By slickchaser

My friend Gerry and I had grown a little apart; from the “first load up” story I still frequented his playroom, and he continued to make me develop with giving blowjobs, being teased and prodded in various scenarios, and learning to love tight and strict bondage as needed. Though I had moved further away, we still would setup occasional meetups, including at a convention where he introduced me to getting measured for my first full latex suit, and a new guy local to him, “Jay” for this story. Gerry insisted I come back around once my suit was done in a couple weeks and visit Jay, he had something new he thought I’d get some joy out of.

We made plans, and about 2 months later I made the trip down. My new black latex suit was shipped directly to Jay’s house, and he and Gerry also had what they called my new “spiked” footwear ready for me. On the day I finally made it to Jay’s our conversations were brief, and there in Jay’s living room, I stripped, and they helped apply dressing lube and on the suit went. Being neck entry, it took some wiggling, but Jay and Gerry were delicate and great helping me wiggle in. They both then gradually applied the shine, and there in this living room with white tile and white walls was me in this totally blacked out second skin. Gerry and Jay both towered over me, they both being 6’ about, me at a lowly 5’7”, even feeling shorter with my shoulder length hair.

As I stood and admired my suit, Jay brought a chair for me to sit, and a box then when opened, revealed this heeled ankle boots; the heel was indeed “spiked” at 6 inches, and a platform. He and Gerry helped lace the boots, then close the attached ankle strap, pinning small padlocks in each. They had me stand up, and though a little woobly, managed to maintain my balance as Jay directed me to the next room over. Once the door was open, it was a “no turning back” point according to Gerry.

I followed Jay in the room, surrounded by so much gear and apparatuses, but for me, a chair in the middle, with mirrors all around the sides and front. The room was quiet, only the click of these massive heels heard; once to this aluminum chair and black padding with vertical legs, a vertical back, and no armrests, two large thick leather straps hanging off the seat base, Jay had me place my hands on the chair back, and position my feet slightly wide so my butt stuck out. Watching in the mirror, Gerry began to open my front to back crotch zipper, pulling the back slowly to the front, touching my cock slightly which sent it into a tizzy. Jay grabbed gloves, lube and an inflatable butt plug that he gave a few pumps, lubed it well, then slowly lubed my hole and began to insert it. Gerry had me play with a lot of “rear end” devices in the past, though not an inflatable.

“Some small pressure is good, tell me when” as Jay quietly pumped it, and I could feel it pretty well inserted. “I…I…yeah good” I said rather nervously.

“Good, now, we’ll seat and prep you, see how many you can take.” Jay was rather exuberant as he helped me first step to the front of the chair, where then he and Gerry slipped on leather cuffs at my thighs, ankles, wrists, upper arms, and a harness across my chest. With their support, they slowly sat me in the chair, where my ankles and wrists were attached to some mounting points, straps from my thighs connected to the base of the chair, belts hanging from the bottom pulled across my chest in a V to force me back and upright against the back of the chair, and my upper arms ran with straps to each other. Firm, but not terrible.

All the while watching these two, my cock went from curious to full blown upright erect. Both of them were wearing leather pants, white tops, polished black boots to the ankles, and these black leather-on-gold belt buckles that every time they walked near a light just shined brightly. Then I watched curiously as Gerry first helped wiggle on an oxballs stretcher, and then a cock and ball separator, something he knew to use on me. His light hand rubbing of lube instantly made me super attentive, which he seemed to enjoy.

It was then Jay walked over, holding a hummingbird attachment in his hand, slowly lubing my penis again and slipping the attachment on. Jay took a few liberal “swipes” against my cock head, laughing slightly as he knew I was really ramping up. “Ok, time to show this doohickey, the edge-o-matic 3000.” I had seen this before, and I only knew from the most recent show we went to that it would be a trip. “This thing will be diabolical but also will keep you at bay.” Gerry walked over with Jay, holding a stand, and together they played with the vibrator Jay was holding and the stand to get it positioned stationary, and mounted so the hummingbird would always be well below my cock head. It was a tight squeeze with the oxballs separator, but clearly someone had done their research for it to fit just right.

Gerry helped plug the device in, while Jay stood behind me, checking every little belt and attachment. “I know you too well, so I’ll be helping test you a little, then we’ll get serious.” And with that, Gerry activated the vibrator, and he began to help dial in the settings with Jay giving advice. “More sensitivity, less on the intensity…see if he can wiggle…oh, that will do it!” Jay was clearly very excited; we kept playing with the settings, getting some feedback from me, but mostly him showing Gerry what adjustments could me made, and kind of watching my cock expressions to help fine tune it. Once settings were done, he stepped aside with Gerry, and then Jay just said, “all on your own now.” I was then alone with the machine; the vibrator would come to life, slowly and steadily increase to a reasonable level, and as I grew fully erect, breathing easily but would become ragged as I would feel like my cock reaching a point to think about cumming, only for it all to suddenly stop, and then left to sit there and wonder when it might start again.

It was a total mind fuck; sitting there I tried to wiggle a little once the vibrator came on, just wanting to touch the tip of my head, but no luck, the straps and positions of my arms made it nearly impossible to lift up. The heels also made it especially difficult; even if I wanted to, I could actually get moving vertical, instead just slightly back, and then the vibrator mount would basically pull on my cock so the hummingbird didn’t make as much contact. Once back on, I would sit and wonder how high a peak I would reach, how long until I was near the point to want to wiggle as hard as I could…then it would again just stop.

They both watched behind me, clearly having fun watching me reach an almost point of climax, only to be denied, time and time again. “There goes 20…lets dial back the intensity a bit, really keep you going” Jay said, adjusting the little box next to me, and sure enough, now the lesser intensity meant it ran longer, but still as my ass clenched it would shut right off. Jay patted my shoulder behind me. “Yeah, you’ll be here for a while I think. So, let’s gear you up.”

Just as he said that, there was Gerry rummaging behind me, then slowly first pulling this pvc zip up hood over me. “Your hair is a problem, but don’t worry, that will help.” And just as he finished, now he came back with a much more strict leather lace up hood. The second he showed it, I reached a shut off point almost immediately. “Oh, you really like this. On it goes.” Gerry slipped the hood on, zipping the back, tightening the strings, and now I was staring myself down in the mirrors with still an open eye and mouth holes. But, that didn’t last long; Gerry walked back and returned with a muzzle ball gag, the bright red ball gag almost 2 inches. In the gag went, and the straps were tightened behind my head, chin and up top. And, finally be brought over a large red collar, slipping it on firmly, and closing and tightening it with a magnetic clip. All during this, I was so turned on, the vibrator only came on for seconds at a time. 3, 4,5 more denials, all within a short time frame.

Now I was their true leather clad and restricted toy. They both took their turn pinching and turning my nipples, enjoying my slight groaning as I would near climax, just to be denied over and over again. Jay played with a setting, now it was a longer recovery in between; so I would sit there in my thoughts once the machine turned off, wondering if somehow I would pop one off the next round, only to realize once the vibrator came back on how difficult it was. I would watch in the mirror, as the denial would take place, my expression of “please be the next one” while breathing deeply, drooling out the gag now, and seeing all the shiny black on me, and it would just tease me even more mentally. Every now and then Jay would call out a number. Once I heard “50…that’s the first time I’ve seen that!” I truly wondered if I was ever to get to climax.

Gerry watched me continue to struggle, my moans and subsequent drooling becoming more pronounced, patting me on the shoulder while holding a series of straps in his right hand. “I think you can hit 75, but let’s make it a little challenge. I’ll turn up the intensity, but if you go off before then, you get two loads in you, if only one, then Jay gets to pick which one of us.” And as he said that the vibrator clicked off, and I heard Gerry quietly say “55…don’t let yourself down.” And then I watched as Jay fitted an attachment to the chair behind me, my attention completely devoid watching Gerry, and then Gerry gently pushed my head back until I felt a pad, and using the straps in his hand, connected the d-ring from the top of the gag to a mounting point behind me, then two to the collar. And then, as the vibrator kicked back to life, at a more intense level as Gerry said, I watched as Jay wiped the ever mounting drool from my suit, and he reached down to gently touch the bottom of my ball sack, which immediately sent me into a new tizzy. “Oh, that might get you really going.” Now, each time the vibrator cut off, Jay or Gerry would gently reach down, just lightly massage the bottom of my ball sack. Each time my cock would respond going up and down, but still nothing. Movement was impossible, pushing my heels into the boots still did nothing, I truly was trapped with just me and that little computer box.

Each time the vibrator kicked in, the instant feeling would start to come over that this would be the one, only for seconds later you realize it just isn’t enough. Gerry signaled a 6 and 0 behind me in the mirror, seemingly loathing the fact I couldn’t move my now erect head. He would pinch my nipples, then reach down once that vibrator shut off to massage my balls again. I was letting out a long groan each ball massage, like somehow that would change things. 61..62..63…Jay reached down to the box, clicking the intensity up. I knew I was close, it was getting to the point it felt like the top of my cock was ready to launch like a rocket, but still somehow the two of them kept me at peak tease.

Once I got to 70, Jay once again tweaked the intensity, now the vibrator really doing its work. “We’re gonna leave you alone now. 5 more!” Jay said as he and Gerry literally disappeared from the mirrors view. I was jerking against my bonds, drooling everywhere, desperate to just explode. It clicked off…71…then Jay walked over again, and quickly changed another parameter. “Shorter break…oh boy.” He touched the tip of my cock, as if to note how ready it was, then once again gone from my sight line. It kicked it almost immediately, and again the intensity felt even more pronounced. I felt my cock bouncing up and down, as if it was cluing me in it’s ready. But…there it went…72…three to go. Barely any rest, and again it was away. I over heard Gerry say “be a shame if you don’t provide a service to your new friend here, and your old friend in me.” Somehow this game of pleasing them meant pleasing myself.

I pulled a little bit with my arms, trying to throw my cock in and out, give it that last boost. Off it went again…73…Gerry appeared and gave the box one more adjustment. “That’s it…if it doesn’t work, you just stay there until it does. Come on, don’t let me down!” He patted my head, softly, then stood behind me, as it all clicked on again. I tried to wiggle, just gave up, and the vibrator just kept going at me. “Come on…cum…just let it all out.” For some reason that final whisper felt like it sent me over the edge. Whether it was the dialed up intensity, or just seeing myself drool all over my new black latex, or seeing Gerry stand in his hot leather pants, it made the final rush come on.

Finally, I erupted, and massively. My load shot all up in the air, like a volcano, then the subsequent shots were just as violent. My cock pulsed time and time again, never had I felt so relieved but also wanting it to stop. Gerry stood beside me, watching the last bit dribble out. “Oh, that was a good one” he said patting my leg, then catching a towel Jay threw over. The vibrator was off, though I noticed no one turned the machine off. After a moment, it clicked back on, an immense amount of desperation coming over myself to escape. I moaned heavily, pulling hard on my hands, ready for it to stop. The post-orgasm feeling was multiplied so much with the edging. Finally, Gerry clicked it off, and it all stopped. He helped clean up the mess, and Jay reached behind to remove my head bondage, and gag. Slowly they released the restraints, and then let me sit for a moment. My cock was still covered in left over cum and lube, and I slowly used the towel left to me to clean myself up.

They had stepped aside, and I wasn’t paying attention too much to what was happening. Both of them came over to me, now the front of their leather pants open, two massive erect cocks facing me. Grabbing an arm on each side, I was helped up, made to stand for a moment while Gerry took off the leather cuffs on my wrists, and he helped me turn and walk away from the chair and device that had just ruined me. As we walked along the room, I was still stuffed with the inflatable plug, and it still made me erect, even if my tank was completely empty. As we walked, I watched Jay pull the covers off a bench, clearly meant to lean me on. And sure enough, I found myself on the bench, hands cuffed with some thick metal cuffs behind me, then strapped to the bench across my chest, and connected to my thigh and ankle cuffs. Ass up, bent over, and my head dangling free out front; it was the most compromised I had ever been.

I felt someone slowly start to wiggle out the inflatable plug. “You’ve never had someone rail you, correct?” Jay asked the question behind me, knowing very well from Gerry the answer was “no.” Gerry laughed a little, “well, finally a first time for him. Hopefully he’s not as tight as I think he might be.” Gerry walked in front, and I could see his cock sticking out. My instinct was to try and reach and start sucking, but instead my vision was plunged into darkness, as he fitted a tight leather blindfold, slipping under my nose and a strap pulling it so all light was shut out. I got a small lick of his tip, but he only patted and said “let’s wait for him to prep first.” As he said that, presumably it was Jay behind me, began to massage my hole, and the unmistakable feel of lube was applied, around the edge of my hole and then his fingers started to slowly poke and reach in a little. After several trips in and out, a much larger poke began to occur.

“I’ll go slowly…for now. Don’t worry, I’m protected and lubed for you.” Jay slowly began to work his rock hard cock in me; a slow motion and I felt him start to work out, the first time I’d been fucked. A few slow strokes, him grabbing by the strap across my back and hip, made it seem easier for him to begin a steady rhythm. Just as I let out a slight “oh…oh…oh” I suddenly felt the tip of Gerry’s dick, and him resting his hand on top of my head. He too began to work himself slowly in my mouth, me trying my best to suck and squeeze my tongue on his head and shaft. My earlier predicament seemed to be a minor compared to this new one. In and out Jay continued to go, grunting a little as he seemed to drive a little harder and deeper. Meanwhile, Gerry was doing his best, holding my head and timing him forcing his cock in right as Jay went out, like some kind of well orchestrated action. Jay would let out a groan of “oh yeah” and immediately Gerry would hold me to deep throat him. I was choking on his cock and my drool, became like a fountain as Gerry pulled out to let me catch my breath, but Jay continued his consistent action of in and out. Gerry tapped me on the head, like a “here I come again” notion and I barely nodded, and back to taking his cock in, which I desperately wanted to slowly mount and go up and down, but Gerry had other thoughts forcing me to continue to deep throat him.

Jay’s thrusting continued at a steady beat, until he grabbed on my cuffed hands, and really started pulling hard. Gerry noticed what a probable struggle I was having, and he slowly backed his soaking wet cock from my saliva out, my drool and bubbles still attached via a sliver of water. A couple of loud “yes boy…yes boy…” and the the exuberant “yes!” as I felt him pull as hard as possible, leaving himself insert, and the sound of his post-cum pleasure. A few more gradual pumps and he pulled out. I was physically worn out, and I felt a tear develop under my hood. But without break, Gerry reinserted his cock back to my still gaping open mouth from all the shock.

I heard Jay fumble around next to me, then felt a second pair of hands on top my head, and Gerry really went hard now, forcing me to deep throat longer and further than ever before. After a few times almost gasping for air, Gerry pulled out, and hinted “come on, make me cum, now.” I stuck my tongue out, and Jay took that as a hint. He started rocking my head up and down, the collar limiting the movement but enough to get a good stroke on. I drug and twisted my tongue, even with so little energy left. One final huge deep throat dive and finally, Gerry let out his own “yea!” as his cum exploded all in my mouth. Jay continued to rock my head up and down, keeping the cum and rock hard cock in me. It was so much, and finally as Gerry pulled out, I could barely swallow half, and it slowly dripped down my chin and onto the immaculate floor.

“Okay, that’s good for today, you’ve done pretty well boy.” Jay slapped me on the ass; I laughed a little, still bound to the bench and my mouth an absolute mess. “Hey…seems he really liked it. What say we get you on a schedule?” As Jay posed the question somewhat light heartily, I unconsciously just said “yes, please.” Even though I had a strange feeling come over me to want to stay in my current bounds, slowly they both helped release me, and dress me down. Jay helped take my latex suit, which he said he would wash and keep there, because I would be “a frequent visitor.” Jay escorted me to his shower, making sure I was clean and refreshed. We enjoyed a quiet dinner, like 3 friends just hanging out. The duality of their behavior in his play slave and outside was mind boggling. All I could think of was…what next?

On the way home, the two texted me, and the next session was booked.

To be continued…

Metal would like to thank the author, slickchaser, for this story and welcome him back to the Prison Library!