By bondagegimp

Preparing for the Night

Whereas before, with only the padded leather cap, I still had the opportunity to speak, even if everything was muffled by the harness, now there was no option to articulate a single word. Even though I hadn’t said anything the whole time, suddenly being deprived of the opportunity to say anything scared me again. There was that sinking feeling in my stomach again. My look probably said it all, Bob gently stroked my head to calm me down, but at the same time held me with an iron grip.

“Shh, calm down. The gag doesn’t have to stay in for long. I’ll take it out again overnight. I just want to protect you from yourself, because I don’t want to hear you talking back when we discuss your arrangements for the night. And you don’t want me to have to use the shock collar either, do you?

“So, here’s the thing: There are various ways in which my slave spends the night. Many of them are still far too hard for you today, you would have to be introduced to them slowly. But you can choose from the two most harmless ones. And don’t misunderstand – normally my slave doesn’t have the choice, normally I just decide. But you’re not my slave, you’re actually what? A guest on a journey of self-discovery perhaps… And as such, you naturally have certain privileges over a slave. In this case, the choice. So tonight, you will either sleep in one of the cages you saw in the playroom. You’ll be alone there; I’ll be in the bedroom watching you. The other option is to sleep in my bed, much like this afternoon, in loose restraints. However, when my slave sleeps in my bed, he is also my sextoy.

“Then I take the liberty of playing with him, fucking him or anything else I feel like. And to make sure his hole is always ready, it’s stuffed with a suitably thick plug whenever my cock doesn’t need it. In both cases, there will also be pyjamas, which we will choose for you later. And of course, the fist mitts will stay on. In the cage you’ll have a diaper again, but in bed that would of course bother me – so we need a different arrangement here.

“Here’s what I want you to do now. You go back upstairs to the playroom. The cage doors of two cages are open. I want you to crawl into each of the cages once, pull the door shut and lie down for a few minutes until you come to rest. Then imagine spending the night like this. Alone in a dark room. Of course, with the cage door locked and a few additional restraints, depending on the cage.

“Once you have tested both cages, I would like you to make a first choice. Close the door of the cage you definitely don’t want to spend the night in and leave the other one open.

“Then you take care of option 2. If you don’t want me to use you as my sextoy at all during the night, you don’t have to do anything else, you can just wait for me next to the selected cage. But if you’d rather spend the night in bed with me, you’ll have to choose a plug. You’ll find a selection of different shapes and sizes on the shelves, you’ve probably already seen them. You should be able to reach most of them without getting up. The really big ones are at the top anyway, so you probably won’t be able to cope with them yet.

“If you want to convince me to take you to my bed, you shouldn’t be too unambitious in your choice. If you choose one that is too small, I may prefer to lock you in the cage after all. When you’ve found one you like, take it off the shelf and put it on the floor. Sit next to it and wait for me. But make sure none of them fall off. I’ll choose one from all the ones on the floor.

“If I accept you for my bed after you have made your choice, you will be prepared a little. I’m sure you can already imagine what that means. But some things may also be a surprise. Among other things, I will test the plug you have chosen. If it seems too small, I reserve the right to take a larger one if necessary. Have you understood everything so far?”

A thousand questions were buzzing around in my head. And he was right: Without the gag I would certainly have tried to get more information, tried to negotiate something. I tried briefly, but not even the slightest intelligible word came out of my mouth.

“Okay, then I’d say go upstairs and when you’re done, wait for me in the playroom.”

I felt a bit taken by surprise, once again, but slowly got used to just doing what Bob said. So, I crawled along the corridor, up the stairs (going up was easier) and into the playroom. Sure enough, two cage doors were now open. Previously they had all been closed and even locked. I crawled towards the first cage, a compact cage measuring just under one meter by one meter. The floor was padded, at least. I went inside and pulled the door shut behind me. I could sit, leaning against it, my legs bent. The leather socks with the spikes were very uncomfortable because they were under a bit of strain. But he would probably take them off for me. Or would he? Who knows?

I followed his instructions and tried to imagine spending the night like this. It was very uncomfortable, even a bit claustrophobic. All in all, not pleasant. I could well imagine that after a short time my knees would hurt because I couldn’t stretch out. The thought of being stuck in a cage like that for 8 hours seemed incredibly inhumane to me. No, absolutely not. I left the cage and crawled to the next one. It was a horizontal cage, 2m long, just wide enough for me to fit in with my shoulders and just high enough to lie in. I lay down in it and closed the cage door. It was an extremely oppressive feeling. I could only lie on my back and stare at the ceiling. I couldn’t turn around. The cage was too flat for that. Once you were lying on your back, your position was set for the night. At least you were reasonably comfortable lying stretched out on your back. But even this position seemed really tough for one night. Physically more relaxed, but psychologically really hard, like having to lie in a sarcophagus.

It was clear to me that I would prefer option 2. To be honest, I knew it beforehand. The thought of lying in bed with Bob again, feeling his firm, massive body, had immediately turned me on. And if he was going to fuck me, well, I actually wanted him to. I had only tested the cages because I knew he was watching me on the cameras. The unpleasant experience in the cages was also an additional motivation not to choose a plug that was too small. I quickly closed the door of cage 1, where I definitely didn’t want to spend the night, and then crawled over to the shelf with the plugs. I could easily reach the bottom three compartments when I was kneeling. There were actually more monster plugs above them anyway, and I couldn’t even imagine how I was supposed to get them into my hole.

After all, I had already had some anal experience and was therefore able to assess quite well what I could tolerate. And I actually always thought I could tolerate quite a lot, at least that’s what I was told a few times. But of the plugs here on the shelf, there were only three or four that were smaller than what I could tolerate. But still! I didn’t have to choose the smallest plug. I looked through the others. There were some anatomically shaped ones. I knew similar ones, they were quite comfortable to wear, even longer. The smallest one was quite big, probably just under my limit. The next largest, however, was slightly larger. But the fear of ending up in one of the cages helped me make my choice. With my useless hands, I tried to pick it up from the shelf. Of course, a few others fell off in the process and it was quite an effort to get them back on the shelf halfway sensibly by pinching them between my head and fist and then pushing them halfway back into position on the shelf. I pushed the selected one into the middle of the room, sat down next to it and waited. While I waited, I noticed that my bladder was full again and I lay down to relax and empty my bladder. It was a little easier than before, but a little more uncomfortable because the diaper was now really soaked with piss.

I had to wait a little longer, but then I heard Bob in the corridor and sat upright next to the plug again. He came in and my breath caught in my throat. He had changed his clothes and was now wearing a short one-piece rubber suit: the trouser legs reached to the middle of his thighs, the sleeves just up to his biceps. The suit almost seemed to burst over his muscles, it was so tight. Muscles bulged everywhere under the rubber, and on his upper arms and thighs, where the suit ended, the muscles literally spilled out. As always, the tight bulge protruded at the crotch, but this time his package seemed to be squeezed behind a codpiece, and I was almost afraid that the buttons would burst off.

I was paralyzed by the sight and wanted to crawl towards him and feel him, but he came up to me, gave my head a quick shake and grabbed the plug. He seemed a little impressed. “Brave choice, boy. Either you’re more practiced than I thought, or reckless, or you’re really really scared of the cage.

“Maybe a mixture of everything, we’ll see. In any case, you’ll be relieved that I like your choice and that I’m taking you to bed with me as my sextoy. But now we have to get you ready for the night. I have to praise you for filling your diaper so well! It should be really full now!”

I couldn’t answer, just nod and look at him.

He knelt down next to me, took my spiked socks off and pulled me up by the leash. It felt good to be on my feet again! But he pulled me further into the tiled room and straight to one of the chains dangling from the ceiling. He somehow attached it to the top of the head harness so that my head was pulled up a little. Next he freed me from the closed rubber pants and finally from this diaper! Then he also removed the bars between my hands so that I could finally stretch my arms out again. The fist mitts were then immediately connected to chains that came from the left and right walls so that they were held far away from my body. Next, my legs were also pulled apart on chains, so that I stood with my legs spread wide apart and even had to stand on my tiptoes a bit, as my head was fixed upwards.

I felt very uncomfortable in the position, completely naked and spread-eagled in the room. Talking was not an option, so I tried to get Bob’s attention by grunting. He responded too, but of course he didn’t untie me. Instead, he stood behind me, pressed my naked body against him, ran his hands up and down my body, stroked me, especially my crotch, which had been covered by my diaper until then. He took my balls in his hand, massaged them gently, stroked the inside of my thighs, took my cock in his hand, pulled back the foreskin and lightly jerked my cock a few times. My cock had become hard the moment he stood behind me and pressed against me as I felt his body.

After he had made me completely horny again with just a few grips, he let go of me again and continued with his preparations. Shortly afterwards, he came back with a razor and immediately started to remove all my hair from the neck down. I tried to protest sharply, but only a few grunts came out of the gag. “Sleeping in my bed has its price. One of them is that my sextoys are always shaved from the neck down. You don’t have much hair anyway, so that’s quickly taken care of.” He continued, shaving my arms, armpits, the two or three chest hairs and then my legs. In between, he fondled my cock from time to time, which became completely hard again every time he touched it.

He left out the pubic hair for the time being, but after all the other hair had been removed, he took a stool and sat down in front of me with a bowl of water and a wet razor. Now he grabbed my balls and very carefully shaved off all the hair with the razor. Finally, he sat behind me, scrubbed my ass crack thoroughly with a cloth and shaved out all the hair here too with the wet razor.

“There, that’s done. Let’s find you some pyjamas then!” he said and left the room. I was chained up in such a way that I could only stare at the wall. Behind me, I heard him rummaging in the cupboards, but I couldn’t turn around enough to see him. Finally he came back, a shiny black bundle in his arms.

He unfolded it in front of me to show me how I was to spend the night: it was a shiny black full-body rubber suit! Complete from head to toe, with a mask, feet and gloves, all in one piece. He then freed my feet from their shackles first, leaving the rest, my hands and my head chained up. He sprayed some kind of lubricant spray into the suit and I watched, stunned. After I had just had to endure the shave, now this? He took the remote control for the electric collar out of his pocket. He raised his finger threateningly: “I hope you’re a good boy and cooperate when putting on your pyjamas.”

What was happening here? This morning I was still walking around freely in the city, and now, in the evening, I was standing here, chained, gagged and about to be locked into a rubber suit for the night by a guy who was horny, but who was also living out incredibly perverted fantasies on me. And to top it all off, my cock was sticking up hard, which he naturally took as an incentive to continue with his plan. While I was still thinking about it, Bob started to dress me. He lifted my right foot and put it into the rubber suit. It was a very strange feeling as the rubber enveloped me. Smooth and slippery from the lubricant, tight, snug and initially quite cold. He adjusted the rubber stocking correctly, putting each toe in its own compartment. Then he did the same with the second foot. Now he could pull the suit up to my hips. There was a hole for my cock, through which my balls and cock were pulled.

Before he continued, however, he first put the ankle cuffs back on me so that I had to stand with my legs spread apart again. Only then did he untie my hands and – finally! – the mittens too! For the first time since this morning, I could see my hands and move my fingers again. But I didn’t have much room to move anyway, my legs spread, my head chained upwards in the harness.

Bob allowed me a few minutes of freedom for my hands. He allowed me to feel everything. The rubber suit around my legs. The gag, the head harness, the chain that held me up. I quickly realized that everything was secured with locks. Even without the mittens, I was unable to free myself. I also felt my cock. I couldn’t remember it ever being this hard! But when I started to wank my cock very lightly, I immediately felt a violent electric shock. I instinctively grabbed the collar with both hands, but everything was tightly secured with locks. There was no chance of freeing myself.

After Bob had watched me for a while, he came towards me. He hugged me fiercely, kissed me on the gag, grabbed my cock and balls with a firm grip. I took the opportunity to finally touch him. My hands wandered over his body wherever they could reach. His chest, his arms, his ass. I had been staring at this body all day, now I could finally touch it, grope it. It felt incredibly hot. I would have loved to wrap my legs around him, to nestle my head on his shoulder, but I was immobilized by the unyielding chains. Nevertheless, I enjoyed finally feeling his firm body with my hands.

He went along with it for a while, but after far too short a time for me, he released himself from my arms and held the suit out to me so that I could slide my arms into it. I went along with it somewhat reluctantly, still remembering the unpleasant electric shock just now. After everything I had already experienced, I wasn’t surprised that the arms ended in small spheres, and additionally, the rubber was obviously reinforced here. At least it was much thicker than the rest of the suit. Ignoring my protests and under threat of electric shocks, he pulled the rubber fist mitts over my hands. When my arms had found their place in the sleeves and my hands in the mittens, Bob pulled the suit over my shoulders from behind and began to close the zipper up to my neck. The mittens were so tight again that my hands were forced into a fist. He then fastened my hands to the chains again. Only when my hands were well secured again did he start to undo the head harness.

Getting rid of the gag was a relief. But I was intimidated enough to keep my mouth shut for the time being. The freedom didn’t last long either, because he immediately stood behind me again and reached for the mask dangling in front of my chest. With a practiced grip, he slipped it over my head and closed the zipper on the back up to my head. I was surprised by the effect the mask had on me. I had only ever seen something like this from the outside, but now I was wearing it for the first time. I hadn’t expected how restrictive the felt, such a thick, tight second skin over my head. Instead of nose openings, it had two short tubes that Bob stuffed into my nostrils. There was a zipper around the mouth, albeit closed. Although the eye openings were transparent, they were sealed airtight with Plexiglas. I could see, but my field of vision was severely restricted, especially as there were two rubber flaps on the side of the mask, the use of which I would only understand later. I was also surprised that my hearing immediately deteriorated. Everything was a bit muffled. I could no longer localize where a sound was coming from. Instead, I heard the sounds of my own breathing all the louder.

It was too much for me! It was so claustrophobic! The thought of having to spend even one night in this suit made me panic. The feeling of being completely enclosed was too intense. The only openings to the outside were the nasal tubes – and the hole for my cock. The suit felt like a prison, a tight prison, with only these tiny openings to the outside. Looking through Plexiglas eye openings was claustrophobic. I begged Bob through the closed mask to let me out, that it didn’t have to be like that, he would surely find something else for me. But Bob remained very calm, stood behind me and hugged me. His hands searched for my nipples and played with them through the rubber skin, which felt very unusual but also very hot. My cock had shrunk completely in that moment of panic, but when Bob felt for it now, it had already grown a little again through the physical contact with him. His strong grip around the base of my cock also helped it to grow back to full size quickly. Bob pulled the foreskin back tightly and played with the glans a little more until I moaned with pleasure. Then he let go of me and left the room. Alone again and without stimulation, I felt the suit more intensively again and got that weak feeling in my stomach again. I realized how much Bob controlled my lust and how much I depended on it in this situation. With him, it was one of the hottest moments I had ever experienced. And it wasn’t just because Bob was so incredibly sexy. I think it was also because of the bondage, the suit, this feeling of complete helplessness, of being locked up, trapped, this complete dependence on him. That obviously turned me on incredibly. But as soon as he was gone, it quickly became unbearable. Without lust, it was all a terrible nightmare. And he played with these feelings, he played with me!

And now he’d been gone again for a few minutes. I was still standing with my face pinned to the wall. Without the head harness, I could turn my head better, but no matter how hard I tried, with my field of vision restricted by the mask, I couldn’t see the door, let alone the next room.

I quickly realized that it was a big mistake to even try. Because my helpless attempts had only made it clearer to me how hopeless my situation was. I stood here with my arms and legs spread and could only stare at the wall, squeezed into this tight and slippery rubber suit. I felt panic rising inside me and wondered what Bob was doing. Was this just another game or was he getting something? Was he taking a break? Was he watching me through the cameras? I realized I needed him, the lust was gone again, everything was just unbearable. I tried to call him, but the mouth opening was closed with a zipper. The mask was so tight and literally stuck to my lips that I could hardly open my mouth. My calls for Bob were so muffled and the word “Bob” was not really recognizable. I tried a few times anyway, but there was no response. With the mask on, it was also difficult to hear if he was moving anywhere in the next room or corridor. I tried to turn around again, but still without success. I was already on the verge of tears, but then I remembered the thought I that this could only be endured with lust. I tried to imagine myself back in the situation when Bob was hugging me, stroking me and playing with my glans. I closed my eyes and imagined Bob in his skintight Lycra clothes, his sports shorts, his muscular arms, thighs and chest underneath. I recalled the images of him pulling me behind him on the leash, his broad back from behind and the feeling of the collar he was pulling on or when he forcibly put the head harness on me in the bed. And actually, it was more the images of him holding me by the leash, tying me up, subduing me that turned me on.

And it worked. I felt a certain horniness again, my cock got a little harder again, and now the current situation was also getting horny for me again. The slippery tight rubber-suit was now more stimulating, the mittens, the restraints, even the mask suddenly felt hot when I was able to connect it to Bob. The only thing I was missing was real stimulation! How I would have loved to at least touch my cock with one hand in its fist mitt. At least the way I had been able to earlier, through the diaper. It had hardly been noticeable, but it was better than nothing! The panic in my body was now slowly being replaced by a mixture of lust and frustration.

At that moment I heard noises behind me, quite loud noises in fact. I turned around and could now see that Bob had re-entered the room with a bundle of steel things in his hand. He put them on the floor behind me where I couldn’t see them and grabbed my cock again from behind through my crotch. “I see you’re slowly starting to develop strategies on how you can endure all this without me. That’s very good! You’re going to need that!”

The next thing I felt was something cold on the back of my neck. He was putting a collar on my neck! It was closed with a click and wrapped tightly and heavily around my neck. It made the rubber mask feel even tighter. It was so wide that it severely restricted the movement of my head. I could still turn it, but I could hardly move it up or down. He took two chains dangling from the ceiling to the left and right of me and fastened them tightly to the collar, which was now pulled slightly upwards.

Now he sat down on the floor in front of me, fingered my cock a little more, which was rock hard the whole time, but suddenly he gave me blows on my cock and balls. I screamed into my mask and tried to turn away – to no avail, of course. My cock softened instantly from the blows, which he had obviously intended, because he immediately pulled my cock and balls through some metal frame, then pulled my balls separately somewhere else. I tried to see what he was doing, but the wide collar didn’t allow me to look down. So, I could only roughly guess what he was doing, but the metal clamped around my cock and balls so tightly that I immediately got hard again.

He obviously didn’t mind. Next, he put a steel belt around my waist, just above my hips, and attached it to the steel plate around my cock, which obviously reached quite far upwards. This and the balls were pulled tightly upwards. At the bottom of the plate he attached another steel band, which he also stretched very tightly through my crotch to the steel belt, so that the steel band pressed noticeably between my ass cheeks into the crack. I was familiar with chastity belts from pictures and was expecting him to stuff my cock into a tight tube next and was already bracing myself for more strokes to get it small again. But to my surprise, instead my balls were now pulled down separately and attached to the base plate with straps, then my cock was held up and something was put over it. The cock inside remained hard and pressed, as I thought I could feel the bars of a cage. Everything felt extremely tight and restrictive. Bob tapped his hand against the cage a few times and grinned.

Now it was my hands’ turn. Steel bands, also wide, thick and heavy, were first attached to my upper arms and then to my wrists. He then left my hands free for the time being and allowed me to feel the new situation with my hands, although I couldn’t feel much through the rubber mittens. But I could at least feel that there was indeed a larger cage over my cock and balls, large enough to accommodate my not-so-small cock when stiff. I held my hands in front of my face so that I could look at the steel cuffs on my wrists: They looked very solid and at the same time smooth and precise, had several eyelets welded on and were locked with a retractable lock. They fitted quite tightly and were also somewhat oval in shape so that they fitted the wrist and could not be twisted. I then try to feel my neck iron with my hands, but again I only noticed that it was very smooth and thick and had several eyelets in different directions.

While I was still exploring my situation, Bob removed my legs from the chains and put the appropriate leg irons on me. I was able to move my arms and legs freely for a while, only the collar was still attached to the chains from the ceiling. Bob continued straight away and came towards me with some heavy chains. First he attached a long chain to the front of the collar. Two 10-20 cm long chains went off to the left and right at the level of my belly button and my hands were attached to them. Bob also used the crossing point to attach the chain to the steel belt around my waist. At the lower end, just before the ground, the chains branched out again, but a little shorter with only 10 cm in each direction. My leg irons were attached to this. The weight of the chains was clearly noticeable, and the restriction was again enormous – different from before, but again almost unbearable. But Bob wasn’t finished yet: now he attached another chain between my upper arms, but behind my back. It was just long enough for me to hold my upper arms comfortably next to my body, but I couldn’t bring them forward. Together with the chains on my wrists, my arms were now quite restricted in their movement, even though they still had some room to move.

When Bob had finished connecting my limbs to the chains, he untied the collar from the chains on the ceiling. I could now move a little freely within the chains again and began to test my degrees of freedom. When I stood upright, the long chain was stretched tightly from my collar over my hands to my feet – so tightly that I had to keep my feet close together. Only when I leaned forward a little did the chain between my feet relax so that I could move them a maximum of 20 cm apart, i.e. at least shuffle around a little. Standing upright, my hands were held relatively tightly against my body by the shackles, my upper arms were stretched backwards and my wrists were held forwards at about the level of my navel. Here, too, there was more leeway when I bent a little. I could then just reach the chastity cage with my mittens or touch my face. But not much more was possible.

I was used to Bob gripping me tightly by now, but this was a whole new dimension. The steel felt so completely unyielding. The weight of the restraints alone made me feel small and defenseless, and then there was the perfidious restriction of all my movements. As everything was connected, I felt every movement of one part of my body in many places at the same time. Bob watched me with amusement for a while as I tested the limits of my movements. At some point, however, he interrupted me and ordered me to get the plug I had chosen from the next room. I slowly shuffled off into the next room, where the plug was still lying on the floor. Suddenly my eyes fell on a large mirror in the room and I saw my own reflection. I don’t know whether I was horrified or fascinated. It wasn’t me! A shiny black figure in a humble, crouched position, massive steel cuffs and chains everywhere, a cage from crotch to navel, against which a bulging cock was pressing from the inside. I was just about to move closer to the mirror to see more details, especially of my mask, when a short sharp pain shot through my balls. “Stop admiring yourself and do what I told you!” I turned to Bob and saw a remote control in his hand again, similar to the one for the shock collar.

Apparently there was a similar device in the chastity cage, only it was a bit more painful on the balls. I quickly turned back towards the plug, took it between my mittens and brought it to Bob. He stroked my head briefly and looked at the plug again in peace. “You’ve really picked out quite a caliber! Don’t you think it might be a bit too big? Why don’t you get the next smaller one?” I felt a sense of relief and shuffled off to get the smaller plug from the shelf. I almost had a feeling of gratitude until I realized that I was thanking my tormentor, who seemed to be showing just a little pity for the things he was putting me through. Nevertheless, it was a good, comforting feeling – until I saw my reflection again out of the corner of my eye and realized what a pitiful gimp Bob had made of me in just a few hours today.

He took the small plug and put them both aside, grabbed me by the chain from the collar to my arms and feet and pulled me towards the menacing-looking frame that I had looked at earlier but hadn’t quite understood. He positioned me against the device so that I was standing with my stomach against one of the vertical padded plates, which was about as long and wide as my upper body. Now he took the straps attached to the device and strapped my upper body to it. My arms were already secured to my sides by the chains. Now he grabbed me by the thighs, lifted me up a little and ordered me to bend my legs slightly so that my knees were supported by two small padded horizontal plates. My thighs were then strapped to the two struts going upwards, to which the two plates for the knees were attached. My lower legs were still hanging in the air, but were next lifted up and also strapped to the respective struts so that my feet were almost touching my bottom. I was already pretty well secured in the frame, but there was more to come. There were also padded struts in front of my face, onto which my head was now strapped with a harness. Bob then opened the zipper on my mouth and pushed a thick dildo towards my mouth. A small electric shock to the balls was signal enough: I opened my mouth; Bob pushed the dildo in uncomfortably deep and fixed it in place. I couldn’t move my head at all now, neither sideways nor up and down.

Bob then loosened a screw on the side of the frame and turned me backwards by about 45 degrees. I was now hanging half diagonally in the room looking upwards, held only by the straps. Next he undid another screw and spread my legs as wide apart as he could. I was completely at Bob’s mercy in the rack and he took advantage of the situation to grope my crotch extensively. He stroked the inside of my thighs, gripped me tighter there too, kneaded my thighs and got closer and closer to my cock.

Once there, he also took off the cage, but the steel band around my hips and crotch, which also clamped my balls so tightly, remained on. He then played with my balls for a while, running his fingernails over the tightly stretched skin, gently squeezing one or two balls until I had to groan. He also kept playing with my cock, which was getting harder and harder from all the stimulation. I was lying clamped in the frame and could only see Bob out of the corner of my eye when he was standing upright, otherwise I could only see the ceiling.

Bob left the room briefly to get some things and the next thing I knew I felt him spraying my cock and balls with something. Then I could see out of the corner of my eye that he was putting on latex gloves, heard a few noises and felt something cold on my glans. This was followed by a very strange feeling, first a slight burning sensation on the glans, then a foreign body sensation in my cock – Bob was pushing something into my urethra! I screamed into the gag and tried to resist, but Bob didn’t let himself be disturbed one bit and pushed the object – a catheter – deeper and deeper into my stiff cock until it seemed to reach its limit. But Bob only paused for a moment and then just pushed it in further. I had never experienced pain like this before! Not extremely strong, but unlike anything I’d ever known. I screamed like crazy into the gag, also in fear, and Bob waited a moment for my screaming to subside. Then, to my relief, he pulled it back again, but only a few centimeters, only to push it in again, with the same pain, but a little deeper. Then a few centimeters out and back in again, at an ever faster pace, until he was literally fucking my urethra with the catheter. Bob only stopped when tears welled up in my eyes, but he pushed the catheter really deep into my bladder first. I then felt a stronger urge to urinate. Finally, Bob pulled on the catheter several times, probably to make it clear to me that it was now safely secured in my bladder.

Bob came to my head, kissed me on the cheek and before I could adjust to the situation, he turned the frame forward until I was lying on my stomach, now supported again by the padded panels. After a brief hesitation, he turned the frame a little further until my head was lower, but my bottom was at a comfortable height for him. I felt him working on it next, after he had removed the crotch strap of the chastity belt and opened a zipper in the rubber suit. He fingered the crack between my buttocks with well-lubed latex gloves until he finally penetrated first with one finger, then with a second from the other hand, pulling the hole open with his fingers, a third finger came into play, then a fourth.

Suddenly I felt something hard and metallic entering the hole. I realized that Bob was screwing on it and gradually spreading it open until it really hurt. Bob fingered around in the spread hole for a while, but eventually stuffed a plug in, which he then pumped up properly. Then I felt a liquid flowing into my bowel and gradually filling me up. As it slowly became unbearable, I felt my bladder emptying – he had opened the catheter. But the relief was short-lived, Bob began to fill it with a liquid too, and my bowel was emptied. This went on for quite a while, sometimes a liquid was filled here, sometimes there, sometimes both were unbearably full, sometimes both were emptied. At some point, I lost all sense of whether and where liquid was flowing in or out of me – I had lost all control over it.

“Now that you’re nice and clean, we can test out the plugs.” The anal spreader was removed and the first plug was immediately pushed into the hole. It felt ok, good for one night. “I think you were right – it’s definitely too small, let’s try the one you chose.” The bigger one was a bit of a challenge, but Bob just pushed it in with a slide that made me groan slightly. When it was seated, I felt full, but not overly so. Bob didn’t seem satisfied, went back into the next room, pulled the plug out and started stretching my hole even further with his fingers. “You’ve actually trained your hole better than I expected, you little pig!” he said with a laugh and continued playing. “It’s not enough for my fist, I have very big hands, but with a bit of training we could do it in a few weeks! But I don’t know if you want to stay with me that long?” I tried to protest into the gag, but Bob just laughed and told me to grunt once for yes and twice for no. “Do you want me to train you until my fist fits in your hole or would you rather I let you go tomorrow?” How was I supposed to answer yes or no to a question like that? I tried a questioning grunt and Bob laughed. “Was that a no? So you don’t want me to let you go?” I grunted again, this time several times and visibly angry. Bob stepped up to my head, cuddled my head and said, “Don’t worry, I’m only joking! If all goes well, I’ll take you into town tomorrow morning as promised. But if this is your only night with me, I want to try something special with you. I’ve got a few other plugs and dildos here that I’d like to try out. I think you need something stronger!”

After this announcement, Bob started to work my hole with different toys. Plugs in different shapes and sizes, dildos in different thicknesses, ribbed, with nubs, balls in different sizes and much more. I moaned helplessly into my gag the whole time, tugging at my restraints, but Bob continued to work on my hole until it felt like it wouldn’t close anymore. The whole time I stared at the floor diagonally behind me, my head immovably fixed in this position by the gag. I could sometimes see Bob’s feet, sometimes his lower legs, rarely even his thighs, bulging out of the tight rubber shorts. His feet were in thickly padded basketball boots, with short sports socks underneath that just reached his tight calves. While Bob maltreated my hole, I tried to concentrate on the sight, imagining touching his calves, touching his sneakers, rubbing my head between his thighs. The horny sight helped me to somehow perceive the painful penetration of a too-fat dildo as pleasure, even – or especially – in this situation, where I was hanging completely defenseless in the rack and had to endure everything.

When my hole felt completely empty, Bob stopped for a moment and said we were now playing a game. With these words, he rammed a monster plug into my hole, which was unbearable for me and which my bowels tried to push out with all their might. But Bob positioned himself between my spread legs so that he pushed the plug into me with his body. He leaned forward towards me, massaged my neck and shoulders and whispered in my ear: “This is the fattest plug you can just about stand, but it’s very, very uncomfortable I know. I’m going to slowly stuff smaller and smaller plugs into your hole from here. If there’s one you like, grunt once. You will then wear it throughout the night. But be careful: the smallest size I will accept is the plug you have chosen for yourself. If you don’t grunt until I’m already at the smaller ones, you’ll get the one you have in your hole now! Understood?”

I grunted once and Bob eased the pressure on the fat plug in my hole. He allowed me to push it out, but halfway through he stopped it and stuffed it in again. He did this a few more times before pulling it out himself with a quick squeeze. The relief was great, but brief, because the next smaller, but still monstrous plug came in. He also played with it for a while, pulled it out, stuffed it back in and rotated it a few times in my hole until I groaned. “Ah, you choose this one?” he laughed. I grunted desperately twice again and again. “Alright, I’ll let it go again, but the next time you make a sound, it’ll count as your selection.”

With the following plugs, I therefore made an extra effort not to make a sound. Slowly we got to the size of the plug I had chosen. Bob was now changing the plugs faster and faster. My fear of missing the right plug was therefore all the greater. Better one size too big than the monster plug all night! I grunted at one that seemed just about bearable, and Bob stopped short. “Good choice! It’s now two sizes bigger than the one you originally wanted! I knew you’d need something bigger.” With that, he closed the zipper over the plug and put the crotch strap of the chastity belt back on, which only pressed the plug deeper into my hole. At that moment, I realized that I had probably chosen too big a plug for the night.

To be continued …