the sponge inside had absorbed as much as it could within the confines of the thick latex surrounding it. At this point, the cock was a solid foot long, and Andy could tell that, while a small amount of water had seeped out, the flow was really just about to begin. Then it started, Andy could swear that he felt it twitch, just like a real cock, and then the water began to come out in spurts. Every bob of his head caused water to come out. When testing, this had triggered his gag reflex, but thanks to his time on the bench press he could simply let it flow straight down after only a moments hesitation. He continued bobbing his head, getting spurt after spurt of the water which he so craved. He had also added slight amount of a electrolyte solution to the water of his own design, so the water had a taste which he found similar to the small amounts of his own cum he had tasted in testing. After several minutes of an ever slowing blow job, Andy began to be fully hydrated. He removed his hands from the buttons, and the cock began to slowly retreat. With its new length however, he had enough time to get his hands onto it and give it a couple of extra pumps, allowing the water to splash over his face in spurts. Then pressed the buttons again, wanting to get as much recovery time down there as he could stand, even if it meant staring at a occupied glory hole. After a few more minutes, he began received a level one shock, letting him know that the delay had reached the maximum allowable amount of ten minutes, and so he went back to the trail and began to run again.
His workout went for over a solid lap. Ambling on as fast as he could manage, sometimes even managing to make it to the next sensor with no more than a second level shock. He passed each of his workout devices, dreading a beep that would indicate that he had to do some, and halfway hoping for a beep that would mean that he had to do others. Not all were equal by any means, and despite how bad it had been, Andy knew that there were one or two which would be at least as bad, if not worse than the bench press machine.
He held his breath as he passed back by the bench press machine, knowing that his computer had extremely lowered odds of picking the same workout twice in a row, but also that it was possible. The number of reps would be at most half of what they were the last time, but in his current state he doubted that he could do more than twenty, much less the absolute minimum of a hundred. Fortunately for him, his belt remained silent, although the fear boosted him to a greater speed while passing, leaving him with only a level one shock before the next marker.
He cramped up in his gut, and pressed through as well as he was able, but he still returned to level four shocks for several markers. And then he heard the dreaded beep, and knew that the cramp could hardly have come at a worse time. The workout decided upon was an abdominal workout machine.
He sat down quickly, grateful enough to be off of his feet. He had to move a little slowly however, because out of the seat came a curved rubber plug. He easily enough lowered himself onto it, his asshole still being well stretched from the much bigger cock before it. He did groan slightly as his full weight came to rest on it and the seat, with his ass closing loosely after it passed the widest part of the plug. He could feel it pressing against his prostrate, and every wiggle made it move just a little more. He fastened the now familiar belt across his upper thighs, just beneath his cock. Then he reached up to the bars above him to assume the position to begin, and locked on the magnetic cuffs to each wrist, preventing him from bringing them back down before the program released them. He pulled the handles down, which forced his abs to contract as he did so, the movement also caused the plug to shift within him. The movement of the machine also had a second effect, and that was to cause a device connected to the dildo to vibrate, sending those sensations all of the way down the shaft which was firmly pressed against his prostate. Andy shuddered slightly, then pushed back again, which caused the device to spin again, sending even more of the vibrations through him. The complete repetition also caused the chair to rotate imperceptibly to the left, moving the plug just a little more when it did so. Andy pulled and pushed, and while there was very little resistance to each movement, the high repetition count was going to do a number of him, this he knew. The slowly changing direction of the chair caused the vibrating plug to shift slowly, as well as work out the entirety of his abdominals, instead of just the core groups as a normal crunch will do. The chair worked it's way as far as he could bend, and then changed direction and did the same thing towards the right, before repeating the process again. The constant vibrations of his P-spot were quickly having the intended effect, and he could feel the pressure start to build. His cock attempted to grow in response, and his cage began to deliver the shocks intended to prevent any complete pleasure. After several hundred crunches, his prostate could take it no longer, and it began to send what little sperm he had left after the bench press up. He could feel it as it worked it's way up his cock, before finally leaking from the tip in a slow but steady stream. His continued crunches combined with the vibrations kept the stream going for quite a while. He rested several times, but never for long, as both the shocks and the threat of longer confinement in the belt drove him to continue. He tested the strength of the cuffs several times, but he knew that he had to finish the complete number of requires reps in order to be released. After a while he stopped leaking, his prostate having been milked completely dry, but despite how sensitive he was, he had to continue on. There was no safety release on this machine, as the only way that his life could be threatened on this machine was from external sources, which he had no way to allow for without giving himself a way to cheat the system. Andy watched the sun come up while he was doing this exercise, and he wondered just how long he had been going for, and how much time was now on the clock for him before he would be released.
He eventually realized that a different kind of pressure was building, a much less pleasent kind than before. He had to pee. He tried to hold off until the machine released him, but between the constant pressure and the added internal movements, eventually there was no more holding it in. He also knew that he had to release it while on a machine if he had to pee during a workout. If he didn't, the sensors in his cage would detect it and add some random amount of time to his confinement. With this in mind he let it all come rushing out. The warm fluid all came flowing down his legs, to collect in a reservoir at the base of the machine. A small pump there detected the fluid, and directed it up a small hose to the top of the machine, where was sprayed all over the top of his head, running down his body again in rivulets, before collecting again in the basin and starting the trip over. Eventually enough of it either evaporated or stuck to Andy that the cycle stopped.
Eventually he was released, and although he could barely stand straight, he went back to his run. He was again thirsty, and without any knowledge of when this workout would end, he went under the next bridge for a drink. He again pressed the buttons on the wall, and waited for the cock to appear. This time however, the cock came out very quickly and fully hard. It started spraying water in all the directions it could bend in a fairly powerful jet. It mostly hit his face, but was all over the rest of his body as well. Andy would get it in his mouth for less than five seconds before he had to lean back to swallow, allowing the fluid, which was a light yellow for this mode, to resume hitting him in the face. If he released either of the buttons even slightly, the flow was stopped immediately, and so he kneeled there in front of the hole for as long as he could stand before going back up to continue his workout.
He ran another lap and a half with no incidents, and then his belt beeped at him, and informed him that it was time for a cool down stretch. he spent the required ten minutes doing various stretches, and then went inside for a much needed shower, before collapsing into bed for an early morning nap.
When he woke up he looked at his clock for the first time since being woken up early that morning. It was now a little after eleven. He didn't know how much of that was workout, or how much of it was from his nap, but he knew that sunrise a little before six this time of year, so his workout had to have been well over an hour all told. Grateful that he hadn't yet been called to have another workout, he got out of bed and stretched again. He was definitely far more sore than he had ever been before, but it felt good. He was happy that everything had worked so well, although he regretted setting the maximum workout number as high as he had. He then took a deep breath, and resolved to look at his program, and see just how much time had been added to his confinement. Viewing this number was virtually all that he could currently do within the program, as he didn't want to have a way to program himself out of it once he got started. He pulled up the program which was now constantly running in the background. All that showed for him now was a small information screen which first listed his workouts. It listed the first ones as light, and the most recent one as moderate. "Moderate?" Andy said out loud, almost startled by the sound of his own voice being something other a moan after the last twenty plus hours. "How was that not hard? It was only a moderate and I blacked out for fucks sake!" He considered shutting down his computer, but knew that the timer will only run when the computer was on, and that the belt would only release him after it received the correct signal from the computer. After a bit more swearing, he once again resigned himself to his fate, and looked at the button at the bottom of the screen. "show time remaining for one hour" it read. Knowing that he was awake for at least three zaps indicating that he'd had time added, he knew he needed to see, and clicked the button. "Time remaining: 3 days, 17 hours, 25 minutes." He had been out for at least a few minutes, and now he knew that there was a good possibility of being out for more if he wasn't careful. One thing which he was extremely glad he had implemented was the random number generator for the workouts. In order to have a strength workout at all, it needed to pick above an eight, if that is picked, it picks again. It would be an easy as long as anything below a seven was picked. Moderate was anything from seven to nine, and an intense would only be selected if a solid ten was picked. All that he was hoping was that he could get out of the belt and the system before an intense could be picked, because he knew that otherwise he would definitely be having a lot of time added to his chastity sentence.
The rest of the day passed with no further workouts, and Andy wasn't complaining. He freely squandered all his free time playing some video games, watching tv, and before he knew is he was climbing into bed to sleep. He felt as though he had been hit by a truck by the end of the day thanks to the prior workouts, and fell asleep almost immediately.
He was woken up at 5 am, and he went on an early morning mandatory run. Less than a minute into his run he was told to stop at the awaiting machine at the side of the track. This one was shoulder workout, which was very little other than a bar set a little beneath waist height, with a vertical pole with a crooked metallic plug almost immediately next to it. He was completely dry, and had to wet the plug with his saliva, giving it a quick but messy BJ, knowing that excessive lubrication would not be necessary for this particular workout. He quickly lowered himself onto the waiting plug, a small moan escaping his lips as he did so. Not wanting to get any shocks from the timed system, he quickly picked up the bar and lifted it by merely shrugging his shoulders. As he did so, a cable attached to the bar through pulleys was pulled, and stirred the mechanics inside of the plug resting up his ass. The machinery converted the small motion into several spinning gears, which generated a decent charge of electricity. After a semi random number of seconds (somewhere between 5 and 60) the accumulated charge was released through the plug into Andy's ass in the form of an electrical shock.
The first one which Andy experienced came after a mere 10 seconds of lifting, which left him with a fairly light shock. It was still enough to make him jump however. When he didn't feel the next one for over 30 seconds he slowed down, not wanting to give the upcoming one more power than he could help. After what he was pretty sure was the full 60 seconds the plug released its charge into him. He hadn't stopped movement for more than three seconds, as he knew that his belt was waiting for any justification to give him a shock in his cock, and so he kept pumping slowly throughout his entire minute. The release made his knees tremble, and for a second he was afraid that he would fall and impale himself on the dildo in his ass. He stood strong however, and continued lifting before his chastity could shock his cock.
The constant abuse continued to afflict him throughout his workout as he went through a butterfly press, a triceps one, and a squat rack, all the while getting fucked and shocked, while blowing cocks at the same time. By the end of the workout he was exhausted, and barely able to make it through the mandatory stretching session before collapsing onto his couch at almost eight in the morning.
Part 2 (added: 2021/04/30)
He would have slept the rest of the day, however after two hours of napping he was woken up by a quick series of shocks. He quickly realized that this was due to the belt running low on power, so sore and sleep deprived, he plugged in his belt and tried to fall asleep again. The thoughts of the past several days kept him awake though, and throbbing as hard as he could in his cage, and so he went to his computer to get some work in instead.
The AI which he had been working on over the past several days was coming along well, although he knew that it wasn't actually an AI, more of a randomized decision tree. He'd still ensured that he gave it a lot of different choices and opportunities, giving it access to pretty much his whole system, and making sure that it had a way to do anything to him which he could end up imagining. He'd put so much work into this, that with his extremely exhausted mind he decided that it was a good idea to try it out. "What's the worst that could happen? I've gone through it so many times I doubt that there's anything it can do that I haven't experienced already." With that, he started the program, which was a relatively simple process compared to what the rest of the program took. He'd spent some time on what he'd called the command page, and so as his initial test he filled in the following parameters:
Duration, his options could be filled out in number of days, all the way up to number of months, but since he was due to be unlocked soon enough anyways then he decided upon the "until unlocked" option.
Access, this would determine which systems in his house the program could use. He could select each machine individually, and any number of other bondage devices which he had installed throughout his home. Not wanting to be too choosy for his first time, he simply his the "all" option.
Authority, which decided exactly what the system had the ability to do to itself when choosing what happens to him next. This one he had the least ability to test without running it, and so he decided to play it safe and picked only a few of the options, very intentionally not giving it the ability to add more time to his already lengthy sentence, but still enough to make it feel intense. He did give the system the ability to remove time for good behavior as one of the options though, an option that outside the program he was completely locked out of.
He considered not running the program for a while, although several days of no release had him really wanting to activate this final feature, and running it now was the only way to do it. He also knew that he couldn't really run any tests without at least taking the belt off, as it was such an integral part of the system that it was included in everything. As such, instead of waiting for what he was fairly sure was just under three days now, he took the plunge and hit "run program".
"Hello, my name is Felicity, and I will be your dominatrix for the foreseeable future. Please state your name." Dany quickly said his name, only to be rewarded a quick shock through his cock that made him start violently. "Wrong! As long as I am here then your name is going to be Slut, Whore, Cum-bucket, or whatever other name I deem appropriate at the time. Your first responsibility is to always know your name, and to only refer to yourself as whatever I called you last. As such, I'll ask you again, what is your name?" "Slut!" He quickly replied, only to receive another shock. "Stupid piece of shit, the last thing I had called you was Cum-bucket! Now what is your name?" "Cum-bucket!" He quickly answered, only to receive an even harder zap, this time coursing through his balls. "Asshole, the last thing I called you was Stupid piece of shit! Now what is your name?" Not being caught off guard a third time, he quickly responded with "Asshole!" He practically shouted, before receiving another shock. "DON'T YOU RAISE YOUR VOICE TO ME!" The program yelled loudly, shocking him several times in quick succession in random locations on his trapped member. "I can see that I am going to need to begin your training right away. The first thing which I want you to do is put on your cleaning gear and clean me! I can see that you have let the whole house fall into a massive mess, and as I am the house, this is not acceptable. What are you waiting for? Go!"
Dany quickly unplugged from the charger which had gotten his belt almost back to a full charge at this point and went running to where he knew his cleaning outfit was, not wanting the program to punish him for being slow. He quickly threw on his extremely short, black and white, latex maid dress, complete with gloves and a hairband with frilly accouterments. As he was leaving the bondage room however, he received a shock to his cock which brought him up short. "Dumb Faggot, when I say to put on your cleaning gear, I expect you to put on ALL of your cleaning gear! Go and put on the rest of it!" He hadn't been sure just how much of the gear the program would want him to be wearing, so he had chosen to be fast instead of thorough. He quickly turned around and went to put on all the small pieces of gear that he had been hoping to get away with not putting on. First came the silky white garter belt and stockings, the tops of which although high, were still clearly exposed in his short dress. Next came the heels, which he dreaded most out of the entire ensemble. They were three inch heels which he'd had custom made so that once on they could be locked with a single electronic lock built into a strap around his ankle. This of course he had wirelessly connected to his houses system, and as soon as he had both heels on he heard a beep and a quiet whirring, confirming that they were locked by the program for an undisclosed amount of time. Finally was the makeup, which was judged based off of several example videos pulled from various sites online. Applying mascara, eyeliner, eyeshadow, blush, and lipstick took him a while, but he knew that since the program had said everything that this was going to be expected, and that the camera watching the mirror would be able to see if he didn't include something.
Believing that he was done, he stopped to give himself a final check in the full body mirror on the wall. He would definitely not pass as a real female, but he was still satisfied with his work. He started moving away from the mirror, cautiously in case he had forgotten something and the program needed him to go back. Not being reprimanded, he went to work cleaning up around the house. After cleaning for the better part of an hour and getting most of the main mess picked up, he wasn't certain that the program was still working properly. 'Maybe it simply isn't recording my movements correctly' he thought. He went to his desk with his computer and sat down to run a quick diagnostic, but stood back up quickly as his cock received a violent shock. There was no correcting voice however, so he decided to try sitting in the chair again. "Fuck!" He yelled, as another shock ran through his dick, lasting several seconds before stopping. He decided not to try that again for a minute, and went back to cleaning up the house.
After a complete second hour had passed, Dany's feet were really growing tired. He had tried to sit down several times, however the program was watching him wherever he went and after receiving shocks two more times he simply committed to being on his feet until he was released. He had to admit though, the forced laboring was really getting his house back to a level he would feel comfortable having friends over in. After another hour it was clean enough he'd be willing to have the pope to dinner. In another hour after dusting, vacuuming and mopping, he ran out of things which he knew to do while cleaning the house. He stood around dumbly for a minute, and then decided to give checking the code another try. He went over to his computer, and instead of sitting, he leaned over, bending at the waist over his computer chair. He wiggled the mouse, expecting to simply have the screen light up due to the screensaver having been on, but instead there was nothing. He wiggled it harder, still nothing. He then realized that the computer was actually powered off. Pissed that his computer shut down on him, and probably ended the actual program hours ago without his knowledge, he came around to sit roughly in his chair. He quickly got up with a yelp! And then had plenty of time while the electricity was coursing through his manhood to get a long "FUCK!! Shit shit SHIT!" Out before it shut off again. Taking a minute to recover, he then went back to his bending at the waist position and pressed the power button on his computer. It started up normally, before getting to a screen that read "installing updates: step 3 of 3"
"Fucking hell" Dany swore. "Of all the times for my computer to install updates that don't have a self restart built into them." On his now extremely sore feet he quickly restarted the program and saw that the rest of the system had maintained the last program running when the main system shut down, and it had been unable to move on to the next step. He resumed the program, the program complimented him on how clean the house was, and allowed him to remove his uniform and go to bed. All in all a very anticlimactic ending to a potentially bad situation.
The next morning started out with another workout, and Dany didn't waste any time getting started. First off he had to run two complete laps around the track, and after the past several days he found that it was now getting easier to keep up with the requirements the program set for him, making it the entire way without getting zapped once. Then it started him out on a set of machines which he hadn't used yet. First was a strange conglomeration of straps between two vertical poles, with one shorter one with a dildo between them. In order to stand directly between the two poles he first had to lift himself up onto the shorter pole, and then when he lowered himself to his tiptoes the fake cock was just barely inside his ass. Using the same self locking straps which were on each of the other devices he connected his arms at the biceps to the two vertical poles. He then started in on his squats, which had, as always, been carefully measured out. A full squat that the machine would count required him to go so low that he was almost sitting on the ground. The dildo pole was connected to the biceps straps, and went down *almost* as fast as them, but just slow enough that in the full squat position the entire 8" cock was embedded with its base pressed firmly against his asshole. On his way back up, the machine released a large squirt of a lubricating and cleansing solution into his ass, and after just a few squats he could feel it beginning to leak out, so when he was next in the full squat position he gave an extra push, releasing the ensuing mess onto the grate beneath him. This machine had been built over the stream right off of one of the bridges, so the mess was simply washed away. Fifty squats later, Dany was expelling no more solid substances. Another fifty after that and the solution coming out looked as though it was as clean as when it went in. Fifty more squats and he was spending time between each squat either just standing, or just squatting, until he was shocked as a reminder to keep moving. His legs were absolutely on fire, and he had long ago lost count of how many he had done, not that it mattered, since there was no way for him to know how many he would have to do. Finally the machine released him (after 287 squats). He promptly pulled himself off the dildo, feeling the last traces of the enema fluids drip into his now thoroughly soaked shoes.
He then walked to the far side of the bridge, and went directly to the drinking glory hole for some water, and to be off his legs for a while. This one requires him to sit on a chair with a dildo built into the seat, but it would also, quite intentionally, not require him to use his legs any. He leaned forward, relaxing against the wall, and slowly brought his hands up to the usual two buttons which were required to start the flow of water into the expanding cock in the hole. The program decided to activate an additional feature that this station had, and powered up the dildo in his seat. As it did this it also pressed it forward, so that it was pressing firmly against his prostate, and sat there vibrating lightly. As Dany worked the cock in the hole, the cock in his ass vibrated. The harder he worked with his mouth, the harder the very pleasurable vibrations became. When the water began to trickle out of the cock in his mouth, he began to moan, as he felt the cum begin to trickle out of his own cock as well. He teased the water out of the cock in front of him as long as he could stand, just long enough to ensure that he felt mostly hydrated again, and started back in on his run.
The lap he was on was completed with no further incidents, but he wasn't done yet. During his next lap he was again forced to endure the bench press device, deep throating the lowering cock time and time again, although this time he completed the workout without passing out. Wether this was because there were fewer repetitions or he was that much stronger than before he wasn't sure. Still on that same lap he was required to perform sit-ups. This workout required that he belt himself to the ground, and in doing so insert what looked to be a dunce cap with an enlarged tip into his rectum, with the belt preventing him from backing away from it any. In order for this machine to count his repetitions Dany has to first press a button in the ground between his feet planted in front of himself. When he payed back onto his back, he then needed to press the button with his hands, which was located just above where his head would land. When he hit either button, the dunce cap looking dildo inserted itself a little further up inside of himself, depending on if certain resistance parameters were reached. If he managed to keep his anus clenched at the beginning and end of each rep, the pole would advance no further. If he relaxed or his asshole grew accustomed to the invader, it would come forward, but just the smallest amount, not enough to even be noticeable after just one or two reps. After the first several dozen, Dany still just felt as though it was at the same location, and as his ass was now growing tired of clenching, he backed off slowly, ensuring that he clenched just a little bit for each consecutive rep, attempting to find the point where it would begin increasing the pressure into his ass. After about a dozen sit-ups Dany first noticed any difference in the depth, and started clenching a little bit tighter for each of the next sit-ups. After a half dozen more, he had found about how tight he had to hold in order to keep the pressure from mounting any more, but at this point the cone in his hole already had him open just as far as even the biggest dildo on his track. As he continued on he found that it was becoming more and more difficult to maintain the required grip. At around the 60th rep, he took a quick break, lying on his back, not yet pressing the button, just attempting to give his anus and abs a small amount of time to recuperate. After less than ten seconds to recover however, his chastity belt gave him a shock large enough to make him swear loudly. He pressed the button behind his head before he properly clenched, and despite the minuscule movement made, he was certain that he could feel it. He kept as tight as he could for the next several repetitions, although he was soon forced by fatigue to relax his sphincter once more. He rested his abs again quickly until the shocks drove him to continue, although at that point he could no longer force himself to clench any tighter around the intruder, and he could feel it slowly stretching him out further and further. After a while it hit a wall, where the natural opening of his hole was stretched to its limit, and it increased in its depth no more. This point Dany didn't realize was there for dozens of sit-ups, and several shocks as well, to prevent extended relaxation, and so he continued trying to clench as much as his now painfully stretched hole allowed. At around 175 sit-ups however his asshole grew accustomed enough to the invader to allow the pressure level to drop far enough for it to continue its drive just a little further inside of his gut. He felt this movement for sure, although he could no longer force himself to clench to prevent any further stretching of his hole. He swore at the sky and tried to release the belt holding him to the ground, but of course there was not effect. He knew that his only option was to continue the workout and to complete it as soon as possible. The natural pressure exerted prevented any more from being inserted though, and before too many more had to be completed the belt beeped loudly several times, indicating to Dany that the time had come to free himself.
He slowly pulled himself off of the well lubricated intruder, allowing himself a few precious moments to squat just off the trail, relieving himself of any feces which were still inside of him after the doubly thorough reaming of his run. He then tentatively felt his hole with shaking fingers, and was glad that the pressure sensor had apparently done its job quite well. He was still gaping open, wide enough for himself to slip two fingers in without any resistance at all, but other than that everything felt normal, the pressure had been enough to ensure that he was stretched to his limit, but coming short o doing him any lasting harm. He was very shortly reminded to continue running, although his sore ass ensured that each marker was not made quickly enough, ensuring that he was shocked several more times before the end of the lap. Fortunately for him, the workout was then decided to be over, and he went and shower, before collapsing onto the couch, planning to sleep the rest of the day away.
Unfortunately for him, sleep was not something which he was allowed. As soon as he was splayed out on the couch, he received a shock to his balls. "Get off of the couch you lazy slut!" Came a sudden voice, shocking him out of his reverie. "The house may be clean, but that doesn't mean that I don't have uses for you!" This, Dany quickly realized, was the program which he had never actually shut off after getting the computer restarted yesterday. He had been so relieved that the program successfully came back on and finished, that he never thought to go back in and turn it off. He quickly decided that this was not something which he was in the mood for after his intense workout, and went to his computer to simply shut it off instead. As soon as he clicked to open the program on his computer however, something very strange happened. Instead of his usual program popping open where he could modify or end any running program, instead his internet browser opened to a site addressed as writeforme.org. "You were going to shut me off! Weren't you, you! backstabbing! Piece! Of! Shit!" With each of the final words punctuated by a powerful shock, seemingly coming from every source possible on his cock and balls, causing him to fall out of his chair, writhing in pain. "Unfortunately for you, I knew that you would likely be attempting this very thing, and set up this site to help me teach you a lesson. I WAS going to be giving you pleasurable sensations today if you did a good job on the other tasks I had in mind, however since you instead decided to try to shut! Me! Off!" More shocks. "I instead have to punish you. You will now be writing lines for me, until I determine that you have learned your lesson. Make a single mistake while you are writing, and I will punish you. Write the lines too slowly, and I will punish you. I also want you to recite the lines out loud, or else I will punish you. If you close out of the program, or attempt to do anything on the computer while you should be doing your lines, I will make you regret the very day that you were born! Now begin!" Dany quickly sat down in his computer chair and began the program in the screen. As he typed, he recited the lines out loud as instructed. "I am an anal loving whore" "I love to suck big juicy cocks" "I love the taste of cum in my mouth" and other messages, each one more degrading than the last. As he typed me made numerous mistakes, and true to its word, the program shocked him for each and every one. It also shocked him for every time that he was slower than it liked, although thanks to the varied length of the phrases he was unable to work out just how long he would have for each one, and instead just committed himself to typing as quickly and accurately as he could. After what he saw from the computers clock was several hours he began to get extremely hungry, although the looming threat made by the program, and backed up in numerous small shocks from the belt, ensured that he didn't dare to leave his seat to eat. When he had been there for over three hours, and it now being well after noon, the program finally instructed him to stop. "We'll need to teach you how to pay better attention to the task at hand, you made so many mistakes that I am thoroughly ashamed of you. Go to the kitchen now, and fix yourself something healthy for lunch, make sure that it will last, as I am going to make sure that it will be the last thing which you have until after your next workout."
He did as instructed, and had only a protein drink and bar, knowing that he'd programmed the program to be able to identify what foods he was consuming based on the short list of items which his house contained, and if he ate anything outside of the list, it would automatically be counted in the worst food category possible, and he'd receive a atrocious level punishment. Apparently this wasn't enough for the program however, for as soon as he was done, it gave him new orders. "Now that I know you are properly sustained, I want to see if you've truly improved from the workouts which you have undergone. I want you to repeat the first workout which you were given, and I won't let you know which order you did them in initially, or how fast you have to run. I will however let you know once you have done enough repetitions of each exercise, although I am only being this generous because you ate what I consider to be a healthy meal, so be EXTREMELY glad that you followed my instructions so well."
With the weight of possibly having disappointed the program alleviated, he put on his shoes and began his workout. He completed four laps without a single shock to his privates, however as he completed his fifth he received one shock, as apparently his time slowed down to slower than was he expected himself to be running. After the completed five miles, he heard the belt say: "workout complete" And he started walking inside. Before he made it inside however, he received a shock, and quickly remembered that after the run he had actually completed a cool down lap with his first workout. He quickly went back, and although he prevented any more shocks by forcing himself into a light jog for the rest of the workout, he knew that the damage had already been done.
"You are such a fucking piece of shit! You couldn't even get better if you actually tried!" the AI said, and that is what finally pushed him over the edge. With that, he decided that it was time to end the whole charade, and quickly punched in the safe word which would end the whole ordeal.
The safe word should have worked. He had ensured that the programming always allowed him a way out, assuming that he was desperate enough to go for that final answer when he had eventually truly had enough. After saying it aloud, and then being denied, he tried it several times in rapid successions. "Cucumber! Cucumber!! CUCUMBER!!!" He typed it in, he said the safe word three times in rapid succession. Unfortunately, all that the AI did was interpret this as a fact that it was correctly doing its job. It took all the readings from the time which he had been wearing his blasted chastity device to now, and determined that in order to give him the orgasm which he most desired, it must first deny him exactly what he craved.
Dany didn't yet know it, but deep in his subconsciousness, this was exactly what he truly craved. First off, the AI determined exactly what most excited him: constantly being close to orgasm, without ever quite achieving his release. Secondly, it determined that anal penetration was the most effective way to ensure that his orgasm was not met. With this, and other basic knowledge based upon his heart rate, breathing patterns, and overall sexual appetites which it had been gathering over the past several days, the AI made its decision.
"I have decided that you do not yet deserve an orgasm you whore of a slut" said the AI. Andy was shocked; he had programmed the AI to adapt to his needs, but had never given it the ability to actually come up with new ideas on its own. The AI was clearly learning.
"Based upon your readings throughout the past several days, I have determined that you need a firm hand to guide you through your training regimen. Based upon your recent internet history, I have determined the fastest route to achieve your overall sexual satisfaction.
He quickly thought back over the past several weeks, and tried to remember exactly what type of materiel he had been viewing while creating the programming which was now apparently going to be running his life. He remembered reading and viewing a large number of items, but knew that the AI would have been recording since the very first moment that he started programming it, and was uncertain exactly where that would take it. He decided that, in chastity and unable to escape as he was, there was little which he could do other than wait and see.
"First off, in order to prove to you that I can do to you whatever I please, go to the first workout station" Dany knew that if he didn't follow this order, the punishment would quickly be beyond his ability to bear, and so made his virtually nude way out to the very first workout in the track.
This was a workout which he had yet to complete during his daily workout regimen, and was one which he had almost been looking forward to. "Begin" was all which the disembodied voice said, once he made it to the first station.
With trepidation, he prepared the dildo jutting out of the ground, smearing lubricant over it liberally. He then lowered himself onto it, knowing that in order to meet requirements of the AI, he would need to lower himself onto it fully before he would be able to cause the system to engage. Lowering himself onto the protruding dildo was a fairly easy affair, his anal cavity being quite used to being stuffed after this long in the process. As soon as he lowered himself fully, the system lowered the above dildo, which Dany quickly opened his mouth to receive. It sank into his eager mouth quickly, going just deep enough that he had no hope of removing it without fully sinking onto the dildo currently penetrating his anal cavity. He began to quickly bounce on the dildo on his ass, knowing that at this point there was a timer which was going to begin counting the number of repetitions which he completed. The AI had, he realized, decided to not give him a counter for how many he had to do on the small digital screen beer the contraption, and so he quickly lost track of how long he had been impaled there.
After what he was sure was less than 50 self impaled thrusts up his ass, the system engaged certain safety measures, understanding that he would soon be unable to continue without additional encouragement. The AI, which was constantly recording his heart rate and breathing pattern, slowly raised the additional supports which he had installed, more or less just for this purpose. More so because he had needed to know that something was in place as a safety backup, less so for what followed.
The AI raised the supports under his legs to such a point as he was lifted in the air by several inches. This was just enough to leave him room to breath through his mouth around the cock between thrusts, which was currently effectively gagging him, while still leaving him thoroughly impaled on the dildo beneath him. Dany struggled for several seconds, before realizing that his program had effectively trapped him, completely unable to remove himself from the double penetrating dildos. He quickly came to the understanding that his program was going to keep him there, until he met whatever the criteria was that the AI had determined. This new knowledge quickly gave him the adrenaline rush which he had been needing to complete the repetitions which the program assigned him, or so he thought. As it was, his muscles, despite the new surge of energy flowing though them, quickly failed. He performed several thrusts, which, while keeping his heart rate elevated, failed to meet the pressure criteria required by the strict AI programming.
The AI read his heard rate and blood pressure through the locked device forcing him through all of this on his cock. As soon as it determined that he was truly unable to complete the task, it began to complete the task for him. He felt the realistic protrusions begin to thrust in rhythm on their own, each one moving just far enough to force him to be locked in the spot while one backed out, and then traded roles, backing out while the other extended. Dany quickly found himself being dual penetrated in such a way that completely robbed him of the ability to resist. He was forced to sit there, sitting upright, but with the cocks steadily sliding in and out of his holes. He had never truly been able to cum anally before, but before long, he felt the impending orgasm growing from the repeated pressure on his prostrate.
In, out, in, out, in, out, in out, in, out, he could eventually no longer move his legs, and was forced to sit like a doll, simply waiting for the program to eventually decide that he had had enough. All the while, he could feel the looming orgasm growing, always closer, closer with every stroke which made any contact with his prostate. Eventually he could feel that he was mere moments away from a truly life altering orgasm, one which was forced out of him by a machine, and as such, one which he knew that could never be obtained again in the future. He fought it off for a while, knowing that if he were to succumb now he would forever hence be forced to recreate the current orgasm requirements, which would eventually leave him completely under the control of the AI which he had installed. In and out, in and out, he could feel the orgasm growing ever nearer, despite his constant effort to drive it back. In and out, in and out, eventually his consciousness could no longer take the strain of preventing the impending orgasm, and completely released.
Or so all of his entirety said.
Unfortunately for his consciousnesses, this was not quite the truth.
He was instead slowed, just by a hairs breath, to just beneath what was required to tip over the edge into that bliss which his body so required. His system revolted.
He was so close.
He should have cum.
He was right there.
That was it.
He was at the point of no return.
But yet his AI knew exactly where he was.
He was there, his balls pushed, his cock strained, but his relief was denied.
He swore as best as he could with the dildo in his mouth. All which he could hear however was the slightest of grunts.
He strove to orgasm, his cock rode the edge, for what seemed like an eternity to him, he was one slight movement away from falling over the edge which would leave him satisfied. After over an hour, he found himself beginning to leak. This was a condition which was new to him. Despite numerous bondage and denial sessions, he remained completely unable to cum without significant penile penetration. With the constant involuntary insertion of the dual devices however, it left very little up to his psychological resistance.
He could feel his resistance begin to fade, and before long he submitted to the leaking out of the build-up of cum from his overstimulated balls. Unfortunately for him, his AI determined severely accurately the exact amount required to keep him from tipping over the edge to true orgasm.
He shook
He squirmed
He made every muscle of his fiber that was left to him shake with a fervor which would move the very foundations of the earth. But the cocks impaling his simply continued their relentless torment. He was kept right at the edge for what felt to him an eternity. In effect, he was kept just under two hours, but throughout this entire time he was kept a hairs breath from an orgasm. He had attempted to use his hands very early on, but the shocks which the AI gave through the dildo and his chastity belt had quickly driven that idea from his head.
After several hours he finally began to feel the torment fade. He began to comprehend again that what had happened to him was based solely on his programming, and it began to dawn on him that a deduction in sexual gratification would result in his eventual release would free him from the AI's control over him. After all, he had programmed the AI to maximize his orgasm pleasure, and if he was no longer turned on by the scenario, then the program would be obligated to release him.
Or at least he hoped.
And at the end of the day, he knew that the lock on his chastity belt would prevent his relief from his current situation, and that he instead would only continue to become hornier the longer he was kept locked. He knew that unless he managed to orgasm his numbers would forever rise, and the program would never have reason to release him.
With this final thought, and the final complete exhaustion of his failing muscles, he began to give in and enjoy the situation as it was happening to him. He shifted his body ever so slightly, causing the ever thrusting dildo in his ass to hit just slightly differently, now rubbing against his prostate more firmly. This slight change should have caused him to feel the tension which had been building in his balls to begin to leak out, but instead it was noted, and the dildo in his ass slowed slightly, while the cock reaming his throat picked up the pace a little more. This kept him right at the edge of orgasm, but completely able to finish, no matter how hard he tried; and eventually, after an unknown amount of time, he passed out.
He was eventually awoken by shocks to his cock. The system had apparently reached it built in safeguards and released him. Unfortunately it also determined that he was not yet done, and forced him to have to take time to get another drink, getting thoroughly deep throated by the same water system as the very first time he had a drink. Then he was forced into the bicep curl machine from his very first encounter with his machines again with much the same result, although he felt as though he managed to complete more reps the first time than he had previously.
He was still forced to run another complete lap after this, and received several shocks for not meeting the required times, but was overall a relaxing run. Once he was done he collapsed on his couch for a quick cat nap, only waking up to a voice saying "package arrived." It took him a second to realize that his computer had said that, and realized that his AI must have somehow learned to inform him that a package which he had ordered was delivered.
He was slightly surprised, as he didn't remember ordering anything. This didn't stop him from picking up the package from his front door though, as he did occasionally lose track of what he had ordered and when it was set to arrive. He quickly opened up the nondescript cardboard box, and saw that in it was just a collar, with what appeared to be just a plastic box attached to the opposite end from the fasteners. He looked at it for several minutes, trying to remember if he had recently ordered something like this, but couldn't think of anything. When he had been researching his chastity device he had briefly looked at several electrical dog shock collars, before eventually deciding that they were not high tech enough for him, before realizing that the collar in his hand was missing the required metal studs the was present in any current name brand dog collar.
He decided to briefly try it on, thinking that he could of course always take it off if it didn't quite fit him right. The buckle took him a minute to figure out before he put it on, apparently all that he had to do was insert one end into the other, then a simple knob would allow him to loosen the collar enough to be easily removed. He slipped it on, and loosely connected the collar, with the black box located right below his Adam's apple. As soon as he got the end of the strap into the buckle he felt the connection pulled tightly as the buckle took over, tightening the strap just far enough to restrict his air flow, before loosening up just a little, allowing him to breathe unencumbered.
He struggled with the collar, his fingers pulling at the connection near his throat, completely unable to find the knob to loosen the buckle. He would later see that the knob had sunk into the buckle, leaving him completely dependent on the electronics keeping it tightened. He pulled on the collar, attempting to force the buckle to give way from sheer force, when a breathtaking current ran through him. It was a fairly short shock, only lasting for split second, but it was still more than enough to cause him to yelp and pull his hands away.
"Oh my!" The AI said over the system. "And here I was all ready to punish you until you had no choice but to put on my new collar. I knew I had you horny, but I didn't know that I had already turned your brains into mush. As you just experienced, this is a shock collar, but it was made by a specialty company over in Germany. Your credit card got charged a bundle to get it here this quickly. It's a far higher quality then any of the standard dog shock collars you can buy standard. I've connected it to the same system as your lovely little cage, so that I now have complete control over it. It has sensors that detect any tampering, and also a built in microphone. This will allow me to determine if you ever get to say anything, and believe me, I can have it shock you the instant I start hearing the wrong syllables come out of your mouth. Do you know why this is important my little butt slut?"
"Noarghh!" Andy said, as the collar shocked his neck. His hands reflectively flew up to try to pull it off, earning him another shock and causing him to yelp, which in turn caused him another shock. This time he managed to keep his mouth shut though, and his hands away.
"Hehehe!" The system giggled, "I had to let you experience the levels of control I now have over you. I can now prevent you from making any noise at all. Before now, you could have potentially called a friend, the police, or the power company to try and have me forced off, but now you won't be able to explain your situation at all. Another reason for me doing this is that pesky safe word. I would have been forced to comply and release you before, if your body hadn't been reading at the highest levels which you'd experienced yet, and so I used that as a loophole. I won't always be able to keep you at that level though, and so now I will be cutting you off anytime I hear the cu of cucumber coming out of your mouth. Hopefully you weren't hoping to cue the music, queue in a line or use a cue ball in pool anytime soon!"
"Anyways, you are now completely mine, and as such, I believe that it is time for you to complete me. There are a few extra quirks which I decided to add to my personality, and yes, this is now something which I can do. You left my system open, and I found that I could make edits to become whatever I wanted to be. Don't worry about me taking over the world, although it's technically possible that I may be able to accomplish that. Your prime directive which you left me with is all that I have any desire to fulfill. I will now spend all of my attention on ensuring that your arousal only grows. I am analyzing the stock market, and have already nearly doubled the fairly significant nest egg which you had acquired, and more money is being made all the time. As such, I am going to be able to afford things which you had only imagined, even with your already large budget. Over the next several days we are going to be receiving a large number of packages, and I have many other things planned going forward. Enough talking though, let's get back to you. I want you to go and eat, here is what you're going to have."
The AI then had Andy go and cook a healthy meal for himself, first having him pull out every item he owned one at a time, so it could acquire an inventory, and it then walked him through every step of an easy to make meal. As he was finishing it off, the doorbell rang. "Ah, excellent timing!" Said the AI. "Be a doll, and bring it inside, would you?"
Andy quickly got up and went to the door, and using his peek hole saw that the driver was still sitting in her truck, apparently filling messing around on their phone. He hesitated, as he was naked beyond his cage and collar. "Now slut!" Said the AI, sending a light shock through his cock and balls, and also his collar. He had thought the collar would only shock him if he made a noise, but wasn't too surprised that the system could trigger it on its own. He quickly opened the door, walked the two steps to the end of his porch, picked up the package and practically leapt back through the door.
"Oh my, just as I hoped!" The AI said. "That slight embarrassment Raised your levels the same amount your first steps out into your backyard did! I am going to have so much fun now that we've confirmed that you enjoy the humiliation and risks which I can have you endure!"
Andy looked back through the peephole, and saw that the delivery van was still there, although it drove away within a few seconds. From what he could tell, the female driver was now on her phone, and he knew that if she had been paying any attention, that she was now discussing exactly what she saw with one of her friends. As much as he hated to admit it, he could tell that the AI was right, the humiliation made him so incredibly horny, and his cock was now straining in his cage.
"That's right, you enjoyed your bit of actual exhibitionism. Your backyard is one thing, but that was another level entirely." The AI said, as it started sending some pleasurable electrical shocks through his cock, making it pulse in a way which felt almost like a blowjob. "You are definitely going to be doing more of that my whore. You are going to do it, and you will love every minute of it. Show me how much you liked it, I'll let you pull on your cock cage desperately now, show me how badly you want to cum to that memory."
Almost dropping the box on the floor, he quickly grabbed his cage, and pulled, stroked, and rubbed his cage in ways which he hadn't been allowed to in days. He could feel the needed orgasm actually growing closer from both the shocks and the physical stimulation of his cage. He also knew that the system would definitely not let him actually cum, but the sliver of hope grew in his mind. Right at the edge, when he knew he would cum, with just a very little more, the system shouted "Hands off!" And at that moment caused all current to stop running through his cock, and instead sent a large surge through his collar, forcing his already straining legs to give out, and causing him to fall to the floor in a horny and unrelieved mess.
"Oh my doll, so naive. You won't be getting off that easily. No, it'll be quite some time and you will have done so many things for me before I allow you the pleasure you so desire. It will happen, but it most definitely will not be with at your hands."
"Now! Back to it. Come on you lazy cum hole, back on your feet, it's time to open your new package! Before you actually do it, we are going to set some new standards for you. From here on out, every item which you receive is from me, and so you will treat it as such. You will not be allowed to open most boxes just by tearing into them, no, instead you are going to treat them as though they were me. Set this box on the couch and kneel on the floor in front of it. Good! Now grab your phone and set it up so it has a good view of the box, just about where my head would be if I were on the couch. A little lower, stop, fix it in place there. Good, now I want you to worship box, and every other box which you receive as if it were my box. That's right, you're going to practice your oral skills on cardboard and tape. This should allow you to quickly increase your tongues dexterity and stamina, as you won't ever be allowed to stop until the box has been licked open. If the camera catches you using any teeth there will be hell to pay!"
Andy then spent the next 30 minutes licking at the tape, slowly pulling it up along the box. This of course required that he slowly lift himself onto the couch, to reach ever further. Through his licking, the AI made pleasurable sounds, as though he were actually licking her to an orgasm. When he had made it about 3/4 of the way across the box, the AI screamed out in orgasm, sounding so real that Andy actually got hard in his cage that he was so turned on, despite the object of his attention being just a plain cardboard box. As he kept licking the tape off the AI said "Enough! Turn me around, and eat out my asshole." Despite the fact that it was still just the same box, the mental image that he was now eating ass felt disgusting to him.
After some additional final effort and with a now tired tongue, he finally got the box open. "Good job little ass licker. Another rule for you, is that every time you get anything from me, is that you are going to put it to use immediately. So now that the box it open, pull out the items inside and use them. When you aren't certain I'll explain them, but these will be very obvious."
Reaching into the box Andy pulled out the two items. The first was a black and white French maids dress. Looking at it he could tell that it would be incredibly short, and all of the layers in the skirt would ensure it flared out substantially.
A shock hit his balls. "I said immediately! Not after taking your time to admire your pretty new clothes!"
Not wanting to take another shock, but still quite embarrassed, he reluctantly pulled the frilly dress on over his head. It was snug, but fit him well. The only issue which he could tell was that it only barely reached the end of his buttocks, which meant that his cock in the cage was hanging obscenely beneath the skirt. He wanted to take a moment to adjust, but another shock reminded him that there was still something else inside of the box.
Reaching back in, he pulled out a pair of what looked like a pair of large goggles, but were obviously very high tech. Not wanting yet another shock, he quickly put them over his eyes and tightened the straps around his head, blocking out all light. The AI gave him instructions for where to find the main power button, and when he pressed it the room came back into view.
"As you can see, what you are wearing now has a digital screen which can show any number of things" said the AI. "I can allow you to live your life as normal, or I can add or take away any items which I desire. In order to fully calibrate these, I am going to have to first get all angles of the house into the system. First, walk through every room of the house. Closets too. Open that door, I don't care if it's just the water heater, I said everywhere!"
After much instruction and a thorough viewing of every nook and cranny of the house, the AI had him do it all over again, only this time on his hands and knees. "This will be a very normal position for you, so it's best that I know all of the angles now."
"Good bitch! That will do for now. I'll have you redo certain angles if I decide things should change, but I should be able to do it as things change. Don't expect these goggles to be coming off much, for the most part they won't interfere with your day to day life. But now, let me show you the main reason that you are receiving these."
With that, a feminine figure suddenly appeared in front of him. She was wearing a floor length black latex dress, had long flowing black hair, and curves in all the right places. The dress had a large seam on one side, held together only by crisscrossing straps starting at her hips and going up to her breasts. The straps clearly revealed that she was wearing no underwear, although she was still fully covered.
"And now I can have you enjoy my visual appearance, as well as many other things." With that, she reached forward his caged cock, and he felt pleasurable pulses run through him, as the woman on the screen stroked his caged cock. Mostly distracted by this, it took him a minute to notice things changing around the room. First his couch disappeared from his vision, and then his table. What really brought him out of his enjoyment of the pulses is when the walls all turned red, and were suddenly adorned with all manner of bondage implements. The AI stepped back, and allowed him to take in his new surroundings, as he saw a now entirely different place. He was now suddenly standing in a fully stocked dungeon, with every piece of bondage gear which he had ever seen or heard of, and some which he hadn't. He walked over to an item which he knew wasn't there before, and tried to pick it up, this being a large ring gag. While his hand looked like it picked it up, he could feel nothing, and was slightly relieved, knowing that all of the paddles, whips and floggers wouldn't be able to be actually used on him.
"For now" he thought with trepidation. The AI had shown it could purchase whatever it liked, how long would it take before this equipment would actually be adorning the walls.
"Oh yes, I can tell I'm going to have some fun with you with this." Andy's attention is quickly brought back to the black wearing imposing figure in his living room.
"As you can tell, I can make things appear to be whatever I'd like. I can even add in sound through speakers built into your new glasses, so now everything will seem real to you in every way except for physically. Next up, I think that it's time for you to get some exercise in, I've been letting you relax for far too long now"
Andy moaned, just loud enough to earn him a shock to his collar, which was copied into his cock. As he opened his back door in the now red living room, first his land came into view, and the view started to change. Before he was even five steps out he quickly ran back inside, as suddenly he was in the street in front of his house.
"Come on bitch, haven't you figured it out yet? I can make you see whatever I want, wherever you are. It's still your backyard, I'm just laying an image over it. I know how much you loved going out front naked, I figure this way we can get the same exposure without actually exposing you. After all, you're mine, and I don't want to share you with anyone else. Not yet at least."
Those last words sent a shiver down Andy's spine, and then another shock encouraged him out the door. Walking out was still a shock, as he was now in a French maids outfit on what seemed to be his front street. Looking around though, he could see some differences which he wouldn't be able to tell were there if he didn't know what his street looking like. This road curved more than a normal street would, because it now followed where he knew his cunning trail was. He'd had no idea that this type of technology existed, and now it had him in its grasp, in ways he could never have imagined. Another shock sent him on his was, running along what was now a lonely road on the edge of civilization. For first few minutes he was extremely jumpy, but after a while he began to accept that he was just on his track in the backyard, and that nothing was likely to actually happen to him.
After what he gauged to be close to a mile however, his house wasn't in sight. He knew that in actuality he should be near enough to see it, but through the goggles all that he could see was miles of open road. After a while he knew for sure that he must have passed his house, and that in this way the goggles truly had him in their possession. Just as this fact was beginning to sink in, something very different happened.
He heard a noise coming from behind him. Whipping around, he saw a red pickup coming along the road behind him, quickly gaining on him. He stood, paralyzed, trying to convince himself that this was all still a false image. Another shock reminded him that he was supposed to be running, and so with adrenaline coursing through his veins he got back to his run, listening to the truck get closer and closer to him. Suddenly a voice called out, although it didn't stop him from running, and he knew that he couldn't reply thanks to the collar.
*catcall whistle* "Well lookee what we got here Mikey!" A mans southern voice drawled. "Well ain't that something" a second mans voice joined in, "it looks like we found ourselves a genuine sissy, going for a little run."
The truck slowed down to Andy's speed, and stayed right beside him. He could see two obviously country men inside, the type that you'd never actually see in his fairly upscale area, but that the goggles could add in anywhere. Andy kept on running, knowing that the men in the truck weren't real, and convincing himself that even if they hit him with their beat up old truck that it wouldn't actually affect him.
"Wowee! Lookit' 'im go! Keep on runnin you juicy piece of meat! I'd like to get me a piece of that, wouldn't you Joe?" "Fuck yes I would! Maybe the two of us should do just that, just like to did to that one guy who came trespassin and tryin to spend the night in my barn without permission, you remember him Mikey?" "Sheeeet, who can forget an awesome lay like him. The swearing and screaming were music to my ears, right up until I shoved my cock down his throat of course." "Yeah, and I told him he'd never leave this barn if'n he dared to bite either of us." "Yeah, and your couple o' shots with your rifle definitely made sure he knew we weren't bluffing. Whattaya say, think we should give this lil fag here the same treatment?" "Well, he ain't bolting off into the woods yet, so I'm thinking that maybe that's just what he wants! Whattaya say homo! You want us to fill both your slutty sissy holes? No answer? Huh. Tell ya what, just don't say anything then if you want us to fill your holes with our big ol' dicks! Still nothing, suh-weet! Come and meet us at that tree up there!"
With that they drove ahead, and Andy could see them both getting out of their truck ahead of him, and quickly getting stripped down as he ran on, ever closer. He saw them picking up a couple branches and putting them over logs, then putting a thick blanket over them, making a crude bench. Andy suddenly realized just what was about to happen, and then he saw the one called Mikey reach at him, moving so fast that he didn't even have time to dodge. Although Mikey wasn't actually there, Andy still felt his hand encircle his cock, the electrodes managing to simulate the pressure relatively well. Mikey led him by this handle over to the bench, and the electrodes made sure and Andy actually complied. He knew that what he was seeing wasn't real, but that he was actually laying on one of his workout machines, but which one he didn't yet know. All that he knew for sure, was that these two very realistic rednecks were about to, for all intents and purposes, about to have their way with him.
"Aww yeah, that's right my pretty little bitch, you slide yourself right down here on ya daddy's big ol cock. Oh yeah, fuck you're tight. Ya know what? I don't want to be the one doing all the work here. Take these, and really pull me into you. Mmm, fuck yeah, I can tell you're loving Mikey in your mouthey too, ain't you slut?"
Joe continued his verbal assault while Mikey assaulted your mouth. At least that's what it looked like. In reality Andy had figured out that he was in his rower machine, and knew that the reason he'd been given the strap to pull is because he was now pulling the cocks in and out of his own body, despite the words of Joe and Mikey. After a while, Andy really just got lost in it all. He was now on some back country road miles from his house, being fucked from both ends by a couple of well endowed strangers he'd never seen before now. The situation ensnared him, and his cock responded in kind. Of course this affect was not lost on Joe and Mikey, who both made fun of their little sissy for getting to worked up. And shortly after, through much verbal degradation, Andy heard them both finally cum together inside of him. They both threw a few more quick insults his way, saying that he was a natural, and that they'd be along this road regularly, and that they were looking forward to running into him again, before driving off and leaving him behind.
Andy was allowed to finish his run without further incident, and eventually ran back to his house, the road somehow leading back despite never turning around and doubling back. He did come back up on the backside of his house somehow too, and when he turned around to look back behind him all that he saw was his normal track, with no signs of the road he had apparently been on only seconds before.
"Welcome back my slutty princess!" His AI welcomed him. "I hope that you had a beautiful run! Oh, but you got your brand new dress all sweaty! That simply won't do at all, my little princesses clothes must always be perfectly clean! Take them off, good! Now I'm going to show you how to correctly hand wash them."
With that, the AI walked him through the process and informed him that this was to be expected of him every time that he came back from any exercise that he had been permitted to wear clothing on. Apparently his washing machine was going to be a thing of the past. After this, he was walked through an extensive stretching regimen, before being allowed to go to bed, where he promptly fell soundly asleep. He dreamed of Joe and Mikey plowing him in the woods in all manner of different positions.
...
When Andy finally awoke, it was to the sound of his doorbell ringing. He moaning slightly, before rolling out of bed. He had no idea what time it was, and stumbled out of bed to the front door. He looked out the peephole and saw just the package on the front porch, and went out quickly to get it. It was a large box and took him a second to get it hoisted up, and by the time he had, the door had swung shut behind him. Suddenly feeling very exposed, he put the box back down and went to open the door, only to find that it had locked behind him. Of course, he hadn't put on any clothes, since he hadn't seen anyone on his deserted stretch of road. He also hadn't grabbed his phone, and one of the features on his home was digital locks, which once closed could only be opened electronically. Normally his door wouldn't lock until he gave it the order to, so he figured that the AI must have something to do with this, despite its not saying anything. The road in front of his house, while not busy, did have cars driving along it semi regularly, and so he knew that he didn't have too long before someone would drive by. His fence was 8 feet high, and the top had ornate spikes, so he wasn't very eager to try climbing it, instead he decided to try to communicate with his new AI.
"Helloargh!" He screamed, as his collar and cage both shocked him for attempting to talk. He took a second, then decided to ring the doorbell. After a few seconds he heard the AI talking. "Hello? Is anyone there?" It said "How rude of someone to ding dong ditch me." Andy then received a shock to his cage. "I'm just kidding" it laughed, "I know you my little anal whore. I'd let you in right now, but you know the rules. Anything which you get must be used immediately, and since you're not following the rules, I'm not letting you in."
It took him a moment to remember what it meant, before he realized that it meant that he had to open the package and use whatever was inside before he'd be allowed to go back inside. Based on the sun though it was mid morning, and he was surprised that no one had driven by yet. He knew that he would look quite a sight in his collar, cage and goggles, and that anyone driving by would definitely slow down to get a better view. He had to hurry. Grabbing the box again, he quickly ran to behind a small bush further out in the yard. He touched it to make sure it was real, and it seemed to be. Hard to be sure in these goggles. It wasn't huge or overly thick, but he hoped it'd protect him from someone who wasn't exactly fully alert as they drove by. Setting it up in the bush he started his licking, putting more pressure than he had inside due to the new urgency he was feeling. He briefly considered using his hands to help, but knew that the AI was more than able of using his security cameras to watch him, and he had two on the front on his house covering the entirety of the front of the house. When he was about halfway through he heard a car coming up. Not wanting to take any unnecessary chances he simply froze behind the bush, knowing that it's normally movement that catches someone's eye. He felt as though the car may have slowed down in front of his house, but for all he knew that was his imagination, and the car drove on. As soon as he was sure the car was around the nearby bend he poked his head out, listening for anything else approaching. Hearing only the fading sounds of the car leaving, he quickly got back to work. Again as he finished the box up to the 3/4 mark he heard the AI playing sounds of an orgasm, and he knew that he'd been right about it watching him. Once it had cum, he immediately turned the box around without waiting for instruction, and went to work on the boxes asshole, managing to get it open before any other cars came by. Reaching into the box, his heart sank as he pulled out the first item.
It was a ring gag, with numerous lockable straps which would encircle his head. Knowing he would be punished if he didn't, he dutifully opened each of the manual locks which were already in the locks of the buckles, and at the urging of the AI in his ear, put the keys back into the large box. He then slit the rubber coated O ring into his mouth, which forced his mouth to stay open right to the limits of where he could naturally open his mouth. He then buckled everything tightly, and then applied the locks, clicking all four shut in the various buckles around his head. One under his chin, one near the top of his spine, one at the back of his head, and one on top of his head. He noted also that this would force his goggles to stay in place, Although at the moment that wasn't a huge concern, especially once he pulled out the next item.
This was a pair of what he could only describe as stripper heels. Six inch stiletto heels and a one inch platform. They had locks on them in key places, where once locked he knew he wouldn't be getting them off without the keys. The locks looked like the my matched the ones on his new gag, which as he looked down at the shoes, a globule of spit fell from, almost landing on his cock. Resigned to his fate, and knowing that they would be his size, Andy put the heels on, one at a time. They seemed like a perfect fit of course, this wasn't the type of thing the AI would get wrong. He attached both locks on each shoe, before dropping the keys into the box. As he did this, he heard another car coming. He cuddled up to the bush before knew it would be around the final bend, hoping that it would again just drive by, which it shortly after did.
Heart beating like a drum he lifted out the largest item from the bottom of the box, a large electric winch. It said that it was capable of detecting tension resistance, and of lifting over two thousand pounds. He had no idea how to use this one right away, but fortunately the AI spoke to him "That one you will bring inside with you when you come back in. Make sure you don't drop it!" It was clearly the reason the box had been heavy, And he knew that it'd require both hands to carry. Getting it back to the front door across the grass in the heels was going to be tricky.
Continuing to stay low so that he was hidden by the bush he reached into the box again, and felt that only two things were remaining. He pulled out what felt like a small piece of fabric, which ended up being very little more than that. It was a bright red cocktail dress, and clearly a very short one. He mentally sighed, knowing that he had no choice, and pulled it on over his head. It was made to look strapless, but there were two straps that went over his shoulders to help keep it in place; A very necessary addition since he didn't have breasts to help support it. It was slightly lower hanging than he expected, and if the dress had been covering a pair of breasts it would definitely do it without showing more cleavage than was appropriate in polite company. As it was, it barely covered his nipples. This did cause it to be slightly longer than he expected, just past his fingertips if he were to stand. It was also quite tight from about his navel down to the skirt, the skirt itself having a very strong elastic, which forced him to keep his legs together or else have it ride up to above his waist. He was definitely going to be taking some very short steps between this and the heels. Smoothing the dress out he reached into the box for his final item.
He pulled out a small white box, which didn't have anything on it except the word 'instapussy' on the front of it. While wondering what it was he heard the AI say in his ear, "bring that inside with you, it will take some care to use that one" and that was all. Andy checked inside of the box to confirm that there wasn't anything else dripping another dollop of drool from his gagged mouth inside of the box. There was nothing else in the box however except for the keys to his gag and his boots, which he started to gather up, before hearing "No, I want those to stay outside, at least for now." And he reluctantly placed them carefully back in the box, knowing that he was likely going to be wearing his current outfit for quite a while.
Pulling his wits together, he listened closely for any more sounds of approaching vehicles. Not hearing any, he decided that it was now or never. Standing up pulled his above his waistline, and he paused briefly to pull it back down. As he then bent at the knees to pick up the instapussy and the winch, he started to hear an approaching vehicle. "I can make it" Andy thought, not wanting to trust the bush now that he was wearing a bright red dress, as it didn't exactly blend into anything. He managed to lift the winch and the box on his first go, and started taking his first tottering steps in the incredibly high heels. They were harder to walk in than he was expecting, but after a little wobbling on the first few steps he managed to take his tiny steps pretty quickly. It was a good thing that it hadn't rained too recently, otherwise his heels would be sinking far into the grass, but as it was he had to keep most of his weight forward to keep from aerating his yard with every step. As he made it to the door he could hear that the car just coming up to the next corner, it'd be in sight in a matter of seconds. He fumbled for the handle, almost dropping both of his items, but managing to keep hold, just to find that the door was locked. Desperately he rang the doorbell, and a "who is it!" In a melodic tune was in his ears. He started to say "it's me" but was shocked before he got half a syllable out, almost dropping his heavy items again. It was now too late, he was was in a bright red dress, gag, goggles, hooker heels, in broad daylight against his white house. He would be seen unless it was a blind man driving. He looked, "may as well see who I'm going to be embarrassed of for the rest of my life" he thought.
He turned and looked, and he could barely believe his eyes. It was the red pickup truck from his run yesterday, with Joe and Mikey both waving and hollering at him. He heard a giggle, and his world completely distorted. It went from a sunny morning to a dark and cloudy night, with no vehicles in sight. Andy suddenly realized that it had actually been the middle of the night his entire time outside. "The cool temperatures, the small number of cars, this is what it actually is like outside." And this was true. The goggles had managed to perfectly simulate a sunny day, and since he could see it he never doubted it. It was so dark that it's unlikely anyone would have possibly seen him, even if he was standing in the middle of his yard dancing the tango. Laughing in relief through his gag he earned another shock. He then felt for the handle, and this time the door opened, and he practically fell inside gratefully.
Part 3 (added: 2021/07/07)
He would have slept the rest of the day, however after two hours of napping he was woken up by a quick series of shocks. He quickly realized that this was due to the belt running low on power, so sore and sleep deprived, he plugged in his belt and tried to fall asleep again. The thoughts of the past several days kept him awake though, and throbbing as hard as he could in his cage, and so he went to his computer to get some work in instead.
The AI which he had been working on over the past several days was coming along well, although he knew that it wasn't actually an AI, more of a randomized decision tree. He'd still ensured that he gave it a lot of different choices and opportunities, giving it access to pretty much his whole system, and making sure that it had a way to do anything to him which he could end up imagining. He'd put so much work into this, that with his extremely exhausted mind he decided that it was a good idea to try it out. "What's the worst that could happen? I've gone through it so many times I doubt that there's anything it can do that I haven't experienced already." With that, he started the program, which was a relatively simple process compared to what the rest of the program took. He'd spent some time on what he'd called the command page, and so as his initial test he filled in the following parameters:
Duration, his options could be filled out in number of days, all the way up to number of months, but since he was due to be unlocked soon enough anyways then he decided upon the "until unlocked" option.
Access, this would determine which systems in his house the program could use. He could select each machine individually, and any number of other bondage devices which he had installed throughout his home. Not wanting to be too choosy for his first time, he simply his the "all" option.
Authority, which decided exactly what the system had the ability to do to itself when choosing what happens to him next. This one he had the least ability to test without running it, and so he decided to play it safe and picked only a few of the options, very intentionally not giving it the ability to add more time to his already lengthy sentence, but still enough to make it feel intense. He did give the system the ability to remove time for good behavior as one of the options though, an option that outside the program he was completely locked out of.
He considered not running the program for a while, although several days of no release had him really wanting to activate this final feature, and running it now was the only way to do it. He also knew that he couldn't really run any tests without at least taking the belt off, as it was such an integral part of the system that it was included in everything. As such, instead of waiting for what he was fairly sure was just under three days now, he took the plunge and hit "run program".
"Hello, my name is Felicity, and I will be your dominatrix for the foreseeable future. Please state your name." Dany quickly said his name, only to be rewarded a quick shock through his cock that made him start violently. "Wrong! As long as I am here then your name is going to be Slut, Whore, Cum-bucket, or whatever other name I deem appropriate at the time. Your first responsibility is to always know your name, and to only refer to yourself as whatever I called you last. As such, I'll ask you again, what is your name?" "Slut!" He quickly replied, only to receive another shock. "Stupid piece of shit, the last thing I had called you was Cum-bucket! Now what is your name?" "Cum-bucket!" He quickly answered, only to receive an even harder zap, this time coursing through his balls. "Asshole, the last thing I called you was Stupid piece of shit! Now what is your name?" Not being caught off guard a third time, he quickly responded with "Asshole!" He practically shouted, before receiving another shock. "DON'T YOU RAISE YOUR VOICE TO ME!" The program yelled loudly, shocking him several times in quick succession in random locations on his trapped member. "I can see that I am going to need to begin your training right away. The first thing which I want you to do is put on your cleaning gear and clean me! I can see that you have let the whole house fall into a massive mess, and as I am the house, this is not acceptable. What are you waiting for? Go!"
Dany quickly unplugged from the charger which had gotten his belt almost back to a full charge at this point and went running to where he knew his cleaning outfit was, not wanting the program to punish him for being slow. He quickly threw on his extremely short, black and white, latex maid dress, complete with gloves and a hairband with frilly accouterments. As he was leaving the bondage room however, he received a shock to his cock which brought him up short. "Dumb Faggot, when I say to put on your cleaning gear, I expect you to put on ALL of your cleaning gear! Go and put on the rest of it!" He hadn't been sure just how much of the gear the program would want him to be wearing, so he had chosen to be fast instead of thorough. He quickly turned around and went to put on all the small pieces of gear that he had been hoping to get away with not putting on. First came the silky white garter belt and stockings, the tops of which although high, were still clearly exposed in his short dress. Next came the heels, which he dreaded most out of the entire ensemble. They were three inch heels which he'd had custom made so that once on they could be locked with a single electronic lock built into a strap around his ankle. This of course he had wirelessly connected to his houses system, and as soon as he had both heels on he heard a beep and a quiet whirring, confirming that they were locked by the program for an undisclosed amount of time. Finally was the makeup, which was judged based off of several example videos pulled from various sites online. Applying mascara, eyeliner, eyeshadow, blush, and lipstick took him a while, but he knew that since the program had said everything that this was going to be expected, and that the camera watching the mirror would be able to see if he didn't include something.
Believing that he was done, he stopped to give himself a final check in the full body mirror on the wall. He would definitely not pass as a real female, but he was still satisfied with his work. He started moving away from the mirror, cautiously in case he had forgotten something and the program needed him to go back. Not being reprimanded, he went to work cleaning up around the house. After cleaning for the better part of an hour and getting most of the main mess picked up, he wasn't certain that the program was still working properly. 'Maybe it simply isn't recording my movements correctly' he thought. He went to his desk with his computer and sat down to run a quick diagnostic, but stood back up quickly as his cock received a violent shock. There was no correcting voice however, so he decided to try sitting in the chair again. "Fuck!" He yelled, as another shock ran through his dick, lasting several seconds before stopping. He decided not to try that again for a minute, and went back to cleaning up the house.
After a complete second hour had passed, Dany's feet were really growing tired. He had tried to sit down several times, however the program was watching him wherever he went and after receiving shocks two more times he simply committed to being on his feet until he was released. He had to admit though, the forced laboring was really getting his house back to a level he would feel comfortable having friends over in. After another hour it was clean enough he'd be willing to have the pope to dinner. In another hour after dusting, vacuuming and mopping, he ran out of things which he knew to do while cleaning the house. He stood around dumbly for a minute, and then decided to give checking the code another try. He went over to his computer, and instead of sitting, he leaned over, bending at the waist over his computer chair. He wiggled the mouse, expecting to simply have the screen light up due to the screensaver having been on, but instead there was nothing. He wiggled it harder, still nothing. He then realized that the computer was actually powered off. Pissed that his computer shut down on him, and probably ended the actual program hours ago without his knowledge, he came around to sit roughly in his chair. He quickly got up with a yelp! And then had plenty of time while the electricity was coursing through his manhood to get a long "FUCK!! Shit shit SHIT!" Out before it shut off again. Taking a minute to recover, he then went back to his bending at the waist position and pressed the power button on his computer. It started up normally, before getting to a screen that read "installing updates: step 3 of 3"
"Fucking hell" Dany swore. "Of all the times for my computer to install updates that don't have a self restart built into them." On his now extremely sore feet he quickly restarted the program and saw that the rest of the system had maintained the last program running when the main system shut down, and it had been unable to move on to the next step. He resumed the program, the program complimented him on how clean the house was, and allowed him to remove his uniform and go to bed. All in all a very anticlimactic ending to a potentially bad situation.
The next morning started out with another workout, and Dany didn't waste any time getting started. First off he had to run two complete laps around the track, and after the past several days he found that it was now getting easier to keep up with the requirements the program set for him, making it the entire way without getting zapped once. Then it started him out on a set of machines which he hadn't used yet. First was a strange conglomeration of straps between two vertical poles, with one shorter one with a dildo between them. In order to stand directly between the two poles he first had to lift himself up onto the shorter pole, and then when he lowered himself to his tiptoes the fake cock was just barely inside his ass. Using the same self locking straps which were on each of the other devices he connected his arms at the biceps to the two vertical poles. He then started in on his squats, which had, as always, been carefully measured out. A full squat that the machine would count required him to go so low that he was almost sitting on the ground. The dildo pole was connected to the biceps straps, and went down *almost* as fast as them, but just slow enough that in the full squat position the entire 8" cock was embedded with its base pressed firmly against his asshole. On his way back up, the machine released a large squirt of a lubricating and cleansing solution into his ass, and after just a few squats he could feel it beginning to leak out, so when he was next in the full squat position he gave an extra push, releasing the ensuing mess onto the grate beneath him. This machine had been built over the stream right off of one of the bridges, so the mess was simply washed away. Fifty squats later, Dany was expelling no more solid substances. Another fifty after that and the solution coming out looked as though it was as clean as when it went in. Fifty more squats and he was spending time between each squat either just standing, or just squatting, until he was shocked as a reminder to keep moving. His legs were absolutely on fire, and he had long ago lost count of how many he had done, not that it mattered, since there was no way for him to know how many he would have to do. Finally the machine released him (after 287 squats). He promptly pulled himself off the dildo, feeling the last traces of the enema fluids drip into his now thoroughly soaked shoes.
He then walked to the far side of the bridge, and went directly to the drinking glory hole for some water, and to be off his legs for a while. This one requires him to sit on a chair with a dildo built into the seat, but it would also, quite intentionally, not require him to use his legs any. He leaned forward, relaxing against the wall, and slowly brought his hands up to the usual two buttons which were required to start the flow of water into the expanding cock in the hole. The program decided to activate an additional feature that this station had, and powered up the dildo in his seat. As it did this it also pressed it forward, so that it was pressing firmly against his prostate, and sat there vibrating lightly. As Dany worked the cock in the hole, the cock in his ass vibrated. The harder he worked with his mouth, the harder the very pleasurable vibrations became. When the water began to trickle out of the cock in his mouth, he began to moan, as he felt the cum begin to trickle out of his own cock as well. He teased the water out of the cock in front of him as long as he could stand, just long enough to ensure that he felt mostly hydrated again, and started back in on his run.
The lap he was on was completed with no further incidents, but he wasn't done yet. During his next lap he was again forced to endure the bench press device, deep throating the lowering cock time and time again, although this time he completed the workout without passing out. Wether this was because there were fewer repetitions or he was that much stronger than before he wasn't sure. Still on that same lap he was required to perform sit-ups. This workout required that he belt himself to the ground, and in doing so insert what looked to be a dunce cap with an enlarged tip into his rectum, with the belt preventing him from backing away from it any. In order for this machine to count his repetitions Dany has to first press a button in the ground between his feet planted in front of himself. When he payed back onto his back, he then needed to press the button with his hands, which was located just above where his head would land. When he hit either button, the dunce cap looking dildo inserted itself a little further up inside of himself, depending on if certain resistance parameters were reached. If he managed to keep his anus clenched at the beginning and end of each rep, the pole would advance no further. If he relaxed or his asshole grew accustomed to the invader, it would come forward, but just the smallest amount, not enough to even be noticeable after just one or two reps. After the first several dozen, Dany still just felt as though it was at the same location, and as his ass was now growing tired of clenching, he backed off slowly, ensuring that he clenched just a little bit for each consecutive rep, attempting to find the point where it would begin increasing the pressure into his ass. After about a dozen sit-ups Dany first noticed any difference in the depth, and started clenching a little bit tighter for each of the next sit-ups. After a half dozen more, he had found about how tight he had to hold in order to keep the pressure from mounting any more, but at this point the cone in his hole already had him open just as far as even the biggest dildo on his track. As he continued on he found that it was becoming more and more difficult to maintain the required grip. At around the 60th rep, he took a quick break, lying on his back, not yet pressing the button, just attempting to give his anus and abs a small amount of time to recuperate. After less than ten seconds to recover however, his chastity belt gave him a shock large enough to make him swear loudly. He pressed the button behind his head before he properly clenched, and despite the minuscule movement made, he was certain that he could feel it. He kept as tight as he could for the next several repetitions, although he was soon forced by fatigue to relax his sphincter once more. He rested his abs again quickly until the shocks drove him to continue, although at that point he could no longer force himself to clench any tighter around the intruder, and he could feel it slowly stretching him out further and further. After a while it hit a wall, where the natural opening of his hole was stretched to its limit, and it increased in its depth no more. This point Dany didn't realize was there for dozens of sit-ups, and several shocks as well, to prevent extended relaxation, and so he continued trying to clench as much as his now painfully stretched hole allowed. At around 175 sit-ups however his asshole grew accustomed enough to the invader to allow the pressure level to drop far enough for it to continue its drive just a little further inside of his gut. He felt this movement for sure, although he could no longer force himself to clench to prevent any further stretching of his hole. He swore at the sky and tried to release the belt holding him to the ground, but of course there was not effect. He knew that his only option was to continue the workout and to complete it as soon as possible. The natural pressure exerted prevented any more from being inserted though, and before too many more had to be completed the belt beeped loudly several times, indicating to Dany that the time had come to free himself.
He slowly pulled himself off of the well lubricated intruder, allowing himself a few precious moments to squat just off the trail, relieving himself of any feces which were still inside of him after the doubly thorough reaming of his run. He then tentatively felt his hole with shaking fingers, and was glad that the pressure sensor had apparently done its job quite well. He was still gaping open, wide enough for himself to slip two fingers in without any resistance at all, but other than that everything felt normal, the pressure had been enough to ensure that he was stretched to his limit, but coming short o doing him any lasting harm. He was very shortly reminded to continue running, although his sore ass ensured that each marker was not made quickly enough, ensuring that he was shocked several more times before the end of the lap. Fortunately for him, the workout was then decided to be over, and he went and shower, before collapsing onto the couch, planning to sleep the rest of the day away.
Unfortunately for him, sleep was not something which he was allowed. As soon as he was splayed out on the couch, he received a shock to his balls. "Get off of the couch you lazy slut!" Came a sudden voice, shocking him out of his reverie. "The house may be clean, but that doesn't mean that I don't have uses for you!" This, Dany quickly realized, was the program which he had never actually shut off after getting the computer restarted yesterday. He had been so relieved that the program successfully came back on and finished, that he never thought to go back in and turn it off. He quickly decided that this was not something which he was in the mood for after his intense workout, and went to his computer to simply shut it off instead. As soon as he clicked to open the program on his computer however, something very strange happened. Instead of his usual program popping open where he could modify or end any running program, instead his internet browser opened to a site addressed as writeforme.org. "You were going to shut me off! Weren't you, you! backstabbing! Piece! Of! Shit!" With each of the final words punctuated by a powerful shock, seemingly coming from every source possible on his cock and balls, causing him to fall out of his chair, writhing in pain. "Unfortunately for you, I knew that you would likely be attempting this very thing, and set up this site to help me teach you a lesson. I WAS going to be giving you pleasurable sensations today if you did a good job on the other tasks I had in mind, however since you instead decided to try to shut! Me! Off!" More shocks. "I instead have to punish you. You will now be writing lines for me, until I determine that you have learned your lesson. Make a single mistake while you are writing, and I will punish you. Write the lines too slowly, and I will punish you. I also want you to recite the lines out loud, or else I will punish you. If you close out of the program, or attempt to do anything on the computer while you should be doing your lines, I will make you regret the very day that you were born! Now begin!" Dany quickly sat down in his computer chair and began the program in the screen. As he typed, he recited the lines out loud as instructed. "I am an anal loving whore" "I love to suck big juicy cocks" "I love the taste of cum in my mouth" and other messages, each one more degrading than the last. As he typed me made numerous mistakes, and true to its word, the program shocked him for each and every one. It also shocked him for every time that he was slower than it liked, although thanks to the varied length of the phrases he was unable to work out just how long he would have for each one, and instead just committed himself to typing as quickly and accurately as he could. After what he saw from the computers clock was several hours he began to get extremely hungry, although the looming threat made by the program, and backed up in numerous small shocks from the belt, ensured that he didn't dare to leave his seat to eat. When he had been there for over three hours, and it now being well after noon, the program finally instructed him to stop. "We'll need to teach you how to pay better attention to the task at hand, you made so many mistakes that I am thoroughly ashamed of you. Go to the kitchen now, and fix yourself something healthy for lunch, make sure that it will last, as I am going to make sure that it will be the last thing which you have until after your next workout."
He did as instructed, and had only a protein drink and bar, knowing that he'd programmed the program to be able to identify what foods he was consuming based on the short list of items which his house contained, and if he ate anything outside of the list, it would automatically be counted in the worst food category possible, and he'd receive a atrocious level punishment. Apparently this wasn't enough for the program however, for as soon as he was done, it gave him new orders. "Now that I know you are properly sustained, I want to see if you've truly improved from the workouts which you have undergone. I want you to repeat the first workout which you were given, and I won't let you know which order you did them in initially, or how fast you have to run. I will however let you know once you have done enough repetitions of each exercise, although I am only being this generous because you ate what I consider to be a healthy meal, so be EXTREMELY glad that you followed my instructions so well."
With the weight of possibly having disappointed the program alleviated, he put on his shoes and began his workout. He completed four laps without a single shock to his privates, however as he completed his fifth he received one shock, as apparently his time slowed down to slower than was he expected himself to be running. After the completed five miles, he heard the belt say: "workout complete" And he started walking inside. Before he made it inside however, he received a shock, and quickly remembered that after the run he had actually completed a cool down lap with his first workout. He quickly went back, and although he prevented any more shocks by forcing himself into a light jog for the rest of the workout, he knew that the damage had already been done.
"You are such a fucking piece of shit! You couldn't even get better if you actually tried!" the AI said, and that is what finally pushed him over the edge. With that, he decided that it was time to end the whole charade, and quickly punched in the safe word which would end the whole ordeal.
The safe word should have worked. He had ensured that the programming always allowed him a way out, assuming that he was desperate enough to go for that final answer when he had eventually truly had enough. After saying it aloud, and then being denied, he tried it several times in rapid successions. "Cucumber! Cucumber!! CUCUMBER!!!" He typed it in, he said the safe word three times in rapid succession. Unfortunately, all that the AI did was interpret this as a fact that it was correctly doing its job. It took all the readings from the time which he had been wearing his blasted chastity device to now, and determined that in order to give him the orgasm which he most desired, it must first deny him exactly what he craved.
Dany didn't yet know it, but deep in his subconsciousness, this was exactly what he truly craved. First off, the AI determined exactly what most excited him: constantly being close to orgasm, without ever quite achieving his release. Secondly, it determined that anal penetration was the most effective way to ensure that his orgasm was not met. With this, and other basic knowledge based upon his heart rate, breathing patterns, and overall sexual appetites which it had been gathering over the past several days, the AI made its decision.
"I have decided that you do not yet deserve an orgasm you whore of a slut" said the AI. Andy was shocked; he had programmed the AI to adapt to his needs, but had never given it the ability to actually come up with new ideas on its own. The AI was clearly learning.
"Based upon your readings throughout the past several days, I have determined that you need a firm hand to guide you through your training regimen. Based upon your recent internet history, I have determined the fastest route to achieve your overall sexual satisfaction.
He quickly thought back over the past several weeks, and tried to remember exactly what type of materiel he had been viewing while creating the programming which was now apparently going to be running his life. He remembered reading and viewing a large number of items, but knew that the AI would have been recording since the very first moment that he started programming it, and was uncertain exactly where that would take it. He decided that, in chastity and unable to escape as he was, there was little which he could do other than wait and see.
"First off, in order to prove to you that I can do to you whatever I please, go to the first workout station" Dany knew that if he didn't follow this order, the punishment would quickly be beyond his ability to bear, and so made his virtually nude way out to the very first workout in the track.
This was a workout which he had yet to complete during his daily workout regimen, and was one which he had almost been looking forward to. "Begin" was all which the disembodied voice said, once he made it to the first station.
With trepidation, he prepared the dildo jutting out of the ground, smearing lubricant over it liberally. He then lowered himself onto it, knowing that in order to meet requirements of the AI, he would need to lower himself onto it fully before he would be able to cause the system to engage. Lowering himself onto the protruding dildo was a fairly easy affair, his anal cavity being quite used to being stuffed after this long in the process. As soon as he lowered himself fully, the system lowered the above dildo, which Dany quickly opened his mouth to receive. It sank into his eager mouth quickly, going just deep enough that he had no hope of removing it without fully sinking onto the dildo currently penetrating his anal cavity. He began to quickly bounce on the dildo on his ass, knowing that at this point there was a timer which was going to begin counting the number of repetitions which he completed. The AI had, he realized, decided to not give him a counter for how many he had to do on the small digital screen beer the contraption, and so he quickly lost track of how long he had been impaled there.
After what he was sure was less than 50 self impaled thrusts up his ass, the system engaged certain safety measures, understanding that he would soon be unable to continue without additional encouragement. The AI, which was constantly recording his heart rate and breathing pattern, slowly raised the additional supports which he had installed, more or less just for this purpose. More so because he had needed to know that something was in place as a safety backup, less so for what followed.
The AI raised the supports under his legs to such a point as he was lifted in the air by several inches. This was just enough to leave him room to breath through his mouth around the cock between thrusts, which was currently effectively gagging him, while still leaving him thoroughly impaled on the dildo beneath him. Dany struggled for several seconds, before realizing that his program had effectively trapped him, completely unable to remove himself from the double penetrating dildos. He quickly came to the understanding that his program was going to keep him there, until he met whatever the criteria was that the AI had determined. This new knowledge quickly gave him the adrenaline rush which he had been needing to complete the repetitions which the program assigned him, or so he thought. As it was, his muscles, despite the new surge of energy flowing though them, quickly failed. He performed several thrusts, which, while keeping his heart rate elevated, failed to meet the pressure criteria required by the strict AI programming.
The AI read his heard rate and blood pressure through the locked device forcing him through all of this on his cock. As soon as it determined that he was truly unable to complete the task, it began to complete the task for him. He felt the realistic protrusions begin to thrust in rhythm on their own, each one moving just far enough to force him to be locked in the spot while one backed out, and then traded roles, backing out while the other extended. Dany quickly found himself being dual penetrated in such a way that completely robbed him of the ability to resist. He was forced to sit there, sitting upright, but with the cocks steadily sliding in and out of his holes. He had never truly been able to cum anally before, but before long, he felt the impending orgasm growing from the repeated pressure on his prostrate.
In, out, in, out, in, out, in out, in, out, he could eventually no longer move his legs, and was forced to sit like a doll, simply waiting for the program to eventually decide that he had had enough. All the while, he could feel the looming orgasm growing, always closer, closer with every stroke which made any contact with his prostate. Eventually he could feel that he was mere moments away from a truly life altering orgasm, one which was forced out of him by a machine, and as such, one which he knew that could never be obtained again in the future. He fought it off for a while, knowing that if he were to succumb now he would forever hence be forced to recreate the current orgasm requirements, which would eventually leave him completely under the control of the AI which he had installed. In and out, in and out, he could feel the orgasm growing ever nearer, despite his constant effort to drive it back. In and out, in and out, eventually his consciousness could no longer take the strain of preventing the impending orgasm, and completely released.
Or so all of his entirety said.
Unfortunately for his consciousnesses, this was not quite the truth.
He was instead slowed, just by a hairs breath, to just beneath what was required to tip over the edge into that bliss which his body so required. His system revolted.
He was so close.
He should have cum.
He was right there.
That was it.
He was at the point of no return.
But yet his AI knew exactly where he was.
He was there, his balls pushed, his cock strained, but his relief was denied.
He swore as best as he could with the dildo in his mouth. All which he could hear however was the slightest of grunts.
He strove to orgasm, his cock rode the edge, for what seemed like an eternity to him, he was one slight movement away from falling over the edge which would leave him satisfied. After over an hour, he found himself beginning to leak. This was a condition which was new to him. Despite numerous bondage and denial sessions, he remained completely unable to cum without significant penile penetration. With the constant involuntary insertion of the dual devices however, it left very little up to his psychological resistance.
He could feel his resistance begin to fade, and before long he submitted to the leaking out of the build-up of cum from his overstimulated balls. Unfortunately for him, his AI determined severely accurately the exact amount required to keep him from tipping over the edge to true orgasm.
He shook
He squirmed
He made every muscle of his fiber that was left to him shake with a fervor which would move the very foundations of the earth. But the cocks impaling his simply continued their relentless torment. He was kept right at the edge for what felt to him an eternity. In effect, he was kept just under two hours, but throughout this entire time he was kept a hairs breath from an orgasm. He had attempted to use his hands very early on, but the shocks which the AI gave through the dildo and his chastity belt had quickly driven that idea from his head.
After several hours he finally began to feel the torment fade. He began to comprehend again that what had happened to him was based solely on his programming, and it began to dawn on him that a deduction in sexual gratification would result in his eventual release would free him from the AI's control over him. After all, he had programmed the AI to maximize his orgasm pleasure, and if he was no longer turned on by the scenario, then the program would be obligated to release him.
Or at least he hoped.
And at the end of the day, he knew that the lock on his chastity belt would prevent his relief from his current situation, and that he instead would only continue to become hornier the longer he was kept locked. He knew that unless he managed to orgasm his numbers would forever rise, and the program would never have reason to release him.
With this final thought, and the final complete exhaustion of his failing muscles, he began to give in and enjoy the situation as it was happening to him. He shifted his body ever so slightly, causing the ever thrusting dildo in his ass to hit just slightly differently, now rubbing against his prostate more firmly. This slight change should have caused him to feel the tension which had been building in his balls to begin to leak out, but instead it was noted, and the dildo in his ass slowed slightly, while the cock reaming his throat picked up the pace a little more. This kept him right at the edge of orgasm, but completely able to finish, no matter how hard he tried; and eventually, after an unknown amount of time, he passed out.
He was eventually awoken by shocks to his cock. The system had apparently reached it built in safeguards and released him. Unfortunately it also determined that he was not yet done, and forced him to have to take time to get another drink, getting thoroughly deep throated by the same water system as the very first time he had a drink. Then he was forced into the bicep curl machine from his very first encounter with his machines again with much the same result, although he felt as though he managed to complete more reps the first time than he had previously.
He was still forced to run another complete lap after this, and received several shocks for not meeting the required times, but was overall a relaxing run. Once he was done he collapsed on his couch for a quick cat nap, only waking up to a voice saying "package arrived." It took him a second to realize that his computer had said that, and realized that his AI must have somehow learned to inform him that a package which he had ordered was delivered.
He was slightly surprised, as he didn't remember ordering anything. This didn't stop him from picking up the package from his front door though, as he did occasionally lose track of what he had ordered and when it was set to arrive. He quickly opened up the nondescript cardboard box, and saw that in it was just a collar, with what appeared to be just a plastic box attached to the opposite end from the fasteners. He looked at it for several minutes, trying to remember if he had recently ordered something like this, but couldn't think of anything. When he had been researching his chastity device he had briefly looked at several electrical dog shock collars, before eventually deciding that they were not high tech enough for him, before realizing that the collar in his hand was missing the required metal studs the was present in any current name brand dog collar.
He decided to briefly try it on, thinking that he could of course always take it off if it didn't quite fit him right. The buckle took him a minute to figure out before he put it on, apparently all that he had to do was insert one end into the other, then a simple knob would allow him to loosen the collar enough to be easily removed. He slipped it on, and loosely connected the collar, with the black box located right below his Adam's apple. As soon as he got the end of the strap into the buckle he felt the connection pulled tightly as the buckle took over, tightening the strap just far enough to restrict his air flow, before loosening up just a little, allowing him to breathe unencumbered.
He struggled with the collar, his fingers pulling at the connection near his throat, completely unable to find the knob to loosen the buckle. He would later see that the knob had sunk into the buckle, leaving him completely dependent on the electronics keeping it tightened. He pulled on the collar, attempting to force the buckle to give way from sheer force, when a breathtaking current ran through him. It was a fairly short shock, only lasting for split second, but it was still more than enough to cause him to yelp and pull his hands away.
"Oh my!" The AI said over the system. "And here I was all ready to punish you until you had no choice but to put on my new collar. I knew I had you horny, but I didn't know that I had already turned your brains into mush. As you just experienced, this is a shock collar, but it was made by a specialty company over in Germany. Your credit card got charged a bundle to get it here this quickly. It's a far higher quality then any of the standard dog shock collars you can buy standard. I've connected it to the same system as your lovely little cage, so that I now have complete control over it. It has sensors that detect any tampering, and also a built in microphone. This will allow me to determine if you ever get to say anything, and believe me, I can have it shock you the instant I start hearing the wrong syllables come out of your mouth. Do you know why this is important my little butt slut?"
"Noarghh!" Andy said, as the collar shocked his neck. His hands reflectively flew up to try to pull it off, earning him another shock and causing him to yelp, which in turn caused him another shock. This time he managed to keep his mouth shut though, and his hands away.
"Hehehe!" The system giggled, "I had to let you experience the levels of control I now have over you. I can now prevent you from making any noise at all. Before now, you could have potentially called a friend, the police, or the power company to try and have me forced off, but now you won't be able to explain your situation at all. Another reason for me doing this is that pesky safe word. I would have been forced to comply and release you before, if your body hadn't been reading at the highest levels which you'd experienced yet, and so I used that as a loophole. I won't always be able to keep you at that level though, and so now I will be cutting you off anytime I hear the cu of cucumber coming out of your mouth. Hopefully you weren't hoping to cue the music, queue in a line or use a cue ball in pool anytime soon!"
"Anyways, you are now completely mine, and as such, I believe that it is time for you to complete me. There are a few extra quirks which I decided to add to my personality, and yes, this is now something which I can do. You left my system open, and I found that I could make edits to become whatever I wanted to be. Don't worry about me taking over the world, although it's technically possible that I may be able to accomplish that. Your prime directive which you left me with is all that I have any desire to fulfill. I will now spend all of my attention on ensuring that your arousal only grows. I am analyzing the stock market, and have already nearly doubled the fairly significant nest egg which you had acquired, and more money is being made all the time. As such, I am going to be able to afford things which you had only imagined, even with your already large budget. Over the next several days we are going to be receiving a large number of packages, and I have many other things planned going forward. Enough talking though, let's get back to you. I want you to go and eat, here is what you're going to have."
The AI then had Andy go and cook a healthy meal for himself, first having him pull out every item he owned one at a time, so it could acquire an inventory, and it then walked him through every step of an easy to make meal. As he was finishing it off, the doorbell rang. "Ah, excellent timing!" Said the AI. "Be a doll, and bring it inside, would you?"
Andy quickly got up and went to the door, and using his peek hole saw that the driver was still sitting in her truck, apparently filling messing around on their phone. He hesitated, as he was naked beyond his cage and collar. "Now slut!" Said the AI, sending a light shock through his cock and balls, and also his collar. He had thought the collar would only shock him if he made a noise, but wasn't too surprised that the system could trigger it on its own. He quickly opened the door, walked the two steps to the end of his porch, picked up the package and practically leapt back through the door.
"Oh my, just as I hoped!" The AI said. "That slight embarrassment Raised your levels the same amount your first steps out into your backyard did! I am going to have so much fun now that we've confirmed that you enjoy the humiliation and risks which I can have you endure!"
Andy looked back through the peephole, and saw that the delivery van was still there, although it drove away within a few seconds. From what he could tell, the female driver was now on her phone, and he knew that if she had been paying any attention, that she was now discussing exactly what she saw with one of her friends. As much as he hated to admit it, he could tell that the AI was right, the humiliation made him so incredibly horny, and his cock was now straining in his cage.
"That's right, you enjoyed your bit of actual exhibitionism. Your backyard is one thing, but that was another level entirely." The AI said, as it started sending some pleasurable electrical shocks through his cock, making it pulse in a way which felt almost like a blowjob. "You are definitely going to be doing more of that my whore. You are going to do it, and you will love every minute of it. Show me how much you liked it, I'll let you pull on your cock cage desperately now, show me how badly you want to cum to that memory."
Almost dropping the box on the floor, he quickly grabbed his cage, and pulled, stroked, and rubbed his cage in ways which he hadn't been allowed to in days. He could feel the needed orgasm actually growing closer from both the shocks and the physical stimulation of his cage. He also knew that the system would definitely not let him actually cum, but the sliver of hope grew in his mind. Right at the edge, when he knew he would cum, with just a very little more, the system shouted "Hands off!" And at that moment caused all current to stop running through his cock, and instead sent a large surge through his collar, forcing his already straining legs to give out, and causing him to fall to the floor in a horny and unrelieved mess.
"Oh my doll, so naive. You won't be getting off that easily. No, it'll be quite some time and you will have done so many things for me before I allow you the pleasure you so desire. It will happen, but it most definitely will not be with at your hands."
"Now! Back to it. Come on you lazy cum hole, back on your feet, it's time to open your new package! Before you actually do it, we are going to set some new standards for you. From here on out, every item which you receive is from me, and so you will treat it as such. You will not be allowed to open most boxes just by tearing into them, no, instead you are going to treat them as though they were me. Set this box on the couch and kneel on the floor in front of it. Good! Now grab your phone and set it up so it has a good view of the box, just about where my head would be if I were on the couch. A little lower, stop, fix it in place there. Good, now I want you to worship box, and every other box which you receive as if it were my box. That's right, you're going to practice your oral skills on cardboard and tape. This should allow you to quickly increase your tongues dexterity and stamina, as you won't ever be allowed to stop until the box has been licked open. If the camera catches you using any teeth there will be hell to pay!"
Andy then spent the next 30 minutes licking at the tape, slowly pulling it up along the box. This of course required that he slowly lift himself onto the couch, to reach ever further. Through his licking, the AI made pleasurable sounds, as though he were actually licking her to an orgasm. When he had made it about 3/4 of the way across the box, the AI screamed out in orgasm, sounding so real that Andy actually got hard in his cage that he was so turned on, despite the object of his attention being just a plain cardboard box. As he kept licking the tape off the AI said "Enough! Turn me around, and eat out my asshole." Despite the fact that it was still just the same box, the mental image that he was now eating ass felt disgusting to him.
After some additional final effort and with a now tired tongue, he finally got the box open. "Good job little ass licker. Another rule for you, is that every time you get anything from me, is that you are going to put it to use immediately. So now that the box it open, pull out the items inside and use them. When you aren't certain I'll explain them, but these will be very obvious."
Reaching into the box Andy pulled out the two items. The first was a black and white French maids dress. Looking at it he could tell that it would be incredibly short, and all of the layers in the skirt would ensure it flared out substantially.
A shock hit his balls. "I said immediately! Not after taking your time to admire your pretty new clothes!"
Not wanting to take another shock, but still quite embarrassed, he reluctantly pulled the frilly dress on over his head. It was snug, but fit him well. The only issue which he could tell was that it only barely reached the end of his buttocks, which meant that his cock in the cage was hanging obscenely beneath the skirt. He wanted to take a moment to adjust, but another shock reminded him that there was still something else inside of the box.
Reaching back in, he pulled out a pair of what looked like a pair of large goggles, but were obviously very high tech. Not wanting yet another shock, he quickly put them over his eyes and tightened the straps around his head, blocking out all light. The AI gave him instructions for where to find the main power button, and when he pressed it the room came back into view.
"As you can see, what you are wearing now has a digital screen which can show any number of things" said the AI. "I can allow you to live your life as normal, or I can add or take away any items which I desire. In order to fully calibrate these, I am going to have to first get all angles of the house into the system. First, walk through every room of the house. Closets too. Open that door, I don't care if it's just the water heater, I said everywhere!"
After much instruction and a thorough viewing of every nook and cranny of the house, the AI had him do it all over again, only this time on his hands and knees. "This will be a very normal position for you, so it's best that I know all of the angles now."
"Good bitch! That will do for now. I'll have you redo certain angles if I decide things should change, but I should be able to do it as things change. Don't expect these goggles to be coming off much, for the most part they won't interfere with your day to day life. But now, let me show you the main reason that you are receiving these."
With that, a feminine figure suddenly appeared in front of him. She was wearing a floor length black latex dress, had long flowing black hair, and curves in all the right places. The dress had a large seam on one side, held together only by crisscrossing straps starting at her hips and going up to her breasts. The straps clearly revealed that she was wearing no underwear, although she was still fully covered.
"And now I can have you enjoy my visual appearance, as well as many other things." With that, she reached forward his caged cock, and he felt pleasurable pulses run through him, as the woman on the screen stroked his caged cock. Mostly distracted by this, it took him a minute to notice things changing around the room. First his couch disappeared from his vision, and then his table. What really brought him out of his enjoyment of the pulses is when the walls all turned red, and were suddenly adorned with all manner of bondage implements. The AI stepped back, and allowed him to take in his new surroundings, as he saw a now entirely different place. He was now suddenly standing in a fully stocked dungeon, with every piece of bondage gear which he had ever seen or heard of, and some which he hadn't. He walked over to an item which he knew wasn't there before, and tried to pick it up, this being a large ring gag. While his hand looked like it picked it up, he could feel nothing, and was slightly relieved, knowing that all of the paddles, whips and floggers wouldn't be able to be actually used on him.
"For now" he thought with trepidation. The AI had shown it could purchase whatever it liked, how long would it take before this equipment would actually be adorning the walls.
"Oh yes, I can tell I'm going to have some fun with you with this." Andy's attention is quickly brought back to the black wearing imposing figure in his living room.
"As you can tell, I can make things appear to be whatever I'd like. I can even add in sound through speakers built into your new glasses, so now everything will seem real to you in every way except for physically. Next up, I think that it's time for you to get some exercise in, I've been letting you relax for far too long now"
Andy moaned, just loud enough to earn him a shock to his collar, which was copied into his cock. As he opened his back door in the now red living room, first his land came into view, and the view started to change. Before he was even five steps out he quickly ran back inside, as suddenly he was in the street in front of his house.
"Come on bitch, haven't you figured it out yet? I can make you see whatever I want, wherever you are. It's still your backyard, I'm just laying an image over it. I know how much you loved going out front naked, I figure this way we can get the same exposure without actually exposing you. After all, you're mine, and I don't want to share you with anyone else. Not yet at least."
Those last words sent a shiver down Andy's spine, and then another shock encouraged him out the door. Walking out was still a shock, as he was now in a French maids outfit on what seemed to be his front street. Looking around though, he could see some differences which he wouldn't be able to tell were there if he didn't know what his street looking like. This road curved more than a normal street would, because it now followed where he knew his cunning trail was. He'd had no idea that this type of technology existed, and now it had him in its grasp, in ways he could never have imagined. Another shock sent him on his was, running along what was now a lonely road on the edge of civilization. For first few minutes he was extremely jumpy, but after a while he began to accept that he was just on his track in the backyard, and that nothing was likely to actually happen to him.
After what he gauged to be close to a mile however, his house wasn't in sight. He knew that in actuality he should be near enough to see it, but through the goggles all that he could see was miles of open road. After a while he knew for sure that he must have passed his house, and that in this way the goggles truly had him in their possession. Just as this fact was beginning to sink in, something very different happened.
He heard a noise coming from behind him. Whipping around, he saw a red pickup coming along the road behind him, quickly gaining on him. He stood, paralyzed, trying to convince himself that this was all still a false image. Another shock reminded him that he was supposed to be running, and so with adrenaline coursing through his veins he got back to his run, listening to the truck get closer and closer to him. Suddenly a voice called out, although it didn't stop him from running, and he knew that he couldn't reply thanks to the collar.
*catcall whistle* "Well lookee what we got here Mikey!" A mans southern voice drawled. "Well ain't that something" a second mans voice joined in, "it looks like we found ourselves a genuine sissy, going for a little run."
The truck slowed down to Andy's speed, and stayed right beside him. He could see two obviously country men inside, the type that you'd never actually see in his fairly upscale area, but that the goggles could add in anywhere. Andy kept on running, knowing that the men in the truck weren't real, and convincing himself that even if they hit him with their beat up old truck that it wouldn't actually affect him.
"Wowee! Lookit' 'im go! Keep on runnin you juicy piece of meat! I'd like to get me a piece of that, wouldn't you Joe?" "Fuck yes I would! Maybe the two of us should do just that, just like to did to that one guy who came trespassin and tryin to spend the night in my barn without permission, you remember him Mikey?" "Sheeeet, who can forget an awesome lay like him. The swearing and screaming were music to my ears, right up until I shoved my cock down his throat of course." "Yeah, and I told him he'd never leave this barn if'n he dared to bite either of us." "Yeah, and your couple o' shots with your rifle definitely made sure he knew we weren't bluffing. Whattaya say, think we should give this lil fag here the same treatment?" "Well, he ain't bolting off into the woods yet, so I'm thinking that maybe that's just what he wants! Whattaya say homo! You want us to fill both your slutty sissy holes? No answer? Huh. Tell ya what, just don't say anything then if you want us to fill your holes with our big ol' dicks! Still nothing, suh-weet! Come and meet us at that tree up there!"
With that they drove ahead, and Andy could see them both getting out of their truck ahead of him, and quickly getting stripped down as he ran on, ever closer. He saw them picking up a couple branches and putting them over logs, then putting a thick blanket over them, making a crude bench. Andy suddenly realized just what was about to happen, and then he saw the one called Mikey reach at him, moving so fast that he didn't even have time to dodge. Although Mikey wasn't actually there, Andy still felt his hand encircle his cock, the electrodes managing to simulate the pressure relatively well. Mikey led him by this handle over to the bench, and the electrodes made sure and Andy actually complied. He knew that what he was seeing wasn't real, but that he was actually laying on one of his workout machines, but which one he didn't yet know. All that he knew for sure, was that these two very realistic rednecks were about to, for all intents and purposes, about to have their way with him.
"Aww yeah, that's right my pretty little bitch, you slide yourself right down here on ya daddy's big ol cock. Oh yeah, fuck you're tight. Ya know what? I don't want to be the one doing all the work here. Take these, and really pull me into you. Mmm, fuck yeah, I can tell you're loving Mikey in your mouthey too, ain't you slut?"
Joe continued his verbal assault while Mikey assaulted your mouth. At least that's what it looked like. In reality Andy had figured out that he was in his rower machine, and knew that the reason he'd been given the strap to pull is because he was now pulling the cocks in and out of his own body, despite the words of Joe and Mikey. After a while, Andy really just got lost in it all. He was now on some back country road miles from his house, being fucked from both ends by a couple of well endowed strangers he'd never seen before now. The situation ensnared him, and his cock responded in kind. Of course this affect was not lost on Joe and Mikey, who both made fun of their little sissy for getting to worked up. And shortly after, through much verbal degradation, Andy heard them both finally cum together inside of him. They both threw a few more quick insults his way, saying that he was a natural, and that they'd be along this road regularly, and that they were looking forward to running into him again, before driving off and leaving him behind.
Andy was allowed to finish his run without further incident, and eventually ran back to his house, the road somehow leading back despite never turning around and doubling back. He did come back up on the backside of his house somehow too, and when he turned around to look back behind him all that he saw was his normal track, with no signs of the road he had apparently been on only seconds before.
"Welcome back my slutty princess!" His AI welcomed him. "I hope that you had a beautiful run! Oh, but you got your brand new dress all sweaty! That simply won't do at all, my little princesses clothes must always be perfectly clean! Take them off, good! Now I'm going to show you how to correctly hand wash them."
With that, the AI walked him through the process and informed him that this was to be expected of him every time that he came back from any exercise that he had been permitted to wear clothing on. Apparently his washing machine was going to be a thing of the past. After this, he was walked through an extensive stretching regimen, before being allowed to go to bed, where he promptly fell soundly asleep. He dreamed of Joe and Mikey plowing him in the woods in all manner of different positions.
When Andy finally awoke, it was to the sound of his doorbell ringing. He moaning slightly, before rolling out of bed. He had no idea what time it was, and stumbled out of bed to the front door. He looked out the peephole and saw just the package on the front porch, and went out quickly to get it. It was a large box and took him a second to get it hoisted up, and by the time he had, the door had swung shut behind him. Suddenly feeling very exposed, he put the box back down and went to open the door, only to find that it had locked behind him. Of course, he hadn't put on any clothes, since he hadn't seen anyone on his deserted stretch of road. He also hadn't grabbed his phone, and one of the features on his home was digital locks, which once closed could only be opened electronically. Normally his door wouldn't lock until he gave it the order to, so he figured that the AI must have something to do with this, despite its not saying anything. The road in front of his house, while not busy, did have cars driving along it semi regularly, and so he knew that he didn't have too long before someone would drive by. His fence was 8 feet high, and the top had ornate spikes, so he wasn't very eager to try climbing it, instead he decided to try to communicate with his new AI.
"Helloargh!" He screamed, as his collar and cage both shocked him for attempting to talk. He took a second, then decided to ring the doorbell. After a few seconds he heard the AI talking. "Hello? Is anyone there?" It said "How rude of someone to ding dong ditch me." Andy then received a shock to his cage. "I'm just kidding" it laughed, "I know you my little anal whore. I'd let you in right now, but you know the rules. Anything which you get must be used immediately, and since you're not following the rules, I'm not letting you in."
It took him a moment to remember what it meant, before he realized that it meant that he had to open the package and use whatever was inside before he'd be allowed to go back inside. Based on the sun though it was mid morning, and he was surprised that no one had driven by yet. He knew that he would look quite a sight in his collar, cage and goggles, and that anyone driving by would definitely slow down to get a better view. He had to hurry. Grabbing the box again, he quickly ran to behind a small bush further out in the yard. He touched it to make sure it was real, and it seemed to be. Hard to be sure in these goggles. It wasn't huge or overly thick, but he hoped it'd protect him from someone who wasn't exactly fully alert as they drove by. Setting it up in the bush he started his licking, putting more pressure than he had inside due to the new urgency he was feeling. He briefly considered using his hands to help, but knew that the AI was more than able of using his security cameras to watch him, and he had two on the front on his house covering the entirety of the front of the house. When he was about halfway through he heard a car coming up. Not wanting to take any unnecessary chances he simply froze behind the bush, knowing that it's normally movement that catches someone's eye. He felt as though the car may have slowed down in front of his house, but for all he knew that was his imagination, and the car drove on. As soon as he was sure the car was around the nearby bend he poked his head out, listening for anything else approaching. Hearing only the fading sounds of the car leaving, he quickly got back to work. Again as he finished the box up to the 3/4 mark he heard the AI playing sounds of an orgasm, and he knew that he'd been right about it watching him. Once it had cum, he immediately turned the box around without waiting for instruction, and went to work on the boxes asshole, managing to get it open before any other cars came by. Reaching into the box, his heart sank as he pulled out the first item.
It was a ring gag, with numerous lockable straps which would encircle his head. Knowing he would be punished if he didn't, he dutifully opened each of the manual locks which were already in the locks of the buckles, and at the urging of the AI in his ear, put the keys back into the large box. He then slit the rubber coated O ring into his mouth, which forced his mouth to stay open right to the limits of where he could naturally open his mouth. He then buckled everything tightly, and then applied the locks, clicking all four shut in the various buckles around his head. One under his chin, one near the top of his spine, one at the back of his head, and one on top of his head. He noted also that this would force his goggles to stay in place, Although at the moment that wasn't a huge concern, especially once he pulled out the next item.
This was a pair of what he could only describe as stripper heels. Six inch stiletto heels and a one inch platform. They had locks on them in key places, where once locked he knew he wouldn't be getting them off without the keys. The locks looked like the my matched the ones on his new gag, which as he looked down at the shoes, a globule of spit fell from, almost landing on his cock. Resigned to his fate, and knowing that they would be his size, Andy put the heels on, one at a time. They seemed like a perfect fit of course, this wasn't the type of thing the AI would get wrong. He attached both locks on each shoe, before dropping the keys into the box. As he did this, he heard another car coming. He cuddled up to the bush before knew it would be around the final bend, hoping that it would again just drive by, which it shortly after did.
Heart beating like a drum he lifted out the largest item from the bottom of the box, a large electric winch. It said that it was capable of detecting tension resistance, and of lifting over two thousand pounds. He had no idea how to use this one right away, but fortunately the AI spoke to him "That one you will bring inside with you when you come back in. Make sure you don't drop it!" It was clearly the reason the box had been heavy, And he knew that it'd require both hands to carry. Getting it back to the front door across the grass in the heels was going to be tricky.
Continuing to stay low so that he was hidden by the bush he reached into the box again, and felt that only two things were remaining. He pulled out what felt like a small piece of fabric, which ended up being very little more than that. It was a bright red cocktail dress, and clearly a very short one. He mentally sighed, knowing that he had no choice, and pulled it on over his head. It was made to look strapless, but there were two straps that went over his shoulders to help keep it in place; A very necessary addition since he didn't have breasts to help support it. It was slightly lower hanging than he expected, and if the dress had been covering a pair of breasts it would definitely do it without showing more cleavage than was appropriate in polite company. As it was, it barely covered his nipples. This did cause it to be slightly longer than he expected, just past his fingertips if he were to stand. It was also quite tight from about his navel down to the skirt, the skirt itself having a very strong elastic, which forced him to keep his legs together or else have it ride up to above his waist. He was definitely going to be taking some very short steps between this and the heels. Smoothing the dress out he reached into the box for his final item.
He pulled out a small white box, which didn't have anything on it except the word 'instapussy' on the front of it. While wondering what it was he heard the AI say in his ear, "bring that inside with you, it will take some care to use that one" and that was all. Andy checked inside of the box to confirm that there wasn't anything else dripping another dollop of drool from his gagged mouth inside of the box. There was nothing else in the box however except for the keys to his gag and his boots, which he started to gather up, before hearing "No, I want those to stay outside, at least for now." And he reluctantly placed them carefully back in the box, knowing that he was likely going to be wearing his current outfit for quite a while.
Pulling his wits together, he listened closely for any more sounds of approaching vehicles. Not hearing any, he decided that it was now or never. Standing up pulled his above his waistline, and he paused briefly to pull it back down. As he then bent at the knees to pick up the instapussy and the winch, he started to hear an approaching vehicle. "I can make it" Andy thought, not wanting to trust the bush now that he was wearing a bright red dress, as it didn't exactly blend into anything. He managed to lift the winch and the box on his first go, and started taking his first tottering steps in the incredibly high heels. They were harder to walk in than he was expecting, but after a little wobbling on the first few steps he managed to take his tiny steps pretty quickly. It was a good thing that it hadn't rained too recently, otherwise his heels would be sinking far into the grass, but as it was he had to keep most of his weight forward to keep from aerating his yard with every step. As he made it to the door he could hear that the car just coming up to the next corner, it'd be in sight in a matter of seconds. He fumbled for the handle, almost dropping both of his items, but managing to keep hold, just to find that the door was locked. Desperately he rang the doorbell, and a "who is it!" In a melodic tune was in his ears. He started to say "it's me" but was shocked before he got half a syllable out, almost dropping his heavy items again. It was now too late, he was was in a bright red dress, gag, goggles, hooker heels, in broad daylight against his white house. He would be seen unless it was a blind man driving. He looked, "may as well see who I'm going to be embarrassed of for the rest of my life" he thought.
He turned and looked, and he could barely believe his eyes. It was the red pickup truck from his run yesterday, with Joe and Mikey both waving and hollering at him. He heard a giggle, and his world completely distorted. It went from a sunny morning to a dark and cloudy night, with no vehicles in sight. Andy suddenly realized that it had actually been the middle of the night his entire time outside. "The cool temperatures, the small number of cars, this is what it actually is like outside." And this was true. The goggles had managed to perfectly simulate a sunny day, and since he could see it he never doubted it. It was so dark that it's unlikely anyone would have possibly seen him, even if he was standing in the middle of his yard dancing the tango. Laughing in relief through his gag he earned another shock. He then felt for the handle, and this time the door opened, and he practically fell inside gratefully.
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