Learning the Business

Know Your Tools

Matt had a good bud, Chase who owned a cabin up north, very close to the lake. Labor Day was approaching and he invited Matt up for the long weekend. The cabin sounded pretty sweet and had some cool toys and amenities to boot. An ATV, jet ski, kayaks, and outdoor hot tub to name a few. Matt wanted me to come with, alternately ordering me and whining for me to come, ( very notable since begging isn’t something in his play book). Sounded pretty exciting to me, no persuasion was really needed. In addition if we left Friday morning it would be a four day weekend, that’s four whole days with him! Matt had a Jet Ski as well, which he was bringing along. I had been after him since we first met to let me take it for a spin. Here was my opportunity.

The problem I faced was how to get permission from my folks to abandon the homestead. It was a holiday weekend and undoubtedly they had something lame in mind with me as a part of it. This problem was solved conveniently when I ran into Denny and his mom while out shopping with my mom at WalMart. Denny and I had been close friends in grade school and somewhat middle school, but as we grew older, we grew apart. We didn’t see each other much anymore. He had become a book nerd and hung out with the college-bound kids. I wasn’t that much into school and hung with a different, cooler crowd. Anyway, Denny was hyped up about this camping trip he and his family were taking for the last holiday of summer. He was babbling on about it. He said it would be cool if I came along. He thought it would be fun to connect again and that I would prove a distraction from his boring sister. He asked his mom if I could join them, and after a brief moment she said that I’d be more than welcome. Now I almost blew it by saying that I had other plans, but then a light bulb went off in my head. Here was my alibi. I could pretend I wanted to go along and cancel at the last moment and join Matt instead.

I looked at my mom and acted all excited. I begged her to let me go along and reconnect with an old friend. She thought for a moment, I knew she was thinking about whatever activities she had planned, but she acquiesced. Tah Dah! Oh Yeah! My adventure had been set in motion! Denny said he’d call and discuss the details with me later. This was perfect because the probability of getting caught was slim. My parents saw my other friends frequently and socialized with their parents. However, they had almost no contact with Denny or his parents. There was zero chance that they would interact with them later and discover that I didn’t go. I would just call Denny at the very last moment. Inform him that I had done something incredibly stupid and got grounded for the weekend. I wouldn’t be able to go. “This sucks” I would declare in my most glum voice and bemoan the unreasonableness of my parents. A perfect plan. Sometimes I am pretty amazed at my awesomeness.

I had a little swagger at work the next day when I told Matt of my clever scheme. He brushed his hand through my hair and said he approved. Not quite the adulation I was hoping for from him, but at least I recognized my brilliance.

The renovation was going well. We were ahead of schedule, so at 3 he informed the rest of the crew they could have the rest of the day off. I was to stay and clean up since I was still considered the grunt of the group. They all snickered at this and took off. I figured Matt probably had something much different in store for me and I was right.

I began to organize the clutter.. Matt went out to his jeep and reappeared in short order with a backpack. He placed it on the concrete floor in front of me and unzipped it. He withdrew a brand new toolbelt and handed it to me. It was awesome, real leather. I thanked him. He said that I was doing an impressive job at work and deserved it. I put it on and we both admired it. It definitely wasn’t a cheap one; it seemed very well made and durable. Rather thick, lots of loops and pockets to keep handy everything that you could possibly need. Ooohh, it didn’t stop there though. He said the belt was worthless if I didn’t have anything to put in it. He bent over and pulled out some more items from the pack. He handed me a hammer, utility knife, tape measure, several screwdrivers, level, and a couple pliers (needle nose and slip joint). I found appropriate spots and loaded the belt up. Matt said that was a good start, perhaps I would get some more in time. A mirror was a propped up against the wall nearby, and I strolled over to check myself out in it. I smiled ...everything all shiny and new! The leather scent of the toolbelt wafted up to my nose. Who doesn’t love the smell of new leather? So very cool. I walked over to Matt and gave him a big appreciative hug. He reached down and gave me a long full on kiss. I liked this guy more and more each day.

After a few minutes, Matt gently pushed me off and commented that we should try them out. He said he thought I might not know all the ways these tools could be used. I had a good feeling about direction as to where this all was going. He reached back into the apparently bottomless backpack and fished out a couple cameras and collapsible tripods. Obviously he was going to record this. This was another version of him I would see from time to time. Videographer Matt. Usually he recorded or took shots using his phone. This was going to be a little different, although not unexpected. Matt loved taking pics of me in indecent, very provocative positions. Often in socks and various underwear, his fetish. Another fav of his was to take a shot or quick vid exactly at the point of my penetration. He loved to see the tip of his dick just about to push through, and open up my cunt. The cunt he alone owned. His to use and abuse at his personal discretion.

He disappeared into the back of the worksite and came back with a hardhat and goggles for me to put on. He went into another pocket of the backpack and there were those knee pads again. My ensemble now complete, he put a drill in my hand, placed me on the ladder and took a few shots. Slowly he had me undress and go into various poses, still with the toolbelt on. Pants undone in front, one hand cupping the base of my jock, still with the drill. No pants… then no shirt, but workboots still on. Pretending to saw or use various other tools. Bent over a sawhorse, legs spread wide apart. Reaching back and spreading my asscheeks apart to expose my hole. This went on for a bit.

We went into another room and he had me climb on top of a plywood plank stretched over two sawhorses. I was instructed to get on my back and scoot to the edge. My butt was almost hanging over it. At this point all i had on were my yellow socks and a yellow jock, and of course the toolbelt. He took some time and set up the video equipment. Meticulously adjusting them for the angles he wanted. Satisfied with it all, he ambled over to me and pulled some of the tools given to me out of my belt. He lined up 5 screwdrivers in increasing size on the plywood beside me. (He had only given me two, I wasn’t sure where those other three came from, but now wasn’t the time to speculate on such things) “Legs up and wide” he directed. “Hold them back. …Further” He got into the scene and held up a tool.

“This here is a screwdriver Lil Kev. It’s useful for screwing more than just screws” he explained. “Do you know what else we can screw with this?” The question was rhetorical. “ Hot shit boys like you”, he answered himself smugly. He pulled out a small container of lube and prepared my hole. He picked up the driver furthest to the left. It wasn’t a very big one. Matt brought it right up to my face so that I could get a good look at it. His green eyes gleaming. He put the blade end in my mouth and had me lather it up with spit. He lowered it down to my chest and slowly began to drag it down, using the blade end. Across my pecs and around my nipples, a shiny line of my spit trailing it. Down and over my abs, circling, then twisting it inside my belly button. Over my jock it went, moving it slowly side to side as he slid it down over the shaft of my penis... (easy to find through the jock’s mesh material as it was stirring and stiffening by this point). The blade found its way to my ball sac. He hesitated there for a few seconds, then continued to use the blade like a brush, lightly dragging it around each testicle several times. He commanded me to stretch my buttocks apart, and continued the tool’s journey. Down my taint he drug it. He advanced to my boyhole where he stopped and made a few very light circles around it. He looked up and smiled. Grabbing a small bottle of lube from his pocket, he poured a copious amount on the handle. ( I was relieved that it wasn’t the business end of the driver he was going to slide into me). He held it up high again so that both I and the camera would get a good look. Then the handle was at my door. My hole twitched a bit in anticipation. He twirled the handle a little (this actually felt very, very good). Then Matt popped it in me and he slowly pushed it into the point where the plastic meets the metal. My sphincter closed around the metal shaft. He backed away and announced to the room that I was screwed. He guffawed at this. I rolled my eyes at this lame double entendre. He thought himself quite the comedian.

Matt went back to work , he slid the driver in and out of my boyhole, driving it every which way he could. Overall I was enjoying it. This first one wasn’t that large, though it was painful at times when he backed it out, especially when he pushed it in so far that the metal shaft was inside me as well. (The intersection of the plastic handle and metal shaft is a straight drop. Backing it out at this point hurts.) He removed it quickly. I winced in pain and grunted. I was told to “Man up Boy” (a bit ironic). I was informed that we had a lot of tools to go through. His ass needs a lot of fixing, he said explained to the camera.

He declared that it was time to move up to the next size. Each driver/handle being a little wider and longer than the last. I rather enjoyed it. It was a slow progression of different drivers up to this point. The pain was tolerable and the tool felt quite a bit different than his dick. I liked getting fucked this way. Matt was very into it as well. As we progressed, he was slowly stripping off his own clothes. He was down to his jock and socks now.

At last he got to the fifth screwdriver. I could see it was pretty big. Industrial size, I don’t remember ever using one that big on any of our jobs. The diameter was definitely larger than the girth of Matt’s cock. It really stretched my hole going in. I felt the sting and a burning pain as it entered me. I gasped and my face started to wrinkle as he forced it in… stretching me further open than at any time before. He interrogated my boypussy for a long time with this one.

Then he was done and backed away from me, but with the tool still lodged deep in my butt. I was ordered to get into the doggy position. I clamored to obey. The tool bounced around as I moved. My ass clenched the tool and shuddered, after all this was the largest of them. The metal shaft and blade hung out a good ten inches from my butt. The blade acted as a cantilever and it bounced around quite a bit as I got on all 4s. It was an incredible sensation. Matt was intrigued by the display as well. He said it looked like a tail and that I was being a damn good little doggy. He patted me on my head, and he batted the blade causing it to bob up and down as if it were a wagging tail. “You like being my little doggy, don’t you Kev. Why look at that! I think you’re in heat you little bitch. You’re just dying to be mounted and bred aren’t you?”

He removed the “toy” from my ass and he moved to climb atop the platform and initiate my breeding. However he hesitated. I turned my head back towards him and I could tell he was working something up in his mind. Instead of getting on the platform, he went to the side of the room and picked up the power drill. Moving in a way that ensured I had a view of what he was doing. My eyes grew wide. I was a bit scared, yet curious as to what he was planning. (He was great at building up tension.) The delight was apparent in his face and by the fact that his manhood was now at full mast . The head of his cock had burst out of the top of his jock’s waistband and was seeping precum. He ambled over and picked up the big screwdriver again. He was spinning the bit chamber of the drill completely back and attempted to insert the blade end of the driver into it. No luck! The blade was too big. Not to be defeated, he chose a slightly smaller driver and slotted it in. This one fit, though barely. He tightened the chamber to firmly grip the driver. Matt held it up. He engaged the drill and watched the driver spin. Nope, he wasn’t quite happy with his newly designed, soon to be patented, instrument of torture. It didn’t spin straight around,it was making a grossly oblong eclipse, not a circle. He couldn’t adjust it to stay centered. Again, this dude never gave up. He was determined to make this fucking work. He switched out the straight blade driver for the medium phillip’s head one. Success! He pulled the trigger and I watched the driver spin around at what looked like Mach One.

Perfect, he said. Proud he looked. Now it was time to proceed to my business end. He lubed up the screwdriver handle and with a little pop, in it went.

He engaged the drill, slow at first. The feeling was ecstasy. I think what made it feel so intense was that the sides of the handle weren’t round. There were 6 straight edges. The driver twirled away in my hole and sphincter and it was just the bomb for me. I know I moaned loudly, It was intense. “You like that you little pig, don’t you”, he sneered. He sped it up faster and it just got better. He stopped. This was becoming too much for him. He was really turned on. He had pulled his equipment out of his jock by this point and was stroking it. The head of it was very wet with precum. He pulled the tool out of me and threw it on the table. He furiously unbuckled the tool belt from my waist. I was yanked off the platform and roughly bent over it. With the utility knife from my belt, He stretched the elastic band of my jock and cut it off, along with the leg straps. It fell to the floor.

Wham! his raw dick was in me and he began to pound my hole fiercely. I yelped and pushed back a little. Tears formed in my eyes. My butt and and legs jumped forward with the intensity of each thrust. He was far too excited at this point. He was in another world. He rode my ass like this for several minutes before his load exploded inside me. “Fucking A” he shouted and he whooped. “What an ass you have boy!” With that he slapped his hand across my butt cheeks several times hard, leaving marks. He ran to the camera to replay the scene. I was left to jerk off on my own. He brought the cameras over and replayed the vids for me to watch. Told me I was marvelous. A natural. This was a video he would watch when he was alone again and again.

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This chapter became a bit longer than I expected. So I’m going to end here. If you made it this far, thanks. I know you have a lot of stories to choose from. Thanks for reading mine. Hope your voyeuristic urges were met. Next portion of the adventure is complete and will come tomorrow.